ChemFOnt: Showing chemical card for (1R)-1,4-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3-hydroxy-5-(sulfooxy)cyclohexane-1-carboxylic acid (CFc000160259)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:48:43 UTC

Chemfont ID

CFc000160259

Molecule Identification

Common Name

(1R)-1,4-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3-hydroxy-5-(sulfooxy)cyclohexane-1-carboxylic acid

Definition

(1R)-1,4-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3-hydroxy-5-(sulfooxy)cyclohexane-1-carboxylic acid 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. Based on a literature review very few articles have been published on (1R)-1,4-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3-hydroxy-5-(sulfooxy)cyclohexane-1-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(1R)-1,4-Bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3-hydroxy-5-(sulfooxy)cyclohexane-1-carboxylate	Generator
(1R)-1,4-Bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3-hydroxy-5-(sulphooxy)cyclohexane-1-carboxylate	Generator
(1R)-1,4-Bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3-hydroxy-5-(sulphooxy)cyclohexane-1-carboxylic acid	Generator

Chemical Formula

C₂₅H₂₄O₁₅S

Average Molecular Weight

596.51

Monoisotopic Molecular Weight

596.083591247

IUPAC Name

(1R)-1,4-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3-hydroxy-5-(sulfooxy)cyclohexane-1-carboxylic acid

Traditional Name

(1R)-1,4-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3-hydroxy-5-(sulfooxy)cyclohexane-1-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]\C(=C(\[H])C1=CC(O)=C(O)C=C1)C(=O)OC1([H])C([H])(O)C[C@](CC1([H])OS(O)(=O)=O)(OC(=O)C(\[H])=C(/[H])C1=CC(O)=C(O)C=C1)C(O)=O

InChI Identifier

InChI=1S/C25H24O15S/c26-15-5-1-13(9-17(15)28)3-7-21(31)38-23-19(30)11-25(24(33)34,12-20(23)40-41(35,36)37)39-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30H,11-12H2,(H,33,34)(H,35,36,37)/b7-3+,8-4+/t19?,20?,23?,25-/m1/s1

InChI Key

HJNJGTCYOYPHRV-LCUYPPFPSA-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 ester
Hydroxycinnamic acid or derivatives
Coumaric acid or derivatives
Cinnamic acid or derivatives
Tricarboxylic acid or derivatives
Styrene
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Fatty acid ester
Cyclohexanol
Fatty acyl
Benzenoid
Sulfuric acid ester
Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
Monocyclic benzene moiety
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Organic sulfuric acid or derivatives
Secondary alcohol
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Organic oxide
Hydrocarbon derivative
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.72 g/L	ALOGPS
logP	0.81	ALOGPS
logP	0.43	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	-1.9	ChemAxon
pKa (Strongest Basic)	-3.2	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	11	ChemAxon
Refractivity	136.76 m³·mol⁻¹	ChemAxon
Polarizability	56.27 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

HMDB0179851

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (1R)-1,4-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3-hydroxy-5-(sulfooxy)cyclohexane-1-carboxylic acid (CFc000160259)

MOL for CFc000160259 ((1R)-1,4-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3-hydroxy-5-(sulfooxy)cyclohexane-1-carboxylic acid)

3D MOL for CFc000160259 ((1R)-1,4-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3-hydroxy-5-(sulfooxy)cyclohexane-1-carboxylic acid)

3D SDF for CFc000160259 ((1R)-1,4-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3-hydroxy-5-(sulfooxy)cyclohexane-1-carboxylic acid)

3D-SDF for CFc000160259 ((1R)-1,4-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3-hydroxy-5-(sulfooxy)cyclohexane-1-carboxylic acid)

PDB for CFc000160259 ((1R)-1,4-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3-hydroxy-5-(sulfooxy)cyclohexane-1-carboxylic acid)

3D PDB for CFc000160259 ((1R)-1,4-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3-hydroxy-5-(sulfooxy)cyclohexane-1-carboxylic acid)

SMILES for CFc000160259 ((1R)-1,4-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3-hydroxy-5-(sulfooxy)cyclohexane-1-carboxylic acid)

INCHI for CFc000160259 ((1R)-1,4-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3-hydroxy-5-(sulfooxy)cyclohexane-1-carboxylic acid)

Structure for CFc000160259 ((1R)-1,4-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3-hydroxy-5-(sulfooxy)cyclohexane-1-carboxylic acid)

3D Structure for CFc000160259 ((1R)-1,4-bis({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-3-hydroxy-5-(sulfooxy)cyclohexane-1-carboxylic acid)