(+/-)-exo-1,3,3-trimethyl-2-oxabicyclo[2.2.2]octan-5-ol

ID: ALA2229604

PubChem CID: 76329562

Max Phase: Preclinical

Molecular Formula: C10H18O2

Molecular Weight: 170.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)O[C@]2(C)CC[C@@H]1[C@@H](O)C2

Standard InChI:  InChI=1S/C10H18O2/c1-9(2)7-4-5-10(3,12-9)6-8(7)11/h7-8,11H,4-6H2,1-3H3/t7-,8+,10-/m1/s1

Standard InChI Key:  WHIKIYRWRMRQNK-KHQFGBGNSA-N

Molfile:  

     RDKit          2D

 12 13  0  0  0  0  0  0  0  0999 V2000
    7.0246   -3.6853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3730   -3.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3027   -2.9136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6331   -3.8362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1619   -2.5423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4701   -2.8188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8069   -3.1001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6230   -1.8887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4084   -1.6715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0381   -1.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1578   -4.3171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9028   -2.3589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  2  4  1  0
  2  5  1  0
  3  6  1  0
  4  7  1  0
  5  8  1  0
  6  7  1  1
  6  8  1  0
  8  9  1  0
  8 10  1  0
  2 11  1  6
  3 12  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA2229604

   3-exo-hydroxy-1,8-cineole

Molecule Features

Natural Product: Yes

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: 170.25

Molecular Weight (Monoisotopic): 170.1307

AlogP: 1.71

#Rotatable Bonds: ┄

Polar Surface Area: 29.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.93

CX LogD: 0.93

Aromatic Rings: ┄

Heavy Atoms: 12

QED Weighted: 0.60

Np Likeness Score: 3.63

References

1. Barton AF, Dell B, Knight AR..  (2010)  Herbicidal activity of cineole derivatives.,  58  (18): [PMID:20715837] [10.1021/jf101827v]

Source

Source(1):

• Scientific Literature