ChemFOnt: Showing chemical card for Isolimonic acid glucoside (CFc000020259)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:11:34 UTC

Chemfont ID

CFc000020259

Molecule Identification

Common Name

Isolimonic acid glucoside

Definition

Isolimonic acid glucoside is found in citrus. Isolimonic acid glucoside is a constituent of Citrus aurantium.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Isolimonate glucoside	Generator
9b-(2-Carboxy-1-hydroxyethyl)-7-[(furan-3-yl)({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})methyl]-3,3,5a,7-tetramethyl-5-oxo-decahydro-1H-spiro[naphtho[1,2-c]furan-6,2'-oxirane]-3'-carboxylate	Generator

Chemical Formula

C₃₂H₄₄O₁₅

Average Molecular Weight

668.6828

Monoisotopic Molecular Weight

668.268020738

IUPAC Name

9b-(2-carboxy-1-hydroxyethyl)-7-[furan-3-yl({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})methyl]-3,3,5a,7-tetramethyl-5-oxo-decahydro-1H-spiro[naphtho[1,2-c]furan-6,2'-oxirane]-3'-carboxylic acid

Traditional Name

9b-(2-carboxy-1-hydroxyethyl)-7-[furan-3-yl({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})methyl]-3,3,5a,7-tetramethyl-5-oxo-hexahydrospiro[naphtho[1,2-c]furan-6,2'-oxirane]-3'-carboxylic acid

CAS Registry Number

617-45-8

SMILES

CC1(C)OCC2(C(O)CC(O)=O)C1CC(=O)C1(C)C2CCC(C)(C(OC2OC(CO)C(O)C(O)C2O)C2=COC=C2)C11OC1C(O)=O

InChI Identifier

InChI=1S/C32H44O15/c1-28(2)17-9-18(34)30(4)16(31(17,13-44-28)19(35)10-20(36)37)5-7-29(3,32(30)25(47-32)26(41)42)24(14-6-8-43-12-14)46-27-23(40)22(39)21(38)15(11-33)45-27/h6,8,12,15-17,19,21-25,27,33,35,38-40H,5,7,9-11,13H2,1-4H3,(H,36,37)(H,41,42)

InChI Key

KEITVHVZENPMPG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as saccharolipids. Saccharolipids are compounds in which fatty acids are linked directly to a sugar backbone, forming structures that are compatible with membrane bilayers. In the saccharolipids, a sugar substitutes for the glycerol backbone that is present in glycerolipids and glycerophospholipids. The most familiar saccharolipids contain an acylated glucosamine. In contrast to others glycolipids, the fatty acid is not glycosidically linked to the sugar moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Saccharolipids

Sub Class

Not Available

Direct Parent

Saccharolipids

Alternative Parents

Substituents

Saccharolipid
Naphthofuran
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Carbocyclic fatty acid
Beta-hydroxy acid
Hydroxy fatty acid
Dicarboxylic acid or derivatives
Hydroxy acid
Monosaccharide
Fatty acyl
Oxane
Oxirane carboxylic acid
Oxirane carboxylic acid or derivatives
Tetrahydrofuran
Furan
Heteroaromatic compound
Secondary alcohol
Ketone
Organoheterocyclic compound
Polyol
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Acetal
Oxirane
Ether
Oxacycle
Carbonyl group
Organic oxide
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Alcohol
Primary alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039365)

Source

Endogenous

Endogenous (HMDB: HMDB0039365)

Plant

Plant (HMDB: HMDB0039365)

Animal

Animal (HMDB: HMDB0039365)

Exogenous

Food

Food (HMDB: HMDB0039365)

Fruit

Citrus

Citrus (FooDB: FOOD00859)

Exogenous (HMDB: HMDB0039365)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0039365)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0039365)

Lipid metabolism pathway (HMDB: HMDB0039365)

Cellular process

Cell signaling (HMDB: HMDB0039365)

Biochemical process

Lipid transport (HMDB: HMDB0039365)

Role

Biological role

Energy source (HMDB: HMDB0039365)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0039365)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.99 g/L	ALOGPS
logP	0.69	ALOGPS
logP	-0.64	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	3.68	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	246.18 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	154.12 m³·mol⁻¹	ChemAxon
Polarizability	65.37 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0039365

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB018923

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

131752617

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Isolimonic acid glucoside (CFc000020259)

MOL for CFc000020259 (Isolimonic acid glucoside)

3D MOL for CFc000020259 (Isolimonic acid glucoside)

3D SDF for CFc000020259 (Isolimonic acid glucoside)

3D-SDF for CFc000020259 (Isolimonic acid glucoside)

PDB for CFc000020259 (Isolimonic acid glucoside)

3D PDB for CFc000020259 (Isolimonic acid glucoside)

SMILES for CFc000020259 (Isolimonic acid glucoside)

INCHI for CFc000020259 (Isolimonic acid glucoside)

Structure for CFc000020259 (Isolimonic acid glucoside)

3D Structure for CFc000020259 (Isolimonic acid glucoside)