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Merck

C7578

Sigma-Aldrich

Coprostan-3-ol

≥98%

Synonym(e):

5β-Cholestan-3β-ol

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About This Item

Empirische Formel (Hill-System):
C27H48O
CAS-Nummer:
Molekulargewicht:
388.67
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352001
PubChem Substanz-ID:
NACRES:
NA.22

Assay

≥98%

Form

powder

SMILES String

[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

InChIKey

QYIXCDOBOSTCEI-NWKZBHTNSA-N

Allgemeine Beschreibung

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

Anwendung

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.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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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)
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)
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
A L Watne et al.
Annals of surgery, 197(5), 550-554 (1983-05-01)
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