S-adenosyl-L-homocysteine
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Identification
- Generic Name
- S-adenosyl-L-homocysteine
- DrugBank Accession Number
- DB01752
- Background
5'-S-(3-Amino-3-carboxypropyl)-5'-thioadenosine. Formed from S-adenosylmethionine after transmethylation reactions.
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 384.411
Monoisotopic: 384.12158847 - Chemical Formula
- C14H20N6O5S
- Synonyms
- 2-S-adenosyl-L-homocysteine
- Adenosyl-L-homocysteine
- adenosylhomocysteine
- AdoHcy
- S-(5'-adenosyl)-L-homocysteine
- S-[1-(adenin-9-yl)-1,5-dideoxy-β-D-ribofuranos-5-yl]-L-homocysteine
- S-Adenosylhomocysteine
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism ADNA (cytosine-5)-methyltransferase 3B inhibitorHumans AHistamine N-methyltransferase inhibitorHumans UCap-specific mRNA (nucleoside-2'-O-)-methyltransferase Not Available VACV UCobalt-precorrin-4 C(11)-methyltransferase Not Available Bacillus megaterium UProtein-L-isoaspartate(D-aspartate) O-methyltransferase Not Available Humans UGenome polyprotein Not Available DENV-2 UPhenylethanolamine N-methyltransferase Not Available Humans UCyclopropane mycolic acid synthase 2 Not Available Mycobacterium tuberculosis UModification methylase RsrI Not Available Rhodobacter sphaeroides UCatechol O-methyltransferase domain-containing protein 1 Not Available Humans UCarminomycin 4-O-methyltransferase DnrK Not Available Streptomyces peucetius UGuanidinoacetate N-methyltransferase Not Available Humans URelease factor glutamine methyltransferase Not Available Escherichia coli (strain K12) URelease factor glutamine methyltransferase Not Available Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099) UProtein arginine N-methyltransferase 3 Not Available Humans URibosomal RNA small subunit methyltransferase H Not Available Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099) UrRNA adenine N-6-methyltransferase Not Available Bacillus subtilis UtRNA (cytosine(38)-C(5))-methyltransferase Not Available Humans UGlycine N-methyltransferase Not Available Humans UtRNA (cytidine(34)-2'-O)-methyltransferase Not Available Haemophilus influenzae (strain ATCC 51907 / DSM 11121 / KW20 / Rd) UModification methylase PvuII Not Available Proteus hauseri UDNA adenine methylase Not Available Enterobacteria phage T4 UCyclopropane mycolic acid synthase 3 Not Available Mycobacterium tuberculosis UProtein arginine N-methyltransferase 1 Not Available Humans USiroheme synthase Not Available Salmonella typhimurium (strain LT2 / SGSC1412 / ATCC 700720) UModification methylase HhaI Not Available Haemophilus parahaemolyticus UHistone-lysine N-methyltransferase SETD7 Not Available Humans UtRNA (guanine-N(1)-)-methyltransferase Not Available Haemophilus influenzae (strain ATCC 51907 / DSM 11121 / KW20 / Rd) UCyclopropane mycolic acid synthase MmaA2 Not Available Mycobacterium tuberculosis UDiphthine methyl ester synthase Not Available Humans UAclacinomycin 10-hydroxylase RdmB Not Available Streptomyces purpurascens UtRNA (guanine-N(1)-)-methyltransferase Not Available Shigella flexneri UUroporphyrinogen-III C-methyltransferase Not Available Pseudomonas denitrificans UUncharacterized protein Not Available Thermus thermophilus (strain HB8 / ATCC 27634 / DSM 579) UChemotaxis protein methyltransferase Not Available Salmonella typhimurium (strain LT2 / SGSC1412 / ATCC 700720) UModification methylase TaqI Not Available Thermus aquaticus UProtein-L-isoaspartate O-methyltransferase Not Available Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099) - Absorption
Not Available
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
- Not Available
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
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- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.Not Available
- Food Interactions
- Not Available
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as 5'-deoxy-5'-thionucleosides. These are 5'-deoxyribonucleosides in which the ribose is thio-substituted at the 5'position by a S-alkyl group.
