CHEBI:90931 - NCS172285

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ChEBI Name NCS172285 ChEBI ID CHEBI:90931 Definition A 3β-hydroxy steroid that is androst-5-en-3β-ol in which the 17β-hydrogen has been replaced by a 1,3-dihydroxy-3,3-bis(trifluoromethyl)propyl group.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). Stars This entity has been manually annotated by the ChEBI Team. Submitter Margaret Duesbury Supplier Information Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Formula C24H34F6O3 Net Charge 0 Average Mass 484.516 Monoisotopic Mass 484.24121 InChI InChI=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 InChIKey OHKBOEWLASAFLW-FJWDNACWSA-N SMILES [C@@H](CC(O)(C(F)(F)F)C(F)(F)F)(O)[C@@]1([C@]2(CC[C@@]3([C@]4(CC[C@@H](CC4=CC[C@]3([C@@]2(CC1)[H])[H])O)C)[H])C)[H] ChEBI Ontology Outgoing 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 Sources (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-diol IUPAC (20S)-21-[hydroxy(bistrifluoromethyl)methyl]pregnane-3β,20-diol ChEBI 17β-[(1S)-1,3-dihydroxy-3,3-bis(trifluoromethyl)propyl] androst-5-en-3β-ol ChEBI 17β-[(1S)-4,4,4-trifluoro-1,3-dihydroxy-3-(trifluoromethyl)butyl] androst-5-en-3β-ol ChEBI NSC12 ChEBI UPR1358 ChEBI Citation Type Source 26267536 PubMed citation SUBMITTER Last Modified 25 April 2017

General Comment 2016-01-15 The stereochemistry shown is as determined by Mattia Anselmi (PhD thesis, chapter 4. See http://dspace-unipr.cineca.it/bitstream/1889/2765/1/PhDThesis_final.pdf)