ChemFOnt: Showing chemical card for 13-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-11,12,22-trihydroxy-21-(hydroxymethyl)-3,6,16-trioxo-19-(3,4,5-trihydroxybenzoyloxy)-2,5,17,20-tetraoxatetracyclo[16.3.1.0⁴,⁹.0¹⁰,¹⁵]docosa-10,12,14-triene-8-carboxylic acid (CFc000130394)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:59:52 UTC

Chemfont ID

CFc000130394

Molecule Identification

Common Name

Definition

13-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-11,12,22-trihydroxy-21-(hydroxymethyl)-3,6,16-trioxo-19-(3,4,5-trihydroxybenzoyloxy)-2,5,17,20-tetraoxatetracyclo[16.3.1.0⁴,⁹.0¹⁰,¹⁵]docosa-10,12,14-triene-8-carboxylic acid 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. Based on a literature review very few articles have been published on 13-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-11,12,22-trihydroxy-21-(hydroxymethyl)-3,6,16-trioxo-19-(3,4,5-trihydroxybenzoyloxy)-2,5,17,20-tetraoxatetracyclo[16.3.1.0⁴,⁹.0¹⁰,¹⁵]docosa-10,12,14-triene-8-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
13-[(6-Carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-11,12,22-trihydroxy-21-(hydroxymethyl)-3,6,16-trioxo-19-(3,4,5-trihydroxybenzoyloxy)-2,5,17,20-tetraoxatetracyclo[16.3.1.0,.0,]docosa-10,12,14-triene-8-carboxylate	Generator
13-[(6-Carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-11,12,22-trihydroxy-21-(hydroxymethyl)-3,6,16-trioxo-19-(3,4,5-trihydroxybenzoyloxy)-2,5,17,20-tetraoxatetracyclo[16.3.1.0⁴,⁹.0¹⁰,¹⁵]docosa-10,12,14-triene-8-carboxylate	Generator

Chemical Formula

C₃₃H₃₂O₂₅

Average Molecular Weight

828.594

Monoisotopic Molecular Weight

828.12326653

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

OCC1OC(OC(=O)C2=CC(O)=C(O)C(O)=C2)C2OC(=O)C3=CC(OC4OC(C(O)C(O)C4O)C(O)=O)=C(O)C(O)=C3C3C(CC(=O)OC3C(=O)OC1C2O)C(O)=O

InChI Identifier

InChI=1S/C33H32O25/c34-5-12-23-22(44)26(33(53-12)58-29(49)6-1-9(35)16(38)10(36)2-6)56-30(50)8-3-11(52-32-21(43)19(41)20(42)25(57-32)28(47)48)17(39)18(40)14(8)15-7(27(45)46)4-13(37)54-24(15)31(51)55-23/h1-3,7,12,15,19-26,32-36,38-44H,4-5H2,(H,45,46)(H,47,48)

InChI Key

JYJRVJFSUYFNRP-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
Hexacarboxylic acid or derivatives
Phenolic glycoside
1-o-glucuronide
O-glucuronide
Galloyl ester
Glucuronic acid or derivatives
Gallic acid or derivatives
P-hydroxybenzoic acid alkyl ester
M-hydroxybenzoic acid ester
P-hydroxybenzoic acid ester
O-glycosyl compound
Dihydroxybenzoic acid
Glycosyl compound
Benzoate ester
Benzenetriol
Benzoic acid or derivatives
Pyrogallol derivative
Benzoyl
Phenol
1-hydroxy-4-unsubstituted benzenoid
Delta_valerolactone
Beta-hydroxy acid
Delta valerolactone
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Pyran
Oxane
Hydroxy acid
Monosaccharide
Lactone
Carboxylic acid ester
Secondary alcohol
Acetal
Polyol
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Carboxylic acid
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Primary alcohol
Organic oxide
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0149985)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	18.2 g/L	ALOGPS
logP	0.9	ALOGPS
logP	-2.2	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	2.47	ChemAxon
pKa (Strongest Basic)	-5.5	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	21	ChemAxon
Hydrogen Donor Count	12	ChemAxon
Polar Surface Area	409.79 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	171.46 m³·mol⁻¹	ChemAxon
Polarizability	74.47 Å³	ChemAxon
Number of Rings	6	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

