Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C27H45NO3.ClH |
| Molecular Weight | 468.112 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 13 / 13 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.C[C@H]1CC[C@@H]2N(C1)C[C@H]3[C@@H]4C[C@H]5[C@@H](C[C@H](O)[C@H]6C[C@@H](O)CC[C@]56C)[C@@H]4CC[C@@H]3[C@]2(C)O
InChI
InChIKey=RDNDJVJNDWTGGV-LOGDSNHLSA-N
InChI=1S/C27H45NO3.ClH/c1-15-4-7-25-27(3,31)21-6-5-17-18(20(21)14-28(25)13-15)11-22-19(17)12-24(30)23-10-16(29)8-9-26(22,23)2;/h15-25,29-31H,4-14H2,1-3H3;1H/t15-,16-,17+,18+,19-,20-,21-,22-,23+,24-,25-,26+,27-;/m0./s1
Verticine is a steroidal alkaloid compound extracted from the Fritillaria species of medicinal plants. Verticine was not only able to block the Nav1.7 ion channel but also preferably inhibited the Kv1.3 ion channel. It inhibits the production of inflammatory cytokines induced by LPS through blocking MAPKs and NF-κB signaling pathways. Verticine inhibited the hERG peak tail currents in a concentration dependent manner. Verticine exhibits anti-inflammatory, antitussive, antihypertensive and pain suppression properties.
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL2625 |
312.8 µM [IC50] | ||
Target ID: GO:0007249 |
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Target ID: map04010 |
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Target ID: CHEMBL240 |
43.7 µM [IC50] | ||
Target ID: CHEMBL4296 |
47.2 µM [IC50] | ||
Target ID: CHEMBL4633 |
142.1 µM [IC50] | ||
Target ID: CHEMBL2086 |
472.0 µM [IC50] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Preventing | Unknown Approved UseUnknown |
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| Primary | Unknown Approved UseUnknown |
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| Primary | Unknown Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Peimine inhibits hERG potassium channels through the channel inactivation states. | 2017-05 |
|
| Peimine, a main active ingredient of Fritillaria, exhibits anti-inflammatory and pain suppression properties at the cellular level. | 2016-06 |
|
| Verticine, ebeiedine and suchengbeisine isolated from the bulbs of Fritillaria thunbergii Miq. inhibited the gene expression and production of MUC5AC mucin from human airway epithelial cells. | 2016-02-15 |
|
| Imperialine and Verticinone from Bulbs of Fritillaria wabuensis Inhibit Pro-inflammatory Mediators in LPS-stimulated RAW 264.7 Macrophages. | 2015-07 |
|
| Pharmacokinetics, tissue distribution and excretion of verticinone from F. hupehensis in rats. | 2014-12-10 |
|
| Angiotensin converting enzyme (ACE) inhibitory alkaloids from Fritillaria ussuriensis. | 2003-06 |
Patents
Sample Use Guides
Verticine significantly inhibited EGF-induced MUC5AC production from NCI-H292 cells, at the highest concentration. The amounts of mucin in the cells of verticine-treated cultures were 100 ± 8%, 212 ± 10%, 217 ± 8%, 221 ± 4%, 187 ± 3% and 93 ± 4% for control, 25 ng/ml of EGF alone, EGF plus verticine 10–6 M, EGF plus verticine 2 × 10−6 M, EGF plus verticine 5 × 10–6 M and EGF plus verticine 10–5 M, respectively.
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m11435
Created by
admin on Wed Apr 02 13:34:25 GMT 2025 , Edited by admin on Wed Apr 02 13:34:25 GMT 2025
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PRIMARY | Merck Index | ||
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GL32ZJ6868
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90479089
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104578-56-5
Created by
admin on Wed Apr 02 13:34:25 GMT 2025 , Edited by admin on Wed Apr 02 13:34:25 GMT 2025
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PARENT (SALT/SOLVATE)
SUBSTANCE RECORD
