Fumigaclavine C

Fumigaclavine C

Names
IUPAC name [(6aR,9S,10S)-7,9-Dimethyl-5-(2-methylbut-3-en-2-yl)-6,6a,8,9,10,10a-hexahydro-4H-indolo[4,3-fg]quinoline-10-yl] acetate
Other names SM-1; (8β,9β)-2-(1,1-Dimethyl-2-propenyl)-6,8-dimethylergolin-9-ol acetate
Identifiers
CAS Number	62867-47-4
3D model (JSmol)	Interactive image
ChEBI	CHEBI:64673
ChemSpider	151750
KEGG	C20438
PubChem CID	173878
CompTox Dashboard (EPA)	DTXSID60978599
InChI InChI=1S/C23H30N2O2/c1-7-23(4,5)22-16-11-18-20(15-9-8-10-17(24-22)19(15)16)21(27-14(3)26)13(2)12-25(18)6/h7-10,13,18,20-21,24H,1,11-12H2,2-6H3/t13-,18+,20?,21-/m0/s1 Key: OSICWVVWEXKSBD-HXLPLIFYSA-N
SMILES C[C@H]1CN([C@@H]2CC3=C(NC4=CC=CC(=C34)C2[C@H]1OC(=O)C)C(C)(C)C=C)C
Properties
Chemical formula	C23H30N2O2
Molar mass	366.505 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

Fumigaclavine C is an ergoline alkaloid produced by Aspergillus fumigatus.

Both 8α and 8β diastereomers (epimers) were named fumigaclavine C in scientific literature.

See also

• 9-Deacetoxyfumigaclavine C
• Fumigaclavine A
• Fumigaclavine B
• Fumigaclavine A dimethylallyltransferase
• Desformylflustrabromine