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Jervine - Wikipedia, the free encyclopedia

Jervine

From Wikipedia, the free encyclopedia

Jervine
IUPAC name (2'R,3S,3'R,3'aS,6'S,6aS,6bS,7'aR,11aS,11bR)-
2,3,3'a,4,4',5',6,6',6a,6b,7,7',7'a,8,11a,11b-
Hexadecahydro-3-hydroxy-3',6',10,11b-
tetramethyl-spiro[9H-benzo[a]fluorene-
9,2'(3'H)-furo[3,2-b]pyridin]-11(1H)-one
Other names (3β,23β)-17,23-Epoxy-3-hydroxyveratraman-11-one
Identifiers
CAS number [469-59-0]
SMILES O=C4C1=[C@](C)[C@@]5(O[C@@](C[C@H](C)CN6)
([H])[C@@]6([H])[C@H]5C)CC[C@]([H])1[C@]3([H])C
C=C2C[C@@H](O)CC[C@@](C)2[C@]34[H]
Properties
Molecular formula C27H39NO3
Molar mass 425.60 g/mol
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Jervine is a steroidal alkaloid, C27H39NO3, derived from the Veratrum plant genus. Similar to cyclopamine, which also occurs in the Veratrum genus, it is a teratogen implicated in birth defects when consumed by animals during a certain period of their gestation.

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