ChemFOnt: Showing chemical card for Isolimonic acid 16->17-lactone (CFc000020258)

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

CFc000020258

Molecule Identification

Common Name

Isolimonic acid 16->17-lactone

Definition

Isolimonic acid 16->17-lactone is found in citrus. Isolimonic acid 16->17-lactone is a constituent of Citrus species.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Isolimonate 16->17-lactone	Generator
3-[7-(Furan-3-yl)-1,8,15,15-tetramethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.0²,⁴.0²,⁸.0¹²,¹⁶]octadecan-12-yl]-3-hydroxypropanoate	Generator

Chemical Formula

C₂₆H₃₂O₉

Average Molecular Weight

488.5269

Monoisotopic Molecular Weight

488.204632622

IUPAC Name

3-[7-(furan-3-yl)-1,8,15,15-tetramethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.0²,⁴.0²,⁸.0¹²,¹⁶]octadecan-12-yl]-3-hydroxypropanoic acid

Traditional Name

3-[7-(furan-3-yl)-1,8,15,15-tetramethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.0²,⁴.0²,⁸.0¹²,¹⁶]octadecan-12-yl]-3-hydroxypropanoic acid

CAS Registry Number

74729-97-8

SMILES

CC1(C)OCC2(C(O)CC(O)=O)C1CC(=O)C1(C)C2CCC2(C)C(OC(=O)C3OC123)C1=COC=C1

InChI Identifier

InChI=1S/C26H32O9/c1-22(2)15-9-16(27)24(4)14(25(15,12-33-22)17(28)10-18(29)30)5-7-23(3)19(13-6-8-32-11-13)34-21(31)20-26(23,24)35-20/h6,8,11,14-15,17,19-20,28H,5,7,9-10,12H2,1-4H3,(H,29,30)

InChI Key

SZSLZBYOLTYIOE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroid lactones. These are sterol lipids containing a lactone moiety linked to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Steroid lactones

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0039364)

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0039364)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039364)

Source

Endogenous

Endogenous (HMDB: HMDB0039364)

Plant

Plant (HMDB: HMDB0039364)

Animal

Animal (HMDB: HMDB0039364)

Exogenous

Food

Food (HMDB: HMDB0039364)

Fruit

Citrus

Citrus (FooDB: FOOD00859)

Exogenous (HMDB: HMDB0039364)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0039364)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0039364)

Lipid metabolism pathway (HMDB: HMDB0039364)

Cellular process

Cell signaling (HMDB: HMDB0039364)

Biochemical process

Lipid transport (HMDB: HMDB0039364)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0039364)

Molecular messenger

Signaling molecule (HMDB: HMDB0039364)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0039364)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.14 g/L	ALOGPS
logP	2.44	ALOGPS
logP	1.79	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	4.07	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	135.8 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	118.21 m³·mol⁻¹	ChemAxon
Polarizability	48.95 Å³	ChemAxon
Number of Rings	6	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

HMDB0039364

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB018922

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

25022666

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Isolimonic acid 16->17-lactone (CFc000020258)

MOL for CFc000020258 (Isolimonic acid 16->17-lactone)

3D MOL for CFc000020258 (Isolimonic acid 16->17-lactone)

3D SDF for CFc000020258 (Isolimonic acid 16->17-lactone)

3D-SDF for CFc000020258 (Isolimonic acid 16->17-lactone)

PDB for CFc000020258 (Isolimonic acid 16->17-lactone)

3D PDB for CFc000020258 (Isolimonic acid 16->17-lactone)

SMILES for CFc000020258 (Isolimonic acid 16->17-lactone)

INCHI for CFc000020258 (Isolimonic acid 16->17-lactone)

Structure for CFc000020258 (Isolimonic acid 16->17-lactone)

3D Structure for CFc000020258 (Isolimonic acid 16->17-lactone)