ChemFOnt: Showing chemical card for 1-dodecanoyl-glycero-3-phosphate (CFc000042731)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:45:24 UTC

Chemfont ID

CFc000042731

Molecule Identification

Common Name

1-dodecanoyl-glycero-3-phosphate

Definition

1-dodecanoyl-glycero-3-phosphate is also known as LPA(12:0/0:0) or (2R)-2-Hydroxy-3-(phosphonooxy)propyl laurate. 1-dodecanoyl-glycero-3-phosphate is considered to be practically insoluble (in water) and acidic. 1-dodecanoyl-glycero-3-phosphate is a glycerophosphate lipid molecule

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2R)-2-Hydroxy-3-(phosphonooxy)propyl laurate	ChEBI
1-Dodecanoyl-2-lyso-sn-glycerol 3-phosphatidic acid	ChEBI
1-Dodecanoyl-glycero-3-phosphate	ChEBI
1-Dodecanoyl-sn-glycerol 3-phosphate	ChEBI
1-Lauroyl-2-lyso-sn-glycerol 3-phosphatidic acid	ChEBI
1-O-Dodecanoyl-sn-glycerol 3-phosphate	ChEBI
1-O-Lauroyl-sn-glycerol 3-phosphate	ChEBI
LPA(12:0/0:0)	ChEBI
PA(12:0/0:0)	ChEBI
(2R)-2-Hydroxy-3-(phosphonooxy)propyl lauric acid	Generator
1-Dodecanoyl-2-lyso-sn-glycerol 3-phosphatidate	Generator
1-Dodecanoyl-glycero-3-phosphoric acid	Generator
1-Dodecanoyl-sn-glycerol 3-phosphoric acid	Generator
1-Lauroyl-2-lyso-sn-glycerol 3-phosphatidate	Generator
1-O-Dodecanoyl-sn-glycerol 3-phosphoric acid	Generator
1-O-Lauroyl-sn-glycerol 3-phosphoric acid	Generator
1-Lauroyl-sn-glycerol 3-phosphoric acid	Generator
(2R)-2-Hydroxy-3-(phosphonooxy)propyl laate	Generator, HMDB
(2R)-2-Hydroxy-3-(phosphonooxy)propyl laic acid	Generator, HMDB

Chemical Formula

C₁₅H₃₁O₇P

Average Molecular Weight

354.38

Monoisotopic Molecular Weight

354.180740336

IUPAC Name

[(2R)-3-(dodecanoyloxy)-2-hydroxypropoxy]phosphonic acid

Traditional Name

(2R)-3-(dodecanoyloxy)-2-hydroxypropoxyphosphonic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](O)(COC(=O)CCCCCCCCCCC)COP(O)(O)=O

InChI Identifier

InChI=1S/C15H31O7P/c1-2-3-4-5-6-7-8-9-10-11-15(17)21-12-14(16)13-22-23(18,19)20/h14,16H,2-13H2,1H3,(H2,18,19,20)/t14-/m1/s1

InChI Key

STTKJLVEXMKLNA-CQSZACIVSA-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

laurate ester (CHEBI:62840 )
1-acyl-sn-glycerol 3-phosphate (CHEBI:62840 )
Monoacylglycerophosphates (LMGP10050015 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0062319)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

