1,10-dihydro-beta-nootkatol

ID: ALA2271433

PubChem CID: 76326934

Max Phase: Preclinical

Molecular Formula: C15H26O

Molecular Weight: 222.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(C)[C@@H]1CCC2C[C@@H](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/h11-14,16H,1,5-9H2,2-4H3/t11-,12-,13?,14+,15+/m1/s1

Standard InChI Key:  VHARGWWXMUPASZ-XQYPFIQKSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   21.6349   -9.3193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6349  -10.1365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3402  -10.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3402   -8.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0455   -9.3193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0420  -10.1365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7441  -10.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4541  -10.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4576   -9.3253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7510   -8.9114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9260   -8.9128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3411  -11.3581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0341  -10.9495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1595  -10.5550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1549  -11.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8695  -10.1504    0.0000 C   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
  1 11  1  6
  3 12  1  6
  6 13  1  6
  8 14  1  1
 14 15  2  0
 14 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2271433

   (2S,4R,4aS,6R)-4,4a-dimethyl-6-prop-1-en-2-yl-2,3,4,5,6,7,8,8a-octahydro-1H-naphthalen-2-ol

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: 3.78

#Rotatable Bonds: 1

Polar Surface Area: 20.23

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 1

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.54

CX LogD: 3.54

Aromatic Rings: ┄

Heavy Atoms: 16

QED Weighted: 0.67

Np Likeness Score: 2.59

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