ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-({8,13,15-trihydroxy-16,17-dimethoxy-9-oxotricyclo[12.3.1.1²,⁶]nonadeca-1(18),2,4,6(19),14,16-hexaen-3-yl}oxy)oxane-2-carboxylic acid (CFc000114127)

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

CFc000114127

Molecule Identification

Common Name

3,4,5-trihydroxy-6-({8,13,15-trihydroxy-16,17-dimethoxy-9-oxotricyclo[12.3.1.1²,⁶]nonadeca-1(18),2,4,6(19),14,16-hexaen-3-yl}oxy)oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-({8,13,15-trihydroxy-16,17-dimethoxy-9-oxotricyclo[12.3.1.1²,⁶]nonadeca-1(18),2,4,6(19),14,16-hexaen-3-yl}oxy)oxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 3,8,13,15-tetrahydroxy-16,17-dimethoxytricyclo[12.3.1.1²,⁶]nonadeca-1(18),2,4,6(19),14,16-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-({8,13,15-trihydroxy-16,17-dimethoxy-9-oxotricyclo[12.3.1.1,]nonadeca-1(18),2,4,6(19),14,16-hexaen-3-yl}oxy)oxane-2-carboxylate	Generator
3,4,5-Trihydroxy-6-({8,13,15-trihydroxy-16,17-dimethoxy-9-oxotricyclo[12.3.1.1²,⁶]nonadeca-1(18),2,4,6(19),14,16-hexaen-3-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-({8,13,15-trihydroxy-16,17-dimethoxy-9-oxotricyclo[12.3.1.1^{2,6}]nonadeca-1(18),2,4,6(19),14,16-hexaen-3-yl}oxy)oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-({8,13,15-trihydroxy-16,17-dimethoxy-9-oxotricyclo[12.3.1.1^{2,6}]nonadeca-1(18),2,4,6(19),14,16-hexaen-3-yl}oxy)oxane-2-carboxylic acid

CAS Registry Number

None

SMILES

COC1=C(OC)C2=CC(C(O)CCCC(=O)C(O)CC3=CC2=C(OC2OC(C(O)C(O)C2O)C(O)=O)C=C3)=C1O

InChI Identifier

InChI=1S/C27H32O13/c1-37-23-13-10-14(19(31)24(23)38-2)15(28)4-3-5-16(29)17(30)9-11-6-7-18(12(13)8-11)39-27-22(34)20(32)21(33)25(40-27)26(35)36/h6-8,10,15,17,20-22,25,27-28,30-34H,3-5,9H2,1-2H3,(H,35,36)

InChI Key

XKBFAZSFUFNAPM-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
Benzenoid
Hydroxy acid
Monosaccharide
Pyran
Oxane
Cyclic ketone
Ketone
Secondary alcohol
Monocarboxylic acid or derivatives
Acetal
Organoheterocyclic compound
Oxacycle
Ether
Carboxylic acid
Carboxylic acid derivative
Polyol
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0133718)

Plant

Plant (HMDB: HMDB0133718)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.98 g/L	ALOGPS
logP	0.19	ALOGPS
logP	0.26	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	3.12	ChemAxon
pKa (Strongest Basic)	-3.2	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	135.03 m³·mol⁻¹	ChemAxon
Polarizability	54.68 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

HMDB0133718

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB090755

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

131837557

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-({8,13,15-trihydroxy-16,17-dimethoxy-9-oxotricyclo[12.3.1.1²,⁶]nonadeca-1(18),2,4,6(19),14,16-hexaen-3-yl}oxy)oxane-2-carboxylic acid (CFc000114127)

MOL for CFc000114127 (3,4,5-trihydroxy-6-({8,13,15-trihydroxy-16,17-dimethoxy-9-oxotricyclo[12.3.1.1²,⁶]nonadeca-1(18),2,4,6(19),14,16-hexaen-3-yl}oxy)oxane-2-carboxylic acid)

3D MOL for CFc000114127 (3,4,5-trihydroxy-6-({8,13,15-trihydroxy-16,17-dimethoxy-9-oxotricyclo[12.3.1.1²,⁶]nonadeca-1(18),2,4,6(19),14,16-hexaen-3-yl}oxy)oxane-2-carboxylic acid)

3D SDF for CFc000114127 (3,4,5-trihydroxy-6-({8,13,15-trihydroxy-16,17-dimethoxy-9-oxotricyclo[12.3.1.1²,⁶]nonadeca-1(18),2,4,6(19),14,16-hexaen-3-yl}oxy)oxane-2-carboxylic acid)

3D-SDF for CFc000114127 (3,4,5-trihydroxy-6-({8,13,15-trihydroxy-16,17-dimethoxy-9-oxotricyclo[12.3.1.1²,⁶]nonadeca-1(18),2,4,6(19),14,16-hexaen-3-yl}oxy)oxane-2-carboxylic acid)

PDB for CFc000114127 (3,4,5-trihydroxy-6-({8,13,15-trihydroxy-16,17-dimethoxy-9-oxotricyclo[12.3.1.1²,⁶]nonadeca-1(18),2,4,6(19),14,16-hexaen-3-yl}oxy)oxane-2-carboxylic acid)

3D PDB for CFc000114127 (3,4,5-trihydroxy-6-({8,13,15-trihydroxy-16,17-dimethoxy-9-oxotricyclo[12.3.1.1²,⁶]nonadeca-1(18),2,4,6(19),14,16-hexaen-3-yl}oxy)oxane-2-carboxylic acid)

SMILES for CFc000114127 (3,4,5-trihydroxy-6-({8,13,15-trihydroxy-16,17-dimethoxy-9-oxotricyclo[12.3.1.1²,⁶]nonadeca-1(18),2,4,6(19),14,16-hexaen-3-yl}oxy)oxane-2-carboxylic acid)

INCHI for CFc000114127 (3,4,5-trihydroxy-6-({8,13,15-trihydroxy-16,17-dimethoxy-9-oxotricyclo[12.3.1.1²,⁶]nonadeca-1(18),2,4,6(19),14,16-hexaen-3-yl}oxy)oxane-2-carboxylic acid)

Structure for CFc000114127 (3,4,5-trihydroxy-6-({8,13,15-trihydroxy-16,17-dimethoxy-9-oxotricyclo[12.3.1.1²,⁶]nonadeca-1(18),2,4,6(19),14,16-hexaen-3-yl}oxy)oxane-2-carboxylic acid)

3D Structure for CFc000114127 (3,4,5-trihydroxy-6-({8,13,15-trihydroxy-16,17-dimethoxy-9-oxotricyclo[12.3.1.1²,⁶]nonadeca-1(18),2,4,6(19),14,16-hexaen-3-yl}oxy)oxane-2-carboxylic acid)