| Record Information |
|---|
| Version | 1.0 |
|---|
| Creation Date | 2016-09-30 23:45:58 UTC |
|---|
| Update Date | 2020-05-11 18:37:55 UTC |
|---|
| BMDB ID | BMDB0007864 |
|---|
| Secondary Accession Numbers | |
|---|
| Metabolite Identification |
|---|
| Common Name | PA(18:1(9Z)/18:1(11Z)) |
|---|
| Description | PA(18:1(9Z)/18:1(11Z)) is a phosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. As is the case with diacylglycerols, phosphatidic acids can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PA(18:1(9Z)/18:1(11Z)), in particular, consists of one 9Z-octadecenoyl chain to the C-1 atom, and one 11Z-octadecenoyl to the C-2 atom. The oleic acid moiety is derived from vegetable oils, especially olive and canola oil, while the oleic acid moiety is derived from vegetable oils, especially olive and canola oil. Phosphatidic acids are quite rare but are extremely important as intermediates in the biosynthesis of triacylglycerols and phospholipids. |
|---|
| Structure | |
|---|
| Synonyms | | Value | Source |
|---|
| 1-(9Z)-Octadecenoyl-2-(11Z)-octadecenoyl-sn-glycero-3-phosphate | ChEBI | | 1-Oleoyl-2-(Z)-vaccenoyl-sn-glycero-3-phosphate | ChEBI | | 1-Oleoyl-2-vaccenoyl-sn-glycero-3-phosphate | ChEBI | | PA(18:1/18:1) | ChEBI | | PA(18:1OMEGA9/18:1OMEGA7) | ChEBI | | PA(36:2) | ChEBI | | Phosphatidic acid(18:1/18:1) | ChEBI | | Phosphatidic acid(18:1omega9/18:1omega7) | ChEBI | | Phosphatidic acid(36:2) | ChEBI | | 1-(9Z)-Octadecenoyl-2-(11Z)-octadecenoyl-sn-glycero-3-phosphoric acid | Generator | | 1-Oleoyl-2-(Z)-vaccenoyl-sn-glycero-3-phosphoric acid | Generator | | 1-Oleoyl-2-vaccenoyl-sn-glycero-3-phosphoric acid | Generator | | Phosphatidate(18:1/18:1) | Generator | | Phosphatidate(18:1OMEGA9/18:1OMEGA7) | Generator | | Phosphatidate(36:2) | Generator |
|
|---|
| Chemical Formula | C39H73O8P |
|---|
| Average Molecular Weight | 700.979 |
|---|
| Monoisotopic Molecular Weight | 700.504306309 |
|---|
| IUPAC Name | [(2R)-2-[(11Z)-octadec-11-enoyloxy]-3-[(9Z)-octadec-9-enoyloxy]propoxy]phosphonic acid |
|---|
| Traditional Name | (2R)-2-[(11Z)-octadec-11-enoyloxy]-3-[(9Z)-octadec-9-enoyloxy]propoxyphosphonic acid |
|---|
| CAS Registry Number | Not Available |
|---|
| SMILES | [H][C@@](COC(=O)CCCCCCC\C=C/CCCCCCCC)(COP(O)(O)=O)OC(=O)CCCCCCCCC\C=C/CCCCCC |
|---|
| 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/h14,16-17,19,37H,3-13,15,18,20-36H2,1-2H3,(H2,42,43,44)/b16-14-,19-17-/t37-/m1/s1 |
|---|
| InChI Key | WXGVPSHYGAKQHX-YFPMXLMLSA-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 | |
|---|
| Ontology |
|---|
| Status | Expected but not Quantified |
|---|
| Origin | |
|---|
| Biofunction | Not Available |
|---|
| Application | Not Available |
|---|
| Cellular locations | - Cell membrane
- Intracellular membrane
- Membrane
|
|---|
| Physical Properties |
|---|
| State | Solid |
|---|
| Experimental Properties | | Property | Value | Reference |
|---|
| Melting Point | Not Available | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | Not Available | | LogP | Not Available | Not Available |
|
|---|
| Predicted Properties | |
|---|
| Spectra |
|---|
| Spectra | |
|---|
| Pathways | |
|---|
