22189-32-8 - Names and Identifiers
Name | Spectinomycin dihydrochloride pentahydrate
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Synonyms | M 141 Spectam Trobicin U-18409AE Spectogard U 18,400AE UNII-HWT06H303Z SPECTINOMYCIN HCL SPECTINOMYCIN 2HCL SPECTINOMYCIN HYDROCHLORIDE Togamycin dihydrochloride pentahydrate Spectinomycin dihydrochloride pentahydrate SPECTINOMYCIN PENTAHYDRATE DIHYDROCHLORIDE SPECTINOMYCIN DIHYDROCHLORIDE PENTAHYDRATE Spectinomycin, dihydrochloride, pentahydrate Espectinomicina dihydrochloride pentahydrate Actinospectacin dihydrochloride pentahydrate SPECTINOMYCIN, DIHYDROCHLORIDE, PENTAHYDRATE, STREPTOMYCES SPECIES Decahydro-4a,7,9-trihydroxy-2-methyl-6,8-bis(methylamino)-4H-pyrano(2,3-b)(1,4)benzodioxin-4-one dihydrochloride pentahydrate 4H-Pyrano(2,3-b)(1,4)benzodioxin-4-one, decahydro-4a,7,9-trihydroxy-2-methyl-6,8-bis(methylamino)-, dihydrochloride, pentahydrate (2R,4aR,5aR,6S,7S,8R,9S,9aR,10aS)-4a,7,9-trihydroxy-2-methyl-6,8-bis(methylamino)decahydro-4H-pyrano[2,3-b][1,4]benzodioxin-4-one dihydrochloride pentahydrate
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CAS | 22189-32-8
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EINECS | 606-950-8 |
InChI | InChI=1/C14H24N2O7.2ClH.5H2O/c1-5-4-6(17)14(20)13(21-5)22-12-10(19)7(15-2)9(18)8(16-3)11(12)23-14;;;;;;;/h5,7-13,15-16,18-20H,4H2,1-3H3;2*1H;5*1H2/t5-,7-,8+,9+,10+,11-,12-,13+,14+;;;;;;;/m1......./s1 |
InChIKey | DCHJOVNPPSBWHK-UXXUFHFZSA-N |
22189-32-8 - Physico-chemical Properties
Molecular Formula | C14H24N2O7.2HCl.5H2O
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Molar Mass | 495.35 |
Melting Point | 205-207° (dec) |
Boling Point | 583.1°C at 760 mmHg |
Specific Rotation(α) | D +14.8° (c = 0.42 in water) |
Flash Point | 306.4°C |
Water Solubility | Soluble in water.Soluble in water, methanol, dimethyl sulfoxide, ethanol and dimethyl formamide. |
Solubility | Water: 50 mg/ml; Almost insoluble in ethanol, chloroform or ether |
Vapor Presure | 5.05E-16mmHg at 25°C |
Appearance | White or white-like crystalline powder |
Color | white to off-white |
Merck | 14,8739 |
BRN | 5684150 |
Storage Condition | 2-8°C |
MDL | MFCD00150886 |
Use | This product is for scientific research only and shall not be used for other purposes. |
In vitro study | Spectinomycin selectively inhibits protein synthesis in cells and in extracts of Escherichia coli . When added to an exponentially growing culture, spectinomycin (50 μg/mL) rapidly and reversibly inhibits growth of Escherichia coli . Amino acid incorporation is slowed immediately but RNA synthesis continued. In extracts of Escherichia coli B, spectinomycin inhibits polypeptide synthesis directed either by endogenous messenger RNA or by MS-2 bacteriophage RNA. Maximum inhibition (70 to 80%) is achieved at 1 μg/mL (3 μM). . Spectinomycin blocks the translocation of peptidyl-tRNAs from the A-site to the P-site by inhibiting the binding of elongation factor G to the ribosome. Spectinomycin interacts specifically with the residues G1064 and 01192 in 16S rRNA and potentially change this molecule into an inactive conformation. Spectinomycin acts as a mixed noncompetitive inhibitor for the td intron RNA with a K i of 7.2 mM. The splicing inhibition by spectinomycin is dependent on pH changes and Mg 2+ concentration, indicating electrostatic interactions with the intron RNA. |
In vivo study | Renal excretion is a major elimination pathway for spectinomycin. Following IV administration, approximately 55% of the drug is excreted into the urine in unchanged form. After IV administration of 10 mg/kg spectinomycin shows a peak plasma concentration of 37.8 μg/mL and a systemic exposure (area-under the curve AUC 0-∞ ) of 15.7 μg/mL. Following single dose intramuscular administration, the overall elimination half-life of spectinomycin is 1.2 h in cattle, 1.0 h in sheep, 1.0 h in pigs, 1.65 h in chicken and 1.85 h in humans. |
22189-32-8 - Risk and Safety
Safety Description | 24/25 - Avoid contact with skin and eyes.
