(9Z)-9-{9-[(6S)-5,5-Dimethyl-1-methylidenecyclohexyl]ethyl}but-9-ene-11,15-diol; Elgonene L

ID: ALA4467773

PubChem CID: 155532564

Max Phase: Preclinical

Molecular Formula: C15H26O2

Molecular Weight: 238.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1CCCC(C)(C)[C@@H]1CC/C(=C/CO)CO

Standard InChI:  InChI=1S/C15H26O2/c1-12-5-4-9-15(2,3)14(12)7-6-13(11-17)8-10-16/h8,14,16-17H,1,4-7,9-11H2,2-3H3/b13-8-/t14-/m1/s1

Standard InChI Key:  PEZOHFQOYWDCAG-YLHGKKIISA-N

Molfile:  

 
     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
   27.6226  -10.3406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6226  -11.1619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3343  -11.5664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0418  -11.1619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0418  -10.3406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3343   -9.9238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7529   -9.9299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4658  -10.3446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1769   -9.9339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3343   -9.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7467  -10.7451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2497   -9.5463    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   31.8846  -10.3424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1768   -9.1168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8844   -8.7081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.5923   -9.9337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3001  -10.3422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.7449  -11.5686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  6 10  2  0
  4 11  1  0
  5 12  1  6
  9 13  2  0
  9 14  1  0
 14 15  1  0
 13 16  1  0
 16 17  1  0
  4 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4467773

   ---

Molecule Features

Natural Product: No

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: 238.37

Molecular Weight (Monoisotopic): 238.1933

AlogP: 3.06

#Rotatable Bonds: 5

Polar Surface Area: 40.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.58

CX LogD: 2.58

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.72

Np Likeness Score: 3.31

References

1. Cheng T, Chepkirui C, Decock C, Matasyoh JC, Stadler M..  (2019)  Sesquiterpenes from an Eastern African Medicinal Mushroom Belonging to the Genus Sanghuangporus.,  82  (5): [PMID:31001977] [10.1021/acs.jnatprod.8b01086]

Source

Source(1):

• Scientific Literature