Isovellerol

ID: ALA518293

PubChem CID: 44575148

Max Phase: Preclinical

Molecular Formula: C15H22O2

Molecular Weight: 234.34

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Isovellerol | CHEMBL518293

Canonical SMILES:  CC1(C)C[C@H]2C=C3COC(O)[C@]34C[C@]4(C)[C@H]2C1

Standard InChI:  InChI=1S/C15H22O2/c1-13(2)5-9-4-10-7-17-12(16)15(10)8-14(15,3)11(9)6-13/h4,9,11-12,16H,5-8H2,1-3H3/t9-,11+,12?,14-,15+/m1/s1

Standard InChI Key:  JPFARHSFKRUMBZ-SZNYSYDQSA-N

Molfile:  

     RDKit          2D

 19 22  0  0  0  0  0  0  0  0999 V2000
    3.9251   -4.1220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9253   -3.2970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1399   -3.0407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6549   -3.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1399   -4.3760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9189   -2.4716    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9189   -4.9474    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9362   -3.2906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2393   -4.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6419   -4.5249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6348   -2.8770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3514   -2.4688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4163   -2.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3527   -3.2925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3511   -4.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1401   -4.3711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6223   -3.7005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1359   -3.0332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3871   -2.2532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  9  1  0
 10 15  2  0
  2  3  1  0
 14 11  1  0
 14 12  1  1
 11 12  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
 11 13  1  6
 14 15  1  0
  2 11  1  0
  2  6  1  1
  1 10  1  0
  1  7  1  1
  1  2  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 14 18  1  0
  4  8  1  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA518293

   ISOVELLEROL

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: 234.34

Molecular Weight (Monoisotopic): 234.1620

AlogP: 2.72

#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: 11.87

CX Basic pKa: ┄

CX LogP: 2.19

CX LogD: 2.19

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.65

Np Likeness Score: 3.19

References

1. Sterner O, Bergman R, Kihlberg J, Wickberg B.  (1985)  The Sesquiterpenes of Lactarius vellereus and Their Role in a Proposed Chemical Defense System,  48  (2): [10.1021/np50038a013]

Source

Source(1):

• Scientific Literature