8,13(15)-Abietadien-18-oic acid

ID: ALA559501

Cas Number: 19402-33-6

PubChem CID: 11543995

Product Number: A343973, Order Now?

Max Phase: Preclinical

Molecular Formula: C20H30O2

Molecular Weight: 302.46

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C20H30O2/c1-13(2)14-6-8-16-15(12-14)7-9-17-19(16,3)10-5-11-20(17,4)18(21)22/h17H,5-12H2,1-4H3,(H,21,22)/t17-,19-,20-/m1/s1

Standard InChI Key:  SYMPSTMTYSPKHY-MISYRCLQSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    7.4703   -8.4294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4703   -9.2551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1814   -9.6656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1814   -8.0143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8970   -8.4294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8981   -9.2551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6097   -9.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3248   -9.2532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6075   -8.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3263   -8.4266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0397   -8.0130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0404   -7.1845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3216   -6.7713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6020   -7.1865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8889   -7.6083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8889  -10.0715    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7514   -6.7737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4627   -7.1840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7509   -5.9526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3872  -10.4547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8027  -11.0314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1788  -10.6726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4625  -10.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
  5  4  1  0
 20 21  2  0
  5  6  1  0
 20 22  1  0
  3 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA559501

   8,13(15)-Abietadienoic Acid

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: 302.46

Molecular Weight (Monoisotopic): 302.2246

AlogP: 5.49

#Rotatable Bonds: 1

Polar Surface Area: 37.30

Molecular Species: ACID

HBA: 1

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.59

CX Basic pKa: ┄

CX LogP: 4.87

CX LogD: 2.13

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.65

Np Likeness Score: 2.84

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