ChemFOnt: Showing chemical card for ({1-[2,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-3-{3-[(3,3-dimethyloxiran-2-yl)methyl]-4-hydroxyphenyl}-1-oxopropan-2-yl}oxy)sulfonic acid (CFc000113647)

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

CFc000113647

Molecule Identification

Common Name

({1-[2,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-3-{3-[(3,3-dimethyloxiran-2-yl)methyl]-4-hydroxyphenyl}-1-oxopropan-2-yl}oxy)sulfonic acid

Definition

({1-[2,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-3-{3-[(3,3-dimethyloxiran-2-yl)methyl]-4-hydroxyphenyl}-1-oxopropan-2-yl}oxy)sulfonic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 1-[2,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-3-{3-[(3,3-dimethyloxiran-2-yl)methyl]-4-hydroxyphenyl}-2-hydroxypropan-1-one. It is generated by Sulfotransferase family cytosolic 2B member 1 (O00204) and Sulfotransferase enzymes via a sulfation-of-secondary-alcohol reaction. This sulfation-of-secondary-alcohol occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
({1-[2,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-3-{3-[(3,3-dimethyloxiran-2-yl)methyl]-4-hydroxyphenyl}-1-oxopropan-2-yl}oxy)sulfonate	Generator
({1-[2,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-3-{3-[(3,3-dimethyloxiran-2-yl)methyl]-4-hydroxyphenyl}-1-oxopropan-2-yl}oxy)sulphonate	Generator
({1-[2,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-3-{3-[(3,3-dimethyloxiran-2-yl)methyl]-4-hydroxyphenyl}-1-oxopropan-2-yl}oxy)sulphonic acid	Generator

Chemical Formula

C₂₅H₃₀O₉S

Average Molecular Weight

506.57

Monoisotopic Molecular Weight

506.16105372

IUPAC Name

({1-[2,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-3-{3-[(3,3-dimethyloxiran-2-yl)methyl]-4-hydroxyphenyl}-1-oxopropan-2-yl}oxy)sulfonic acid

Traditional Name

{1-[2,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-3-{3-[(3,3-dimethyloxiran-2-yl)methyl]-4-hydroxyphenyl}-1-oxopropan-2-yl}oxysulfonic acid

CAS Registry Number

None

SMILES

CC(C)=CCC1=CC(C(=O)C(CC2=CC(CC3OC3(C)C)=C(O)C=C2)OS(O)(=O)=O)=C(O)C=C1O

InChI Identifier

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

InChI Key

VWBLBWUYTMIWRB-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
Butyrophenone
Phenylketone
Resorcinol
Aryl ketone
Aryl alkyl ketone
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Phenol
Sulfate-ester
Sulfuric acid monoester
Benzenoid
Monocyclic benzene moiety
Sulfuric acid ester
Alkyl sulfate
Vinylogous acid
Organic sulfuric acid or derivatives
Ketone
Oxacycle
Ether
Oxirane
Dialkyl ether
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0133238)

Plant

Plant (HMDB: HMDB0133238)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.081 g/L	ALOGPS
logP	2.05	ALOGPS
logP	5.21	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	-1.9	ChemAxon
pKa (Strongest Basic)	-4.2	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	51.52 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0133238

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB090289

KNApSAcK ID

Not Available

Chemspider ID

74853238

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131837178

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for ({1-[2,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-3-{3-[(3,3-dimethyloxiran-2-yl)methyl]-4-hydroxyphenyl}-1-oxopropan-2-yl}oxy)sulfonic acid (CFc000113647)

MOL for CFc000113647 (({1-[2,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-3-{3-[(3,3-dimethyloxiran-2-yl)methyl]-4-hydroxyphenyl}-1-oxopropan-2-yl}oxy)sulfonic acid)

3D MOL for CFc000113647 (({1-[2,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-3-{3-[(3,3-dimethyloxiran-2-yl)methyl]-4-hydroxyphenyl}-1-oxopropan-2-yl}oxy)sulfonic acid)

3D SDF for CFc000113647 (({1-[2,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-3-{3-[(3,3-dimethyloxiran-2-yl)methyl]-4-hydroxyphenyl}-1-oxopropan-2-yl}oxy)sulfonic acid)

3D-SDF for CFc000113647 (({1-[2,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-3-{3-[(3,3-dimethyloxiran-2-yl)methyl]-4-hydroxyphenyl}-1-oxopropan-2-yl}oxy)sulfonic acid)

PDB for CFc000113647 (({1-[2,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-3-{3-[(3,3-dimethyloxiran-2-yl)methyl]-4-hydroxyphenyl}-1-oxopropan-2-yl}oxy)sulfonic acid)

3D PDB for CFc000113647 (({1-[2,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-3-{3-[(3,3-dimethyloxiran-2-yl)methyl]-4-hydroxyphenyl}-1-oxopropan-2-yl}oxy)sulfonic acid)

SMILES for CFc000113647 (({1-[2,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-3-{3-[(3,3-dimethyloxiran-2-yl)methyl]-4-hydroxyphenyl}-1-oxopropan-2-yl}oxy)sulfonic acid)

INCHI for CFc000113647 (({1-[2,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-3-{3-[(3,3-dimethyloxiran-2-yl)methyl]-4-hydroxyphenyl}-1-oxopropan-2-yl}oxy)sulfonic acid)

Structure for CFc000113647 (({1-[2,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-3-{3-[(3,3-dimethyloxiran-2-yl)methyl]-4-hydroxyphenyl}-1-oxopropan-2-yl}oxy)sulfonic acid)

3D Structure for CFc000113647 (({1-[2,4-dihydroxy-5-(3-methylbut-2-en-1-yl)phenyl]-3-{3-[(3,3-dimethyloxiran-2-yl)methyl]-4-hydroxyphenyl}-1-oxopropan-2-yl}oxy)sulfonic acid)