Noboritomycin A
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| Category | Antibiotics |
| Catalog number | BBF-02130 |
| CAS | 68508-45-2 |
| Molecular Weight | 804.96 |
| Molecular Formula | C43H64O14 |
| Purity | >98% |
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Description
It is a polyether antibiotic produced by the strain of Str. noboritoensis NRRL 8123. Noboritomycin A has the effect of anti-gram-positive bacteria.
Specification
| Storage | Store at -20°C |
| IUPAC Name | 6-[(4R,6S)-8-[(2R,9S,10S,12R)-3-[(4R)-5-ethoxycarbonyl-4-hydroxyoxolan-2-yl]-15-hydroxy-2-methoxy-1,3,10,12-tetramethyl-4,6,8-trioxadispiro[4.1.57.35]pentadec-13-en-9-yl]-5-hydroxy-4,6-dimethyl-7-oxononan-2-yl]-2-hydroxy-3-methylbenzoic acid |
| Canonical SMILES | CCOC(=O)C1C(CC(O1)C2(C(C(C3(O2)C(C=CC4(O3)C(CC(C(O4)C(C)C(=O)C(C)C(C(C)CC(C)C5=C(C(=C(C=C5)C)O)C(=O)O)O)C)C)O)C)OC)C)O |
| InChI | InChI=1S/C43H64O14/c1-12-53-40(51)37-29(44)19-31(54-37)41(10)38(52-11)27(9)43(56-41)30(45)15-16-42(57-43)24(6)18-23(5)36(55-42)26(8)35(48)25(7)33(46)22(4)17-21(3)28-14-13-20(2)34(47)32(28)39(49)50/h13-16,21-27,29-31,33,36-38,44-47H,12,17-19H2,1-11H3,(H,49,50)/t21?,22-,23+,24-,25+,26?,27?,29-,30?,31?,33?,36+,37?,38-,41?,42?,43?/m1/s1 |
| InChI Key | HENKHDHCZSYXMA-YUQGXNEJSA-N |
Properties
| Appearance | White Crystalline |
| Antibiotic Activity Spectrum | Gram-positive bacteria |
| Boiling Point | 905.8°C at 760 mmHg |
| Melting Point | 235-237°C |
| Density | 1.28 g/cm3 |
Reference Reading
1. Noboritomycins A and B, new polyether antibiotics
C Keller-Juslén, H D King, M Kuhn, H R Loosli, A von Wartburg J Antibiot (Tokyo). 1978 Sep;31(9):820-8. doi: 10.7164/antibiotics.31.820.
Noboritomycins A and B, two new polycyclic ionophoric polyethers were isolated from a strain of Streptomyces noboritoensis. The crystal structure and absolute configuration of noboritomycin A were established by X-ray analysis of its silver salt C43/63O14Ag. Noboritomycin A is the first metabolic polyether possessing two carboxylic acid functions on the carbon backbone (C-31), namely a free acid and an additional carboxylic acid ethylester group. An unusual spiroketal system as well as a salicylic acid chromophore represent further remarkable elements. Noboritomycin A shows in this respect a structural relationship to salinomycin and lasalocid respectively. Comparison of physico-chemical data, in particular the interpretation of the 1H- and 13C-NMR spectra, revealed that noboritomycins A and B are structurally closely related, noboritomycin B carrying an ethyl substituent on the aromatic ring in the place of a methyl group present in noboritomycin A. Both metabolites exhibit activity against Gram-positive bacteria and against Eimeria tenella (chicken coccidiosis).
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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 ╳
