ChemFOnt: Showing chemical card for 3-O-Caffeoyl-1-O-methylquinic acid (CFc000020851)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:12:26 UTC

Chemfont ID

CFc000020851

Molecule Identification

Common Name

3-O-Caffeoyl-1-O-methylquinic acid

Definition

3-O-Caffeoyl-1-O-methylquinic acid is found in green vegetables. It is a constituent of Phyllostachys edulis (moso bamboo).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-O-Caffeoyl-1-O-methylquinate	Generator
3-{[(2Z)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-4,5-dihydroxy-1-methoxycyclohexane-1-carboxylate	HMDB

Chemical Formula

C₁₇H₂₀O₉

Average Molecular Weight

368.3353

Monoisotopic Molecular Weight

368.110732238

IUPAC Name

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

Traditional Name

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

CAS Registry Number

None

SMILES

COC1(CC(O)C(O)C(C1)OC(=O)\C=C/C1=CC(O)=C(O)C=C1)C(O)=O

InChI Identifier

InChI=1S/C17H20O9/c1-25-17(16(23)24)7-12(20)15(22)13(8-17)26-14(21)5-3-9-2-4-10(18)11(19)6-9/h2-6,12-13,15,18-20,22H,7-8H2,1H3,(H,23,24)/b5-3-

InChI Key

NRRBIAVXVIGMKC-HYXAFXHYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinic acids and derivatives. Quinic acids and derivatives are compounds containing a quinic acid moiety (or a derivative thereof), which is a cyclitol made up of a cyclohexane ring that bears four hydroxyl groups at positions 1,3.4, And 5, as well as a carboxylic acid at position 1.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Quinic acids and derivatives

Alternative Parents

Substituents

Quinic acid
Cinnamic acid or derivatives
Coumaric acid or derivatives
Hydroxycinnamic acid or derivatives
Cinnamic acid ester
Catechol
Styrene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Cyclohexanol
Fatty acid ester
Phenol
Benzenoid
Fatty acyl
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Secondary alcohol
1,2-diol
Carboxylic acid ester
Dialkyl ether
Carboxylic acid
Ether
Carboxylic acid derivative
Organic oxide
Carbonyl group
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0039959)
Cytoplasm (HMDB: HMDB0039959)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039959)

Source

Exogenous

Exogenous (HMDB: HMDB0039959)

Food

Food (HMDB: HMDB0039959)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Endogenous

Plant

Plant (HMDB: HMDB0039959)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0039959)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.17 g/L	ALOGPS
logP	0.85	ALOGPS
logP	0.37	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	3.41	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	153.75 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	87.99 m³·mol⁻¹	ChemAxon
Polarizability	35.41 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0039959

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB019622

KNApSAcK ID

Not Available

Chemspider ID

35014902

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752768

PDB ID

Not Available

ChEBI ID

175715

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3-O-Caffeoyl-1-O-methylquinic acid (CFc000020851)

MOL for CFc000020851 (3-O-Caffeoyl-1-O-methylquinic acid)

3D MOL for CFc000020851 (3-O-Caffeoyl-1-O-methylquinic acid)

3D SDF for CFc000020851 (3-O-Caffeoyl-1-O-methylquinic acid)

3D-SDF for CFc000020851 (3-O-Caffeoyl-1-O-methylquinic acid)

PDB for CFc000020851 (3-O-Caffeoyl-1-O-methylquinic acid)

3D PDB for CFc000020851 (3-O-Caffeoyl-1-O-methylquinic acid)

SMILES for CFc000020851 (3-O-Caffeoyl-1-O-methylquinic acid)

INCHI for CFc000020851 (3-O-Caffeoyl-1-O-methylquinic acid)

Structure for CFc000020851 (3-O-Caffeoyl-1-O-methylquinic acid)

3D Structure for CFc000020851 (3-O-Caffeoyl-1-O-methylquinic acid)