Aviculin

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
CAS Number	156765-33-2^[1]^N
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL2332673
ChemSpider	8566919
PubChem CID	10391477
CompTox Dashboard (EPA)	DTXSID901045608
InChI 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
SMILES 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
Chemical formula	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). Infobox references

Chemical compound

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

References

^ "KNApSAcK Metabolite Information - C00031615". www.knapsackfamily.com.
^ 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.
^ Ja Kim, Hyoung (1994). "A Novel Lignan and Flavonoids from Polygonum aviculare". Journal of Natural Products. 57 (5): 581–586. doi:10.1021/np50107a003.