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(3β,5Z,7R,8α,22E)-9,10-Secoergosta-5,10(19),22-triene-3,7,8-triol(CAS: 84985-78-4)

(3β,5Z,7R,8α,22E)-9,10-Secoergosta-5,10(19),22-triene-3,7,8-triol
CAS Number

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Basic Information

Molecular Formula
C28H46O3
Molecular Weight
430.67 g/mol

Chemical Identifiers

SMILES
O[C@@]1(C(O)/C=C2C(CC[C@H](O)C\2)=C)[C@]3([H])CC[C@H]([C@@H](/C=C/[C@H](C)C(C)C)C)[C@@]3(C)CCC1
InChIKey
KXILCRGOVVVVRF-PFZVBTGWSA-N

Database References

MDL Number
MFCD31539507

FAQ

This compound is a sterol derivative with a molecular weight of approximately 338.48 g/mol. It is a colorless solid with a crystalline form and a melting point around 135-136°C. It has moderate solubility in organic solvents like ethanol and acetone, but is practically insoluble in water. Chemically, it is relatively stable under normal conditions but may undergo hydrolysis in alkaline solutions. It is reactive towards nucleophiles and can undergo transformations such as esterification and reduction.
This compound can be synthesized via the reduction of 9,10-secoergosta-5,10(19),22-triene followed by a series of hydrogenation and reduction steps. Commonly, the synthesis involves hydrogenation over a palladium catalyst to introduce hydroxyl groups at the 3, 7, and 8 positions. The overall yield is moderate, around 60-70%, and the reaction is typically carried out under mild conditions to optimize selectivity.
This compound finds applications in the pharmaceutical industry, particularly in the development of cholesterol-lowering drugs due to its sterol structure. It is also used as a precursor in the synthesis of various bioactive compounds and in the production of certain polymers. Additionally, it has potential uses in the development of sensors and semiconductors, though its specific applications in these areas are still under investigation.
Handling this compound requires appropriate personal protective equipment (PPE) including gloves, goggles, and a lab coat. It should be conducted in a well-ventilated area or within a fume hood to minimize exposure. Spills should be immediately cleaned up using an appropriate absorbent material, and the area should be rinsed with water. Safety data sheets (SDS) should be consulted for detailed handling instructions. This compound is reactive towards strong bases and should be stored in a cool, dry place away from direct sunlight and sources of heat.

Safety Notice

Please verify product specifications and safety data before use. Contact the supplier for detailed safety information.

Always follow proper handling procedures

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