Penniclavine

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Penniclavine
Names
IUPAC name
8β-(Hydroxymethyl)-6-methyl-9,10-didehydroergolin-8α-ol
Systematic IUPAC name
(6aR,9S)-9-(Hydroxymethyl)-7-methyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinolin-9-ol
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C16H18N2O2/c1-18-8-16(20,9-19)6-12-11-3-2-4-13-15(11)10(7-17-13)5-14(12)18/h2-4,6-7,14,17,19-20H,5,8-9H2,1H3/t14-,16+/m1/s1
    Key: KCHBNRCSCHMJFD-ZBFHGGJFSA-N
  • InChI=1/C16H18N2O2/c1-18-8-16(20,9-19)6-12-11-3-2-4-13-15(11)10(7-17-13)5-14(12)18/h2-4,6-7,14,17,19-20H,5,8-9H2,1H3/t14-,16+/m1/s1
    Key: KCHBNRCSCHMJFD-ZBFHGGJFBY
  • OC[C@]3(O)/C=C2/c4cccc1c4c(c[nH]1)C[C@H]2N(C3)C
Properties
C16H18N2O2
Molar mass 270.332 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Penniclavine is an ergot alkaloid that has been found in morning glory species such as Argyreia nervosa (Hawaiian baby woodrose).[1][2][3] It was first described by the 1950s.[3]

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