Dihydrotachysterol

Dihydrotachysterol

Systematic (IUPAC) name
(1S,3E,4S)-3-[(2E)-2-[(1R,3aS,7aR)-1-[(E,2R,5R)-5,6-Dimethylhept-3-en-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylcyclohexan-1-ol
Clinical data
AHFS/Drugs.com	Micromedex Detailed Consumer Information
MedlinePlus	a682335
Identifiers
CAS Number	67-96-9
ATC code	A11CC02 (WHO)
PubChem	CID 5311071
DrugBank	DB01070
ChemSpider	4470607
UNII	R5LM3H112R
KEGG	D00299
ChEBI	CHEBI:4591
Chemical data
Formula	C28H46O
Molar mass	398.664 g/mol
SMILES O[C@@H]3C/C(=C\C=C1/CCC[C@]2([C@H]1CC[C@@H]2[C@@H](/C=C/[C@H](C)C(C)C)C)C)[C@@H](C)CC3
InChI InChI=1S/C28H46O/c1-19(2)20(3)9-10-22(5)26-15-16-27-23(8-7-17-28(26,27)6)12-13-24-18-25(29)14-11-21(24)4/h9-10,12-13,19-22,25-27,29H,7-8,11,14-18H2,1-6H3/b10-9+,23-12+,24-13+/t20-,21-,22+,25-,26+,27-,28+/m0/s1 Key:ILYCWAKSDCYMBB-OPCMSESCSA-N
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Dihydrotachysterol (DHT) is a synthetic vitamin D analog activated in the liver that does not require renal hydroxylation like vitamin D₂ (ergocalciferol) and vitamin D₃ (cholecalciferol). DHT has a rapid onset of action (2 hours), a shorter half-life, and a greater effect on mineralization of bone salts than does vitamin D.^[1]

References

1. R. Gagnon, G. W. Ogden, G. Just, M. Kaye (1974). "Comparison of Dihydrotachysterol and 5,6-trans Vitamin D3 on Intestinal Calcium Absorption in Patients with Chronic Renal Failure". Canadian Journal of Physiology and Pharmacology 52 (2): 272–274. doi:10.1139/y74-037. PMID 4365509.