A 12-carbon cyclopentanone
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Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

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Product Type

Research Area

CAY10696

Item No. 9002313

Technical Information
Formal Name
2-((1R,5S)-2-oxo-5-pentylcyclopentyl)acetic acid
Molecular Formula
C12H20O3
Formula Weight
Purity
≥95%
A 1 mg/ml solution in ethanol
DMF: 20 mg/mlDMSO: 10 mg/mlEthanol: 100 mg/mlPBS (pH 7.2): 1 mg/ml
SMILES
O=C1CC[C@H](CCCCC)[C@H]1CC(O)=O
InChi Code
InChI=1S/C12H20O3/c1-2-3-4-5-9-6-7-11(13)10(9)8-12(14)15/h9-10H,2-8H2,1H3,(H,14,15)/t9-,10+/m0/s1
InChi Key
RRXVPZAFZHEESZ-VHSXEESVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Phytoenoic and phytodienoic acids are cyclopentenone oxylipins biosynthesized in plants from linoleic acid (Item No. 90150).1,2,3 Cyclopentenones are converted to cyclopentanones by reductases, as occurs in the jasmonic acid pathway.2 CAY10696 is a 12-carbon cyclopentanone that is structurally related to a variety of plant oxylipins. Its physiological actions are not known.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ogorodnikova, A.V., Gorina, S.S., Mukhtarova, L.S., et alStereospecific biosynthesis of (9S,13S)-10-oxo-phytoenoic acid in young maize roots. Biochim. Biophys. Acta 1851(9), 1262-1270 (2015).

    2. Schaller, A., and Stintzi, A. Enzymes in jasmonate biosynthesis - Structure, function, regulation. Phytochemistry 70(13-14), 1532-1538 (2009).

    3. Grechkin, A.N., Mukhtarova, L.S., Latypova, L.R., et alTomato CYP74C3 is a multifunctional enzyme not only synthesizing allene oxide but also catalyzing its hydrolysis and cyclization. Chembiochem 9(15), 2498-2505 (2008).