Lactarane

ID: ALA479316

PubChem CID: 14412869

Max Phase: Preclinical

Molecular Formula: C15H20O2

Molecular Weight: 232.32

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Lactarane | Velleral|Lactarane|(-)-Vellearal|CHEMBL479316|5,6-Azulenedicarboxaldehyde, 1,2,3,3a,8,8a-hexahydro-2,2,8-trimethyl-, (3aR,8R,8aR)-|CHEBI:205523|DTXSID301030304|Q7919171|(3aR,8R,8aR)-1,2,3,3a,8,8a-Hexahydro-2,2,8-trimethyl-5,6-azulenedicarboxaldehyde|(3aR,8R,8aR)-2,2,8-trimethyl-3,3a,8,8a-tetrahydro-1H-azulene-5,6-dicarbaldehyde

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

Standard InChI:  InChI=1S/C15H20O2/c1-10-4-12(8-16)13(9-17)5-11-6-15(2,3)7-14(10)11/h4-5,8-11,14H,6-7H2,1-3H3/t10-,11+,14+/m0/s1

Standard InChI Key:  GUAUUIHVMRMGCT-MISXGVKJSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    2.3820   -3.3464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8962   -4.0133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3819   -4.6802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1610   -2.7804    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1610   -5.2504    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1792   -3.5996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4812   -4.7209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1631   -4.4280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1652   -3.6038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8136   -3.0858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8118   -4.9455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6204   -3.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6202   -4.7602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9772   -4.0120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6292   -2.2877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1325   -5.3995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8350   -6.1628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7964   -4.0116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2057   -3.3019    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
 16 17  2  0
 14 18  1  0
  8  9  1  0
 18 19  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA479316

   LACTARANE

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: 232.32

Molecular Weight (Monoisotopic): 232.1463

AlogP: 2.94

#Rotatable Bonds: 2

Polar Surface Area: 34.14

Molecular Species: ┄

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.37

CX LogD: 2.37

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.69

Np Likeness Score: 2.16

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