Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C45H73NO15 |
Molecular Weight | 868.0588 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 26 / 26 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@]12C[C@@]3([H])[C@]4([H])CC=C5C[C@H](CC[C@]5(C)[C@@]4([H])CC[C@]3(C)[C@@]1([H])[C@H](C)[C@@]6(CC[C@@H](C)CN6)O2)O[C@]7([H])O[C@H](CO)[C@@H](O[C@]8([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]8O)[C@H](O)[C@H]7O[C@]9([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]9O
InChI
InChIKey=MBWUSSKCCUMJHO-ZGXDEBHDSA-N
InChI=1S/C45H73NO15/c1-19-9-14-45(46-17-19)20(2)30-28(61-45)16-27-25-8-7-23-15-24(10-12-43(23,5)26(25)11-13-44(27,30)6)57-42-39(60-41-36(53)34(51)32(49)22(4)56-41)37(54)38(29(18-47)58-42)59-40-35(52)33(50)31(48)21(3)55-40/h7,19-22,24-42,46-54H,8-18H2,1-6H3/t19-,20+,21+,22+,24+,25-,26+,27+,28+,29-,30+,31+,32+,33-,34-,35-,36-,37+,38-,39-,40+,41+,42-,43+,44+,45-/m1/s1
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/27620163Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/27830724
Sources: https://www.ncbi.nlm.nih.gov/pubmed/27620163
Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/27830724
Solamargine is the one of major compounds of Solanum lycocarpum- fruit glycoalkaloid extract, and a major steroidal alkaloid glycoside, which is purified from Solanum nigrum L (SNL), a traditional Chinese medicinal herb. It has been shown that solamargine has anti-tumor activity against the several types of cancers. Also as a part of SR-T100 Gel solamargine in the phase II of clinical trial for the treatment of Actinic Keratosis and Bowen's Disease. The precise mechanism of its actions is still undefined, but existed several potential pathways. In case of castration-resistant prostate cancer cells, solamargine inhibits the growth cells through AMPKalpha-mediated inhibition of p65, followed by reduction of MUC1 expression in vitro and in vivo. In case of lung cancer cells solamargine inhibits the growth cells through reduction of EP4 protein expression, followed by increasing ERK1/2 phosphorylation. The inter-correlations between EP4, DNA methyltransferase 1 (DNMT1) and c-Jun and feedback regulation of ERK1/2 by c-Jun contribute to the overall responses of solamargine in this process.
Approval Year
Sample Use Guides
In Vivo Use Guide
Sources: https://clinicaltrials.gov/ct2/show/NCT02085395
patients with dvanced solid tumors: coramsine (mixture of solasonine and solamargine): 1.0 mg/kg/day over 2 hours or 1.5 mg/kg/day over 4 hours
Actinic Keratosis; Bowen's Disease: SR-T100 Gel containing 2.3% of solamargine in Solanum undatum extract: is used once daily with occlusive dressing for 16 weeks.
Route of Administration:
Other
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/27830724
Solamargine inhibited the growth of two castration-resistant prostate cancer (CRPC) cell lines (PC3 and DU145) in the dose-dependent manner with significant effect observed at 6 to 8 μM for up to 72 h. The IC50 were 7.0 and 6.5 μM in 24 h in PC3 and DU145 cells, respectively. No further inhibitory effects were observed with higher doses of solamargine. This inhibition takes place through AMPKα-mediated inhibition of p65, followed by reduction of MUC1 expression.
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FDA ORPHAN DRUG |
211705
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FDA ORPHAN DRUG |
211805
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DB12700
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SOLAMARGINE
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8KG991E7BN
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407810
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DTXSID00942456
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20311-51-7
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73611
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ACTIVE MOIETY