methylangolensate MW

ID: ALA4524075

PubChem CID: 155543882

Max Phase: Preclinical

Molecular Formula: C25H28O8

Molecular Weight: 456.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1[C@@H]2C=C[C@H]3[C@@H](C4=CCOC4=O)OC(=O)C[C@@]13O[C@H]1CC(=O)C(C)(C)[C@H](CC(=O)OC)[C@@H]12

Standard InChI:  InChI=1S/C25H28O8/c1-12-13-5-6-15-22(14-7-8-31-23(14)29)32-20(28)11-25(12,15)33-17-10-18(26)24(2,3)16(21(13)17)9-19(27)30-4/h5-7,13,15-17,21-22H,1,8-11H2,2-4H3/t13-,15-,16+,17-,21-,22+,25+/m0/s1

Standard InChI Key:  TWLWWRUZVFAXLO-UZDCRIFGSA-N

Molfile:  

     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
    3.7044  -12.6042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5294  -12.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1128  -12.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1128  -11.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5294  -10.6124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7044  -10.6124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1210  -11.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1210  -12.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4066  -10.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6921  -11.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6921  -12.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4066  -12.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7429  -13.4011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5398  -13.6146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1232  -13.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9097  -12.2343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4930  -11.6510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7533  -14.4115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3079  -11.7800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6824  -11.0449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0990  -10.4616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3640  -10.8361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4066   -9.9583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8952  -11.4093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4786  -10.3989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3782  -11.4721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8196  -11.7287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9776  -12.4333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6921   -9.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6921   -8.7208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9776   -9.9583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9776   -8.3083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6824  -12.5151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  1
  4  5  2  0
  6  5  1  1
  7  6  1  6
  7  8  1  0
  8  1  1  1
  9 10  1  0
 10 11  1  0
 11 12  1  0
  8 12  1  0
  7  9  1  0
  2 13  1  1
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16  3  1  0
 16 17  1  1
 14 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 17  2  0
  9 23  1  6
 10 24  1  0
 10 25  1  0
  6 26  1  0
  2 26  1  0
 26 27  2  0
 11 28  2  0
 23 29  1  0
 29 30  1  0
 29 31  2  0
 30 32  1  0
 19 33  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4524075

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 456.49

Molecular Weight (Monoisotopic): 456.1784

AlogP: 2.08

#Rotatable Bonds: 3

Polar Surface Area: 105.20

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.13

CX Basic pKa: ┄

CX LogP: 1.89

CX LogD: 1.89

Aromatic Rings: ┄

Heavy Atoms: 33

QED Weighted: 0.36

Np Likeness Score: 2.27

References

1. Suresh G, Gopalakrishnan G, Wesley SD, Pradeep Singh ND, Malathi R, Rajan SS..  (2002)  Insect antifeedant activity of tetranortriterpenoids from the Rutales. A perusal of structural relations.,  50  (16): [PMID:12137465] [10.1021/jf025534t]

Source

Source(1):

• Scientific Literature