Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C38H62N4O16 |
| Molecular Weight | 830.9161 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 15 / 15 |
| E/Z Centers | 1 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(C)CCCCCCCCC\C=C\C(=O)N[C@H]1[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)O[C@H](C[C@@H](O)[C@H]3O[C@H]([C@H](O)[C@@H]3O)N4C=CC(=O)NC4=O)[C@H](O)[C@@H]1O
InChI
InChIKey=MEYZYGMYMLNUHJ-DIRMKAHISA-N
InChI=1S/C38H62N4O16/c1-19(2)13-11-9-7-5-4-6-8-10-12-14-24(46)40-27-31(51)28(48)22(55-37(27)58-36-26(39-20(3)44)30(50)29(49)23(18-43)56-36)17-21(45)34-32(52)33(53)35(57-34)42-16-15-25(47)41-38(42)54/h12,14-16,19,21-23,26-37,43,45,48-53H,4-11,13,17-18H2,1-3H3,(H,39,44)(H,40,46)(H,41,47,54)/b14-12+/t21-,22-,23-,26-,27-,28+,29-,30-,31-,32+,33-,34-,35-,36-,37+/m1/s1
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/21966496Curator's Comment: The description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/6293705
Sources: https://www.ncbi.nlm.nih.gov/pubmed/21966496
Curator's Comment: The description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/6293705
Tunicamycin V is nucleotide sugar analogs, with a modified fatty acid side-chain, produced by several Streptomyces species. In eukaryotes, Tunicamycin V inhibit transfer of N-acetylglucosamine to a lipid intermediate. A few studies suggest that tunicamycin may work as a therapeutic drug to cancer cells as it has been shown to sensitize human colon and prostate cancer cells to TRAIL-induced apoptosis.
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: transfer of N-acetylglucosamine to a lipid intermediate Sources: https://www.ncbi.nlm.nih.gov/pubmed/21966496 |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Unknown Approved UseUnknown |
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6293705
The selective cytotoxicity of tunicamycin homologues against SV40-transformed 3T3 cells (SV40-3T3) was examined. Incubation of 3T3 or virally transformed 3T3 cells with four different homologues (A1, A2, B1, and B2 at 0.1 to 0.25 microgram/ml) caused detachment and death of transformed cells after 1 to 3 days, while the nontransformed cells were almost unaffected.
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11104835
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17RV2Q5O9O
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64250
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ACTIVE MOIETY