ChemFOnt: Showing chemical card for 6-{[12,12-dimethyl-9-(3-methylbutanoyl)-4-oxo-6-phenyl-3,11,14-trioxatetracyclo[8.5.0.0²,⁷.0¹³,¹⁵]pentadeca-1,5,7,9-tetraen-8-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000112031)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:32:01 UTC

Chemfont ID

CFc000112031

Molecule Identification

Common Name

6-{[12,12-dimethyl-9-(3-methylbutanoyl)-4-oxo-6-phenyl-3,11,14-trioxatetracyclo[8.5.0.0²,⁷.0¹³,¹⁵]pentadeca-1,5,7,9-tetraen-8-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-{[12,12-dimethyl-9-(3-methylbutanoyl)-4-oxo-6-phenyl-3,11,14-trioxatetracyclo[8.5.0.0²,⁷.0¹³,¹⁵]pentadeca-1,5,7,9-tetraen-8-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 8-hydroxy-12,12-dimethyl-9-(3-methylbutanoyl)-6-phenyl-3,11,14-trioxatetracyclo[8.5.0.0²,⁷.0¹³,¹⁵]pentadeca-1,5,7,9-tetraen-4-one. It is generated by UDP-glucuronosyltransferase 1-1 (P22309) enzyme via an aromatic-OH-glucuronidation reaction. This aromatic-OH-glucuronidation occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-{[12,12-dimethyl-9-(3-methylbutanoyl)-4-oxo-6-phenyl-3,11,14-trioxatetracyclo[8.5.0.0,.0,]pentadeca-1,5,7,9-tetraen-8-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate	Generator
6-{[12,12-dimethyl-9-(3-methylbutanoyl)-4-oxo-6-phenyl-3,11,14-trioxatetracyclo[8.5.0.0²,⁷.0¹³,¹⁵]pentadeca-1,5,7,9-tetraen-8-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₃₁H₃₂O₁₂

Average Molecular Weight

596.585

Monoisotopic Molecular Weight

596.18937647

IUPAC Name

6-{[12,12-dimethyl-9-(3-methylbutanoyl)-4-oxo-6-phenyl-3,11,14-trioxatetracyclo[8.5.0.0^{2,7}.0^{13,15}]pentadeca-1,5,7,9-tetraen-8-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-{[12,12-dimethyl-9-(3-methylbutanoyl)-4-oxo-6-phenyl-3,11,14-trioxatetracyclo[8.5.0.0^{2,7}.0^{13,15}]pentadeca-1,5,7,9-tetraen-8-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(C)CC(=O)C1=C2OC(C)(C)C3OC3C2=C2OC(=O)C=C(C3=CC=CC=C3)C2=C1OC1OC(C(O)C(O)C1O)C(O)=O

InChI Identifier

InChI=1S/C31H32O12/c1-12(2)10-15(32)18-23(41-30-22(36)20(34)21(35)27(42-30)29(37)38)17-14(13-8-6-5-7-9-13)11-16(33)39-24(17)19-25(18)43-31(3,4)28-26(19)40-28/h5-9,11-12,20-22,26-28,30,34-36H,10H2,1-4H3,(H,37,38)

InChI Key

BHONBNRTTJAVJS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumarin glycosides. These are aromatic compounds containing a carbohydrate moiety glycosidically bound to a coumarin moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Coumarin glycosides

