(+/-)-exo-1,3,3-Trimethyl-2-oxabicyclo[2.2.2]octan-5-yl ethanoate

ID: ALA2229600

PubChem CID: 76307913

Max Phase: Preclinical

Molecular Formula: C12H20O3

Molecular Weight: 212.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@H]1C[C@@]2(C)CC[C@H]1C(C)(C)O2

Standard InChI:  InChI=1S/C12H20O3/c1-8(13)14-10-7-12(4)6-5-9(10)11(2,3)15-12/h9-10H,5-7H2,1-4H3/t9-,10+,12-/m1/s1

Standard InChI Key:  LUYHJKNQBUWCNY-JFGNBEQYSA-N

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
   27.5246   -3.6233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8729   -3.4703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8027   -2.8517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1331   -3.7743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6619   -2.4804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9700   -2.7569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3069   -3.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1230   -1.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9083   -1.6096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5381   -1.2423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6578   -4.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4028   -2.2970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1832   -2.5393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7833   -1.9846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3635   -3.3364    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
 12 13  1  0
 13 14  1  0
 13 15  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2229600

   3-Exo-acetoxy-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: 212.29

Molecular Weight (Monoisotopic): 212.1412

AlogP: 2.29

#Rotatable Bonds: 1

Polar Surface Area: 35.53

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.37

CX LogD: 1.37

Aromatic Rings: ┄

Heavy Atoms: 15

QED Weighted: 0.63

Np Likeness Score: 3.18

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