ChemFOnt: Showing chemical card for 7-Epi-12-hydroxyjasmonic acid glucoside (CFc000021577)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:13:26 UTC

Chemfont ID

CFc000021577

Molecule Identification

Common Name

7-Epi-12-hydroxyjasmonic acid glucoside

Definition

7-Epi-12-hydroxyjasmonic acid glucoside is found in alcoholic beverages. 7-Epi-12-hydroxyjasmonic acid glucoside is isolated from potato leaves (Solanum tuberosum).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
7-Epi-12-hydroxyjasmonate glucoside	Generator
2-{3-oxo-2-[(2E)-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}pent-2-en-1-yl]cyclopentyl}acetate	Generator

Chemical Formula

C₁₈H₂₈O₉

Average Molecular Weight

388.4095

Monoisotopic Molecular Weight

388.173332494

IUPAC Name

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

Traditional Name

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

CAS Registry Number

124649-25-8

SMILES

OCC1OC(OCC\C=C\CC2C(CC(O)=O)CCC2=O)C(O)C(O)C1O

InChI Identifier

InChI=1S/C18H28O9/c19-9-13-15(23)16(24)17(25)18(27-13)26-7-3-1-2-4-11-10(8-14(21)22)5-6-12(11)20/h1-2,10-11,13,15-19,23-25H,3-9H2,(H,21,22)/b2-1+

InChI Key

JFDNMLUPLXZXGV-OWOJBTEDSA-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: HMDB0040706)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040706)

Source

Endogenous

Endogenous (HMDB: HMDB0040706)

Plant

Plant (HMDB: HMDB0040706)

Animal

Animal (HMDB: HMDB0040706)

Exogenous

Food

Food (HMDB: HMDB0040706)

Vegetable

Tuber

Potato (FooDB: FOOD00175)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Exogenous (HMDB: HMDB0040706)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0040706)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0040706)

Lipid metabolism pathway (HMDB: HMDB0040706)

Cellular process

Cell signaling (HMDB: HMDB0040706)

Biochemical process

Lipid transport (HMDB: HMDB0040706)

Role

Biological role

Energy source (HMDB: HMDB0040706)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0040706)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	3.79 g/L	ALOGPS
logP	-0.28	ALOGPS
logP	-0.79	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	4.46	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	9	ChemAxon
Refractivity	92.9 m³·mol⁻¹	ChemAxon
Polarizability	39.83 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

HMDB0040706

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB020509

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

6123144

PDB ID

Not Available

ChEBI ID

171859

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 7-Epi-12-hydroxyjasmonic acid glucoside (CFc000021577)

MOL for CFc000021577 (7-Epi-12-hydroxyjasmonic acid glucoside)

3D MOL for CFc000021577 (7-Epi-12-hydroxyjasmonic acid glucoside)

3D SDF for CFc000021577 (7-Epi-12-hydroxyjasmonic acid glucoside)

3D-SDF for CFc000021577 (7-Epi-12-hydroxyjasmonic acid glucoside)

PDB for CFc000021577 (7-Epi-12-hydroxyjasmonic acid glucoside)

3D PDB for CFc000021577 (7-Epi-12-hydroxyjasmonic acid glucoside)

SMILES for CFc000021577 (7-Epi-12-hydroxyjasmonic acid glucoside)

INCHI for CFc000021577 (7-Epi-12-hydroxyjasmonic acid glucoside)

Structure for CFc000021577 (7-Epi-12-hydroxyjasmonic acid glucoside)

3D Structure for CFc000021577 (7-Epi-12-hydroxyjasmonic acid glucoside)