Ashimycin A
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| Category | Enzyme inhibitors |
| Catalog number | BBF-00104 |
| CAS | 123482-11-1 |
| Molecular Weight | 757.70 |
| Molecular Formula | C27H47N7O18 |
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Description
Ashimycin A is an aminoglycoside antibiotic produced by Streptomyces griseus FT3-4. It has a broad-spectrum antibacterial activity, but is lower than streptomycin.
Specification
| Synonyms | 2,4-Dicarbamimidamido-3,5,6-trihydroxycyclohexyl 2-C-carboxypentofuranosyl-(1->4)-2-deoxy-2-(methylamino)hexopyranosyl-(1->2)-5-deoxy-3-C-formylpentofuranoside |
| IUPAC Name | 2-[6-[2-[2,4-bis(diaminomethylideneamino)-3,5,6-trihydroxycyclohexyl]oxy-4-formyl-4-hydroxy-5-methyloxolan-3-yl]oxy-4-hydroxy-2-(hydroxymethyl)-5-(methylamino)oxan-3-yl]oxy-3,4-dihydroxy-5-(hydroxymethyl)oxolane-3-carboxylic acid |
| Canonical SMILES | CC1C(C(C(O1)OC2C(C(C(C(C2O)O)N=C(N)N)O)N=C(N)N)OC3C(C(C(C(O3)CO)OC4C(C(C(O4)CO)O)(C(=O)O)O)O)NC)(C=O)O |
| InChI | InChI=1S/C27H47N7O18/c1-6-26(45,5-37)19(21(47-6)50-17-10(34-25(30)31)12(38)9(33-24(28)29)13(39)15(17)41)52-20-11(32-2)14(40)16(7(3-35)48-20)51-23-27(46,22(43)44)18(42)8(4-36)49-23/h5-21,23,32,35-36,38-42,45-46H,3-4H2,1-2H3,(H,43,44)(H4,28,29,33)(H4,30,31,34) |
| InChI Key | ILBIJYYHQHTSRJ-UHFFFAOYSA-N |
Properties
| Appearance | White Powder |
| Antibiotic Activity Spectrum | bacteria |
| Boiling Point | 1155.5°C at 760 mmHg |
| Melting Point | 150°C |
| Density | 2.05 g/cm3 |
Reference Reading
1. Ashimycins A and B, new streptomycin analogues
S Tohma, H Kondo, J Yokotsuka, J Iwamoto, G Matsuhashi, T Ito, H Seto J Antibiot (Tokyo). 1989 Aug;42(8):1205-12. doi: 10.7164/antibiotics.42.1205.
Detailed analysis of the fermentation broth of Streptomyces griseus strain FT3-4 resulted in the identification of two new streptomycin analogues named ashimycins A and B. Their structures have been determined by NMR spectral analysis and chemical degradations.
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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 ╳
