(S)-2-hydroxy-3-(1H-imidazol-4-yl)propanoic acid
Basic information
- CAS
14403-45-3- Standard SMILES
O=C(O)[C@@H](O)Cc1cnc[nH]1- InChIKey
ACZFBYCNAVEFLC-YFKPBYRVSA-N- Molecular formula
- C6H8N2O3
- Average molar mass
- 156.14 g/mol
- Monoisotopic mass
- 156.05349212
Overview
(S)-3-(imidazol-5-yl)lactic acid is a (2S)-2-hydroxy monocarboxylic acid and a 3-(imidazol-5-yl)lactic acid. It is a conjugate acid of a (S)-3-(imidazol-5-yl)lactate.
Names & identifiers
- Preferred name
- (S)-2-hydroxy-3-(1H-imidazol-4-yl)propanoic acid
- IUPAC
- (2S)-2-hydroxy-3-(1H-imidazol-5-yl)propanoic acid
- English name
- L-β-Imidazolelactic acid, monohydrate
- Molecular formula
- C6H8N2O3
- Molecular weight
- 156.14
Names & synonyms
14403-45-3(S)-2-hydroxy-3-(1H-imidazol-4-yl)propanoic acidL-beta-Imidazolelactic acid(2S)-2-hydroxy-3-(1H-imidazol-5-yl)propanoic acidL-|A-Imidazolelactic acidimidazolelactateL-beta-IMIDAZOLE LACTIC ACID(S)-3-(imidazol-5-yl)lactic acid(2S)-2-hydroxy-3-(1H-imidazol-4-yl)propanoic acid1H-Imidazole-5-propanoic acid, alpha-hydroxy-, (alphaS)-(S)-2-hydroxy-3-(1H-imidazol-5-yl)propanoic acid(S)-2-Hydroxy-3-(1H-imidazol-4-yl)propionic acid
Show more names
Histidine Impurity 11L-B-imidazolelactic acidL-β-Imidazolelactic acidL-beta-imidazolelacitic acid3-(1H-Imidazole-4-yl)lactic acidL-β-(1H-iMidazol-4-yl)lactic acidIMIDAZOLE-4-LACTIC ACID, MONOHYDRATEL-beta-(1H-imidazol-4-yl)lactic acidL-β-Imidazolelactic Acid, Monohydrate
(S)-2-hydroxy-3-(1H-imidazol-4-yl)propanoicacidorb2802524SCHEMBL1312464SCHEMBL1624184CHEMBL3251663CHEBI:16373DTXSID30331470MFCD00057165
Properties
Computed structural properties
- XLogP
- -0.7
- Topological polar surface area
- 86.2 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 3
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 151
Physicochemical properties
- Melting point
- 195 · 195-198°C
- Boiling point
- 507.7 · 507.7±35.0 °C(Predicted)
- Density
- 1.518 · 1.518±0.06 g/cm3(Predicted)
- storage temp.
- 2 · Sealed in dry,2-8°C
- pka
- 3.48 · 3.48±0.11(Predicted)
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 319 · H319-H315-H335
- Precautionary statements
- 264 · P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 26 · 26-36
- WGK Germany
- 3 · 3
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- wgk
- 3
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36
- Hazard statements
- H319-H315-H335
- Precautionary statements
- P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
Chemistry & industry
Applications
UsesAn intermediate in the synthesis of imidazole alkaloids (+)-pilocarpine and (+)-isopilocarpine
Additional notes
DefinitionChEBI: (S)-3-(imidazol-5-yl)lactic acid is a 3-(imidazol-5-yl)lactic acid and a (2S)-2-hydroxy monocarboxylic acid. It is a conjugate acid of a (S)-3-(imidazol-5-yl)lactate.
Related reactions
2 records
Compound notes
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