Showing Compound 9-Octadecenoic acid 1-[(phosphonoxy)methyl]-1,2-ethanediyl ester (FDB003140)

Record Information

Version

1.0

Creation date

2010-04-08 22:05:40 UTC

Update date

2015-07-20 21:51:23 UTC

Primary ID

FDB003140

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

9-Octadecenoic acid 1-[(phosphonoxy)methyl]-1,2-ethanediyl ester

Description

9-Octadecenoic acid 1-[(phosphonoxy)methyl]-1,2-ethanediyl ester, also known as [2,3-bis(octadec-9-enoyloxy)propoxy]phosphonic acid or PA(18:1/18:1), 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. Based on a literature review a significant number of articles have been published on 9-Octadecenoic acid 1-[(phosphonoxy)methyl]-1,2-ethanediyl ester.

CAS Number

61617-08-1

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
1,2-Bis(octadec-9-enoyl)phosphatidate	Generator
9-Octadecenoate 1-[(phosphonoxy)methyl]-1,2-ethanediyl ester	Generator
9-Octadecenoic acid 1-[(onoxy)methyl]-1,2-ethanediyl ester, 9ci	HMDB
9-Octadecenoic acid 1-[(phosphonoxy)methyl]-1,2-ethanediyl ester, 9ci	HMDB
9-Octadecenoic acid 1-[(phosphonoxy)methyl]-1,2-ethanediyl ester, 9CI	db_source
[2,3-Bis(octadec-9-enoyloxy)propoxy]phosphonate	Generator
[2,3-Bis(octadec-9-enoyloxy)propoxy]phosphonic acid	ChEBI
Bis(octadec-9-enoyl)phosphatidate	Generator
Bis(octadec-9-enoyl)phosphatidic acid	ChEBI
Diarsenic acid, tetrasodium salt	HMDB

Showing 1 to 10 of 23 entries

Predicted Properties

Property	Value	Source
Water Solubility	6.7e-05 g/L	ALOGPS
logP	9.13	ALOGPS
logP	12.93	ChemAxon
logS	-7	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	38	ChemAxon
Refractivity	199.21 m³·mol⁻¹	ChemAxon
Polarizability	86.66 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

Chemical Formula

C39H73O8P

IUPAC name

[2,3-bis(octadec-9-enoyloxy)propoxy]phosphonic acid

InChI Identifier

InChI=1S/C39H73O8P/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/h17-20,37H,3-16,21-36H2,1-2H3,(H2,42,43,44)

InChI Key

MHUWZNTUIIFHAS-UHFFFAOYSA-N

Isomeric SMILES

CCCCCCCCC=CCCCCCCCC(=O)OCC(COP(O)(O)=O)OC(=O)CCCCCCCC=CCCCCCCCC

Average Molecular Weight

700.9659

Monoisotopic Molecular Weight

700.504305824

Classification

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

Ontology

Physiological effect

Organoleptic effect:

Touch:

Smooth

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Animal

Biological location:

Biofluid and excreta:

Blood

Cell and elements:

Extracellular

Subcellular:

Process

Naturally occurring process:

Biological process:

Chemical reaction:

Lipid peroxidation

Biochemical pathway:

Biochemical process:

Cellular process:

Cell signaling

Role

Industrial application:

Food and nutrition:

Biological role:

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	C 66.83%; H 10.50%; O 18.26%; P 4.42%	DFC
Melting Point	Not Available
Optical Rotation	[a]22D +3.8 (c, 5 in CHCl3) (R-form)	DFC

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Not Available

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0gb9-1162905400-d69d340692be5ea5a6c4	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01b9-4295635000-8f0ffdd45ec743ee772b	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00dr-1179253000-a1620ac69c5647f7764d	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-01sj-4090303000-83d1edac2059b42f4ce8	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9050000000-147a9235a2e68f5c16df	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-0709473735ea05f64bfe	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0000009000-55a7c1167cbe0f25b0be	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00l2-1160709000-29509e1741f42c75d166	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001i-1190301000-37df9990afdea06a6940	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0f89-0000009500-c84c90ec7d2e858c69f3	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0000007900-6386210cf4e9425daf33	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0uxr-0000509100-163cface94c4f3099804	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0000000900-af2da6ae565960d02a74	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00i0-0000009900-7e41e59856bf50ddbb3c	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-05i3-0000904600-65f32117a29942491df4	2021-09-24	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

4730050

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

5873088

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB31129

CRC / DFC (Dictionary of Food Compounds) ID

JRF35-U:CRN22-D

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

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Food	Content Range	Average	Reference

Processing...

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 9-Octadecenoic acid 1-[(phosphonoxy)methyl]-1,2-ethanediyl ester (FDB003140)

Structure for FDB003140 (9-Octadecenoic acid 1-[(phosphonoxy)methyl]-1,2-ethanediyl ester)