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
Preferred 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 ?)
Infobox references

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]

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Ononin Chemical compound

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Apigeninidin Chemical compound

Apigeninidin is a chemical compound belonging to the 3-deoxyanthocyanidins and that can be found in the Patagonian plant Ephedra frustillata and in the soybean. Apigeninidin is one of the principal pigments found in sorghum. Extremely high level of apigeninidin (49 mg/g) has been documented in sorghum leaf sheath. Like all anthocyanidins it exists in a variety of tautomers depending on pH and hydration, several of these bare the distinctive pyrylium core.

Dihydrochalcone

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Okanin Chemical compound

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Astringin Chemical compound

Astringin is a stilbenoid, the 3-β-D-glucoside of piceatannol. It can be found in the bark of Picea sitchensis or Picea abies.

Violdelphin Chemical compound

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Hypolaetin Chemical compound

Hypolaetin is a flavone. It is the aglycone of hypolaetin 8-glucuronide, a compound found in the liverwort Marchantia berteroana. Hypolaetin 8-glucoside can be found in Sideritis leucantha.

Skimmin Chemical compound

Skimmin is a glucoside of umbelliferone.

Helicin Chemical compound

Helicin is the O-glucoside of salicylaldehyde.

4-Hydroxybenzoic acid 4-<i>O</i>-glucoside Chemical compound

4-Hydroxybenzoic acid 4-O-glucoside is a glucoside of p-hydroxybenzoic acid. It can be found in mycorrhizal and non-mycorrhizal roots of Norway spruces.

Catechin-5-<i>O</i>-glucoside

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Isorhapontin Chemical compound

Isorhapontin is a stilbenoid. It is the glucoside of isorhapontigenin. It can be found in mycorrhizal and non-mycorrhizal roots of Norway spruces, in the bark of Picea sitchensis or in white spruce.

Vaginol Chemical compound

Vaginol is a chemical compound. Its glucoside is apterin.

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.