Luteoskyrin

Luteoskyrin is a carcinogenic mycotoxin with the molecular formula C₃₀H₂₂O₁₂ which is produced by the mold Penicillium islandicum.^[1][2][3][4] Luteoskyrin has strong cytotoxic effects.^[5][6] Luteoskyrin can cause the yellow rice disease.^[1]

Luteoskyrin

Names
IUPAC name 5,8,10,14,20,23,25,28-octahydroxy-6,21-dimethyloctacyclo[14.11.1.02,11.02,15.04,9.013,17.017,26.019,24]octacosa-4,6,8,10,19,21,23,25-octaene-3,12,18,27-tetrone
Other names Flacomycelin[citation needed]
Identifiers
CAS Number	21884-44-6 Y
3D model (JSmol)	Interactive image natural: Interactive image
ChEBI	CHEBI:80711
ChEMBL	ChEMBL2003746
ChemSpider	28613 natural: 21781920
EC Number	244-631-1
KEGG	C16763
PubChem CID	30840
UNII	X3VHC7Q8G9 Y
InChI InChI=1S/C30H22O12/c1-5-3-7(31)9-11(19(5)33)27(41)29-13-14-24(38)17(29)26(40)16-22(36)10-8(32)4-6(2)20(34)12(10)28(42)30(14,16)18(23(13)37)25(39)15(29)21(9)35/h3-4,13-14,17-18,23-24,31-38H,1-2H3 Key: FAZDYVMEXQHRLI-UHFFFAOYSA-N natural: InChI=1S/C30H22O12/c1-5-3-7(31)9-11(19(5)33)27(41)29-13-14-24(38)17(29)26(40)16-22(36)10-8(32)4-6(2)20(34)12(10)28(42)30(14,16)18(23(13)37)25(39)15(29)21(9)35/h3-4,13-14,17-18,23-24,31-34,37-40H,1-2H3/t13-,14-,17+,18+,23-,24-,29+,30+/m1/s1 Key: KXNUPFFSGSRABD-TZRHFUAUSA-N
SMILES Cc1cc(c2c(c1O)C(=O)C34C5C6C(C3C(=O)C7=C(c8c(cc(c(c8C(=O)C67C(C5O)C(=O)C4=C2O)O)C)O)O)O)O natural: Cc1cc(c2c(c1O)C(=O)[C@]34[C@@H]5[C@@H]6[C@H]([C@H]3C(=C7[C@@]6([C@@H]([C@@H]5O)C(=C4C2=O)O)C(=O)c8c(c(cc(c8O)C)O)C7=O)O)O)O
Properties
Chemical formula	C30H22O12
Molar mass	574.494 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references