ChemFOnt: Showing chemical card for [4-(3-{5-[(3,3-dimethyloxiran-2-yl)methyl]-2,4-dihydroxyphenyl}-2-hydroxy-3-oxopropyl)-2-(3-methylbut-2-en-1-yl)phenyl]oxidanesulfonic acid (CFc000113651)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:34:24 UTC

Chemfont ID

CFc000113651

Molecule Identification

Common Name

[4-(3-{5-[(3,3-dimethyloxiran-2-yl)methyl]-2,4-dihydroxyphenyl}-2-hydroxy-3-oxopropyl)-2-(3-methylbut-2-en-1-yl)phenyl]oxidanesulfonic acid

Definition

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

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
[4-(3-{5-[(3,3-dimethyloxiran-2-yl)methyl]-2,4-dihydroxyphenyl}-2-hydroxy-3-oxopropyl)-2-(3-methylbut-2-en-1-yl)phenyl]oxidanesulfonate	Generator
[4-(3-{5-[(3,3-dimethyloxiran-2-yl)methyl]-2,4-dihydroxyphenyl}-2-hydroxy-3-oxopropyl)-2-(3-methylbut-2-en-1-yl)phenyl]oxidanesulphonate	Generator
[4-(3-{5-[(3,3-dimethyloxiran-2-yl)methyl]-2,4-dihydroxyphenyl}-2-hydroxy-3-oxopropyl)-2-(3-methylbut-2-en-1-yl)phenyl]oxidanesulphonic acid	Generator

Chemical Formula

C₂₅H₃₀O₉S

Average Molecular Weight

506.57

Monoisotopic Molecular Weight

506.16105372

IUPAC Name

[4-(3-{5-[(3,3-dimethyloxiran-2-yl)methyl]-2,4-dihydroxyphenyl}-2-hydroxy-3-oxopropyl)-2-(3-methylbut-2-en-1-yl)phenyl]oxidanesulfonic acid

Traditional Name

[4-(3-{5-[(3,3-dimethyloxiran-2-yl)methyl]-2,4-dihydroxyphenyl}-2-hydroxy-3-oxopropyl)-2-(3-methylbut-2-en-1-yl)phenyl]oxidanesulfonic acid

CAS Registry Number

None

SMILES

CC(C)=CCC1=C(OS(O)(=O)=O)C=CC(CC(O)C(=O)C2=C(O)C=C(O)C(CC3OC3(C)C)=C2)=C1

InChI Identifier

InChI=1S/C25H30O9S/c1-14(2)5-7-16-9-15(6-8-22(16)34-35(30,31)32)10-21(28)24(29)18-11-17(19(26)13-20(18)27)12-23-25(3,4)33-23/h5-6,8-9,11,13,21,23,26-28H,7,10,12H2,1-4H3,(H,30,31,32)

InChI Key

XNGQGPHDTMNASX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2'-hydroxy-dihydrochalcones. These are organic compounds containing dihydrochalcone skeleton that carries a hydroxyl group at the 2'-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Linear 1,3-diarylpropanoids

Sub Class

Chalcones and dihydrochalcones

Direct Parent

2'-Hydroxy-dihydrochalcones

Alternative Parents

Substituents

2'-hydroxy-dihydrochalcone
Cinnamylphenol
Alkyl-phenylketone
Phenylsulfate
Butyrophenone
Arylsulfate
Phenylketone
Phenoxy compound
Resorcinol
Aryl ketone
Aryl alkyl ketone
Benzoyl
Phenol
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Acyloin
Sulfuric acid ester
Sulfate-ester
Sulfuric acid monoester
Monocyclic benzene moiety
Organic sulfuric acid or derivatives
Vinylogous acid
Alpha-hydroxy ketone
Secondary alcohol
Ketone
Oxacycle
Organoheterocyclic compound
Dialkyl ether
Oxirane
Ether
Organic oxygen compound
Alcohol
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0133242)

Plant

Plant (HMDB: HMDB0133242)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.065 g/L	ALOGPS
logP	1.47	ALOGPS
logP	2.99	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	-1.8	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	153.89 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	130.53 m³·mol⁻¹	ChemAxon
Polarizability	51.7 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

HMDB0133242

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB090293

KNApSAcK ID

Not Available

Chemspider ID

74853239

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131837182

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for [4-(3-{5-[(3,3-dimethyloxiran-2-yl)methyl]-2,4-dihydroxyphenyl}-2-hydroxy-3-oxopropyl)-2-(3-methylbut-2-en-1-yl)phenyl]oxidanesulfonic acid (CFc000113651)

MOL for CFc000113651 ([4-(3-{5-[(3,3-dimethyloxiran-2-yl)methyl]-2,4-dihydroxyphenyl}-2-hydroxy-3-oxopropyl)-2-(3-methylbut-2-en-1-yl)phenyl]oxidanesulfonic acid)

3D MOL for CFc000113651 ([4-(3-{5-[(3,3-dimethyloxiran-2-yl)methyl]-2,4-dihydroxyphenyl}-2-hydroxy-3-oxopropyl)-2-(3-methylbut-2-en-1-yl)phenyl]oxidanesulfonic acid)

3D SDF for CFc000113651 ([4-(3-{5-[(3,3-dimethyloxiran-2-yl)methyl]-2,4-dihydroxyphenyl}-2-hydroxy-3-oxopropyl)-2-(3-methylbut-2-en-1-yl)phenyl]oxidanesulfonic acid)

3D-SDF for CFc000113651 ([4-(3-{5-[(3,3-dimethyloxiran-2-yl)methyl]-2,4-dihydroxyphenyl}-2-hydroxy-3-oxopropyl)-2-(3-methylbut-2-en-1-yl)phenyl]oxidanesulfonic acid)

PDB for CFc000113651 ([4-(3-{5-[(3,3-dimethyloxiran-2-yl)methyl]-2,4-dihydroxyphenyl}-2-hydroxy-3-oxopropyl)-2-(3-methylbut-2-en-1-yl)phenyl]oxidanesulfonic acid)

3D PDB for CFc000113651 ([4-(3-{5-[(3,3-dimethyloxiran-2-yl)methyl]-2,4-dihydroxyphenyl}-2-hydroxy-3-oxopropyl)-2-(3-methylbut-2-en-1-yl)phenyl]oxidanesulfonic acid)

SMILES for CFc000113651 ([4-(3-{5-[(3,3-dimethyloxiran-2-yl)methyl]-2,4-dihydroxyphenyl}-2-hydroxy-3-oxopropyl)-2-(3-methylbut-2-en-1-yl)phenyl]oxidanesulfonic acid)

INCHI for CFc000113651 ([4-(3-{5-[(3,3-dimethyloxiran-2-yl)methyl]-2,4-dihydroxyphenyl}-2-hydroxy-3-oxopropyl)-2-(3-methylbut-2-en-1-yl)phenyl]oxidanesulfonic acid)

Structure for CFc000113651 ([4-(3-{5-[(3,3-dimethyloxiran-2-yl)methyl]-2,4-dihydroxyphenyl}-2-hydroxy-3-oxopropyl)-2-(3-methylbut-2-en-1-yl)phenyl]oxidanesulfonic acid)

3D Structure for CFc000113651 ([4-(3-{5-[(3,3-dimethyloxiran-2-yl)methyl]-2,4-dihydroxyphenyl}-2-hydroxy-3-oxopropyl)-2-(3-methylbut-2-en-1-yl)phenyl]oxidanesulfonic acid)