- Kingdom
- Organic compounds
- Super Class
- Nucleosides, nucleotides, and analogues
- Class
- 5'-deoxyribonucleosides
- Sub Class
- 5'-deoxy-5'-thionucleosides
- Direct Parent
- 5'-deoxy-5'-thionucleosides
- Alternative Parents
- Glycosylamines / Pentoses / 6-aminopurines / L-alpha-amino acids / Thia fatty acids / Aminopyrimidines and derivatives / Hydroxy fatty acids / N-substituted imidazoles / Imidolactams / Tetrahydrofurans show 15 more
- Substituents
- 1,2-diol / 5'-deoxy-5'-thionucleoside / 6-aminopurine / Alcohol / Alpha-amino acid / Alpha-amino acid or derivatives / Amine / Amino acid / Amino acid or derivatives / Aminopyrimidine show 39 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- adenosines, organic sulfide, homocysteines (CHEBI:16680)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 8K31Q2S66S
- CAS number
- 979-92-0
- InChI Key
- ZJUKTBDSGOFHSH-WFMPWKQPSA-N
- InChI
- InChI=1S/C14H20N6O5S/c15-6(14(23)24)1-2-26-3-7-9(21)10(22)13(25-7)20-5-19-8-11(16)17-4-18-12(8)20/h4-7,9-10,13,21-22H,1-3,15H2,(H,23,24)(H2,16,17,18)/t6-,7+,9+,10+,13+/m0/s1
- IUPAC Name
- (2S)-2-amino-4-({[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}sulfanyl)butanoic acid
- SMILES
- N[C@@H](CCSC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C(N)N=CN=C12)C(O)=O
References
- Synthesis Reference
Hideaki Yamada, Sakayu Shimizu, Shozo Shiozaki, "Process for producing S-adenosyl-L-homocysteine." U.S. Patent US4605625, issued March, 1978.
US4605625- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0000939
- KEGG Compound
- C00021
- PubChem Compound
- 439155
- PubChem Substance
- 46508993
- ChemSpider
- 388301
- BindingDB
- 50009672
- ChEBI
- 16680
- ChEMBL
- CHEMBL418052
- ZINC
- ZINC000004228232
- PDBe Ligand
- SAH
- Wikipedia
- S-Adenosyl-L-homocysteine
- PDB Entries
- 10mh / 1af7 / 1aqi / 1av6 / 1b42 / 1bc5 / 1bky / 1boo / 1cbf / 1d2h … show 1229 more
Clinical Trials
- Clinical Trials
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Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 4.08 mg/mL ALOGPS logP -2.4 ALOGPS logP -4 Chemaxon logS -2 ALOGPS pKa (Strongest Acidic) 1.81 Chemaxon pKa (Strongest Basic) 9.5 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 10 Chemaxon Hydrogen Donor Count 5 Chemaxon Polar Surface Area 182.63 Å2 Chemaxon Rotatable Bond Count 7 Chemaxon Refractivity 92.72 m3·mol-1 Chemaxon Polarizability 38.41 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.9626 Blood Brain Barrier - 0.6261 Caco-2 permeable - 0.8056 P-glycoprotein substrate Substrate 0.6112 P-glycoprotein inhibitor I Non-inhibitor 0.9437 P-glycoprotein inhibitor II Non-inhibitor 0.9883 Renal organic cation transporter Non-inhibitor 0.9179 CYP450 2C9 substrate Non-substrate 0.8742 CYP450 2D6 substrate Non-substrate 0.8034 CYP450 3A4 substrate Non-substrate 0.5 CYP450 1A2 substrate Non-inhibitor 0.9028 CYP450 2C9 inhibitor Non-inhibitor 0.9086 CYP450 2D6 inhibitor Non-inhibitor 0.9295 CYP450 2C19 inhibitor Non-inhibitor 0.8862 CYP450 3A4 inhibitor Non-inhibitor 0.9017 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9323 Ames test Non AMES toxic 0.6549 Carcinogenicity Non-carcinogens 0.9345 Biodegradation Not ready biodegradable 0.9885 Rat acute toxicity 2.3223 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9744 hERG inhibition (predictor II) Non-inhibitor 0.7908
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 209.9802499 predictedDarkChem Lite v0.1.0 [M-H]- 184.74873 predictedDeepCCS 1.0 (2019) [M-H]- 209.9802499 predictedDarkChem Lite v0.1.0 [M-H]- 184.74873 predictedDeepCCS 1.0 (2019) [M+H]+ 210.2092499 predictedDarkChem Lite v0.1.0 [M+H]+ 187.14429 predictedDeepCCS 1.0 (2019) [M+H]+ 210.2092499 predictedDarkChem Lite v0.1.0 [M+H]+ 187.14429 predictedDeepCCS 1.0 (2019) [M+Na]+ 209.5677499 predictedDarkChem Lite v0.1.0 [M+Na]+ 193.05681 predictedDeepCCS 1.0 (2019) [M+Na]+ 209.5677499 predictedDarkChem Lite v0.1.0 [M+Na]+ 193.05681 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsDNA (cytosine-5)-methyltransferase 3B
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Yes
- Actions
- Inhibitor
- General Function
