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CAS 90547-90-3

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Avenacin A 1

Description:
Avenacin A1 is a specialized chemical compound classified as a saponin, primarily derived from oats (Avena sativa). It is notable for its amphiphilic properties, which allow it to interact with both hydrophilic and hydrophobic environments. This characteristic makes avenacin A1 significant in various biological and agricultural contexts, particularly in plant defense mechanisms against pathogens. The compound exhibits antifungal activity, contributing to the plant's resistance to certain diseases. Structurally, avenacin A1 consists of a sugar moiety linked to a triterpenoid aglycone, which is responsible for its bioactivity. Its presence in oats not only plays a role in plant health but also has implications for human nutrition, as saponins are known for their potential health benefits, including cholesterol-lowering effects and immune system support. However, the presence of saponins can also lead to reduced nutrient absorption in some cases. Overall, avenacin A1 is a compound of interest in both agricultural science and nutrition, warranting further research into its properties and applications.
Formula:C55H83NO21
InChI:InChI=1S/C55H83NO21/c1-49(23-59)17-32-51(3,19-36(49)74-45(69)25-10-8-9-11-26(25)56-7)33(61)18-54(6)53(5)15-12-30-50(2,31(53)16-35-55(32,54)77-35)14-13-34(52(30,4)24-60)75-48-44(76-47-43(68)41(66)38(63)28(21-58)72-47)39(64)29(22-70-48)73-46-42(67)40(65)37(62)27(20-57)71-46/h8-11,23,27-44,46-48,56-58,60-68H,12-22,24H2,1-7H3
InChI key:InChIKey=SYXUBXTYGFJFEH-UHFFFAOYSA-N
SMILES:CC12C3(C(O3)CC4C1(C)CCC5C4(C)CCC(OC6C(OC7OC(CO)C(O)C(O)C7O)C(O)C(OC8OC(CO)C(O)C(O)C8O)CO6)C5(CO)C)C9C(C)(C(O)C2)CC(OC(=O)C%10=C(NC)C=CC=C%10)C(C=O)(C)C9
Synonyms:
  • (3β,4α,12β,16β,20β,21β)-12,13-Epoxy-3-[(O-β-D-glucopyranosyl-(1→2)-O-[β-D-glucopyranosyl-(1→4)]-α-L-arabinopyranosyl)oxy]-16,23-dihydroxy-21-[[2-(methylamino)benzoyl]oxy]oleanan-29-al
  • 1H-Piceno[12b,13-b]oxirene, oleanan-29-al deriv.
  • Avenacin A 1
  • Oleanan-29-al, 12,13-epoxy-3-[(O-β-D-glucopyranosyl-(1→2)-O-[β-D-glucopyranosyl-(1→4)]-α-L-arabinopyranosyl)oxy]-16,23-dihydroxy-21-[[2-(methylamino)benzoyl]oxy]-, (3β,4α,12β,16β,20β,21β)-
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