ChemFOnt: Showing chemical card for 11,12,13-trihydroxy-21-(hydroxymethyl)-3,6,16-trioxo-22-(sulfooxy)-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 (CFc000130401)

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

CFc000130401

Molecule Identification

Common Name

11,12,13-trihydroxy-21-(hydroxymethyl)-3,6,16-trioxo-22-(sulfooxy)-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

Definition

11,12,13-trihydroxy-21-(hydroxymethyl)-3,6,16-trioxo-22-(sulfooxy)-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 tannins. These are naturally occurring polyphenols which be categorized into four main classes: hydrolyzable tannin (based on ellagic acid or gallic acid), condensed tannins (made of oligomeric or polymeric proanthocyanidins), complex tannins (made of a catechin bound to a gallotannin or elagitannin), and phlorotannins (oligomers of phloroglucinol). Based on a literature review very few articles have been published on 11,12,13-trihydroxy-21-(hydroxymethyl)-3,6,16-trioxo-22-(sulfooxy)-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
11,12,13-Trihydroxy-21-(hydroxymethyl)-3,6,16-trioxo-22-(sulfooxy)-19-(3,4,5-trihydroxybenzoyloxy)-2,5,17,20-tetraoxatetracyclo[16.3.1.0,.0,]docosa-10,12,14-triene-8-carboxylate	Generator
11,12,13-Trihydroxy-21-(hydroxymethyl)-3,6,16-trioxo-22-(sulphooxy)-19-(3,4,5-trihydroxybenzoyloxy)-2,5,17,20-tetraoxatetracyclo[16.3.1.0,.0,]docosa-10,12,14-triene-8-carboxylate	Generator
11,12,13-Trihydroxy-21-(hydroxymethyl)-3,6,16-trioxo-22-(sulphooxy)-19-(3,4,5-trihydroxybenzoyloxy)-2,5,17,20-tetraoxatetracyclo[16.3.1.0,.0,]docosa-10,12,14-triene-8-carboxylic acid	Generator
11,12,13-Trihydroxy-21-(hydroxymethyl)-3,6,16-trioxo-22-(sulfooxy)-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
11,12,13-Trihydroxy-21-(hydroxymethyl)-3,6,16-trioxo-22-(sulphooxy)-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
11,12,13-Trihydroxy-21-(hydroxymethyl)-3,6,16-trioxo-22-(sulphooxy)-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	Generator

Chemical Formula

C₂₇H₂₄O₂₂S

Average Molecular Weight

732.53

Monoisotopic Molecular Weight

732.047993587

IUPAC Name

11,12,13-trihydroxy-21-(hydroxymethyl)-3,6,16-trioxo-22-(sulfooxy)-19-(3,4,5-trihydroxybenzoyloxy)-2,5,17,20-tetraoxatetracyclo[16.3.1.0^{4,9}.0^{10,15}]docosa-10,12,14-triene-8-carboxylic acid

Traditional Name

11,12,13-trihydroxy-21-(hydroxymethyl)-3,6,16-trioxo-22-(sulfooxy)-19-(3,4,5-trihydroxybenzoyloxy)-2,5,17,20-tetraoxatetracyclo[16.3.1.0^{4,9}.0^{10,15}]docosa-10,12,14-triene-8-carboxylic acid

CAS Registry Number

Not Available

SMILES

OCC1OC(OC(=O)C2=CC(O)=C(O)C(O)=C2)C2OC(=O)C3=CC(O)=C(O)C(O)=C3C3C(CC(=O)OC3C(=O)OC1C2OS(O)(=O)=O)C(O)=O

InChI Identifier

InChI=1S/C27H24O22S/c28-5-12-19-21(49-50(41,42)43)22(27(44-12)48-24(38)6-1-9(29)16(33)10(30)2-6)47-25(39)8-3-11(31)17(34)18(35)14(8)15-7(23(36)37)4-13(32)45-20(15)26(40)46-19/h1-3,7,12,15,19-22,27-31,33-35H,4-5H2,(H,36,37)(H,41,42,43)

InChI Key

ISQDXRBMICOWMP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tannins. These are naturally occurring polyphenols which be categorized into four main classes: Hydrolyzable tannin (based on ellagic acid or gallic acid), condensed tannins (made of oligomeric or polymeric proanthocyanidins), complex tannins (made of a catechin bound to a gallotannin or elagitannin), and phlorotannins (oligomers of phloroglucinol).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tannins

Sub Class

Not Available

Direct Parent

Tannins

Alternative Parents

Substituents

Tannin
Pentacarboxylic acid or derivatives
Galloyl ester
Gallic acid or derivatives
P-hydroxybenzoic acid alkyl ester
M-hydroxybenzoic acid ester
P-hydroxybenzoic acid ester
Benzoate ester
Pyrogallol derivative
Benzenetriol
Benzoic acid or derivatives
Benzoyl
Delta_valerolactone
Delta valerolactone
1-hydroxy-2-unsubstituted benzenoid
Phenol
1-hydroxy-4-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Sulfuric acid ester
Monosaccharide
Oxane
Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
Organic sulfuric acid or derivatives
Lactone
Carboxylic acid ester
Acetal
Oxacycle
Polyol
Organoheterocyclic compound
Carboxylic acid
Carboxylic acid derivative
Primary alcohol
Carbonyl group
Organooxygen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0149992)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	15.3 g/L	ALOGPS
logP	1.05	ALOGPS
logP	-0.21	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	-2.3	ChemAxon
pKa (Strongest Basic)	-5.5	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	356.94 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	149.44 m³·mol⁻¹	ChemAxon
Polarizability	63.09 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	Yes	ChemAxon

External Links

HMDB ID

HMDB0149992

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 11,12,13-trihydroxy-21-(hydroxymethyl)-3,6,16-trioxo-22-(sulfooxy)-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 (CFc000130401)

MOL for CFc000130401 (11,12,13-trihydroxy-21-(hydroxymethyl)-3,6,16-trioxo-22-(sulfooxy)-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 CFc000130401 (11,12,13-trihydroxy-21-(hydroxymethyl)-3,6,16-trioxo-22-(sulfooxy)-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 CFc000130401 (11,12,13-trihydroxy-21-(hydroxymethyl)-3,6,16-trioxo-22-(sulfooxy)-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 CFc000130401 (11,12,13-trihydroxy-21-(hydroxymethyl)-3,6,16-trioxo-22-(sulfooxy)-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 CFc000130401 (11,12,13-trihydroxy-21-(hydroxymethyl)-3,6,16-trioxo-22-(sulfooxy)-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 CFc000130401 (11,12,13-trihydroxy-21-(hydroxymethyl)-3,6,16-trioxo-22-(sulfooxy)-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 CFc000130401 (11,12,13-trihydroxy-21-(hydroxymethyl)-3,6,16-trioxo-22-(sulfooxy)-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 CFc000130401 (11,12,13-trihydroxy-21-(hydroxymethyl)-3,6,16-trioxo-22-(sulfooxy)-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 CFc000130401 (11,12,13-trihydroxy-21-(hydroxymethyl)-3,6,16-trioxo-22-(sulfooxy)-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 CFc000130401 (11,12,13-trihydroxy-21-(hydroxymethyl)-3,6,16-trioxo-22-(sulfooxy)-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)