ChemFOnt: Showing chemical card for {4-[3,5-dihydroxy-8-(hydroxymethyl)-8-methyl-4-oxo-4H,8H-pyrano[2,3-f]chromen-2-yl]phenyl}oxidanesulfonic acid (CFc000107822)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:25:52 UTC

Chemfont ID

CFc000107822

Molecule Identification

Common Name

{4-[3,5-dihydroxy-8-(hydroxymethyl)-8-methyl-4-oxo-4H,8H-pyrano[2,3-f]chromen-2-yl]phenyl}oxidanesulfonic acid

Definition

{4-[3,5-dihydroxy-8-(hydroxymethyl)-8-methyl-4-oxo-4h,8h-pyrano[2,3-f]chromen-2-yl]phenyl}oxidanesulfonic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 3,5-dihydroxy-8-(hydroxymethyl)-2-(4-hydroxyphenyl)-8-methyl-4h,8h-pyrano[2,3-f]chromen-4-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-dihydroxy-8-(hydroxymethyl)-8-methyl-4-oxo-4H,8H-pyrano[2,3-F]chromen-2-yl]phenyl}oxidanesulfonate	Generator
{4-[3,5-dihydroxy-8-(hydroxymethyl)-8-methyl-4-oxo-4H,8H-pyrano[2,3-F]chromen-2-yl]phenyl}oxidanesulphonate	Generator
{4-[3,5-dihydroxy-8-(hydroxymethyl)-8-methyl-4-oxo-4H,8H-pyrano[2,3-F]chromen-2-yl]phenyl}oxidanesulphonic acid	Generator

Chemical Formula

C₂₀H₁₆O₁₀S

Average Molecular Weight

448.4

Monoisotopic Molecular Weight

448.046417889

IUPAC Name

{4-[3,5-dihydroxy-8-(hydroxymethyl)-8-methyl-4-oxo-4H,8H-pyrano[2,3-f]chromen-2-yl]phenyl}oxidanesulfonic acid

Traditional Name

{4-[3,5-dihydroxy-8-(hydroxymethyl)-8-methyl-4-oxopyrano[2,3-f]chromen-2-yl]phenyl}oxidanesulfonic acid

CAS Registry Number

None

SMILES

CC1(CO)OC2=C(C=C1)C1=C(C(O)=C2)C(=O)C(O)=C(O1)C1=CC=C(OS(O)(=O)=O)C=C1

InChI Identifier

InChI=1S/C20H16O10S/c1-20(9-21)7-6-12-14(29-20)8-13(22)15-16(23)17(24)18(28-19(12)15)10-2-4-11(5-3-10)30-31(25,26)27/h2-8,21-22,24H,9H2,1H3,(H,25,26,27)

InChI Key

RLNBQBLSURASDV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranoflavonoids. Pyranoflavonoids are compounds containing a pyran ring fused to a 2-phenyl-1,4-benzopyran skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Pyranoflavonoids

Direct Parent

Pyranoflavonoids

Alternative Parents

Substituents

Pyranoflavonoid
3-hydroxyflavone
3-hydroxyflavonoid
5-hydroxyflavonoid
Hydroxyflavonoid
Flavone
Pyranochromene
Chromone
Phenylsulfate
Arylsulfate
Benzopyran
1-benzopyran
Phenoxy compound
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Sulfuric acid monoester
Pyran
Sulfate-ester
Sulfuric acid ester
Benzenoid
Monocyclic benzene moiety
Heteroaromatic compound
Vinylogous acid
Organic sulfuric acid or derivatives
Ether
Organoheterocyclic compound
Oxacycle
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0127413)

Plant

Plant (HMDB: HMDB0127413)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.16 g/L	ALOGPS
logP	0.73	ALOGPS
logP	-0.001	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	-2.5	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	159.82 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	108.83 m³·mol⁻¹	ChemAxon
Polarizability	42.59 Å³	ChemAxon
Number of Rings	4	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

HMDB0127413

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB086277

KNApSAcK ID

Not Available

Chemspider ID

74851974

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131833768

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-dihydroxy-8-(hydroxymethyl)-8-methyl-4-oxo-4H,8H-pyrano[2,3-f]chromen-2-yl]phenyl}oxidanesulfonic acid (CFc000107822)

MOL for CFc000107822 ({4-[3,5-dihydroxy-8-(hydroxymethyl)-8-methyl-4-oxo-4H,8H-pyrano[2,3-f]chromen-2-yl]phenyl}oxidanesulfonic acid)

3D MOL for CFc000107822 ({4-[3,5-dihydroxy-8-(hydroxymethyl)-8-methyl-4-oxo-4H,8H-pyrano[2,3-f]chromen-2-yl]phenyl}oxidanesulfonic acid)

3D SDF for CFc000107822 ({4-[3,5-dihydroxy-8-(hydroxymethyl)-8-methyl-4-oxo-4H,8H-pyrano[2,3-f]chromen-2-yl]phenyl}oxidanesulfonic acid)

3D-SDF for CFc000107822 ({4-[3,5-dihydroxy-8-(hydroxymethyl)-8-methyl-4-oxo-4H,8H-pyrano[2,3-f]chromen-2-yl]phenyl}oxidanesulfonic acid)

PDB for CFc000107822 ({4-[3,5-dihydroxy-8-(hydroxymethyl)-8-methyl-4-oxo-4H,8H-pyrano[2,3-f]chromen-2-yl]phenyl}oxidanesulfonic acid)

3D PDB for CFc000107822 ({4-[3,5-dihydroxy-8-(hydroxymethyl)-8-methyl-4-oxo-4H,8H-pyrano[2,3-f]chromen-2-yl]phenyl}oxidanesulfonic acid)

SMILES for CFc000107822 ({4-[3,5-dihydroxy-8-(hydroxymethyl)-8-methyl-4-oxo-4H,8H-pyrano[2,3-f]chromen-2-yl]phenyl}oxidanesulfonic acid)

INCHI for CFc000107822 ({4-[3,5-dihydroxy-8-(hydroxymethyl)-8-methyl-4-oxo-4H,8H-pyrano[2,3-f]chromen-2-yl]phenyl}oxidanesulfonic acid)

Structure for CFc000107822 ({4-[3,5-dihydroxy-8-(hydroxymethyl)-8-methyl-4-oxo-4H,8H-pyrano[2,3-f]chromen-2-yl]phenyl}oxidanesulfonic acid)

3D Structure for CFc000107822 ({4-[3,5-dihydroxy-8-(hydroxymethyl)-8-methyl-4-oxo-4H,8H-pyrano[2,3-f]chromen-2-yl]phenyl}oxidanesulfonic acid)