Elymoclavine

Elymoclavine
Names
	IUPAC name (6-Methyl-8,9-didehydroergolin-8-yl)methanol
	Systematic IUPAC name [(6aR,10aR)-7-Methyl-4,6,6a,7,8,10a-hexahydroindolo[4,3-fg]quinolin-9-yl]methanol
Identifiers
CAS Number	548-43-6 ;
3D model (JSmol)	Interactive image;
ChemSpider	389734;
ECHA InfoCard	100.008.136
PubChem CID	440904;
UNII	5LR46DLO0D ;
CompTox Dashboard (EPA)	DTXSID70970145 ;
	InChI InChI=1S/C16H18N2O/c1-18-8-10(9-19)5-13-12-3-2-4-14-16(12)11(7-17-14)6-15(13)18/h2-5,7,13,15,17,19H,6,8-9H2,1H3/t13-,15-/m1/s1 Key: DAVNRFCJMIONPO-UKRRQHHQSA-N; InChI=1/C16H18N2O/c1-18-8-10(9-19)5-13-12-3-2-4-14-16(12)11(7-17-14)6-15(13)18/h2-5,7,13,15,17,19H,6,8-9H2,1H3/t13-,15-/m1/s1 Key: DAVNRFCJMIONPO-UKRRQHHQBW;
	SMILES OCC\2=C\[C@@H]3c4cccc1c4c(c[nH]1)C[C@H]3N(C/2)C;
Properties
Chemical formula	C16H18N2O
Molar mass	254.327
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Elymoclavine is an ergot alkaloid (ergoline alkaloid). It can be produced from C. fusiformis from Pennisetum typhoideum. It is a precursor in the biosynthesis of D-(+)-lysergic acid. Ergot alkaloids are natural products derived from L-tryptophan. They are often toxic for humans and animals. Despite that they are also well known for their pharmacological activities.^[1]^[2]

^ Ahimsa-Müller, M. A.; Markert A.; Hellwig S.; Knoop V.; Steiner U.; Drewke C.; Leistner E. (2007). "Clavicipitaceous fungi associated with ergoline alkaloid-containing convolvulaceae". J. Nat. Prod. 70 (12): 1955–1960. doi:10.1021/np070315t. PMID 18031017.
^ Komarova, E. L.; Tolkachev O. N. (2001). "The Chemistry of Peptide Ergot Alkaloids. Part 2. Analytical Methods for Determining Ergot Alkaloids". Pharm. Chem. J. 35 (10): 542–549. doi:10.1023/A:1014706301632. S2CID 2721387.

[1] Ahimsa-Müller, M. A.; Markert A.; Hellwig S.; Knoop V.; Steiner U.; Drewke C.; Leistner E. (2007). "Clavicipitaceous fungi associated with ergoline alkaloid-containing convolvulaceae". J. Nat. Prod. 70 (12): 1955–1960. doi:10.1021/np070315t. PMID 18031017.

[2] Komarova, E. L.; Tolkachev O. N. (2001). "The Chemistry of Peptide Ergot Alkaloids. Part 2. Analytical Methods for Determining Ergot Alkaloids". Pharm. Chem. J. 35 (10): 542–549. doi:10.1023/A:1014706301632. S2CID 2721387.

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