ChemFOnt: Showing chemical card for 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 (CFc000119617)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:43:21 UTC

Chemfont ID

CFc000119617

Molecule Identification

Common Name

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

Definition

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 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(15),3(8),4,6,11,13-hexaene-15-carbaldehyde. It is generated by unspecified-gutmicro enzyme via an aldehyde-oxidation reaction. This aldehyde-oxidation occurs in human gut microbiota.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
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-carboxylate	Generator
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-carboxylate	Generator

Chemical Formula

C₂₁H₁₉ClO₈

Average Molecular Weight

434.83

Monoisotopic Molecular Weight

434.0768453

IUPAC Name

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-carboxylic acid

Traditional Name

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-carboxylic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C21H19ClO8/c1-7-9(5-12-21(3,4)30-12)10(23)6-11-17(7)29-20(27)13-8(2)15(22)16(24)14(19(25)26)18(13)28-11/h6,12,23-24H,5H2,1-4H3,(H,25,26)

InChI Key

CFXJKDFDQAOUIQ-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
Phthalate ester
Meta-phthalic acid ester
Meta_phthalic_acid
Diaryl ether
Salicylic acid or derivatives
Hydroxybenzoic acid
1-hydroxy-2-unsubstituted benzenoid
1,4-dioxepine
Dioxepine
Aryl chloride
Aryl halide
Dicarboxylic acid or derivatives
Benzenoid
Vinylogous acid
Lactone
Carboxylic acid ester
Ether
Oxirane
Organoheterocyclic compound
Dialkyl ether
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Organochloride
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organohalogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0139208)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.031 g/L	ALOGPS
logP	4.24	ALOGPS
logP	5.04	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	2.16	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	125.82 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	107.23 m³·mol⁻¹	ChemAxon
Polarizability	42.91 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0139208

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 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 (CFc000119617)

MOL for CFc000119617 (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)

3D MOL for CFc000119617 (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)

3D SDF for CFc000119617 (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)

3D-SDF for CFc000119617 (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)

PDB for CFc000119617 (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)

3D PDB for CFc000119617 (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)

SMILES for CFc000119617 (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)

INCHI for CFc000119617 (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)

Structure for CFc000119617 (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)

3D Structure for CFc000119617 (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)