O-Coumaric acid

C₉H₈O₃CAS 614-60-8164.16 g/mol

Open in Covalent MOL file

Alkene Carboxylic acid Phenol

Properties

Molecular formula: C₉H₈O₃
Molar mass: 164.16 g/mol
Exact mass: 164.0473 Da
Melting point: 214–215 °C (decomposes)
logP: 1.49Crippen estimate
Polar surface area: 57.5 Å²
H-bond donors / acceptors: 2 / 2
Rotatable bonds: 2
Double bonds: EE/Z, in SMILES order

Hazards

Danger

H301 Toxic if swallowed26.2% of notifiers
H315 Causes skin irritation43.2% of notifiers
H319 Causes serious eye irritation43.2% of notifiers
H335 May cause respiratory irritation42.6% of notifiers

Aggregated from 183 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501

Identifiers

CAS number

614-60-8

SMILES

O=C(O)/C=C/c1ccccc1O

InChIKey

PMOWTIHVNWZYFI-AATRIKPKSA-N

InChI

InChI=1S/C9H8O3/c10-8-4-2-1-3-7(8)5-6-9(11)12/h1-6,10H,(H,11,12)/b6-5+

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

14 names · show all

2-Propenoic acid, 3-(2-hydroxyphenyl)-, (2E)-
Cinnamic acid, o-hydroxy-, (E)-
2-Propenoic acid, 3-(2-hydroxyphenyl)-, (E)-
(2E)-3-(2-Hydroxyphenyl)-2-propenoic acid
trans-o-Coumaric acid
trans-o-Hydroxycinnamic acid
trans-2-Hydroxycinnamic acid
o-Hydroxy-trans-cinnamic acid
(E)-o-Hydroxycinnamic acid
(E)-2-Hydroxycinnamic acid
NSC 32952
(E)-3-(2-Hydroxyphenyl)acrylic acid
Rans-2-hydroxycinnamic acid
(E)-o-Coumaric acid

Work with O-Coumaric acid

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

o-Coumaric acid583-17-5Stereo not defined

Similar compounds

2-Formylcinnamic acid130036-17-864 % similar 2-Bromocinnamic acid7345-79-164 % similar 3-(2-Bromophenyl)-2-propenoic acid7499-56-164 % similar 3-(2,5-Dihydroxyphenyl)-2-propenoic acid636-01-163 % similar 2-Methylcinnamic acid2373-76-462 % similar 2-Chlorocinnamic acid3752-25-862 % similar 3-(2-Fluorophenyl)-2-propenoic acid451-69-462 % similar 3-(1-Naphthalenyl)-2-propenoic acid13026-12-560 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Same formula

Carbic anhydride129-64-6 trans-3-Hydroxycinnamic acid14755-02-3 Methyl phenylglyoxylate15206-55-0 Phenylpyruvic acid156-06-9 Methyl 4-formylbenzoate1571-08-0 2,3-Dihydrobenzofuran-2-carboxylic acid1914-60-9 Himic anhydride2746-19-2 7-Methoxy-3H-isobenzofuran-1-one28281-58-5

Elsewhere

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