Nonactin
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Category | Antibiotics |
Catalog number | BBF-02608 |
CAS | 6833-84-7 |
Molecular Weight | 302.95 |
Molecular Formula | C9H5Br2NO |
Purity | >99% by HPLC |
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Description
The smallest member of the macrotetrolide complex produced by a range of streptomyces species; a monovalent cation ionophore with high selectivity for ammonium and potassium. It is resistant to gram-positive bacteria, mycobacteria and fungi, and it also inhibits L cells.
Specification
Synonyms | nonactin;Werramycin-A;6833-84-7;Antibiotic from Actinomycete;UPJOHN 170T, high melting;5342 PFW 19;A 4426;Upjohn 170t (high melting);TTP24WX8P7;CHEBI:7614;4,13,22,31,37,38,39,40-Octaoxapentacyclo(32.2.1.1(sup 7,10).1(sup 16,19).1(sup 25,28))tetracontane-3,12,21,30-tetrone, 2,5,11,14,20,23,29,32-octamethyl-, (1R-(1R*,2R*,5R*,7R*,10S*,11S*,14S*,16S*,19R*,20R*,23R*,25R*,28S*,29S*,32S*,34S*))-;GNF-PF-1094;Ammonium ionophore;NSC52141;NSC-52141;NSC-56409;TA-25-M-I;E-79-C;NSC 52141;NSC 56409;N-329-A;3584-A;A-5584;4,13,22,31,37,38,39,40-Octaoxapentacyclo(32.2.1.17,10.116,19.125,28)tetracontane-3,12,21,30-tetrone, 2,5,11,14,20,23,29,32-octamethyl-;4,13,22,31,37,38,39,40-Octaoxapentacyclo[32.2.1.17,10.116,19.125,28]tetracontane-3,12,21,30-tetrone, 2,5,11,14,20,23,29,32-octamethyl-;Nonactin from Streptomyces griseus var griseus;EINECS 229-911-3;UNII-TTP24WX8P7;BRN 0076434;Nonactin (Mixture contains Monactin and Dinactin) (Technical Grade);4,22,31,37,38,39,40-Octaoxapentacyclo[32.2.1.17,10.116,19.125,28]tetracontane-3,12,21,30-tetrone, 2,5,11,14,20,23,29,32-octamethyl-;4,22,31,37,38,39,40-Octaoxapentacyclo[32.2.1.17,10.116,19.125,28]tetracontane-3,12,21,30-tetrone, 2,5,11,14,20,23,29,32-octamethyl-, [1R-(1R*,2R*,5R*,7R*,10S*,11S*,14S*,16S*,19R*,20R*,23R*,25R*,28S*,29S*,32S*,34S*)]-;NONACTIN [MI];bmse000763;SCHEMBL82710;5-19-12-00751 (Beilstein Handbook Reference);CHEMBL415914;DTXSID10218477;RMIXHJPMNBXMBU-QIIXEHPYSA-N;NSC56409;AKOS024457138;CCG-208315;DA-66170;NCI60_004265;NS00011656;SR-05000002313;Q7049170;SR-05000002313-2;(1S,2S,5S,7S,10R,11R,14R,16R,19S,20S,23S,25S,28R,29R,32R,34R)-2,5,11,14,20,23,29,32-octamethyl-4,13,22,31,37,38,39,40-octaoxapentacyclo[32.2.1.17,10.116,19.125,28]tetracontane-3,12,21,30-tetrone;4,13,22,31,37,38,39,40-Octaoxapentacyclo(32.2.1.17,10.116,19.125,28)tetracontane-3,12,21,30-tetrone, 2,5,11,14,20,23,29,32-octamethyl- (8CI);4,13,22,31,37,38,39,40-OCTAOXAPENTACYCLO(32.2.1.17,10.116,19.125,28)TETRACONTANE-3,12,21,30-TETRONE, 2,5,11,14,20,23,29,32-OCTAMETHYL-, (1R,2R,5R,7R,10S,11S,14S,16S,19R,20R,23R,25R,28S,29S,32S,34S)-;4,13,22,31,37,38,39,40-Octaoxapentacyclo[32.2.1.17,10.116,19.125,28]tetracontane-3,12,21,30-tetrone, 2,5,11,14,20,23,29,32-octamethyl-, [1R-(1R*,2R*,5R*,7R*,10S*,11S*,14S*,16S*,19R*,20R*,23R*,25R*,28S*,29S*,32S*,34S*)]-; |
Storage | Store at -20°C |
IUPAC Name | (1R,2R,5R,7R,10S,11S,14S,16S,19R,20R,23R,25R,28S,29S,32S,34S)-2,5,11,14,20,23,29,32-octamethyl-4,13,22,31,37,38,39,40-octaoxapentacyclo[32.2.1.17,10.116,19.125,28]tetracontane-3,12,21,30-tetrone |
Canonical SMILES | C1=CC2=C(C(=C(C=C2Br)Br)O)N=C1 |
InChI | InChI=1S/C40H64O12/c1-21-17-29-9-13-34(49-29)26(6)38(42)46-23(3)19-31-11-15-36(51-31)28(8)40(44)48-24(4)20-32-12-16-35(52-32)27(7)39(43)47-22(2)18-30-10-14-33(50-30)25(5)37(41)45-21/h21-36H,9-20H2,1-8H3/t21-,22+,23+,24-,25-,26+,27+,28-,29-,30+,31+,32-,33-,34+,35+,36- |
InChI Key | RMIXHJPMNBXMBU-QIIXEHPYSA-N |
Source | Streptomyces griseus |
Properties
Appearance | Solid |
Antibiotic Activity Spectrum | Gram-positive bacteria; mycobacteria; fungi |
Boiling Point | 890.6±65.0°C at 760 mmHg |
Melting Point | 147-148°C |
Density | 1.11-1.15 g/cm3 |
Solubility | Soluble in ethanol, methanol, DMF or DMSO. Poor water solubility. |
Reference Reading
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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