ChemFOnt: Showing chemical card for 2-{[(2E)-3-{4-[(6,7-dihydroxy-2-oxo-2H-chromen-3-yl)oxy]-3-(sulfooxy)phenyl}prop-2-enoyl]oxy}-3-(3,4-dihydroxyphenyl)propanoic acid (CFc000128511)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:56:58 UTC

Chemfont ID

CFc000128511

Molecule Identification

Common Name

2-{[(2E)-3-{4-[(6,7-dihydroxy-2-oxo-2H-chromen-3-yl)oxy]-3-(sulfooxy)phenyl}prop-2-enoyl]oxy}-3-(3,4-dihydroxyphenyl)propanoic acid

Definition

2-{[(2E)-3-{4-[(6,7-dihydroxy-2-oxo-2H-chromen-3-yl)oxy]-3-(sulfooxy)phenyl}prop-2-enoyl]oxy}-3-(3,4-dihydroxyphenyl)propanoic acid belongs to the class of organic compounds known as 6,7-dihydroxycoumarins. These are coumarins bearing two hydroxyl groups at positions 6 and 7 of the coumarin skeleton, respectively. Based on a literature review very few articles have been published on 2-{[(2E)-3-{4-[(6,7-dihydroxy-2-oxo-2H-chromen-3-yl)oxy]-3-(sulfooxy)phenyl}prop-2-enoyl]oxy}-3-(3,4-dihydroxyphenyl)propanoic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-{[(2E)-3-{4-[(6,7-dihydroxy-2-oxo-2H-chromen-3-yl)oxy]-3-(sulfooxy)phenyl}prop-2-enoyl]oxy}-3-(3,4-dihydroxyphenyl)propanoate	Generator
2-{[(2E)-3-{4-[(6,7-dihydroxy-2-oxo-2H-chromen-3-yl)oxy]-3-(sulphooxy)phenyl}prop-2-enoyl]oxy}-3-(3,4-dihydroxyphenyl)propanoate	Generator
2-{[(2E)-3-{4-[(6,7-dihydroxy-2-oxo-2H-chromen-3-yl)oxy]-3-(sulphooxy)phenyl}prop-2-enoyl]oxy}-3-(3,4-dihydroxyphenyl)propanoic acid	Generator

Chemical Formula

C₂₇H₂₀O₁₅S

Average Molecular Weight

616.5

Monoisotopic Molecular Weight

616.052291118

IUPAC Name

2-{[(2E)-3-{4-[(6,7-dihydroxy-2-oxo-2H-chromen-3-yl)oxy]-3-(sulfooxy)phenyl}prop-2-enoyl]oxy}-3-(3,4-dihydroxyphenyl)propanoic acid

Traditional Name

2-{[(2E)-3-{4-[(6,7-dihydroxy-2-oxochromen-3-yl)oxy]-3-(sulfooxy)phenyl}prop-2-enoyl]oxy}-3-(3,4-dihydroxyphenyl)propanoic acid

CAS Registry Number

Not Available

SMILES

[H]\C(=C(\[H])C1=CC(OS(O)(=O)=O)=C(OC2=CC3=C(OC2=O)C=C(O)C(O)=C3)C=C1)C(=O)OC(CC1=CC(O)=C(O)C=C1)C(O)=O

InChI Identifier

InChI=1S/C27H20O15S/c28-16-4-1-14(7-17(16)29)9-23(26(33)34)40-25(32)6-3-13-2-5-20(22(8-13)42-43(36,37)38)39-24-11-15-10-18(30)19(31)12-21(15)41-27(24)35/h1-8,10-12,23,28-31H,9H2,(H,33,34)(H,36,37,38)/b6-3+

InChI Key

GTPMZJLTKPJOGU-ZZXKWVIFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 6,7-dihydroxycoumarins. These are coumarins bearing two hydroxyl groups at positions 6 and 7 of the coumarin skeleton, respectively.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Hydroxycoumarins

