ChemFOnt: Showing chemical card for beta-D-Glucopyranosyl-11-hydroxyjasmonic acid (CFc000020856)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:12:26 UTC

Chemfont ID

CFc000020856

Molecule Identification

Common Name

beta-D-Glucopyranosyl-11-hydroxyjasmonic acid

Definition

beta-D-Glucopyranosyl-11-hydroxyjasmonic acid is found in potato. beta-D-Glucopyranosyl-11-hydroxyjasmonic acid is a constituent of Solanum tuberosum (potato).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
b-D-Glucopyranosyl-11-hydroxyjasmonate	Generator
b-D-Glucopyranosyl-11-hydroxyjasmonic acid	Generator
beta-D-Glucopyranosyl-11-hydroxyjasmonate	Generator
Β-D-glucopyranosyl-11-hydroxyjasmonate	Generator
Β-D-glucopyranosyl-11-hydroxyjasmonic acid	Generator
2-{3-oxo-2-[(2E)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}pent-2-en-1-yl]cyclopentyl}acetate	Generator
11-Hydroxyjasmonate glucoside	Generator

Chemical Formula

C₁₈H₂₈O₉

Average Molecular Weight

388.4095

Monoisotopic Molecular Weight

388.173332494

IUPAC Name

2-{3-oxo-2-[(2E)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}pent-2-en-1-yl]cyclopentyl}acetic acid

Traditional Name

{3-oxo-2-[(2E)-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}pent-2-en-1-yl]cyclopentyl}acetic acid

CAS Registry Number

13283-31-3

SMILES

CC(OC1OC(CO)C(O)C(O)C1O)\C=C\CC1C(CC(O)=O)CCC1=O

InChI Identifier

InChI=1S/C18H28O9/c1-9(26-18-17(25)16(24)15(23)13(8-19)27-18)3-2-4-11-10(7-14(21)22)5-6-12(11)20/h2-3,9-11,13,15-19,23-25H,4-8H2,1H3,(H,21,22)/b3-2+

InChI Key

LAYQBSCEPAXXNJ-NSCUHMNNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl glycosides

Direct Parent

Fatty acyl glycosides of mono- and disaccharides

Alternative Parents

Substituents

Fatty acyl glycoside of mono- or disaccharide
Jasmonic acid
Alkyl glycoside
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Monosaccharide
Oxane
Ketone
Cyclic ketone
Secondary alcohol
Monocarboxylic acid or derivatives
Acetal
Organoheterocyclic compound
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Polyol
Alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Organooxygen compound
Primary alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0039964)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039964)

Source

Endogenous

Endogenous (HMDB: HMDB0039964)

Plant

Plant (HMDB: HMDB0039964)

Animal

Animal (HMDB: HMDB0039964)

Exogenous

Food

Food (HMDB: HMDB0039964)

Vegetable

Tuber

Potato (FooDB: FOOD00175)

Exogenous (HMDB: HMDB0039964)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0039964)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0039964)

Lipid metabolism pathway (HMDB: HMDB0039964)

Cellular process

Cell signaling (HMDB: HMDB0039964)

Biochemical process

Lipid transport (HMDB: HMDB0039964)

Role

Biological role

Energy source (HMDB: HMDB0039964)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0039964)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	4.51 g/L	ALOGPS
logP	-0.69	ALOGPS
logP	-0.67	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	4.39	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	153.75 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	92.56 m³·mol⁻¹	ChemAxon
Polarizability	39.56 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

HMDB0039964

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB019627

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

131752770

PDB ID

Not Available

ChEBI ID

169743

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for beta-D-Glucopyranosyl-11-hydroxyjasmonic acid (CFc000020856)

MOL for CFc000020856 (beta-D-Glucopyranosyl-11-hydroxyjasmonic acid)

3D MOL for CFc000020856 (beta-D-Glucopyranosyl-11-hydroxyjasmonic acid)

3D SDF for CFc000020856 (beta-D-Glucopyranosyl-11-hydroxyjasmonic acid)

3D-SDF for CFc000020856 (beta-D-Glucopyranosyl-11-hydroxyjasmonic acid)

PDB for CFc000020856 (beta-D-Glucopyranosyl-11-hydroxyjasmonic acid)

3D PDB for CFc000020856 (beta-D-Glucopyranosyl-11-hydroxyjasmonic acid)

SMILES for CFc000020856 (beta-D-Glucopyranosyl-11-hydroxyjasmonic acid)

INCHI for CFc000020856 (beta-D-Glucopyranosyl-11-hydroxyjasmonic acid)

Structure for CFc000020856 (beta-D-Glucopyranosyl-11-hydroxyjasmonic acid)

3D Structure for CFc000020856 (beta-D-Glucopyranosyl-11-hydroxyjasmonic acid)