Tetrahydronootkatone

ID: ALA2271442

PubChem CID: 11658623

Max Phase: Preclinical

Molecular Formula: C15H26O

Molecular Weight: 222.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@@H]1CCC2CC(=O)C[C@@H](C)[C@]2(C)C1

Standard InChI:  InChI=1S/C15H26O/c1-10(2)12-5-6-13-8-14(16)7-11(3)15(13,4)9-12/h10-13H,5-9H2,1-4H3/t11-,12-,13?,15+/m1/s1

Standard InChI Key:  DDJJLKQSWUBTKH-BDMBVICOSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   15.1139   -1.5515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1139   -2.3690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8192   -2.7735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8192   -1.1391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5245   -1.5518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5255   -2.3690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2298   -2.7745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9376   -2.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9366   -1.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2277   -1.1401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5213   -3.1821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8189   -3.5907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6453   -2.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6452   -3.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3530   -2.3674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4051   -1.1448    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  1  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  6
  3 12  1  6
  8 13  1  1
 13 14  1  0
 13 15  1  0
  1 16  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2271442

   TETRAHYDRONOOTKATONE

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: 222.37

Molecular Weight (Monoisotopic): 222.1984

AlogP: 4.06

#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: 4.09

CX LogD: 4.09

Aromatic Rings: ┄

Heavy Atoms: 16

QED Weighted: 0.65

Np Likeness Score: 1.90

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