12-Oxo-phytodienoic acid
PubChem CID: 5280411
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| Compound Synonyms | 12-Oxo-phytodienoic acid, 85551-10-6, 12-Oxo phytodienoic acid, 12-Oxo-pda, rac 12-Oxophytodienoic Acid, 12-OPDA, 8-[(1S,5S)-4-oxo-5-[(Z)-pent-2-enyl]cyclopent-2-en-1-yl]octanoic acid, 12-Oxophytodienoic acid, (15Z)-12-Oxophyto-10,15-dienoic acid, (9S,13S)-12-oxo-phytodienoic acid, 12-Oxo-10,15(Z)-phytodienoic acid, 8-[(3S,4S)-4alpha-[(Z)-2-Pentenyl]-5-oxo-1-cyclopentene-3alpha-yl]octanoic acid, 67204-66-4, (1S,2S)-3-oxo-2-(2'Z-pentenyl)cyclopent-4-eneoctanoic acid, 8-((1S,5S)-4-oxo-5-((Z)-pent-2-en-1-yl)cyclopent-2-en-1-yl)octanoic acid, 8-{(1S,5S)-4-oxo-5-[(2Z)-pent-2-en-1-yl]cyclopent-2-en-1-yl}octanoic acid, o-Phytodienoic acid, (9S,13S,15Z)-12-Oxophyto-10,15-dienoate, 8-(2-(cis-2'-Pentenyl)-3-oxo-cis-4-cyclopentenyl)octanoic acid, 12-oxo-phytodienoic acid, SCHEMBL594566, MEGxp0_001329, (9S,13S)-OPDA, DTXSID6043705, ACon1_001835, CHEBI:15560, (9S,13S)-12-Oxophytodienoate, PMTMAFAPLCGXGK-JMTMCXQRSA-N, CMC_7397, cis-(+)-12-Oxo-phytodienoic acid, (9S,13S)-12-Oxophytodienoic acid, CMC_13962, EX-A10921, LMFA02010001, AKOS040753379, 9(S),13(S)-12-Oxo-PDA, NCGC00180091-01, DA-49087, HY-118828, CS-0068615, C01226, (9S,13S,15Z)-12-Oxo-10,15-phytodienoic acid, 4-oxo-5-(2-pentenyl)-2-Cyclopentene-1-octanoic acid, BRD-K61835853-001-01-6, Q27098102, (1S,5S)-4-Oxo-5-(2Z)-2-penten-1-yl-2-cyclopentene-1-octanoic acid, 2-cyclopentene-1-octanoic acid, 4-oxo-5-[(2Z)-2-pentenyl]-, (1S,5S)-, 2-Cyclopentene-1-octanoic acid, 4-oxo-5-(2-pentenyl)-, [1S-[1alpha,5alpha(Z)]]- |
|---|---|
| Topological Polar Surface Area | 54.4 |
| Hydrogen Bond Donor Count | 1.0 |
| Heavy Atom Count | 21.0 |
| Description | 12-oxo-pda, also known as (15z)-12-oxophyto-10,15-dienoate or 12-oxo-10,15(Z)-phytodienoic acid, is a member of the class of compounds known as prostaglandins and related compounds. Prostaglandins and related compounds are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid. Thus, 12-oxo-pda is considered to be an octadecanoid lipid molecule. 12-oxo-pda is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 12-oxo-pda can be found in corn, which makes 12-oxo-pda a potential biomarker for the consumption of this food product. |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 382.0 |
| Database Name | fooddb_chem_all;hmdb_chem_all;pubchem |
| Defined Atom Stereocenter Count | 2.0 |
| Iupac Name | 8-[(1S,5S)-4-oxo-5-[(Z)-pent-2-enyl]cyclopent-2-en-1-yl]octanoic acid |
| Nih Violation | False |
| Class | Fatty Acyls |
| Xlogp | 4.7 |
| Superclass | Lipids and lipid-like molecules |
| Is Pains | False |
| Subclass | Eicosanoids |
| Molecular Formula | C18H28O3 |
| Inchi Key | PMTMAFAPLCGXGK-JMTMCXQRSA-N |
| Rotatable Bond Count | 11.0 |
| Synonyms | (15Z)-12-Oxophyto-10,15-dienoate, (15Z)-12-Oxophyto-10,15-dienoic acid, (9S,13S,15Z)-12-Oxo-10,15-phytodienoic acid, (9S,13S)-12-Oxophytodienoic acid, 12-OPDA, 12-Oxo-10,15(Z)-phytodienoic acid, 12-Oxo-cis-10,15-phytodienoic acid, 12-oxo-phytodienoic acid, 12-oxophytodienoic acid, 2-Cyclopentene-1-octanoic acid, 9(S),13(S)-12-Oxo-PDA, cis-(+)-12-Oxo-phytodienoic acid, O-phytodienoic acid, OPDA, 12-oxo-10,15(Z)-Phytodienoic acid, 12-Oxophytodienoic acid, 4-oxo-5-(2-Pentenyl)-2-cyclopentene-1-octanoic acid, 8-(2-(cis-2'-Pentenyl)-3-oxo-cis-4-cyclopentenyl)octanoic acid, 9(S),13(S)-12-oxo-PDA, 12-oxo-10,15(Z)-Phytodienoate, 12-Oxophytodienoate, 4-oxo-5-(2-Pentenyl)-2-cyclopentene-1-octanoate, 8-(2-(cis-2'-Pentenyl)-3-oxo-cis-4-cyclopentenyl)octanoate, 12-oxo-PDA, OPDA acid, 12-oxo-cis-10, cis-15-Phytodienoic acid, (15Z)-12-oxophyto-10,15-Dienoic acid |
| Compound Name | 12-Oxo-phytodienoic acid |
| Kingdom | Organic compounds |
| Exact Mass | 292.204 |
| Formal Charge | 0.0 |
| Brenk Violation | True |
| Monoisotopic Mass | 292.204 |
| Hydrogen Bond Acceptor Count | 3.0 |
| Molecular Weight | 292.4 |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 2.0 |
| Total Bond Stereocenter Count | 1.0 |
| Molecular Framework | Aliphatic homomonocyclic compounds |
| Inchi | InChI=1S/C18H28O3/c1-2-3-7-11-16-15(13-14-17(16)19)10-8-5-4-6-9-12-18(20)21/h3,7,13-16H,2,4-6,8-12H2,1H3,(H,20,21)/b7-3-/t15-,16-/m0/s1 |
| Smiles | CC/C=C\C[C@H]1[C@H](C=CC1=O)CCCCCCCC(=O)O |
| Defined Bond Stereocenter Count | 1.0 |
| Taxonomy Direct Parent | Prostaglandins and related compounds |
- 1. Outgoing r'ship
FOUND_INto/from Zea Mays (Plant) Rel Props:Source_db:fooddb_chem_all