ChemFOnt: Showing chemical card for {[(2E)-4-{13-chloro-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-hexaen-6-yl}-2-methylbut-2-en-1-yl]oxy}sulfonic acid (CFc000119694)

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

CFc000119694

Molecule Identification

Common Name

{[(2E)-4-{13-chloro-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-hexaen-6-yl}-2-methylbut-2-en-1-yl]oxy}sulfonic acid

Definition

{[(2e)-4-{13-chloro-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-hexaen-6-yl}-2-methylbut-2-en-1-yl]oxy}sulfonic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 13-chloro-5,14-dihydroxy-6-[(2e)-4-hydroxy-3-methylbut-2-en-1-yl]-7,12-dimethyl-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(15),3(8),4,6,11,13-hexaen-10-one. 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
{[(2E)-4-{13-chloro-5,14-dihydroxy-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0,]pentadeca-1(15),3(8),4,6,11,13-hexaen-6-yl}-2-methylbut-2-en-1-yl]oxy}sulfonate	Generator
{[(2E)-4-{13-chloro-5,14-dihydroxy-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0,]pentadeca-1(15),3(8),4,6,11,13-hexaen-6-yl}-2-methylbut-2-en-1-yl]oxy}sulphonate	Generator
{[(2E)-4-{13-chloro-5,14-dihydroxy-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0,]pentadeca-1(15),3(8),4,6,11,13-hexaen-6-yl}-2-methylbut-2-en-1-yl]oxy}sulphonic acid	Generator
{[(2E)-4-{13-chloro-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-hexaen-6-yl}-2-methylbut-2-en-1-yl]oxy}sulfonate	Generator
{[(2E)-4-{13-chloro-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-hexaen-6-yl}-2-methylbut-2-en-1-yl]oxy}sulphonate	Generator
{[(2E)-4-{13-chloro-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-hexaen-6-yl}-2-methylbut-2-en-1-yl]oxy}sulphonic acid	Generator

Chemical Formula

C₂₀H₁₉ClO₉S

Average Molecular Weight

470.87

Monoisotopic Molecular Weight

470.0438311

IUPAC Name

{[(2E)-4-{13-chloro-5,14-dihydroxy-7,12-dimethyl-10-oxo-2,9-dioxatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3(8),4,6,11,13-hexaen-6-yl}-2-methylbut-2-en-1-yl]oxy}sulfonic acid

Traditional Name

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

CAS Registry Number

Not Available

SMILES

[H]\C(CC1=C(C)C2=C(OC3=CC(O)=C(Cl)C(C)=C3C(=O)O2)C=C1O)=C(\C)COS(O)(=O)=O

InChI Identifier

InChI=1S/C20H19ClO9S/c1-9(8-28-31(25,26)27)4-5-12-10(2)19-16(6-13(12)22)29-15-7-14(23)18(21)11(3)17(15)20(24)30-19/h4,6-7,22-23H,5,8H2,1-3H3,(H,25,26,27)/b9-4+

InChI Key

XKHFSTFYPXAIDP-RUDMXATFSA-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
Sulfuric acid monoester
Sulfate-ester
Alkyl sulfate
Sulfuric acid ester
Benzenoid
Organic sulfuric acid or derivatives
Lactone
Carboxylic acid ester
Monocarboxylic acid or derivatives
Ether
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Organochloride
Organohalogen compound
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0139285)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.052 g/L	ALOGPS
logP	1.64	ALOGPS
logP	2.66	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	-2	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	139.59 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	112.9 m³·mol⁻¹	ChemAxon
Polarizability	45.65 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

HMDB0139285

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 {[(2E)-4-{13-chloro-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-hexaen-6-yl}-2-methylbut-2-en-1-yl]oxy}sulfonic acid (CFc000119694)

MOL for CFc000119694 ({[(2E)-4-{13-chloro-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-hexaen-6-yl}-2-methylbut-2-en-1-yl]oxy}sulfonic acid)

3D MOL for CFc000119694 ({[(2E)-4-{13-chloro-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-hexaen-6-yl}-2-methylbut-2-en-1-yl]oxy}sulfonic acid)

3D SDF for CFc000119694 ({[(2E)-4-{13-chloro-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-hexaen-6-yl}-2-methylbut-2-en-1-yl]oxy}sulfonic acid)

3D-SDF for CFc000119694 ({[(2E)-4-{13-chloro-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-hexaen-6-yl}-2-methylbut-2-en-1-yl]oxy}sulfonic acid)

PDB for CFc000119694 ({[(2E)-4-{13-chloro-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-hexaen-6-yl}-2-methylbut-2-en-1-yl]oxy}sulfonic acid)

3D PDB for CFc000119694 ({[(2E)-4-{13-chloro-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-hexaen-6-yl}-2-methylbut-2-en-1-yl]oxy}sulfonic acid)

SMILES for CFc000119694 ({[(2E)-4-{13-chloro-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-hexaen-6-yl}-2-methylbut-2-en-1-yl]oxy}sulfonic acid)

INCHI for CFc000119694 ({[(2E)-4-{13-chloro-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-hexaen-6-yl}-2-methylbut-2-en-1-yl]oxy}sulfonic acid)

Structure for CFc000119694 ({[(2E)-4-{13-chloro-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-hexaen-6-yl}-2-methylbut-2-en-1-yl]oxy}sulfonic acid)

3D Structure for CFc000119694 ({[(2E)-4-{13-chloro-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-hexaen-6-yl}-2-methylbut-2-en-1-yl]oxy}sulfonic acid)