A potent growth regulator
Related Products
Isomer(s)
88300(±)-Jasmonic Acid
Parent Compound(s)
8852012-oxo Phytodienoic Acid
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(±)7-epi Jasmonic Acid

Item No. 88320

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1R)-3-oxo-2S-(2Z)-2-pentenyl-cyclopentaneacetic acid
CAS Number
62653-85-4
Synonyms
  • 2-iso Jasmonic Acid
  • 7-iso Jasmonic Acid
Molecular Formula
C12H18O3
Formula Weight
210.3
Purity
≥95%
Formulation (Request formulation change)
A 1 mg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 15 mg/mlEthanol: 30 mg/mlPBS pH 7.2: 2 mg/ml
SMILES
O=C1[C@@H](C/C=C\CC)[C@@H](CC(O)=O)CC1
InChi Code
InChI=1S/C12H18O3/c1-2-3-4-5-10-9(8-12(14)15)6-7-11(10)13/h3-4,9-10H,2,5-8H2,1H3,(H,14,15)/b4-3-/t9-,10+/m1/s1
InChi Key
ZNJFBWYDHIGLCU-QKMQQOOLSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    500 µg

    $164

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    1 mg

    $295

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    5 mg

    $1,230

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    Product Description

    (±)-7-epi Jasmonic acid is the major metabolite of the 12-oxo phytodienoic acid pathway of the metabolism of 13(S)-hydroperoxy linolenic acid in plants. Initially synthesized as (+)-7-epi jasmonic acid, this more active and biologically relevant form of the hormone quickly epimerizes to the more stable isomer (−)-7-jasmonic acid.1,2 (±)-7-epi Jasmonic acid is a plant growth regulator that activates various signal transduction pathways with both growth promoting and inhibitory functions, perhaps in response to stress.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Holbrook, L., Tung, P., Ward, K., et al. Importance of the chiral centers of jasmonic acid in the responses of plants. Activities and antagonism between natural and synthetic analogs. Plant Physiol. 114(2), 419-428 (1997).

    2. Browse, J., and Howe, G.A. New weapons and a rapid response against insect attack. Plant Physiol. 146(3), 832-838 (2008).

    3. Wasternack, C., and Parthier, B. Jasmonate-signalled plant gene expression. Trends in Plant Sci. 2, 302-307 (1997).

    4. Hamberg, M., and Gardner, H.W. Oxylipin pathway to jasmonates: Biochemistry and biological significance. Biochim. Biophys. Acta 1165(1), 1-18 (1992).