ChemFOnt: Showing chemical card for 3,5-Dicaffeoyl-4-succinoylquinic acid (CFc000011125)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:58:47 UTC

Chemfont ID

CFc000011125

Molecule Identification

Common Name

3,5-Dicaffeoyl-4-succinoylquinic acid

Definition

3,5-Dicaffeoyl-4-succinoylquinic acid is found in herbs and spices. 3,5-Dicaffeoyl-4-succinoylquinic acid is a constituent of Chrysanthemum coronarium (chop-suey greens)

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,5-Dicaffeoyl-4-succinoylquinate	Generator
4-[(3-Carboxypropanoyl)oxy]-3,5-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-1-hydroxycyclohexane-1-carboxylate	HMDB

Chemical Formula

C₂₉H₂₈O₁₅

Average Molecular Weight

616.5236

Monoisotopic Molecular Weight

616.142820226

IUPAC Name

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

Traditional Name

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

CAS Registry Number

179761-31-0

SMILES

OC(=O)CCC(=O)OC1C(CC(O)(CC1OC(=O)\C=C\C1=CC=C(O)C(O)=C1)C(O)=O)OC(=O)\C=C\C1=CC(O)=C(O)C=C1

InChI Identifier

InChI=1S/C29H28O15/c30-17-5-1-15(11-19(17)32)3-8-24(36)42-21-13-29(41,28(39)40)14-22(27(21)44-26(38)10-7-23(34)35)43-25(37)9-4-16-2-6-18(31)20(33)12-16/h1-6,8-9,11-12,21-22,27,30-33,41H,7,10,13-14H2,(H,34,35)(H,39,40)/b8-3+,9-4+

InChI Key

DNZQDZDGNZZGCU-BQYBEJQRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Pentacarboxylic acids and derivatives

Direct Parent

Pentacarboxylic acids and derivatives

Alternative Parents

Substituents

Pentacarboxylic acid or derivatives
Quinic acid
Hydroxycinnamic acid or derivatives
Coumaric acid or derivatives
Cinnamic acid ester
Cinnamic acid or derivatives
Catechol
Styrene
Cyclohexanol
Fatty acid ester
1-hydroxy-2-unsubstituted benzenoid
Phenol
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Hydroxy acid
Fatty acyl
Monocyclic benzene moiety
Cyclitol or derivatives
Alpha-hydroxy acid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Cyclic alcohol
Carboxylic acid ester
Carboxylic acid
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Organooxygen compound
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: HMDB0029903)
Cytoplasm (HMDB: HMDB0029903)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029903)

Source

Endogenous

Endogenous (HMDB: HMDB0029903)

Plant

Plant (HMDB: HMDB0029903)

Exogenous

Food

Food (HMDB: HMDB0029903)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0029903)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.094 g/L	ALOGPS
logP	2.35	ALOGPS
logP	2.42	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	3.14	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	254.65 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	146.81 m³·mol⁻¹	ChemAxon
Polarizability	58.61 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0029903

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001153

KNApSAcK ID

C00054557

Chemspider ID

8779222

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10603854

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3,5-Dicaffeoyl-4-succinoylquinic acid (CFc000011125)

MOL for CFc000011125 (3,5-Dicaffeoyl-4-succinoylquinic acid)

3D MOL for CFc000011125 (3,5-Dicaffeoyl-4-succinoylquinic acid)

3D SDF for CFc000011125 (3,5-Dicaffeoyl-4-succinoylquinic acid)

3D-SDF for CFc000011125 (3,5-Dicaffeoyl-4-succinoylquinic acid)

PDB for CFc000011125 (3,5-Dicaffeoyl-4-succinoylquinic acid)

3D PDB for CFc000011125 (3,5-Dicaffeoyl-4-succinoylquinic acid)

SMILES for CFc000011125 (3,5-Dicaffeoyl-4-succinoylquinic acid)

INCHI for CFc000011125 (3,5-Dicaffeoyl-4-succinoylquinic acid)

Structure for CFc000011125 (3,5-Dicaffeoyl-4-succinoylquinic acid)

3D Structure for CFc000011125 (3,5-Dicaffeoyl-4-succinoylquinic acid)