71204-89-2

Usage

Uses

Calcitroic Acid is a major metabolite of Calcitriol (C144500).

Definition

ChEBI: A hydroxycalciol that is calcidiol in which the pro-S hydrogen of calcidiol is replaced by a hydroxy group and the C-23/C-27 unit is replaced by a carboxy group.

InChI:InChI=1/C23H34O4/c1-14(11-22(26)27)19-8-9-20-16(5-4-10-23(19,20)3)6-7-17-12-18(24)13-21(25)15(17)2/h6-7,14,18-21,24-25H,2,4-5,8-13H2,1,3H3,(H,26,27)/b16-6+,17-7-/t14-,18+,19-,20+,21-,23-/m1/s1

Upstream product

• 71203-48-0 methyl 1α,3β-dihydroxy-9,10-seco-24-norchola-5,7-10(19)-trien-23-oate 
• 138914-88-2 1α-hydroxy-24-oxavitamin D₃ 
• 99220-88-9 methyl 3β-hydroxy-24-norchola-1,5,7-trien-23-oate 
• 99220-97-0 1α,3β-dihydroxy-24-norchola-5,7-dien-23-oic acid 
• 99220-96-9 1α2α-epoxy-24-norchola-5,7-dien-23-oic acid 
• 99220-98-1 methyl 1α,3β-dihydroxy-24-norchola-5,7-dien-23-oate 
• 99220-90-3 C₃₂H₃₉N₃O₅ 
• 99220-93-6 C₃₂H₃₉N₃O₆ 
• 99220-91-4 C₃₈H₅₃N₃O₅Si 
• 99220-92-5 C₃₈H₅₃N₃O₆Si 
• 145223-29-6 (R)-3-((1R,3aR,4S,7aR)-4-((tert-butyldimethylsilyl)oxy)-7a-methyloctahydro-1H-inden-1-yl)butanenitrile 
• 93489-71-5 (R)-3-((1R,3aR,4S,7aR)-4-((tert-butyldimethylsilyl)oxy)-7a-methyloctahydro-1H-inden-1-yl)butanal 
• 75716-75-5 (R)-3-{(1R,3aR,7aR)-4-[(Z)-2-((S)-5-Hydroxy-2-methyl-cyclohex-1-enyl)-vinyl]-7a-methyl-2,3,3a,6,7,7a-hexahydro-1H-inden-1-yl}-butyric acid methyl ester 
• 33168-65-9 methyl 3β-acetoxy-24-norchol-5-en-23-oate 

Relevant academic research and scientific papers

Efficient and scalable total synthesis of calcitroic acid and its 13C-labeled derivative

Calcitroic acid, the deactivated form of the physiological active vitamin D3 metabolite calcitrol, and its 13C labeled derivative has been synthesized starting from the commercially available Inhoffen-Lythgoe diol in 11 steps with an

The Seleno-acetal Route to 1α-Hydroxy-vitamin D Analogues: Synthesis of 24-Oxa-1α-hydroxy-vitamin D3, A Useful Vitamin D Metabolism Probe

Alkylation of the lithio-demethylseleno-derivative of seleno-acetal 11 with chloromethyl isopropyl ether is the key reaction in the synthesis of the 24-oxa analogue (M

Unsaturated Steroids. Part 12. Synthesis of 1α,3β-Dihydroxy-24-nor-9,10-secochola-5,7,10(19)trien-23-oic (Calcitroic) Acid and of the Cholic- and 25-Homocholic Acid Analogues

The three title compounds were synthesized by the same general method.Thus, methyl 3β-hydroxy-24-nor-5α-chol-7-en-23-oate (3;R=CO2Me), derived from 3β-acetoxypregn-7-ene-22-carbaldehyde (2), gave methyl 3-oxo-24-nor-5α-chol-7-en-23-oate (4;R=H,R'=CH3).Bro