Apterin

Last updated
Apterin
Apterin.png
Apterin 3D sticks.png
Names
IUPAC name
(8S,9R)-8-[2-(β-D-Glucopyranosyloxy)propan-2-yl]-9-hydroxy-8,9-dihydro-2H-furo[2,3-h][1]benzopyran-2-one
Systematic IUPAC name
(8S,9R)-9-Hydroxy-8-(2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl)-8,9-dihydro-2H-furo[2,3-h][1]benzopyran-2-one
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
  • InChI=1S/C20H24O10/c1-20(2,30-19-16(26)15(25)13(23)10(7-21)28-19)18-14(24)12-9(27-18)5-3-8-4-6-11(22)29-17(8)12/h3-6,10,13-16,18-19,21,23-26H,7H2,1-2H3/t10-,13-,14-,15+,16-,18+,19+/m1/s1 Yes check.svgY
    Key: ALEQYOXVXJKFOM-KTZZUYPUSA-N Yes check.svgY
  • InChI=1/C20H24O10/c1-20(2,30-19-16(26)15(25)13(23)10(7-21)28-19)18-14(24)12-9(27-18)5-3-8-4-6-11(22)29-17(8)12/h3-6,10,13-16,18-19,21,23-26H,7H2,1-2H3/t10-,13-,14-,15+,16-,18+,19+/m1/s1
    Key: ALEQYOXVXJKFOM-KTZZUYPUBG
  • CC(C)([C@@H]1[C@@H](c2c(ccc3c2oc(=O)cc3)O1)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
Properties
C20H24O10
Molar mass 424.402 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Yes check.svgY  verify  (what is  Yes check.svgYX mark.svgN ?)

Apterin is a furanocoumarin and the glucoside of vaginol. It has been isolated from the root of plants in the family Apiaceae such as members of the genus Angelica , including the garden angelica and Zizia aptera . [1] [2]

References

  1. Lemmich, John; Havelund, Svend; Thastrup, Ole (1983). "Dihydrofurocoumarin glucosides from Angelica archangelica and Angelica silvestris". Phytochemistry. 22 (2): 553–5. doi:10.1016/0031-9422(83)83044-1.
  2. Steck, Warren; Wetter, L.R. (1974). "Apterin, an unusual glucoside of Zizia aptera". Phytochemistry. 13 (9): 1925–1927. doi:10.1016/0031-9422(74)85117-4.