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Jervine information


Jervine
Names
IUPAC name
3β-Hydroxy-17β,23β-epoxyveratraman-11-one
Systematic IUPAC name
(2′R,3S,3′R,3′aS,6′S,6aS,6bS,7′aR,11aS,11bR)-3-Hydroxy-3′,6′,10,11b-tetramethyl-2,3,3′a,4,4′,5′,6,6′,6a,6b,7,7′,7′a,8,11a,11b-hexadecahydro-3′H-spiro[benzo[a]fluorene-9,2′-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 checkY
3D model (JSmol)
  • Interactive image
ChEMBL
  • ChEMBL186779 checkY
ChemSpider
  • 9694 checkY
ECHA InfoCard 100.006.745 Edit this at Wikidata
PubChem CID
  • 10098
UNII
  • 19V3ECX465 checkY
CompTox Dashboard (EPA)
  • DTXSID70895026 Edit this at Wikidata
InChI
  • InChI=1S/C27H39NO3/c1-14-11-21-24(28-13-14)16(3)27(31-21)10-8-19-20-6-5-17-12-18(29)7-9-26(17,4)23(20)25(30)22(19)15(27)2/h5,14,16,18-21,23-24,28-29H,6-13H2,1-4H3/t14-,16+,18-,19-,20-,21+,23+,24-,26-,27-/m0/s1 checkY
    Key: CLEXYFLHGFJONT-DNMILWOZSA-N checkY
  • InChI=1/C27H39NO3/c1-14-11-21-24(28-13-14)16(3)27(31-21)10-8-19-20-6-5-17-12-18(29)7-9-26(17,4)23(20)25(30)22(19)15(27)2/h5,14,16,18-21,23-24,28-29H,6-13H2,1-4H3/t14-,16+,18-,19-,20-,21+,23+,24-,26-,27-/m0/s1
    Key: CLEXYFLHGFJONT-DNMILWOZBJ
SMILES
  • O=C5/C3=C(/[C@@]1(O[C@@H]2C[C@@H](CN[C@H]2[C@H]1C)C)CC[C@H]3[C@@H]6C/C=C4/C[C@@H](O)CC[C@]4(C)[C@@H]56)C
Properties
Chemical formula
 C27H39NO3
Molar mass 425.60 g/mol
Solubility 10 mg/mL in EtOH
6 mg/mL in DMF
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

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

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Jervine is a steroidal alkaloid with molecular formula C27H39NO3 which is derived from the plant genus Veratrum. Similar to cyclopamine, which also occurs...

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L.Hitchc. – Idaho, Washington, Oregon, N California It is a source of jervine, muldamine and cyclopamine, teratogens which can cause prolonged gestation...

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Hellebore

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teratogens cyclopamine (which can cause the fatal birth defect of cyclopia) and jervine, it is believed to be the "hellebore" used by Hippocrates as a purgative...

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Cryptenamine

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(protoveratrines A and B; germitrine, neogermitrine, germerine, and germidine; jervine, rubijervine, and isorubijervine; and germbudine). It is used in the treatment...

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Amianthium

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kill flies. The toxic alkaloids present in the roots and leaves include jervine and amianthine. Amianthium is self-incompatible and is pollinated mostly...

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Cyclopamine

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solanidine alkaloids, (2) verazine alkaloids, (3) veratramine alkaloids, (4) jervine alkaloids, and (5) the cevanine alkaloids, each of which with cholesterol...

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Veratrum album

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cryptenamine, cyclopamine (11-deoxojervine), cycloposine, germitrine, germidine, jervine, muldamine, protoveratrine (A&B), veratramine, veratridine, and veriloid...

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Accelerans nerve

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Macmillan Journals Ltd. Krayer, O. (1950). "Studies on veratrum alkaloids. XI. Jervine and pseudojervine, antagonists to the cardioaccelerator action of epinephrine...

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3rd Iowa Independent Battery Light Artillery

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Lieutenant W.H. McClure H.H. Weaver O.G. Day J.J. Dengl W.H. Gilford W.H. Crozier Jervine Bradley Leroy S. House Charles S. Martin D.U. Lee R. McFate...

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Amatngasoeri — MF  CUW Alexander Mook — MF  CUW Nickelson De Windt — MF  CUW Jervine Mook — MF  CUW Richard Haswell — MF  CUW Ryan Klein — MF  CUW Jizhar Santiroma...

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Steroidal alkaloid

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and rhizomes of these plants. They include veratridine, cyclopamine, and jervine. Because of their actions on the cardiovascular, neuromuscular, and respiratory...

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Melanthieae

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with age. All parts of the plant are poisonous; two unique alkaloids, jervine and amianthine, contribute to its toxicity. Anticlea As currently circumscribed...

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Veratrum nigrum

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contains more than 200 steroid-derived alkaloids, including isorubijervine, jervine, pseudojervine, rubijervine, tienmuliumine, tienmuliluminine, and verazine...

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treatment of other types of cancer SANT-1 Sonidegib Patidegib Glasdegib Jervine Frizzled GRCh38: Ensembl release 89: ENSG00000128602 – Ensembl, May 2017...

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