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C7578

Sigma-Aldrich

Coprostan-3-ol

≥98%

Synonyme(s) :

5β-Cholestan-3β-ol

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About This Item

Formule empirique (notation de Hill):
C27H48O
Numéro CAS:
360-68-9
Poids moléculaire :
388.67
Numéro CE :
206-638-8
Numéro MDL:
MFCD00068259
Code UNSPSC :
12352001
ID de substance PubChem :
57654041
Nomenclature NACRES :
NA.22

Pureté

≥98%

Forme

powder

Chaîne SMILES 

[H]C12CCC3C4CCC([C@@H](C)CCCC(C)C)C4(C)CCC3C1(C)CCC(O)C2

InChI

1S/C27H48O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h18-25,28H,6-17H2,1-5H3/t19-,20-,21+,22+,23-,24+,25+,26+,27-/m1/s1

Clé InChI

QYIXCDOBOSTCEI-NWKZBHTNSA-N

Catégories apparentées

Description générale

Coprostan-3-ol is a cholesterol derivative that can be prepared from 5β-cholestan-3-one via reduction.

Application

Coprostan-3-ol can be used as an internal standard:
  • For the determination of total amounts of cholesterol and 7-dehydrocholesterol reductase by GC-MS.
  • For GC-MS estimation of EpHβA (16-hydroxy-β-amyrin) content of leaves expressing SAD1 and CYP51H10 genes with a green fluorescent protein.

It has been used as an internal standard for the determination of total amounts of cholesterol and 7-dehydrocholesterol reductase by GC/MS.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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James Reed et al.
Metabolic engineering, 42, 185-193 (2017-07-09)
Plants are an excellent source of drug leads. However availability is limited by access to source species, low abundance and recalcitrance to chemical synthesis. Although plant genomics is yielding a wealth of genes for natural product biosynthesis, the translation of
The reduction of 5a-cholestan-3-one and 5?-cholestan-3-one by some boranes and hydroborates.
Contreras R and Mendoza L.
Steroids, 34(2), 121-124 (1979)
A L Watne et al.
Annals of surgery, 197(5), 550-554 (1983-05-01)
Ileoproctostomy was performed in 32 patients (13 Female and 19 male), with polyposis coli ranging in age from 10 to 54 years. Seven patients (22%) developed cancer of the retained rectum with a median follow-up of 14 years. Two (20%)
Matthew P Dale et al.
PloS one, 15(5), e0231980-e0231980 (2020-05-02)
Triterpenoids are high-value plant metabolites with numerous applications in medicine, agriculture, food, and home and personal care products. However, plants produce triterpenoids in low abundance, and their complex structures make their chemical synthesis prohibitively expensive and often impossible. As such
Characterization of placental cholesterol transport: ABCA1 is a potential target for in utero therapy of Smith-Lemli-Opitz syndrome.
Lindegaard ML, et al.
Human Molecular Genetics, 17(23), 3806-3813 (2008)
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