Dihydrotachysterol

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Not to be confused with Dihydrotestosterone.

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
Legal status	?
Identifiers
CAS number	67-96-9^Y
ATC code	A11CC02
PubChem	CID 5311071
DrugBank	DB01070
ChemSpider	4470607^Y
UNII	R5LM3H112R^Y
KEGG	D00299^Y
ChEBI	CHEBI:4591^Y
Chemical data
Formula	C₂₈H₄₆O
Mol. 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^Y Key:ILYCWAKSDCYMBB-OPCMSESCSA-N^Y
Y (what is this?) (verify)

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

↑ 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.

v t e Cholestanes, membrane lipids: sterols

Adosterol Cholecalciferol/Ergocalciferols Cholesterol Dihydrotachysterol Fusidic acid Lanosterol Phytosterols

Vitamins (A11)

Fat soluble

A	α-Carotene · β-Carotene · Retinol^# · Tretinoin

D	D₂ (Ergosterol, Ergocalciferol^#) · D₃ (7-Dehydrocholesterol, Previtamin D₃, Cholecalciferol, 25-hydroxycholecalciferol, Calcitriol (1,25-dihydroxycholecalciferol), Calcitroic acid) · D₄ (Dihydroergocalciferol) · D₅ · D analogues (Alfacalcidol, Dihydrotachysterol, Calcipotriol, Tacalcitol, Paricalcitol)

E	Tocopherol (Alpha, Beta, Gamma, Delta) · Tocotrienol (Alpha, Beta, Gamma, Delta) · Tocofersolan

K	Naphthoquinone · Phylloquinone (K₁) · Menaquinones (K₂) · Menadione (K₃)‡ · Menadiol (K₄)

Water soluble

B	B₁ (Thiamine^#) · B₂ (Riboflavin^#) · B₃ (Niacin, Nicotinamide^#) · B₅ (Pantothenic acid, Dexpanthenol, Pantethine) · B₆ (Pyridoxine^#, Pyridoxal phosphate, Pyridoxamine) · B₇ (Biotin) · B₉ (Folic acid, Dihydrofolic acid, Folinic acid, L-methylfolate) · B₁₂ (Cyanocobalamin, Hydroxocobalamin, Methylcobalamin, Cobamamide) · Choline

C	Ascorbic acid^# · Dehydroascorbic acid

Combinations

Multivitamins

^#WHO-EM
^‡Withdrawn from market
Clinical trials:
- ^†Phase III
- ^§Never to phase III

M: NUT

cof, enz, met

noco, nuvi, sysi/epon, met

drug (A8/11/12)

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