ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-{[13-hydroxy-5-methoxy-4-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2(7),3,5,11,13,15-hexaen-14-yl]oxy}oxane-2-carboxylic acid (CFc000114217)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:35:14 UTC

Chemfont ID

CFc000114217

Molecule Identification

Common Name

3,4,5-trihydroxy-6-{[13-hydroxy-5-methoxy-4-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2(7),3,5,11,13,15-hexaen-14-yl]oxy}oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-{[13-hydroxy-5-methoxy-4-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2(7),3,5,11,13,15-hexaen-14-yl]oxy}oxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 5-methoxy-4-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2(7),3,5,11(16),12,14-hexaene-13,14-diol. 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-{[13-hydroxy-5-methoxy-4-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0,.0,]heptadeca-2(7),3,5,11,13,15-hexaen-14-yl]oxy}oxane-2-carboxylate	Generator
3,4,5-Trihydroxy-6-{[13-hydroxy-5-methoxy-4-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2(7),3,5,11,13,15-hexaen-14-yl]oxy}oxane-2-carboxylate	Generator

Chemical Formula

C₂₇H₃₀O₁₁

Average Molecular Weight

530.526

Monoisotopic Molecular Weight

530.178811786

IUPAC Name

3,4,5-trihydroxy-6-{[13-hydroxy-5-methoxy-4-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-2(7),3,5,11,13,15-hexaen-14-yl]oxy}oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-{[13-hydroxy-5-methoxy-4-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-2(7),3,5,11,13,15-hexaen-14-yl]oxy}oxane-2-carboxylic acid

CAS Registry Number

None

SMILES

COC1=CC2=C(C=C1CC=C(C)C)C1OC3=CC(OC4OC(C(O)C(O)C4O)C(O)=O)=C(O)C=C3C1CO2

InChI Identifier

InChI=1S/C27H30O11/c1-11(2)4-5-12-6-14-18(8-17(12)34-3)35-10-15-13-7-16(28)20(9-19(13)36-24(14)15)37-27-23(31)21(29)22(30)25(38-27)26(32)33/h4,6-9,15,21-25,27-31H,5,10H2,1-3H3,(H,32,33)

InChI Key

LJRMNVGSWJAPCS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pterocarpans. These are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Furanoisoflavonoids

Direct Parent

Pterocarpans

Alternative Parents

Substituents

Isoflavanol
Pterocarpan
Isoflavan
Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
O-glycosyl compound
Glycosyl compound
Chromane
Benzopyran
1-benzopyran
Benzofuran
Coumaran
Anisole
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Beta-hydroxy acid
Benzenoid
Oxane
Monosaccharide
Pyran
Hydroxy acid
Secondary alcohol
Polyol
Ether
Carboxylic acid
Carboxylic acid derivative
Acetal
Organoheterocyclic compound
Oxacycle
Monocarboxylic acid or derivatives
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0133808)

Plant

Plant (HMDB: HMDB0133808)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.25 g/L	ALOGPS
logP	2.11	ALOGPS
logP	1.99	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	2.82	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	164.37 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	131.3 m³·mol⁻¹	ChemAxon
Polarizability	53.78 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	Yes	ChemAxon

External Links

HMDB ID

HMDB0133808

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB090841

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

131837622

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-{[13-hydroxy-5-methoxy-4-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2(7),3,5,11,13,15-hexaen-14-yl]oxy}oxane-2-carboxylic acid (CFc000114217)

MOL for CFc000114217 (3,4,5-trihydroxy-6-{[13-hydroxy-5-methoxy-4-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2(7),3,5,11,13,15-hexaen-14-yl]oxy}oxane-2-carboxylic acid)

3D MOL for CFc000114217 (3,4,5-trihydroxy-6-{[13-hydroxy-5-methoxy-4-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2(7),3,5,11,13,15-hexaen-14-yl]oxy}oxane-2-carboxylic acid)

3D SDF for CFc000114217 (3,4,5-trihydroxy-6-{[13-hydroxy-5-methoxy-4-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2(7),3,5,11,13,15-hexaen-14-yl]oxy}oxane-2-carboxylic acid)

3D-SDF for CFc000114217 (3,4,5-trihydroxy-6-{[13-hydroxy-5-methoxy-4-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2(7),3,5,11,13,15-hexaen-14-yl]oxy}oxane-2-carboxylic acid)

PDB for CFc000114217 (3,4,5-trihydroxy-6-{[13-hydroxy-5-methoxy-4-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2(7),3,5,11,13,15-hexaen-14-yl]oxy}oxane-2-carboxylic acid)

3D PDB for CFc000114217 (3,4,5-trihydroxy-6-{[13-hydroxy-5-methoxy-4-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2(7),3,5,11,13,15-hexaen-14-yl]oxy}oxane-2-carboxylic acid)

SMILES for CFc000114217 (3,4,5-trihydroxy-6-{[13-hydroxy-5-methoxy-4-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2(7),3,5,11,13,15-hexaen-14-yl]oxy}oxane-2-carboxylic acid)

INCHI for CFc000114217 (3,4,5-trihydroxy-6-{[13-hydroxy-5-methoxy-4-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2(7),3,5,11,13,15-hexaen-14-yl]oxy}oxane-2-carboxylic acid)

Structure for CFc000114217 (3,4,5-trihydroxy-6-{[13-hydroxy-5-methoxy-4-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2(7),3,5,11,13,15-hexaen-14-yl]oxy}oxane-2-carboxylic acid)

3D Structure for CFc000114217 (3,4,5-trihydroxy-6-{[13-hydroxy-5-methoxy-4-(3-methylbut-2-en-1-yl)-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2(7),3,5,11,13,15-hexaen-14-yl]oxy}oxane-2-carboxylic acid)