3-sulfino-L-alanine
Star0
Identification
- Generic Name
- 3-sulfino-L-alanine
- DrugBank Accession Number
- DB02153
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 153.157
Monoisotopic: 153.009578407 - Chemical Formula
- C3H7NO4S
- Synonyms
- (2R)-2-amino-3-sulfinopropanoic acid
- 3-sulfinoalanine
- 3-Sulphino-L-alanine
- L-Cysteinesulfinic acid
- S-Cysteinesulfinic acid
- S-Sulfinocysteine
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UPyridoxamine kinase Not Available Escherichia coli (strain K12) UBeta-lactamase 2 Not Available Bacillus cereus UPoly(A) polymerase alpha Not Available Humans UChorismate mutase AroH Not Available Bacillus subtilis (strain 168) UGlutathione reductase, mitochondrial Not Available Humans US-ribosylhomocysteine lyase Not Available Deinococcus radiodurans (strain ATCC 13939 / DSM 20539 / JCM 16871 / LMG 4051 / NBRC 15346 / NCIMB 9279 / R1 / VKM B-1422) UCarboxymethylenebutenolidase Not Available Pseudomonas sp. (strain B13) UDimethyl sulfoxide/trimethylamine N-oxide reductase Not Available Rhodobacter sphaeroides UPeroxiredoxin-2 Not Available Humans UPeptide deformylase Not Available Staphylococcus aureus (strain MW2) UMalonamidase E2 Not Available Bradyrhizobium japonicum UHMG-CoA synthase Not Available Staphylococcus aureus UOsmotically inducible protein C Not Available Thermus thermophilus - 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
- Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates.Improve decision support & research outcomes with our structured adverse effects data.
- 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
- Not Available
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
- Kingdom
- Organic compounds
- Super Class
- Organic acids and derivatives
- Class
- Carboxylic acids and derivatives
- Sub Class
- Amino acids, peptides, and analogues
- Direct Parent
- L-alpha-amino acids
- Alternative Parents
- Sulfinic acids / Amino acids / Alkanesulfinic acids / Monocarboxylic acids and derivatives / Carboxylic acids / Organosulfur compounds / Organopnictogen compounds / Organic oxides / Monoalkylamines / Hydrocarbon derivatives show 1 more
- Substituents
- Aliphatic acyclic compound / Alkanesulfinic acid / Alkanesulfinic acid or derivatives / Amine / Amino acid / Carbonyl group / Carboxylic acid / Hydrocarbon derivative / L-alpha-amino acid / Monocarboxylic acid or derivatives show 11 more
- Molecular Framework
- Aliphatic acyclic compounds
- External Descriptors
- S-substituted L-cysteine, organosulfinic acid (CHEBI:16345) / Other amino acids (C00606)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 56X032NVQL
- CAS number
- 1115-65-7
- InChI Key
- ADVPTQAUNPRNPO-REOHCLBHSA-N
- InChI
- InChI=1S/C3H7NO4S/c4-2(3(5)6)1-9(7)8/h2H,1,4H2,(H,5,6)(H,7,8)/t2-/m0/s1
- IUPAC Name
- (2R)-2-amino-3-[(R)-sulfino]propanoic acid
- SMILES
- N[C@@H](C[S@@](O)=O)C(O)=O
References
- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0060179
- KEGG Compound
- C00606
- PubChem Compound
- 1549098
- PubChem Substance
- 46505410
- ChemSpider
- 1266065
- ChEBI
- 16345
- ChEMBL
- CHEMBL1160508
- ZINC
- ZINC000019419008
- PDBe Ligand
- CSD
- PDB Entries
- 1acd / 1bi5 / 1bq6 / 1c0t / 1c0u / 1c1b / 1c1c / 1d6h / 1d6i / 1din … show 479 more
Clinical Trials
