
CAS Number1695-77-8
Synonymsantibiotic2233wp; EINECS 216-911-3; togamycin; spectinomicina; Spectinomycin; Spectacin; espectinomicina; spectam; trobicin; actinospectacin
Molecular FormulaC14H24N2O7
Molecular Weight332.35000
Purity98.00%
Density1.43 g/cm3
Boiling Point583.1ºC at 760 mmHg
Melting Point185ºC
Appearanceready-to-use solution
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 1695-77-8 |
| Catalog No. | 2A-9027302 |
| Chinese Name | 大观霉素 |
| Synonyms | antibiotic2233wp; EINECS 216-911-3; togamycin; spectinomicina; Spectinomycin; Spectacin; espectinomicina; spectam; trobicin; actinospectacin |
| Molecular Formula | C14H24N2O7 |
| Molecular Weight | 332.35000 |
| Purity | 98.00 |
| Density | 1.43 g/cm3 |
| Boiling Point | 583.1ºC at 760 mmHg |
| Melting Point | 185ºC |
| Appearance | ready-to-use solution |
| Storage Condition | room temperature |
| Application | Spectinomycin is a broad-spectrum antibiotic that can inhibit the growth of a variety of Gram-positive and Gram-negative microorganisms. Spectinomycin works by selectively targeting bacterial ribosome |
| HTC | 3003209000 |
| PubChem ID | 5164 |
| MDL Number | MFCD04041129 |
| SMILES | CNC1C(O)C(NC)C2OC3(O)C(=O)CC(C)OC3OC2C1O |
| InChI | InChI=1S/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 |
| InChI Key | UNFWWIHTNXNPBV-WXKVUWSESA-N |
| NACRES Code | NA.85 |
| UNSPSC | 51281602 |
| MSDS | msds/27302_1_1695_77_8.pdf |
| Use of | Spectinomycin is a broad-spectrum antibiotic and inhibits the growth of a variety of gram-positive and gram-negative organisms. Spectinomycin acts by selectively targeting to the bacterial ribosome and interrupting protein synthesis. Spectinomycin is also a noncompetitive inhibitor of td intron RNA[1][2][3][4][5]. Properties Name spectinomycin Synonym More Synonyms Spectinomycin Biological Activity Description Spectinomycin is a broad-spectrum antibiotic and inhibits the growth of a variety of gram-positive and gram-negative organisms. Spectinomycin acts by selectively targeting to the bacterial ribosome and interrupting protein synthesis. Spectinomycin is also a noncompetitive inhibitor of td intron RNA[1][2][3][4][5]. Related Catalog Research Areas >> Infection Signaling Pathways >> Anti-infection >> Bacterial bacterial ribosomal subunit[5] In Vitro Spectinomycin selectively inhibits protein synthesis in cells and in extracts of Escherichia coli. Spectinomycin (50 μg/mL) inhibits Escherichia coli growth rapidly and reversibly, and suppresses amino acid incorporation immediately[1]. Spectinomycin (1 μg/mL or 3 μM) inhibits polypeptide synthesis directed either by endogenous messenger RNA or by MS-2 bacteriophage RNA, with maximum inhibition of 70-80% in extracts of Escherichia coli[1]. Spectinomycin blocks the translocation of peptidyl-tRNAs from A-site to P-site by inhibiting the binding of elongation factor G to the ribosome[2]. Spectinomycin interacts specifically with the residues G1064 and 01192 in 16S rRNA and potentially makes it inactive[2]. Spectinomycin exhibits splicing inhibition and dependent on pH changes and Mg2+ concentration, indicating electrostatic interactions with the intron RNA[3]. References [1]. Davies J, et al. Inhibition of protein synthesis by spectinomycin. Science. 1965 Sep 3;149(3688):1096-8. [2]. Brink MF, et al. Spectinomycin interacts specifically with the residues G1064 and C1192 in 16S rRNA, thereby potentially freezing this molecule into an inactive conformation. Nucleic Acids Res. 1994 Feb 11;22(3):325-31. [3]. Park IK, et al. Spectinomycin inhibits the self-splicing of the group 1 intron RNA. Biochem Biophys Res Commun. 2000 Mar 16;269(2):574-9. [4]. Khan EA, et al. Safety evaluation study of lincomycin and spectinomycin hydrochloride intramuscular injection in chickens. Toxicol Rep. 2022 Jan 29;9:204-209. [5]. Madhura DB, et al. Pharmacokinetic profile of spectinomycin in rats. Pharmazie. 