Uscharin derivative

ID: ALA369515

Chembl Id: CHEMBL369515

PubChem CID: 44387903

Max Phase: Preclinical

Molecular Formula: C38H62N2O8SSi2

Molecular Weight: 763.16

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H]1C[C@@]2(N=C(N)CS2)C2(O[Si](C)(C)C)O[C@@H]3C[C@@]4(CO)[C@@H](CC[C@@H]5[C@@H]4CC[C@]4(C)[C@@H](C6=CC(=O)OC6)CC[C@]54CO[Si](C)(C)C)C[C@H]3O[C@@H]2O1

Standard InChI:  InChI=1S/C38H62N2O8SSi2/c1-23-17-37(40-31(39)20-49-37)38(48-51(6,7)8)33(45-23)46-29-16-25-9-10-28-27(35(25,21-41)18-30(29)47-38)11-13-34(2)26(24-15-32(42)43-19-24)12-14-36(28,34)22-44-50(3,4)5/h15,23,25-30,33,41H,9-14,16-22H2,1-8H3,(H2,39,40)/t23-,25+,26-,27+,28-,29-,30-,33+,34-,35-,36+,37+,38?/m1/s1

Standard InChI Key:  MPEFSOBLCQKHQA-FWAKGOJHSA-N

Alternative Forms

1. Parent:

   

   ALA369515

   3-[(1S,3R,5S,7R,9S,12R,14R,15S,18R,19S,22S,23R)-4'-amino-14-(hydroxymethyl)-7,18-dimethyl-10-trimethylsilyloxy-22-(trimethylsilyloxymethyl)spiro[4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacosane-9,2'-5H-1,3-thiazole]-19-yl]-2H-furan-5-o

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: 763.16

Molecular Weight (Monoisotopic): 762.3765

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References

1. Van Quaquebeke E, Simon G, André A, Dewelle J, El Yazidi M, Bruyneel F, Tuti J, Nacoulma O, Guissou P, Decaestecker C, Braekman JC, Kiss R, Darro F..  (2005)  Identification of a novel cardenolide (2''-oxovoruscharin) from Calotropis procera and the hemisynthesis of novel derivatives displaying potent in vitro antitumor activities and high in vivo tolerance: structure-activity relationship analyses.,  48  (3): [PMID:15689169] [10.1021/jm049405a]

Source

Source(1):

• Scientific Literature