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 30.2 mg/mL ALOGPS logP -2.1 ALOGPS logP -3.8 Chemaxon logS -0.7 ALOGPS pKa (Strongest Acidic) 1.12 Chemaxon pKa (Strongest Basic) 9.09 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 100.62 Å2 Chemaxon Rotatable Bond Count 3 Chemaxon Refractivity 28.99 m3·mol-1 Chemaxon Polarizability 12.95 Å3 Chemaxon Number of Rings 0 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption - 0.554 Blood Brain Barrier + 0.57 Caco-2 permeable - 0.6654 P-glycoprotein substrate Non-substrate 0.8665 P-glycoprotein inhibitor I Non-inhibitor 0.959 P-glycoprotein inhibitor II Non-inhibitor 1.0 Renal organic cation transporter Non-inhibitor 0.9629 CYP450 2C9 substrate Non-substrate 0.8186 CYP450 2D6 substrate Non-substrate 0.8215 CYP450 3A4 substrate Non-substrate 0.7013 CYP450 1A2 substrate Non-inhibitor 0.9045 CYP450 2C9 inhibitor Non-inhibitor 0.9072 CYP450 2D6 inhibitor Non-inhibitor 0.9311 CYP450 2C19 inhibitor Non-inhibitor 0.9026 CYP450 3A4 inhibitor Non-inhibitor 0.9547 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9967 Ames test Non AMES toxic 0.6768 Carcinogenicity Non-carcinogens 0.6854 Biodegradation Ready biodegradable 0.8865 Rat acute toxicity 1.8571 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9622 hERG inhibition (predictor II) Non-inhibitor 0.9317
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Targets

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1. DetailsPyridoxamine kinase
- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Zinc ion binding
- Specific Function
- Phosphorylates B6 vitamers; functions in a salvage pathway. Uses pyridoxamine, but has negligible activity toward pyridoxal and pyridoxine as substrates.
- Gene Name
- pdxY
- Uniprot ID
- P77150
- Uniprot Name
- Pyridoxamine kinase
- Molecular Weight
- 31322.01 Da
References
2. DetailsBeta-lactamase 2
- Kind
- Protein
- Organism
- Bacillus cereus
- Pharmacological action
- Unknown
- General Function
- Zinc ion binding
- Specific Function
- Can hydrolyze carbapenem compounds.
- Gene Name
- blm
- Uniprot ID
- P04190
- Uniprot Name
- Beta-lactamase 2
- Molecular Weight
- 28092.24 Da
References
3. DetailsPoly(A) polymerase alpha
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Rna binding
- Specific Function
- Polymerase that creates the 3'-poly(A) tail of mRNA's. Also required for the endoribonucleolytic cleavage reaction at some polyadenylation sites. May acquire specificity through interaction with a ...
- Gene Name
- PAPOLA
- Uniprot ID
- P51003
- Uniprot Name
- Poly(A) polymerase alpha
- Molecular Weight
- 82841.78 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]
4. DetailsChorismate mutase AroH
- Kind
- Protein
- Organism
- Bacillus subtilis (strain 168)
- Pharmacological action
- Unknown
- General Function
- Chorismate mutase activity
- Specific Function
- Catalyzes the Claisen rearrangement of chorismate to prephenate. Probably involved in the aromatic amino acid biosynthesis.
- Gene Name
- aroH
- Uniprot ID
- P19080
- Uniprot Name
- Chorismate mutase AroH
- Molecular Weight
- 14516.91 Da
References
5. DetailsGlutathione reductase, mitochondrial
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Nadp binding
- Specific Function
- Maintains high levels of reduced glutathione in the cytosol.
- Gene Name
- GSR
- Uniprot ID
- P00390
- Uniprot Name
- Glutathione reductase, mitochondrial
- Molecular Weight
- 56256.565 Da
References
6. DetailsS-ribosylhomocysteine lyase
- Kind
- Protein
- Organism
- Deinococcus radiodurans (strain ATCC 13939 / DSM 20539 / JCM 16871 / LMG 4051 / NBRC 15346 / NCIMB 9279 / R1 / VKM B-1422)
- Pharmacological action
- Unknown
- General Function
- S-ribosylhomocysteine lyase activity
- Specific Function
- Involved in the synthesis of autoinducer 2 (AI-2) which is secreted by bacteria and is used to communicate both the cell density and the metabolic potential of the environment. The regulation of ge...
