Aviculin
Names
IUPAC name
[(1S,2R,3R)-7-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methyl α-L-rhamnopyranoside
Systematic IUPAC name
(2R,3R,4R,5R,6S)-2-{[(1S,2R,3R)-7-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy}-6-methyloxane-3,4,5-triol
Other names
isolariciresinol-9'-rhamnopyranoside
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
  • InChI=1S/C26H34O10/c1-12-23(30)24(31)25(32)26(36-12)35-11-17-15(10-27)6-14-8-21(34-3)19(29)9-16(14)22(17)13-4-5-18(28)20(7-13)33-2/h4-5,7-9,12,15,17,22-32H,6,10-11H2,1-3H3/t12-,15-,17-,22-,23-,24+,25+,26+/m0/s1
    Key: FPJFPMQEUVMUKU-CDDCGRQRSA-N
  • C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@H]2[C@@H](CC3=CC(=C(C=C3[C@@H]2C4=CC(=C(C=C4)O)OC)O)OC)CO)O)O)O
Properties
C26H34O10
Molar mass 506.54 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Aviculin is a lignan. It is bio-active isolate of Pseudocydonia sinensis [2] or Polygonum aviculare.[3]

References

  1. ^ "KNApSAcK Metabolite Information - C00031615". www.knapsackfamily.com.
  2. ^ Gao H, Wu L, Kuroyanagi M, Harada K, Kawahara N, Nakane T, Umehara K, Hirasawa A, Nakamura Y (November 2003). "Antitumor-promoting constituents from Chaenomeles sinensis KOEHNE and their activities in JB6 mouse epidermal cells". Chem. Pharm. Bull. 51 (11): 1318–21. doi:10.1248/cpb.51.1318. PMID 14600382.
  3. ^ Ja Kim, Hyoung (1994). "A Novel Lignan and Flavonoids from Polygonum aviculare". Journal of Natural Products. 57 (5): 581–586. doi:10.1021/np50107a003.



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