2013 Aug;68(8):675-6. Chemical & Physical Properties Molecular Formula C14H24N2O7 Exact Mass 332.15800 PSA 129.51000 InChIKey UNFWWIHTNXNPBV-WXKVUWSESA-N Toxicological Information CHEMICAL IDENTIFICATION RTECS NUMBER : CHEMICAL NAME : 4H-Pyrano(2,3-b)(1,4)benzodioxin-4-one, decahydro-4a,7,9-trihydroxy-2-methyl-6,8- bis(methylamino)- CAS REGISTRY NUMBER : LAST UPDATED : DATA ITEMS CITED : MOLECULAR FORMULA : C14-H24-N2-O7 MOLECULAR WEIGHT : WISWESSER LINE NOTATION : HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : SPECIES OBSERVED : Rodent - rat DOSE/DURATION : TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : BCFAAI Bollettino Chimico Farmaceutico. (Societa Editoriale Farmaceutica, Via Ausonio 12, 20123 Milan, Italy) V.33- 1894- Volume(issue)/page/year: 111,265,1972 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - rat DOSE/DURATION : TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : BCFAAI Bollettino Chimico Farmaceutico. (Societa Editoriale Farmaceutica, Via Ausonio 12, 20123 Milan, Italy) V.33- 1894- Volume(issue)/page/year: 111,265,1972 TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : AACHAX Antimicrobial Agents and Chemotherapy (1961-70). (Ann Arbor, MI) 1961-70. For publisher information, see AMACCQ. Volume(issue)/page/year: -,507,1961 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : 85FZAT "Index of Antibiotics from Actinomycetes," Umezawa, H. et al., eds., Tokyo, Univ. of Tokyo Press, 1967 Volume(issue)/page/year: -,105,1967 TYPE OF TEST : LD - Lethal dose ROUTE OF EXPOSURE : SPECIES OBSERVED : Mammal - dog DOSE/DURATION : TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : AACHAX Antimicrobial Agents and Chemotherapy (1961-70). (Ann Arbor, MI) 1961-70. For publisher information, see AMACCQ. Volume(issue)/page/year: -,507,1961 TYPE OF TEST : LD - Lethal dose ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : TOXIC EFFECTS : Behavioral - muscle weakness Behavioral - ataxia Gastrointestinal - nausea or vomiting REFERENCE : AACHAX Antimicrobial Agents and Chemotherapy (1961-70). (Ann Arbor, MI) 1961-70. For publisher information, see AMACCQ. Volume(issue)/page/year: -,507,1961 TYPE OF TEST : LD - Lethal dose ROUTE OF EXPOSURE : SPECIES OBSERVED : Primate - monkey DOSE/DURATION : TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : AACHAX Antimicrobial Agents and Chemotherapy (1961-70). (Ann Arbor, MI) 1961-70. For publisher information, see AMACCQ. Volume(issue)/page/year: -,507,1961 TYPE OF TEST : LD - Lethal dose ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Mammal - cat DOSE/DURATION : TOXIC EFFECTS : Behavioral - ataxia REFERENCE : AACHAX Antimicrobial Agents and Chemotherapy (1961-70). (Ann Arbor, MI) 1961-70. For publisher information, see AMACCQ. Volume(issue)/page/year: -,507,1961 TYPE OF TEST : LD - Lethal dose ROUTE OF EXPOSURE : Unreported SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : TOXIC EFFECTS : Behavioral - somnolence (general depressed activity) Lungs, Thorax, or Respiration - other changes REFERENCE : AACHAX Antimicrobial Agents and Chemotherapy (1961-70). (Ann Arbor, MI) 1961-70. For publisher information, see AMACCQ. Volume(issue)/page/year: -,507,1961 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X7549 No. of Facilities: 14 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 432 (estimated) No. of Female Employees: 203 (estimated) Safety Information Hazard Codes Xn HS Code 3003209000 Synthetic Route N,N-bis(benzylo... CAS#:56733-83-6 Spectinomycin CAS#:1695-77-8 Literature: Canadian Journal of Chemistry, , vol. 63, # 1 p. 163 - 172 CAS#:96681-00-4 Spectinomycin CAS#:1695-77-8 Literature: Canadian Journal of Chemistry, , vol. 63, # 1 p. 163 - 172 dibenzyl ((1R,2... CAS#:96680-99-8 Spectinomycin CAS#:1695-77-8 Literature: Canadian Journal of Chemistry, , vol. 63, # 1 p. 163 - 172 Precursor & DownStream Precursor 3 CAS#:56733-83-6 N,N-bis(benzylo... CAS#:56733-82-5 N,N'-Bis-(carbo... CAS#:21736-83-4 Spectinomycin d... DownStream 0 |
| Transport Info | Product Name: Spectinomycin |
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