Natural Product: ENC001581

NPs Basic Information

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Name
Methyl jasmonate
Molecular Formula C13H20O3
IUPAC Name*
methyl 2-[(1R,2R)-3-oxo-2-[(Z)-pent-2-enyl]cyclopentyl]acetate
SMILES
CC/C=C\C[C@@H]1[C@H](CCC1=O)CC(=O)OC
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
InChIKey
GEWDNTWNSAZUDX-WQMVXFAESA-N
Synonyms
Methyl jasmonate; 1211-29-6; (-)-Methyl jasmonate; Methyl cis-jasmonate; Methyl 2-((1R,2R)-3-oxo-2-((Z)-pent-2-en-1-yl)cyclopentyl)acetate; methyl (-)-jasmonate; Jasmonic acid methyl ester; (-)-Jasmonic acid methyl ester; (3R,7R)-Methyl jasmonate; Methyl jasmonic acid; CHEBI:15929; Methyl (2-pent-2-enyl-3-oxo-1-cyclopentyl)acetate; 3-oxo-2-(2-pentenyl)cyclopentaneacetic acid methyl ester; methyl 2-[(1R,2R)-3-oxo-2-[(Z)-pent-2-enyl]cyclopentyl]acetate; Z-Methyl jasmonoate; Cyclopentaneacetic acid, 3-oxo-2-(2Z)-2-pentenyl-, methyl ester, (1R,2R)-; 900N171A0F; (-)-Jasmonic acid, methyl ester (trans); Cyclopentaneacetic acid, 3-oxo-2-(2-pentenyl)-, methyl ester, (Z)-trans-; Methyl 3-oxo-2-(2-pentenyl)cyclopentaneacetate, (1R-(1alpha,2beta(Z)))-; Cyclopentaneacetic acid, 3-oxo-2-(2Z)-2-penten-1-yl-, methyl ester, (1R,2R)-; Methyljasmonate; methyl 2-((1R,2R)-3-oxo-2-pent-2Z-enyl)cyclopentyl)acetate; Methyl (1R-(1alpha,2beta(Z)))-3-oxo-2-(pent-2-enyl)cyclopentaneacetate; 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)))-; Methyl dl-jasmonate; Cyclopentaneacetic acid, 3-oxo-trans-2-(cis-2-pentenyl), methyl ester; Methyl 3-oxo-2-(2-pentenyl)cyclopentaneacetate; 39924-52-2; FEMA No. 3410; UNII-900N171A0F; HSDB 8131; 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-; 20073-13-6; CYCLOPENTANEACETIC ACID, 3-OXO-2-(2-PENTENYL)-, METHYL ESTER, (1R-(1.ALPHA.,2.BETA.(Z)))-; EINECS 214-918-6; EINECS 243-497-1; SCHEMBL36186; METHYL JASMONATE [FHFI]; CHEMBL2139332; DTXSID3036731; FEMA 3410; (3R,7R)-(?)-Methyl jasmonate; Methyl 3-oxo-2-(2-pentenyl)cyclopentaneacetate, (Z)-trans-; CMC_7389; ZINC4654657; BDBM50509748; CMC_13964; LMFA02020010; (+-)-Cyclopentaneacetic acid, 3-oxo-trans-2-(cis-2-pentenyl), methyl ester; AKOS015950850; JASMONIC ACID METHYL ESTER [MI]; AS-75742; HY-135663; CS-0113712; D94878; A891945; Q26840883; 8171C3E0-B789-4211-B5C1-88C6B260AE3C; 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; methyl {(1R,2R)-3-oxo-2-[(2Z)-pent-2-en-1-yl]cyclopentyl}acetate; Cyclopentaneacetic acid, 3-oxo-2-(2-pentenyl)-, methyl ester, (Z)-trans- (8CI); Cyclopentaneacetic acid, 3-oxo-2-(2Z)-2-penten-1-yl-, methyl ester, (1R,2R)-rel-; 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)-; Cyclopentaneaceticacid, 3-oxo-2-(2Z)-2-penten-1-yl-, methyl ester, (1R,2R)-; 139442-00-5
CAS 1211-29-6
PubChem CID 5281929
ChEMBL ID CHEMBL2139332
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Fatty Acyls
        • Subclass: Lineolic acids and deriva
          • Direct Parent: Jasmonic acids

ClassyFire Version 1.0
PMID:27867422

NPs Species Source

Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference
Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference

NPs Content

*Note: The vaules in Content Percentage are calculated by dividing the content value by the maximum content value in NP Content.
**Note: The units with different NP content, due to their incomparable values, are separated into different tables.

NPs Biological Activity

Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name
Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name

NPs Physi-Chem Properties

Molecular Weight: 224.3 ALogp: 1.9
HBD: 0 HBA: 3
Rotatable Bonds: 6 Lipinski's rule of five: Accepted
Polar Surface Area: 43.4 Aromatic Rings: 1
Heavy Atoms: 16 QED Weighted: 0.531

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.576 MDCK Permeability: 0.00004840
Pgp-inhibitor: 0.059 Pgp-substrate: 0.003
Human Intestinal Absorption (HIA): 0.013 20% Bioavailability (F20%): 0.899
30% Bioavailability (F30%): 0.975

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.966 Plasma Protein Binding (PPB): 66.70%
Volume Distribution (VD): 0.36 Fu: 34.84%

ADMET: Metabolism

CYP1A2-inhibitor: 0.091 CYP1A2-substrate: 0.553
CYP2C19-inhibitor: 0.211 CYP2C19-substrate: 0.858
CYP2C9-inhibitor: 0.105 CYP2C9-substrate: 0.636
CYP2D6-inhibitor: 0.006 CYP2D6-substrate: 0.859
CYP3A4-inhibitor: 0.133 CYP3A4-substrate: 0.323

ADMET: Excretion

Clearance (CL): 9.458 Half-life (T1/2): 0.941

ADMET: Toxicity

hERG Blockers: 0.011 Human Hepatotoxicity (H-HT): 0.425
Drug-inuced Liver Injury (DILI): 0.258 AMES Toxicity: 0.027
Rat Oral Acute Toxicity: 0.139 Maximum Recommended Daily Dose: 0.724
Skin Sensitization: 0.137 Carcinogencity: 0.799
Eye Corrosion: 0.176 Eye Irritation: 0.388
Respiratory Toxicity: 0.07
*Note: the ADMET properties was calculated by ADMETlab 2.0. Reference: PMID: 33893803.

Similar Compounds*

Compounds similar to EMNPD with top10 similarity:

Similar NPs Similar Drugs
NPs ID NPs 2D Structure Similarity Score TTD ID Drug 2D Structure Similarity Score
ENC005598 1.000 D09ANG 0.269
ENC001659 0.323 D06FEA 0.256
ENC001642 0.321 D0ZI4H 0.255
ENC001840 0.305 D0OL6O 0.228
ENC001459 0.305 D0QQ6Q 0.223
ENC003364 0.283 D0CT4D 0.217
ENC004359 0.280 D0X2UE 0.209
ENC005384 0.268 D0N3NO 0.204
ENC001696 0.262 D0H2YX 0.198
ENC000235 0.259 D0G2MW 0.189
*Note: the compound similarity was calculated by RDKIT.