Identification
- Generic Name
- L-Homoserine
- DrugBank Accession Number
- DB04193
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for L-Homoserine (DB04193)
- Weight
- Average: 119.1192
Monoisotopic: 119.058243159 - Chemical Formula
- C4H9NO3
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Contraindications & Blackbox Warnings
Prevent Adverse Drug Events TodayTap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events with our Clinical API- Pharmacodynamics
Not Available
- Mechanism of action
- Not Available
- 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. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.- Toxicity
Not Available
- Pathways
- 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
- Short-chain hydroxy acids and derivatives / Fatty acids and conjugates / 1,3-aminoalcohols / Amino acids / Monocarboxylic acids and derivatives / Carboxylic acids / Primary alcohols / Organopnictogen compounds / Organic oxides / Monoalkylamines show 2 more
- Substituents
- 1,3-aminoalcohol / Alcohol / Aliphatic acyclic compound / Amine / Amino acid / Carbonyl group / Carboxylic acid / Fatty acid / Hydrocarbon derivative / L-alpha-amino acid show 11 more
- Molecular Framework
- Aliphatic acyclic compounds
- External Descriptors
- homoserine (CHEBI:15699) / Other amino acids (C00263)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 6KA95X0IVO
- CAS number
- 672-15-1
- InChI Key
- UKAUYVFTDYCKQA-VKHMYHEASA-N
- InChI
- InChI=1S/C4H9NO3/c5-3(1-2-6)4(7)8/h3,6H,1-2,5H2,(H,7,8)/t3-/m0/s1
- IUPAC Name
- (2S)-2-amino-4-hydroxybutanoic acid
- SMILES
- N[C@@H](CCO)C(O)=O
References
- Synthesis Reference
VItaly Arkadievich Livshits, Natalya Pavlovna Zakataeva, Vladimir Venyamiovich Aleoshin, Alla Valentinovna Balareova, Irina Lvovna Tokhmakova, "DNA coding for protein which confers on bacterium escherichia coli resistance to L-homoserine and method for producing L-amino acids." U.S. Patent US6303348, issued November, 1999.
US6303348- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0000719
- KEGG Compound
- C00263
- PubChem Compound
- 12647
- PubChem Substance
- 46504898
- ChemSpider
- 12126
- ChEBI
- 15699
- ChEMBL
- CHEMBL11722
- ZINC
- ZINC000000895146
- PDBe Ligand
- HSE
- PDB Entries
- 1ebu / 1h0g / 1h72 / 1j9n / 1pqp / 1w9u / 1waw / 2vdj / 3dks / 4c0j … show 11 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
Property Value Source melting point (°C) 203 dec °C PhysProp water solubility 1E+006 mg/L (at 30 °C) BEILSTEIN - Predicted Properties
Property Value Source Water Solubility 423.0 mg/mL ALOGPS logP -3.3 ALOGPS logP -3.8 Chemaxon logS 0.55 ALOGPS pKa (Strongest Acidic) 2.22 Chemaxon pKa (Strongest Basic) 9.16 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 83.55 Å2 Chemaxon Rotatable Bond Count 3 Chemaxon Refractivity 26.91 m3·mol-1 Chemaxon Polarizability 11.44 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 + 0.7439 Blood Brain Barrier - 0.6081 Caco-2 permeable - 0.7516 P-glycoprotein substrate Non-substrate 0.7587 P-glycoprotein inhibitor I Non-inhibitor 0.9768 P-glycoprotein inhibitor II Non-inhibitor 0.9883 Renal organic cation transporter Non-inhibitor 0.9223 CYP450 2C9 substrate Non-substrate 0.8202 CYP450 2D6 substrate Non-substrate 0.8049 CYP450 3A4 substrate Non-substrate 0.7865 CYP450 1A2 substrate Non-inhibitor 0.8889 CYP450 2C9 inhibitor Non-inhibitor 0.9394 CYP450 2D6 inhibitor Non-inhibitor 0.9459 CYP450 2C19 inhibitor Non-inhibitor 0.9574 CYP450 3A4 inhibitor Non-inhibitor 0.9387 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9859 Ames test Non AMES toxic 0.7826 Carcinogenicity Non-carcinogens 0.9237 Biodegradation Ready biodegradable 0.959 Rat acute toxicity 0.9205 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9766 hERG inhibition (predictor II) Non-inhibitor 0.9525
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 122.061467 predictedDarkChem Lite v0.1.0 [M-H]- 122.130467 predictedDarkChem Lite v0.1.0 [M-H]- 122.212967 predictedDarkChem Lite v0.1.0 [M-H]- 118.78803 predictedDeepCCS 1.0 (2019) [M+H]+ 122.578067 predictedDarkChem Lite v0.1.0 [M+H]+ 122.554167 predictedDarkChem Lite v0.1.0 [M+H]+ 122.619967 predictedDarkChem Lite v0.1.0 [M+H]+ 122.10764 predictedDeepCCS 1.0 (2019) [M+Na]+ 122.132867 predictedDarkChem Lite v0.1.0 [M+Na]+ 122.210367 predictedDarkChem Lite v0.1.0 [M+Na]+ 122.254367 predictedDarkChem Lite v0.1.0 [M+Na]+ 130.72867 predictedDeepCCS 1.0 (2019)
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52