vellerol

ID: ALA479504

Cas Number: 96910-72-4

PubChem CID: 180721

Max Phase: Preclinical

Molecular Formula: C15H22O2

Molecular Weight: 234.34

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Vellerol | Vellerol|96910-72-4|CHEMBL479504|DTXSID80242623|CHEBI:215212|(3aR,4R,8aR)-7-(hydroxymethyl)-2,2,4-trimethyl-3,3a,4,8a-tetrahydro-1H-azulene-6-carbaldehyde|6-Azulenecarboxaldehyde, 1,2,3,3a,4,8a-hexahydro-7-(hydroxymethyl)-2,2,4-trimethyl-, (3aR-(3aalpha,4alpha,8aalpha))-

Canonical SMILES:  C[C@H]1C=C(C=O)C(CO)=C[C@@H]2CC(C)(C)C[C@@H]21

Standard InChI:  InChI=1S/C15H22O2/c1-10-4-12(8-16)13(9-17)5-11-6-15(2,3)7-14(10)11/h4-5,8,10-11,14,17H,6-7,9H2,1-3H3/t10-,11+,14+/m0/s1

Standard InChI Key:  VLSLDDINWGVCNM-MISXGVKJSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   14.7572   -2.7258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2714   -3.3927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7571   -4.0596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5362   -2.1598    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.5362   -4.6298    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.5543   -2.9790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8564   -4.1003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5382   -3.8073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5403   -2.9831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1888   -2.4652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1870   -4.3249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9956   -2.6454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9954   -4.1396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3523   -3.3914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0044   -1.6670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5076   -4.7789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1716   -3.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5809   -2.6813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2101   -5.5422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  4  1  1
  9 10  1  0
  9  1  1  0
  8 11  1  0
  8  5  1  1
 10 12  1  0
  1  2  1  0
 11 13  2  0
  2  6  1  0
 12 14  2  0
 13 14  1  0
  2  3  1  0
 10 15  1  1
  2  7  1  0
 13 16  1  0
  3  8  1  0
 14 17  1  0
 17 18  2  0
  8  9  1  0
 16 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA479504

   VELLEROL

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: 2.73

#Rotatable Bonds: 2

Polar Surface Area: 37.30

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: 2.06

CX LogD: 2.06

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.75

Np Likeness Score: 2.85

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