(2E)-3-(4-hydroxyphenyl)prop-2-enoic acid

• ChemBase ID: 3691
• Molecular Formular: C9H8O3
• Molecular Mass: 164.15802
• Monoisotopic Mass: 164.04734412
• SMILES: C(=O)(O)/C=C/c1ccc(cc1)O
• Canonical SMILES: OC(=O)/C=C/c1ccc(cc1)O
• InChI: InChI=1S/C9H8O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-6,10H,(H,11,12)/b6-3+
• InChIKey: NGSWKAQJJWESNS-ZZXKWVIFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-3-(4-hydroxyphenyl)prop-2-enoic acid; 3-(4-hydroxyphenyl)prop-2-enoic acid
• IUPAC Traditional name: para-coumaric acid; hydroxycinnamic acid; coumaric acid
• Synonyms: Para-Coumaric Acid; 3-(4-Hydroxyphenyl)acrylic acid; 4-Hydroxycinnamic acid; 3-(4-Hydroxyphenyl)acrylic acid; (E)-3-(4-hydroxyphenyl)acrylic acid; trans-4-Hydroxycinnamic acid; trans-p-Coumaric acid; p-Coumaric acid; p-Hydroxycinnamic Acid; 4-Hydroxycinnamic acid; p-COUMARIC ACID; p-Coumaric acid; trans-p-Coumaric acid; trans-4-Hydroxycinnamic acid; 3-(4-Hydroxyphenyl)-2-propenoic Acid; 4-Coumaric Acid; 4'-Hydroxycinnamic Acid; NSC 59260; NSC 674321; p-Cumaric Acid; p-Hydroxyphenylacrylic Acid; β-[4-Hydroxyphenyl]acrylic Acid; 反式对羟基肉桂酸; 对香豆酸; 反-4-羟基肉桂酸

Database IDs

• CAS Number: 7400-08-0; 501-98-4
• EC Number: 231-000-0
• MDL Number: MFCD00004399
• Beilstein Number: 2207383
• Merck Index: 142560
• PubChem SID: 160967129; 24893127; 46508796; 24857010
• PubChem CID: 637542

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.0022426
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.3251518
• LogD (pH = 7.4): -1.3285575
• Log P: 1.832521
• Molar Refractivity: 45.0408 cm^3
• Polarizability: 16.806936 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.74
• LOG S: -2.21
• Solubility (Water): 1.02e+00 g/l

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White Solid; Powder
• Melting Point: 211-213°C; 214 °C (dec.)(lit.); 214°C; ca 214°C dec.

Safety Information

• Storage Condition: Refrigerator; Room Temperature (15-30°C)
• Storage Warning: IRRITANT
• RTECS: GD9094000; GD9095000
• European Hazard Symbols: X; Irritant (Xi)
• German water hazard class: 2
• Risk Statements: 36/37/38; 36/37/38-62
• Safety Statements: 26-36; 26-36/37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335; H361-H315-H319-H335-H303
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98%; ≥98.0% (HPLC); 95+%; 98%
• Grade: analytical standard; purum
• Shelf Life: (limited shelf life, expiry date on the label)
• Linear Formula: HOC6H4CH=CHCO2H
• Classification: Genuine Natural Compounds

DETAILS

MP Biomedicals - 02102576

Purity: 98+%
Crystalline
Predominantly trans-isomer.

DrugBank - DB04066

Drug information: experimental

Sigma Aldrich - C9008

Biochem/physiol Actions
Hydroxycinnamic acid found in many fruits and vegetables.
Other Notes
Predominantly trans isomer.
包装
1, 5, 10, 25 g in poly bottle

Sigma Aldrich - H23201

Biochem/physiol Actions
Hydroxycinnamic acid found in many fruits and vegetables.

Sigma Aldrich - 28200

Biochem/physiol Actions
Hydroxycinnamic acid found in many fruits and vegetables.

Sigma Aldrich - 55823

Biochem/physiol Actions
Hydroxycinnamic acid found in many fruits and vegetables.

Toronto Research Chemicals - C755365

p-Coumaric Acid is the hydroxy derivative of Cinnamic Acid with antioxidant properties. p-Coumaric acid is a is a major component of lignocellulose. Studies suggest that p-Coumaric Acid may reduce the risk of cancer by reducing the formation of carcinogen

REFERENCES

• Kikugawa, K. et al.: J. Agric. Food Chem., 1, 780 (1983)
• Ferguson, L.R. et al.: Mol. Nutrit. Food Res., 585 (1983)
• Chung, F.L. et al.: IARC Sci. Pub., 57, 797 (1983)