1,10-Dihydronootkatone

ID: ALA2271443

PubChem CID: 11572085

Max Phase: Preclinical

Molecular Formula: C15H24O

Molecular Weight: 220.36

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  C=C(C)[C@@H]1CCC2CC(=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/h11-13H,1,5-9H2,2-4H3/t11-,12-,13?,15+/m1/s1

Standard InChI Key:  NMALGKNZYKRHCE-BDMBVICOSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   21.8908   -1.8362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8908   -2.6538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5961   -3.0583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5961   -1.4239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3014   -1.8366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3024   -2.6538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0067   -3.0592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7145   -2.6520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7135   -1.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0047   -1.4249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2982   -3.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5958   -3.8755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4222   -3.0607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4221   -3.8779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1299   -2.6522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1820   -1.4296    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  2  0
 13 15  1  0
  1 16  2  0
M  END

Alternative Forms

  1. Parent:

Associated Targets(non-human)

Coptotermes formosanus (677 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: YesOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Biocomponents

Calculated Properties

Molecular Weight: 220.36Molecular Weight (Monoisotopic): 220.1827AlogP: 3.98#Rotatable Bonds: 1
Polar Surface Area: 17.07Molecular Species: NEUTRALHBA: 1HBD:
#RO5 Violations: HBA (Lipinski): 1HBD (Lipinski): #RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: CX LogP: 3.75CX LogD: 3.75
Aromatic Rings: Heavy Atoms: 16QED Weighted: 0.61Np Likeness Score: 2.30

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