Agosterol A

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Agosterol A
File:Agosterol A.svg
Names
IUPAC name
(22R)-11α,22-Dihydroxy-5α-cholest-7-ene-3β,4β,6α-triyl triacetate
Systematic IUPAC name
(1R,3aR,5S,5aS,6R,7S,9aR,9bR,10R,11aR)-10-Hydroxy-1-[(2S,3R)-3-hydroxy-6-methylheptan-2-yl]-9a,11a-dimethyl-2,3,3a,5,5a,6,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[a]phenanthrene-5,6,7-triyl triacetate
Identifiers
3D model (JSmol)
ChemSpider
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UNII
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  • InChI=1S/C33H52O8/c1-17(2)9-12-25(37)18(3)23-10-11-24-22-15-28(40-20(5)35)30-31(41-21(6)36)27(39-19(4)34)13-14-32(30,7)29(22)26(38)16-33(23,24)8/h15,17-18,23-31,37-38H,9-14,16H2,1-8H3/t18-,23+,24-,25+,26+,27-,28-,29+,30-,31-,32+,33+/m0/s1
    Key: SUIRSZOPEPPNGJ-JGEDILIOSA-N
  • InChI=1/C33H52O8/c1-17(2)9-12-25(37)18(3)23-10-11-24-22-15-28(40-20(5)35)30-31(41-21(6)36)27(39-19(4)34)13-14-32(30,7)29(22)26(38)16-33(23,24)8/h15,17-18,23-31,37-38H,9-14,16H2,1-8H3/t18-,23+,24-,25+,26+,27-,28-,29+,30-,31-,32+,33+/m0/s1
    Key: SUIRSZOPEPPNGJ-JGEDILIOBG
  • C[C@@H]([C@H]1CC[C@@H]2[C@@]1(C[C@H]([C@H]3C2=C[C@@H]([C@@H]4[C@@]3(CC[C@@H]([C@@H]4OC(=O)C)OC(=O)C)C)OC(=O)C)O)C)[C@@H](CCC(C)C)O
Properties
C33H52O8
Molar mass 576.771 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Agosterol A is a bio-active sterol which may have applications in removing multi-drug resistance in various cancers.[1][2] It was first isolated from marine sponge but has also been produced synthetically.[3]

References

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