≥95%, ~1mg/ml in ethanol for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
13-epi-12-oxo Phytodienoic Acid is a thermodynamically more stable form of 12-oxo-PDA. 12-oxo-PDA is a fatty acid that is an intermediate of the biosynthesis of jasmonic acid. Research shows that when 12-oxo-PDA is treated with heat, acid, or base it forms 13-epi-12-oxo-PDA with side chains that are trans-oriented. 12-oxo-PDA is also a metabolite of the linolenic acid cascade and shown to be involved in the the conversion of linolenic acid into epi-jasmonic acid in plants.
| Canonical Smiles | CCC=CCC1C(C=CC1=O)CCCCCCCC(=O)O |
|---|---|
| IUPAC Name | 8-[(1S,5R)-4-oxo-5-[(Z)-pent-2-enyl]cyclopent-2-en-1-yl]octanoic acid |
| InChIKey | PMTMAFAPLCGXGK-TTXFDSJOSA-N |
| 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 |
| Isomeric SMILES | CC/C=C\C[C@@H]1[C@H](C=CC1=O)CCCCCCCC(=O)O |
| Molecular Weight | 292.40 |
| Reaxy-Rn | 39424109 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=39424109&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Lipids and lipid-like molecules |
| Class | Fatty Acyls |
| Subclass | Eicosanoids |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Prostaglandins and related compounds |
| Alternative Parents | Medium-chain fatty acids Cyclic ketones Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aliphatic homomonocyclic compounds |
| Substituents | Prostaglandin skeleton - Medium-chain fatty acid - Cyclic ketone - Ketone - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as prostaglandins and related compounds. These 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. |
| External Descriptors | Not available |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 B2513518 | Certificate of Analysis | Feb 07, 2025 | E332690 |
| Solubility | Soluble in water (1 mg/ml at 25° C), PBS pH 7.2 (~1 mg/ml), ethanol, DMSO (~10 mg/ml), and DMF (~20 mg/ml). |
|---|---|
| Refractive Index | n20D~1.50 |
| Boil Point(°C) | 78° C |
| Molecular Weight | 292.400 g/mol |
| XLogP3 | 4.700 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 11 |
| Exact Mass | 292.204 Da |
| Monoisotopic Mass | 292.204 Da |
| Topological Polar Surface Area | 54.400 Ų |
| Heavy Atom Count | 21 |
| Formal Charge | 0 |
| Complexity | 382.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 2 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 1 |
| Covalently-Bonded Unit Count | 1 |
