Homocysteine
Identification
- Name
- Homocysteine
- Accession Number
- DB04422
- Description
Homocysteine is a thiol-containing amino acid formed by a demethylation of methionine.
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for Homocysteine (DB04422)
- Weight
- Average: 135.185
Monoisotopic: 135.035399227 - Chemical Formula
- C4H9NO2S
- Synonyms
- L-2-amino-4-mercaptobutyric acid
- L-Homocysteine
Pharmacology
- Indication
- Not Available
- Contraindications & Blackbox Warnings
Learn about our commercial Contraindications & Blackbox Warnings data.
Learn More- Pharmacodynamics
- Not Available
- Mechanism of action
Target Actions Organism U5-methyltetrahydropteroyltriglutamate--homocysteine methyltransferase Not Available Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099) U5-methyltetrahydrofolate S-homocysteine methyltransferase Not Available Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099) US-ribosylhomocysteine lyase Not Available Bacillus subtilis (strain 168) - 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
Learn about our commercial Adverse Effects data.
Learn More- Toxicity
- Not Available
- Affected organisms
- 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 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
- Thia fatty acids / Amino acids / Monocarboxylic acids and derivatives / Carboxylic acids / Alkylthiols / Organopnictogen compounds / Organic oxides / Monoalkylamines / Hydrocarbon derivatives / Carbonyl compounds
- Substituents
- Aliphatic acyclic compound / Alkylthiol / Amine / Amino acid / Carbonyl group / Carboxylic acid / Fatty acid / Fatty acyl / Hydrocarbon derivative / L-alpha-amino acid
- Molecular Framework
- Aliphatic acyclic compounds
- External Descriptors
- homocysteine, serine family amino acid (CHEBI:17588) / Other amino acids (C00155)
Chemical Identifiers
- UNII
- 0LVT1QZ0BA
- CAS number
- 6027-13-0
- InChI Key
- FFFHZYDWPBMWHY-VKHMYHEASA-N
- InChI
- InChI=1S/C4H9NO2S/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7)/t3-/m0/s1
- IUPAC Name
- (2S)-2-amino-4-sulfanylbutanoic acid
- SMILES
- N[C@@H](CCS)C(O)=O
References
- General References
- Not Available
- External Links
- KEGG Compound
- C00155
- PubChem Compound
- 91552
- PubChem Substance
- 46507349
- ChemSpider
- 82666
- BindingDB
- 50242405
- ChEBI
- 58199
- ChEMBL
- CHEMBL469662
- ZINC
- ZINC000000895077
- PDBe Ligand
- HCS
- Wikipedia
- Homocysteine
- PDB Entries
- 1jqw / 1jvi / 1q8a / 1q8j / 1u22 / 1xdj / 2ci5 / 2lp2 / 2n0i / 3bof … show 27 more
Clinical Trials
- Clinical Trials
Phase Status Purpose Conditions Count Not Available Completed Screening Other Diseases or Conditions 1 Not Available Unknown Status Other Cochlear Hearing Loss / Homocysteine / Propofol / Sevoflurane 1
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 14.8 mg/mL ALOGPS logP -2.3 ALOGPS logP -2.6 ChemAxon logS -0.96 ALOGPS pKa (Strongest Acidic) 2.46 ChemAxon pKa (Strongest Basic) 9.41 ChemAxon Physiological Charge 0 ChemAxon Hydrogen Acceptor Count 3 ChemAxon Hydrogen Donor Count 3 ChemAxon Polar Surface Area 63.32 Å2 ChemAxon Rotatable Bond Count 3 ChemAxon Refractivity 32.94 m3·mol-1 ChemAxon Polarizability 13.54 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 + 0.9147 Blood Brain Barrier + 0.7074 Caco-2 permeable - 0.7281 P-glycoprotein substrate Non-substrate 0.7756 P-glycoprotein inhibitor I Non-inhibitor 0.9835 P-glycoprotein inhibitor II Non-inhibitor 0.9807 Renal organic cation transporter Non-inhibitor 0.9192 CYP450 2C9 substrate Non-substrate 0.8151 CYP450 2D6 substrate Non-substrate 0.7863 CYP450 3A4 substrate Non-substrate 0.7887 CYP450 1A2 substrate Non-inhibitor 0.9004 CYP450 2C9 inhibitor Non-inhibitor 0.9439 CYP450 2D6 inhibitor Non-inhibitor 0.9542 CYP450 2C19 inhibitor Non-inhibitor 0.9503 CYP450 3A4 inhibitor Non-inhibitor 0.9581 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9777 Ames test AMES toxic 0.8982 Carcinogenicity Non-carcinogens 0.8852 Biodegradation Ready biodegradable 0.7634 Rat acute toxicity 1.4790 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9784 hERG inhibition (predictor II) Non-inhibitor 0.9595
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Targets
- Kind
- Protein
- Organism
- Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)
- Pharmacological action
- Unknown
- General Function
- Zinc ion binding
- Specific Function
- Catalyzes the transfer of a methyl group from 5-methyltetrahydrofolate to homocysteine resulting in methionine formation.
- Gene Name
- metE
- Uniprot ID
- Q9X112
- Uniprot Name
- 5-methyltetrahydropteroyltriglutamate--homocysteine methyltransferase
- Molecular Weight
- 85570.495 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. [PubMed:17139284]
- 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. [PubMed:17016423]
- Kind
- Protein
- Organism
- Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)
- Pharmacological action
- Unknown
- General Function
- Methionine synthase activity
- Specific Function
- Not Available
- Gene Name
- Not Available
- Uniprot ID
- Q9WYA5
- Uniprot Name
- 5-methyltetrahydrofolate S-homocysteine methyltransferase
- Molecular Weight
- 85703.315 Da
- Kind
- Protein
- Organism
- Bacillus subtilis (strain 168)
- 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
- O34667
- Uniprot Name
- S-ribosylhomocysteine lyase
- Molecular Weight
- 17714.11 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. [PubMed:17139284]
- 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. [PubMed:17016423]
Drug created on June 13, 2005 07:24 / Updated on June 12, 2020 10:52