HMDB0149985

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]-11,12,22-trihydroxy-21-(hydroxymethyl)-3,6,16-trioxo-19-(3,4,5-trihydroxybenzoyloxy)-2,5,17,20-tetraoxatetracyclo[16.3.1.0⁴,⁹.0¹⁰,¹⁵]docosa-10,12,14-triene-8-carboxylic acid (CFc000130394)

MOL for CFc000130394 (13-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-11,12,22-trihydroxy-21-(hydroxymethyl)-3,6,16-trioxo-19-(3,4,5-trihydroxybenzoyloxy)-2,5,17,20-tetraoxatetracyclo[16.3.1.0⁴,⁹.0¹⁰,¹⁵]docosa-10,12,14-triene-8-carboxylic acid)

3D MOL for CFc000130394 (13-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-11,12,22-trihydroxy-21-(hydroxymethyl)-3,6,16-trioxo-19-(3,4,5-trihydroxybenzoyloxy)-2,5,17,20-tetraoxatetracyclo[16.3.1.0⁴,⁹.0¹⁰,¹⁵]docosa-10,12,14-triene-8-carboxylic acid)

3D SDF for CFc000130394 (13-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-11,12,22-trihydroxy-21-(hydroxymethyl)-3,6,16-trioxo-19-(3,4,5-trihydroxybenzoyloxy)-2,5,17,20-tetraoxatetracyclo[16.3.1.0⁴,⁹.0¹⁰,¹⁵]docosa-10,12,14-triene-8-carboxylic acid)

3D-SDF for CFc000130394 (13-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-11,12,22-trihydroxy-21-(hydroxymethyl)-3,6,16-trioxo-19-(3,4,5-trihydroxybenzoyloxy)-2,5,17,20-tetraoxatetracyclo[16.3.1.0⁴,⁹.0¹⁰,¹⁵]docosa-10,12,14-triene-8-carboxylic acid)

PDB for CFc000130394 (13-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-11,12,22-trihydroxy-21-(hydroxymethyl)-3,6,16-trioxo-19-(3,4,5-trihydroxybenzoyloxy)-2,5,17,20-tetraoxatetracyclo[16.3.1.0⁴,⁹.0¹⁰,¹⁵]docosa-10,12,14-triene-8-carboxylic acid)

3D PDB for CFc000130394 (13-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-11,12,22-trihydroxy-21-(hydroxymethyl)-3,6,16-trioxo-19-(3,4,5-trihydroxybenzoyloxy)-2,5,17,20-tetraoxatetracyclo[16.3.1.0⁴,⁹.0¹⁰,¹⁵]docosa-10,12,14-triene-8-carboxylic acid)

SMILES for CFc000130394 (13-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-11,12,22-trihydroxy-21-(hydroxymethyl)-3,6,16-trioxo-19-(3,4,5-trihydroxybenzoyloxy)-2,5,17,20-tetraoxatetracyclo[16.3.1.0⁴,⁹.0¹⁰,¹⁵]docosa-10,12,14-triene-8-carboxylic acid)

INCHI for CFc000130394 (13-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-11,12,22-trihydroxy-21-(hydroxymethyl)-3,6,16-trioxo-19-(3,4,5-trihydroxybenzoyloxy)-2,5,17,20-tetraoxatetracyclo[16.3.1.0⁴,⁹.0¹⁰,¹⁵]docosa-10,12,14-triene-8-carboxylic acid)

Structure for CFc000130394 (13-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-11,12,22-trihydroxy-21-(hydroxymethyl)-3,6,16-trioxo-19-(3,4,5-trihydroxybenzoyloxy)-2,5,17,20-tetraoxatetracyclo[16.3.1.0⁴,⁹.0¹⁰,¹⁵]docosa-10,12,14-triene-8-carboxylic acid)

3D Structure for CFc000130394 (13-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-11,12,22-trihydroxy-21-(hydroxymethyl)-3,6,16-trioxo-19-(3,4,5-trihydroxybenzoyloxy)-2,5,17,20-tetraoxatetracyclo[16.3.1.0⁴,⁹.0¹⁰,¹⁵]docosa-10,12,14-triene-8-carboxylic acid)