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173388-20-0

173388-20-0 Structure

173388-20-0 Structure
IdentificationBack Directory
[Name]

(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-methylideneoxolan-2-one
[CAS]

173388-20-0
[Synonyms]

TEL9647
TEI-9647
2(3H)-Furanone, 5-[(2R)-2-[(1R,3aS,4E,7aR)-4-[(2Z)-2-[(3S,5R)-3,5-dihydroxy-2-methylenecyclohexylidene]ethylidene]octahydro-7a-methyl-1H-inden-1-yl]propyl]dihydro-3-methylene-, (5S)-
(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-methylideneoxolan-2-one
[Molecular Formula]

C27H38O4
[MDL Number]

MFCD12912577
[MOL File]

173388-20-0.mol
[Molecular Weight]

426.59
Chemical PropertiesBack Directory
[Boiling point ]

618.5±55.0 °C(Predicted)
[density ]

1.14±0.1 g/cm3(Predicted)
[storage temp. ]

4°C, protect from light, stored under nitrogen
[solubility ]

Soluble in ethanol
[form ]

Solid
[pka]

14.43±0.40(Predicted)
[color ]

White to yellow
Hazard InformationBack Directory
[Uses]

TEI-9647, a Vitamin D3 Lactone analogue, is a potent and specific vitamin D receptor (VDR) antagonist. TEI-9647 inhibits VDR/VDRE-mediated genomic actions of 1α,25(OH)2D3. TEI-9647 inhibits bone resorption and HL-60 cell differentiation induced by of 1α,25(OH)2D3. TEI-9647 has the potential for suppressing the excessive bone resorption and osteoclast formation in Paget's disease[1][2][3].
[Definition]

ChEBI: (23S)-1-hydroxy-25,27-didehydrovitamin D3 26,23-lactone is a vitamin D.
[References]

[1] Miura D, et al. Antagonistic action of novel 1α,25-dihydroxyvitamin D3-26, 23-lactone analogs on differentiation of human leukemia cells (HL-60) induced by 1α,25-dihydroxyvitamin D3. J Biol Chem. 1999 Jun 4;274(23):16392-9. DOI:10.1074/jbc.274.23.16392
[2] Seiichi Ishizuka, et al. Vitamin D antagonist, TEI-9647, inhibits osteoclast formation induced by 1α,25-dihydroxyvitamin D3 from pagetic bone marrow cells. J Steroid Biochem Mol Biol. 2004 May;89-90(1-5):331-4. DOI:10.1016/j.jsbmb.2004.03.025
[3] Kazuya Takenouchi, et al. Synthesis and structure-activity relationships of TEI-9647 derivatives as Vitamin D3 antagonists. J Steroid Biochem Mol Biol. 2004 May;89-90(1-5):31-4. DOI:10.1016/j.jsbmb.2004.03.046
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