3-acetoxy-E-gamma-bisabolene

ID: ALA463611

PubChem CID: 10730218

Max Phase: Preclinical

Molecular Formula: C17H26O2

Molecular Weight: 262.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)OC(C=C(C)C)C/C(C)=C1/CC=C(C)CC1

Standard InChI:  InChI=1S/C17H26O2/c1-12(2)10-17(19-15(5)18)11-14(4)16-8-6-13(3)7-9-16/h6,10,17H,7-9,11H2,1-5H3/b16-14-

Standard InChI Key:  JDDQDMUSABHSGX-PEZBUJJGSA-N

Molfile:  

     RDKit          2D

 19 19  0  0  0  0  0  0  0  0999 V2000
   -3.1584    1.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5743    0.7805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1610    0.0736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3402    0.0699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9284    0.7800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3334    1.4982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3993    0.7808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1033    0.7761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6921    0.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6854    1.4892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1329    0.0593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5400   -0.6576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1240   -1.3687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7013   -1.3687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5324   -2.0869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5468    0.7683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3719    0.7644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7898    1.4776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7830    0.0515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  8 10  1  0
  3  4  1  0
  9 11  1  0
  4  5  1  0
 11 12  1  0
  5  6  1  0
 12 13  1  0
  2  7  1  0
 13 14  2  0
 13 15  1  0
  1  2  2  0
 11 16  1  0
  5  8  2  0
 16 17  2  0
  1  6  1  0
 17 18  1  0
  8  9  1  0
 17 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA463611

   [(6E)-2-methyl-6-(4-methylcyclohex-3-en-1-ylidene)hept-2-en-4-yl] acetate

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: 262.39

Molecular Weight (Monoisotopic): 262.1933

AlogP: 4.72

#Rotatable Bonds: 4

Polar Surface Area: 26.30

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.99

CX LogD: 3.99

Aromatic Rings: ┄

Heavy Atoms: 19

QED Weighted: 0.54

Np Likeness Score: 2.72

References

1. König GM, Wright AD..  (1997)  Laurencia rigida: chemical investigations of its antifouling dichloromethane extract.,  60  (10): [PMID:9358636] [10.1021/np970181r]

Source

Source(1):

• Scientific Literature