Direct Parent

Coumarin glycosides

Alternative Parents

Substituents

Coumarin o-glycoside
Coumarin-5-o-glycoside
Prenylated neoflavonoid
Pyranoneoflavonoid
4-phenylcoumarin
Neoflavonoid skeleton
Pyranocoumarin
Angular pyranocoumarin
Phenolic glycoside
Fatty acyl glycoside of mono- or disaccharide
Fatty acyl glycoside
1-o-glucuronide
Pyranochromene
O-glucuronide
Glucuronic acid or derivatives
Alkyl glycoside
2,2-dimethyl-1-benzopyran
Hexose monosaccharide
O-glycosyl compound
Butyrophenone
Glycosyl compound
Benzopyran
Chromane
1-benzopyran
Aryl ketone
Aryl alkyl ketone
Beta-hydroxy acid
Alkyl aryl ether
Pyranone
Fatty acyl
Benzenoid
Pyran
Monocyclic benzene moiety
Monosaccharide
Oxane
Hydroxy acid
Heteroaromatic compound
Ketone
Lactone
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Acetal
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Oxirane
Dialkyl ether
Carboxylic acid
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0131622)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.22 g/L	ALOGPS
logP	2.39	ALOGPS
logP	2.15	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	2.7	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	181.58 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	155.76 m³·mol⁻¹	ChemAxon
Polarizability	58.98 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	Yes	ChemAxon

External Links

HMDB ID

HMDB0131622

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 6-{[12,12-dimethyl-9-(3-methylbutanoyl)-4-oxo-6-phenyl-3,11,14-trioxatetracyclo[8.5.0.0²,⁷.0¹³,¹⁵]pentadeca-1,5,7,9-tetraen-8-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000112031)

MOL for CFc000112031 (6-{[12,12-dimethyl-9-(3-methylbutanoyl)-4-oxo-6-phenyl-3,11,14-trioxatetracyclo[8.5.0.0²,⁷.0¹³,¹⁵]pentadeca-1,5,7,9-tetraen-8-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000112031 (6-{[12,12-dimethyl-9-(3-methylbutanoyl)-4-oxo-6-phenyl-3,11,14-trioxatetracyclo[8.5.0.0²,⁷.0¹³,¹⁵]pentadeca-1,5,7,9-tetraen-8-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000112031 (6-{[12,12-dimethyl-9-(3-methylbutanoyl)-4-oxo-6-phenyl-3,11,14-trioxatetracyclo[8.5.0.0²,⁷.0¹³,¹⁵]pentadeca-1,5,7,9-tetraen-8-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000112031 (6-{[12,12-dimethyl-9-(3-methylbutanoyl)-4-oxo-6-phenyl-3,11,14-trioxatetracyclo[8.5.0.0²,⁷.0¹³,¹⁵]pentadeca-1,5,7,9-tetraen-8-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000112031 (6-{[12,12-dimethyl-9-(3-methylbutanoyl)-4-oxo-6-phenyl-3,11,14-trioxatetracyclo[8.5.0.0²,⁷.0¹³,¹⁵]pentadeca-1,5,7,9-tetraen-8-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000112031 (6-{[12,12-dimethyl-9-(3-methylbutanoyl)-4-oxo-6-phenyl-3,11,14-trioxatetracyclo[8.5.0.0²,⁷.0¹³,¹⁵]pentadeca-1,5,7,9-tetraen-8-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000112031 (6-{[12,12-dimethyl-9-(3-methylbutanoyl)-4-oxo-6-phenyl-3,11,14-trioxatetracyclo[8.5.0.0²,⁷.0¹³,¹⁵]pentadeca-1,5,7,9-tetraen-8-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000112031 (6-{[12,12-dimethyl-9-(3-methylbutanoyl)-4-oxo-6-phenyl-3,11,14-trioxatetracyclo[8.5.0.0²,⁷.0¹³,¹⁵]pentadeca-1,5,7,9-tetraen-8-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000112031 (6-{[12,12-dimethyl-9-(3-methylbutanoyl)-4-oxo-6-phenyl-3,11,14-trioxatetracyclo[8.5.0.0²,⁷.0¹³,¹⁵]pentadeca-1,5,7,9-tetraen-8-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000112031 (6-{[12,12-dimethyl-9-(3-methylbutanoyl)-4-oxo-6-phenyl-3,11,14-trioxatetracyclo[8.5.0.0²,⁷.0¹³,¹⁵]pentadeca-1,5,7,9-tetraen-8-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)