Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C27H48O |
Molecular Weight | 388.6694 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 9 / 9 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C
InChI
InChIKey=QYIXCDOBOSTCEI-FBVYSKEZSA-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
DescriptionCurator's Comment: description was created based on several sources, including
https://www.jstage.jst.go.jp/article/jsotp/31/1/31_1_13/_pdf
http://www.nishika.co.jp/upfiles/2_pdf_2/TCPS-IF.pdf
https://www.ncbi.nlm.nih.gov/pubmed/14585188
Curator's Comment: description was created based on several sources, including
https://www.jstage.jst.go.jp/article/jsotp/31/1/31_1_13/_pdf
http://www.nishika.co.jp/upfiles/2_pdf_2/TCPS-IF.pdf
https://www.ncbi.nlm.nih.gov/pubmed/14585188
Epidihydrocholesterin (Cholestanol) is a sterol that differs from cholesterol by the absence of a double bond in the B ring and, in humans, is present in far lower concentrations than cholesterol. Epidihydrocholesterin is reported as an ingredient of Presteron. Presteron is an anti-inflammatory drug. It was reported that Presteron had no side effects like steroids on oral administration and intramuscular injection in human. Presteron partly inhibited ovine COX-1 by 10.4%, but it did not inhibit human recombinant COX-2 at all. Presteron inhibits the action of bradykinin, a potent inflammatory mediator, by suppressing Ca2+ dependent cellular PLA2 (cPLA2) and/or secretory PLA2 (sPLA2), and COX-1, resulting in alleviation of inflammation.
CNS Activity
Sources: https://www.ncbi.nlm.nih.gov/pubmed/17012751
Curator's Comment: The blood-brain barrier was intact to the passage of cholestanol.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: GO:0050482 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Diagnostic | Unknown Approved UseUnknown |
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Diagnostic | Unknown Approved UseUnknown |
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Primary | Tetracycline Presteron Approved UseTetracycline Presteron is an antibiotic containing an anti-flammatory agent to help treat periodontitis. Launch Date1960 |
Sample Use Guides
In Vivo Use Guide
Sources: http://www.nishika.co.jp/upfiles/2_pdf_2/TCPS-IF.pdf
1 g of ointment contains 20 mg of Presteron
Route of Administration:
Dental
Clonal rat dental pulp cells RDP4-1 were labeled with [3H]-arachidonic acid for
24 h. The cells, pre-incubated with presteron (Epidihydrocholesterin) or a counterpart for three minutes, were stimulated with bradykinin or a calcium ionophore: A23187. A23187, as well as bradykinin, induced release of arachidonic acid and its metabolites not from subconfluent cells but only from confluent cells at concentrations around 0.5 uM. Presteron at 0.1-0.3 uM suppressed the releases in a dose-dependent manner without affecting cell viability, while indomethacin did not. In addition, 0.1 uM presteron partly inhibited ovine COX-1 by 10.4%, but it did not inhibit human recombinant COX-2 at all.
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300000038930
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208-228-4
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516-95-0
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CHEMBL2107718
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m4937
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DTXSID90883420
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66066
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31542
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87MLH50B7Q
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SUBSTANCE RECORD