19-hydroxy-13-oxo-15,16-dinor-entlabda-8(17)-ene

ID: ALA4646416

PubChem CID: 132838611

Max Phase: Preclinical

Molecular Formula: C18H30O2

Molecular Weight: 278.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1CC[C@@H]2[C@](C)(CO)CCC[C@@]2(C)[C@@H]1CCC(C)=O

Standard InChI:  InChI=1S/C18H30O2/c1-13-6-9-16-17(3,12-19)10-5-11-18(16,4)15(13)8-7-14(2)20/h15-16,19H,1,5-12H2,2-4H3/t15-,16-,17+,18+/m1/s1

Standard InChI Key:  KDFIUXIPXNKEPM-BDXSIMOUSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    4.9320  -17.3096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5234  -16.5997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1145  -17.3070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8177  -15.3739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8177  -16.1952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5271  -14.9571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2365  -15.3739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2330  -16.1952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9392  -16.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6534  -16.2012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6568  -15.3799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9462  -14.9619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9485  -14.1406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6615  -13.7341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6638  -12.9127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3708  -14.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2292  -14.5526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2251  -17.0124    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2932  -17.3044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9573  -12.5021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3727  -12.5062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  1  6
  4  5  1  0
  4  6  1  0
  5  2  1  0
  2  8  1  0
  7  6  1  0
  7  8  1  0
  7 12  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  6
 13 14  1  0
 14 15  1  0
 11 16  2  0
  7 17  1  6
  8 18  1  1
  3 19  1  0
 15 20  2  0
 15 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4646416

   ---

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 278.44

Molecular Weight (Monoisotopic): 278.2246

AlogP: 4.13

#Rotatable Bonds: 4

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: 3.40

CX LogD: 3.40

Aromatic Rings: ┄

Heavy Atoms: 20

QED Weighted: 0.79

Np Likeness Score: 3.01

References

1. Al-Sayed E, Ke TY, Hwang TL, Chen SR, Korinek M, Chen SL, Cheng YB..  (2020)  Cytotoxic and anti-inflammatory effects of lignans and diterpenes from Cupressus macrocarpa.,  30  (10): [PMID:32223924] [10.1016/j.bmcl.2020.127127]

Source

Source(1):

• Scientific Literature