- Gene Name
- luxS
- Uniprot ID
- Q9RRU8
- Uniprot Name
- S-ribosylhomocysteine lyase
- Molecular Weight
- 17394.625 Da
References
7. DetailsCarboxymethylenebutenolidase
- Kind
- Protein
- Organism
- Pseudomonas sp. (strain B13)
- Pharmacological action
- Unknown
- General Function
- Carboxymethylenebutenolidase activity
- Specific Function
- Ring cleavage of cyclic ester dienelactone to produce maleylacetate.
- Gene Name
- clcD
- Uniprot ID
- P0A115
- Uniprot Name
- Carboxymethylenebutenolidase
- Molecular Weight
- 25554.855 Da
References
- Kind
- Protein
- Organism
- Rhodobacter sphaeroides
- Pharmacological action
- Unknown
- General Function
- Trimethylamine-n-oxide reductase (cytochrome c) activity
- Specific Function
- Catalyzes the reduction of dimethyl sulfoxide (DMSO) and trimethylamine N-oxide (TMAO) to dimethyl sulfide (DMS) and trimethylamine, respectively. The terminal DMSO reductase can also use various s...
- Gene Name
- dmsA
- Uniprot ID
- Q57366
- Uniprot Name
- Dimethyl sulfoxide/trimethylamine N-oxide reductase
- Molecular Weight
- 89206.805 Da
References
9. DetailsPeroxiredoxin-2
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Thioredoxin peroxidase activity
- Specific Function
- Involved in redox regulation of the cell. Reduces peroxides with reducing equivalents provided through the thioredoxin system. It is not able to receive electrons from glutaredoxin. May play an imp...
- Gene Name
- PRDX2
- Uniprot ID
- P32119
- Uniprot Name
- Peroxiredoxin-2
- Molecular Weight
- 21891.725 Da
References
10. DetailsPeptide deformylase
- Kind
- Protein
- Organism
- Staphylococcus aureus (strain MW2)
- Pharmacological action
- Unknown
- General Function
- Peptide deformylase activity
- Specific Function
- Removes the formyl group from the N-terminal Met of newly synthesized proteins. Requires at least a dipeptide for an efficient rate of reaction. N-terminal L-methionine is a prerequisite for activi...
- Gene Name
- def
- Uniprot ID
- Q8NX78
- Uniprot Name
- Peptide deformylase
- Molecular Weight
- 20559.37 Da
References
11. DetailsMalonamidase E2
- Kind
- Protein
- Organism
- Bradyrhizobium japonicum
- Pharmacological action
- Unknown
- General Function
- Carbon-nitrogen ligase activity, with glutamine as amido-n-donor
- Specific Function
- Not Available
- Gene Name
- Not Available
- Uniprot ID
- Q9ZIV5
- Uniprot Name
- Malonamidase E2
- Molecular Weight
- 43681.365 Da
12. DetailsHMG-CoA synthase
- Kind
- Protein
- Organism
- Staphylococcus aureus
- Pharmacological action
- Unknown
- General Function
- Hydroxymethylglutaryl-coa synthase activity
- Specific Function
- Not Available
- Gene Name
- mvaS
- Uniprot ID
- Q9FD87
- Uniprot Name
- HMG-CoA synthase
- Molecular Weight
- 43217.195 Da
13. DetailsOsmotically inducible protein C
- Kind
- Protein
- Organism
- Thermus thermophilus
- Pharmacological action
- Unknown
- General Function
- Not Available
- Specific Function
- Peroxidase activity
- Gene Name
- tthHB8IM
- Uniprot ID
- P84124
- Uniprot Name
- Osmotically inducible protein C
- Molecular Weight
- Not Available
Carriers
1. DetailsFatty acid-binding protein, adipocyte
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Transporter activity
- Specific Function
- Lipid transport protein in adipocytes. Binds both long chain fatty acids and retinoic acid. Delivers long-chain fatty acids and retinoic acid to their cognate receptors in the nucleus (By similarity).
- Gene Name
- FABP4
- Uniprot ID
- P15090
- Uniprot Name
- Fatty acid-binding protein, adipocyte
- Molecular Weight
- 14718.815 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]
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52