ChemFOnt: Showing chemical card for Orsellinic acid 2-O-beta-D-glucoside (CFc000282514)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:34:56 UTC

Chemfont ID

CFc000282514

Molecule Identification

Common Name

Orsellinic acid 2-O-beta-D-glucoside

Definition

Orsellinic acid 2-o-beta-d-glucoside is a member of the class of compounds known as phenolic glycosides. Phenolic glycosides are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. Orsellinic acid 2-o-beta-d-glucoside is soluble (in water) and a weakly acidic compound (based on its pKa). Orsellinic acid 2-o-beta-d-glucoside can be found in cloves, which makes orsellinic acid 2-o-beta-d-glucoside a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-Hydroxy-2-methyl-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzoate	Generator
Orsellinate 2-O-b-D-glucoside	Generator
Orsellinate 2-O-beta-D-glucoside	Generator
Orsellinate 2-O-β-D-glucoside	Generator
Orsellinic acid 2-O-b-D-glucoside	Generator
Orsellinic acid 2-O-β-D-glucoside	Generator

Chemical Formula

C₁₄H₁₈O₉

Average Molecular Weight

330.2873

Monoisotopic Molecular Weight

330.095082174

IUPAC Name

4-hydroxy-2-methyl-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzoic acid

Traditional Name

4-hydroxy-2-methyl-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzoic acid

CAS Registry Number

None

SMILES

CC1=CC(O)=CC(OC2OC(CO)C(O)C(O)C2O)=C1C(O)=O

InChI Identifier

InChI=1S/C14H18O9/c1-5-2-6(16)3-7(9(5)13(20)21)22-14-12(19)11(18)10(17)8(4-15)23-14/h2-3,8,10-12,14-19H,4H2,1H3,(H,20,21)

InChI Key

AQLSLUZPCXWYQZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
Hexose monosaccharide
O-glycosyl compound
Hydroxybenzoic acid
Benzoic acid or derivatives
Benzoic acid
Phenoxy compound
Benzoyl
M-cresol
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Toluene
Sugar acid
Phenol
Monocyclic benzene moiety
Benzenoid
Monosaccharide
Oxane
Secondary alcohol
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Carboxylic acid
Carboxylic acid derivative
Oxacycle
Acetal
Polyol
Alcohol
Hydrocarbon derivative
Organic oxide
Primary alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0302998)

Food

Herb and spice

Spice

Cloves (FooDB: FOOD00179)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	13.1 g/L	ALOGPS
logP	-0.65	ALOGPS
logP	-0.73	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	3.86	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	156.91 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	74.46 m³·mol⁻¹	ChemAxon
Polarizability	30.86 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0302998

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB007220

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 Orsellinic acid 2-O-beta-D-glucoside (CFc000282514)

MOL for CFc000282514 (Orsellinic acid 2-O-beta-D-glucoside)

3D MOL for CFc000282514 (Orsellinic acid 2-O-beta-D-glucoside)

3D SDF for CFc000282514 (Orsellinic acid 2-O-beta-D-glucoside)

3D-SDF for CFc000282514 (Orsellinic acid 2-O-beta-D-glucoside)

PDB for CFc000282514 (Orsellinic acid 2-O-beta-D-glucoside)

3D PDB for CFc000282514 (Orsellinic acid 2-O-beta-D-glucoside)

SMILES for CFc000282514 (Orsellinic acid 2-O-beta-D-glucoside)

INCHI for CFc000282514 (Orsellinic acid 2-O-beta-D-glucoside)

Structure for CFc000282514 (Orsellinic acid 2-O-beta-D-glucoside)

3D Structure for CFc000282514 (Orsellinic acid 2-O-beta-D-glucoside)