methyl-7-epi-jasmonate

ID: ALA2272534

Cas Number: 95722-42-2

PubChem CID: 6427970

Max Phase: Preclinical

Molecular Formula: C13H20O3

Molecular Weight: 224.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC/C=C\C[C@@H]1C(=O)CC[C@@H]1CC(=O)OC

Standard 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

Standard InChI Key:  GEWDNTWNSAZUDX-KWKBKKAHSA-N

Molfile:  

     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
    0.6851   -2.5300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5023   -2.5300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7566   -1.7533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0937   -1.2712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4349   -1.7533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0924   -0.4540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5342   -1.5019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9818   -3.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6486   -3.9379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8358   -4.0223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1282   -4.5995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1407   -2.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9183   -1.7981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0893   -0.9990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8668   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9410   -4.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  4  6  2  0
  3  7  1  1
  2  8  1  1
  8  9  1  0
  9 10  2  0
  9 11  1  0
  7 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 11 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272534

   METHYL-7-EPI-JASMONATE

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 224.30

Molecular Weight (Monoisotopic): 224.1412

AlogP: 2.50

#Rotatable Bonds: 5

Polar Surface Area: 43.37

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.56

CX LogD: 2.56

Aromatic Rings: ┄

Heavy Atoms: 16

QED Weighted: 0.53

Np Likeness Score: 1.95

References

1. Seto H, Nomura E, Fujioka S, Koshino H, Suenaga T, Yoshida S..  (1999)  Easy Preparation of Methyl 7-epi-Jasmonate and Four Stereoisomers of Methyl Cucurbate, and Assessment of the Stereogenic Effect of Jasmonate on Phytohormonal Activities.,  63  (2): [PMID:27393062] [10.1271/bbb.63.361]

Source

Source(1):

• Scientific Literature