3beta-Hydroxy-olean-12-en-28-allylate

ID: ALA2283546

PubChem CID: 11049328

Max Phase: Preclinical

Molecular Formula: C33H52O3

Molecular Weight: 496.78

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCOC(=O)[C@]12CCC(C)(C)C[C@H]1C1=CC[C@@H]3[C@@]4(C)CC[C@H](O)C(C)(C)[C@@H]4CC[C@@]3(C)[C@]1(C)CC2

Standard InChI:  InChI=1S/C33H52O3/c1-9-20-36-27(35)33-18-16-28(2,3)21-23(33)22-10-11-25-30(6)14-13-26(34)29(4,5)24(30)12-15-32(25,8)31(22,7)17-19-33/h9-10,23-26,34H,1,11-21H2,2-8H3/t23-,24-,25+,26-,30-,31+,32+,33-/m0/s1

Standard InChI Key:  YHUCDLCUYSQXGS-LVNUYWAMSA-N

Molfile:  

     RDKit          2D

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   22.1343  -16.2076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 12  1  1  0
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 22 11  2  0
 23 16  1  0
 24 18  1  0
  1 25  1  6
 26 11  1  0
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  4 28  1  1
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 20 31  1  1
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  5  6  1  0
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 34 35  1  0
 35 36  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2283546

   3BETA-HYDROXY-OLEAN-12-EN-28-ALLYLATE

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: 496.78

Molecular Weight (Monoisotopic): 496.3916

AlogP: 7.88

#Rotatable Bonds: 3

Polar Surface Area: 46.53

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: 7.47

CX LogD: 7.47

Aromatic Rings: ┄

Heavy Atoms: 36

QED Weighted: 0.32

Np Likeness Score: 2.97

References

1. Mallavadhani UV, Mahapatra A, Pattnaik B, Vanga N, Suri N, Saxena AK.  (2013)  Synthesis and anti-cancer activity of some novel C-17 analogs of ursolic and oleanolic acids,  22  (3): [10.1007/s00044-012-0106-y]

Source

Source(1):

• Scientific Literature