3-(2,4-dihydroxyphenyl)prop-2-enoic acid

• ChemBase ID: 1478
• Molecular Formular: C9H8O4
• Molecular Mass: 180.15742
• Monoisotopic Mass: 180.04225874
• SMILES: C(=C\c1c(cc(cc1)O)O)/C(=O)O
• Canonical SMILES: OC(=O)/C=C/c1ccc(cc1O)O
• InChI: InChI=1S/C9H8O4/c10-7-3-1-6(8(11)5-7)2-4-9(12)13/h1-5,10-11H,(H,12,13)/b4-2+
• InChIKey: HGEFWFBFQKWVMY-DUXPYHPUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(2,4-dihydroxyphenyl)prop-2-enoic acid; (2E)-3-(2,4-dihydroxyphenyl)prop-2-enoic acid
• IUPAC Traditional name: 3-(2,4-dihydroxyphenyl)prop-2-enoic acid; (2E)-3-(2,4-dihydroxyphenyl)prop-2-enoic acid
• Synonyms: (2E)-2,4-Dihydroxycinnamic acid; (2E)-3-(2,4-Dihydroxyphenyl)acrylic acid 97%; 2,4-Dihydroxy-Trans Cinnamic Acid; 2,4-Dihydroxycinnamic acid; (E)-2,4-Dihydroxycinnamic acid; (2E)-3-(2,4-Dihydroxyphenyl)acrylic acid; Umbellic acid; 2,4-Dihydroxycinnamic acid; 2,4-二羟基肉桂酸

Database IDs

• CAS Number: 614-86-8
• MDL Number: MFCD00463787
• PubChem SID: 160964937; 24884614; 46504653
• PubChem CID: 446611
• Wikipedia Title: Umbellic_acid

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.8426225
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.13217673
• LogD (pH = 7.4): -1.7206892
• Log P: 1.5289556
• Molar Refractivity: 47.0217 cm^3
• Polarizability: 17.452068 Å^3
• Polar Surface Area: 77.76 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.49
• LOG S: -2.05
• Solubility (Water): 1.59e+00 g/l

PROPERTIES

Physical Property

• Melting Point: 202 °C (dec.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 37/38-41
• Safety Statements: 26-39
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H315-H318-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C9H8O4

DETAILS

DrugBank - DB01704

Drug information: experimental

Sigma Aldrich - 663158

Packaging
1, 5 g in glass bottle