ChemFOnt: Showing chemical card for 13-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-7,14-dihydroxy-6-methoxy-4,12-dimethyl-5-(3-methylbutanoyl)-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carboxylic acid (CFc000119485)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:43:09 UTC

Chemfont ID

CFc000119485

Molecule Identification

Common Name

Definition

13-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-7,14-dihydroxy-6-methoxy-4,12-dimethyl-5-(3-methylbutanoyl)-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 7,13,14-trihydroxy-6-methoxy-4,12-dimethyl-5-(3-methylbutanoyl)-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carboxylic acid. 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
13-[(6-Carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-7,14-dihydroxy-6-methoxy-4,12-dimethyl-5-(3-methylbutanoyl)-10-oxo-2,9-dioxatricyclo[9.4.0.0,]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carboxylate	Generator
13-[(6-Carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-7,14-dihydroxy-6-methoxy-4,12-dimethyl-5-(3-methylbutanoyl)-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carboxylate	Generator

Chemical Formula

C₂₈H₃₀O₁₆

Average Molecular Weight

622.532

Monoisotopic Molecular Weight

622.153384886

IUPAC Name

13-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-7,14-dihydroxy-6-methoxy-4,12-dimethyl-5-(3-methylbutanoyl)-10-oxo-2,9-dioxatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carboxylic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

COC1=C(O)C2=C(OC3=C(C(C)=C(OC4OC(C(O)C(O)C4O)C(O)=O)C(O)=C3C(O)=O)C(=O)O2)C(C)=C1C(=O)CC(C)C

InChI Identifier

InChI=1S/C28H30O16/c1-7(2)6-10(29)11-8(3)20-23(18(34)22(11)40-5)42-27(39)12-9(4)19(14(30)13(25(35)36)21(12)41-20)43-28-17(33)15(31)16(32)24(44-28)26(37)38/h7,15-17,24,28,30-34H,6H2,1-5H3,(H,35,36)(H,37,38)

InChI Key

RBWXIUIREYYJBG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tannins

Sub Class

Hydrolyzable tannins

Direct Parent

Hydrolyzable tannins

Alternative Parents

Substituents

Hydrolyzable tannin
Depsidone
Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Phthalate ester
Meta-phthalic acid ester
Meta_phthalic_acid
Butyrophenone
Diaryl ether
Glycosyl compound
O-glycosyl compound
Hydroxybenzoic acid
Salicylic acid or derivatives
Tricarboxylic acid or derivatives
Aryl ketone
Anisole
Aryl alkyl ketone
Alkyl aryl ether
Dioxepine
1,4-dioxepine
Beta-hydroxy acid
Pyran
Oxane
Benzenoid
Monosaccharide
Hydroxy acid
Vinylogous acid
Ketone
Lactone
Carboxylic acid ester
Secondary alcohol
Polyol
Acetal
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Ether
Carboxylic acid
Organic oxygen compound
Carbonyl group
Alcohol
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0139076)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.3 g/L	ALOGPS
logP	1.86	ALOGPS
logP	2.92	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	1.94	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	256.04 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	143.98 m³·mol⁻¹	ChemAxon
Polarizability	59.89 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	Yes	ChemAxon

External Links

HMDB ID

HMDB0139076

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 13-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-7,14-dihydroxy-6-methoxy-4,12-dimethyl-5-(3-methylbutanoyl)-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carboxylic acid (CFc000119485)

MOL for CFc000119485 (13-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-7,14-dihydroxy-6-methoxy-4,12-dimethyl-5-(3-methylbutanoyl)-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carboxylic acid)

3D MOL for CFc000119485 (13-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-7,14-dihydroxy-6-methoxy-4,12-dimethyl-5-(3-methylbutanoyl)-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carboxylic acid)

3D SDF for CFc000119485 (13-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-7,14-dihydroxy-6-methoxy-4,12-dimethyl-5-(3-methylbutanoyl)-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carboxylic acid)

3D-SDF for CFc000119485 (13-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-7,14-dihydroxy-6-methoxy-4,12-dimethyl-5-(3-methylbutanoyl)-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carboxylic acid)

PDB for CFc000119485 (13-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-7,14-dihydroxy-6-methoxy-4,12-dimethyl-5-(3-methylbutanoyl)-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carboxylic acid)

3D PDB for CFc000119485 (13-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-7,14-dihydroxy-6-methoxy-4,12-dimethyl-5-(3-methylbutanoyl)-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carboxylic acid)

SMILES for CFc000119485 (13-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-7,14-dihydroxy-6-methoxy-4,12-dimethyl-5-(3-methylbutanoyl)-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carboxylic acid)

INCHI for CFc000119485 (13-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-7,14-dihydroxy-6-methoxy-4,12-dimethyl-5-(3-methylbutanoyl)-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carboxylic acid)

Structure for CFc000119485 (13-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-7,14-dihydroxy-6-methoxy-4,12-dimethyl-5-(3-methylbutanoyl)-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carboxylic acid)

3D Structure for CFc000119485 (13-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-7,14-dihydroxy-6-methoxy-4,12-dimethyl-5-(3-methylbutanoyl)-10-oxo-2,9-dioxatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3(8),4,6,12,14-hexaene-15-carboxylic acid)