(3β)-26,27-Dinorcholest-5-en-24-yne-3,20-diol

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(3β)-26,27-Dinorcholest-5-en-24-yne-3,20-diol manufacturers

  • Nat-20(S)-yne
  • Nat-20(S)-yne pictures
  • $218.00
  • 2026-05-11
  • CAS:1397692-46-4
  • Purity:
  • Supply Ability: 10g
(3β)-26,27-Dinorcholest-5-en-24-yne-3,20-diol Basic information
Product Name:(3β)-26,27-Dinorcholest-5-en-24-yne-3,20-diol
Synonyms:(3β)-26,27-Dinorcholest-5-en-24-yne-3,20-diol;SCMAJJQBADBBSM-CMJRPVKTSA-N;Nat-20(S)-yne;Nat-20(S)-yne Exclusive;26,27-Dinorcholest-5-en-24-yne-3,20-diol, (3β)-;Nat20(S)yne,Nat 20(S) yne;(3β)-26,27-Dinorcholest-5-en-24-yne-3,20-diol, CAS 1397692-46-4
CAS:1397692-46-4
MF:C25H38O2
MW:370.57
EINECS:
Product Categories:Pharmaceuticals, Intermediates & Fine Chemicals, Steroids
Mol File:1397692-46-4.mol
(3β)-26,27-Dinorcholest-5-en-24-yne-3,20-diol Structure
(3β)-26,27-Dinorcholest-5-en-24-yne-3,20-diol Chemical Properties
Boiling point 510.0±25.0 °C(Predicted)
density 1.08±0.1 g/cm3(Predicted)
storage temp. Store at -20°C
solubility DMF: 14 mg/ml; DMSO: 0.5 mg/ml; Ethanol: 10 mg/ml
form A crystalline solid
pka14.68±0.29(Predicted)
Safety Information
MSDS Information
(3β)-26,27-Dinorcholest-5-en-24-yne-3,20-diol Usage And Synthesis
DescriptionSmoothened (SMO) is a GPCR-like receptor which, with Patched, mediates hedgehog signaling to regulate gene expression through the Gli transcription factors. 20(S)-hydroxy Cholesterol (20(S)-OHC) is an oxysterol which binds SMO and activates hedgehog signaling (EC50 = 3 μM), and this activation is selective for the nat-20(S)-OHC enantiomer. Nat-20(S)-OHC synergizes with the SMO agonist SAG, suggesting an allosteric effect. Nat-20(S)-yne is a form of nat-20(S)-OHC with a terminal alkyne group, which can be used in linking reactions known as click chemistry. Click chemistry involves highly dependable and specific azide-alkyne bioconjugation reactions and can be used to capture or immobilize bioactive molecules. Thus, nat-20(S)-yne has been conjugated with magnetic beads to demonstrate that nat-20(S)-OHC directly binds SMO.
Uses(3β)-26,27-Dinorcholest-5-en-24-yne-3,20-diol is a byproduct of cholesterol (C432501) oxidation and a potential agonists of the hedgehog signaling pathway.
References[1] YOONJUNG KHO. A tagging-via-substrate technology for detection and proteomics of farnesylated proteins.[J]. Proceedings of the National Academy of Sciences of the United States of America, 2004, 101 34: 12479-12484. DOI: 10.1073/pnas.0403413101
[2] JEAN-FRANOIS LUTZ  Zoya Z. Efficient construction of therapeutics, bioconjugates, biomaterials and bioactive surfaces using azide–alkyne “click” chemistry[J]. Advanced drug delivery reviews, 2008, 60 9: Pages 958-970. DOI: 10.1016/j.addr.2008.02.004
[3] SIGRID NACHTERGAELE. Oxysterols are allosteric activators of the oncoprotein Smoothened[J]. Nature chemical biology, 2012, 8 2: 211-220. DOI: 10.1038/nchembio.765
(3β)-26,27-Dinorcholest-5-en-24-yne-3,20-diol Preparation Products And Raw materials
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