Muldamine

Muldamine
IUPAC name Acetic acid, 3-hydroxy-10,13-dimethyl-17-[1-(5-methyl-piperidin-2-yl)-ethyl]-2,3,4,7,8,9,10,11,12,13, 14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-16-yl ester
Other names Alkaloid Q (3β,16α,22α)-16,28-Secosolanid-5-ene-3,16-diol 16-acetate Teinemine 16-acetate 5-Veratranine-3β,11α-diol 11-acetate
Identifiers
CAS number	36069-45-1 N
PubChem	37362, 24840372 (1S,2R,5S,10S,11S,13R,14R, 15S)-5-hydroxy,-2,15-dimeth,-14-[(1R)-1- [(2R,5R)-5-meth,-piperidin-2-yl]eth],-1,10, 11-heptadec,-13-yl, 21575037 (1S,2R,5S,10S,11S,13R,14R, 15S)-5-hydroxy,-2,15-dimeth,-14-[(1S)-1- [(2S,5S)-5-meth,-piperidin-2-yl]eth],-1,10, 11-heptadec,-13-yl
ChemSpider	34280 Y, 10183538 (1S,2R,5S,10S,11S,13R,14R, 15S)-5-hydroxy,-2,15-dimeth,-14-[(1S)-1- [(2S,5S)-5-meth,-piperidin-2-yl]eth],-1,10, 11-heptadec,-13-yl Y
MeSH	Muldamine
Jmol-3D images	Image 1
SMILES CC(C1C(CC2C3CC=C4CC(O)CCC4(C)C3CCC12C)OC(C)=O)C1CCC(C)CN1
InChI InChI=1S/C29H47NO3/c1-17-6-9-25(30-16-17)18(2)27-26(33-19(3)31)15-24-22-8-7-20-14-21(32)10-12-28(20,4)23(22)11-13-29(24,27)5/h7,17-18,21-27,30,32H,6,8-16H2,1-5H3 Y Key: ZVYUDNWAHWVPPN-UHFFFAOYSA-N Y
Properties
Molecular formula	C29H47NO3
Molar mass	457.69 g mol−1
Exact mass	457.355594375 g mol-1
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

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

See also

• Veratrum
• Veratridine

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. 

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