ChemFOnt: Showing chemical card for 6-{13-chloro-6-[(3,3-dimethyloxiran-2-yl)methyl]-5,14-dihydroxy-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carbonyloxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000119698)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:43:28 UTC

Chemfont ID

CFc000119698

Molecule Identification

Common Name

Definition

6-{13-chloro-6-[(3,3-dimethyloxiran-2-yl)methyl]-5,14-dihydroxy-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carbonyloxy}-3,4,5-trihydroxyoxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 13-chloro-6-[(3,3-dimethyloxiran-2-yl)methyl]-5,14-dihydroxy-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carboxylic acid. It is generated by UDP-glucuronosyltransferase 1-1 (P22309) enzyme via an aromatic-acyl-O-glucuronidation reaction. This aromatic-acyl-O-glucuronidation occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-{13-chloro-6-[(3,3-dimethyloxiran-2-yl)methyl]-5,14-dihydroxy-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0,]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carbonyloxy}-3,4,5-trihydroxyoxane-2-carboxylate	Generator
6-{13-chloro-6-[(3,3-dimethyloxiran-2-yl)methyl]-5,14-dihydroxy-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carbonyloxy}-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₂₇H₂₇ClO₁₄

Average Molecular Weight

610.95

Monoisotopic Molecular Weight

610.1089332

IUPAC Name

6-{13-chloro-6-[(3,3-dimethyloxiran-2-yl)methyl]-5,14-dihydroxy-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carbonyloxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

CC1=C(Cl)C(O)=C(C(=O)OC2OC(C(O)C(O)C2O)C(O)=O)C2=C1C(=O)OC1=C(O2)C=C(O)C(CC2OC2(C)C)=C1C

InChI Identifier

InChI=1S/C27H27ClO14/c1-7-9(5-12-27(3,4)42-12)10(29)6-11-20(7)39-24(36)13-8(2)15(28)16(30)14(21(13)38-11)25(37)41-26-19(33)17(31)18(32)22(40-26)23(34)35/h6,12,17-19,22,26,29-33H,5H2,1-4H3,(H,34,35)

InChI Key

SGPHEFHRZOCKGT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as depsides and depsidones. These are polycyclic compounds that is either a polyphenolic compound composed of two or more monocyclic aromatic units linked by an ester bond (depside), or a compound containing the depsidone structure (depsidone).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Depsides and depsidones

Sub Class

Not Available

Direct Parent

Depsides and depsidones

Alternative Parents

Substituents

Depsidone
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Phthalate ester
Meta-phthalic acid ester
Hexose monosaccharide
Meta_phthalic_acid
Diaryl ether
Salicylic acid or derivatives
Tricarboxylic acid or derivatives
1,4-dioxepine
Beta-hydroxy acid
1-hydroxy-2-unsubstituted benzenoid
Dioxepine
Benzenoid
Pyran
Oxane
Aryl chloride
Aryl halide
Monosaccharide
Hydroxy acid
Vinylogous acid
Secondary alcohol
Carboxylic acid ester
Lactone
Polyol
Acetal
Carboxylic acid derivative
Organoheterocyclic compound
Carboxylic acid
Oxacycle
Dialkyl ether
Oxirane
Ether
Organooxygen compound
Organochloride
Organohalogen compound
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Alcohol
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0139289)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.43 g/L	ALOGPS
logP	2.68	ALOGPS
logP	3.3	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	2.59	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	222.04 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	139.53 m³·mol⁻¹	ChemAxon
Polarizability	58.92 Å³	ChemAxon
Number of Rings	5	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

HMDB0139289

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-{13-chloro-6-[(3,3-dimethyloxiran-2-yl)methyl]-5,14-dihydroxy-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carbonyloxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000119698)

MOL for CFc000119698 (6-{13-chloro-6-[(3,3-dimethyloxiran-2-yl)methyl]-5,14-dihydroxy-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carbonyloxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000119698 (6-{13-chloro-6-[(3,3-dimethyloxiran-2-yl)methyl]-5,14-dihydroxy-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carbonyloxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000119698 (6-{13-chloro-6-[(3,3-dimethyloxiran-2-yl)methyl]-5,14-dihydroxy-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carbonyloxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000119698 (6-{13-chloro-6-[(3,3-dimethyloxiran-2-yl)methyl]-5,14-dihydroxy-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carbonyloxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000119698 (6-{13-chloro-6-[(3,3-dimethyloxiran-2-yl)methyl]-5,14-dihydroxy-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carbonyloxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000119698 (6-{13-chloro-6-[(3,3-dimethyloxiran-2-yl)methyl]-5,14-dihydroxy-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carbonyloxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000119698 (6-{13-chloro-6-[(3,3-dimethyloxiran-2-yl)methyl]-5,14-dihydroxy-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carbonyloxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000119698 (6-{13-chloro-6-[(3,3-dimethyloxiran-2-yl)methyl]-5,14-dihydroxy-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carbonyloxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000119698 (6-{13-chloro-6-[(3,3-dimethyloxiran-2-yl)methyl]-5,14-dihydroxy-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carbonyloxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000119698 (6-{13-chloro-6-[(3,3-dimethyloxiran-2-yl)methyl]-5,14-dihydroxy-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carbonyloxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)