((1R,5aS,5bS,7aS,11aR,11bS,13aS,13bR)-1-methoxy-5b,8,8,13a-tetramethyl-1,3,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a,13b-octadecahydrochryseno[2,1-c]furan-11a-yl)methanol

ID: ALA573401

PubChem CID: 25158952

Max Phase: Preclinical

Molecular Formula: C26H42O3

Molecular Weight: 402.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO[C@@H]1OCC2=CC[C@@H]3[C@](C)(CC[C@H]4[C@@]3(C)CC[C@H]3C(C)(C)CCC[C@@]34CO)[C@H]21

Standard InChI:  InChI=1S/C26H42O3/c1-23(2)11-6-12-26(16-27)18(23)9-13-24(3)19-8-7-17-15-29-22(28-5)21(17)25(19,4)14-10-20(24)26/h7,18-22,27H,6,8-16H2,1-5H3/t18-,19-,20-,21+,22+,24-,25-,26+/m0/s1

Standard InChI Key:  QZOGSLSUTNSYEO-WAEZVMSBSA-N

Molfile:  

     RDKit          2D

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   15.3108  -11.3282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5417  -13.6667    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6792  -16.1292    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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   14.8125  -14.9042    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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 12 16  1  0
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M  END

Alternative Forms

1. Parent:

   

   ALA573401

   [(1R,5aS,5bS,7aS,11aR,11bS,13aS,13bR)-1-methoxy-5b,8,8,13a-tetramethyl-1,3,5,5a,6,7,7a,9,10,11,11b,12,13,13b-tetradecahydrophenanthro[2,1-e][2]benzofuran-11a-yl]methanol

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: 402.62

Molecular Weight (Monoisotopic): 402.3134

AlogP: 5.57

#Rotatable Bonds: 2

Polar Surface Area: 38.69

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.73

CX LogD: 4.73

Aromatic Rings: ┄

Heavy Atoms: 29

QED Weighted: 0.61

Np Likeness Score: 3.13

References

1. Song J, Jeong W, Wang N, Lee HS, Sim CJ, Oh KB, Shin J..  (2008)  Scalarane sesterterpenes from the sponge Smenospongia sp.,  71  (11): [PMID:18973387] [10.1021/np8003694]

Source

Source(1):

• Scientific Literature