4beta,5beta-1,10-Dihydronootkatone

ID: ALA2271444

PubChem CID: 76326936

Max Phase: Preclinical

Molecular Formula: C15H24O

Molecular Weight: 220.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@@H]1CCC2=CC(=O)C[C@H](C)[C@@]2(C)C1

Standard InChI:  InChI=1S/C15H24O/c1-10(2)12-5-6-13-8-14(16)7-11(3)15(13,4)9-12/h8,10-12H,5-7,9H2,1-4H3/t11-,12+,15+/m0/s1

Standard InChI Key:  GQHRRBIPGXYEFT-YWPYICTPSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   28.3953   -1.3245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3953   -2.1420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1006   -2.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1006   -0.9121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8059   -1.3248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8069   -2.1420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5113   -2.5475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2190   -2.1402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2180   -1.3230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5092   -0.9131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8027   -2.9551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1004   -3.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9267   -2.5489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9266   -3.3661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6345   -2.1404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6865   -0.9178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  1  0
  2  3  1  0
  3  6  1  0
  5  4  2  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  6 11  1  1
  3 12  1  1
  8 13  1  1
 13 14  1  0
 13 15  1  0
  1 16  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2271444

   4BETA,5BETA-1,10-DIHYDRONOOTKATONE

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: 220.36

Molecular Weight (Monoisotopic): 220.1827

AlogP: 3.98

#Rotatable Bonds: 1

Polar Surface Area: 17.07

Molecular Species: NEUTRAL

HBA: 1

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.05

CX LogD: 4.05

Aromatic Rings: ┄

Heavy Atoms: 16

QED Weighted: 0.65

Np Likeness Score: 2.29

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