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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:
Molecular Weight:
388.67
EC Number:
MDL number:
UNSPSC Code:
12352001
PubChem Substance 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

InChI key

QYIXCDOBOSTCEI-NWKZBHTNSA-N

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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%)
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Matthew P Dale et al.
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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
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)

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