De Novo Triacylglycerol Biosynthesis TG(12:0/12:0/12:0) (PathBank: SMP0100942)
Phospholipid Biosynthesis CL(12:0/14:0/12:0/14:0) (PathBank: SMP0122065)
Phospholipid Biosynthesis CL(12:0/16:1(9Z)/12:0/16:1(9Z)) (PathBank: SMP0122070)
Phospholipid Biosynthesis CL(12:0/18:1(9Z)/12:0/18:1(9Z)) (PathBank: SMP0122074)
Phospholipid Biosynthesis CL(12:0/10:0/12:0/10:0) (PathBank: SMP0122061)
Phospholipid Biosynthesis CL(12:0/16:0/12:0/16:0) (PathBank: SMP0122068)
Phospholipid Biosynthesis CL(12:0/19:1(9Z)/12:0/19:1(9Z)) (PathBank: SMP0122075)
Phospholipid Biosynthesis CL(12:0/12:0(3-OH)/12:0/12:0) (PathBank: SMP0122135)
Phospholipid Biosynthesis CL(12:0/18:0/12:0/18:0) (PathBank: SMP0122072)
Phospholipid Biosynthesis CL(12:0/12:0/12:0/12:0) (PathBank: SMP0122136)
Phospholipid Biosynthesis CL(12:0/i-19:0/12:0/i-19:0) (PathBank: SMP0122139)
Phospholipid Biosynthesis CL(12:0/15:0/12:0/15:0) (PathBank: SMP0122066)
Phospholipid Biosynthesis CL(12:0/10:0(3-OH)/12:0/10:0(3-OH)) (PathBank: SMP0122134)
Phospholipid Biosynthesis CL(12:0/14:0(3-OH)/12:0/14:0(3-OH)) (PathBank: SMP0122137)
Phospholipid Biosynthesis CL(12:0/17:0cycw7/12:0/12:0) (PathBank: SMP0122138)
Triacylglycerol Metabolism TG(12:0/12:0/12:0) (PathBank: SMP0006723)
Triacylglycerol Metabolism TG(12:0/12:0/14:0) (PathBank: SMP0006729)
Triacylglycerol Metabolism TG(12:0/12:0/14:1(9Z)) (PathBank: SMP0006733)
Triacylglycerol Metabolism TG(12:0/12:0/16:0) (PathBank: SMP0006738)
Triacylglycerol Metabolism TG(12:0/14:0/14:0) (PathBank: SMP0006739)
Triacylglycerol Metabolism TG(12:0/12:0/16:1(9Z)) (PathBank: SMP0006745)
Triacylglycerol Metabolism TG(12:0/14:0/14:1(9Z)) (PathBank: SMP0006746)
Triacylglycerol Metabolism TG(12:0/14:1(9Z)/14:1(9Z)) (PathBank: SMP0006749)
Triacylglycerol Metabolism TG(12:0/12:0/18:0) (PathBank: SMP0006754)
Triacylglycerol Metabolism TG(12:0/14:0/16:0) (PathBank: SMP0006755)
Triacylglycerol Metabolism TG(12:0/15:0/15:0) (PathBank: SMP0006756)
Triacylglycerol Metabolism TG(12:0/12:0/18:1(9Z)) (PathBank: SMP0006763)
Triacylglycerol Metabolism TG(12:0/14:0/16:1(9Z)) (PathBank: SMP0006764)
Triacylglycerol Metabolism TG(12:0/14:1(9Z)/16:0) (PathBank: SMP0006765)
Triacylglycerol Metabolism TG(12:0/15:0/15:1(9Z)) (PathBank: SMP0006766)
Triacylglycerol Metabolism TG(12:0/14:1(9Z)/16:1(9Z)) (PathBank: SMP0006770)
Triacylglycerol Metabolism TG(12:0/15:1(9Z)/15:1(9Z)) (PathBank: SMP0006771)
Triacylglycerol Metabolism TG(12:0/15:0/16:0) (PathBank: SMP0006775)
Triacylglycerol Metabolism TG(12:0/15:0/16:1(9Z)) (PathBank: SMP0006780)
Triacylglycerol Metabolism TG(12:0/15:1(9Z)/16:0) (PathBank: SMP0006781)
Triacylglycerol Metabolism TG(12:0/15:1(9Z)/16:1(9Z)) (PathBank: SMP0006785)
Triacylglycerol Metabolism TG(12:0/12:0/20:0) (PathBank: SMP0006792)
Triacylglycerol Metabolism TG(12:0/14:0/18:0) (PathBank: SMP0006793)
Triacylglycerol Metabolism TG(12:0/16:0/16:0) (PathBank: SMP0006794)
Triacylglycerol Metabolism TG(12:0/12:0/20:1(13Z)) (PathBank: SMP0006803)
Triacylglycerol Metabolism TG(12:0/14:0/18:1(9Z)) (PathBank: SMP0006804)
Triacylglycerol Metabolism TG(12:0/14:1(9Z)/18:0) (PathBank: SMP0006805)
Triacylglycerol Metabolism TG(12:0/16:0/16:1(9Z)) (PathBank: SMP0006806)
Triacylglycerol Metabolism TG(12:0/14:1(9Z)/18:1(9Z)) (PathBank: SMP0006813)
Triacylglycerol Metabolism TG(12:0/16:1(9Z)/16:1(9Z)) (PathBank: SMP0006814)
Triacylglycerol Metabolism TG(12:0/15:0/18:0) (PathBank: SMP0006821)
Triacylglycerol Metabolism TG(12:0/15:0/18:1(9Z)) (PathBank: SMP0006828)
Triacylglycerol Metabolism TG(12:0/15:1(9Z)/18:0) (PathBank: SMP0006829)
Triacylglycerol Metabolism TG(12:0/15:1(9Z)/18:1(9Z)) (PathBank: SMP0006835)
Triacylglycerol Metabolism TG(12:0/12:0/22:0) (PathBank: SMP0006847)
