3-(3,4-dihydroxyphenyl)propanoic acid

• ChemBase ID: 104846
• Molecular Formular: C9H10O4
• Molecular Mass: 182.1733
• Monoisotopic Mass: 182.0579088
• SMILES: OC(=O)CCc1cc(O)c(O)cc1
• Canonical SMILES: OC(=O)CCc1ccc(c(c1)O)O
• InChI: InChI=1S/C9H10O4/c10-7-3-1-6(5-8(7)11)2-4-9(12)13/h1,3,5,10-11H,2,4H2,(H,12,13)
• InChIKey: DZAUWHJDUNRCTF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(3,4-dihydroxyphenyl)propanoic acid
• IUPAC Traditional name: dihydrocaffeic acid
• Synonyms: 3-(3,4-dihydroxyphenyl)propanoic acid; 3-(3,4-Dihydroxyphenyl)propionic acid; 3,4-Dihydroxy-β-phenylpropionic Acid; 3,4-Dihydroxybenzenepropionic Acid; 3,4-Dihydroxyphenylpropionic Acid; 3-(3,4-Dihydroxyphenyl)propanoic Acid; NSC 407275; NSC 624007; 3,4-Dihydroxydihydrocinnamic Acid; 3-(3,4-Dihydroxyphenyl)propionic acid; Hydrocaffeic acid; 3,4-Dihydroxyhydrocinnamic acid; 3,4-Dihydroxyhydrocinnamic acid; HYDROCAFFEIC ACID; DIHYDROCAFFEIC ACID; 3-(3,4-二羟基苯基)丙酸; 3-(3,4-二羟苯基)丙酸; 氢化咖啡酸; 3,4-二羟苯基丙酸

Database IDs

• CAS Number: 1078-61-1
• EC Number: 214-083-8
• MDL Number: MFCD00002776
• Beilstein Number: 2213449
• PubChem SID: 24878531; 24846583; 162091722
• PubChem CID: 348154

CALCULATED PROPERTIES

• Acid pKa: 3.837915
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.2172214
• LogD (pH = 7.4): -1.8016449
• Log P: 1.4484321
• Molar Refractivity: 45.9284 cm^3
• Polarizability: 17.633135 Å^3
• Polar Surface Area: 77.76 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 136-139 °C; 136-139 °C(lit.); 136-140°C

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: MW5143500
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• 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: ≥98.0% (T); 98%; 98+%
• Grade: purum
• Linear Formula: (HO)2C6H3CH2CH2CO2H
• Classification: Genuine Natural Compounds

DETAILS

MP Biomedicals - 02157402

(3,4-Dihydroxyhydrocinnamic acid)

MP Biomedicals - 05215608

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 102601

Packaging
10, 25 g in poly bottle
2.5 g in glass bottle

Toronto Research Chemicals - D448700

Dihydrocaffeic Acid is a natural product containing a catechol group with an α,β-unsaturated carboxylic acid chain. Dihydrocaffeic Acid has been shown to have hepatoprotective activity. Dihydrocaffeic Acid is a metabolite of Caffeic Acid (C08000) with po

REFERENCES

• Perez-Alvarez, V. et al.: J. Appl. Toxicol., 21, 527 (2001)
• Huang, J. et al.: J. Nutrit. Biochem., 12, 722 (2001)
• Poquet, L. et al.: Biochem. Pharmacol., 75, 1218 (2001)