ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-{[4,5,15,16,22,23,29,30-octahydroxy-9,19,26-trioxo-14-(3,4,5-trihydroxybenzoyloxy)-2,10,13,18,25-pentaoxahexacyclo[18.9.3.0³,⁸.0¹²,¹⁷.0²⁴,³².0²⁷,³¹]dotriaconta-1(29),3,5,7,20,22,24(32),27,30-nonaen-6-yl]oxy}oxane-2-carboxylic acid (CFc000128753)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:57:21 UTC

Chemfont ID

CFc000128753

Molecule Identification

Common Name

Definition

3,4,5-trihydroxy-6-{[4,5,15,16,22,23,29,30-octahydroxy-9,19,26-trioxo-14-(3,4,5-trihydroxybenzoyloxy)-2,10,13,18,25-pentaoxahexacyclo[18.9.3.0³,⁸.0¹²,¹⁷.0²⁴,³².0²⁷,³¹]dotriaconta-1(29),3,5,7,20,22,24(32),27,30-nonaen-6-yl]oxy}oxane-2-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 3,4,5-trihydroxy-6-{[4,5,15,16,22,23,29,30-octahydroxy-9,19,26-trioxo-14-(3,4,5-trihydroxybenzoyloxy)-2,10,13,18,25-pentaoxahexacyclo[18.9.3.0³,⁸.0¹²,¹⁷.0²⁴,³².0²⁷,³¹]dotriaconta-1(29),3,5,7,20,22,24(32),27,30-nonaen-6-yl]oxy}oxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-{[4,5,15,16,22,23,29,30-octahydroxy-9,19,26-trioxo-14-(3,4,5-trihydroxybenzoyloxy)-2,10,13,18,25-pentaoxahexacyclo[18.9.3.0,.0,.0,.0,]dotriaconta-1(29),3,5,7,20,22,24(32),27,30-nonaen-6-yl]oxy}oxane-2-carboxylate	Generator
3,4,5-Trihydroxy-6-{[4,5,15,16,22,23,29,30-octahydroxy-9,19,26-trioxo-14-(3,4,5-trihydroxybenzoyloxy)-2,10,13,18,25-pentaoxahexacyclo[18.9.3.0³,⁸.0¹²,¹⁷.0²⁴,³².0²⁷,³¹]dotriaconta-1(29),3,5,7,20,22,24(32),27,30-nonaen-6-yl]oxy}oxane-2-carboxylate	Generator

Chemical Formula

C₄₀H₃₂O₂₈

Average Molecular Weight

960.668

Monoisotopic Molecular Weight

960.10801039

IUPAC Name

3,4,5-trihydroxy-6-{[4,5,15,16,22,23,29,30-octahydroxy-9,19,26-trioxo-14-(3,4,5-trihydroxybenzoyloxy)-2,10,13,18,25-pentaoxahexacyclo[18.9.3.0^{3,8}.0^{12,17}.0^{24,32}.0^{27,31}]dotriaconta-1(29),3,5,7,20,22,24(32),27,30-nonaen-6-yl]oxy}oxane-2-carboxylic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

OC1C(O)C(OC2=C(O)C(O)=C3OC4=C(O)C=C5C(=O)OC6=C(C(=CC(O)=C6O)C(=O)OC6C(COC(=O)C3=C2)OC(OC(=O)C2=CC(O)=C(O)C(O)=C2)C(O)C6O)C5=C4O)OC(C1O)C(O)=O

InChI Identifier

InChI=1S/C40H32O28/c41-11-1-7(2-12(42)19(11)45)35(57)68-40-28(54)26(52)31-16(63-40)6-61-36(58)10-5-15(62-39-27(53)23(49)25(51)33(67-39)34(55)56)21(47)24(50)29(10)64-30-14(44)4-8-17(22(30)48)18-9(38(60)65-31)3-13(43)20(46)32(18)66-37(8)59/h1-5,16,23,25-28,31,33,39-54H,6H2,(H,55,56)

InChI Key

UIOPTFAYTPLQIM-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
7,8-dihydroxycoumarin
Glucuronic acid or derivatives
Macrolide
Tetracarboxylic acid or derivatives
Galloyl ester
Gallic acid or derivatives
Coumarin
Isocoumarin
Dihydroxybenzoic acid
Diaryl ether
P-hydroxybenzoic acid alkyl ester
M-hydroxybenzoic acid ester
P-hydroxybenzoic acid ester
O-glycosyl compound
Glycosyl compound
Benzopyran
2-benzopyran
1-benzopyran
Benzoate ester
Pyrogallol derivative
Benzenetriol
Benzoic acid or derivatives
Benzoyl
Beta-hydroxy acid
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Phenol
Pyranone
Benzenoid
Monocyclic benzene moiety
Pyran
Oxane
Hydroxy acid
Monosaccharide
Heteroaromatic compound
Secondary alcohol
Carboxylic acid ester
Lactone
Oxacycle
Organoheterocyclic compound
Polyol
Acetal
Ether
Carboxylic acid derivative
Carboxylic acid
Organooxygen compound
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0148344)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	6.47 g/L	ALOGPS
logP	2.3	ALOGPS
logP	0.3	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	2.46	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	23	ChemAxon
Hydrogen Donor Count	15	ChemAxon
Polar Surface Area	462.64 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	208.27 m³·mol⁻¹	ChemAxon
Polarizability	85.34 Å³	ChemAxon
Number of Rings	8	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

