Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C27H39NO3.C2H4O2 |
Molecular Weight | 485.6554 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 10 / 10 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(O)=O.[H][C@@]12C[C@H](C)CN[C@@]1([H])[C@@H](C)[C@@]3(CC[C@]4([H])C(C(=O)[C@@]5([H])[C@@]4([H])CC=C6C[C@@H](O)CC[C@]56C)=C3C)O2
InChI
InChIKey=JEDVQALXWXZHFN-AVEQMEPMSA-N
InChI=1S/C27H39NO3.C2H4O2/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;1-2(3)4/h5,14,16,18-21,23-24,28-29H,6-13H2,1-4H3;1H3,(H,3,4)/t14-,16+,18-,19-,20-,21+,23+,24-,26-,27-;/m0./s1
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/15137822Curator's Comment: description was created based on several sources, including:
https://en.wikipedia.org/wiki/Jervine | https://www.google.com/patents/US20150259313
Sources: https://www.ncbi.nlm.nih.gov/pubmed/15137822
Curator's Comment: description was created based on several sources, including:
https://en.wikipedia.org/wiki/Jervine | https://www.google.com/patents/US20150259313
Jervine (11-Ketocyclopamine) is a naturally occuring steroidal alkaloid is derived from the Veratrum plant species. Jervine is a teratogen implicated in birth defects when consumed by animals during a certain period of their gestation. Over the Hedgehog signaling pathway Jervine effectively inhibit the tumor growth using three human tumor xenograft models including lung cancer, pancreatic cancer and basal cell carcinoma. Jervine has the potential to advance to a treatment for different tumors.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: map04340 Sources: https://www.ncbi.nlm.nih.gov/pubmed/12606278 |
50.0 nM [IC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
---|---|---|
Critical time window of hedgehog-dependent angiogenesis in murine yolk sac. | 2006 Mar |
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Antitumor activity of extracts and compounds from the rhizomes of Veratrum dahuricum. | 2008 Aug |
|
[Determination of jervine and veratramine in Veratrum plants using high performance liquid chromatography coupled with evaporative light scattering detection]. | 2008 Jan |
|
A study on the chemical constituents of Veratrum nigrum L. processed by rice vinegar. | 2008 Jul-Aug |
|
Isolation, purification, and full NMR assignments of cyclopamine from Veratrum californicum. | 2008 Jun 24 |
|
Accidental intoxication with Veratrum album. | 2008 Nov-Dec |
|
Hedgehog signaling is required at multiple stages of zebrafish tooth development. | 2010 Nov 30 |
|
Characterization and identification of steroidal alkaloids in Fritillaria species using liquid chromatography coupled with electrospray ionization quadrupole time-of-flight tandem mass spectrometry. | 2010 Nov 5 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.google.com/patents/US20150259313
Oral: 40 or 60 or 80 mg/kg once every day (during 21 days).
Intravenous: 20 or 40 or 80 mg/kg once every day (during 21 days).
Route of Administration:
Other
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/12606278
Tongues treated with jervine at 10 μM exhibited a dorsal anterior tongue that was almost completely occupied by fungiform papillae.
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DTXSID70982228
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ACTIVE MOIETY
SUBSTANCE RECORD