ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-({6,7,8,11,13,21,22,23-octahydroxy-3,16-dioxo-2,17,20-trioxatetracyclo[17.3.1.0⁴,⁹.0¹⁰,¹⁵]tricosa-4,6,8,10,12,14-hexaen-12-yl}oxy)oxane-2-carboxylic acid (CFc000113813)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:34:38 UTC

Chemfont ID

CFc000113813

Molecule Identification

Common Name

3,4,5-trihydroxy-6-({6,7,8,11,13,21,22,23-octahydroxy-3,16-dioxo-2,17,20-trioxatetracyclo[17.3.1.0⁴,⁹.0¹⁰,¹⁵]tricosa-4,6,8,10,12,14-hexaen-12-yl}oxy)oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-({6,7,8,11,13,21,22,23-octahydroxy-3,16-dioxo-2,17,20-trioxatetracyclo[17.3.1.0⁴,⁹.0¹⁰,¹⁵]tricosa-4,6,8,10,12,14-hexaen-12-yl}oxy)oxane-2-carboxylic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 6,7,8,11,12,13,21,22,23-nonahydroxy-2,17,20-trioxatetracyclo[17.3.1.0⁴,⁹.0¹⁰,¹⁵]tricosa-4,6,8,10,12,14-hexaene-3,16-dione. 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-({6,7,8,11,13,21,22,23-octahydroxy-3,16-dioxo-2,17,20-trioxatetracyclo[17.3.1.0,.0,]tricosa-4,6,8,10,12,14-hexaen-12-yl}oxy)oxane-2-carboxylate	Generator
3,4,5-Trihydroxy-6-({6,7,8,11,13,21,22,23-octahydroxy-3,16-dioxo-2,17,20-trioxatetracyclo[17.3.1.0⁴,⁹.0¹⁰,¹⁵]tricosa-4,6,8,10,12,14-hexaen-12-yl}oxy)oxane-2-carboxylate	Generator

Chemical Formula

C₂₆H₂₆O₂₀

Average Molecular Weight

658.474

Monoisotopic Molecular Weight

658.101743237

IUPAC Name

3,4,5-trihydroxy-6-({6,7,8,11,13,21,22,23-octahydroxy-3,16-dioxo-2,17,20-trioxatetracyclo[17.3.1.0^{4,9}.0^{10,15}]tricosa-4,6,8,10,12,14-hexaen-12-yl}oxy)oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-({6,7,8,11,13,21,22,23-octahydroxy-3,16-dioxo-2,17,20-trioxatetracyclo[17.3.1.0^{4,9}.0^{10,15}]tricosa-4,6,8,10,12,14-hexaen-12-yl}oxy)oxane-2-carboxylic acid

CAS Registry Number

None

SMILES

OC1OC2COC(=O)C3=CC(O)=C(OC4OC(C(O)C(O)C4O)C(O)=O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC(C1O)C2O

InChI Identifier

InChI=1S/C26H26O20/c27-6-1-5-9(13(31)11(6)29)10-4(23(39)42-3-8-12(30)20(44-24(5)40)18(36)25(41)43-8)2-7(28)19(14(10)32)45-26-17(35)15(33)16(34)21(46-26)22(37)38/h1-2,8,12,15-18,20-21,25-36,41H,3H2,(H,37,38)

InChI Key

BXJKYBVMRACTPS-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
Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Macrolide
Gallic acid or derivatives
Glycosyl compound
O-glycosyl compound
Tricarboxylic acid or derivatives
Beta-hydroxy acid
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Pyran
Oxane
Hydroxy acid
Monosaccharide
Carboxylic acid ester
Secondary alcohol
Hemiacetal
Lactone
Polyol
Acetal
Carboxylic acid
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Organooxygen compound
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0133404)

Plant

Plant (HMDB: HMDB0133404)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	18.8 g/L	ALOGPS
logP	-0.03	ALOGPS
logP	-2.4	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	2.79	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	12	ChemAxon
Polar Surface Area	340.12 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	138.54 m³·mol⁻¹	ChemAxon
Polarizability	56.68 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

