ChemFOnt: Showing chemical card for {[(2E)-4-{3-[3-(2,4-dihydroxyphenyl)prop-2-enoyl]-2,4,6-trihydroxyphenyl}-2-methylbut-2-en-1-yl]oxy}sulfonic acid (CFc000113004)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:33:27 UTC

Chemfont ID

CFc000113004

Molecule Identification

Common Name

{[(2E)-4-{3-[3-(2,4-dihydroxyphenyl)prop-2-enoyl]-2,4,6-trihydroxyphenyl}-2-methylbut-2-en-1-yl]oxy}sulfonic acid

Definition

{[(2e)-4-{3-[3-(2,4-dihydroxyphenyl)prop-2-enoyl]-2,4,6-trihydroxyphenyl}-2-methylbut-2-en-1-yl]oxy}sulfonic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 3-(2,4-dihydroxyphenyl)-1-{2,4,6-trihydroxy-3-[(2e)-4-hydroxy-3-methylbut-2-en-1-yl]phenyl}prop-2-en-1-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-{3-[3-(2,4-dihydroxyphenyl)prop-2-enoyl]-2,4,6-trihydroxyphenyl}-2-methylbut-2-en-1-yl]oxy}sulfonate	Generator
{[(2E)-4-{3-[3-(2,4-dihydroxyphenyl)prop-2-enoyl]-2,4,6-trihydroxyphenyl}-2-methylbut-2-en-1-yl]oxy}sulphonate	Generator
{[(2E)-4-{3-[3-(2,4-dihydroxyphenyl)prop-2-enoyl]-2,4,6-trihydroxyphenyl}-2-methylbut-2-en-1-yl]oxy}sulphonic acid	Generator

Chemical Formula

C₂₀H₂₀O₁₀S

Average Molecular Weight

452.43

Monoisotopic Molecular Weight

452.077718018

IUPAC Name

{[(2E)-4-{3-[3-(2,4-dihydroxyphenyl)prop-2-enoyl]-2,4,6-trihydroxyphenyl}-2-methylbut-2-en-1-yl]oxy}sulfonic acid

Traditional Name

[(2E)-4-{3-[3-(2,4-dihydroxyphenyl)prop-2-enoyl]-2,4,6-trihydroxyphenyl}-2-methylbut-2-en-1-yl]oxysulfonic acid

CAS Registry Number

Not Available

SMILES

[H]\C(CC1=C(O)C(C(=O)C([H])=C([H])C2=C(O)C=C(O)C=C2)=C(O)C=C1O)=C(\C)COS(O)(=O)=O

InChI Identifier

InChI=1S/C20H20O10S/c1-11(10-30-31(27,28)29)2-6-14-17(24)9-18(25)19(20(14)26)15(22)7-4-12-3-5-13(21)8-16(12)23/h2-5,7-9,21,23-26H,6,10H2,1H3,(H,27,28,29)/b7-4?,11-2+

InChI Key

LUJRLIGJUVYICH-TXINTTTESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-prenylated chalcones. These are chalcones featuring a C5-isoprenoid unit at the 3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Linear 1,3-diarylpropanoids

Sub Class

Chalcones and dihydrochalcones

Direct Parent

3-prenylated chalcones

Alternative Parents

Substituents

3-prenylated chalcone
2'-hydroxychalcone
Cinnamylphenol
Hydroxycinnamic acid or derivatives
Acylphloroglucinol derivative
Benzenetriol
Phloroglucinol derivative
Benzoyl
Aryl ketone
Resorcinol
Styrene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Sulfuric acid ester
Alkyl sulfate
Sulfuric acid monoester
Sulfate-ester
Alpha,beta-unsaturated ketone
Organic sulfuric acid or derivatives
Vinylogous acid
Enone
Acryloyl-group
Ketone
Polyol
Organooxygen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0132595)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.11 g/L	ALOGPS
logP	1.38	ALOGPS
logP	4.18	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	-2.1	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	181.82 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	112.79 m³·mol⁻¹	ChemAxon
Polarizability	43.78 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0132595

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-{3-[3-(2,4-dihydroxyphenyl)prop-2-enoyl]-2,4,6-trihydroxyphenyl}-2-methylbut-2-en-1-yl]oxy}sulfonic acid (CFc000113004)

MOL for CFc000113004 ({[(2E)-4-{3-[3-(2,4-dihydroxyphenyl)prop-2-enoyl]-2,4,6-trihydroxyphenyl}-2-methylbut-2-en-1-yl]oxy}sulfonic acid)

3D MOL for CFc000113004 ({[(2E)-4-{3-[3-(2,4-dihydroxyphenyl)prop-2-enoyl]-2,4,6-trihydroxyphenyl}-2-methylbut-2-en-1-yl]oxy}sulfonic acid)

3D SDF for CFc000113004 ({[(2E)-4-{3-[3-(2,4-dihydroxyphenyl)prop-2-enoyl]-2,4,6-trihydroxyphenyl}-2-methylbut-2-en-1-yl]oxy}sulfonic acid)

3D-SDF for CFc000113004 ({[(2E)-4-{3-[3-(2,4-dihydroxyphenyl)prop-2-enoyl]-2,4,6-trihydroxyphenyl}-2-methylbut-2-en-1-yl]oxy}sulfonic acid)

PDB for CFc000113004 ({[(2E)-4-{3-[3-(2,4-dihydroxyphenyl)prop-2-enoyl]-2,4,6-trihydroxyphenyl}-2-methylbut-2-en-1-yl]oxy}sulfonic acid)

3D PDB for CFc000113004 ({[(2E)-4-{3-[3-(2,4-dihydroxyphenyl)prop-2-enoyl]-2,4,6-trihydroxyphenyl}-2-methylbut-2-en-1-yl]oxy}sulfonic acid)

SMILES for CFc000113004 ({[(2E)-4-{3-[3-(2,4-dihydroxyphenyl)prop-2-enoyl]-2,4,6-trihydroxyphenyl}-2-methylbut-2-en-1-yl]oxy}sulfonic acid)

INCHI for CFc000113004 ({[(2E)-4-{3-[3-(2,4-dihydroxyphenyl)prop-2-enoyl]-2,4,6-trihydroxyphenyl}-2-methylbut-2-en-1-yl]oxy}sulfonic acid)

Structure for CFc000113004 ({[(2E)-4-{3-[3-(2,4-dihydroxyphenyl)prop-2-enoyl]-2,4,6-trihydroxyphenyl}-2-methylbut-2-en-1-yl]oxy}sulfonic acid)

3D Structure for CFc000113004 ({[(2E)-4-{3-[3-(2,4-dihydroxyphenyl)prop-2-enoyl]-2,4,6-trihydroxyphenyl}-2-methylbut-2-en-1-yl]oxy}sulfonic acid)