| Size | Price | Stock | Qty |
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| 1mg |
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| Other Sizes |
| Targets |
(9S,13R)-12-Oxo phytodienoic acid is an intermediate in the jasmonate biosynthesis pathway. In plants, it is converted by 12-oxophytodienoate reductase (OPR) enzymes, specifically OPR3 in Arabidopsis, to 3-oxo-2-(2‘-pentenyl)cyclopentane-1-octanoic acid (OPC-8:0). OPR3 uses NADPH as a cofactor and exhibits high efficiency for the natural (9S,13S)-12-oxophytodienoic acid. The compound targets plant-specific enzymes and has no known targets in animals.
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| ln Vitro |
(9S,13R)-12-Oxo phytodienoic acid serves as a substrate for the enzyme 12-oxophytodienoate reductase (OPR). In vitro, the recombinant OPR3 enzyme from Arabidopsis thaliana converts the substrate to OPC-8:0 with high efficiency (Km = 35 uM, Vmax = 53.7 nkat mg protein-¹). The compound is used in enzyme assays to study the activity of OPR isozymes. It has no direct biological activity on mammalian cells.
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| ln Vivo |
No specific in vivo activity data for (9S,13R)-12-Oxo phytodienoic acid are reported in the search results, as it is a plant metabolite, not a drug. In plants, jasmonates (derived from 12-OPDA) are essential for defense against herbivores and pathogens, wound response, growth, and development. The compound is used as an analytical standard or as a substrate for plant enzyme studies. No in vivo data in animals are available or relevant.
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| Enzyme Assay |
The binding and conversion of (9S,13R)-12-Oxo phytodienoic acid by 12-oxophytodienoate reductase (OPR) are measured by standard enzyme activity assays using purified recombinant OPR enzyme (e.g., OPR3 from Arabidopsis). The compound (1-100 uM) is incubated with the enzyme and the cofactor NADPH in a reaction buffer. The reaction is monitored by the decrease in absorbance of NADPH at 340 nm over time. The kinetic parameters (Km and Vmax) are calculated. The stereospecificity of the enzyme is determined using different isomers of the compound.
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| Cell Assay |
No cellular experiments are performed on (9S,13R)-12-Oxo phytodienoic acid in mammalian cell biology. In plant biology, leaf tissues or plant cell cultures (e.g., Arabidopsis or tomato cell suspensions) are treated with the compound (1-100 uM) for 1-24 hours. The induction of jasmonate-responsive genes (e.g., LOX2, AOS, OPR3, PDF1.2) is measured by qPCR. The accumulation of jasmonates (JA, JA-Ile) is quantified by LC-MS/MS. However, no specific cellular protocols are reported in the search results for this compound.
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| Animal Protocol |
No animal experiments are performed on (9S,13R)-12-Oxo phytodienoic acid, as it is a plant metabolite and not a drug candidate. It is not administered to animals for efficacy studies. The compound is for plant biology research only. No in vivo data are available.
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| ADME/Pharmacokinetics |
(9S,13R)-12-Oxo phytodienoic acid (12-OPDA, C1₈H2₈O3, MW = 292.41, CAS 71606-07-0) is a solid or viscous liquid. For storage, it should be kept at -20degC or -80degC sealed, away from moisture and light. For in vitro use, stock solutions in DMSO or ethanol (e.g., 10-50 mM) can be prepared and stored at -20degC. For plant experiments, it can be diluted in water or buffer (with 0.01% Silwet L-77 for leaf infiltration). No PK data are applicable.
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| Toxicity/Toxicokinetics |
No specific toxicity data for (9S,13R)-12-Oxo phytodienoic acid are reported, as it is a plant metabolite and not intended for human or veterinary use. Standard laboratory safety precautions for handling chemicals should be followed, including the use of gloves, lab coat, and safety goggles. No LD50 or formal toxicology studies are available.
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| References | |
| Additional Infomation |
9S,13R-12-oxophytadienoic acid is a prostaglandin.
(9S,13R)-12-Oxo phytodienoic acid (12-OPDA) is a naturally occurring plant metabolite and a key intermediate in the biosynthesis of jasmonic acid, a plant hormone. Jasmonates regulate plant responses to abiotic and biotic stress, including herbivory, wounding, and pathogen infection, as well as plant growth and development. This compound is a research tool for studying the jasmonate signaling pathway, the octadecanoid pathway, and plant stress physiology. |
| Molecular Formula |
C18H28O3
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|---|---|
| Molecular Weight |
292.41
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| Exact Mass |
292.203
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| CAS # |
71606-07-0
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| PubChem CID |
14037063
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| Appearance |
Colorless to light yellow liquid
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| Density |
1.0±0.1 g/cm3
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| Boiling Point |
447.7±24.0 °C at 760 mmHg
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| Flash Point |
238.7±19.4 °C
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| Vapour Pressure |
0.0±2.3 mmHg at 25°C
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| Index of Refraction |
1.495
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| LogP |
4.28
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| Hydrogen Bond Donor Count |
1
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| Hydrogen Bond Acceptor Count |
3
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| Rotatable Bond Count |
11
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| Heavy Atom Count |
21
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| Complexity |
382
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| Defined Atom Stereocenter Count |
2
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| SMILES |
CC/C=C\C[C@@H]1[C@H](C=CC1=O)CCCCCCCC(=O)O
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| InChi Key |
PMTMAFAPLCGXGK-TTXFDSJOSA-N
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| InChi Code |
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
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| Chemical Name |
8-[(1S,5R)-4-oxo-5-[(Z)-pent-2-enyl]cyclopent-2-en-1-yl]octanoic acid
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| Synonyms |
(9S,13R)-12-OPDA
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
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| Solubility (In Vivo) |
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.
Injection Formulations
Injection Formulation 1: DMSO : Tween 80： Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 ：Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). View More
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). View More
Oral Formulation 3: Dissolved in PEG400 (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 3.4199 mL | 17.0993 mL | 34.1986 mL | |
| 5 mM | 0.6840 mL | 3.4199 mL | 6.8397 mL | |
| 10 mM | 0.3420 mL | 1.7099 mL | 3.4199 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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