ChemFOnt: Showing chemical card for 13-chloro-5,14-dihydroxy-7,12-dimethyl-6-[3-methyl-4-(sulfooxy)but-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 (CFc000119683)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:43:27 UTC

Chemfont ID

CFc000119683

Molecule Identification

Common Name

13-chloro-5,14-dihydroxy-7,12-dimethyl-6-[3-methyl-4-(sulfooxy)but-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

Definition

13-chloro-5,14-dihydroxy-7,12-dimethyl-6-[3-methyl-4-(sulfooxy)but-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 is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 13-chloro-5,14-dihydroxy-6-(4-hydroxy-3-methylbut-2-en-1-yl)-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 Sulfotransferase family cytosolic 2B member 1 (O00204) and Sulfotransferase enzymes via a sulfation-of-primary-alcohol reaction. This sulfation-of-primary-alcohol occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
13-Chloro-5,14-dihydroxy-7,12-dimethyl-6-[3-methyl-4-(sulfooxy)but-2-en-1-yl]-10-oxo-2,9-dioxatricyclo[9.4.0.0,]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carboxylate	Generator
13-Chloro-5,14-dihydroxy-7,12-dimethyl-6-[3-methyl-4-(sulphooxy)but-2-en-1-yl]-10-oxo-2,9-dioxatricyclo[9.4.0.0,]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carboxylate	Generator
13-Chloro-5,14-dihydroxy-7,12-dimethyl-6-[3-methyl-4-(sulphooxy)but-2-en-1-yl]-10-oxo-2,9-dioxatricyclo[9.4.0.0,]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carboxylic acid	Generator
13-chloro-5,14-Dihydroxy-7,12-dimethyl-6-[3-methyl-4-(sulfooxy)but-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-carboxylate	Generator
13-chloro-5,14-Dihydroxy-7,12-dimethyl-6-[3-methyl-4-(sulphooxy)but-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-carboxylate	Generator
13-chloro-5,14-Dihydroxy-7,12-dimethyl-6-[3-methyl-4-(sulphooxy)but-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	Generator

Chemical Formula

C₂₁H₁₉ClO₁₁S

Average Molecular Weight

514.88

Monoisotopic Molecular Weight

514.0336603

IUPAC Name

13-chloro-5,14-dihydroxy-7,12-dimethyl-6-[3-methyl-4-(sulfooxy)but-2-en-1-yl]-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-5,14-dihydroxy-7,12-dimethyl-6-[3-methyl-4-(sulfooxy)but-2-en-1-yl]-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

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

InChI Identifier

InChI=1S/C21H19ClO11S/c1-8(7-31-34(28,29)30)4-5-11-9(2)18-13(6-12(11)23)32-19-14(21(27)33-18)10(3)16(22)17(24)15(19)20(25)26/h4,6,23-24H,5,7H2,1-3H3,(H,25,26)(H,28,29,30)

InChI Key

VSUJZQNEEFKDAE-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
Hydroxybenzoic acid
Salicylic acid or derivatives
1-hydroxy-2-unsubstituted benzenoid
1,4-dioxepine
Dioxepine
Sulfuric acid ester
Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
Benzenoid
Dicarboxylic acid or derivatives
Aryl halide
Aryl chloride
Vinylogous acid
Organic sulfuric acid or derivatives
Lactone
Carboxylic acid ester
Ether
Organoheterocyclic compound
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: HMDB0139274)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.055 g/L	ALOGPS
logP	1.59	ALOGPS
logP	2.96	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	-2	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	176.89 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	120.16 m³·mol⁻¹	ChemAxon
Polarizability	48.47 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0139274

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-7,12-dimethyl-6-[3-methyl-4-(sulfooxy)but-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 (CFc000119683)

MOL for CFc000119683 (13-chloro-5,14-dihydroxy-7,12-dimethyl-6-[3-methyl-4-(sulfooxy)but-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)

3D MOL for CFc000119683 (13-chloro-5,14-dihydroxy-7,12-dimethyl-6-[3-methyl-4-(sulfooxy)but-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)

3D SDF for CFc000119683 (13-chloro-5,14-dihydroxy-7,12-dimethyl-6-[3-methyl-4-(sulfooxy)but-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)

3D-SDF for CFc000119683 (13-chloro-5,14-dihydroxy-7,12-dimethyl-6-[3-methyl-4-(sulfooxy)but-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)

PDB for CFc000119683 (13-chloro-5,14-dihydroxy-7,12-dimethyl-6-[3-methyl-4-(sulfooxy)but-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)

3D PDB for CFc000119683 (13-chloro-5,14-dihydroxy-7,12-dimethyl-6-[3-methyl-4-(sulfooxy)but-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)

SMILES for CFc000119683 (13-chloro-5,14-dihydroxy-7,12-dimethyl-6-[3-methyl-4-(sulfooxy)but-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)

INCHI for CFc000119683 (13-chloro-5,14-dihydroxy-7,12-dimethyl-6-[3-methyl-4-(sulfooxy)but-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)

Structure for CFc000119683 (13-chloro-5,14-dihydroxy-7,12-dimethyl-6-[3-methyl-4-(sulfooxy)but-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)

3D Structure for CFc000119683 (13-chloro-5,14-dihydroxy-7,12-dimethyl-6-[3-methyl-4-(sulfooxy)but-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)