ChemFOnt: Showing chemical card for 9,12,15-Octadecatrienoic acid 1-[(phosphonoxy)methyl]-1,2-ethanediyl ester (CFc000012294)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:00:19 UTC

Chemfont ID

CFc000012294

Molecule Identification

Common Name

9,12,15-Octadecatrienoic acid 1-[(phosphonoxy)methyl]-1,2-ethanediyl ester

Definition

9,12,15-Octadecatrienoic acid 1-[(phosphonoxy)methyl]-1,2-ethanediyl ester is classified as a Natural Food Constituent (code WA) in the DF

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
9,12,15-Octadecatrienoate 1-[(phosphonoxy)methyl]-1,2-ethanediyl ester	Generator
{2,3-bis[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]propoxy}phosphonate	Generator

Chemical Formula

C₃₉H₆₅O₈P

Average Molecular Weight

692.9024

Monoisotopic Molecular Weight

692.441705568

IUPAC Name

{2,3-bis[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]propoxy}phosphonic acid

Traditional Name

2,3-bis[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]propoxyphosphonic acid

CAS Registry Number

94086-57-4

SMILES

CC\C=C/C\C=C/C\C=C/CCCCCCCC(=O)OCC(COP(O)(O)=O)OC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC

InChI Identifier

InChI=1S/C39H65O8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-38(40)45-35-37(36-46-48(42,43)44)47-39(41)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5-8,11-14,17-20,37H,3-4,9-10,15-16,21-36H2,1-2H3,(H2,42,43,44)/b7-5-,8-6-,13-11-,14-12-,19-17-,20-18-

InChI Key

SCTIGCPAHAZQNF-YTWBPVBXSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,2-diacylglycerol-3-phosphates. These are glycerol-3-phosphates in which the glycerol moiety is bonded to two aliphatic chains through ester linkages.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphates

Direct Parent

1,2-diacylglycerol-3-phosphates

Alternative Parents

Substituents

1,2-diacylglycerol-3-phosphate
Fatty acid ester
Monoalkyl phosphate
Dicarboxylic acid or derivatives
Fatty acyl
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Carboxylic acid ester
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Organoleptic effect

Touch

Smooth (HMDB: HMDB0031093)

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0031093)
Extracellular (HMDB: HMDB0031093)
Cell membrane (HMDB: HMDB0031093)
Intracellular membrane (HMDB: HMDB0031093)

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0031093)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031093)

Source

Endogenous

Endogenous (HMDB: HMDB0031093)

Animal

Animal (HMDB: HMDB0031093)

Exogenous

Food

Food (HMDB: HMDB0031093)

Exogenous (HMDB: HMDB0031093)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0031093)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0031093)

Lipid metabolism pathway (HMDB: HMDB0031093)

Cellular process

Cell signaling (HMDB: HMDB0031093)

Biochemical process

Lipid transport (HMDB: HMDB0031093)

Role

Biological role

Energy source (HMDB: HMDB0031093)

Industrial application

Food and nutrition

Food additive (HMDB: HMDB0031093)

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0031093)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.00012 g/L	ALOGPS
logP	8.13	ALOGPS
logP	11.49	ChemAxon
logS	-6.8	ALOGPS
pKa (Strongest Acidic)	1.32	ChemAxon
pKa (Strongest Basic)	-6.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	119.36 Å²	ChemAxon
Rotatable Bond Count	34	ChemAxon
Refractivity	203.68 m³·mol⁻¹	ChemAxon
Polarizability	80.18 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0031093

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB003098

KNApSAcK ID

Not Available

Chemspider ID

7826103

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9547160

PDB ID

Not Available

ChEBI ID

171916

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 9,12,15-Octadecatrienoic acid 1-[(phosphonoxy)methyl]-1,2-ethanediyl ester (CFc000012294)

MOL for CFc000012294 (9,12,15-Octadecatrienoic acid 1-[(phosphonoxy)methyl]-1,2-ethanediyl ester)

3D MOL for CFc000012294 (9,12,15-Octadecatrienoic acid 1-[(phosphonoxy)methyl]-1,2-ethanediyl ester)

3D SDF for CFc000012294 (9,12,15-Octadecatrienoic acid 1-[(phosphonoxy)methyl]-1,2-ethanediyl ester)

3D-SDF for CFc000012294 (9,12,15-Octadecatrienoic acid 1-[(phosphonoxy)methyl]-1,2-ethanediyl ester)

PDB for CFc000012294 (9,12,15-Octadecatrienoic acid 1-[(phosphonoxy)methyl]-1,2-ethanediyl ester)

3D PDB for CFc000012294 (9,12,15-Octadecatrienoic acid 1-[(phosphonoxy)methyl]-1,2-ethanediyl ester)

SMILES for CFc000012294 (9,12,15-Octadecatrienoic acid 1-[(phosphonoxy)methyl]-1,2-ethanediyl ester)

INCHI for CFc000012294 (9,12,15-Octadecatrienoic acid 1-[(phosphonoxy)methyl]-1,2-ethanediyl ester)

Structure for CFc000012294 (9,12,15-Octadecatrienoic acid 1-[(phosphonoxy)methyl]-1,2-ethanediyl ester)

3D Structure for CFc000012294 (9,12,15-Octadecatrienoic acid 1-[(phosphonoxy)methyl]-1,2-ethanediyl ester)