Apterin

Apterin
Names
	IUPAC name (8S,9R)-9-hydroxy-8-[2-[2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-8,9-dihydrofuro[2,3-h]chromen-2-one
Identifiers
CAS Number	53947-89-0 ;
3D model (JSmol)	Interactive image;
ChemSpider	26286869 ;
PubChem CID	15945058;
	InChI 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 Key: ALEQYOXVXJKFOM-KTZZUYPUSA-N ; 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;
	SMILES 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
Chemical formula	C20H24O10
Molar mass	424.399 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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	Infobox references

Apterin is a furanocoumarin. It is 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 in Zizia aptera.^[1]^[2]

It is reported to dilate coronary arteries as well as block calcium channels.

References

↑ 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.
↑ Apterin, an unusual glucoside of Zizia aptera. Warren Steck and L. R. Wetter, Phytochemistry, Volume 13, Issue 9, September 1974, Pages 1925-1927, doi:10.1016/0031-9422(74)85117-4

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