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Avenasterol

From Wikipedia, the free encyclopedia
Avenasterol
Names
IUPAC name
(3β,24Z)-Stigmasta-7,24(28)-dien-3-ol
Systematic IUPAC name
(3S,5S,10S,13R)-10,13-Dimethyl-17-[(Z,2R)-5-propan-2-ylhept-5-en-2-yl]-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
UNII
  • InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h7,11,19-20,22-23,25-27,30H,8-10,12-18H2,1-6H3/b21-7-/t20-,22+,23+,25-,26+,27+,28+,29-/m1/s1
    Key: MCWVPSBQQXUCTB-OQTIOYDCSA-N
  • C[C@@]12[C@](C=3[C@@]([C@]4(C)[C@@](CC3)(C[C@@H](O)CC4)[H])(CC1)[H])(CC[C@@]2([C@@H](CC/C(/C(C)C)=C/C)C)[H])[H]
Properties
C29H48O
Molar mass 412.702 g·mol−1
Melting point 118–120 °C (244–248 °F; 391–393 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Avenasterol, or Δ-7-Avenasterol is a natural, stigmastane-type sterol.[1]

References

[edit]
  1. Cederberg, H; Gylling, H; Miettinen, TA; Paananen, J; Vangipurapu, J; Pihlajamäki, J; Kuulasmaa, T; Stančáková, A; Smith, U; Kuusisto, J; Laakso, M (2013). Travis, Alexander J (ed.). "Non-cholesterol sterol levels predict hyperglycemia and conversion to type 2 diabetes in Finnish men". PLOS ONE. 8 (6) e67406. Bibcode:2013PLoSO...867406C. doi:10.1371/journal.pone.0067406. PMC 3696087. PMID 23840693.