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Methyl Jasmonate

PubChem CID: 5281929

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Compound Synonyms Methyl jasmonate, 1211-29-6, (-)-Methyl jasmonate, Methyl cis-jasmonate, methyl (-)-jasmonate, Methyl 2-((1R,2R)-3-oxo-2-((Z)-pent-2-en-1-yl)cyclopentyl)acetate, Jasmonic acid methyl ester, (-)-Jasmonic acid methyl ester, (3R,7R)-Methyl jasmonate, CHEBI:15929, Methyl jasmonic acid, UNII-900N171A0F, Methyl (2-pent-2-enyl-3-oxo-1-cyclopentyl)acetate, HSDB 8131, 3-oxo-2-(2-pentenyl)cyclopentaneacetic acid methyl ester, EINECS 214-918-6, 900N171A0F, methyl 2-[(1R,2R)-3-oxo-2-[(Z)-pent-2-enyl]cyclopentyl]acetate, Cyclopentaneacetic acid, 3-oxo-2-(2Z)-2-pentenyl-, methyl ester, (1R,2R)-, METHYL JASMONATE [FHFI], DTXSID3036731, Z-Methyl jasmonoate, Cyclopentaneacetic acid, 3-oxo-2-(2-pentenyl)-, methyl ester, (Z)-trans-, Cyclopentaneacetic acid, 3-oxo-2-(2Z)-2-penten-1-yl-, methyl ester, (1R,2R)-, Methyl 3-oxo-2-(2-pentenyl)cyclopentaneacetate, (1R-(1alpha,2beta(Z)))-, JASMONIC ACID METHYL ESTER [MI], (-)-Jasmonic acid, methyl ester (trans), methyl 2-((1R,2R)-3-oxo-2-pent-2Z-enyl)cyclopentyl)acetate, Cyclopentaneacetic acid, 3-oxo-2-(2-pentenyl)-, methyl ester, (1R-(1alpha,2beta(Z)))-, Cyclopentaneacetic acid, 3-oxo-2-(2-pentenyl)-, methyl ester, (1theta-(1alpha,2beta(Z)))-, Methyljasmonate, Cyclopentaneacetic acid, 3-oxo-trans-2-(cis-2-pentenyl), methyl ester, methyl {(1R,2R)-3-oxo-2-[(2Z)-pent-2-en-1-yl]cyclopentyl}acetate, Methyl (1R-(1alpha,2beta(Z)))-3-oxo-2-(pent-2-enyl)cyclopentaneacetate, 20073-13-6, 39924-52-2, Cyclopentaneacetic acid, 3-oxo-2-(2-pentenyl)-, methyl ester, [1R-[1.alpha.,2.beta.(Z)]]-, Cyclopentaneacetic acid, 3-oxo-2-(2Z)-2-penten-1-yl-, methyl ester, (1R,2R)-rel-, CYCLOPENTANEACETIC ACID, 3-OXO-2-(2-PENTENYL)-, METHYL ESTER, (1R-(1.ALPHA.,2.BETA.(Z)))-, Methyl dl-jasmonate, Methyl 3-oxo-2-(2-pentenyl)cyclopentaneacetate, FEMA No. 3410, methyl ((1R,2R)-3-oxo-2-((2Z)-pent-2-en-1-yl)cyclopentyl)acetate, Cyclopentaneacetic acid, 3-oxo-2-(2-pentenyl)-, methyl ester, [1R-[1alpha,2beta(Z)]]-, Cyclopentaneacetic acid, 3-oxo-2-(2Z)-2-pentenyl-, methyl ester, (1R,2R)-rel-, Methyl cisjasmonate, EINECS 243-497-1, SCHEMBL36186, CHEMBL2139332, FEMA 3410, (3R,7R)-(?)-Methyl jasmonate, DTXCID501528672, Methyl 3-oxo-2-(2-pentenyl)cyclopentaneacetate, (Z)-trans-, CMC_7389, BDBM50509748, CMC_13964, LMFA02020010, (+-)-Cyclopentaneacetic acid, 3-oxo-trans-2-(cis-2-pentenyl), methyl ester, AKOS015950850, Methyl 3oxo2pent2enyl1cyclopentylacetate, AS-75742, FJ175597, Methyl (2pent2enyl3oxo1cyclopentyl)acetate, HY-135663, CS-0113712, ()Methyl cis2pent2'enyl3oxocyclopentylacetate, D94878, Q26840883, 8171C3E0-B789-4211-B5C1-88C6B260AE3C, Cyclopentaneacetic acid, 3oxotrans2(cis2pentenyl), methyl ester, Cyclopentaneacetic acid, 3oxo2(2pentenyl), methyl ester, (Z)trans, Methyl (1R(1alpha,2beta(Z)))3oxo2(pent2enyl)cyclopentaneacetate, Methyl 3oxo2(2pentenyl)cyclopentaneacetate, (1R(1alpha,2beta(Z))), Cyclopentaneacetic acid, 3oxo2(2Z)2penten1yl, methyl ester, (1R,2R), Cyclopentaneacetic acid, 3oxo2(2Z)2pentenyl, methyl ester, (1R,2R), Cyclopentaneaceticacid,3-oxo-2-(2Z)-2-penten-1-yl-,methyl ester,(1R,2R)-, Methyl (1alpha,2beta(Z))-(1)-3-oxo-2-(pent-2-enyl)cyclopentaneacetate, Cyclopentaneacetic acid, 3-oxo-2-(2-pentenyl)-, methyl ester, (Z)-trans- (8CI), Cyclopentaneacetic acid, 3-oxo-2-(2Z)-2-pentenyl-, methyl ester, (1R,2R)- (9CI), Cyclopentaneacetic acid, 3-oxo-2-[(2Z)-2-pentenyl]-, methyl ester, (1R,2R)-, Cyclopentaneacetic acid, 3oxo2(2pentenyl), methyl ester, (1R(1alpha,2beta(Z))), Cyclopentaneacetic acid, 3oxo2(2pentenyl), methyl ester, (1theta(1alpha,2beta(Z)))
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 43.4
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCCC1
