ChemFOnt: Showing chemical card for 6-{[4-(2,4-dihydroxyphenyl)-8-[(E)-2-(2,4-dihydroxyphenyl)ethenyl]-10,12-dihydroxy-14-methyl-13-oxo-3,5,15-trioxahexacyclo[12.7.1.0²,⁴.0²,¹².0⁶,¹¹.0¹⁶,²¹]docosa-6,8,10,16(21),17,19-hexaen-18-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000118862)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:42:12 UTC

Chemfont ID

CFc000118862

Molecule Identification

Common Name

6-{[4-(2,4-dihydroxyphenyl)-8-[(E)-2-(2,4-dihydroxyphenyl)ethenyl]-10,12-dihydroxy-14-methyl-13-oxo-3,5,15-trioxahexacyclo[12.7.1.0²,⁴.0²,¹².0⁶,¹¹.0¹⁶,²¹]docosa-6,8,10,16(21),17,19-hexaen-18-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-{[4-(2,4-dihydroxyphenyl)-8-[(e)-2-(2,4-dihydroxyphenyl)ethenyl]-10,12-dihydroxy-14-methyl-13-oxo-3,5,15-trioxahexacyclo[12.7.1.0²,⁴.0²,¹².0⁶,¹¹.0¹⁶,²¹]docosa-6,8,10,16(21),17,19-hexaen-18-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 4-(2,4-dihydroxyphenyl)-8-[(e)-2-(2,4-dihydroxyphenyl)ethenyl]-10,12,18-trihydroxy-14-methyl-3,5,15-trioxahexacyclo[12.7.1.0²,⁴.0²,¹².0⁶,¹¹.0¹⁶,²¹]docosa-6,8,10,16(21),17,19-hexaen-13-one. It is generated by UDP-glucuronosyltransferase 1-1 (P22309) enzyme via an aromatic-OH-glucuronidation reaction. This aromatic-OH-glucuronidation occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-{[4-(2,4-dihydroxyphenyl)-8-[(e)-2-(2,4-dihydroxyphenyl)ethenyl]-10,12-dihydroxy-14-methyl-13-oxo-3,5,15-trioxahexacyclo[12.7.1.0,.0,.0,.0,]docosa-6,8,10,16(21),17,19-hexaen-18-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate	Generator
6-{[4-(2,4-dihydroxyphenyl)-8-[(e)-2-(2,4-dihydroxyphenyl)ethenyl]-10,12-dihydroxy-14-methyl-13-oxo-3,5,15-trioxahexacyclo[12.7.1.0²,⁴.0²,¹².0⁶,¹¹.0¹⁶,²¹]docosa-6,8,10,16(21),17,19-hexaen-18-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₄₀H₃₄O₁₇

Average Molecular Weight

786.695

Monoisotopic Molecular Weight

786.179599635

IUPAC Name

6-{[4-(2,4-dihydroxyphenyl)-8-[(E)-2-(2,4-dihydroxyphenyl)ethenyl]-10,12-dihydroxy-14-methyl-13-oxo-3,5,15-trioxahexacyclo[12.7.1.0^{2,4}.0^{2,12}.0^{6,11}.0^{16,21}]docosa-6,8,10,16(21),17,19-hexaen-18-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

[H]\C(=C(\[H])C1=C(O)C=C(O)C=C1)C1=CC(O)=C2C(OC3(OC33C4CC(C)(OC5=C4C=CC(OC4OC(C(O)C(O)C4O)C(O)=O)=C5)C(=O)C23O)C2=C(O)C=C(O)C=C2)=C1

InChI Identifier

InChI=1S/C40H34O17/c1-37-15-23(21-8-7-20(14-27(21)55-37)53-35-32(48)30(46)31(47)33(54-35)34(49)50)39-38(52,36(37)51)29-26(45)10-16(2-3-17-4-5-18(41)12-24(17)43)11-28(29)56-40(39,57-39)22-9-6-19(42)13-25(22)44/h2-14,23,30-33,35,41-48,52H,15H2,1H3,(H,49,50)/b3-2+

InChI Key

LFTVPDPMAVUEJZ-NSCUHMNNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbene glycosides. Stilbene glycosides are compounds structurally characterized by the presence of a carbohydrate moiety glycosidically linked to the stilbene skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Stilbene glycosides

Direct Parent

Stilbene glycosides

Alternative Parents

Substituents

Stilbene glycoside
3-prenylated flavan
Hydroxyflavonoid
4'-hydroxyflavonoid
4-hydroxyflavonoid
5-hydroxyflavonoid
Flavan
Phenolic glycoside
Fatty acyl glycoside of mono- or disaccharide
Fatty acyl glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
Alkyl glycoside
Glycosyl compound
O-glycosyl compound
1-benzopyran
Benzopyran
Chromane
Styrene
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
Beta-hydroxy acid
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Fatty acyl
Benzenoid
Pyran
Monocyclic benzene moiety
Monosaccharide
Hydroxy acid
Oxane
Cyclic alcohol
Tertiary alcohol
Secondary alcohol
Ketone
Acetal
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Oxirane
Carboxylic acid
Organooxygen compound
Alcohol
Organic oxide
Carbonyl group
Hydrocarbon derivative
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0138453)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.16 g/L	ALOGPS
logP	3.07	ALOGPS
logP	3.69	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	2.97	ChemAxon
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	285.89 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	190.63 m³·mol⁻¹	ChemAxon
Polarizability	76.22 Å³	ChemAxon
Number of Rings	9	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

