ChemFOnt: Showing chemical card for 6-({13-chloro-6-[(3,3-dimethyloxiran-2-yl)methyl]-14-hydroxy-15-(hydroxymethyl)-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaen-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000119640)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:43:23 UTC

Chemfont ID

CFc000119640

Molecule Identification

Common Name

Definition

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

Chemical Formula

C₂₇H₂₉ClO₁₃

Average Molecular Weight

596.97

Monoisotopic Molecular Weight

596.1296687

IUPAC Name

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

Traditional Name

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C27H29ClO13/c1-8-10(5-14-27(3,4)41-14)12(38-26-20(33)18(31)19(32)23(40-26)24(34)35)6-13-21(8)39-25(36)15-9(2)16(28)17(30)11(7-29)22(15)37-13/h6,14,18-20,23,26,29-33H,5,7H2,1-4H3,(H,34,35)

InChI Key

HFGPSHGGORCJDM-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
Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Diaryl ether
1,4-dioxepine
Beta-hydroxy acid
Dioxepine
Aryl chloride
Hydroxy acid
Monosaccharide
Oxane
Dicarboxylic acid or derivatives
Pyran
Benzenoid
Aryl halide
Carboxylic acid ester
Lactone
Secondary alcohol
Acetal
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Carboxylic acid
Dialkyl ether
Polyol
Oxirane
Ether
Organic oxide
Aromatic alcohol
Hydrocarbon derivative
Primary alcohol
Organic oxygen compound
Organooxygen compound
Carbonyl group
Alcohol
Organochloride
Organohalogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0139231)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.39 g/L	ALOGPS
logP	2.16	ALOGPS
logP	2.02	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	2.84	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	204.97 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	138.8 m³·mol⁻¹	ChemAxon
Polarizability	57.87 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

HMDB0139231

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]-14-hydroxy-15-(hydroxymethyl)-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaen-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000119640)

MOL for CFc000119640 (6-({13-chloro-6-[(3,3-dimethyloxiran-2-yl)methyl]-14-hydroxy-15-(hydroxymethyl)-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaen-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000119640 (6-({13-chloro-6-[(3,3-dimethyloxiran-2-yl)methyl]-14-hydroxy-15-(hydroxymethyl)-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaen-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000119640 (6-({13-chloro-6-[(3,3-dimethyloxiran-2-yl)methyl]-14-hydroxy-15-(hydroxymethyl)-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaen-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000119640 (6-({13-chloro-6-[(3,3-dimethyloxiran-2-yl)methyl]-14-hydroxy-15-(hydroxymethyl)-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaen-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000119640 (6-({13-chloro-6-[(3,3-dimethyloxiran-2-yl)methyl]-14-hydroxy-15-(hydroxymethyl)-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaen-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000119640 (6-({13-chloro-6-[(3,3-dimethyloxiran-2-yl)methyl]-14-hydroxy-15-(hydroxymethyl)-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaen-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000119640 (6-({13-chloro-6-[(3,3-dimethyloxiran-2-yl)methyl]-14-hydroxy-15-(hydroxymethyl)-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaen-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000119640 (6-({13-chloro-6-[(3,3-dimethyloxiran-2-yl)methyl]-14-hydroxy-15-(hydroxymethyl)-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaen-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000119640 (6-({13-chloro-6-[(3,3-dimethyloxiran-2-yl)methyl]-14-hydroxy-15-(hydroxymethyl)-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaen-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000119640 (6-({13-chloro-6-[(3,3-dimethyloxiran-2-yl)methyl]-14-hydroxy-15-(hydroxymethyl)-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaen-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)