6'''-Deamino-6'''-hydroxyparomomycin
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Category | Antibiotics |
Catalog number | BBF-02009 |
CAS | 78524-72-8 |
Molecular Weight | 616.61 |
Molecular Formula | C23H44N4O15 |
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Description
6'''-Deamino-6'''-hydroxyparomomycin is an aminoglycoside antibiotic produced by Streptomyces rimosus forma paromomycinus A67M15. It has anti-gram-positive and negative bacteria activity.
Specification
Synonyms | 6'''-Hydroxyparmomomycin; 6'''-Deamino-6'''-hydroxyparomomycin I |
Storage | Store at -20°C |
IUPAC Name | 5-amino-6-[4,6-diamino-2-[4-[3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxycyclohexyl]oxy-2-(hydroxymethyl)oxane-3,4-diol |
Canonical SMILES | C1C(C(C(C(C1N)OC2C(C(C(C(O2)CO)O)O)N)OC3C(C(C(O3)CO)OC4C(C(C(C(O4)CO)O)O)N)O)O)N |
InChI | InChI=1S/C23H44N4O15/c24-5-1-6(25)18(40-21-10(26)15(34)13(32)7(2-28)37-21)20(12(5)31)42-23-17(36)19(9(4-30)39-23)41-22-11(27)16(35)14(33)8(3-29)38-22/h5-23,28-36H,1-4,24-27H2/t5-,6+,7-,8+,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23+/m1/s1 |
InChI Key | VCHIDEKSPVNIGR-VCIWKGPPSA-N |
Properties
Appearance | White Powder |
Antibiotic Activity Spectrum | Gram-positive bacteria; Gram-negative bacteria |
Boiling Point | 953°C at 760 mmHg |
Density | 1.67 g/cm3 |
Solubility | Soluble in Water |
Reference Reading
1. 6"'-Deamino-6"'-hydroxy derivatives, as intermediates in the biosynthesis of neomycin and paromomycin
D Autissier, P Barthelemy, N Mazieres, M Peyre, L Penasse J Antibiot (Tokyo). 1981 May;34(5):536-43. doi: 10.7164/antibiotics.34.536.
From broths of a neomycin producing Streptomyces fradiae and of a mutant of Streptomyces rimosus forma paromomycinus respectively, 6"'-deamino-6"'-hydroxyneomycin and 6"'-deamino-6"'hydroxyparomomycin were obtained and their structures established by mass and 13C-NMR spectroscopy and by the study of hydrolytic fragments. These new compounds, which are both present as two epimers at C-5"', are suggested as intermediates in the biosynthesis of the parent antibiotics. The place and the mechanism of the 5"'-epimerisation and of the 6"'-amination are discussed.
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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 ╳