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C7578

Sigma-Aldrich

Coprostan-3-ol

≥98%

Synonym(s):

5β-Cholestan-3β-ol

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About This Item

Empirical Formula (Hill Notation):
C27H48O
CAS Number:
360-68-9
Molecular Weight:
388.67
EC Number:
206-638-8
MDL number:
MFCD00068259
UNSPSC Code:
12352001
PubChem Substance ID:
57654041
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

InChI key

QYIXCDOBOSTCEI-NWKZBHTNSA-N

Related Categories

General description

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000406578
0000406599
0000406599
0000406578
0000319960

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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)
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%)
R M Kay et al.
Gut, 21(2), 128-132 (1980-02-01)
Bile acid (acidic sterol) and neutral steroid excretion were determined in 15 patients, five with conventional ileostomy, five with continent ileostomy, and five with continent ileostomy and an ileal resection. Acidic sterol losses were normal in conventional ileostomy patients and
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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