3beta-Hydroxy-olen-12-en-28-propargylate

ID: ALA2283548

PubChem CID: 44127650

Max Phase: Preclinical

Molecular Formula: C33H50O3

Molecular Weight: 494.76

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/C33H50O3/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/h1,10,23-26,34H,11-21H2,2-8H3/t23-,24-,25+,26-,30-,31+,32+,33-/m0/s1

Standard InChI Key:  PCDJMHIWEYNCPO-LVNUYWAMSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2283548

   3BETA-HYDROXY-OLEN-12-EN-28-PROPARGYLATE

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: 494.76

Molecular Weight (Monoisotopic): 494.3760

AlogP: 7.33

#Rotatable Bonds: 2

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: 6.97

CX LogD: 6.97

Aromatic Rings: ┄

Heavy Atoms: 36

QED Weighted: 0.25

Np Likeness Score: 2.78

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]

2. Dang Thi TA, Kim Tuyet NT, Pham The C, Thanh Nguyen H, Ba Thi C, Doan Duy T, D'hooghe M, Van Nguyen T..  (2014)  Synthesis and cytotoxic evaluation of novel ester-triazole-linked triterpenoid-AZT conjugates.,  24  (22): [PMID:25442310] [10.1016/j.bmcl.2014.09.079]

Source

Source(1):

• Scientific Literature