- Required for genome-wide de novo methylation and is essential for the establishment of DNA methylation patterns during development. DNA methylation is coordinated with methylation of histones. May preferentially methylates nucleosomal DNA within the nucleosome core region. May function as transcriptional co-repressor by associating with CBX4 and independently of DNA methylation. Seems to be involved in gene silencing (By similarity). In association with DNMT1 and via the recruitment of CTCFL/BORIS, involved in activation of BAG1 gene expression by modulating dimethylation of promoter histone H3 at H3K4 and H3K9. Isoforms 4 and 5 are probably not functional due to the deletion of two conserved methyltransferase motifs. Functions as a transcriptional corepressor by associating with ZHX1. Required for DUX4 silencing in somatic cells (PubMed:27153398)
- Specific Function
- Dna (cytosine-5-)-methyltransferase activity
- Gene Name
- DNMT3B
- Uniprot ID
- Q9UBC3
- Uniprot Name
- DNA (cytosine-5)-methyltransferase 3B
- Molecular Weight
- 95750.18 Da
References
- Zhou Y, Zhang Y, Zhao D, Yu X, Shen X, Zhou Y, Wang S, Qiu Y, Chen Y, Zhu F: TTD: Therapeutic Target Database describing target druggability information. Nucleic Acids Res. 2024 Jan 5;52(D1):D1465-D1477. doi: 10.1093/nar/gkad751. [Article]
2. DetailsHistamine N-methyltransferase
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Yes
- Actions
- Inhibitor
- General Function
- Inactivates histamine by N-methylation. Plays an important role in degrading histamine and in regulating the airway response to histamine
- Specific Function
- Histamine n-methyltransferase activity
- Gene Name
- HNMT
- Uniprot ID
- P50135
- Uniprot Name
- Histamine N-methyltransferase
- Molecular Weight
- 33294.765 Da
References
- Zhou Y, Zhang Y, Zhao D, Yu X, Shen X, Zhou Y, Wang S, Qiu Y, Chen Y, Zhu F: TTD: Therapeutic Target Database describing target druggability information. Nucleic Acids Res. 2024 Jan 5;52(D1):D1465-D1477. doi: 10.1093/nar/gkad751. [Article]
- Kind
- Protein
- Organism
- VACV
- Pharmacological action
- Unknown
- General Function
- Translation elongation factor activity
- Specific Function
- Displays methyltransferase, positive regulation of the poly(A) polymerase and transcription elongation activities. Involved in the modification of both mRNA ends and in intermediate and late gene p...
- Gene Name
- PAPS
- Uniprot ID
- P07617
- Uniprot Name
- Cap-specific mRNA (nucleoside-2'-O-)-methyltransferase
- Molecular Weight
- 38887.65 Da
References
- Kind
- Protein
- Organism
- Bacillus megaterium
- Pharmacological action
- Unknown
- General Function
- Precorrin-4 c11-methyltransferase activity
- Specific Function
- Catalyzes the methylation of C-11 in cobalt-precorrin-4 to form cobalt-precorrin-5A.
- Gene Name
- cbiF
- Uniprot ID
- O87696
- Uniprot Name
- Cobalt-precorrin-4 C(11)-methyltransferase
- Molecular Weight
- 28452.015 Da
References
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Initiates the repair of damaged proteins by catalyzing methyl esterification of L-isoaspartyl and D-aspartyl residues produced by spontaneous isomerization and racemization of L-aspartyl and L-asparaginyl residues in aging peptides and proteins (PubMed:3167043, PubMed:6469980). Acts on EIF4EBP2, microtubule-associated protein 2, calreticulin, clathrin light chains a and b, Ubiquitin C-terminal hydrolase isozyme L1, phosphatidylethanolamine-binding protein 1, stathmin, beta-synuclein and alpha-synuclein (By similarity)
- Specific Function
- Cadherin binding
- Gene Name
- PCMT1
- Uniprot ID
- P22061
- Uniprot Name
- Protein-L-isoaspartate(D-aspartate) O-methyltransferase
- Molecular Weight
- 24636.21 Da
References
- Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
- Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
6. DetailsGenome polyprotein
- Kind
- Protein
- Organism
- DENV-2
- Pharmacological action
- Unknown
- General Function
- Structural molecule activity
- Specific Function
- Capsid protein C self-assembles to form an icosahedral capsid about 30 nm in diameter. The capsid encapsulates the genomic RNA.prM acts as a chaperone for envelope protein E during intracellular vi...
