(1S,3E,7E,11S,12S)-12-hydroxy-dolabella-3,7-dien-6-one

ID: ALA4226508

PubChem CID: 145969717

Max Phase: Preclinical

Molecular Formula: C21H34O2

Molecular Weight: 318.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C1=C\C(=O)C/C(C)=C/C(C)[C@]2(C)CC[C@](O)(C(C)C)[C@H]2CC1

Standard InChI:  InChI=1S/C21H34O2/c1-14(2)21(23)10-9-20(6)17(5)11-16(4)13-18(22)12-15(3)7-8-19(20)21/h11-12,14,17,19,23H,7-10,13H2,1-6H3/b15-12+,16-11+/t17?,19-,20-,21-/m0/s1

Standard InChI Key:  TYLDXUQKMYZYRY-GTCCRCNRSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
    4.2387   -4.7628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2387   -5.5800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9439   -4.3501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6492   -4.7628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3548   -4.3550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9496   -5.9863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1209   -6.7739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1252   -6.7760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3504   -5.9927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5319   -5.9902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6075   -7.4097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9439   -3.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3571   -3.5378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0613   -4.7688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0598   -5.5857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8363   -5.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3176   -5.1795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8386   -4.5179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0874   -6.6172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5394   -7.2235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8864   -6.7885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6218   -6.0464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0534   -3.9498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0534   -6.4013    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  2  6  1  0
  4  3  2  0
  4  5  1  0
  9 15  1  0
 14  5  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  2 10  2  0
  7 11  1  0
  3 12  1  0
  5 13  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 14  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 16 22  1  1
 14 23  1  1
 15 24  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4226508

   ---

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: 318.50

Molecular Weight (Monoisotopic): 318.2559

AlogP: 5.07

#Rotatable Bonds: 1

Polar Surface Area: 37.30

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.83

CX LogD: 4.83

Aromatic Rings: ┄

Heavy Atoms: 23

QED Weighted: 0.69

Np Likeness Score: 2.55

References

1. Li S, Niu H, Qiao Y, Zhu R, Sun Y, Ren Z, Yuan H, Gao Y, Li Y, Chen W, Zhou J, Lou H..  (2018)  Terpenoids isolated from Chinese liverworts Lepidozia reptans and their anti-inflammatory activity.,  26  (9): [PMID:29655613] [10.1016/j.bmc.2018.03.040]

Source

Source(1):

• Scientific Literature