TMC-95C
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| Category | Enzyme inhibitors |
| Catalog number | BBF-02536 |
| CAS | |
| Molecular Weight | 678.7 |
| Molecular Formula | C33H38N6O10 |
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Description
TMC-95C is a proteasome inhibitor produced by Apiospora montagnei Sacc. TC 1093.
Specification
| Synonyms | TMC-95 C |
| IUPAC Name | (10S,11S,12S,15S,18S)-15-(2-amino-2-oxoethyl)-10,11,23-trihydroxy-18-[[(3S)-3-methyl-2-oxopentanoyl]amino]-9,14,17-trioxo-N-[(Z)-prop-1-enyl]-8,13,16-triazatetracyclo[18.3.1.02,7.06,10]tetracosa-1(23),2(7),3,5,20(24),21-hexaene-12-carboxamide |
| Canonical SMILES | CCC(C)C(=O)C(=O)NC1CC2=CC(=C(C=C2)O)C3=C4C(=CC=C3)C(C(C(NC(=O)C(NC1=O)CC(=O)N)C(=O)NC=CC)O)(C(=O)N4)O |
| InChI | InChI=1S/C33H38N6O10/c1-4-11-35-30(46)25-27(43)33(49)19-8-6-7-17(24(19)39-32(33)48)18-12-16(9-10-22(18)40)13-20(37-31(47)26(42)15(3)5-2)28(44)36-21(14-23(34)41)29(45)38-25/h4,6-12,15,20-21,25,27,40,43,49H,5,13-14H2,1-3H3,(H2,34,41)(H,35,46)(H,36,44)(H,37,47)(H,38,45)(H,39,48)/b11-4-/t15-,20-,21-,25-,27-,33-/m0/s1 |
| InChI Key | ZIAXNZCTODBCKW-QDRDEZGCSA-N |
Reference Reading
1. TMC-95A, B, C, and D, novel proteasome inhibitors produced by Apiospora montagnei Sacc. TC 1093. Taxonomy, production, isolation, and biological activities
Y Koguchi, J Kohno, M Nishio, K Takahashi, T Okuda, T Ohnuki, S Komatsubara J Antibiot (Tokyo). 2000 Feb;53(2):105-9. doi: 10.7164/antibiotics.53.105.
In our course of screening for novel proteasome inhibitors, TMC-95A and its diastereomers, TMC-95B to D, were isolated from the fermentation broth of Apiospora montagnei Sacc. TC 1093. TMC-95A inhibited the chymotrypsin-like (ChT-L), trypsin-like (T-L), and peptidylglutamyl-peptide hydrolyzing (PGPH) activities of 20S proteasome with IC50 values of 5.4nM, 200nM, and 60nM, respectively. TMC-95B inhibited these activities to the same extent as TMC-95A, while the inhibitory activities of TMC-95C and D were 20 to 150 times weaker than that of TMC-95A and B. TMC-95A did not inhibit m-calpain, cathepsin L, and trypsin at 30 microM, suggesting its high selectivity for proteasome. Taxonomy of the producing strain is also described.
2. Trapping of oxonium ylide with isatins: efficient and stereoselective construction of adjacent quaternary carbon centers
Xin Guo, Haoxi Huang, Liping Yang, Wenhao Hu Org Lett. 2007 Nov 8;9(23):4721-3. doi: 10.1021/ol7019857. Epub 2007 Oct 11.
The 3-substituted 3-hydroxyindolin-2-ones with adjacent quaternary stereocenters were constructed in a single step via an efficient and stereoselective trapping of oxonium ylide with isatins. This reaction proceeds well in supercritical CO2 and is an example of the ability to use green approaches to efficiently construct polyfunctional molecules.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
