CHEBI:139243 - gemini-0072

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ChEBI Name gemini-0072
ChEBI ID CHEBI:139243
Definition A hydroxycalciol that is a synthetic fluorinated and deuterated analogue of vitamin D3 which exhibits vitamin D receptor superagonist and anti-cancer activity.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Ceri
Supplier Information
Download Molfile XML SDF
Formula C32H38D6F6O4
Net Charge 0
Average Mass 612.727
Monoisotopic Mass 612.35204
InChI InChI=1S/C32H44F6O4/c1-20-23(18-24(39)19-27(20)40)12-11-22-9-6-16-29(4)25(13-14-26(22)29)21(8-5-15-28(2,3)41)10-7-17-30(42,31(33,34)35)32(36,37)38/h11-12,21,24-27,39-42H,1,5-6,8-10,13-16,18-19H2,2-4H3/b22-11+,23-12-/t21-,24+,25+,26-,27-,29+/m0/s1/i2D3,3D3
InChIKey VSOWXEHVBCDXAY-DKRWUNOHSA-N
SMILES C1[C@]2([C@](/C(=C/C=C/3\C([C@H](C[C@@H](C3)O)O)=C)/CC1)(CC[C@@]2([C@H](CC#CC(C(F)(F)F)(C(F)(F)F)O)CCCC(C([2H])([2H])[2H])(C([2H])([2H])[2H])O)[H])[H])C
Roles Classification
Biological Role(s): vitamin D receptor agonist
An agonist that binds to and activates vitamin D receptors
fat-soluble vitamin (role)
Any vitamin that dissolves in fats and are stored in body tissues. Unlike the water-soluble vitamins, they are stored in the body for long periods of time and generally pose a greater risk for toxicity when consumed in excess.
(via vitamin D )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing gemini-0072 (CHEBI:139243) has role antineoplastic agent (CHEBI:35610)
gemini-0072 (CHEBI:139243) has role vitamin D receptor agonist (CHEBI:139503)
gemini-0072 (CHEBI:139243) is a D3 vitamins (CHEBI:73558)
gemini-0072 (CHEBI:139243) is a deuterated compound (CHEBI:76107)
gemini-0072 (CHEBI:139243) is a hydroxycalciol (CHEBI:47042)
gemini-0072 (CHEBI:139243) is a organofluorine compound (CHEBI:37143)
gemini-0072 (CHEBI:139243) is a tetrol (CHEBI:33573)
IUPAC Name
(1R,3S,5Z)-4-methylidene-5-[(2E)-2-{(1R,3aS,7aR)-7a-methyl-1-[(6S)-1,1,1-trifluoro-2,10-dihydroxy-10-(2H3)methyl-2-(trifluoromethyl)(11,11,11-2H3)undec-3-yn-6-yl]octahydro-4H-inden-4-ylidene}ethylidene]cyclohexane-1,3-diol
Synonyms Sources
(20S)-1α,25-dihydroxy-21-(3-hydroxy-3-trifluoromethyl-4,4,4-trifluoro-but-1-ynyl)-26,26,26,27,27,27-hexadeuterocholecalciferol ChEBI
gemini-0072 SUBMITTER
gemini0072 SUBMITTER
Manual Xrefs Databases
242615375 PubChem
90667287 PubChem
View more database links
Registry Number Type Source
15017122 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
19138995 PubMed citation Europe PMC
22180837 PubMed citation SUBMITTER
26681795 PubMed citation Europe PMC
Last Modified
22 January 2018