ChemFOnt: Showing chemical card for 8-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-7-hydroxy-2,2-dimethyl-4-oxo-3,4-dihydro-2H-1-benzopyran-6-carboxylic acid (CFc000149600)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:31:34 UTC

Chemfont ID

CFc000149600

Molecule Identification

Common Name

8-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-7-hydroxy-2,2-dimethyl-4-oxo-3,4-dihydro-2H-1-benzopyran-6-carboxylic acid

Definition

8-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-7-hydroxy-2,2-dimethyl-4-oxo-3,4-dihydro-2H-1-benzopyran-6-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 8-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-7-hydroxy-2,2-dimethyl-4-oxo-3,4-dihydro-2H-1-benzopyran-6-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
8-[(6-Carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-7-hydroxy-2,2-dimethyl-4-oxo-3,4-dihydro-2H-1-benzopyran-6-carboxylate	Generator

Chemical Formula

C₁₈H₂₀O₁₂

Average Molecular Weight

428.346

Monoisotopic Molecular Weight

428.095476084

IUPAC Name

8-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-7-hydroxy-2,2-dimethyl-4-oxo-3,4-dihydro-2H-1-benzopyran-6-carboxylic acid

Traditional Name

8-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-7-hydroxy-2,2-dimethyl-4-oxo-3H-1-benzopyran-6-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC1(C)CC(=O)C2=CC(C(O)=O)=C(O)C(OC3OC(C(O)C(O)C3O)C(O)=O)=C2O1

InChI Identifier

InChI=1S/C18H20O12/c1-18(2)4-7(19)5-3-6(15(24)25)8(20)13(12(5)30-18)28-17-11(23)9(21)10(22)14(29-17)16(26)27/h3,9-11,14,17,20-23H,4H2,1-2H3,(H,24,25)(H,26,27)

InChI Key

VVRUZXIVHIGUEH-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
2,2-dimethyl-1-benzopyran
Glycosyl compound
Chromone
O-glycosyl compound
Hydroxybenzoic acid
1-benzopyran
Salicylic acid or derivatives
Chromane
Benzopyran
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
Beta-hydroxy acid
Dicarboxylic acid or derivatives
Hydroxy acid
Benzenoid
Oxane
Pyran
Monosaccharide
Vinylogous acid
Secondary alcohol
Ketone
Organoheterocyclic compound
Acetal
Polyol
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Ether
Carbonyl group
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	11.1 g/L	ALOGPS
logP	0.4	ALOGPS
logP	-0.24	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	2.27	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	200.28 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	93.35 m³·mol⁻¹	ChemAxon
Polarizability	39.35 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0169192

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 8-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-7-hydroxy-2,2-dimethyl-4-oxo-3,4-dihydro-2H-1-benzopyran-6-carboxylic acid (CFc000149600)

MOL for CFc000149600 (8-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-7-hydroxy-2,2-dimethyl-4-oxo-3,4-dihydro-2H-1-benzopyran-6-carboxylic acid)

3D MOL for CFc000149600 (8-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-7-hydroxy-2,2-dimethyl-4-oxo-3,4-dihydro-2H-1-benzopyran-6-carboxylic acid)

3D SDF for CFc000149600 (8-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-7-hydroxy-2,2-dimethyl-4-oxo-3,4-dihydro-2H-1-benzopyran-6-carboxylic acid)

3D-SDF for CFc000149600 (8-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-7-hydroxy-2,2-dimethyl-4-oxo-3,4-dihydro-2H-1-benzopyran-6-carboxylic acid)

PDB for CFc000149600 (8-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-7-hydroxy-2,2-dimethyl-4-oxo-3,4-dihydro-2H-1-benzopyran-6-carboxylic acid)

3D PDB for CFc000149600 (8-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-7-hydroxy-2,2-dimethyl-4-oxo-3,4-dihydro-2H-1-benzopyran-6-carboxylic acid)

SMILES for CFc000149600 (8-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-7-hydroxy-2,2-dimethyl-4-oxo-3,4-dihydro-2H-1-benzopyran-6-carboxylic acid)

INCHI for CFc000149600 (8-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-7-hydroxy-2,2-dimethyl-4-oxo-3,4-dihydro-2H-1-benzopyran-6-carboxylic acid)

Structure for CFc000149600 (8-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-7-hydroxy-2,2-dimethyl-4-oxo-3,4-dihydro-2H-1-benzopyran-6-carboxylic acid)

3D Structure for CFc000149600 (8-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-7-hydroxy-2,2-dimethyl-4-oxo-3,4-dihydro-2H-1-benzopyran-6-carboxylic acid)