- Gene Name
- Not Available
- Uniprot ID
- P12823
- Uniprot Name
- Genome polyprotein
- Molecular Weight
- 379216.195 Da
References
7. DetailsPhenylethanolamine N-methyltransferase
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Catalyzes the transmethylation of nonepinephrine (noradrenaline) to form epinephrine (adrenaline), using S-adenosyl-L-methionine as the methyl donor (PubMed:20496117). Other substrates include phenylethanolamine and octopamine (PubMed:16277617, PubMed:16363801, PubMed:8812853). Also methylates normetanephrine (By similarity)
- Specific Function
- Phenylethanolamine n-methyltransferase activity
- Gene Name
- PNMT
- Uniprot ID
- P11086
- Uniprot Name
- Phenylethanolamine N-methyltransferase
- Molecular Weight
- 30854.745 Da
References
8. DetailsCyclopropane mycolic acid synthase 2
- Kind
- Protein
- Organism
- Mycobacterium tuberculosis
- Pharmacological action
- Unknown
- General Function
- Catalyzes the formation of trans cyclopropanated ketomycolate or methoxymycolate through the conversion of a double bond to a cyclopropane ring at the proximal position of an oxygenated mycolic acid via the transfer of a methylene group from S-adenosyl-L-methionine. In the absence of MmaA2, CmaA2 has a non-specific cis-cyclopropanating activity and is able to catalyze the conversion of a double bond to a cis cyclopropane ring at the distal position of an alpha mycolic acid. Cyclopropanated mycolic acids are key factors participating in cell envelope permeability, host immunomodulation and persistence.
- Specific Function
- Cyclopropane-fatty-acyl-phospholipid synthase activity
- Gene Name
- cmaA2
- Uniprot ID
- P9WPB5
- Uniprot Name
- Cyclopropane mycolic acid synthase 2
- Molecular Weight
- 34659.795 Da
References
9. DetailsModification methylase RsrI
- Kind
- Protein
- Organism
- Rhodobacter sphaeroides
- Pharmacological action
- Unknown
- General Function
- Site-specific dna-methyltransferase (adenine-specific) activity
- Specific Function
- This methylase recognizes the double-stranded sequence GAATTC, causes specific methylation on A-? on both strands, and protects the DNA from cleavage by the RsrI endonuclease.
- Gene Name
- rsrIM
- Uniprot ID
- P14751
- Uniprot Name
- Modification methylase RsrI
- Molecular Weight
- 35654.88 Da
References
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Putative O-methyltransferase
- Specific Function
- O-methyltransferase activity
- Gene Name
- COMTD1
- Uniprot ID
- Q86VU5
- Uniprot Name
- Catechol O-methyltransferase domain-containing protein 1
- Molecular Weight
- 28808.225 Da
References
- Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
- Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
11. DetailsCarminomycin 4-O-methyltransferase DnrK
- Kind
- Protein
- Organism
- Streptomyces peucetius
- Pharmacological action
- Unknown
- General Function
- Not Available
- Specific Function
- Not Available
- Gene Name
- dnrK
- Uniprot ID
- Q06528
- Uniprot Name
- Carminomycin 4-O-methyltransferase DnrK
- Molecular Weight
- 38781.615 Da
References
12. DetailsGuanidinoacetate N-methyltransferase
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Converts guanidinoacetate to creatine, using S-adenosylmethionine as the methyl donor (PubMed:24415674, PubMed:26003046, PubMed:26319512). Important in nervous system development (PubMed:24415674)
- Specific Function
- Guanidinoacetate n-methyltransferase activity
- Gene Name
- GAMT
- Uniprot ID
- Q14353
- Uniprot Name
- Guanidinoacetate N-methyltransferase
- Molecular Weight
- 26317.925 Da
References
- Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
- Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
13. DetailsRelease factor glutamine methyltransferase
- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- S-adenosylmethionine-dependent methyltransferase activity
- Specific Function
- Methylates the class 1 translation termination release factors RF1/PrfA and RF2/PrfB on the glutamine residue of the universally conserved GGQ motif, i.e. on 'Gln-235' in RF1 and on 'Gln-252' in RF2.
- Gene Name
- prmC
- Uniprot ID
- P0ACC1
- Uniprot Name
- Release factor glutamine methyltransferase
- Molecular Weight
- 30974.67 Da
References
14. DetailsRelease factor glutamine methyltransferase
- Kind
- Protein
- Organism
- Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)
- Pharmacological action
- Unknown
- General Function
- Protein-glutamine n-methyltransferase activity
- Specific Function
- Methylates the class 1 translation termination release factors RF1/PrfA and RF2/PrfB on the glutamine residue of the universally conserved GGQ motif.
