8,13(15)-Abietadien-18-ol

ID: ALA553410

PubChem CID: 14446483

Max Phase: Preclinical

Molecular Formula: C20H32O

Molecular Weight: 288.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)=C1CCC2=C(CC[C@H]3[C@](C)(CO)CCC[C@]23C)C1

Standard InChI:  InChI=1S/C20H32O/c1-14(2)15-6-8-17-16(12-15)7-9-18-19(3,13-21)10-5-11-20(17,18)4/h18,21H,5-13H2,1-4H3/t18-,19-,20+/m0/s1

Standard InChI Key:  IROXAKIPGBQTGG-SLFFLAALSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   15.1989   -7.3486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1989   -8.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9101   -8.5848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9101   -6.9335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6256   -7.3486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6267   -8.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3383   -8.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0534   -8.1724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3362   -6.9326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0550   -7.3459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7683   -6.9322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7691   -6.1037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0503   -5.6905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3307   -6.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6176   -6.5275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6176   -8.9907    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.4800   -5.6929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1912   -6.1032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4796   -4.8718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1158   -9.3739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3221   -9.1640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9075   -9.5918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0
  1  2  1  0
  1  4  1  0
  9 14  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
  2  3  1  0
  5 15  1  1
  5  9  1  0
  6 16  1  6
  6  7  1  0
 12 17  2  0
  7  8  1  0
 17 18  1  0
  8 10  1  0
 17 19  1  0
  9 10  2  0
  3 20  1  6
  3  6  1  0
  3 21  1  0
  5  4  1  0
 20 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA553410

   Abieta-8,13(15)-dien-18-ol

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: 288.48

Molecular Weight (Monoisotopic): 288.2453

AlogP: 5.40

#Rotatable Bonds: 1

Polar Surface Area: 20.23

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 1

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.39

CX LogD: 4.39

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.64

Np Likeness Score: 2.95

References

1. González MA, Correa-Royero J, Agudelo L, Mesa A, Betancur-Galvis L..  (2009)  Synthesis and biological evaluation of abietic acid derivatives.,  44  (6): [PMID:19217699] [10.1016/j.ejmech.2009.01.014]

Source

Source(1):

• Scientific Literature