Xylindein

Xylindein
Names
	IUPAC name 8,16-dihydroxy-3,11-dipropyl-3,4,11,12-tetrahydro-pyrano[4,3-h]pyrano[4',3';5,6]xantheno[2,1,9,8-klmna]xanthene-1,7,9,15-tetraone
	Other names Xylindene; (3S,11S)-3,4,11,12-Tetrahydro-8,16-dihydroxy-3,11-dipropyl-1H,7H-dipyrano[4,3-a:4',3'-j]-peri-xanthenoxanthene-1,7,9,15-tetrone; ; peri-xanthenoxanthene-2,8-dicarboxy-lic acid 4,10-dihydro-3,9-dihydroxy-1,7-bis(2 S-hydroxy-pentyl)-4,10-dioxo-di δ-lactone
Identifiers
CAS Number	3779-11-1;
3D model (JSmol)	Interactive image;
	InChI InChI=1S/C32H24O10/c1-3-5-11-7-13-19(31(37)39-11)27(35)21-15(33)10-18-23-24-17(41-29(13)25(21)23)9-16(34)22-26(24)30(42-18)14-8-12(6-4-2)40-32(38)20(14)28(22)36/h9-12,35-36H,3-8H2,1-2H3/t11-,12-/m0/s1 Key: BZFKYROURDRMSO-RYUDHWBXSA-N;
	SMILES CCC[C@H]1CC2=C3OC4=CC(=O)C5=C6C(OC7=CC(=O)C(C(O)=C2C(=O)O1)=C3C7=C46)=C1C[C@H](CCC)OC(=O)C1=C5O;
Properties
Chemical formula	C32H24O10
Molar mass	568,527 mol−1
Melting point	1291,62 K
Boiling point	1551,62 K
log P	6,92
Henry's law; constant (kH)	22,78
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Xylindein is a quinone pigment, a dimeric naphthoquinone derivative. It is produced by fungi from genus Chlorociboria. This pigment causes green staining of wood infected by the fungi.

References

Xylindein on Chemicalize.org
Xylindein on eBuyChem.com
Xylindein on ChemicalBook.com
Saikawa, Yoko; Watanabe, Takashi; Hashimoto, Kimiko; Nakata, Masaya (2000), "Absolute configuration and tautomeric structure of xylindein, a blue-green pigment of Chlorociboria species", Phytochemistry, vol. 55, Elsevier, p. 237-240, S0031-9422(00)00282-X {{citation}}: More than one of |work= and |periodical= specified (help)
Donner, Christopher; Cuzzupe, Anthony; Falzon, Cheryl; Gill, Melvyn (2012), "Investigations towards the synthesis of xylindein, a blue-green pigment from the fungus Chlorociboria aeruginosa", Tetrahedron, vol. 68, Elsevier, p. 2799-2805, doi:10.1016/j.tet.2012.02.009 {{citation}}: More than one of |work= and |periodical= specified (help)
Robinson, Sara; Tudor, Daniela; Snider, Hilary; Cooper, Paul (12 March 2012), "Stimulating growth and xylindein production of Chlorociboria aeruginascens in agar-based systems", SpringerOpen, vol. 2:15, AMB Express, doi:10.1186/2191-0855-2-15 {{citation}}: More than one of |work= and |periodical= specified (help)CS1 maint: unflagged free DOI (link)