P57 (glycoside)

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P57 (glycoside)
IUPAC name (3β,12β,14β)-3-[(O-6-Deoxy-3-O-methyl-β-D-
glucopyranosyl-(1→4)-O-2,6-dideoxy-3-O-methyl-
β-D-ribo-hexopyranosyl-(1→4)-2,6-dideoxy-3-O-
methyl-β-D-ribo-hexopyranosyl)oxy]-14-hydroxy-
12-(2E)-2-methyl-1-oxo-2-butenyloxy]pregn-
5-en-20-one
Other names P57
P57AS3
Identifiers
CAS number [384329-61-7]
SMILES C[C@@]34[C@@](CC[C@@H]4[C@@](C)=O)
(O)[C@]2([H])CC=C1C[C@@H](O[C@H]5C
[C@@H](OC)[C@H](O[C@H]6C[C@@H](OC)
[C@H](O[C@H]7[C@@H](O)[C@H](OC)[C@H]
(O)C(C)O7)C(C)O6)C(C)O5)CC[C@@]
(C)1[C@]([H])2C[C@H]3OC(/C(C)=C/C)=O
Properties
Molecular formula C47H74O15
Molar mass 879.08 g/mol
Density  ? g/cm3
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

P57 is an oxypregnane steroidal glycoside isolated from the African cactiform Hoodia gordonii. P57 is the only active constituent from this plant that has been reported to be responsible for the potential appetite suppressant activity of Hoodia extracts.

In a rat study at Brown Medical School, intracerebroventricular injections of the purified P57 demonstrated that the compound has a likely central nervous system (CNS) mechanism of action. The studies demonstrated that the compound increases the content of ATP by 50-150% in hypothalamic neurons. In addition, third ventricle administration of P57 reduced subsequent 24-hour food intake by 40-60%.

[edit] See also

  • Hoodia - for additional information about P57 and Hoodia gordonii
  • Anorectic - for additional information about appetite suppressants

[edit] References