ChemFOnt: Showing chemical card for 1-(6Z,9Z,12Z-octadecatrienoyl)-glycero-3-phosphate (CFc000042728)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:45:23 UTC

Chemfont ID

CFc000042728

Molecule Identification

Common Name

1-(6Z,9Z,12Z-octadecatrienoyl)-glycero-3-phosphate

Definition

1-(6Z,9Z,12Z-octadecatrienoyl)-glycero-3-phosphate is also known as PA(18:3(6Z,9Z,12Z)/0:0). 1-(6Z,9Z,12Z-octadecatrienoyl)-glycero-3-phosphate is considered to be practically insoluble (in water) and acidic. 1-(6Z,9Z,12Z-octadecatrienoyl)-glycero-3-phosphate is a glycerophosphate lipid molecule

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(6Z,9Z,12Z)-Octadecatrienoyl-sn-glycero-3-phosphate	ChEBI
1-(6Z,9Z,12Z-Octadecatrienoyl)-glycero-3-phosphate	ChEBI
PA(18:3(6Z,9Z,12Z)/0:0)	ChEBI
(6Z,9Z,12Z)-Octadecatrienoyl-sn-glycero-3-phosphoric acid	Generator
1-(6Z,9Z,12Z-Octadecatrienoyl)-glycero-3-phosphoric acid	Generator
1-(g-Linolenoyl)-sn-glycero-3-phosphate	Generator
1-(g-Linolenoyl)-sn-glycero-3-phosphoric acid	Generator
1-(gamma-Linolenoyl)-sn-glycero-3-phosphoric acid	Generator
1-(Γ-linolenoyl)-sn-glycero-3-phosphate	Generator
1-(Γ-linolenoyl)-sn-glycero-3-phosphoric acid	Generator

Chemical Formula

C₂₁H₃₇O₇P

Average Molecular Weight

432.494

Monoisotopic Molecular Weight

432.227690529

IUPAC Name

[(2R)-2-hydroxy-3-[(6Z,9Z,12Z)-octadeca-6,9,12-trienoyloxy]propoxy]phosphonic acid

Traditional Name

(2R)-2-hydroxy-3-[(6Z,9Z,12Z)-octadeca-6,9,12-trienoyloxy]propoxyphosphonic acid

CAS Registry Number

Not Available

SMILES

[H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])C\C([H])=C(\[H])CCCCC(=O)OC[C@@]([H])(O)COP(O)(O)=O

InChI Identifier

InChI=1S/C21H37O7P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(23)27-18-20(22)19-28-29(24,25)26/h6-7,9-10,12-13,20,22H,2-5,8,11,14-19H2,1H3,(H2,24,25,26)/b7-6-,10-9-,13-12-/t20-/m1/s1

InChI Key

KWFUSJZUJLGPTO-ZJVPVJIZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-acylglycerol-3-phosphates. These are lysophosphatidic acids where the glycerol is esterified with a fatty acid at O-1 position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphates

Direct Parent

1-acylglycerol-3-phosphates

Alternative Parents

Substituents

1-acylglycerol-3-phosphate
Fatty acid ester
Monoalkyl phosphate
Fatty acyl
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Alcohol
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

1,2-diacyl-sn-glycerol 3-phosphate (CHEBI:74933 )
Monoacylglycerophosphates (LMGP10050023 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0062316)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0038 g/L	ALOGPS
logP	4.37	ALOGPS
logP	4.76	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	1.51	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	113.29 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	117.53 m³·mol⁻¹	ChemAxon
Polarizability	46.78 Å³	ChemAxon
Number of Rings	0	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

HMDB0062316

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

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

52929757

PDB ID

Not Available

ChEBI ID

74933

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 1-(6Z,9Z,12Z-octadecatrienoyl)-glycero-3-phosphate (CFc000042728)

MOL for CFc000042728 (1-(6Z,9Z,12Z-octadecatrienoyl)-glycero-3-phosphate)

3D MOL for CFc000042728 (1-(6Z,9Z,12Z-octadecatrienoyl)-glycero-3-phosphate)

3D SDF for CFc000042728 (1-(6Z,9Z,12Z-octadecatrienoyl)-glycero-3-phosphate)

3D-SDF for CFc000042728 (1-(6Z,9Z,12Z-octadecatrienoyl)-glycero-3-phosphate)

PDB for CFc000042728 (1-(6Z,9Z,12Z-octadecatrienoyl)-glycero-3-phosphate)

3D PDB for CFc000042728 (1-(6Z,9Z,12Z-octadecatrienoyl)-glycero-3-phosphate)

SMILES for CFc000042728 (1-(6Z,9Z,12Z-octadecatrienoyl)-glycero-3-phosphate)

INCHI for CFc000042728 (1-(6Z,9Z,12Z-octadecatrienoyl)-glycero-3-phosphate)

Structure for CFc000042728 (1-(6Z,9Z,12Z-octadecatrienoyl)-glycero-3-phosphate)

3D Structure for CFc000042728 (1-(6Z,9Z,12Z-octadecatrienoyl)-glycero-3-phosphate)