- Gene Name
- prmC
- Uniprot ID
- Q9WYV8
- Uniprot Name
- Release factor glutamine methyltransferase
- Molecular Weight
- 31609.085 Da
15. DetailsProtein arginine N-methyltransferase 3
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Protein-arginine N-methyltransferase that catalyzes both the monomethylation and asymmetric dimethylation of the guanidino nitrogens of arginine residues in target proteins, and therefore falls into the group of type I methyltransferases (Probable). May regulate retinoic acid synthesis and signaling by inhibiting ALDH1A1 retinal dehydrogenase activity (PubMed:33495566)
- Specific Function
- Histone methyltransferase activity
- Gene Name
- PRMT3
- Uniprot ID
- O60678
- Uniprot Name
- Protein arginine N-methyltransferase 3
- Molecular Weight
- 59902.66 Da
References
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
- Kind
- Protein
- Organism
- Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)
- Pharmacological action
- Unknown
- General Function
- Rrna (cytosine-n4-)-methyltransferase activity
- Specific Function
- Specifically methylates the N4 position of cytidine in position 1402 (C1402) of 16S rRNA.
- Gene Name
- rsmH
- Uniprot ID
- Q9WZX6
- Uniprot Name
- Ribosomal RNA small subunit methyltransferase H
- Molecular Weight
- 34892.82 Da
17. DetailsrRNA adenine N-6-methyltransferase
- Kind
- Protein
- Organism
- Bacillus subtilis
- Pharmacological action
- Unknown
- General Function
- Rrna (adenine-n6,n6-)-dimethyltransferase activity
- Specific Function
- This protein produces a dimethylation of the adenine residue at position 2085 in 23S rRNA, resulting in reduced affinity between ribosomes and macrolide-lincosamide-streptogramin B antibiotics.
- Gene Name
- ermC'
- Uniprot ID
- P13956
- Uniprot Name
- rRNA adenine N-6-methyltransferase
- Molecular Weight
- 28907.235 Da
18. DetailstRNA (cytosine(38)-C(5))-methyltransferase
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Specifically methylates cytosine 38 in the anticodon loop of tRNA(Asp) (PubMed:16424344). Has higher activity on tRNA(Asp) modified with queuosine at position 34 (PubMed:30093495)
- Specific Function
- Rna binding
- Gene Name
- TRDMT1
- Uniprot ID
- O14717
- Uniprot Name
- tRNA (cytosine(38)-C(5))-methyltransferase
- Molecular Weight
- 44596.17 Da
19. DetailsGlycine N-methyltransferase
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Catalyzes the methylation of glycine by using S-adenosylmethionine (AdoMet) to form N-methylglycine (sarcosine) with the concomitant production of S-adenosylhomocysteine (AdoHcy), a reaction regulated by the binding of 5-methyltetrahydrofolate. Plays an important role in the regulation of methyl group metabolism by regulating the ratio between S-adenosyl-L-methionine and S-adenosyl-L-homocysteine
- Specific Function
- Folic acid binding
- Gene Name
- GNMT
- Uniprot ID
- Q14749
- Uniprot Name
- Glycine N-methyltransferase
- Molecular Weight
- 32742.0 Da
References
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
20. DetailstRNA (cytidine(34)-2'-O)-methyltransferase
- Kind
- Protein
- Organism
- Haemophilus influenzae (strain ATCC 51907 / DSM 11121 / KW20 / Rd)
- Pharmacological action
- Unknown
- General Function
- Trna methyltransferase activity
- Specific Function
- Methylates the ribose at the nucleotide 34 wobble position in the two leucyl isoacceptors tRNA(Leu)(CmAA) and tRNA(Leu)(cmnm5UmAA). Catalyzes the methyl transfer from S-adenosyl-L-methionine to the...
- Gene Name
- trmL
- Uniprot ID
- P44868
- Uniprot Name
- tRNA (cytidine(34)-2'-O)-methyltransferase
- Molecular Weight
- 18401.245 Da
21. DetailsModification methylase PvuII
- Kind
- Protein
- Organism
- Proteus hauseri
- Pharmacological action
- Unknown
- General Function
- Site-specific dna-methyltransferase (cytosine-n4-specific) activity
- Specific Function
- This methylase recognizes the double-stranded sequence CAGCTG, causes specific methylation on C-4 on both strands, and protects the DNA from cleavage by the PvuII endonuclease.
- Gene Name
- pvuIIM
- Uniprot ID
- P11409
- Uniprot Name
- Modification methylase PvuII
- Molecular Weight
- 38364.585 Da
22. DetailsDNA adenine methylase
- Kind
- Protein
- Organism
- Enterobacteria phage T4
- Pharmacological action
- Unknown
- General Function
- Site-specific dna-methyltransferase (adenine-specific) activity
- Specific Function
- Methyltransferase that methylates adenine residues in the dsDNA sequence GATC. May prevents degradation of viral DNA by the host restriction-modification antiviral defense system.
