ChemFOnt: Showing chemical card for [5-(3-{3,5-dihydroxy-4-[(1E)-3-methylbut-1-en-1-yl]phenyl}oxiran-2-yl)-2-hydroxyphenyl]oxidanesulfonic acid (CFc000109480)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:28:17 UTC

Chemfont ID

CFc000109480

Molecule Identification

Common Name

[5-(3-{3,5-dihydroxy-4-[(1E)-3-methylbut-1-en-1-yl]phenyl}oxiran-2-yl)-2-hydroxyphenyl]oxidanesulfonic acid

Definition

[5-(3-{3,5-dihydroxy-4-[(1e)-3-methylbut-1-en-1-yl]phenyl}oxiran-2-yl)-2-hydroxyphenyl]oxidanesulfonic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 5-[3-(3,4-dihydroxyphenyl)oxiran-2-yl]-2-[(1e)-3-methylbut-1-en-1-yl]benzene-1,3-diol. It is generated by Sulfotransferase 1A3 (P0DMM9) and Sulfotransferase enzymes via a -3-O-sulfation-of-phenolic-compound reaction. This -3-O-sulfation-of-phenolic-compound occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
[5-(3-{3,5-dihydroxy-4-[(1E)-3-methylbut-1-en-1-yl]phenyl}oxiran-2-yl)-2-hydroxyphenyl]oxidanesulfonate	Generator
[5-(3-{3,5-dihydroxy-4-[(1E)-3-methylbut-1-en-1-yl]phenyl}oxiran-2-yl)-2-hydroxyphenyl]oxidanesulphonate	Generator
[5-(3-{3,5-dihydroxy-4-[(1E)-3-methylbut-1-en-1-yl]phenyl}oxiran-2-yl)-2-hydroxyphenyl]oxidanesulphonic acid	Generator

Chemical Formula

C₁₉H₂₀O₈S

Average Molecular Weight

408.42

Monoisotopic Molecular Weight

408.087888778

IUPAC Name

[5-(3-{3,5-dihydroxy-4-[(1E)-3-methylbut-1-en-1-yl]phenyl}oxiran-2-yl)-2-hydroxyphenyl]oxidanesulfonic acid

Traditional Name

[5-(3-{3,5-dihydroxy-4-[(1E)-3-methylbut-1-en-1-yl]phenyl}oxiran-2-yl)-2-hydroxyphenyl]oxidanesulfonic acid

CAS Registry Number

None

SMILES

[H]\C(C(C)C)=C(\[H])C1=C(O)C=C(C=C1O)C1OC1C1=CC(OS(O)(=O)=O)=C(O)C=C1

InChI Identifier

InChI=1S/C19H20O8S/c1-10(2)3-5-13-15(21)7-12(8-16(13)22)19-18(26-19)11-4-6-14(20)17(9-11)27-28(23,24)25/h3-10,18-22H,1-2H3,(H,23,24,25)/b5-3+

InChI Key

HWRWOHKMTYCWHX-HWKANZROSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Not Available

Direct Parent

Stilbenes

Alternative Parents

Substituents

Stilbene
Phenylsulfate
Arylsulfate
Phenoxy compound
Resorcinol
Styrene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Sulfuric acid monoester
Sulfate-ester
Sulfuric acid ester
Benzenoid
Organic sulfuric acid or derivatives
Oxacycle
Organoheterocyclic compound
Ether
Dialkyl ether
Oxirane
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0129071)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.13 g/L	ALOGPS
logP	1.29	ALOGPS
logP	2.28	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	-2.3	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	136.82 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	102.03 m³·mol⁻¹	ChemAxon
Polarizability	40.66 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	Yes	ChemAxon

External Links

HMDB ID

HMDB0129071

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB087922

KNApSAcK ID

Not Available

Chemspider ID

74852442

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131835357

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for [5-(3-{3,5-dihydroxy-4-[(1E)-3-methylbut-1-en-1-yl]phenyl}oxiran-2-yl)-2-hydroxyphenyl]oxidanesulfonic acid (CFc000109480)

MOL for CFc000109480 ([5-(3-{3,5-dihydroxy-4-[(1E)-3-methylbut-1-en-1-yl]phenyl}oxiran-2-yl)-2-hydroxyphenyl]oxidanesulfonic acid)

3D MOL for CFc000109480 ([5-(3-{3,5-dihydroxy-4-[(1E)-3-methylbut-1-en-1-yl]phenyl}oxiran-2-yl)-2-hydroxyphenyl]oxidanesulfonic acid)

3D SDF for CFc000109480 ([5-(3-{3,5-dihydroxy-4-[(1E)-3-methylbut-1-en-1-yl]phenyl}oxiran-2-yl)-2-hydroxyphenyl]oxidanesulfonic acid)

3D-SDF for CFc000109480 ([5-(3-{3,5-dihydroxy-4-[(1E)-3-methylbut-1-en-1-yl]phenyl}oxiran-2-yl)-2-hydroxyphenyl]oxidanesulfonic acid)

PDB for CFc000109480 ([5-(3-{3,5-dihydroxy-4-[(1E)-3-methylbut-1-en-1-yl]phenyl}oxiran-2-yl)-2-hydroxyphenyl]oxidanesulfonic acid)

3D PDB for CFc000109480 ([5-(3-{3,5-dihydroxy-4-[(1E)-3-methylbut-1-en-1-yl]phenyl}oxiran-2-yl)-2-hydroxyphenyl]oxidanesulfonic acid)

SMILES for CFc000109480 ([5-(3-{3,5-dihydroxy-4-[(1E)-3-methylbut-1-en-1-yl]phenyl}oxiran-2-yl)-2-hydroxyphenyl]oxidanesulfonic acid)

INCHI for CFc000109480 ([5-(3-{3,5-dihydroxy-4-[(1E)-3-methylbut-1-en-1-yl]phenyl}oxiran-2-yl)-2-hydroxyphenyl]oxidanesulfonic acid)

Structure for CFc000109480 ([5-(3-{3,5-dihydroxy-4-[(1E)-3-methylbut-1-en-1-yl]phenyl}oxiran-2-yl)-2-hydroxyphenyl]oxidanesulfonic acid)

3D Structure for CFc000109480 ([5-(3-{3,5-dihydroxy-4-[(1E)-3-methylbut-1-en-1-yl]phenyl}oxiran-2-yl)-2-hydroxyphenyl]oxidanesulfonic acid)