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WGK Germany | 2 |
RTECS | WG7400000 |
FLUKA BRAND F CODES | 10 |
HS Code | 29419090 |
22189-32-8 - Reference
Reference Show more | 1. Zhang Jipei, Wei Qinglan, Tan Hualong, et al. Study on drug resistance and aminoglycoside resistance genes of Escherichia coli from waterfowl in Guangdong [J]. Advances in Animal Medicine, 2016, 37(005):42-46. |
22189-32-8 - Introduction
This product is an aminoglycoside antibiotic produced by Streptomyces Streptomyces spectabilis. It has high antibacterial activity mainly against Neisseria gonorrhoeae, and also has good antibacterial activity against Neisseria gonorrhoeae that produces B- lactamase; it has moderate antibacterial activity against many Enterobacteriaceae bacteria. Profieden and Pseudomonas aeruginosa are usually resistant to this product; strains resistant to this product are often streptomycin, gentamicin, tobramycin, etc. Still sensitive. This product has a good effect on Ureaplasma urealyticum, and has no activity on Chlamydia trachomatis and Treponema pallidum. The mechanism of action of this product is to combine with the 30S subunit of bacterial ribosome to inhibit the synthesis of bacterial protein. Spectinomycin hydrochloride pentahydrate Spectinomycin dihydrochloride pentahydrate is a broad-spectrum aminocyclodextrin antibiotic, which can inhibit the growth of many gram-positive and gram-negative organisms. & & In vitro study: Spectinomycin can selectively inhibit protein synthesis in cells and E. coli extracts. When added to an exponentially growing culture, spectinomycin (50 μg/ml) quickly and reversibly inhibits the growth of Escherichia coli. Amino acid fusion slows down immediately, but RNA synthesis continues. In Escherichia coli B extract, spectinomycin can inhibit endogenous messenger RNA or MS-2 phage RNA-guided polypeptide synthesis. The maximum inhibition (80% to 70) was reached at 1 μg/ml (3 μM). Spectinomycin prevented the transfer of peptide-trna from the site to the p site by inhibiting the binding of elongation factor G to the ribosome. Spectinomycin has specific interactions with residues G1064 and 01192 in 16S rRNA, and may turn this molecule into an inactive conformation. Spectinomycin is a mixed non-competitive inhibitor of td intron RNA, Ki is 7.2 mM. Spectinomycin splicing inhibition depends on pH change and Mg2 + concentration, indicating that there is electrostatic interaction between it and intron RNA[3]. & & In vivo studies: Renal excretion is the main pathway for the removal of scatteromycin. After intravenous injection, about 55% of the drug is excreted into the urine in a constant form. IV administration of 10 mg/kg spectinomycin showed a peak plasma concentration of 37.8 μg/ml and a systemic risk (area curve AUC0 -) of 15.7 μg/ml. After a single intramuscular injection, the total elimination half-life of speckamycin in cattle was 1.2 h, sheep 1.0 h, pig 1.0 h, chicken 1.65 h, human [4]1.85 h.
Last Update:2022-10-16 17:15:02
22189-32-8 - Reference Information
Biological activity | Spectinomycin dihydrochloride pentahydrate are broad-spectrum aminocyclodextrin antibiotics that can inhibit the growth of a variety of Gram-positive and Gram-negative organisms. |
uses | inhibit protease synthesis by interfering with peptidyl tRNA transcription. The subjects were gram-negative and positive bacteria. Inhibition mode: RpsE (ribosomal protein S5 gene) gene mutation can prevent spectinomycin binding. |
Last Update:2024-04-09 20:52:54