Direct Parent

6,7-dihydroxycoumarins

Alternative Parents

Substituents

6,7-dihydroxycoumarin
7-hydroxycoumarin
Cinnamic acid or derivatives
Coumaric acid or derivatives
Cinnamic acid ester
Diaryl ether
3-phenylpropanoic-acid
Phenylsulfate
Arylsulfate
Benzopyran
1-benzopyran
Catechol
Phenoxy compound
Phenol ether
Styrene
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Phenol
1-hydroxy-4-unsubstituted benzenoid
Pyranone
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Dicarboxylic acid or derivatives
Sulfuric acid ester
Sulfate-ester
Sulfuric acid monoester
Pyran
Enoate ester
Organic sulfuric acid or derivatives
Alpha,beta-unsaturated carboxylic ester
Heteroaromatic compound
Lactone
Carboxylic acid ester
Ether
Carboxylic acid derivative
Oxacycle
Carboxylic acid
Organoheterocyclic compound
Organic oxide
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0148102)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.04 g/L	ALOGPS
logP	1.81	ALOGPS
logP	3.59	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	-2.4	ChemAxon
pKa (Strongest Basic)	-5.5	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	243.65 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	144.64 m³·mol⁻¹	ChemAxon
Polarizability	55.93 Å³	ChemAxon
Number of Rings	4	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

HMDB0148102

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 2-{[(2E)-3-{4-[(6,7-dihydroxy-2-oxo-2H-chromen-3-yl)oxy]-3-(sulfooxy)phenyl}prop-2-enoyl]oxy}-3-(3,4-dihydroxyphenyl)propanoic acid (CFc000128511)

MOL for CFc000128511 (2-{[(2E)-3-{4-[(6,7-dihydroxy-2-oxo-2H-chromen-3-yl)oxy]-3-(sulfooxy)phenyl}prop-2-enoyl]oxy}-3-(3,4-dihydroxyphenyl)propanoic acid)

3D MOL for CFc000128511 (2-{[(2E)-3-{4-[(6,7-dihydroxy-2-oxo-2H-chromen-3-yl)oxy]-3-(sulfooxy)phenyl}prop-2-enoyl]oxy}-3-(3,4-dihydroxyphenyl)propanoic acid)

3D SDF for CFc000128511 (2-{[(2E)-3-{4-[(6,7-dihydroxy-2-oxo-2H-chromen-3-yl)oxy]-3-(sulfooxy)phenyl}prop-2-enoyl]oxy}-3-(3,4-dihydroxyphenyl)propanoic acid)

3D-SDF for CFc000128511 (2-{[(2E)-3-{4-[(6,7-dihydroxy-2-oxo-2H-chromen-3-yl)oxy]-3-(sulfooxy)phenyl}prop-2-enoyl]oxy}-3-(3,4-dihydroxyphenyl)propanoic acid)

PDB for CFc000128511 (2-{[(2E)-3-{4-[(6,7-dihydroxy-2-oxo-2H-chromen-3-yl)oxy]-3-(sulfooxy)phenyl}prop-2-enoyl]oxy}-3-(3,4-dihydroxyphenyl)propanoic acid)

3D PDB for CFc000128511 (2-{[(2E)-3-{4-[(6,7-dihydroxy-2-oxo-2H-chromen-3-yl)oxy]-3-(sulfooxy)phenyl}prop-2-enoyl]oxy}-3-(3,4-dihydroxyphenyl)propanoic acid)

SMILES for CFc000128511 (2-{[(2E)-3-{4-[(6,7-dihydroxy-2-oxo-2H-chromen-3-yl)oxy]-3-(sulfooxy)phenyl}prop-2-enoyl]oxy}-3-(3,4-dihydroxyphenyl)propanoic acid)

INCHI for CFc000128511 (2-{[(2E)-3-{4-[(6,7-dihydroxy-2-oxo-2H-chromen-3-yl)oxy]-3-(sulfooxy)phenyl}prop-2-enoyl]oxy}-3-(3,4-dihydroxyphenyl)propanoic acid)

Structure for CFc000128511 (2-{[(2E)-3-{4-[(6,7-dihydroxy-2-oxo-2H-chromen-3-yl)oxy]-3-(sulfooxy)phenyl}prop-2-enoyl]oxy}-3-(3,4-dihydroxyphenyl)propanoic acid)

3D Structure for CFc000128511 (2-{[(2E)-3-{4-[(6,7-dihydroxy-2-oxo-2H-chromen-3-yl)oxy]-3-(sulfooxy)phenyl}prop-2-enoyl]oxy}-3-(3,4-dihydroxyphenyl)propanoic acid)