ChemFOnt: Showing chemical card for 3,4,8,9,10-pentahydroxy-6-oxo-2-[5,12,13,14-tetrahydroxy-4-(hydroxymethyl)-9-oxo-6-(sulfooxy)-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-11-yl]-6H-benzo[c]chromene-1-carboxylic acid (CFc000109979)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:29:01 UTC

Chemfont ID

CFc000109979

Molecule Identification

Common Name

3,4,8,9,10-pentahydroxy-6-oxo-2-[5,12,13,14-tetrahydroxy-4-(hydroxymethyl)-9-oxo-6-(sulfooxy)-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-11-yl]-6H-benzo[c]chromene-1-carboxylic acid

Definition

3,4,8,9,10-pentahydroxy-6-oxo-2-[5,12,13,14-tetrahydroxy-4-(hydroxymethyl)-9-oxo-6-(sulfooxy)-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-11-yl]-6h-benzo[c]chromene-1-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 3,4,8,9,10-pentahydroxy-6-oxo-2-[5,6,12,13,14-pentahydroxy-4-(hydroxymethyl)-9-oxo-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-11-yl]-6h-benzo[c]chromene-1-carboxylic acid. It is generated by Sulfotransferase enzyme via a sulfation-of-secondary-alcohol reaction. This sulfation-of-secondary-alcohol occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,8,9,10-Pentahydroxy-6-oxo-2-[5,12,13,14-tetrahydroxy-4-(hydroxymethyl)-9-oxo-6-(sulfooxy)-3,8-dioxatricyclo[8.4.0.0,]tetradeca-1(14),10,12-trien-11-yl]-6H-benzo[c]chromene-1-carboxylate	Generator
3,4,8,9,10-Pentahydroxy-6-oxo-2-[5,12,13,14-tetrahydroxy-4-(hydroxymethyl)-9-oxo-6-(sulphooxy)-3,8-dioxatricyclo[8.4.0.0,]tetradeca-1(14),10,12-trien-11-yl]-6H-benzo[c]chromene-1-carboxylate	Generator
3,4,8,9,10-Pentahydroxy-6-oxo-2-[5,12,13,14-tetrahydroxy-4-(hydroxymethyl)-9-oxo-6-(sulphooxy)-3,8-dioxatricyclo[8.4.0.0,]tetradeca-1(14),10,12-trien-11-yl]-6H-benzo[c]chromene-1-carboxylic acid	Generator
3,4,8,9,10-Pentahydroxy-6-oxo-2-[5,12,13,14-tetrahydroxy-4-(hydroxymethyl)-9-oxo-6-(sulfooxy)-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-11-yl]-6H-benzo[c]chromene-1-carboxylate	Generator
3,4,8,9,10-Pentahydroxy-6-oxo-2-[5,12,13,14-tetrahydroxy-4-(hydroxymethyl)-9-oxo-6-(sulphooxy)-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-11-yl]-6H-benzo[c]chromene-1-carboxylate	Generator
3,4,8,9,10-Pentahydroxy-6-oxo-2-[5,12,13,14-tetrahydroxy-4-(hydroxymethyl)-9-oxo-6-(sulphooxy)-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-11-yl]-6H-benzo[c]chromene-1-carboxylic acid	Generator

Chemical Formula

C₂₇H₂₀O₂₁S

Average Molecular Weight

712.5

Monoisotopic Molecular Weight

712.021778838

IUPAC Name

3,4,8,9,10-pentahydroxy-6-oxo-2-[5,12,13,14-tetrahydroxy-4-(hydroxymethyl)-9-oxo-6-(sulfooxy)-3,8-dioxatricyclo[8.4.0.0^{2,7}]tetradeca-1(14),10,12-trien-11-yl]-6H-benzo[c]chromene-1-carboxylic acid

Traditional Name

3,4,8,9,10-pentahydroxy-6-oxo-2-[5,12,13,14-tetrahydroxy-4-(hydroxymethyl)-9-oxo-6-(sulfooxy)-3,8-dioxatricyclo[8.4.0.0^{2,7}]tetradeca-1(14),10,12-trien-11-yl]benzo[c]chromene-1-carboxylic acid

CAS Registry Number

None

SMILES

OCC1OC2C(OC(=O)C3=C(C(O)=C(O)C(O)=C23)C2=C(C(O)=O)C3=C(OC(=O)C4=CC(O)=C(O)C(O)=C34)C(O)=C2O)C(OS(O)(=O)=O)C1O

InChI Identifier

InChI=1S/C27H20O21S/c28-2-5-14(31)23(48-49(42,43)44)24-22(45-5)12-11(27(41)47-24)8(16(33)19(36)18(12)35)7-10(25(38)39)9-6-3(1-4(29)13(30)15(6)32)26(40)46-21(9)20(37)17(7)34/h1,5,14,22-24,28-37H,2H2,(H,38,39)(H,42,43,44)

InChI Key

WZVQHZPIKDTONV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroid lactones. These are sterol lipids containing a lactone moiety linked to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Steroid lactones

