1,10-Dihydronootkatone ketal

ID: ALA2271441

PubChem CID: 76312505

Max Phase: Preclinical

Molecular Formula: C17H28O2

Molecular Weight: 264.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(C)[C@@H]1CCC2CC3(C[C@@H](C)[C@]2(C)C1)OCCO3

Standard InChI:  InChI=1S/C17H28O2/c1-12(2)14-5-6-15-11-17(18-7-8-19-17)9-13(3)16(15,4)10-14/h13-15H,1,5-11H2,2-4H3/t13-,14-,15?,16+/m1/s1

Standard InChI Key:  NKOOCIYVAGUJLE-GXRBRPDZSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    8.8034   -1.5267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7993   -0.7095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0208   -0.4609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5437   -1.1245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0275   -1.7831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8034   -2.3443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5087   -2.7487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5087   -1.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2139   -1.5271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2150   -2.3443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9193   -2.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6271   -2.3425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6260   -1.5253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9172   -1.1153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2108   -3.1573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5084   -3.5659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3348   -2.7511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3347   -3.5683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0425   -2.3426    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
  1  6  1  0
  1  8  1  0
  6  7  1  0
  7 10  1  0
  9  8  1  0
  9 10  1  0
  9 14  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 10 15  1  6
  7 16  1  6
 12 17  1  1
 17 18  2  0
 17 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2271441

   1,10-DIHYDRONOOTKATONE KETAL

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: 264.41

Molecular Weight (Monoisotopic): 264.2089

AlogP: 4.16

#Rotatable Bonds: 1

Polar Surface Area: 18.46

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.01

CX LogD: 4.01

Aromatic Rings: ┄

Heavy Atoms: 19

QED Weighted: 0.66

Np Likeness Score: 1.42

References

1. Zhu BC, Henderson G, Sauer AM, Crowe W, Laine RA..  (2010)  Structural requirements for repellency: norsesquiterpenes and sesquiterpenoid derivatives of nootkatone against the Formosan subterranean termite (Isoptera: Rhinotermitidae).,  66  (8): [PMID:20602525] [10.1002/ps.1956]

Source

Source(1):

• Scientific Literature