- Gene Name
- DAM
- Uniprot ID
- P04392
- Uniprot Name
- DNA adenine methylase
- Molecular Weight
- 30416.59 Da
23. DetailsCyclopropane mycolic acid synthase 3
- Kind
- Protein
- Organism
- Mycobacterium tuberculosis
- Pharmacological action
- Unknown
- General Function
- Involved in the phagosome maturation block (PMB). Catalyzes the conversion of a double bond to a cyclopropane ring at the proximal position of an alpha mycolic acid via the transfer of a methylene group from S-adenosyl-L-methionine. It can use cis, cis 11,14-eicosadienoic acid and linoelaidic acid as substrate. Cyclopropanated mycolic acids are key factors participating in cell envelope permeability, host immunomodulation and persistence.
- Specific Function
- Cyclopropane-fatty-acyl-phospholipid synthase activity
- Gene Name
- pcaA
- Uniprot ID
- P9WPB3
- Uniprot Name
- Cyclopropane mycolic acid synthase 3
- Molecular Weight
- 33027.5 Da
24. DetailsProtein arginine N-methyltransferase 1
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Arginine methyltransferase that methylates (mono and asymmetric dimethylation) the guanidino nitrogens of arginyl residues present in proteins such as ESR1, histone H2, H3 and H4, FMR1, ILF3, HNRNPA1, HNRNPD, NFATC2IP, SUPT5H, TAF15, EWS, HABP4, SERBP1, RBM15, FOXO1, CHTOP, MAP3K5/ASK1, MICU1 and NPRL2 (PubMed:10749851, PubMed:15741314, PubMed:16879614, PubMed:18951090, PubMed:22095282, PubMed:25284789, PubMed:26575292, PubMed:26876602, PubMed:27642082, PubMed:30765518, PubMed:31257072, PubMed:38006878). Constitutes the main enzyme that mediates monomethylation and asymmetric dimethylation of histone H4 'Arg-4' (H4R3me1 and H4R3me2a, respectively), a specific tag for epigenetic transcriptional activation. May be involved in the regulation of TAF15 transcriptional activity, act as an activator of estrogen receptor (ER)-mediated transactivation, play a key role in neurite outgrowth and act as a negative regulator of megakaryocytic differentiation, by modulating p38 MAPK pathway. Methylates RBM15, promoting ubiquitination and degradation of RBM15 (PubMed:26575292). Methylates MRE11 and TP53BP1, promoting the DNA damage response (PubMed:15741314, PubMed:16294045, PubMed:29651020). Methylates FOXO1 and retains it in the nucleus increasing its transcriptional activity (PubMed:18951090). Methylates CHTOP and this methylation is critical for its 5-hydroxymethylcytosine (5hmC)-binding activity (PubMed:25284789). Methylates MAP3K5/ASK1 at 'Arg-78' and 'Arg-80' which promotes association of MAP3K5 with thioredoxin and negatively regulates MAP3K5 association with TRAF2, inhibiting MAP3K5 stimulation and MAP3K5-induced activation of JNK (PubMed:22095282). Methylates H4R3 in genes involved in glioblastomagenesis in a CHTOP- and/or TET1-dependent manner (PubMed:25284789). Plays a role in regulating alternative splicing in the heart (By similarity). Methylates NPRL2 at 'Arg-78' leading to inhibition of its GTPase activator activity and then the GATOR1 complex and consequently inducing timely mTORC1 activation under methionine-sufficient conditions (PubMed:38006878)
- Specific Function
- Enzyme binding
- Gene Name
- PRMT1
- Uniprot ID
- Q99873
- Uniprot Name
- Protein arginine N-methyltransferase 1
- Molecular Weight
- 42461.28 Da
References
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
25. DetailsSiroheme synthase
- Kind
- Protein
- Organism
- Salmonella typhimurium (strain LT2 / SGSC1412 / ATCC 700720)
- Pharmacological action
- Unknown
- General Function
- Uroporphyrin-iii c-methyltransferase activity
- Specific Function
- Multifunctional enzyme that catalyzes the SAM-dependent methylations of uroporphyrinogen III at position C-2 and C-7 to form precorrin-2 via precorrin-1. Then it catalyzes the NAD-dependent ring de...