Np Classifier Class Jasmonic acids
Deep Smiles CC/C=CC[C@@H][C@H]CCC5=O))))CC=O)OC
Heavy Atom Count 16.0
Classyfire Class Fatty acyls
Description Flavouring ingredient. From Jasminum grandiflorum (royal jasmine) Methyl jasmonate (MeJA) is a substance used in plant defense and also under early research for cancer treatment in humans. Plants produce jasmonic acid and methyl jasmonate in response to many biotic and abiotic stresses (particularly herbivory and wounding), which build up in the damaged parts of the plant. Jasmonates act as signaling compounds for the production of phytoalexins. MeJa has been used to stimulate traumatic resin duct production in lodgepole pine trees. This can be used as a defense against many insect attackers as a type of vaccine. Phytoalexins, once ingested by the attacker (e.g., insect), can be toxic or interfere with its digestion and may deter the attacker from further feeding. The jasmonate signal often spreads systemically throughout the plant and is a major component of systemic acquired resistance. Methyl jasmonate is found in many foods, some of which are adzuki bean, hedge mustard, sourdock, and tinda.
Scaffold Graph Node Level OC1CCCC1
Classyfire Subclass Lineolic acids and derivatives
Isotope Atom Count 0.0
Molecular Complexity 281.0
Database Name cmaup_ingredients;fooddb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 2.0
Uniprot Id P42330
Iupac Name methyl 2-[(1R,2R)-3-oxo-2-[(Z)-pent-2-enyl]cyclopentyl]acetate
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Target Id NPT3504
Xlogp 1.9
Gsk 4 400 Rule True
Molecular Formula C13H20O3
Scaffold Graph Node Bond Level O=C1CCCC1
Prediction Swissadme 1.0
Inchi Key GEWDNTWNSAZUDX-WQMVXFAESA-N
Silicos It Class Soluble
Fcsp3 0.6923076923076923
Logs -2.763
Rotatable Bond Count 6.0
Logd 1.151
Synonyms (-)-Jasmonic acid methyl ester, (-)-Methyl jasmonate, (3R,7R)-Methyl jasmonate, 3-Oxo-2-(2-pentenyl)cyclopentaneacetic acid methyl ester, FEMA 3410, Jasmonic acid methyl ester, Methyl (-)-jasmonate, Methyl (2-pent-2-enyl-3-oxo-1-cyclopentyl)acetate, Methyl 3-oxo-2-(2-pentenyl)cyclopentaneacetate, Methyl cis-jasmonate, Methyl jasmonate, Methyl jasmonic acid, Z-Methyl jasmonoate, cis-methyl jasmonate, methyl jasmonate, methyl jasmonate, (-)-
Esol Class Soluble
Functional Groups C/C=CC, CC(C)=O, COC(C)=O
Compound Name Methyl Jasmonate
Prediction Hob Swissadme 1.0
Exact Mass 224.141
Formal Charge 0.0
Monoisotopic Mass 224.141
Hydrogen Bond Acceptor Count 3.0
Molecular Weight 224.3
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 2.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 True
Esol -2.0442599999999995
Inchi InChI=1S/C13H20O3/c1-3-4-5-6-11-10(7-8-12(11)14)9-13(15)16-2/h4-5,10-11H,3,6-9H2,1-2H3/b5-4-/t10-,11-/m1/s1
Smiles CC/C=C\C[C@@H]1[C@H](CCC1=O)CC(=O)OC
Nring 1.0
Np Classifier Biosynthetic Pathway Fatty acids
Defined Bond Stereocenter Count 1.0
Egan Rule True
Np Classifier Superclass Octadecanoids

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  • 3. Outgoing r'ship FOUND_IN to/from Catharanthus Roseus (Plant) Rel Props:Reference:https://doi.org/10.1093/database/bav075
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  • 7. Outgoing r'ship FOUND_IN to/from Jasminum Azoricum (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.1995.9698457
  • 8. Outgoing r'ship FOUND_IN to/from Jasminum Grandiflorum (Plant) Rel Props:Reference:ISBN:9788185042138
  • 9. Outgoing r'ship FOUND_IN to/from Jasminum Officinale (Plant) Rel Props:Reference:ISBN:9780387706375; ISBN:9788185042138
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  • 11. Outgoing r'ship FOUND_IN to/from Lonicera Japonica (Plant) Rel Props:Reference:ISBN:9788172362461
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