Agroclavine

Agroclavine

Names
IUPAC name 6,8-Dimethyl-8,9-didehydroergoline
Systematic IUPAC name (6aR,10aR)-7,9-Dimethyl-4,6,6a,7,8,10a-hexahydroindolo[4,3-fg]quinoline
Other names 8,9-Didehydro-6,8-dimethylergoline
Identifiers
CAS Number	548-42-5^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:2519^N
ChEMBL	ChEMBL449081^Y
ChemSpider	66176^Y
ECHA InfoCard	100.008.135
PubChem CID	73484
UNII	A8SW57GO7T^Y
CompTox Dashboard (EPA)	DTXSID10970144
InChI InChI=1S/C16H18N2/c1-10-6-13-12-4-3-5-14-16(12)11(8-17-14)7-15(13)18(2)9-10/h3-6,8,13,15,17H,7,9H2,1-2H3/t13-,15-/m1/s1^Y Key: XJOOMMHNYOJWCZ-UKRRQHHQSA-N^Y InChI=1S/C16H18N2/c1-10-6-13-12-4-3-5-14-16(12)11(8-17-14)7-15(13)18(2)9-10/h3-6,8,13,15,17H,7,9H2,1-2H3/t13-,15-/m1/s1
SMILES c2c3c1c(cccc1[nH]2)[C@H]4\C=C(/CN([C@@H]4C3)C)C
Properties
Chemical formula	C16H18N2
Molar mass	238.334 g·mol^−1
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

Agroclavine belongs to the group of ergot alkaloids, which also includes ergotamine.^[1] Historically, the main use of agroclavine was in the synthesis of ergot-based drugs; agroclavine can be oxidized to elymoclavine, which then undergoes further processing.^[2]

References

1. Bhattacharji, S., Birch, A. J., Brack, A., Hofmann, A., Kobel, H., Smith, D. C. C., Smith, Herchel, Winter J. (1962). "Biosynthesis. XXVII. The biosynthesis of ergot alkaloids". Journal of the Chemical Society: 421–425. doi:10.1039/jr9620000421.
2. Cordell GA (2002). The Alkaloids: Chemistry and Biology. Gulf Professional Publishing. pp. 6–. ISBN 978-0-12-469558-0.