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Docosapentaenoic Acid

PubChem CID: 5497182

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Compound Synonyms docosapentaenoic acid, Clupanodonic acid, 24880-45-3, (7Z,10Z,13Z,16Z,19Z)-Docosa-7,10,13,16,19-pentaenoic acid, all-cis-7,10,13,16,19-Docosapentaenoic acid, cis-7,10,13,16,19-Docosapentaenoic acid, 7Z,10Z,13Z,16Z,19Z-Docosapentaenoic acid, Clupanodonate, UNII-NS3OZT14QT, (7Z,10Z,13Z,16Z,19Z)-Docosapentaenoic acid, (all Z)-7,10,13,16,19-Docosapentaenoic acid, (all-cis)-7,10,13,16,19-Docosapentaenoic Acid, Docosapentaenoic acid (22n-3), 7,10,13,16,19-Docasapentaenoic acid, (all-Z)-, NS3OZT14QT, 7,10,13,16,19-docosapentaenoic acid, (7Z,10Z,13Z,16Z,19Z)-, 7,10,13,16,19-Docosapentaenoic acid, (all Z)-, Docosapentaenoic acid 22n-3, CHEMBL496634, CHEBI:53488, 7,10,13,16,19-docosapentaenoate, DOCOSAPENTAENOIC ACID [WHO-DD], FA 22:5, Docosa-7c,10c,13c,16c,19c-pentaensaeure, C22:5 (N-3), Delta7,10,13,16,19-Docosapentaenoic acid, (all-Z)-7,10,13,16,19-Docosapentaenoic acid, 22:5 N-3, FA(22:5(7Z,10Z,13Z,16Z,19Z)), (7Z,10Z,13Z,16Z,19Z)-Docosa 7,10,13,16,19-pentaenoate, (7Z,10Z,13Z,16Z,19Z)-Docosa 7,10,13,16,19-pentaenoic acid, (all-Z)-7, 10, 13, 16, 19-docosapentaenoic acid, Docosapentaenoic, Osbond's acid, docosapentaenoic acids, fatty acid 22:5, I3-docosapentaenoic acid, free fatty acid 22:5, Omega3-docosapentaenoic acid, Docosapentaenoate (22N-3), SCHEMBL20748, BSPBio_001300, BML3-C02, DTXSID6074758, CHEBI:61204, CHEBI:132543, HMS1361A22, HMS1791A22, HMS1989A22, HMS3402A22, HMS3649F13, FA(22:5n3), docosapentaenoic acid (C22:5 N3), BDBM50269224, LMFA04000044, AKOS027382354, IDI1_033770, NCGC00161353-01, NCGC00161353-02, NCGC00161353-03, cis-7,10,13,16,19-Docosapentaenoate, 7Z,10Z,13Z,16Z,19Z-Docosapentaenoate, HY-113159, C22:5, CS-0062313, Docosa-7Z,10Z,13Z,16Z,19Z-pentaenoate, (all Z)-7,10,13,16,19-Docosapentaenoate, docosa-7Z,10Z,13Z,16Z,19Z-pentaenoic acid, G12426, All-cis-docosa-7,10,13,16,19-pentaenoic acid, SR-01000946652, Q3278345, SR-01000946652-1, 7,10,13,16,19-docosapentaenoic acid, (all-Z)-isomer, 7,10,13,16,19-Docosapentaenoic acid, (all-Z)- (8CI), (7Z,10Z,13Z,16Z,19Z)-7,10,13,16,19-Docosapentaenoic acid, (7Z,10Z,13Z,16Z,19Z)-Docosa-7,10,13,16,19-pentaenoicacid, 7,10,13,16,19-Docosapentaenoicacid,(7Z,10Z,13Z,16Z,19Z)-, all-cis-7,10,13,16,19-Docosapentaenoic acid, synthetic, >=97%, 7,10,13,16,19-Docosapentaenoic acid, (7Z,10Z,13Z,16Z,19Z)- (9CI), 244880-45-3, 32839-34-2, Docosapentaenoic acid (cis-7,10,13,16,19), 500 mug/mL in ethanol, certified reference material
Topological Polar Surface Area 37.3
Hydrogen Bond Donor Count 1.0
Heavy Atom Count 24.0
Pathway Kegg Map Id map00592
Description Docosapentaenoic acid (also known as clupanodonic acid) is an essential omega-3 fatty acid (EFA) which is prevalent in fish oils. Docosapentaenoic acid, commonly called DPA, is an intermediary between eicosapentaenoic acid (EPA, 20:5 &#969, -3) and docosahexaenoic acid (DHA, 22:6 &#969, -3). Seal oil is a rich source. There are three functions of docosapentaenoic acid. The most important is as part of phospholipids in all animal cellular membranes: a deficiency of docosapentaenoic acid leads to faulty membranes being formed. A second is in the