ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-({3-hydroxy-13,14-dimethoxy-9-oxo-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2,4,6,11,13,15-heptaen-5-yl}oxy)oxane-2-carboxylic acid (CFc000108888)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:27:25 UTC

Chemfont ID

CFc000108888

Molecule Identification

Common Name

3,4,5-trihydroxy-6-({3-hydroxy-13,14-dimethoxy-9-oxo-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2,4,6,11,13,15-heptaen-5-yl}oxy)oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-({3-hydroxy-13,14-dimethoxy-9-oxo-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2,4,6,11,13,15-heptaen-5-yl}oxy)oxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 3,5-dihydroxy-13,14-dimethoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2,4,6,11,13,15-heptaen-9-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
3,4,5-Trihydroxy-6-({3-hydroxy-13,14-dimethoxy-9-oxo-8,17-dioxatetracyclo[8.7.0.0,.0,]heptadeca-1(10),2,4,6,11,13,15-heptaen-5-yl}oxy)oxane-2-carboxylate	Generator
3,4,5-Trihydroxy-6-({3-hydroxy-13,14-dimethoxy-9-oxo-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2,4,6,11,13,15-heptaen-5-yl}oxy)oxane-2-carboxylate	Generator

Chemical Formula

C₂₃H₂₀O₁₃

Average Molecular Weight

504.4

Monoisotopic Molecular Weight

504.090390704

IUPAC Name

3,4,5-trihydroxy-6-({3-hydroxy-13,14-dimethoxy-9-oxo-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-1(10),2,4,6,11,13,15-heptaen-5-yl}oxy)oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-({3-hydroxy-13,14-dimethoxy-9-oxo-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-1(10),2,4,6,11,13,15-heptaen-5-yl}oxy)oxane-2-carboxylic acid

CAS Registry Number

None

SMILES

COC1=C(OC)C=C2C(OC3=C2C(=O)OC2=CC(OC4OC(C(O)C(O)C4O)C(O)=O)=CC(O)=C32)=C1

InChI Identifier

InChI=1S/C23H20O13/c1-31-11-5-8-10(6-12(11)32-2)34-19-14(8)22(30)35-13-4-7(3-9(24)15(13)19)33-23-18(27)16(25)17(26)20(36-23)21(28)29/h3-6,16-18,20,23-27H,1-2H3,(H,28,29)

InChI Key

FDNIJTPWURIOFM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumestans. These are polycyclic aromatic compounds containing a coumestan moiety, which consists of a benzoxole fused to a chromen-2-one to form 1-Benzoxolo[3,2-c]chromen-6-one. They are oxidation products of pterocarpan.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Coumestans

Direct Parent

Coumestans

Alternative Parents

Substituents

Coumestan
Phenolic glycoside
Furanocoumarin
Angular furanocoumarin
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Glycosyl compound
O-glycosyl compound
Coumarin
Benzopyran
1-benzopyran
Furopyran
Benzofuran
Anisole
Beta-hydroxy acid
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Pyranone
Oxane
Benzenoid
Monosaccharide
Hydroxy acid
Pyran
Furan
Heteroaromatic compound
Secondary alcohol
Lactone
Acetal
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Ether
Organic oxide
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Alcohol
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0128479)

Plant

Plant (HMDB: HMDB0128479)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.95 g/L	ALOGPS
logP	1.3	ALOGPS
logP	0.13	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	2.99	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	194.58 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	114.56 m³·mol⁻¹	ChemAxon
Polarizability	48.33 Å³	ChemAxon
Number of Rings	5	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

HMDB0128479

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB087334

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

131834814

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3,4,5-trihydroxy-6-({3-hydroxy-13,14-dimethoxy-9-oxo-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2,4,6,11,13,15-heptaen-5-yl}oxy)oxane-2-carboxylic acid (CFc000108888)

MOL for CFc000108888 (3,4,5-trihydroxy-6-({3-hydroxy-13,14-dimethoxy-9-oxo-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2,4,6,11,13,15-heptaen-5-yl}oxy)oxane-2-carboxylic acid)

3D MOL for CFc000108888 (3,4,5-trihydroxy-6-({3-hydroxy-13,14-dimethoxy-9-oxo-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2,4,6,11,13,15-heptaen-5-yl}oxy)oxane-2-carboxylic acid)

3D SDF for CFc000108888 (3,4,5-trihydroxy-6-({3-hydroxy-13,14-dimethoxy-9-oxo-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2,4,6,11,13,15-heptaen-5-yl}oxy)oxane-2-carboxylic acid)

3D-SDF for CFc000108888 (3,4,5-trihydroxy-6-({3-hydroxy-13,14-dimethoxy-9-oxo-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2,4,6,11,13,15-heptaen-5-yl}oxy)oxane-2-carboxylic acid)

PDB for CFc000108888 (3,4,5-trihydroxy-6-({3-hydroxy-13,14-dimethoxy-9-oxo-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2,4,6,11,13,15-heptaen-5-yl}oxy)oxane-2-carboxylic acid)

3D PDB for CFc000108888 (3,4,5-trihydroxy-6-({3-hydroxy-13,14-dimethoxy-9-oxo-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2,4,6,11,13,15-heptaen-5-yl}oxy)oxane-2-carboxylic acid)

SMILES for CFc000108888 (3,4,5-trihydroxy-6-({3-hydroxy-13,14-dimethoxy-9-oxo-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2,4,6,11,13,15-heptaen-5-yl}oxy)oxane-2-carboxylic acid)

INCHI for CFc000108888 (3,4,5-trihydroxy-6-({3-hydroxy-13,14-dimethoxy-9-oxo-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2,4,6,11,13,15-heptaen-5-yl}oxy)oxane-2-carboxylic acid)

Structure for CFc000108888 (3,4,5-trihydroxy-6-({3-hydroxy-13,14-dimethoxy-9-oxo-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2,4,6,11,13,15-heptaen-5-yl}oxy)oxane-2-carboxylic acid)

3D Structure for CFc000108888 (3,4,5-trihydroxy-6-({3-hydroxy-13,14-dimethoxy-9-oxo-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(10),2,4,6,11,13,15-heptaen-5-yl}oxy)oxane-2-carboxylic acid)