Selligueain A

Selligueain A
Chemical structure of selligueain A
Chemical structure of selligueain A
Names
Other names
Epiafzelechin-(4β-8,2β-0-7)-epiafzelechin-(4β-8)-afzelechin
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C45H36O15/c46-21-7-1-18(2-8-21)40-30(54)15-25-26(50)16-28(52)34(42(25)57-40)37-35-29(53)17-32-36(43(35)58-41(39(37)55)19-3-9-22(47)10-4-19)38-33-27(51)13-24(49)14-31(33)59-45(60-32,44(38)56)20-5-11-23(48)12-6-20/h1-14,16-17,30,37-41,44,46-56H,15H2/t30-,37-,38-,39+,40+,41+,44?,45+/m0/s1
    Key: PMDYNLFGCCRGRX-NSJNBNEDSA-N
  • C1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=C5C6C(C(OC7=CC(=CC(=C67)O)O)(OC5=CC(=C34)O)C8=CC=C(C=C8)O)O)C9=CC=C(C=C9)O)O)O)O)C1=CC=C(C=C1)O)O
Properties
C45H36O15
Molar mass 816.75 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Selligueain A is an A type proanthocyanidin trimer of the propelargonidin type.

It can be extracted from the rhizome of the fern Selliguea feei collected in Indonesia.

It has sweetener properties with relative sweetness of 35 times as compared to the intensity of a 2% w/v aqueous sucrose solution.

References

  1. ↑ Baek, NI; Chung, MS; Shamon, L; Kardono, LB; Tsauri, S; Padmawinata, K; Pezzuto, JM; Soejarto, DD; Kinghorn, AD (1993). "Selligueain A, a novel highly sweet proanthocyanidin from the rhizomes of Selliguea feei". J Nat Prod. 56 (9): 1532–8. Bibcode:1993JNAtP..56.1532B. doi:10.1021/np50099a011. PMID 8254348.