Record Information |
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Version | 1.0 |
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Creation date | 2011-09-21 01:21:43 UTC |
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Update date | 2015-07-21 06:59:03 UTC |
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Primary ID | FDB027241 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | PIP2(16:2(9Z,12Z)/22:3(10Z,13Z,16Z)) |
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Description | PIP2(16:2(9Z,12Z)/22:3(10Z,13Z,16Z)) is a phosphatidylinositol bisphosphate. Phosphatidylinositol bisphosphates are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to a bisphosphorylated inositol (hexahydroxycyclohexane). Phosphatidylinositol bisphosphates are generated from phosphatidylinositols which are phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated. Phosphatidylinositols bisphosphates 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 18 and 20 carbons are the most common. PIP2(16:2(9Z,12Z)/22:3(10Z,13Z,16Z)), in particular, consists of one chain of (9Z,12Z-hexadecadienoate) at the C-1 position and one chain of (10Z,13Z,16Z-docosatrienoyl) at the C-2 position. The (9Z,12Z-hexadecadienoate) moiety is derived from fish oils, while the (10Z,13Z,16Z-docosatrienoyl) moiety is derived from fish oils. The most important phosphatidylinositol bisphosphate in both quantitative and biological terms is phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. Phosphatidylinositols phosphates are usually present at low levels only in tissues, typically at about 1 to 3% of the concentration of phosphatidylinositol. [HMDB] |
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CAS Number | Not Available |
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Structure | |
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Synonyms | Synonym | Source |
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1-(9Z,12Z-Hexadecadienoate)-2-(10Z,13Z,16Z-docosatrienoyl)-sn-glycero-3-O-(1'-myo-inositol-3',4'-bisate) | HMDB | 1-(9Z,12Z-Hexadecadienoate)-2-(10Z,13Z,16Z-docosatrienoyl)-sn-glycero-3-oinositol-bisate | HMDB | 1-(9Z,12Z-hexadecadienoate)-2-(10Z,13Z,16Z-docosatrienoyl)-sn-glycero-3-phospho-(1'-myo-inositol-3',4'-bisphosphate) | hmdb | 1-(9Z,12Z-hexadecadienoate)-2-(10Z,13Z,16Z-docosatrienoyl)-sn-glycero-3-phosphoinositol-bisphosphate | hmdb | Atidylinositol diate(16:2/22:3) | HMDB | Atidylinositol diate(16:2N4/22:3N6) | HMDB | Atidylinositol diate(16:2W4/22:3W6) | HMDB | Phosphatidylinositol Diphosphate(16:2/22:3) | hmdb | Phosphatidylinositol Diphosphate(16:2n4/22:3n6) | hmdb | Phosphatidylinositol Diphosphate(16:2w4/22:3w6) | hmdb | PIP2(16:2/22:3) | hmdb | PIP2(16:2n4/22:3n6) | hmdb | PIP2(16:2w4/22:3w6) | hmdb | PIP2[3',4'](16:2(9Z,12Z)/22:3(10Z,13Z,16Z)) | hmdb |
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Predicted Properties | |
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Chemical Formula | C47H83O19P3 |
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IUPAC name | {[(4S,6S)-4-({[(2R)-2-(docosa-10,13,16-trienoyloxy)-3-(hexadeca-9,12-dienoyloxy)propoxy](hydroxy)phosphoryl}oxy)-2,3,5-trihydroxy-6-(phosphonooxy)cyclohexyl]oxy}phosphonic acid |
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InChI Identifier | InChI=1S/C47H83O19P3/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-26-28-30-32-34-36-41(49)63-39(37-61-40(48)35-33-31-29-27-25-23-16-14-12-10-8-6-4-2)38-62-69(59,60)66-45-42(50)43(51)46(64-67(53,54)55)47(44(45)52)65-68(56,57)58/h8,10-11,13-14,16-18,20-21,39,42-47,50-52H,3-7,9,12,15,19,22-38H2,1-2H3,(H,59,60)(H2,53,54,55)(H2,56,57,58)/t39-,42?,43?,44?,45+,46?,47+/m1/s1 |
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InChI Key | SJLOPHYYGZLTGX-WPFJDRAISA-N |
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Isomeric SMILES | [H][C@@](COC(=O)CCCCCCCC=CCC=CCCC)(COP(O)(=O)O[C@@]1([H])C(O)C(O)C(OP(O)(O)=O)[C@@]([H])(OP(O)(O)=O)C1O)OC(=O)CCCCCCCCC=CCC=CCC=CCCCCC |
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Average Molecular Weight | 1045.0718 |
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Monoisotopic Molecular Weight | 1044.47414001 |
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Classification |
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Description | Belongs to the class of organic compounds known as phosphatidylinositol-4,5-bisphosphates. These are phosphatidylinositol bisphosphates in which the two phosphate groups are at C-4 and C-5 of the inositol moiety. |
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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 | Glycerophosphoinositol phosphates |
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Direct Parent | Phosphatidylinositol-4,5-bisphosphates |
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Alternative Parents | |
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Substituents | - Diacylglycerophosphoinositol-4,5-bisphosphate
- Diacylglycerophosphoinositol
- Glycerophosphoinositol
- Inositol phosphate
- Dialkyl phosphate
- Monoalkyl phosphate
- Fatty acid ester
- Cyclohexanol
- Fatty acyl
- Alkyl phosphate
- Phosphoric acid ester
- Organic phosphoric acid derivative
- Dicarboxylic acid or derivatives
- Cyclitol or derivatives
- Cyclic alcohol
- Secondary alcohol
- Carboxylic acid ester
- Polyol
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Alcohol
- Aliphatic homomonocyclic compound
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Molecular Framework | Aliphatic homomonocyclic compounds |
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External Descriptors | Not Available |
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Ontology |
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Ontology | No ontology term |
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Physico-Chemical Properties - Experimental |
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Physico-Chemical Properties - Experimental | Property | Value | Reference |
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Physical state | Solid | |
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Physical Description | Not Available | |
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Mass Composition | Not Available | |
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Melting Point | Not Available | |
