Agroclavine

Agroclavine
Names

IUPAC name (6aR,10aR)-7,9-Dimethyl-4,6,6a,7,8,10a-hexahydroindolo[4,3-fg]quinoline
Other names 6,8-Dimethyl-8,9-didehydroergoline; 8,9-Didehydro-6,8-dimethylergoline
Identifiers
CAS Number	548-42-5^N
3D model (Jmol)	Interactive image
ChEBI	CHEBI:2519^N
ChEMBL	ChEMBL449081^Y
ChemSpider	66176^Y
ECHA InfoCard	100.008.135
PubChem	73484
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(cccc1n2)[C@H]4\C=C(/CN([C@@H]4C3)C)C
Properties
Chemical formula	C₁₆H₁₈N₂
Molar mass	238.33 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, such as ergotamine.^[1] Historically, the main use of argoclavine was to oxidize it to elymoclavine, which can then be used for ergot-based drug synthesis.

References

↑ 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.

Alkaloid groups

Indole	5-MeO-DMT Alstonine Dimethyltryptamine Harmala alkaloids Psilocin Psilocybin Reserpine Serotonin Tryptamine Yohimbine

Phenethylamine	Amphetamine Cathinone Dopamine Ephedrine Mescaline Methamphetamine Phenethylamine Tyramine

Purine	Caffeine Theobromine Theophylline

Pyridine	Coniine

Pyrrolidine	Nicotine

Quinoline	Quinine

Isoquinoline	Codeine Morphine

Tropane	Atropine Cocaine Hyoscyamine Scopolamine

Terpenoid	Aconitine Solanine

Betaines	Choline Muscarine

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