Xeractinol

Xeractinol
Names
	IUPAC name (2R,3R)-6-(β-D-Glucopyranosyl)-3,3′,5,5′,7-pentahydroxyflavan-4-one
	Systematic IUPAC name (2R,3R)-2-(3,5-Dihydroxyphenyl)-3,5,7-trihydroxy-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-1-benzopyran-4-one
Identifiers
3D model (JSmol)	Interactive image;
ChemSpider	58838615 ;
PubChem CID	165360123;
CompTox Dashboard (EPA)	DTXSID901336188 ;
	InChI InChI=1S/C21H22O12/c22-5-11-14(26)17(29)19(31)21(33-11)12-9(25)4-10-13(15(12)27)16(28)18(30)20(32-10)6-1-7(23)3-8(24)2-6/h1-4,11,14,17-27,29-31H,5H2/t11-,14-,17+,18+,19-,20-,21+/m1/s1 Key: DBEVFDSIUAOFPU-FWCPWLSYSA-N ;
	SMILES c1c(cc(cc1O)O)[C@@H]2[C@H](C(=O)c3c(cc(c(c3O)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O2)O;
Properties
Chemical formula	C21H22O12
Molar mass	466.39 g/mol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Xeractinol is a flavanonol, a type of flavonoid. It is a glucoside that can be found in the leaves of Paepalanthus argenteus^[1] (Eriocaulaceae).

References

^ Dokkedal, Anne Lígia; Lavarda, Francisco; Santos, Lourdes Campaner dos; Vilegas, Wagner (2007). "Xeractinol—A new flavanonol C-glucoside from Paepalanthus argenteus var. argenteus (Bongard) Hensold (Eriocaulaceae)". Journal of the Brazilian Chemical Society. 18 (2): 437–439. doi:10.1590/S0103-50532007000200029. hdl:11449/36324. S2CID 53543982.

External links

Media related to Xeractinol at Wikimedia Commons

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[1] Dokkedal, Anne Lígia; Lavarda, Francisco; Santos, Lourdes Campaner dos; Vilegas, Wagner (2007). "Xeractinol—A new flavanonol C-glucoside from Paepalanthus argenteus var. argenteus (Bongard) Hensold (Eriocaulaceae)". Journal of the Brazilian Chemical Society. 18 (2): 437–439. doi:10.1590/S0103-50532007000200029. hdl:11449/36324. S2CID 53543982.

[1]

v t e Flavanonols and their glycosides
3-Hydroxyflavanones:	Ampelopsin (Dihydromyricetin) Aromadedrin (Dihydrokaempferol) Dihydrogossypetin Dihydromorin Fustin (Dihydrofisetin) Garbanzol Pinobanksin Taxifolin (Dihydroquercetin)
O-methylated flavanonols	Dihydrokaempferide
dihydroflavonol 3-O-glycosides	Lecontin (+)-fustin glucoside
Glycosides	Astilbin Chrysandroside A Chrysandroside B Engeletin Eucryphin Smitilbin (Isoastilbin B) Xeractinol
Acetylated glycosides	Phellamurin

Names

IUPAC name (2R,3R)-6-(β-D-Glucopyranosyl)-3,3′,5,5′,7-pentahydroxyflavan-4-one
Systematic IUPAC name (2R,3R)-2-(3,5-Dihydroxyphenyl)-3,5,7-trihydroxy-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-1-benzopyran-4-one
Identifiers
3D model (JSmol)	Interactive image
ChemSpider	58838615^Y
PubChem CID	165360123
CompTox Dashboard (EPA)	DTXSID901336188
InChI InChI=1S/C21H22O12/c22-5-11-14(26)17(29)19(31)21(33-11)12-9(25)4-10-13(15(12)27)16(28)18(30)20(32-10)6-1-7(23)3-8(24)2-6/h1-4,11,14,17-27,29-31H,5H2/t11-,14-,17+,18+,19-,20-,21+/m1/s1^N Key: DBEVFDSIUAOFPU-FWCPWLSYSA-N^N
SMILES c1c(cc(cc1O)O)[C@@H]2[C@H](C(=O)c3c(cc(c(c3O)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O2)O
Properties
Chemical formula	C₂₁H₂₂O₁₂
Molar mass	466.39 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references