Presilphiperfolane-7alpha,8alpha-diol; rel-(2aS,2a1S,4aR,7R,7aS)-2a,4,4,7-tetramethyldecahydro-1H-cyclopenta[cd]indene-2a1,4a-diol

ID: ALA4447866

PubChem CID: 155519846

Max Phase: Preclinical

Molecular Formula: C15H26O2

Molecular Weight: 238.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@H]1CC[C@@]2(O)C(C)(C)C[C@]3(C)CC[C@@H]1[C@]32O

Standard InChI:  InChI=1S/C15H26O2/c1-10-5-8-14(16)12(2,3)9-13(4)7-6-11(10)15(13,14)17/h10-11,16-17H,5-9H2,1-4H3/t10-,11+,13+,14-,15+/m1/s1

Standard InChI Key:  YNXVTFPRRSPPOQ-WKZARQIDSA-N

Molfile:  

 
     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
    3.5164   -5.6254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2263   -5.2209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5211   -4.8084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2932   -5.9216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7094   -5.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4800   -5.6940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6811   -5.9241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4800   -4.9159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1851   -4.5772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1851   -3.7459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4690   -3.3331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7505   -3.7473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7505   -4.5802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4436   -6.5103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8927   -3.3371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4727   -4.0983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8883   -4.1644    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0406   -4.1685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  6  4  1  0
  4  5  1  0
  5  9  1  0
  6  8  1  0
  8 13  1  0
 13  2  1  0
  2  7  1  0
  7  6  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  6 14  1  6
 10 15  1  1
  8 16  1  1
  9 17  1  1
 13 18  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4447866

   ---

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: 2.72

#Rotatable Bonds: ┄

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: 12.97

CX Basic pKa: ┄

CX LogP: 2.58

CX LogD: 2.58

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.68

Np Likeness Score: 2.29

References

1. Radulović NS, Mladenović MZ, Stojanović NM, Randjelović PJ, Blagojević PD..  (2019)  Structural Elucidation of Presilphiperfolane-7α,8α-diol, a Bioactive Sesquiterpenoid from Pulicaria vulgaris: A Combined Approach of Solvent-Induced Chemical Shifts, GIAO Calculation of Chemical Shifts, and Full Spin Analysis.,  82  (7): [PMID:31241943] [10.1021/acs.jnatprod.9b00120]

Source

Source(1):

• Scientific Literature