trans-2-Hydroxyzimtsure

O-Coumaric Acid

HCID 637540CAS 583-17-5

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Grundinformationen

Standard-SMILES: O=C(O)/C=C/c1ccccc1O
InChIKey: PMOWTIHVNWZYFI-AATRIKPKSA-N
Summenformel: C9H8O3
Durchschnittliche Molmasse: 164,16 g/mol
Monoisotopische Masse: 164,04734412

Überblick

2-coumaric acid is a monohydroxycinnamic acid in which the hydroxy substituent is located at C-2 of the phenyl ring. It has a role as a plant metabolite. It is a conjugate acid of a 2-coumarate.

Namen und Bezeichner

Bevorzugter Name: O-Coumaric Acid
IUPAC: (E)-3-(2-hydroxyphenyl)prop-2-enoic acid
Lokaler Name: trans-2-Hydroxyzimtsure
Englischer Name: 2-HYDROXYCINNAMIC ACID
Summenformel: C9H8O3
Molmasse: 164.16

Namen und Synonyme

2-Hydroxycinnamic acido-Coumaric acid583-17-53-(2-hydroxyphenyl)acrylic acid(E)-3-(2-hydroxyphenyl)prop-2-enoic acid(E)-2-hydroxycinnamic acid2-Propenoic acid, 3-(2-hydroxyphenyl)-2S0H1PX3LMRefChem:25837209-500-5614-60-8trans-2-Hydroxycinnamic acid

Weitere Namen anzeigen

2-hydroxycinnamic acid, predominantly transO-HYDROXYCINNAMIC ACIDO-CUMARIC ACIDCOUMARIC ACID,2-2-HydroxyzimtsureORTHO-COUMARICACIDCoumaric Acid2-(P)

trans-o-Coumaric acid2-Coumaric acidtrans-o-Hydroxycinnamic acid2-Coumarate2-Hydroxycinnamate(E)-o-Hydroxycinnamic acid(2E)-3-(2-hydroxyphenyl)prop-2-enoic acidtrans-2-Hydroxycinnamate

Datenbank-Bezeichner

CAS: 583-17-5、614-60-8
PubChem CID: 637540
DTXSID: DTXSID10883240
ChEMBL: CHEMBL52564
ChEBI: CHEBI:18176
UNII: 23AU5FZB9C
EC Number: 209-500-5、210-386-4
Nikkaji: J55.415D、J7.442J

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 1,5
Polarare Oberfläche (TPSA): 57,5 Å²
H-Brücken-Donoren: 2
H-Brücken-Akzeptoren: 3
Frei drehbare Bindungen: 2
Schwere Atome: 12
Formalladung: 0
Komplexität: 186

Experimentelle und physikochemische Eigenschaften

Chemical ClassesOther Classes -> Organic Acids

DrugsPharmaceuticals -> Listed in ZINC15

SpringerMaterials PropertiesCrystal structure

LogP0.62

Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food

Physical Description · 2 Einträge

Off-white or beige powder; [Acros Organics MSDS]

Solid

Physikochemische Eigenschaften

Schmelzpunkt: 217 °C · 217 °C (dec.)(lit.)
Siedepunkt: 231.61 °C · 231.61°C (rough estimate)
Dichte: 1.1403 · 1.1403 (rough estimate)
Brechungsindex: 1.45 · 1.4500 (estimate)
FEMA: 4700 · 4700 | O-TRANS-COUMARIC ACID
storage temp.: Inert atmosphere,Room Temperature
Löslichkeit: DMSO (Slightly), Ethyl Acetate (Slightly)
Aggregatzustand: Solid
pka: 1 · pK1:4.614 (25°C)
Farbe: Off-White
Wasserlöslichkeit: slightly soluble in water
BRN: 1100900 · 1100900
InChI: 1S/C9H8O3/c10-8-4-2-1-3-7(8)5-6-9(11)12/h1-6,10H,(H,11,12)/b6-5+
InChIKey: PMOWTIHVNWZYFI-AATRIKPKSA-N
SMILES: OC(=O)\C=C\c1ccccc1O
LogP: 2.43 · 2.43
CAS Datenbank: 614 · 614-60-8(CAS DataBase Reference)
EPA chemische Informationen: (E)-o-Hydroxycinnamic acid (614-60-8)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 56.8% (104 of 183) of all reports.

Danger

H301 (26.2%): Toxic if swallowed [Danger Acute toxicity, oral]

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, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 183 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.