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Record Information |
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| Version |
1.0 |
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| Update Date |
1/22/2018 11:54:54 AM |
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Metabolite ID | PAMDB004098 |
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Identification |
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| Name: |
PG(18:1(9Z)/19:iso) |
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| Description: | PG(18:1(9Z)/19:iso) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(18:1(9Z)/19:iso), in particular, consists of one 9Z-octadecenoyl chain to the C-1 atom, and one 17-methylocatdecanoyl to the C-2 atom. In Pseudomonas aeruginosa glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes. |
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Structure |
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| Synonyms: | - 1-(9Z-octadecenoyl)-2-17-methylocatdecanoyl-sn-glycero-3-phospho-(1'-glycerol)
- 1-(9Z-octadecenoyl)-2-17-methylocatdecanoyl-sn-glycero-3-phosphoglycerol
- 1-oleoyl-2-17-methylocatdecanoyl-sn-glycero-3-phosphoglycerol
- GPG(18:1/19:0)
- GPG(37:1)
- PG(18:1/19:0)
- PG(37:1)
- Phosphatidylglycerol(18:1/19:0)
- Phosphatidylglycerol(37:1)
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Chemical Formula: |
C43H83O10P |
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| Average Molecular Weight: |
791.0869 |
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| Monoisotopic Molecular
Weight: |
790.572385388 |
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| InChI Key: |
RHWQNOBBTQVPQG-QXMHVHEDSA-N |
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| InChI: | InChI=1S/C43H83O10P/c1-4-5-6-7-8-9-10-11-12-15-18-21-24-27-30-33-42(46)50-37-41(38-52-54(48,49)51-36-40(45)35-44)53-43(47)34-31-28-25-22-19-16-13-14-17-20-23-26-29-32-39(2)3/h11-12,39-41,44-45H,4-10,13-38H2,1-3H3,(H,48,49)/b12-11- |
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| CAS
number: |
Not Available |
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| IUPAC Name: | (2,3-dihydroxypropoxy)({2-[(17-methyloctadecanoyl)oxy]-3-[(9Z)-octadec-9-enoyloxy]propoxy})phosphinic acid |
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Traditional IUPAC Name: |
2,3-dihydroxypropoxy(2-[(17-methyloctadecanoyl)oxy]-3-[(9Z)-octadec-9-enoyloxy]propoxy)phosphinic acid |
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| SMILES: | CCCCCCCC\C=C/CCCCCCCC(=O)OCC(COP(O)(=O)OCC(O)CO)OC(=O)CCCCCCCCCCCCCCCC(C)C |
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Chemical Taxonomy |
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Taxonomy Description | This compound belongs to the class of organic compounds known as phosphatidylglycerols. These are glycerophosphoglycerols in which two fatty acids are bonded to the 1-glycerol moiety through ester linkages. |
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Kingdom |
Organic compounds |
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| Super Class | Lipids and lipid-like molecules |
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Class |
Glycerophospholipids |
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| Sub Class | Glycerophosphoglycerols |
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Direct Parent |
Phosphatidylglycerols |
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| Alternative Parents |
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| Substituents |
- 1,2-diacylglycerophosphoglycerol
- Fatty acid ester
- Dialkyl phosphate
- Dicarboxylic acid or derivatives
- Fatty acyl
- Alkyl phosphate
- Organic phosphate
- Organic phosphoric acid derivative
- Phosphoric acid ester
- 1,2-diol
- Carboxylic acid ester
- Secondary alcohol
- Carboxylic acid derivative
- Hydrocarbon derivative
- Organic oxide
- Alcohol
- Carbonyl group
- Primary alcohol
- Organooxygen compound
- Aliphatic acyclic compound
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| Molecular Framework |
Aliphatic acyclic compounds |
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| External Descriptors |
Not Available |
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Physical Properties |
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| State: |
Solid |
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| Charge: | -1 |
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Melting point: |
Not Available |
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| Experimental Properties: |
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| Predicted Properties |
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Biological Properties |
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| Cellular Locations: |
Membrane |
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| Reactions: | |
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Pathways: |
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Spectra |
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| Spectra: |
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References |
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| References: |
- Casadei MA, Ma?as P, Niven G, Needs E, Mackey BM. (2002) "Role of membrane fluidity in pressure resistance of Escherichia coli NCTC 8164." Appl Environ Microbiol. 68(12):5965-72. Pubmed: 12450817
- Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. Pubmed: 22080510
- Yurtsever D. (2007). Fatty acid methyl ester profiling of Enterococcus and Esherichia coli for microbial source tracking. M.sc. Thesis. Villanova University: U.S.A
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| Synthesis Reference: |
Not Available |
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| Material Safety Data Sheet (MSDS) |
Not Available |
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Links |
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| External Links: |
| Resource | Link |
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| CHEBI ID | Not Available | | HMDB ID | Not Available | | Pubchem Compound ID | Not Available | | Kegg ID | Not Available | | ChemSpider ID | Not Available | | Wikipedia ID | Not Available | | BioCyc ID | Not Available |
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