ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-({12,13,17-trihydroxy-3,4-dimethoxy-11-oxotricyclo[12.3.1.1²,⁶]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-5-yl}oxy)oxane-2-carboxylic acid (CFc000114124)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:35:06 UTC

Chemfont ID

CFc000114124

Molecule Identification

Common Name

3,4,5-trihydroxy-6-({12,13,17-trihydroxy-3,4-dimethoxy-11-oxotricyclo[12.3.1.1²,⁶]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-5-yl}oxy)oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-({12,13,17-trihydroxy-3,4-dimethoxy-11-oxotricyclo[12.3.1.1²,⁶]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-5-yl}oxy)oxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 3,7,8,15-tetrahydroxy-16,17-dimethoxytricyclo[12.3.1.1²,⁶]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-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-({12,13,17-trihydroxy-3,4-dimethoxy-11-oxotricyclo[12.3.1.1,]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-5-yl}oxy)oxane-2-carboxylate	Generator
3,4,5-Trihydroxy-6-({12,13,17-trihydroxy-3,4-dimethoxy-11-oxotricyclo[12.3.1.1²,⁶]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-5-yl}oxy)oxane-2-carboxylate	Generator

Chemical Formula

C₂₇H₃₂O₁₃

Average Molecular Weight

564.54

Monoisotopic Molecular Weight

564.18429109

IUPAC Name

3,4,5-trihydroxy-6-({12,13,17-trihydroxy-3,4-dimethoxy-11-oxotricyclo[12.3.1.1^{2,6}]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-5-yl}oxy)oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-({12,13,17-trihydroxy-3,4-dimethoxy-11-oxotricyclo[12.3.1.1^{2,6}]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-5-yl}oxy)oxane-2-carboxylic acid

CAS Registry Number

None

SMILES

COC1=C(OC2OC(C(O)C(O)C2O)C(O)=O)C2=CC(=C1OC)C1=C(O)C=CC(=C1)C(O)C(O)C(=O)CCCC2

InChI Identifier

InChI=1S/C27H32O13/c1-37-23-14-10-12(5-3-4-6-16(29)18(31)17(30)11-7-8-15(28)13(14)9-11)22(25(23)38-2)39-27-21(34)19(32)20(33)24(40-27)26(35)36/h7-10,17-21,24,27-28,30-34H,3-6H2,1-2H3,(H,35,36)

InChI Key

ZGIWREILJNBFOP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as meta,meta-bridged biphenyls. These are cyclic diarylheptanoids where the two aryl groups are linked to each other by an ether group conjugated to their 3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Diarylheptanoids

Sub Class

Cyclic diarylheptanoids

Direct Parent

Meta,meta-bridged biphenyls

Alternative Parents

Substituents

Meta,meta-bridged biphenyl
Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Glycosyl compound
O-glycosyl compound
Anisole
Alkyl aryl ether
Beta-hydroxy acid
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Hydroxy acid
Monosaccharide
Oxane
Pyran
Secondary alcohol
Cyclic ketone
Ketone
Monocarboxylic acid or derivatives
Oxacycle
Polyol
Ether
Carboxylic acid
Carboxylic acid derivative
Organoheterocyclic compound
Acetal
Organic oxygen compound
Organic oxide
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0133715)

Plant

Plant (HMDB: HMDB0133715)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.07 g/L	ALOGPS
logP	0.4	ALOGPS
logP	0.57	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	3.22	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	212.67 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	134.72 m³·mol⁻¹	ChemAxon
Polarizability	55.2 Å³	ChemAxon
Number of Rings	4	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

HMDB0133715

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB090752

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

131837554

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-({12,13,17-trihydroxy-3,4-dimethoxy-11-oxotricyclo[12.3.1.1²,⁶]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-5-yl}oxy)oxane-2-carboxylic acid (CFc000114124)

MOL for CFc000114124 (3,4,5-trihydroxy-6-({12,13,17-trihydroxy-3,4-dimethoxy-11-oxotricyclo[12.3.1.1²,⁶]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-5-yl}oxy)oxane-2-carboxylic acid)

3D MOL for CFc000114124 (3,4,5-trihydroxy-6-({12,13,17-trihydroxy-3,4-dimethoxy-11-oxotricyclo[12.3.1.1²,⁶]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-5-yl}oxy)oxane-2-carboxylic acid)

3D SDF for CFc000114124 (3,4,5-trihydroxy-6-({12,13,17-trihydroxy-3,4-dimethoxy-11-oxotricyclo[12.3.1.1²,⁶]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-5-yl}oxy)oxane-2-carboxylic acid)

3D-SDF for CFc000114124 (3,4,5-trihydroxy-6-({12,13,17-trihydroxy-3,4-dimethoxy-11-oxotricyclo[12.3.1.1²,⁶]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-5-yl}oxy)oxane-2-carboxylic acid)

PDB for CFc000114124 (3,4,5-trihydroxy-6-({12,13,17-trihydroxy-3,4-dimethoxy-11-oxotricyclo[12.3.1.1²,⁶]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-5-yl}oxy)oxane-2-carboxylic acid)

3D PDB for CFc000114124 (3,4,5-trihydroxy-6-({12,13,17-trihydroxy-3,4-dimethoxy-11-oxotricyclo[12.3.1.1²,⁶]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-5-yl}oxy)oxane-2-carboxylic acid)

SMILES for CFc000114124 (3,4,5-trihydroxy-6-({12,13,17-trihydroxy-3,4-dimethoxy-11-oxotricyclo[12.3.1.1²,⁶]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-5-yl}oxy)oxane-2-carboxylic acid)

INCHI for CFc000114124 (3,4,5-trihydroxy-6-({12,13,17-trihydroxy-3,4-dimethoxy-11-oxotricyclo[12.3.1.1²,⁶]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-5-yl}oxy)oxane-2-carboxylic acid)

Structure for CFc000114124 (3,4,5-trihydroxy-6-({12,13,17-trihydroxy-3,4-dimethoxy-11-oxotricyclo[12.3.1.1²,⁶]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-5-yl}oxy)oxane-2-carboxylic acid)

3D Structure for CFc000114124 (3,4,5-trihydroxy-6-({12,13,17-trihydroxy-3,4-dimethoxy-11-oxotricyclo[12.3.1.1²,⁶]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-5-yl}oxy)oxane-2-carboxylic acid)