20(S)-Hydroxycholesterol - ≥99% , CAS No.516-72-3

CAS: 516-72-3 Cat. No.: S1443951 Fórmula: C₂₇H₄₆O₂ Peso molecular: 402.65 PubChem CID: 121935

GRADE & PURITY Moligand™, ≥99%

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Visão geral

20(S)-Hydroxycholesterol (20α-Hydroxycholesterol) is an allosteric activator of Smoothened (Smo) that activates Hedgehog (Hh) signaling. In an Hh-responsive reporter assay using NIH 3T3 cells, 20(S)-Hydroxycholesterol showed an EC50 of approximately 3 μM. Its effects on Smo are stereoselective, and it induces Smo accumulation in primary cilia. 20(S)-Hydroxycholesterol directly binds to the extracellular cysteine-rich domain (CRD) of Smo and activates downstream Gli signaling; it did not activate a Wnt pathway reporter gene in the corresponding reporter assay. 20(S)-Hydroxycholesterol also exhibits pro-osteogenic activity and, in combination with simvastatin, enhances Raf/MEK/ERK signaling, osteogenic differentiation, and bone regeneration.

Specifications

Especificações e pureza

Moligand™, ≥99%

Condições de armazenamento de armazenamento

Store at -20°C,Argon charged

Enviado em

Ice chest + Ice pads

Este produto requer transporte de cadeia fria. Serviços terrestres e outros serviços econômicos não estão disponíveis.

Grau

Moligand™

Tipo de ação

ACTIVATOR

Pureza

≥99%

Nomes e identificadores

• Sorrisos canónicos: CC(C)CCCC(C)(C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)O
• IUPAC Name: (3S,8S,9S,10R,13S,14S,17S)-17-[(2S)-2-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
• InChIKey: MCKLJFJEQRYRQT-APGJSSKUSA-N
• INCHI: 1S/C27H46O2/c1-18(2)7-6-14-27(5,29)24-11-10-22-21-9-8-19-17-20(28)12-15-25(19,3)23(21)13-16-26(22,24)4/h8,18,20-24,28-29H,6-7,9-17H2,1-5H3/t20-,21-,22-,23-,24-,25-,26-,27-/m0/s1
• SMILES isoméricas: CC(C)CCC[C@@](C)([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C)O
• PubChem CID: 121935
• Peso molecular: 402.65

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Classe Steroids and steroid derivatives
      • Subclass Cholestane steroids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Classe: Steroids and steroid derivatives
• Subclass: Cholestane steroids
• Intermediate Tree Nodes: Not available
• Direct Parent: Cholesterols and derivatives
• Alternative Parents: 3-beta-hydroxysteroids 3-beta-hydroxy delta-5-steroids Delta-5-steroids Tertiary alcohols Secondary alcohols Cyclic alcohols and derivatives Hydrocarbon derivatives
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Cholesterol - Cholesterol-skeleton - 20-hydroxysteroid - 3-beta-hydroxy-delta-5-steroid - Hydroxysteroid - 3-hydroxy-delta-5-steroid - 3-hydroxysteroid - 3-beta-hydroxysteroid - Delta-5-steroid - Tertiary alcohol - Cyclic alcohol - Secondary alcohol - Organooxygen compound - Hydrocarbon derivative - Organic oxygen compound - Alcohol - Aliphatic homopolycyclic compound
• Descrição: This compound belongs to the class of organic compounds known as cholesterols and derivatives. These are compounds containing a 3-hydroxylated cholestane core.
• External Descriptors: Cholesterol and derivatives

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Perguntas frequentes

What is the purity of this product?

This product is supplied at ≥99% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at 2–8 °C. Refrigerated storage is required to maintain the specified shelf life.

How is this product shipped?

This product ships chilled on wet ice. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 516-72-3, the molecular formula is C27H46O2, and the molecular weight is 402.65 g/mol. InChIKey MCKLJFJEQRYRQT-APGJSSKUSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.