Alternative Parents

Substituents

Steroid lactone
Hydrolyzable tannin
Hydroxysteroid
3-hydroxysteroid
1-hydroxysteroid
2-hydroxysteroid
Tannin
Biphenol
7,8-dihydroxycoumarin
Gallic acid or derivatives
Isocoumarin
Dihydroxybenzoic acid
Coumarin
1-benzopyran
Isochromane
Benzopyran
2-benzopyran
Hydroxybenzoic acid
Pyranone
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Dicarboxylic acid or derivatives
Benzenoid
Sulfuric acid ester
Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
Pyran
Monosaccharide
Oxane
Heteroaromatic compound
Organic sulfuric acid or derivatives
Carboxylic acid ester
Lactone
Secondary alcohol
Polyol
Carboxylic acid derivative
Oxacycle
Carboxylic acid
Organoheterocyclic compound
Dialkyl ether
Ether
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Primary alcohol
Organic oxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0129570)

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0129570)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0129570)

Source

Endogenous

Endogenous (HMDB: HMDB0129570)

Animal

Animal (HMDB: HMDB0129570)

Exogenous

Food

Food (HMDB: HMDB0129570)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0129570)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0129570)

Lipid metabolism pathway (HMDB: HMDB0129570)

Cellular process

Cell signaling (HMDB: HMDB0129570)

Biochemical process

Lipid transport (HMDB: HMDB0129570)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0129570)

Molecular messenger

Signaling molecule (HMDB: HMDB0129570)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	19.2 g/L	ALOGPS
logP	1.18	ALOGPS
logP	0.071	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	-2.3	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	12	ChemAxon
Polar Surface Area	365.03 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	152.05 m³·mol⁻¹	ChemAxon
Polarizability	62.3 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0129570

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB088421

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

131835817

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3,4,8,9,10-pentahydroxy-6-oxo-2-[5,12,13,14-tetrahydroxy-4-(hydroxymethyl)-9-oxo-6-(sulfooxy)-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-11-yl]-6H-benzo[c]chromene-1-carboxylic acid (CFc000109979)

MOL for CFc000109979 (3,4,8,9,10-pentahydroxy-6-oxo-2-[5,12,13,14-tetrahydroxy-4-(hydroxymethyl)-9-oxo-6-(sulfooxy)-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-11-yl]-6H-benzo[c]chromene-1-carboxylic acid)

3D MOL for CFc000109979 (3,4,8,9,10-pentahydroxy-6-oxo-2-[5,12,13,14-tetrahydroxy-4-(hydroxymethyl)-9-oxo-6-(sulfooxy)-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-11-yl]-6H-benzo[c]chromene-1-carboxylic acid)

3D SDF for CFc000109979 (3,4,8,9,10-pentahydroxy-6-oxo-2-[5,12,13,14-tetrahydroxy-4-(hydroxymethyl)-9-oxo-6-(sulfooxy)-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-11-yl]-6H-benzo[c]chromene-1-carboxylic acid)

3D-SDF for CFc000109979 (3,4,8,9,10-pentahydroxy-6-oxo-2-[5,12,13,14-tetrahydroxy-4-(hydroxymethyl)-9-oxo-6-(sulfooxy)-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-11-yl]-6H-benzo[c]chromene-1-carboxylic acid)

PDB for CFc000109979 (3,4,8,9,10-pentahydroxy-6-oxo-2-[5,12,13,14-tetrahydroxy-4-(hydroxymethyl)-9-oxo-6-(sulfooxy)-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-11-yl]-6H-benzo[c]chromene-1-carboxylic acid)

3D PDB for CFc000109979 (3,4,8,9,10-pentahydroxy-6-oxo-2-[5,12,13,14-tetrahydroxy-4-(hydroxymethyl)-9-oxo-6-(sulfooxy)-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-11-yl]-6H-benzo[c]chromene-1-carboxylic acid)

SMILES for CFc000109979 (3,4,8,9,10-pentahydroxy-6-oxo-2-[5,12,13,14-tetrahydroxy-4-(hydroxymethyl)-9-oxo-6-(sulfooxy)-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-11-yl]-6H-benzo[c]chromene-1-carboxylic acid)

INCHI for CFc000109979 (3,4,8,9,10-pentahydroxy-6-oxo-2-[5,12,13,14-tetrahydroxy-4-(hydroxymethyl)-9-oxo-6-(sulfooxy)-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-11-yl]-6H-benzo[c]chromene-1-carboxylic acid)

Structure for CFc000109979 (3,4,8,9,10-pentahydroxy-6-oxo-2-[5,12,13,14-tetrahydroxy-4-(hydroxymethyl)-9-oxo-6-(sulfooxy)-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-11-yl]-6H-benzo[c]chromene-1-carboxylic acid)

3D Structure for CFc000109979 (3,4,8,9,10-pentahydroxy-6-oxo-2-[5,12,13,14-tetrahydroxy-4-(hydroxymethyl)-9-oxo-6-(sulfooxy)-3,8-dioxatricyclo[8.4.0.0²,⁷]tetradeca-1(14),10,12-trien-11-yl]-6H-benzo[c]chromene-1-carboxylic acid)