HMDB0138453

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 6-{[4-(2,4-dihydroxyphenyl)-8-[(E)-2-(2,4-dihydroxyphenyl)ethenyl]-10,12-dihydroxy-14-methyl-13-oxo-3,5,15-trioxahexacyclo[12.7.1.0²,⁴.0²,¹².0⁶,¹¹.0¹⁶,²¹]docosa-6,8,10,16(21),17,19-hexaen-18-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000118862)

MOL for CFc000118862 (6-{[4-(2,4-dihydroxyphenyl)-8-[(E)-2-(2,4-dihydroxyphenyl)ethenyl]-10,12-dihydroxy-14-methyl-13-oxo-3,5,15-trioxahexacyclo[12.7.1.0²,⁴.0²,¹².0⁶,¹¹.0¹⁶,²¹]docosa-6,8,10,16(21),17,19-hexaen-18-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000118862 (6-{[4-(2,4-dihydroxyphenyl)-8-[(E)-2-(2,4-dihydroxyphenyl)ethenyl]-10,12-dihydroxy-14-methyl-13-oxo-3,5,15-trioxahexacyclo[12.7.1.0²,⁴.0²,¹².0⁶,¹¹.0¹⁶,²¹]docosa-6,8,10,16(21),17,19-hexaen-18-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000118862 (6-{[4-(2,4-dihydroxyphenyl)-8-[(E)-2-(2,4-dihydroxyphenyl)ethenyl]-10,12-dihydroxy-14-methyl-13-oxo-3,5,15-trioxahexacyclo[12.7.1.0²,⁴.0²,¹².0⁶,¹¹.0¹⁶,²¹]docosa-6,8,10,16(21),17,19-hexaen-18-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000118862 (6-{[4-(2,4-dihydroxyphenyl)-8-[(E)-2-(2,4-dihydroxyphenyl)ethenyl]-10,12-dihydroxy-14-methyl-13-oxo-3,5,15-trioxahexacyclo[12.7.1.0²,⁴.0²,¹².0⁶,¹¹.0¹⁶,²¹]docosa-6,8,10,16(21),17,19-hexaen-18-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000118862 (6-{[4-(2,4-dihydroxyphenyl)-8-[(E)-2-(2,4-dihydroxyphenyl)ethenyl]-10,12-dihydroxy-14-methyl-13-oxo-3,5,15-trioxahexacyclo[12.7.1.0²,⁴.0²,¹².0⁶,¹¹.0¹⁶,²¹]docosa-6,8,10,16(21),17,19-hexaen-18-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000118862 (6-{[4-(2,4-dihydroxyphenyl)-8-[(E)-2-(2,4-dihydroxyphenyl)ethenyl]-10,12-dihydroxy-14-methyl-13-oxo-3,5,15-trioxahexacyclo[12.7.1.0²,⁴.0²,¹².0⁶,¹¹.0¹⁶,²¹]docosa-6,8,10,16(21),17,19-hexaen-18-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000118862 (6-{[4-(2,4-dihydroxyphenyl)-8-[(E)-2-(2,4-dihydroxyphenyl)ethenyl]-10,12-dihydroxy-14-methyl-13-oxo-3,5,15-trioxahexacyclo[12.7.1.0²,⁴.0²,¹².0⁶,¹¹.0¹⁶,²¹]docosa-6,8,10,16(21),17,19-hexaen-18-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000118862 (6-{[4-(2,4-dihydroxyphenyl)-8-[(E)-2-(2,4-dihydroxyphenyl)ethenyl]-10,12-dihydroxy-14-methyl-13-oxo-3,5,15-trioxahexacyclo[12.7.1.0²,⁴.0²,¹².0⁶,¹¹.0¹⁶,²¹]docosa-6,8,10,16(21),17,19-hexaen-18-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000118862 (6-{[4-(2,4-dihydroxyphenyl)-8-[(E)-2-(2,4-dihydroxyphenyl)ethenyl]-10,12-dihydroxy-14-methyl-13-oxo-3,5,15-trioxahexacyclo[12.7.1.0²,⁴.0²,¹².0⁶,¹¹.0¹⁶,²¹]docosa-6,8,10,16(21),17,19-hexaen-18-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000118862 (6-{[4-(2,4-dihydroxyphenyl)-8-[(E)-2-(2,4-dihydroxyphenyl)ethenyl]-10,12-dihydroxy-14-methyl-13-oxo-3,5,15-trioxahexacyclo[12.7.1.0²,⁴.0²,¹².0⁶,¹¹.0¹⁶,²¹]docosa-6,8,10,16(21),17,19-hexaen-18-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)