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CHEBI:139027 - AMCR277B

ChEBI IDCHEBI:139027
ChEBI NameAMCR277B
Stars
DefinitionA hydroxycalciol that is calcitriol which has undergone formal oxidative coupling at positions 20 and 23 to the hydroxy group and methyl group, respectively, of methanol to afford the corresponding oxolane ring (the 20S,23R stereoisomer). It is less calcemic towards the vitamin D nuclear receptor than 1α,25-dihydroxyvitamin D3 in vivo.
Last Modified16 November 2017
SubmitterCeri
DownloadsMolfile
FormulaC28H44O4
Net Charge0
Average Mass444.656
Monoisotopic Mass444.32396
SMILES[H][C@]1([C@]2(C)C[C@@H](CC(C)(C)O)CO2)CC[C@@]2([H])/C(=C/C=C3/C[C@@H](O)C[C@H](O)C3=C)CCC[C@]12C
InChIInChI=1S/C28H44O4/c1-18-21(13-22(29)14-24(18)30)9-8-20-7-6-12-27(4)23(20)10-11-25(27)28(5)16-19(17-32-28)15-26(2,3)31/h8-9,19,22-25,29-31H,1,6-7,10-17H2,2-5H3/b20-8+,21-9-/t19-,22-,23+,24+,25+,27+,28+/m1/s1
InChIKeyQFEREDUWILIRPI-FOPXFMLJSA-N
ChEBI Ontology
Outgoing Relation(s)
AMCR277B (CHEBI:139027) has functional parent calcitriol (CHEBI:17823)
AMCR277B (CHEBI:139027) is a hydroxycalciol (CHEBI:47042)
AMCR277B (CHEBI:139027) is a oxolanes (CHEBI:26912)
IUPAC Name 
(1S,3R,5Z,7Z,23R)-23-(2-hydroxy-2-methylpropyl)-20,24-epoxy-9,10-secochola-5,7,10-triene-1,3-diol
Manual XrefsDatabases
EP1777220Patent
Registry NumbersSources
Reaxys:12859120Reaxys
Citations