Mesquitol

Mesquitol
Names
	IUPAC name (2R,3S)-Flavan-3,3′,4′,7,8-pentol
	Systematic IUPAC name (2R,3S)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,7,8-triol
	Other names (-)-mesquitol
Identifiers
CAS Number	109671-55-8 ;
3D model (JSmol)	Interactive image;
ChemSpider	9208756 ;
PubChem CID	11033582;
UNII	584GQF2MLB ;
CompTox Dashboard (EPA)	DTXSID10551896 ;
	InChI InChI=1S/C15H14O6/c16-9-3-1-7(5-11(9)18)14-12(19)6-8-2-4-10(17)13(20)15(8)21-14/h1-5,12,14,16-20H,6H2/t12-,14+/m0/s1 Key: TXULLYMENMRLHL-GXTWGEPZSA-N ; InChI=1/C15H14O6/c16-9-3-1-7(5-11(9)18)14-12(19)6-8-2-4-10(17)13(20)15(8)21-14/h1-5,12,14,16-20H,6H2/t12-,14+/m0/s1 Key: TXULLYMENMRLHL-GXTWGEPZBX;
	SMILES Oc1ccc(cc1O)[C@H]3Oc2c(O)c(O)ccc2C[C@@H]3O;
Properties
Chemical formula	C15H14O6
Molar mass	290.26 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

Mesquitol is a flavan-3-ol, a type of flavonoid.^[1]

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Prosopis juliflora, an invasive New World mesquite now found in Kenya, has unusually high levels of (-)-mesquitol in its heartwood.^[2]

Mesquitol, with its pyrogallol-type A-ring, is more susceptible to quinone formation at this ring, leading to aryl–aryl bond formation at carbon 5. The structural moieties constitute the proteracacinidin class of proanthocyanidins.^[3] Mesquitol-(5→8)-catechin atropisomers can be isolated from Prosopis glandulosa.^[4]

References