LSA (Ergine)
Chemistry
- Formula
- C16H17N3O
- Molar mass
- 267.33 g/mol
- IUPAC name
- (6aR,9R)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
- InChIKey
- GENAHGKEFJLNJB-QMTHXVAHSA-N
Chemistry from PubChem CID 442072.
Also known as
- LYSERGAMIDE
- 478-94-4
- Lysergic acid amide
- D-Lysergic acid amide
- CHEBI:4819
- 073830XH10
- 9,10-didehydro-6-methylergoline-8 beta-carboxamide
- (8R)-9,10-didehydro-6-methylergoline-8-carboxamide
Stereoisomers
3 distinct stereoisomers are registered for this structure.
- Lysergic acid amide this area CID 442072
- (6aS,9R)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide CID 12309748
- Isolysergic acid amide CID 12309749
- 6-Methyl-9,10-didehydroergoline-8-carboxamide mixture CID 10173
Attribution
Hofmann and Hans Tscherter identified ergine (d-lysergic acid amide) and isoergine as the main alkaloids of ololiuqui, the seeds of the Mexican morning glory Turbina (Rivea) corymbosa, in 1960 - the first lysergic acid derivatives found outside fungi, which was initially disbelieved. Ergine itself was not new: Smith and Timmis obtained it from ergot in 1932. Note the site also carries a separate 'ergine' molecule page for the same compound.
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