(1R,2R,3S,6R,9R)-2,6,10,10-Tetramethyl-11-oxa-tricyclo[7.2.1.0*1,6*]dodecane-2,3-diol

ID: ALA2287548

PubChem CID: 76316482

Max Phase: Preclinical

Molecular Formula: C15H26O3

Molecular Weight: 254.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)O[C@]23C[C@@H]1CC[C@]2(C)CC[C@H](O)[C@@]3(C)O

Standard InChI:  InChI=1S/C15H26O3/c1-12(2)10-5-7-13(3)8-6-11(16)14(4,17)15(13,9-10)18-12/h10-11,16-17H,5-9H2,1-4H3/t10?,11-,13+,14+,15+/m0/s1

Standard InChI Key:  QDZQKRSRABUOAX-BWZHELCQSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
    1.3633   -1.7599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3633   -2.5482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0433   -2.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0433   -1.3581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7274   -1.7599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7243   -2.5482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4014   -2.9468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0856   -2.5535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0887   -1.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4076   -1.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7209   -0.9674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7131   -3.3328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0817   -3.3401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1403   -4.1297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8604   -3.4915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6817   -2.9471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0441   -3.7308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4610   -3.5164    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
  8  7  1  1
  8  9  1  0
  9 10  1  0
  5 11  1  6
  6 12  1  1
  8 13  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
  2 16  1  1
  3 17  1  6
  3 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2287548

   (1R,2R,3S,6R,9S)-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecane-2,3-diol

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: 254.37

Molecular Weight (Monoisotopic): 254.1882

AlogP: 2.25

#Rotatable Bonds: ┄

Polar Surface Area: 49.69

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.91

CX Basic pKa: ┄

CX LogP: 1.73

CX LogD: 1.73

Aromatic Rings: ┄

Heavy Atoms: 18

QED Weighted: 0.70

Np Likeness Score: 3.16

References

1. Gonzalez AG, Jimenez IA, Ravelo AG, Coll J, Gonzalez JA, Lloria J.  (1997)  Antifeedant activity of sesquiterpenes from celastraceae,  25  (6): [10.1016/S0305-1978(97)00035-5]

Source

Source(1):

• Scientific Literature