HMDB0133404

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB090448

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

131837317

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-({6,7,8,11,13,21,22,23-octahydroxy-3,16-dioxo-2,17,20-trioxatetracyclo[17.3.1.0⁴,⁹.0¹⁰,¹⁵]tricosa-4,6,8,10,12,14-hexaen-12-yl}oxy)oxane-2-carboxylic acid (CFc000113813)

MOL for CFc000113813 (3,4,5-trihydroxy-6-({6,7,8,11,13,21,22,23-octahydroxy-3,16-dioxo-2,17,20-trioxatetracyclo[17.3.1.0⁴,⁹.0¹⁰,¹⁵]tricosa-4,6,8,10,12,14-hexaen-12-yl}oxy)oxane-2-carboxylic acid)

3D MOL for CFc000113813 (3,4,5-trihydroxy-6-({6,7,8,11,13,21,22,23-octahydroxy-3,16-dioxo-2,17,20-trioxatetracyclo[17.3.1.0⁴,⁹.0¹⁰,¹⁵]tricosa-4,6,8,10,12,14-hexaen-12-yl}oxy)oxane-2-carboxylic acid)

3D SDF for CFc000113813 (3,4,5-trihydroxy-6-({6,7,8,11,13,21,22,23-octahydroxy-3,16-dioxo-2,17,20-trioxatetracyclo[17.3.1.0⁴,⁹.0¹⁰,¹⁵]tricosa-4,6,8,10,12,14-hexaen-12-yl}oxy)oxane-2-carboxylic acid)

3D-SDF for CFc000113813 (3,4,5-trihydroxy-6-({6,7,8,11,13,21,22,23-octahydroxy-3,16-dioxo-2,17,20-trioxatetracyclo[17.3.1.0⁴,⁹.0¹⁰,¹⁵]tricosa-4,6,8,10,12,14-hexaen-12-yl}oxy)oxane-2-carboxylic acid)

PDB for CFc000113813 (3,4,5-trihydroxy-6-({6,7,8,11,13,21,22,23-octahydroxy-3,16-dioxo-2,17,20-trioxatetracyclo[17.3.1.0⁴,⁹.0¹⁰,¹⁵]tricosa-4,6,8,10,12,14-hexaen-12-yl}oxy)oxane-2-carboxylic acid)

3D PDB for CFc000113813 (3,4,5-trihydroxy-6-({6,7,8,11,13,21,22,23-octahydroxy-3,16-dioxo-2,17,20-trioxatetracyclo[17.3.1.0⁴,⁹.0¹⁰,¹⁵]tricosa-4,6,8,10,12,14-hexaen-12-yl}oxy)oxane-2-carboxylic acid)

SMILES for CFc000113813 (3,4,5-trihydroxy-6-({6,7,8,11,13,21,22,23-octahydroxy-3,16-dioxo-2,17,20-trioxatetracyclo[17.3.1.0⁴,⁹.0¹⁰,¹⁵]tricosa-4,6,8,10,12,14-hexaen-12-yl}oxy)oxane-2-carboxylic acid)

INCHI for CFc000113813 (3,4,5-trihydroxy-6-({6,7,8,11,13,21,22,23-octahydroxy-3,16-dioxo-2,17,20-trioxatetracyclo[17.3.1.0⁴,⁹.0¹⁰,¹⁵]tricosa-4,6,8,10,12,14-hexaen-12-yl}oxy)oxane-2-carboxylic acid)

Structure for CFc000113813 (3,4,5-trihydroxy-6-({6,7,8,11,13,21,22,23-octahydroxy-3,16-dioxo-2,17,20-trioxatetracyclo[17.3.1.0⁴,⁹.0¹⁰,¹⁵]tricosa-4,6,8,10,12,14-hexaen-12-yl}oxy)oxane-2-carboxylic acid)

3D Structure for CFc000113813 (3,4,5-trihydroxy-6-({6,7,8,11,13,21,22,23-octahydroxy-3,16-dioxo-2,17,20-trioxatetracyclo[17.3.1.0⁴,⁹.0¹⁰,¹⁵]tricosa-4,6,8,10,12,14-hexaen-12-yl}oxy)oxane-2-carboxylic acid)