(±)-Methyl Jasmonate CAS: 39924-52-2
MF: C13H20O3
MW: 224.30
A compound that induces the synthesis of proteinase inhibitors in plant leaves.

(±)-Methyl Jasmonate (CAS 39924-52-2)

(±)-Methyl Jasmonate | CAS 39924-52-2 is rated 5.0 out of 5 by 1.
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Alternate Names: 3-Oxo-2-(2-pentenyl)cyclopentaneacetic acid, methyl ester; Methyl 3-oxo-2-(2-pentenyl)cyclopentaneacetate
Application: (±)-Methyl Jasmonate is a compound that induces the synthesis of proteinase inhibitors in plant leaves
CAS Number: 39924-52-2
Purity: ≥95%
Molecular Weight: 224.30
Molecular Formula: C13H20O3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data (including water content).
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The jasmonates are a group of plant stress hormones that naturally occur in plants following exposure to particular stresses, including pathogen and herbivore attacks. This compound is a mixture of trans (3R/7R and 3S/7S) isomers and induces the synthesis of proteinase inhibitors in plant leaves. In cancer cells, it suppresses proliferation and induces apoptosis. More specifically, methyl jasmonate inhibits hexokinase that is bound to mitochondria. As hexokinase is overexpressed in cancer cells and contributes to cancer cell growth and survival, methyl jasmonate's disruption of mitochondrial hexokinase activity selectively targets, and kills, cancer cells. Methyl jasmonate derivatives also have potential as anti-inflammatory agents.


References

1. Farmer, E.E., et al 1990. Proc. Natl. Acad. Sci. U.S.A. 87: 7713-7716. PMID: 11607107 2. Fingrut, O. and Flescher, E. Leukemia. 16: 608-616. PMID: 11960340
3. Goldin, N., et al. 2008. Oncogene. 27: 4636-4643. PMID: 18408762
4. Dang, H.T., et al. 2008. Bioog. Med. Chem. 16: 10228-10235. PMID: 18996699

Appearance :
A neat oil
Physical State :
Liquid
Solubility :
Soluble in ethanol (~30 mg/ml), DMSO (~15 mg/ml), DMF (~25 mg/ml), and PBS pH 7.2 (~3 mg/ml).
Storage :
Store at -20° C
Melting Point :
72.35° C (Predicted)
Boiling Point :
110° C (lit.) at 0.2 mmHg
Density :
1.03 g/cm3 at 25° C
Refractive Index :
n20D 1.47 (lit.)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
PubChem CID :
Merck Index :
14: 5260
MDL Number :
MFCD00151382
EC Number :
254-705-5
SMILES :
CCC=CCC1C(CCC1=O)CC(=O)OC

Download SDS (MSDS)

Certificate of Analysis

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Rated 5 out of 5 by from Sasheva Sasheva, P. et al. (PubMed 26411016) reported that ( )-Methyl Jasmonate induces enhanced podophyllotoxin production in cell cultures of thracian flax. -SCBT Publication Review
Date published: 2015-06-25
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