Triacylglycerol Metabolism TG(12:0/14:0/20:0) (PathBank: SMP0006848)
Triacylglycerol Metabolism TG(12:0/16:0/18:0) (PathBank: SMP0006849)
Triacylglycerol Metabolism TG(12:0/12:0/22:1(13Z)) (PathBank: SMP0006860)
Triacylglycerol Metabolism TG(12:0/14:0/20:1(13Z)) (PathBank: SMP0006861)
Triacylglycerol Metabolism TG(12:0/14:1(9Z)/20:0) (PathBank: SMP0006862)
Triacylglycerol Metabolism TG(12:0/16:0/18:1(9Z)) (PathBank: SMP0006863)
Triacylglycerol Metabolism TG(12:0/16:1(9Z)/18:0) (PathBank: SMP0006864)
Triacylglycerol Metabolism TG(12:0/14:1(9Z)/20:1(13Z)) (PathBank: SMP0006874)
Triacylglycerol Metabolism TG(12:0/16:1(9Z)/18:1(9Z)) (PathBank: SMP0006875)
Triacylglycerol Metabolism TG(12:0/15:0/20:0) (PathBank: SMP0006885)
Triacylglycerol Metabolism TG(12:0/12:0/24:0) (PathBank: SMP0006893)
Triacylglycerol Metabolism TG(12:0/14:0/22:0) (PathBank: SMP0006894)
Triacylglycerol Metabolism TG(12:0/16:0/20:0) (PathBank: SMP0006895)
Triacylglycerol Metabolism TG(12:0/18:0/18:0) (PathBank: SMP0006896)
Triacylglycerol Metabolism TG(12:0/12:0/25:0) (PathBank: SMP0006905)
Triacylglycerol Metabolism TG(12:0/15:0/22:0) (PathBank: SMP0006906)
Triacylglycerol Metabolism TG(12:0/12:0/26:0) (PathBank: SMP0006916)
Triacylglycerol Metabolism TG(12:0/14:0/24:0) (PathBank: SMP0006917)
Triacylglycerol Metabolism TG(12:0/16:0/22:0) (PathBank: SMP0006918)
Triacylglycerol Metabolism TG(12:0/18:0/20:0) (PathBank: SMP0006919)
Triacylglycerol Metabolism TG(12:0/12:0/27:0) (PathBank: SMP0006929)
Triacylglycerol Metabolism TG(12:0/14:0/25:0) (PathBank: SMP0006930)
Triacylglycerol Metabolism TG(12:0/15:0/24:0) (PathBank: SMP0006931)
Triacylglycerol Metabolism TG(12:0/12:0/28:0) (PathBank: SMP0006941)
Triacylglycerol Metabolism TG(12:0/14:0/26:0) (PathBank: SMP0006942)
Triacylglycerol Metabolism TG(12:0/15:0/25:0) (PathBank: SMP0006943)
Triacylglycerol Metabolism TG(12:0/16:0/24:0) (PathBank: SMP0006944)
Triacylglycerol Metabolism TG(12:0/18:0/22:0) (PathBank: SMP0006945)
Triacylglycerol Metabolism TG(12:0/20:0/20:0) (PathBank: SMP0006946)
Triacylglycerol Metabolism TG(12:0/12:0/29:0) (PathBank: SMP0006957)
Triacylglycerol Metabolism TG(12:0/14:0/27:0) (PathBank: SMP0006958)
Triacylglycerol Metabolism TG(12:0/15:0/26:0) (PathBank: SMP0006959)
Triacylglycerol Metabolism TG(12:0/16:0/25:0) (PathBank: SMP0006960)
Triacylglycerol Metabolism TG(12:0/12:0/30:0) (PathBank: SMP0006971)
Triacylglycerol Metabolism TG(12:0/14:0/28:0) (PathBank: SMP0006972)
Triacylglycerol Metabolism TG(12:0/15:0/27:0) (PathBank: SMP0006973)
Triacylglycerol Metabolism TG(12:0/16:0/26:0) (PathBank: SMP0006974)
Triacylglycerol Metabolism TG(12:0/18:0/24:0) (PathBank: SMP0006975)
Triacylglycerol Metabolism TG(12:0/20:0/22:0) (PathBank: SMP0006976)
Triacylglycerol Metabolism TG(12:0/14:0/29:0) (PathBank: SMP0006990)
Triacylglycerol Metabolism TG(12:0/15:0/28:0) (PathBank: SMP0006991)
Triacylglycerol Metabolism TG(12:0/16:0/27:0) (PathBank: SMP0006992)
Triacylglycerol Metabolism TG(12:0/18:0/25:0) (PathBank: SMP0006993)
Triacylglycerol Metabolism TG(12:0/14:0/30:0) (PathBank: SMP0007006)
Triacylglycerol Metabolism TG(12:0/15:0/29:0) (PathBank: SMP0007007)
Triacylglycerol Metabolism TG(12:0/16:0/28:0) (PathBank: SMP0007008)
Triacylglycerol Metabolism TG(12:0/18:0/26:0) (PathBank: SMP0007009)
Triacylglycerol Metabolism TG(12:0/20:0/24:0) (PathBank: SMP0007010)
Triacylglycerol Metabolism TG(12:0/22:0/22:0) (PathBank: SMP0007011)
Triacylglycerol Metabolism TG(12:0/15:0/30:0) (PathBank: SMP0007026)
Triacylglycerol Metabolism TG(12:0/16:0/29:0) (PathBank: SMP0007027)
Triacylglycerol Metabolism TG(12:0/18:0/27:0) (PathBank: SMP0007028)
Triacylglycerol Metabolism TG(12:0/20:0/25:0) (PathBank: SMP0007029)