transport and oxidation of cholesterol: clupanodonic acid tends to lower plasma cholesterol. A third function is as a precursor of prostanoids which are only formed from docosapentaenoic acid. Deficiency of this in experimental animals causes lesions mainly attributable to faulty cellular membranes: sudden failure of growth, lesions of skin and kidney and connective tissue, erythrocyte fragility, impaired fertility, uncoupling of oxidation and phosphorylation. In man pure deficiency of docosapentaenoic acid has been studied particularly in persons fed intravenously. A relative deficiency (that is, a low ratio in the body of docosapentaenoic to long-chain saturated fatty acids and isomers of docosapentaenoate) is common on Western diets and plays an important part in the causation of atherosclerosis, coronary thrombosis, multiple sclerosis, the triopathy of diabetes mellitus, hypertension and certain forms of malignant disease. Various factors affect the dietary requirement of docosapentaenoic acid. (PMID: 6469703) [HMDB]. 7Z,10Z,13Z,16Z,19Z-Docosapentaenoic acid is found in many foods, some of which are green zucchini, green bell pepper, green bean, and red bell pepper.
Isotope Atom Count 0.0
Molecular Complexity 425.0
Database Name cmaup_ingredients;fooddb_chem_all;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id P11511, P00352, Q9F4F7, Q96KQ7, P11473, P49798
Iupac Name (7Z,10Z,13Z,16Z,19Z)-docosa-7,10,13,16,19-pentaenoic acid
Prediction Hob 0.0
Target Id NPT441, NPT94
Xlogp 6.7
Molecular Formula C22H34O2
Prediction Swissadme 0.0
Inchi Key YUFFSWGQGVEMMI-JLNKQSITSA-N
Fcsp3 0.5
Logs -4.297
Rotatable Bond Count 15.0
State Solid
Logd 2.965
Synonyms (7Z,10Z,13Z,16Z,19Z)-Docosa 7,10,13,16,19-pentaenoate, (7Z,10Z,13Z,16Z,19Z)-Docosa 7,10,13,16,19-pentaenoic acid, (7Z,10Z,13Z,16Z,19Z)-Docosa-7,10,13,16,19-pentaenoate, (7Z,10Z,13Z,16Z,19Z)-Docosa-7,10,13,16,19-pentaenoic acid, (all Z)-7,10,13,16,19-Docosapentaenoate, (all Z)-7,10,13,16,19-Docosapentaenoic acid, 7,10,13,16,19-Docosapentaenoate, 7,10,13,16,19-Docosapentaenoic acid, all-cis-7,10,13,16,19-Docosapentaenoate, all-cis-7,10,13,16,19-Docosapentaenoic acid, C22:5n-3,6,9,12,15, cis-7,10,13,16,19-Docosapentaenoate, cis-7,10,13,16,19-Docosapentaenoic acid, Clupanodonate, Clupanodonic acid, Docosa-7c,10c,13c,16c,19c-pentaensaeure, Docosa-7Z,10Z,13Z,16Z,19Z-pentaenoate, Docosa-7Z,10Z,13Z,16Z,19Z-pentaenoic acid, Docosapentaenoate, Docosapentaenoic acid, DPA
Compound Name Docosapentaenoic Acid
Prediction Hob Swissadme 0.0
Exact Mass 330.256
Formal Charge 0.0
Monoisotopic Mass 330.256
Hydrogen Bond Acceptor Count 2.0
Molecular Weight 330.5
Covalent Unit Count 1.0
Total Atom Stereocenter Count 0.0
Total Bond Stereocenter Count 5.0
Esol -5.4666744000000005
Inchi InChI=1S/C22H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h3-4,6-7,9-10,12-13,15-16H,2,5,8,11,14,17-21H2,1H3,(H,23,24)/b4-3-,7-6-,10-9-,13-12-,16-15-
Smiles CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCC(=O)O
Nring 5.0
Defined Bond Stereocenter Count 5.0

  • 1. Outgoing r'ship FOUND_IN to/from Schisandra Chinensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Ulva Lactuca (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
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