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

• ChemBase ID: 295770
• Molecular Formular: C16H20O10
• Molecular Mass: 372.324
• Monoisotopic Mass: 372.10564684
• SMILES: O.c1cc(c(cc1/C=C/C(=O)O[C@@H]1C[C@@](C[C@H]([C@H]1O)O)(C(=O)O)O)O)O
• Canonical SMILES: O=C(O[C@@H]1C[C@@](O)(C[C@H]([C@H]1O)O)C(=O)O)/C=C/c1ccc(c(c1)O)O.O
• InChI: InChI=1S/C16H18O9.H2O/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);1H2/b4-2+;/t11-,12-,14-,16+;/m1./s1
• InChIKey: VJUCUIDLZCJEQI-JJZNBIAISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,3R,4R,5R)-3-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylic acid hydrate
• IUPAC Traditional name: chlorogenic acid hydrate
• Synonyms: Chlorogenic acid hemihydrate; 半水合氯烯酸

Database IDs

• CAS Number: 6001-76-9
• EC Number: 206-325-6
• MDL Number: MFCD00003862
• Merck Index: 142142
• PubChem SID: 180681301
• PubChem CID: 24981351

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: ca 208°C dec.

Safety Information

• TSCA Listed: 否

Product Information

• Purity: 97%