- Gene Name
- cysG
- Uniprot ID
- P25924
- Uniprot Name
- Siroheme synthase
- Molecular Weight
- 50146.22 Da
26. DetailsModification methylase HhaI
- Kind
- Protein
- Organism
- Haemophilus parahaemolyticus
- Pharmacological action
- Unknown
- General Function
- Dna (cytosine-5-)-methyltransferase activity
- Specific Function
- This methylase recognizes the double-stranded sequence GCGC, causes specific methylation on C-2 on both strands, and protects the DNA from cleavage by the HhaI endonuclease.
- Gene Name
- hhaIM
- Uniprot ID
- P05102
- Uniprot Name
- Modification methylase HhaI
- Molecular Weight
- 36996.04 Da
27. DetailsHistone-lysine N-methyltransferase SETD7
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Histone methyltransferase that specifically monomethylates 'Lys-4' of histone H3 (PubMed:11779497, PubMed:11850410, PubMed:12540855, PubMed:12588998, PubMed:16141209). H3 'Lys-4' methylation represents a specific tag for epigenetic transcriptional activation (PubMed:12540855, PubMed:12588998, PubMed:16141209). Plays a central role in the transcriptional activation of genes such as collagenase or insulin (PubMed:12588998, PubMed:16141209). Recruited by IPF1/PDX-1 to the insulin promoter, leading to activate transcription (PubMed:16141209). Has also methyltransferase activity toward non-histone proteins such as CGAS, p53/TP53, TAF10, and possibly TAF7 by recognizing and binding the [KR]-[STA]-K in substrate proteins (PubMed:15099517, PubMed:15525938, PubMed:16415881, PubMed:35210392). Monomethylates 'Lys-189' of TAF10, leading to increase the affinity of TAF10 for RNA polymerase II (PubMed:15099517, PubMed:16415881). Monomethylates 'Lys-372' of p53/TP53, stabilizing p53/TP53 and increasing p53/TP53-mediated transcriptional activation (PubMed:15525938, PubMed:16415881, PubMed:17108971). Monomethylates 'Lys-491' of CGAS, promoting interaction between SGF29 and CGAS (By similarity)
- Specific Function
- Chromatin binding
- Gene Name
- SETD7
- Uniprot ID
- Q8WTS6
- Uniprot Name
- Histone-lysine N-methyltransferase SETD7
- Molecular Weight
- 40720.595 Da
28. DetailstRNA (guanine-N(1)-)-methyltransferase
- Kind
- Protein
- Organism
- Haemophilus influenzae (strain ATCC 51907 / DSM 11121 / KW20 / Rd)
- Pharmacological action
- Unknown
- General Function
- Trna (guanine(37)-n(1))-methyltransferase activity
- Specific Function
- Specifically methylates guanosine-37 in various tRNAs.
- Gene Name
- trmD
- Uniprot ID
- P43912
- Uniprot Name
- tRNA (guanine-N(1)-)-methyltransferase
- Molecular Weight
- 27542.435 Da
29. DetailsCyclopropane mycolic acid synthase MmaA2
- Kind
- Protein
- Organism
- Mycobacterium tuberculosis
- Pharmacological action
- Unknown
- General Function
- Methyltransferase activity
- Specific Function
- Catalyzes the conversion of a double bond to a cis cyclopropane ring at the distal position of an alpha mycolic acid via the transfer of a methylene group from S-adenosyl-L-methionine. MmaA2 also c...
- Gene Name
- mmaA2
- Uniprot ID
- Q79FX6
- Uniprot Name
- Cyclopropane mycolic acid synthase MmaA2
- Molecular Weight
- 32724.06 Da
30. DetailsDiphthine methyl ester synthase
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- S-adenosyl-L-methionine-dependent methyltransferase that catalyzes four methylations of the modified target histidine residue in translation elongation factor 2 (EF-2), to form an intermediate called diphthine methyl ester. The four successive methylation reactions represent the second step of diphthamide biosynthesis
- Specific Function
- Diphthine methyl ester synthase activity
- Gene Name
- DPH5
- Uniprot ID
- Q9H2P9
- Uniprot Name
- Diphthine methyl ester synthase
- Molecular Weight
- 31651.17 Da
References
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
31. DetailsAclacinomycin 10-hydroxylase RdmB
- Kind
- Protein
- Organism
- Streptomyces purpurascens
- Pharmacological action
- Unknown
- General Function
- Not Available
- Specific Function
- Not Available
- Gene Name
- rdmB
- Uniprot ID
- Q54527
- Uniprot Name
- Aclacinomycin 10-hydroxylase RdmB
- Molecular Weight
- 39796.525 Da
32. DetailstRNA (guanine-N(1)-)-methyltransferase
- Kind
- Protein
- Organism
- Shigella flexneri
- Pharmacological action
- Unknown
- General Function
- Trna (guanine(37)-n(1))-methyltransferase activity
- Specific Function
- Specifically methylates guanosine-37 in various tRNAs.
