C7578
Coprostan-3-ol
≥98%
Synonym(s):
5β-Cholestan-3β-ol
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About This Item
Empirical Formula (Hill Notation):
C27H48O
CAS Number:
Molecular Weight:
388.67
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352001
EC Number:
206-638-8
MDL number:
Assay:
≥98%
Form:
powder
InChI key
QYIXCDOBOSTCEI-NWKZBHTNSA-N
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
SMILES string
[H]C12CCC3C4CCC([C@@H](C)CCCC(C)C)C4(C)CCC3C1(C)CCC(O)C2
assay
≥98%
form
powder
Quality Level
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
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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)
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
A translational synthetic biology platform for rapid access to gram-scale quantities of novel drug-like molecules
Reed J, et al.
Metabolic engineering, 42(23), 185-193 (2017)
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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