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.16 g/L	ALOGPS
logP	2.47	ALOGPS
logP	3.18	ChemAxon
logS	-3.4	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	16	ChemAxon
Refractivity	86.58 m³·mol⁻¹	ChemAxon
Polarizability	38.14 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

HMDB0062319

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

52929750

PDB ID

Not Available

ChEBI ID

62840

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 1-dodecanoyl-glycero-3-phosphate (CFc000042731)

MOL for CFc000042731 (1-dodecanoyl-glycero-3-phosphate)

3D MOL for CFc000042731 (1-dodecanoyl-glycero-3-phosphate)

3D SDF for CFc000042731 (1-dodecanoyl-glycero-3-phosphate)

3D-SDF for CFc000042731 (1-dodecanoyl-glycero-3-phosphate)

PDB for CFc000042731 (1-dodecanoyl-glycero-3-phosphate)

3D PDB for CFc000042731 (1-dodecanoyl-glycero-3-phosphate)

SMILES for CFc000042731 (1-dodecanoyl-glycero-3-phosphate)

INCHI for CFc000042731 (1-dodecanoyl-glycero-3-phosphate)

Structure for CFc000042731 (1-dodecanoyl-glycero-3-phosphate)

3D Structure for CFc000042731 (1-dodecanoyl-glycero-3-phosphate)