- Gene Name
- trmD
- Uniprot ID
- P0A876
- Uniprot Name
- tRNA (guanine-N(1)-)-methyltransferase
- Molecular Weight
- 28422.12 Da
33. DetailsUroporphyrinogen-III C-methyltransferase
- Kind
- Protein
- Organism
- Pseudomonas denitrificans
- Pharmacological action
- Unknown
- General Function
- Uroporphyrin-iii c-methyltransferase activity
- Specific Function
- Catalyzes the methylation of both C-2 and C-7 of uroporphyrinogen III leading to precorrin-1 and precorrin-2; their oxidative esterification gives respectively factor I octamethyl ester and sirohyd...
- Gene Name
- cobA
- Uniprot ID
- P21631
- Uniprot Name
- Uroporphyrinogen-III C-methyltransferase
- Molecular Weight
- 29252.515 Da
34. DetailsUncharacterized protein
- Kind
- Protein
- Organism
- Thermus thermophilus (strain HB8 / ATCC 27634 / DSM 579)
- Pharmacological action
- Unknown
- General Function
- Precorrin-2 dehydrogenase activity
- Specific Function
- Not Available
- Gene Name
- Not Available
- Uniprot ID
- Q5SKH6
- Uniprot Name
- Uncharacterized protein
- Molecular Weight
- 26233.475 Da
35. DetailsChemotaxis protein methyltransferase
- Kind
- Protein
- Organism
- Salmonella typhimurium (strain LT2 / SGSC1412 / ATCC 700720)
- Pharmacological action
- Unknown
- General Function
- Protein-glutamate o-methyltransferase activity
- Specific Function
- Methylation of the membrane-bound methyl-accepting chemotaxis proteins (MCP) to form gamma-glutamyl methyl ester residues in MCP.
- Gene Name
- cheR
- Uniprot ID
- P07801
- Uniprot Name
- Chemotaxis protein methyltransferase
- Molecular Weight
- 32923.325 Da
36. DetailsModification methylase TaqI
- Kind
- Protein
- Organism
- Thermus aquaticus
- Pharmacological action
- Unknown
- General Function
- Site-specific dna-methyltransferase (adenine-specific) activity
- Specific Function
- This methylase recognizes the double-stranded sequence TCGA, causes specific methylation on A-4 on both strands and protects the DNA from cleavage by the TaqI endonuclease.
- Gene Name
- taqIM
- Uniprot ID
- P14385
- Uniprot Name
- Modification methylase TaqI
- Molecular Weight
- 47861.91 Da
37. DetailsProtein-L-isoaspartate O-methyltransferase
- Kind
- Protein
- Organism
- Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)
- Pharmacological action
- Unknown
- General Function
- Protein-l-isoaspartate (d-aspartate) o-methyltransferase activity
- Specific Function
- Catalyzes the methyl esterification of L-isoaspartyl residues in peptides and proteins that result from spontaneous decomposition of normal L-aspartyl and L-asparaginyl residues. It plays a role in...
- Gene Name
- pcm
- Uniprot ID
- Q56308
- Uniprot Name
- Protein-L-isoaspartate O-methyltransferase
- Molecular Weight
- 36399.64 Da
Enzymes
1. DetailsHistamine N-methyltransferase
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- Actions
- InhibitorBinder
- General Function
- Inactivates histamine by N-methylation. Plays an important role in degrading histamine and in regulating the airway response to histamine
- Specific Function
- Histamine n-methyltransferase activity
- Gene Name
- HNMT
- Uniprot ID
- P50135
- Uniprot Name
- Histamine N-methyltransferase
- Molecular Weight
- 33294.765 Da
References
- Borchardt RT, Wu YS, Wu BS: S-adenosyl-L-homocysteine dialdehyde: an affinity labeling reagent for histamine-N-methyltransferase. Biochem Biophys Res Commun. 1977 Oct 10;78(3):1025-33. doi: 10.1016/0006-291x(77)90524-1. [Article]
- Houston DM, Matuszewska B, Borchardt RT: Potential inhibitors of S-adenosylmethionine-dependent methyltransferases. 10. Base- and amino acid modified analogues of S-aristeromycinyl-L-homocysteine. J Med Chem. 1985 Apr;28(4):478-82. doi: 10.1021/jm00382a016. [Article]
- Nesterova AA, Bakuleva LP, Iakutina MF: [Functional diagnostic tests of the fetoplacental system in high-risk pregnancy]. Akush Ginekol (Mosk). 1978 May;(5):43-5. [Article]
Drug created at June 13, 2005 13:24 / Updated at August 26, 2024 19:22