Showing Compound CPA(18:1(11Z)/0:0) (FDB024199)

Record Information

Version

1.0

Creation date

2011-09-21 00:41:15 UTC

Update date

2015-07-21 06:58:01 UTC

Primary ID

FDB024199

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

CPA(18:1(11Z)/0:0)

Description

cPA(18:1(11Z)/0:0) is a cyclic phosphatidic acid or cyclic lysophosphatidic acid. It is a glycerophospholipid in which a cyclic phosphate moiety occupies two glycerol substitution sites. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1). Fatty acids containing 16 and 18 carbons are the most common. Cyclic phosphatidic acids have been detected in a wide range of organisms including humans, especially in the brain but also in serum (at a concentration of 10-7M). cPA's have a cyclic phosphate at the sn-2 and sn-3 positions of the glycerol carbons, and this structure is absolutely necessary for their activities. In particular, it is found in tissues subject to injury, and while it may have some similar signalling functions to lysophosphatidic acid per se, it also has some quite distinct biological activities. For example, cyclic phosphatidic acid is known to be a specific inhibitor of DNA polymerase alpha. It has an appreciable effect on the inhibition of cancer cell invasion and metastasis. [HMDB]

CAS Number

Not Available

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
1-(11Z-Octadecenoyl)-cycloatidic acid	HMDB
1-(11Z-octadecenoyl)-cyclophosphatidic acid	hmdb
1-Vaccenoyl-glycero-3-cycloate	HMDB
1-vaccenoyl-glycero-3-cyclophosphate	hmdb
CPA(18:1)	HMDB
CPA(18:1/0:0)	HMDB
cPA(18:1n7/0:0)	hmdb
cPA(18:1w7/0:0)	hmdb
Cyclic atidic acid(18:1)	HMDB
Cyclic atidic acid(18:1/0:0)	HMDB
Cyclic atidic acid(18:1N7/0:0)	HMDB
Cyclic atidic acid(18:1W7/0:0)	HMDB
Cyclic Phosphatidic acid(18:1n7/0:0)	hmdb
Cyclic Phosphatidic acid(18:1w7/0:0)	hmdb

Predicted Properties

Property	Value	Source
Water Solubility	0.0022 g/L	ALOGPS
logP	5.66	ALOGPS
logP	6.38	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	1.84	ChemAxon
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	82.06 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	111.52 m³·mol⁻¹	ChemAxon
Polarizability	48.6 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C21H39O6P

IUPAC name

(2-hydroxy-2-oxo-1,3,2lambda5-dioxaphospholan-4-yl)methyl octadec-11-enoate

InChI Identifier

InChI=1S/C21H39O6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(22)25-18-20-19-26-28(23,24)27-20/h7-8,20H,2-6,9-19H2,1H3,(H,23,24)

InChI Key

AXUULXHJKNFQON-UHFFFAOYSA-N

Isomeric SMILES

CCCCCCC=CCCCCCCCCCC(=O)OCC1COP(O)(=O)O1

Average Molecular Weight

418.5045

Monoisotopic Molecular Weight

418.248425492

Classification

Description

Belongs to the class of organic compounds known as 1-acyl-sn-glycerol-2,3-cyclic-phosphates. These are monoacylglycerophosphates consisting of a sn-glycerol 2,3-cyclic phosphate that carries an acyl group at the 1-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphates

Direct Parent

1-acyl-sn-glycerol-2,3-cyclic-phosphates

Alternative Parents

Substituents

1-acyl-sn-glycerol-2,3-cyclic-phosphate
Fatty acid ester
Organic phosphoric acid derivative
Fatty acyl
1,3_dioxaphospholane
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organooxygen compound
Organic oxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

No ontology term

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

Not Available

External Links

ChemSpider ID

24766508

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

53477946

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB07005

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

Showing Compound CPA(18:1(11Z)/0:0) (FDB024199)

Structure for FDB024199 (CPA(18:1(11Z)/0:0))