ChemFOnt: Showing chemical card for 6-Epi-7-isocucurbic acid glucoside (CFc000011008)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:58:38 UTC

Chemfont ID

CFc000011008

Molecule Identification

Common Name

6-Epi-7-isocucurbic acid glucoside

Definition

6-Epi-7-isocucurbic acid glucoside is found in fats and oils. 6-Epi-7-isocucurbic acid glucoside is a constituent of Perilla frutescens (perilla)

Structure

MOL SDF PDB SMILES InChI

Synonyms

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

Chemical Formula

C₁₈H₃₀O₈

Average Molecular Weight

374.426

Monoisotopic Molecular Weight

374.194067936

IUPAC Name

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

Traditional Name

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

CAS Registry Number

176486-13-8

SMILES

CC\C=C\CC1C(CC(O)=O)CCC1OC1OC(CO)C(O)C(O)C1O

InChI Identifier

InChI=1S/C18H30O8/c1-2-3-4-5-11-10(8-14(20)21)6-7-12(11)25-18-17(24)16(23)15(22)13(9-19)26-18/h3-4,10-13,15-19,22-24H,2,5-9H2,1H3,(H,20,21)/b4-3+

InChI Key

GJZJZRWFRZFTEE-ONEGZZNKSA-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
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Monosaccharide
Oxane
Secondary alcohol
Acetal
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Polyol
Organic oxide
Hydrocarbon derivative
Carbonyl group
Alcohol
Primary alcohol
Organooxygen compound
Organic oxygen compound
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: HMDB0029782)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029782)

Source

Endogenous

Endogenous (HMDB: HMDB0029782)

Plant

Plant (HMDB: HMDB0029782)

Animal

Animal (HMDB: HMDB0029782)

Exogenous

Food

Food (HMDB: HMDB0029782)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Exogenous (HMDB: HMDB0029782)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0029782)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0029782)

Lipid metabolism pathway (HMDB: HMDB0029782)

Cellular process

Cell signaling (HMDB: HMDB0029782)

Biochemical process

Lipid transport (HMDB: HMDB0029782)

Role

Biological role

Energy source (HMDB: HMDB0029782)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0029782)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	6.25 g/L	ALOGPS
logP	0.12	ALOGPS
logP	0.26	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	4.28	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	8	ChemAxon
Refractivity	91.9 m³·mol⁻¹	ChemAxon
Polarizability	38.65 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0029782

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB000989

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

131750903

PDB ID

Not Available

ChEBI ID

168143

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 6-Epi-7-isocucurbic acid glucoside (CFc000011008)

MOL for CFc000011008 (6-Epi-7-isocucurbic acid glucoside)

3D MOL for CFc000011008 (6-Epi-7-isocucurbic acid glucoside)

3D SDF for CFc000011008 (6-Epi-7-isocucurbic acid glucoside)

3D-SDF for CFc000011008 (6-Epi-7-isocucurbic acid glucoside)

PDB for CFc000011008 (6-Epi-7-isocucurbic acid glucoside)

3D PDB for CFc000011008 (6-Epi-7-isocucurbic acid glucoside)

SMILES for CFc000011008 (6-Epi-7-isocucurbic acid glucoside)

INCHI for CFc000011008 (6-Epi-7-isocucurbic acid glucoside)

Structure for CFc000011008 (6-Epi-7-isocucurbic acid glucoside)

3D Structure for CFc000011008 (6-Epi-7-isocucurbic acid glucoside)