Tetrahydronootkatone ketal

ID: ALA2271440

PubChem CID: 76316019

Max Phase: Preclinical

Molecular Formula: C17H30O2

Molecular Weight: 266.42

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H30O2/c1-12(2)14-5-6-15-11-17(18-7-8-19-17)9-13(3)16(15,4)10-14/h12-15H,5-11H2,1-4H3/t13-,14-,15?,16+/m1/s1

Standard InChI Key:  AERFYYFWVNMLMU-GXRBRPDZSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    2.0719   -1.6340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0678   -0.8168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2893   -0.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8122   -1.2318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2960   -1.8904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0719   -2.4516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7771   -2.8560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7771   -1.2217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4824   -1.6344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4835   -2.4516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1878   -2.8570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8956   -2.4498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8945   -1.6326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1857   -1.2226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4793   -3.2646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7769   -3.6732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6032   -2.8584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6032   -3.6756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3110   -2.4499    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  1  0
 17 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2271440

   TETRAHYDRONOOTKATONE 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: 266.42

Molecular Weight (Monoisotopic): 266.2246

AlogP: 4.24

#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: 4.35

CX LogD: 4.35

Aromatic Rings: ┄

Heavy Atoms: 19

QED Weighted: 0.71

Np Likeness Score: 1.09

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