Fumigaclavine C
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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 | |
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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 |
Chemical compound
Fumigaclavine C is an ergoline alkaloid produced by Aspergillus fumigatus.[1]
Both 8α and 8β diastereomers (epimers) were named fumigaclavine C in scientific literature.[2]
See also
- 9-Deacetoxyfumigaclavine C
- Fumigaclavine A
- Fumigaclavine B
- Fumigaclavine A dimethylallyltransferase
- Desformylflustrabromine
References
- ^ Ma, HY; Song, YC; Mao, YY; Jiang, JH; Tan, RX; Luo, L (2006). "Endophytic fungal metabolite fumigaclavine C causes relaxation of isolated rat aortic rings". Planta Medica. 72 (5): 387–92. doi:10.1055/s-2005-916235. PMID 16557450.
- ^ Wallwey, Christiane; Li, Shu-Ming (2011-03-01). "Ergot alkaloids: structure diversity, biosynthetic gene clusters and functional proof of biosynthetic genes". Natural Product Reports. 28 (3): 496–510. doi:10.1039/C0NP00060D. ISSN 1460-4752. PMID 21186384.
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derivatives
- 2-Bromo-LSD (BOL-148)
- Amesergide
- Bromocriptine
- Cabergoline
- Dihydroergocornine
- Dihydroergocristine
- Dihydroergocryptine
- Dihydroergometrine (Dihydroergonovine, Dihydroergobasine)
- Dihydroergosine
- Dihydroergotamine
- Epicriptine
- Ergine (LSA; LA-111; Lysergamide)
- Ergocornine
- Ergocristine
- Ergocryptine
- Ergoloid (Dihydroergotoxine)
- Ergometrine (Ergonovine, Ergobasine)
- Ergometrinine
- Ergostine
- Ergotamine
- Ergotoxine
- Ergovaline
- Lisuride
- LY-215,840
- LSH
- Lysergic acid
- Lysergic acid methyl ester
- Lysergol
- Mesulergine
- Metergoline
- MIPLA
- Methysergide
- Sergolexole
lysergamides
- 1B-LSD
- 1cP-LSD
- 1P-ETH-LAD
- 1P-LSD
- AL-LAD
- ALD-52
- BU-LAD
- CYP-LAD
- Diallyllysergamide (DAL)
- Dimethyllysergamide (DAM-57)
- ECPLA
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- ETH-LAD
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- LAMPA
- LAE-32
- LSD
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- Lysergic acid cyclopentylamide
- Methylergometrine (Methylergonovine, Methylergobasine)
- MIPLA
- MLD-41
- PARGY-LAD
- PRO-LAD
ergolines
sources
- Achnatherum robustum (Sleepy Grass)
- Claviceps spp. (Ergot)
Morning glory: Argyreia nervosa (Hawaiian Baby Woodrose), Ipomoea spp.(Morning Glory, Tlitliltzin, Badoh Negro), Rivea corymbosa (Coaxihuitl, Ololiúqui)
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