11-Hydroxynovobiocin
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| Category | Others |
| Catalog number | BBF-01017 |
| CAS | |
| Molecular Weight | 628.62 |
| Molecular Formula | C31H36N2O12 |
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Description
11-Hydroxynovobiocin is a novobiocin homolog produced by Sebekia benihana UC 5762 (NRRL 11111). It has anti-gram-negative bacteria effect, and its activity is equivalent to 30% of novobiocin.
Specification
| IUPAC Name | [(3R,4S,5R,6S)-5-hydroxy-6-[4-hydroxy-3-[[4-hydroxy-3-[(E)-4-hydroxy-3-methylbut-2-enyl]benzoyl]amino]-8-methyl-2-oxochromen-7-yl]oxy-3-methoxy-2,2-dimethyloxan-4-yl] carbamate |
| Canonical SMILES | CC1=C(C=CC2=C1OC(=O)C(=C2O)NC(=O)C3=CC(=C(C=C3)O)CC=C(C)CO)OC4C(C(C(C(O4)(C)C)OC)OC(=O)N)O |
| InChI | InChI=1S/C31H36N2O12/c1-14(13-34)6-7-16-12-17(8-10-19(16)35)27(38)33-21-22(36)18-9-11-20(15(2)24(18)43-28(21)39)42-29-23(37)25(44-30(32)40)26(41-5)31(3,4)45-29/h6,8-12,23,25-26,29,34-37H,7,13H2,1-5H3,(H2,32,40)(H,33,38)/b14-6+/t23-,25+,26-,29+/m1/s1 |
| InChI Key | LCJSKYNFIIXMOR-FXZNJYQSSA-N |
Properties
| Antibiotic Activity Spectrum | Gram-negative bacteria |
| Boiling Point | 933.3±65.0 °C at 760 mmHg |
| Density | 1.5±0.1 g/cm3 |
Reference Reading
1. Microbial hydroxylation of novobiocin and related compounds
O K Sebek, L A Dolak J Antibiot (Tokyo). 1984 Feb;37(2):136-42. doi: 10.7164/antibiotics.37.136.
A new soil actinomycete (UC 5762, NRRL 11111) was found to transform novobiocin to 11-hydroxynovobiocin. The product was isolated by solvent extraction and column chromatography, and identified by IR, UV, 1H NMR and 13C NMR spectroscopy. Related structures (8,9-dihydronovobiocin, novobiocic acid and chlorobiocin) were similarly transformed to their corresponding C-11 hydroxylated analogues. The microbial process is superior to chemical (selenium dioxide) oxidation which yielded a mixture of 11-hydroxy- and 11-oxonovobiocin.
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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 ╳
