CB1151

For research use only. Not for therapeutic Use.

  • CAT Number: I017272
  • CAS Number: 182369-28-4
  • Molecular Formula: C28H46O4
  • Molecular Weight: 446.66
  • Purity: ≥95%
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CB1151(CAT: I017272) is a synthetic 20-epi analogue of 1,25-dihydroxyvitamin D₃ (VD₃) with potent antitumor activity. In MCF-7 breast cancer cells, CB1151 suppresses proliferation with an IC₅₀ of 0.82 nM, as measured by [³H]-thymidine incorporation. It selectively activates vitamin D response elements, showing greater potency for IP9-type VDREs (EC₅₀ = 1.2 nM) compared to DR3-type elements (EC₅₀ = 3.2 nM), correlating strongly with its antiproliferative effects. CB1151 also exhibits a functional dissociation constant (Kdf) of 3.6 nM, reflecting its stable interaction with the vitamin D receptor (VDR). With its high selectivity and potency, CB1151 is a valuable probe for vitamin D signaling and cancer research


CAS Number 182369-28-4
Synonyms

(1R,3S,5Z)-5-[(2E)-2-[(1S,3aS,7aS)-1-[(1R)-1-(3-ethyl-3-hydroxypentoxy)ethyl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexane-1,3-diol

Molecular Formula C28H46O4
Purity ≥95%
IUPAC Name (1R,3S,5Z)-5-[(2E)-2-[(1S,3aS,7aS)-1-[(1R)-1-(3-ethyl-3-hydroxypentoxy)ethyl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexane-1,3-diol
InChI InChI=1S/C28H46O4/c1-6-28(31,7-2)15-16-32-20(4)24-12-13-25-21(9-8-14-27(24,25)5)10-11-22-17-23(29)18-26(30)19(22)3/h10-11,20,23-26,29-31H,3,6-9,12-18H2,1-2,4-5H3/b21-10+,22-11-/t20-,23-,24-,25+,26+,27-/m1/s1
InChIKey MJTTZPJXKAGWID-BSGGSXJLSA-N
SMILES CCC(CC)(CCOC(C)C1CCC2C1(CCCC2=CC=C3CC(CC(C3=C)O)O)C)O
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