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CHEBI:90931 - NCS172285

Default Structure
ChEBI IDCHEBI:90931
ChEBI NameNCS172285
Stars
DefinitionA 3β-hydroxy steroid that is androst-5-en-3β-ol in which the 17β-hydrogen has been replaced by a 1,3-dihydroxy-3,3-bis(trifluoromethyl)propyl group. NCS172285 (also known as acts as NSC12) has been used as an extracellular fibroblast growth factor (FGF) trap with implications in cancer therapy. The stereochemistry shown is that of the most active stereoisomer, as determined by Mattia Anselmi (PhD thesis, University of Parma, 2015).
Last Modified25 April 2017
SubmitterMargaret Duesbury
DownloadsMolfile
FormulaC24H34F6O3
Net Charge0
Average Mass484.521
Monoisotopic Mass484.24121
SMILES[H][C@@]12CC=C3C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2([H])CC[C@]1([H])[C@@H](O)CC(O)(C(F)(F)F)C(F)(F)F
InChIInChI=1S/C24H34F6O3/c1-20-9-7-14(31)11-13(20)3-4-15-16-5-6-18(21(16,2)10-8-17(15)20)19(32)12-22(33,23(25,26)27)24(28,29)30/h3,14-19,31-33H,4-12H2,1-2H3/t14-,15-,16-,17-,18+,19-,20-,21-/m0/s1
InChIKeyOHKBOEWLASAFLW-FJWDNACWSA-N
ChEBI Ontology
Outgoing Relation(s)
NCS172285 (CHEBI:90931) is a 20-hydroxy steroid (CHEBI:36854)
NCS172285 (CHEBI:90931) is a 3β-hydroxy-Δ5-steroid (CHEBI:1722)
NCS172285 (CHEBI:90931) is a fluorinated steroid (CHEBI:50830)
Synonyms  Source
17β-[(1S)-1,3-dihydroxy-3,3-bis(trifluoromethyl)propyl] androst-5-en-3β-olChEBI
17β-[(1S)-4,4,4-trifluoro-1,3-dihydroxy-3-(trifluoromethyl)butyl] androst-5-en-3β-olChEBI
(1S)-4,4,4-trifluoro-1-[(3S,8S,9S,10R,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-3-(trifluoromethyl)butane-1,3-diolIUPAC
(20S)-21-[hydroxy(bistrifluoromethyl)methyl]pregnane-3β,20-diolChEBI
NSC12ChEBI
UPR1358ChEBI
Citations