3-O-Caffeoylquinic acid
precursor
Showing entry for 3-O-Caffeoylquinic acid
Identification
- PhytoHub ID
- PHUB000530
- Name
- 3-O-Caffeoylquinic acid
- Systematic Name
- 3-Caffeoylquinic acid
- Synonyms
- 3-(3,4-Dihydroxycinnamoyl)quinic acid
- 3-Caffeoylquinic acid
- chlorogenic acid
- Neochlorogenic acid
- CAS Number
- 327-97-9
- Average Mass
- 354.311
- Monoisotopic Mass
- 354.09508216
- Chemical Formula
- C16H18O9
- IUPAC Name
- 3-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylic acid
- InChI Key
- CWVRJTMFETXNAD-DUXPYHPUSA-N
- InChI Identifier
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)/b4-2+
- SMILES
[H]\C(=C(\[H])C1=CC(O)=C(O)C=C1)C(=O)OC1CC(O)(CC(O)C1O)C(O)=O
- Structure
Structure for 3-O-Caffeoylquinic acid
Calculated Properties
- Solubility (ALOGPS)
- 3.44e+00 g/l
- LogS (ALOGPS)
- -2.01
- LogP (ALOGPS)
- 0.17
- Hydrogen Acceptors
- 8
- Hydrogen Donors
- 6
- Rotatable Bond Count
- 5
- Polar Surface Area
- 164.74999999999997
- Refractivity
- 83.23469999999999
- Polarizability
- 33.92029446068079
- Formal Charge
- 0
- Physiological Charge
- -1
- pKa (strongest basic)
- -3.2318239809154075
- pKa (strongest acidic)
- 3.3338531471838464
- Number of Rings
- 2
- Rule of Five
- No
- Bioavailability
- Yes
- Ghose Filter
- Yes
- Veber's Rule
- No
- MDDR-like Rule
- No
Taxonomy as Food Phytochemical
- Family
- Polyphenols
- Class
- Phenolic acids
- Sub-class
- Hydroxycinnamic acids
Taxonomy as Metabolite
- Metabolite Family
- (Poly)phenol metabolites
- Metabolite Class
- Phenolic acid metabolites
- Metabolite Sub-class
- Cinnamic acids
Taxonomy of its Food Phytochemical Precursor(s)
| Food Phytochemical | Family | Class | Sub-class | |
|---|---|---|---|---|
| 3-O-Caffeoylquinic acid | Polyphenols | Phenolic acids | Hydroxycinnamic acids | Show Food Phytochemical |
Spectra from Phytohub
Food Sources
Food Sources of its Food Phytochemical(s)
Role as Biomarker of intake
No roles as Biomarker of intake found