TMC-169
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| Category | Mycotoxins |
| Catalog number | BBF-02542 |
| CAS | |
| Molecular Weight | 385.5 |
| Molecular Formula | C24H35NO3 |
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Description
TMC-169 is an antibiotic of the aspochalasin group produced by Aspergillus flavipes TC 1446. It has cytotoxicity.
Specification
| Synonyms | TMC 169 |
| IUPAC Name | (1S,3E,9E,11S,14S,15R,16S)-5-hydroxy-9,13,14-trimethyl-16-(2-methylpropyl)-17-azatricyclo[9.7.0.01,15]octadeca-3,9,12-triene-2,18-dione |
| Canonical SMILES | CC1C2C(NC(=O)C23C(C=C(CCCC(C=CC3=O)O)C)C=C1C)CC(C)C |
| InChI | InChI=1S/C24H35NO3/c1-14(2)11-20-22-17(5)16(4)13-18-12-15(3)7-6-8-19(26)9-10-21(27)24(18,22)23(28)25-20/h9-10,12-14,17-20,22,26H,6-8,11H2,1-5H3,(H,25,28)/b10-9+,15-12+/t17-,18+,19?,20+,22+,24-/m1/s1 |
| InChI Key | PBMWGTZJDVBFGK-YJEZAUDRSA-N |
Properties
| Appearance | Solid Powder |
| Antibiotic Activity Spectrum | neoplastics (Tumor) |
| Melting Point | 103-105°C |
Reference Reading
1. Aspochalasins I, J, and K: three new cytotoxic cytochalasans of Aspergillus flavipes from the rhizosphere of Ericameria laricifolia of the Sonoran Desert
Guang-Xiong Zhou, E M Kithsiri Wijeratne, Donna Bigelow, Leland S Pierson rd, Hans D VanEtten, A A Leslie Gunatilaka J Nat Prod. 2004 Mar;67(3):328-32. doi: 10.1021/np030353m.
Bioassay-guided fractionation of a cytotoxic EtOAc extract of Aspergillus flavipes occurring in the rhizosphere of Ericameria laricifolia resulted in the isolation of three new cytochalasans, namely, aspochalasins I (1), J (2), and K (3), and four known cytochalasans, aspochalasins C (4), D (5), and E (6) and TMC-169 (7). The structures of compounds 1-3 were established on the basis of extensive 1D and 2D NMR spectroscopic analysis. All compounds exhibited weak to moderate cytotoxicity against NCI-H460, MCF-7, and SF-268 cancer cell lines, but none showed significant selectivity.
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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 ╳
