calcitriol-26,23-lactone   Click here for help

GtoPdb Ligand ID: 2786

Synonyms: (23S,25R)-1α,25-(OH)2D3-26,23-lactone | 1,25-dihydroxyvitamin D3-26,23-lactone | 1,25-lactone
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 4
Topological polar surface area 86.99
Molecular weight 444.29
XLogP 5.26
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES OC1CC(O)C(=C)C(=CC=C2CCCC3(C2CCC3C(CC2OC(=O)C(C2)(C)O)C)C)C1
Isomeric SMILES O[C@H]1C[C@H](O)C(=C)/C(=C\C=C\2/CCC[C@]3([C@H]2CC[C@@H]3[C@@H](C[C@@H]2OC(=O)[C@](C2)(C)O)C)C)/C1
InChI InChI=1S/C27H40O5/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/h7-8,16,20-24,28-29,31H,2,5-6,9-15H2,1,3-4H3/b18-7+,19-8-/t16-,20-,21+,22-,23+,24+,26-,27-/m1/s1
InChI Key WMYIVSWWSRCZFA-RWVJFQLJSA-N
Classification Click here for help
Compound class Metabolite or derivative
IUPAC Name Click here for help
(3R,5S)-5-[(2R)-2-[(1R,3aS,4E,7aR)-4-[(2Z)-2-[(3S,5R)-3,5-dihydroxy-2-methylidenecyclohexylidene]ethylidene]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-1-yl]propyl]-3-hydroxy-3-methyloxolan-2-one
Synonyms Click here for help
(23S,25R)-1α,25-(OH)2D3-26,23-lactone | 1,25-dihydroxyvitamin D3-26,23-lactone | 1,25-lactone
Database Links Click here for help
CAS Registry No. 81203-50-1 (source: PubChem)
GtoPdb PubChem SID 135651451
PubChem CID 6438368
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