ChemFOnt: Showing chemical card for (3-{5-hydroxy-8,8-dimethyl-2-oxo-4-phenyl-2H,8H-pyrano[2,3-f]chromen-6-yl}-2-methyl-3-oxopropoxy)sulfonic acid (CFc000106518)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:23:57 UTC

Chemfont ID

CFc000106518

Molecule Identification

Common Name

(3-{5-hydroxy-8,8-dimethyl-2-oxo-4-phenyl-2H,8H-pyrano[2,3-f]chromen-6-yl}-2-methyl-3-oxopropoxy)sulfonic acid

Definition

(3-{5-hydroxy-8,8-dimethyl-2-oxo-4-phenyl-2h,8h-pyrano[2,3-f]chromen-6-yl}-2-methyl-3-oxopropoxy)sulfonic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 5-hydroxy-6-(3-hydroxy-2-methylpropanoyl)-8,8-dimethyl-4-phenyl-2h,8h-pyrano[2,3-f]chromen-2-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
(3-{5-hydroxy-8,8-dimethyl-2-oxo-4-phenyl-2H,8H-pyrano[2,3-F]chromen-6-yl}-2-methyl-3-oxopropoxy)sulfonate	Generator
(3-{5-hydroxy-8,8-dimethyl-2-oxo-4-phenyl-2H,8H-pyrano[2,3-F]chromen-6-yl}-2-methyl-3-oxopropoxy)sulphonate	Generator
(3-{5-hydroxy-8,8-dimethyl-2-oxo-4-phenyl-2H,8H-pyrano[2,3-F]chromen-6-yl}-2-methyl-3-oxopropoxy)sulphonic acid	Generator

Chemical Formula

C₂₄H₂₂O₉S

Average Molecular Weight

486.49

Monoisotopic Molecular Weight

486.098453462

IUPAC Name

(3-{5-hydroxy-8,8-dimethyl-2-oxo-4-phenyl-2H,8H-pyrano[2,3-f]chromen-6-yl}-2-methyl-3-oxopropoxy)sulfonic acid

Traditional Name

3-{5-hydroxy-8,8-dimethyl-2-oxo-4-phenylpyrano[2,3-f]chromen-6-yl}-2-methyl-3-oxopropoxysulfonic acid

CAS Registry Number

None

SMILES

CC(COS(O)(=O)=O)C(=O)C1=C2OC(C)(C)C=CC2=C2OC(=O)C=C(C3=CC=CC=C3)C2=C1O

InChI Identifier

InChI=1S/C24H22O9S/c1-13(12-31-34(28,29)30)20(26)19-21(27)18-16(14-7-5-4-6-8-14)11-17(25)32-22(18)15-9-10-24(2,3)33-23(15)19/h4-11,13,27H,12H2,1-3H3,(H,28,29,30)

InChI Key

LXZNORBNNVTCMZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as prenylated neoflavonoids. These are neoflavonoids that features a C5-isoprenoid substituent at any position of the A, B, or C ring. Neoflavonoids are compounds with a structure based on the 4-phenylchromene backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Neoflavonoids

Sub Class

Prenylated neoflavonoids

Direct Parent

Prenylated neoflavonoids

Alternative Parents

Substituents

Prenylated neoflavonoid
Pyranoneoflavonoid
4-phenylcoumarin
Pyranocoumarin
Angular pyranocoumarin
Pyranochromene
2,2-dimethyl-1-benzopyran
Coumarin
Benzopyran
1-benzopyran
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
Pyranone
Benzenoid
Monocyclic benzene moiety
Pyran
Sulfuric acid monoester
Sulfate-ester
Alkyl sulfate
Sulfuric acid ester
Vinylogous acid
Organic sulfuric acid or derivatives
Heteroaromatic compound
Lactone
Ketone
Ether
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0126109)

Plant

Plant (HMDB: HMDB0126109)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.015 g/L	ALOGPS
logP	1.68	ALOGPS
logP	4.04	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	-2.3	ChemAxon
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	136.43 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	132.85 m³·mol⁻¹	ChemAxon
Polarizability	48.43 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0126109

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB084984

KNApSAcK ID

Not Available

Chemspider ID

74851874

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131832553

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (3-{5-hydroxy-8,8-dimethyl-2-oxo-4-phenyl-2H,8H-pyrano[2,3-f]chromen-6-yl}-2-methyl-3-oxopropoxy)sulfonic acid (CFc000106518)

MOL for CFc000106518 ((3-{5-hydroxy-8,8-dimethyl-2-oxo-4-phenyl-2H,8H-pyrano[2,3-f]chromen-6-yl}-2-methyl-3-oxopropoxy)sulfonic acid)

3D MOL for CFc000106518 ((3-{5-hydroxy-8,8-dimethyl-2-oxo-4-phenyl-2H,8H-pyrano[2,3-f]chromen-6-yl}-2-methyl-3-oxopropoxy)sulfonic acid)

3D SDF for CFc000106518 ((3-{5-hydroxy-8,8-dimethyl-2-oxo-4-phenyl-2H,8H-pyrano[2,3-f]chromen-6-yl}-2-methyl-3-oxopropoxy)sulfonic acid)

3D-SDF for CFc000106518 ((3-{5-hydroxy-8,8-dimethyl-2-oxo-4-phenyl-2H,8H-pyrano[2,3-f]chromen-6-yl}-2-methyl-3-oxopropoxy)sulfonic acid)

PDB for CFc000106518 ((3-{5-hydroxy-8,8-dimethyl-2-oxo-4-phenyl-2H,8H-pyrano[2,3-f]chromen-6-yl}-2-methyl-3-oxopropoxy)sulfonic acid)

3D PDB for CFc000106518 ((3-{5-hydroxy-8,8-dimethyl-2-oxo-4-phenyl-2H,8H-pyrano[2,3-f]chromen-6-yl}-2-methyl-3-oxopropoxy)sulfonic acid)

SMILES for CFc000106518 ((3-{5-hydroxy-8,8-dimethyl-2-oxo-4-phenyl-2H,8H-pyrano[2,3-f]chromen-6-yl}-2-methyl-3-oxopropoxy)sulfonic acid)

INCHI for CFc000106518 ((3-{5-hydroxy-8,8-dimethyl-2-oxo-4-phenyl-2H,8H-pyrano[2,3-f]chromen-6-yl}-2-methyl-3-oxopropoxy)sulfonic acid)

Structure for CFc000106518 ((3-{5-hydroxy-8,8-dimethyl-2-oxo-4-phenyl-2H,8H-pyrano[2,3-f]chromen-6-yl}-2-methyl-3-oxopropoxy)sulfonic acid)

3D Structure for CFc000106518 ((3-{5-hydroxy-8,8-dimethyl-2-oxo-4-phenyl-2H,8H-pyrano[2,3-f]chromen-6-yl}-2-methyl-3-oxopropoxy)sulfonic acid)