HMDB0148344

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

MOL for CFc000128753 (3,4,5-trihydroxy-6-{[4,5,15,16,22,23,29,30-octahydroxy-9,19,26-trioxo-14-(3,4,5-trihydroxybenzoyloxy)-2,10,13,18,25-pentaoxahexacyclo[18.9.3.0³,⁸.0¹²,¹⁷.0²⁴,³².0²⁷,³¹]dotriaconta-1(29),3,5,7,20,22,24(32),27,30-nonaen-6-yl]oxy}oxane-2-carboxylic acid)

3D MOL for CFc000128753 (3,4,5-trihydroxy-6-{[4,5,15,16,22,23,29,30-octahydroxy-9,19,26-trioxo-14-(3,4,5-trihydroxybenzoyloxy)-2,10,13,18,25-pentaoxahexacyclo[18.9.3.0³,⁸.0¹²,¹⁷.0²⁴,³².0²⁷,³¹]dotriaconta-1(29),3,5,7,20,22,24(32),27,30-nonaen-6-yl]oxy}oxane-2-carboxylic acid)

3D SDF for CFc000128753 (3,4,5-trihydroxy-6-{[4,5,15,16,22,23,29,30-octahydroxy-9,19,26-trioxo-14-(3,4,5-trihydroxybenzoyloxy)-2,10,13,18,25-pentaoxahexacyclo[18.9.3.0³,⁸.0¹²,¹⁷.0²⁴,³².0²⁷,³¹]dotriaconta-1(29),3,5,7,20,22,24(32),27,30-nonaen-6-yl]oxy}oxane-2-carboxylic acid)

3D-SDF for CFc000128753 (3,4,5-trihydroxy-6-{[4,5,15,16,22,23,29,30-octahydroxy-9,19,26-trioxo-14-(3,4,5-trihydroxybenzoyloxy)-2,10,13,18,25-pentaoxahexacyclo[18.9.3.0³,⁸.0¹²,¹⁷.0²⁴,³².0²⁷,³¹]dotriaconta-1(29),3,5,7,20,22,24(32),27,30-nonaen-6-yl]oxy}oxane-2-carboxylic acid)

PDB for CFc000128753 (3,4,5-trihydroxy-6-{[4,5,15,16,22,23,29,30-octahydroxy-9,19,26-trioxo-14-(3,4,5-trihydroxybenzoyloxy)-2,10,13,18,25-pentaoxahexacyclo[18.9.3.0³,⁸.0¹²,¹⁷.0²⁴,³².0²⁷,³¹]dotriaconta-1(29),3,5,7,20,22,24(32),27,30-nonaen-6-yl]oxy}oxane-2-carboxylic acid)

3D PDB for CFc000128753 (3,4,5-trihydroxy-6-{[4,5,15,16,22,23,29,30-octahydroxy-9,19,26-trioxo-14-(3,4,5-trihydroxybenzoyloxy)-2,10,13,18,25-pentaoxahexacyclo[18.9.3.0³,⁸.0¹²,¹⁷.0²⁴,³².0²⁷,³¹]dotriaconta-1(29),3,5,7,20,22,24(32),27,30-nonaen-6-yl]oxy}oxane-2-carboxylic acid)

SMILES for CFc000128753 (3,4,5-trihydroxy-6-{[4,5,15,16,22,23,29,30-octahydroxy-9,19,26-trioxo-14-(3,4,5-trihydroxybenzoyloxy)-2,10,13,18,25-pentaoxahexacyclo[18.9.3.0³,⁸.0¹²,¹⁷.0²⁴,³².0²⁷,³¹]dotriaconta-1(29),3,5,7,20,22,24(32),27,30-nonaen-6-yl]oxy}oxane-2-carboxylic acid)

INCHI for CFc000128753 (3,4,5-trihydroxy-6-{[4,5,15,16,22,23,29,30-octahydroxy-9,19,26-trioxo-14-(3,4,5-trihydroxybenzoyloxy)-2,10,13,18,25-pentaoxahexacyclo[18.9.3.0³,⁸.0¹²,¹⁷.0²⁴,³².0²⁷,³¹]dotriaconta-1(29),3,5,7,20,22,24(32),27,30-nonaen-6-yl]oxy}oxane-2-carboxylic acid)

Structure for CFc000128753 (3,4,5-trihydroxy-6-{[4,5,15,16,22,23,29,30-octahydroxy-9,19,26-trioxo-14-(3,4,5-trihydroxybenzoyloxy)-2,10,13,18,25-pentaoxahexacyclo[18.9.3.0³,⁸.0¹²,¹⁷.0²⁴,³².0²⁷,³¹]dotriaconta-1(29),3,5,7,20,22,24(32),27,30-nonaen-6-yl]oxy}oxane-2-carboxylic acid)

3D Structure for CFc000128753 (3,4,5-trihydroxy-6-{[4,5,15,16,22,23,29,30-octahydroxy-9,19,26-trioxo-14-(3,4,5-trihydroxybenzoyloxy)-2,10,13,18,25-pentaoxahexacyclo[18.9.3.0³,⁸.0¹²,¹⁷.0²⁴,³².0²⁷,³¹]dotriaconta-1(29),3,5,7,20,22,24(32),27,30-nonaen-6-yl]oxy}oxane-2-carboxylic acid)