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Boiling Point | Not Available | |
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Experimental Water Solubility | Not Available | |
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Experimental logP | Not Available | |
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Experimental pKa | Not Available | |
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Isoelectric point | Not Available | |
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Charge | Not Available | |
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Optical Rotation | Not Available | |
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Spectroscopic UV Data | Not Available | |
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Density | Not Available | |
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Refractive Index | Not Available | |
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Spectra |
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Spectra | Not Available |
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External Links |
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ChemSpider ID | 24767935 |
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ChEMBL ID | Not Available |
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KEGG Compound ID | C00626 |
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Pubchem Compound ID | 53480249 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | Not Available |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | Not Available |
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HMDB ID | HMDB10058 |
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CRC / DFC (Dictionary of Food Compounds) ID | Not Available |
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EAFUS ID | Not Available |
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Dr. Duke ID | Not Available |
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BIGG ID | Not Available |
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KNApSAcK ID | Not Available |
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HET ID | Not Available |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | Not Available |
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GoodScent ID | Not Available |
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SuperScent ID | Not Available |
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Wikipedia ID | Lecithin |
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Phenol-Explorer Metabolite ID | Not Available |
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Duplicate IDS | Not Available |
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Old DFC IDS | Not Available |
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Associated Foods |
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Food | Content Range | Average | Reference |
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Food | | | Reference |
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Biological Effects and Interactions |
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Health Effects / Bioactivities | Not Available |
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Enzymes | Name | Gene Name | UniProt ID |
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Phosphatidylserine synthase 1 | PTDSS1 | P48651 | Phosphatidylserine synthase 2 | PTDSS2 | Q9BVG9 | N-acetylglucosaminyl-phosphatidylinositol de-N-acetylase | PIGL | Q9Y2B2 | Phosphatidylinositol N-acetylglucosaminyltransferase subunit Q | PIGQ | Q9BRB3 | Phosphatidylinositol N-acetylglucosaminyltransferase subunit A | PIGA | P37287 | Phosphatidylinositol N-acetylglucosaminyltransferase subunit H | PIGH | Q14442 | Phosphatidylinositol N-acetylglucosaminyltransferase subunit C | PIGC | Q92535 | GPI mannosyltransferase 1 | PIGM | Q9H3S5 | Phosphatidylinositol-glycan biosynthesis class W protein | PIGW | Q7Z7B1 | Phosphatidylinositol-glycan biosynthesis class X protein | PIGX | Q8TBF5 | GPI mannosyltransferase 4 | PIGZ | Q86VD9 | GPI mannosyltransferase 3 | PIGB | Q92521 | Phosphatidylinositol-glycan biosynthesis class F protein | PIGF | Q07326 | GPI ethanolamine phosphate transferase 2 | PIGG | Q5H8A4 | GPI ethanolamine phosphate transferase 1 | PIGN | O95427 | GPI ethanolamine phosphate transferase 3 | PIGO | Q8TEQ8 | GPI transamidase component PIG-S | PIGS | Q96S52 | GPI transamidase component PIG-T | PIGT | Q969N2 | Phosphatidylinositol glycan anchor biosynthesis class U protein | PIGU | Q9H490 | GPI mannosyltransferase 2 | PIGV | Q9NUD9 | Phosphatidylinositol N-acetylglucosaminyltransferase subunit Y | PIGY | Q3MUY2 | Phosphatidylserine decarboxylase proenzyme | PISD | Q9UG56 | Phosphatidylinositol 3,4,5-trisphosphate 5-phosphatase 2 | INPPL1 | O15357 | Phosphatidylinositol 3,4,5-trisphosphate 5-phosphatase 1 | INPP5D | Q92835 | Phosphatidylinositol 3,4,5-trisphosphate 3-phosphatase TPTE2 | TPTE2 | Q6XPS3 | Phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit delta isoform | PIK3CD | O00329 | Phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit beta isoform | PIK3CB | P42338 | Phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit alpha isoform | PIK3CA | P42336 | Phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit gamma isoform | PIK3CG | P48736 | Phospholipase A1 member A | PLA1A | Q53H76 | PI-PLC X domain-containing protein 2 | PLCXD2 | Q0VAA5 | PI-PLC X domain-containing protein 1 | PLCXD1 | Q9NUJ7 | PI-PLC X domain-containing protein 3 | PLCXD3 | Q63HM9 |
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Pathways | Not Available |
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Metabolism | Not Available |
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Biosynthesis | Not Available |
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Organoleptic Properties |
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Flavours | Not Available |
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Files |
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MSDS | Not Available |
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References |
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Synthesis Reference | Not Available |
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General Reference | Not Available |
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Content Reference | |
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