Lysergic acid methyl ester

Lysergic acid methyl ester
Names
IUPAC name
Methyl 6-methyl-9,10-didehydroergoline-8β-carboxylate
Systematic IUPAC name
Methyl (6aR,9R)-7-methyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinoline-9-carboxylic acid
Other names
Methyl lysergate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.022.696 Edit this at Wikidata
UNII
  • InChI=1S/C17H18N2O2/c1-19-9-11(17(20)21-2)6-13-12-4-3-5-14-16(12)10(8-18-14)7-15(13)19/h3-6,8,11,15,18H,7,9H2,1-2H3/t11-,15-/m1/s1 checkY
    Key: RNHDWLRHUJZABX-IAQYHMDHSA-N checkY
  • InChI=1/C17H18N2O2/c1-19-9-11(17(20)21-2)6-13-12-4-3-5-14-16(12)10(8-18-14)7-15(13)19/h3-6,8,11,15,18H,7,9H2,1-2H3/t11-,15-/m1/s1
    Key: RNHDWLRHUJZABX-IAQYHMDHBA
  • O=C(OC)[C@@H]3/C=C2/c4cccc1c4c(c[nH]1)C[C@H]2N(C3)C
Properties
C17H18N2O2
Molar mass 282.343 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Lysergic acid methyl ester is an analogue of lysergic acid. It is a member of the tryptamine family and is extremely uncommon.[1] It acts on the 5-HT receptors in the brain, as do most tryptamines.[2]

References

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  1. ^ Hwang, Kristine Anne J.; Saadabadi, Abdolreza (2022), "Lysergic Acid Diethylamide (LSD)", StatPearls, Treasure Island (FL): StatPearls Publishing, PMID 29494014, archived from the original on 2022-11-19, retrieved 2022-11-19
  2. ^ Libânio Osório Marta, Rui Filipe (2019-08-09). "Metabolism of lysergic acid diethylamide (LSD): an update". Drug Metabolism Reviews. 51 (3): 378–387. doi:10.1080/03602532.2019.1638931. ISSN 1097-9883. PMID 31266388. Archived from the original on 2022-11-19. Retrieved 2022-11-19 – via National Library of Medicine.
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