Chemistry:Muldamine

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Short description: Organic compound, phytosterol alkaloid
Muldamine
Stereo skeletal formula of muldamine
Ball-and-stick model of muldamine
Names
IUPAC name
3β-Hydroxy-16,28-seco-22β-solanid-5-en-16α-yl acetate
Systematic IUPAC name
(1R,2R,3aS,3bS,7S,9aR,9bS,11aS)-7-Hydroxy-9a,11a-dimethyl-1-{(1S)-1-[(2S,5S)-5-methylpiperidin-2-yl]ethyl}-2,3,3a,3b,4,6,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[a]phenanthren-2-yl acetate
Other names
Alkaloid Q

Teinemine 16-acetate

5-Veratranine-3β,11α-diol 11-acetate
Identifiers
3D model (JSmol)
ChemSpider
MeSH Muldamine
UNII
Properties
C29H47NO3
Molar mass 457.699 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
Tracking categories (test):

Muldamine is a phytosterol alkaloid isolated from Veratrum californicum.[1] It is the acetate ester of the piperidine steroid teinemine.[2]

See also

References

  1. Keeler R F (1971). "Teratogenic compounds of Veratrum californicum (Durand). 13. Structure of muldamine". Steroids 18 (6): 741–752. doi:10.1016/0039-128X(71)90033-X. PMID 5135731. 
  2. Gaffield, William; Wong, Rosalind Y.; Lundin, Robert E.; Keeler, Richard F. (1982). "Structure of the steroidal alkaloid muldamine and its deacetyl derivative". Phytochemistry 21 (9): 2397–2400. doi:10.1016/0031-9422(82)85214-X. Bibcode1982PChem..21.2397G.