ChemFOnt: Showing chemical card for Salicylic acid beta-D-glucoside (CFc000022137)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:14:14 UTC

Chemfont ID

CFc000022137

Molecule Identification

Common Name

Salicylic acid beta-D-glucoside

Definition

Salicylic acid beta-D-glucoside is found in herbs and spices. Salicylic acid beta-D-glucoside is a constituent of various plant species e.g. white mustard seed (Sinapis alba), bell pepper (Capsicum annuum) and leaves of thyme, rosemary, basil and sweet marjoram.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Salicylate b-D-glucoside	Generator
Salicylate beta-D-glucoside	Generator
Salicylate β-D-glucoside	Generator
Salicylic acid b-D-glucoside	Generator
Salicylic acid β-D-glucoside	Generator
2-(beta-D-Glucopyranosyloxy)-benzoic acid	HMDB
Salicylic acid beta-glucoside	HMDB
Salicylic acid glucoside	HMDB
2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzoate	Generator
Salicylate glucoside	Generator

Chemical Formula

C₁₃H₁₆O₈

Average Molecular Weight

300.2613

Monoisotopic Molecular Weight

300.084517488

IUPAC Name

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

Traditional Name

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

CAS Registry Number

10366-91-3

SMILES

OCC1OC(OC2=CC=CC=C2C(O)=O)C(O)C(O)C1O

InChI Identifier

InChI=1S/C13H16O8/c14-5-8-9(15)10(16)11(17)13(21-8)20-7-4-2-1-3-6(7)12(18)19/h1-4,8-11,13-17H,5H2,(H,18,19)

InChI Key

TZPBMNKOLMSJPF-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
Benzoic acid or derivatives
Benzoic acid
Phenoxy compound
Benzoyl
Phenol ether
Sugar acid
Monocyclic benzene moiety
Monosaccharide
Benzenoid
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

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0041271)
Cytoplasm (HMDB: HMDB0041271)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041271)

Source

Exogenous

Exogenous (HMDB: HMDB0041271)

Food

Food (HMDB: HMDB0041271)

Vegetable

Fruit vegetable

Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Orange bell pepper (FooDB: FOOD00879)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0041271)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0041271)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	20.6 g/L	ALOGPS
logP	-1.2	ALOGPS
logP	-0.94	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	3.65	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	136.68 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	67.44 m³·mol⁻¹	ChemAxon
Polarizability	27.94 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0041271

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021183

KNApSAcK ID

C00056823

Chemspider ID

3788014

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4596190

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Salicylic acid beta-D-glucoside (CFc000022137)

MOL for CFc000022137 (Salicylic acid beta-D-glucoside)

3D MOL for CFc000022137 (Salicylic acid beta-D-glucoside)

3D SDF for CFc000022137 (Salicylic acid beta-D-glucoside)

3D-SDF for CFc000022137 (Salicylic acid beta-D-glucoside)

PDB for CFc000022137 (Salicylic acid beta-D-glucoside)

3D PDB for CFc000022137 (Salicylic acid beta-D-glucoside)

SMILES for CFc000022137 (Salicylic acid beta-D-glucoside)

INCHI for CFc000022137 (Salicylic acid beta-D-glucoside)

Structure for CFc000022137 (Salicylic acid beta-D-glucoside)

3D Structure for CFc000022137 (Salicylic acid beta-D-glucoside)