PhytoHub: Showing entry for 1-O-Caffeoylquinic acid

1-O-Caffeoylquinic acid

Identification

PhytoHub ID

PHUB000514

Name

1-O-Caffeoylquinic acid

Systematic Name

Not Available

Synonyms

1-Caffeoylquinic acid
Pseudochlorogenic acid

CAS Number

928005-87-2

Average Mass

354.311

Monoisotopic Mass

354.09508216

Chemical Formula

C₁₆H₁₈O₉

IUPAC Name

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

InChI Key

GWTUHAXUUFROTF-DUXPYHPUSA-N

InChI Identifier

InChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(21)25-16(15(23)24)6-11(19)14(22)12(20)7-16/h1-5,11-12,14,17-20,22H,6-7H2,(H,23,24)/b4-2+

SMILES

OC1CC(CC(O)C1O)(OC(=O)\C=C\C1=CC(O)=C(O)C=C1)C(O)=O

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 3.38e+00 g/l
LogS (ALOGPS): -2.02
LogP (ALOGPS): 0.18
Hydrogen Acceptors: 8
Hydrogen Donors: 6
Rotatable Bond Count: 5
Polar Surface Area: 164.74999999999997
Refractivity: 83.2347
Polarizability: 33.25671102261135
Formal Charge: 0
Physiological Charge: -1
pKa (strongest basic): -3.2318452769682886
pKa (strongest acidic): 3.2096099169934798
Number of Rings: 2
Rule of Five: No
Bioavailability: Yes
Ghose Filter: Yes
Veber's Rule: No
MDDR-like Rule: No

External Links

PubChem: 6451212

Taxonomy as Food Phytochemical

Family: Polyphenols
Class: Phenolic acids
Sub-class: Hydroxycinnamic acids

Classyfire Taxonomy

Kingdom Name: Organic compounds
Class: Organooxygen compounds
Super-class: Organic oxygen compounds
Sub-class: Alcohols and polyols
Direct Parent Name: Quinic acids and derivatives
Alternative Parent Names: ["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "Carbonyl compounds", "Carboxylic acids", "Catechols", "Cinnamic acid esters", "Coumaric acids and derivatives", "Cyclohexanols", "Dicarboxylic acids and derivatives", "Enoate esters", "Fatty acid esters", "Hydrocarbon derivatives", "Organic oxides", "Polyols", "Styrenes"]
External Descriptor Annotations: Not Available
Substituent Names: ["1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "Alpha,beta-unsaturated carboxylic ester", "Aromatic homomonocyclic compound", "Benzenoid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Carboxylic acid ester", "Catechol", "Cinnamic acid ester", "Cinnamic acid or derivatives", "Coumaric acid or derivatives", "Cyclohexanol", "Dicarboxylic acid or derivatives", "Enoate ester", "Fatty acid ester", "Fatty acyl", "Hydrocarbon derivative", "Hydroxycinnamic acid or derivatives", "Monocyclic benzene moiety", "Organic oxide", "Phenol", "Polyol", "Quinic acid", "Secondary alcohol", "Styrene"]

Spectra from Online Resources

No spectra information available

Food Sources

	Name	Group
	Globe artichoke	Vegetables, Other vegetables	Publications	Show
	Sweet cherry	Fruit, Drupes	Publications	Show

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

No metabolism information available

Inter-Individual Variations in Metabolism

No data on inter-individual variations available

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Showing entry for 1-O-Caffeoylquinic acid