3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylic acid

• ChemBase ID: 75665
• Molecular Formular: C16H18O9
• Molecular Mass: 354.30872
• Monoisotopic Mass: 354.09508216
• SMILES: O(C1C(O)C(O)CC(C1)(C(=O)O)O)C(=O)/C=C/c1ccc(c(c1)O)O
• Canonical SMILES: O=C(OC1CC(O)(CC(C1O)O)C(=O)O)/C=C/c1ccc(c(c1)O)O
• InChI: InChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(20)25-12-7-16(24,15(22)23)6-11(19)14(12)21/h1-5,11-12,14,17-19,21,24H,6-7H2,(H,22,23)
• InChIKey: CWVRJTMFETXNAD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylic acid
• IUPAC Traditional name: 3-{[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylic acid
• Synonyms: Chlorogenic acid; 3-Caffeoylquinic acid; 3-(3,4-Dihydroxycinnamoyl)quinic acid; 1,3,4,5-Tetrahydroxycyclohexanecarboxylic acid 3-(3,4-dihydroxycinnamate)

Database IDs

• CAS Number: 327-97-9
• EC Number: 206-325-6
• MDL Number: MFCD00003862
• PubChem SID: 162040583
• PubChem CID: 5315832

CALCULATED PROPERTIES

• Acid pKa: 3.3338532
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -2.4192955
• LogD (pH = 7.4): -3.6938899
• Log P: -0.26852977
• Molar Refractivity: 83.2347 cm^3
• Polarizability: 32.441044 Å^3
• Polar Surface Area: 164.75 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 208-210°C (dec.); 210(dec.)°C

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: Irritant
• RTECS: GU8480000

DETAILS

MP Biomedicals - 02150618

Crystalline