ChemFOnt: Showing chemical card for 13-chloro-5,14-dihydroxy-12-(hydroxymethyl)-7-methyl-6-(3-methylbut-2-en-1-yl)-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one (CFc000119610)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:43:20 UTC

Chemfont ID

CFc000119610

Molecule Identification

Common Name

13-chloro-5,14-dihydroxy-12-(hydroxymethyl)-7-methyl-6-(3-methylbut-2-en-1-yl)-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one

Definition

13-chloro-5,14-dihydroxy-12-(hydroxymethyl)-7-methyl-6-(3-methylbut-2-en-1-yl)-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 13-chloro-5,14-dihydroxy-12-(hydroxymethyl)-7-methyl-6-(3-methylbut-2-en-1-yl)-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 Decarboxylase enzyme via a decarboxylation-of-fused-benzene reaction. This decarboxylation-of-fused-benzene occurs in human gut microbiota.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₂₀H₁₉ClO₆

Average Molecular Weight

390.82

Monoisotopic Molecular Weight

390.087016

IUPAC Name

13-chloro-5,14-dihydroxy-12-(hydroxymethyl)-7-methyl-6-(3-methylbut-2-en-1-yl)-2,9-dioxatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one

Traditional Name

13-chloro-5,14-dihydroxy-12-(hydroxymethyl)-7-methyl-6-(3-methylbut-2-en-1-yl)-2,9-dioxatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one

CAS Registry Number

Not Available

SMILES

CC(C)=CCC1=C(C)C2=C(OC3=CC(O)=C(Cl)C(CO)=C3C(=O)O2)C=C1O

InChI Identifier

InChI=1S/C20H19ClO6/c1-9(2)4-5-11-10(3)19-16(6-13(11)23)26-15-7-14(24)18(21)12(8-22)17(15)20(25)27-19/h4,6-7,22-24H,5,8H2,1-3H3

InChI Key

QGLYJGIFZMNUKG-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
Diaryl ether
1-hydroxy-2-unsubstituted benzenoid
1,4-dioxepine
Dioxepine
Aryl chloride
Aryl halide
Benzenoid
Carboxylic acid ester
Lactone
Monocarboxylic acid or derivatives
Ether
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Organochloride
Organohalogen compound
Alcohol
Aromatic alcohol
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Primary alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0139201)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.011 g/L	ALOGPS
logP	3.73	ALOGPS
logP	4.43	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	6.5	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	102.91 m³·mol⁻¹	ChemAxon
Polarizability	39.86 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0139201

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-5,14-dihydroxy-12-(hydroxymethyl)-7-methyl-6-(3-methylbut-2-en-1-yl)-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one (CFc000119610)

MOL for CFc000119610 (13-chloro-5,14-dihydroxy-12-(hydroxymethyl)-7-methyl-6-(3-methylbut-2-en-1-yl)-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one)

3D MOL for CFc000119610 (13-chloro-5,14-dihydroxy-12-(hydroxymethyl)-7-methyl-6-(3-methylbut-2-en-1-yl)-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one)

3D SDF for CFc000119610 (13-chloro-5,14-dihydroxy-12-(hydroxymethyl)-7-methyl-6-(3-methylbut-2-en-1-yl)-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one)

3D-SDF for CFc000119610 (13-chloro-5,14-dihydroxy-12-(hydroxymethyl)-7-methyl-6-(3-methylbut-2-en-1-yl)-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one)

PDB for CFc000119610 (13-chloro-5,14-dihydroxy-12-(hydroxymethyl)-7-methyl-6-(3-methylbut-2-en-1-yl)-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one)

3D PDB for CFc000119610 (13-chloro-5,14-dihydroxy-12-(hydroxymethyl)-7-methyl-6-(3-methylbut-2-en-1-yl)-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one)

SMILES for CFc000119610 (13-chloro-5,14-dihydroxy-12-(hydroxymethyl)-7-methyl-6-(3-methylbut-2-en-1-yl)-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one)

INCHI for CFc000119610 (13-chloro-5,14-dihydroxy-12-(hydroxymethyl)-7-methyl-6-(3-methylbut-2-en-1-yl)-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one)

Structure for CFc000119610 (13-chloro-5,14-dihydroxy-12-(hydroxymethyl)-7-methyl-6-(3-methylbut-2-en-1-yl)-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one)

3D Structure for CFc000119610 (13-chloro-5,14-dihydroxy-12-(hydroxymethyl)-7-methyl-6-(3-methylbut-2-en-1-yl)-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one)