Alpha-Cyano-4-Hydroxycinnamic Acid

HCID 2102CAS 28166-41-8

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Basic information

Standard SMILES: N#CC(=Cc1ccc(O)cc1)C(=O)O
InChIKey: AFVLVVWMAFSXCK-UHFFFAOYSA-N
Molecular formula: C10H7NO3
Average molar mass: 189.17 g/mol
Monoisotopic mass: 189.04259308

Overview

specific inhibitor of pyruvate transport in rat liver mitochondria & human erythrocytes; structure

Names & identifiers

Preferred name: Alpha-Cyano-4-Hydroxycinnamic Acid
IUPAC: 2-cyano-3-(4-hydroxyphenyl)prop-2-enoic acid

Names & synonyms

alpha-cyano-4-hydroxycinnamic acid28166-41-8alpha-Cyano-4-hydroxycinnamate2-cyano-4-hydroxycinnamateNL5EEM9E2G4-hydroxy-alpha-cyanocinnamateACCADTXSID5010182952-Cyano-3-(4-hydroxyphenyl)acrylic acid2-cyano-3-(4-hydroxyphenyl)prop-2-enoic acidNSC-173138CHEBI:64340

Show more names

RefChem:111141DTXCID701040402248-879-1a-Cyano-4-hydroxycinnamic acidalpha-CCANSC 173138alpha-CHCA2-Propenoic acid, 2-cyano-3-(4-hydroxyphenyl)-

Database identifiers

CAS: 28166-41-8
PubChem CID: 2102
DTXSID: DTXSID501018295
ChEMBL: CHEMBL76602
UNII: NL5EEM9E2G
EC Number: 248-879-1

Properties

Computed structural properties

XLogP: 1.4
Topological polar surface area: 81.3 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 4
Rotatable bonds: 2
Heavy atoms: 14
Formal charge: 0
Complexity: 292

Experimental & physicochemical properties

Chemical ClassesOther Uses -> Biochemical Research

Physical DescriptionPowder; [Sigma-Aldrich MSDS]

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (98.8%): 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 165 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.