CAS 19367-38-5 Methyl-P-Coumarate (HCID 5319562)

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Basic information

CAS: 19367-38-5
Standard SMILES: COC(=O)/C=C/c1ccc(O)cc1
InChIKey: NITWSHWHQAQBAW-QPJJXVBHSA-N
Molecular formula: C10H10O3
Average molar mass: 178.18 g/mol
Monoisotopic mass: 178.06299418

Overview

4-coumaric acid methyl ester is a cinnamate ester that is the methyl ester of 4-coumaric acid. It has a role as an antifungal agent, a melanin synthesis inhibitor, an anti-inflammatory agent, a plant metabolite and a fungal metabolite. It is a methyl ester, a member of phenols and a cinnamate ester. It is functionally related to a 4-coumaric acid.

Names & identifiers

Preferred name: Methyl-P-Coumarate
IUPAC: methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
English name: (E)-Methyl 4-coumarate
Molecular formula: C10H10O3
Molecular weight: 178.18

Names & synonyms

Methyl-p-coumaratemethyl-hydroxycinnamateRefChem:522166Methyl 4-hydroxycinnamate19367-38-5Methyl p-hydroxycinnamate(E)-Methyl 4-coumarateMethyl trans-p-Coumarate4-Hydroxycinnamic acid methyl ester(E)-Methyl 3-(4-hydroxyphenyl)acrylatemethyl coumaratemethyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

Show more names

(E)-4-HydroxycinnaMic Acid Methyl Estertrans-4-Hydroxycinnamic Acid Methyl EsterOMpCAMETHYL 4-COUMARATETIMTEC-BB SBB002393Methyl trans-p-Coumarat

MFCD00157167p-hydroxy methyl cinnamatepCAMEMethyl (E)-3-(4-hydroxyphenyl)acrylatemethyl 4-hydroxy cinnamatemethyl (2E)-3-(4-hydroxyphenyl)prop-2-enoateCHEMBL1468162-Propenoic acid, 3-(4-hydroxyphenyl)-, methyl ester, (2E)-

Database identifiers

CAS: 19367-38-5、3943-97-3
PubChem CID: 5319562

Properties

Computed structural properties

XLogP: 2.3
Topological polar surface area: 46.5 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 3
Heavy atoms: 13
Formal charge: 0
Complexity: 190

Physicochemical properties

Melting point: 138 · 138-140°C
Boiling point: 306.6 · 306.6±17.0 °C(Predicted)
Density: 1 · 1+-.0.06 g/cm3(Predicted)
storage temp.: 2 · Inert atmosphere,2-8°C
solubility: Chloroform (Slightly), Methanol (Slightly)
form: Solid
pka: 8.82 · 8.82±0.13(Predicted)
color: Off-White to Beige
λmax: 315 nm · 315nm(MeOH)(lit.)
Cosmetics Ingredients Functions: VISCOSITY CONTROLLINGSKIN CONDITIONING - EMOLLIENTSKIN CONDITIONING
InChI: 1S/C10H10O3/c1-13-10(12)7-4-8-2-5-9(11)6-3-8/h2-7,11H,1H3/b7-4+
InChIKey: NITWSHWHQAQBAW-QPJJXVBHSA-N
SMILES: O=C(OC)/C=C/C1=CC=C(O)C=C1
CAS DataBase Reference: 19367 · 19367-38-5(CAS DataBase Reference)
UNSPSC Code: 12352200 · 12352200

Safety & regulation

GHS classification

GHS Classification · 4 items

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)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Safety data

wgk: WGK 3
hs_code: 2916.39.7900
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
hazard_note: Irritant
safety_code: 26-36/37/39
Storage Class: 11 - Combustible Solids
Hazard statements: H302-H315-H319
Precautionary statements: P261-P305+P351+P338

Chemistry & industry

Applications

UsesMethyl 4-hydroxycinnamate is an antifungal agent,it is used in structure-antifungal activity relationship study against Aspergillus flavus, Aspergillus terreus, and Aspergillus niger.

UsesCinnamic acid derivative used in structure-antifungal activity relationship study against Aspergillus flavus, Aspergillus terreus, and Aspergillus niger. An antifungal agent.