Ganodernoid A

ID: ALA3601515

PubChem CID: 122184972

Max Phase: Preclinical

Molecular Formula: C25H32O6

Molecular Weight: 428.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H](C(=O)O)[C@H]1CC(=O)[C@@]2(C)C3=C(C(=O)C[C@]12C)[C@@]1(C)CCC(=O)C(C)(C)[C@@H]1CC3=O

Standard InChI:  InChI=1S/C25H32O6/c1-12(21(30)31)13-9-18(29)25(6)20-14(26)10-16-22(2,3)17(28)7-8-23(16,4)19(20)15(27)11-24(13,25)5/h12-13,16H,7-11H2,1-6H3,(H,30,31)/t12-,13+,16-,23-,24+,25-/m0/s1

Standard InChI Key:  UAFWFNZQRZDPMO-FXJQOORKSA-N

Molfile:  

     RDKit          2D

 33 36  0  0  0  0  0  0  0  0999 V2000
    3.3032    2.5367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1792   -0.4015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1792   -1.8432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9382   -2.5732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9565    0.3102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6790   -1.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4197   -2.5550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8212   -1.8067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4380    0.3285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8030   -0.3650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8030    2.5185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4562    1.7885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0440    1.7885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0440    0.3467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5625    0.3285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5625    1.8067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.4079   -0.5231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6930    0.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0413    2.9885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8698   -2.3902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8844   -3.1471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9895   -3.1519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8157   -1.3203    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2209   -2.4390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3487   -0.8139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5993    3.2532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9034    2.5103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5927    4.4532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9100    1.3104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9395    3.1157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3325    1.5372    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  2  5  1  0
  3  4  1  0
  4  7  1  0
  6  5  1  0
  6  7  1  0
  6 10  1  0
  7  8  1  0
  8  9  1  0
  9 11  1  0
 10 11  2  0
 10 13  1  0
 11 15  1  0
 14 12  1  0
 12 13  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17  1  1  0
  1 14  1  0
 13 18  2  0
 16 19  2  0
  6 20  1  1
 14 21  1  1
  9 22  2  0
  4 23  1  0
  4 24  1  0
  7 25  1  6
  3 26  2  0
 15 27  1  6
  1 28  1  0
 28 29  1  0
 28 30  1  6
 29 31  1  0
 29 32  2  0
  1 33  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA3601515

   ---

Molecule Features

Natural Product: Yes

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: 428.53

Molecular Weight (Monoisotopic): 428.2199

AlogP: 3.56

#Rotatable Bonds: 2

Polar Surface Area: 105.58

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.21

CX Basic pKa: ┄

CX LogP: 3.54

CX LogD: 0.52

Aromatic Rings: ┄

Heavy Atoms: 31

QED Weighted: 0.72

Np Likeness Score: 2.74

References

1. Zhao XR, Huo XK, Dong PP, Wang C, Huang SS, Zhang BJ, Zhang HL, Deng S, Liu KX, Ma XC..  (2015)  Inhibitory Effects of Highly Oxygenated Lanostane Derivatives from the Fungus Ganoderma lucidum on P-Glycoprotein and α-Glucosidase.,  78  (8): [PMID:26222905] [10.1021/acs.jnatprod.5b00132]

Source

Source(1):

• Scientific Literature