Spectinomycin
spectinomycine · espectinomicina · trobicin · spectam · togamycin · Spectacin · macromycin · pectinomycin
식별자 및 물리적 특성
| CAS No. | 1695-77-8 |
|---|---|
| 분자식 | C14H24N2O7 |
| 평균 분자량 | 332.35 g/mol |
| 단동위원소 질량 | 332.15835111 g/mol |
| SMILES | CN[C@@H]1[C@H](O)[C@H](NC)[C@H]2O[C@@]3(O)C(=O)C[C@@H](C)O[C@H]3O[C@@H]2[C@H]1O |
| InChIKey | UNFWWIHTNXNPBV-WXKVUWSESA-N |
| PubChem CID | 15541 |
| ChEMBL | CHEMBL1167 |
| ChEBI | CHEBI:9215 |
| EC No. | 216-911-3 |
| DTXSID | DTXSID9023592 |
화학 및 물리적 성질
| XLogP | -3.1 |
|---|---|
| 극성 표면적 | 130 |
| 수소 결합 공여자 수 | 5 |
| 수소 결합 수용자 수 | 9 |
| 회전 가능 결합 수 | 2 |
| 무거운 원자 수 | 23 |
| 형식 전하 | 0 |
| 복잡도 | 478 |
| LogP(분배 계수) | -2.3 |
| 용해도 | Easily soluble in cold water1.50e+02 g/LDMSO/H2O, 1:1: soluble 100mg/mL |
| Physical Description | Solid |
| Dissociation Constants | 6.95 |
| Collision Cross Section | 176.2 Ų [M+H]+ [CCS Type: TWMethod: calibrated with Waters Major Mix]183.5 Ų [M+Na]+ [CCS Type: TW175.51 Ų [M+K]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]171.79 Ų [M+Na]+ [CCS Type: TW166.15 Ų [M+H-H2O]+ [CCS Type: TW171.31 Ų [M+H]+ [CCS Type: TW |
| 녹는점 | 185 °C (decomp) |
| 끓는 점 | 583.1±50.0 °C(Predicted) |
| 밀도 | 1.43±0.1 g/cm3(Predicted) |
| 저장 조건 | -20°C |
| 물리적 상태 | solution |
| pKa(산도 계수) | pKa1 6.95, pKa2 8.70(at 25℃) |
| 색상 | colorless |
| 생물학적 소스 | Streptomyces sp. |
| EPA | Spectinomycin (1695-77-8) |
안전 및 규제
| GHS 분류 | This chemical does not meet GHS hazard criteria for 5.6% (3 of 54) of reports.WarningH315 (90.7%): Causes skin irritation [Warning Skin corrosion/irritation]H319 (92.6%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H335 (92.6%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 54 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Reported as not meeting GHS hazard criteria per 3 of 54 reports by companies.There are 4 notifications provided by 51 of 54 reports by companies with hazard statement code(s).Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| 규제 정보 | Spectinomycin: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right. |
| 유해성 요약 | Allergic contact dermatitis reported in veterinarian workers[Kanerva, p. 1171-2] |
| Hazard Classes and Categories | Skin Irrit. 2 (90.7%)Eye Irrit. 2 (92.6%)STOT SE 3 (92.6%)Not Classified |
| 유해 작용 | Skin Sensitizer - An agent that can induce an allergic reaction in the skin. |
| 수질 위해 등급(WGK) | WGK 2 |
| 저장 분류 | 10 - Combustible liquids |
용도
개요
An unusual aminoglycoside antibiotic, spectinomycin is produced by fermentation of Streptomyces spectabil is and differs substantially in its clinical properties from the others. The diaminoinositol unit (spectinamine) contains two mono-N-methyl groups, and the hydroxyl between them has a stereochemistry opposite to that in streptomycin. The glycosidically attached sugar also is unusual in that it contains three consecutive carbonyl groups, either overt or masked, and is fused by two adjacent linkages to spectinamine to produce an unusual, fused, three-ring structure.
용도
Spectinomycin finds principal application in the treatment of gonorrhea. It should be noted that the antibiotic resistance among N. gonorrhoeae has caused a number of therapeutic problems. It has been found that only by escalating the antibiotic doses and using probenecid to retard the excretion of penicillin and ampicillin (the drugs of choice) has the continued effective use of penicillin, ampicillin, and tetracycline been possible. Even with modifications in the therapy, from 3 to 8% of cases fail to respond to the usual regimens for uncomplicated gonorrhea. Thus, the treatment of uncomplicated gonorrhea that fails to respond to the usual regimen is spectinomycin therapy.