1R,4S,6R-1,4-endoperoxy-bisabola-2,10-diene

ID: ALA4435343

PubChem CID: 70697737

Max Phase: Preclinical

Molecular Formula: C15H24O2

Molecular Weight: 236.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)=CCC[C@H](C)[C@H]1C[C@@H]2OO[C@H]1C=C2C

Standard InChI:  InChI=1S/C15H24O2/c1-10(2)6-5-7-11(3)13-9-14-12(4)8-15(13)17-16-14/h6,8,11,13-15H,5,7,9H2,1-4H3/t11-,13+,14-,15-/m0/s1

Standard InChI Key:  LJPSCRDRIZSODI-ATGSNQNLSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   14.3958  -11.8534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3958  -12.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1011  -13.0751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8063  -12.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8063  -11.8534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1011  -11.4407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6869  -11.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6845  -10.6297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9804  -11.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9828  -12.6747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6917  -13.0813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6941  -13.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4030  -14.3050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9875  -14.3091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5134  -13.0802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8291  -11.9318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2501  -12.4312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3916  -13.4878    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.7990  -11.0362    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.3916  -11.0362    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  1  7  1  0
  7  8  1  6
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
  4 15  1  0
  2 16  1  0
  5 17  1  0
 17 16  1  0
  2 18  1  6
  5 19  1  6
  1 20  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4435343

   1R,4S,6R-1,4-endoperoxy-bisabola-2,10-diene

Molecule Features

Natural Product: Yes

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: 236.35

Molecular Weight (Monoisotopic): 236.1776

AlogP: 4.03

#Rotatable Bonds: 4

Polar Surface Area: 18.46

Molecular Species: ┄

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.19

CX LogD: 4.19

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.54

Np Likeness Score: 2.73

References

1. Taleghani A, Emami SA, Tayarani-Najaran Z..  (2020)  Artemisia: a promising plant for the treatment of cancer.,  28  (1): [PMID:31784199] [10.1016/j.bmc.2019.115180]

Source

Source(1):

• Scientific Literature