(+/-)-exo-4-Isopropyl-1-methyl-7-oxabicyclo[2.2.1]heptan-2-yl ethanoate

ID: ALA2229601

PubChem CID: 76333237

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(C)C)CC[C@@]1(C)O2

Standard InChI:  InChI=1S/C12H20O3/c1-8(2)12-6-5-11(4,15-12)10(7-12)14-9(3)13/h8,10H,5-7H2,1-4H3/t10-,11-,12-/m1/s1

Standard InChI Key:  VYKFQTOOPHUOES-IJLUTSLNSA-N

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
   17.3756   -2.9634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7099   -2.3649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2877   -1.9563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0814   -2.6084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1433   -1.2175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0100   -2.3773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7417   -2.9468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9935   -1.5436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7035   -1.9482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9890   -0.7264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6687   -3.3142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1414   -3.6597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7238   -4.3621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1235   -5.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9067   -4.3518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  1  4  1  0
  4  5  1  0
  5  3  1  0
  3  6  1  0
  6  7  1  0
  7  4  1  0
  3  8  1  6
  8  9  1  0
  8 10  1  0
  4 11  1  6
  7 12  1  1
 12 13  1  0
 13 14  1  0
 13 15  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2229601

   2-exo-acetoxy-1,4-cineole

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: 212.29

Molecular Weight (Monoisotopic): 212.1412

AlogP: 2.29

#Rotatable Bonds: 2

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: 1.80

CX LogD: 1.80

Aromatic Rings: ┄

Heavy Atoms: 15

QED Weighted: 0.66

Np Likeness Score: 2.69

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