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CHEBI:233816 - 23S,25R-1-alpha-25-hydroxy vitamin D3-26,23-lactol

Default Structure
ChEBI IDCHEBI:233816
ChEBI Name23S,25R-1-alpha-25-hydroxy vitamin D3-26,23-lactol
Stars
DefinitionA hydroxycalciol that consists of vitamin D3 (calciol) bearing additional hydroxy substituents at positions 1, 23 and 25 (with 1α,23S & 25R-configuration), and a lactol ring functional group at C26, 23
Last Modified19 May 2026
SubmitterJoanne
DownloadsMolfile
FormulaC27H42O5
Net Charge0
Average Mass446.628
Monoisotopic Mass446.30322
SMILESC=C1/C(=C\C=C2/CCC[C@]3(C)[C@@H]([C@H](C)CC4CC(C)(O)C(O)O4)CC[C@@H]23)C[C@@H](O)C[C@@H]1O
InChIInChI=1S/C27H42O5/c1-16(12-21-15-27(4,31)25(30)32-21)22-9-10-23-18(6-5-11-26(22,23)3)7-8-19-13-20(28)14-24(29)17(19)2/h7-8,16,20-25,28-31H,2,5-6,9-15H2,1,3-4H3/b18-7+,19-8-/t16-,20-,21?,22-,23+,24+,25?,26-,27?/m1/s1
InChIKeyIYBKBIPCYPEBEW-XOIPKNRJSA-N
Roles Classification
Biological Role:
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.
ChEBI Ontology
Outgoing Relation(s)
23S,25R-1-alpha-25-hydroxy vitamin D3-26,23-lactol (CHEBI:233816) has functional parent calciol (CHEBI:28940)
23S,25R-1-alpha-25-hydroxy vitamin D3-26,23-lactol (CHEBI:233816) is a D3 vitamins (CHEBI:73558)
23S,25R-1-alpha-25-hydroxy vitamin D3-26,23-lactol (CHEBI:233816) is a human metabolite (CHEBI:77746)
23S,25R-1-alpha-25-hydroxy vitamin D3-26,23-lactol (CHEBI:233816) is a hydroxycalciol (CHEBI:47042)
23S,25R-1-alpha-25-hydroxy vitamin D3-26,23-lactol (CHEBI:233816) is a organic molecular entity (CHEBI:50860)
IUPAC Name 
5-[(2R)-2-[(1R,3aS,4E,7aR)-4-{2-[(1Z,3S,5R)-3,5-dihydroxy-2-methylidenecyclohexylidene]ethylidene}-7a-methyl-octahydro-1H-inden-1-yl]propyl]-3-methyloxolane-2,3-diol
Citations