Geneticin

HCID 123865

기본 정보

CAS: 49863-47-0
표준 SMILES: CN[C@@H]1[C@@H](O)[C@@H](O[C@@H]2[C@@H](O)[C@H](O[C@H]3O[C@H]([C@@H](C)O)[C@@H](O)[C@H](O)[C@H]3N)[C@@H](N)C[C@H]2N)OC[C@]1(C)O
InChIKey: BRZYSWJRSDMWLG-DJWUNRQOSA-N
분자식: C20H40N4O10
평균 분자량: 496.6 g/mol
단동위원소 질량: 496.27444348

개요

Geneticin (also known as G418) is an aminoglycoside antibiotic similar in structure to gentamicin B1, produced by Micromonospora rhodorangea. Geneticin blocks polypeptide synthesis by inhibiting the elongation step in both prokaryotic and eukaryotic cells and is commonly used in laboratory research to select genetically engineered cells. Resistance to Geneticin is conferred by the neo gene from Tn5 encoding an aminoglycoside 3‘-phosphotransferase, APH 3‘ II.

이름 및 식별자

우선 이름: Geneticin
IUPAC: (2R,3R,4R,5R)-2-[(1S,2S,3R,4S,6R)-4,6-diamino-3-[(2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-[(1R)-1-hydroxyethyl]oxan-2-yl]oxy-2-hydroxycyclohexyl]oxy-5-methyl-4-(methylamino)oxane-3,5-diol
영어명: G418
분자식: C20H40N4O10
분자량: 496.55

이름 및 동의어

geneticin49863-47-0G418G 418A08F5XTI6GCHEBI:42768RefChem:558268antibiotic G 418antibiotic G-418G-418(2R,3R,4R,5R)-2-[(1S,2S,3R,4S,6R)-4,6-diamino-3-[(2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-[(1R)-1-hydroxyethyl]oxan-2-yl]oxy-2-hydroxycyclohexyl]oxy-5-methyl-4-(methylamino)oxane-3,5-diol(2R,3S,4R,5R,6S)-5-Amino-6-(((1R,2S,3S,4R,6S)-4,6-diamino-3-(((2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylamino)tetrahydro-2H-pyran-2-yl)oxy)-2-hydroxycyclohexyl)oxy)-2-((R)-1-hydroxyethyl)tetrahydro-2H-pyran-3,4-diol

이름 더 보기

ANTIBIOTIC G418Aids114952Aids-114952G 418 DISULFATEGentamicin G-418Gentiomycin G-418

O-2-Amino-2,7-dideoxy-D-glycero-alpha-D-gluco-heptopyranosyl-(1-4)-O-(3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl-(1-6))-D-streptamine(1R,2S,3S,4R,6S)-4,6-diamino-3-{[3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl]oxy}-2-hydroxycyclohexyl 2-amino-2,7-dideoxy-D-glycero-alpha-D-gluco-heptopyranosideGETGeneticin disulfateGENETICIN(R)Geneticin disulfate saltUNII-A08F5XTI6GBRN 1669188

데이터베이스 식별자

CAS: 49863-47-0
PubChem CID: 123865
DTXSID: DTXSID10198129
ChEMBL: CHEMBL215226
UNII: A08F5XTI6G
Nikkaji: J147.239I

물성

구조 계산 물성

XLogP: -5.8
극성 표면적: 248 Å²
수소 결합 공여자 수: 10
수소 결합 수용자 수: 14
회전 가능 결합 수: 6
무거운 원자 수: 34
형식 전하: 0
복잡도: 681

실험 및 물리화학적 성질

Drugs · 2건

Pharmaceuticals -> Listed in ZINC15

Pharmaceuticals -> Antibiotics

Collision Cross Section210.14 Å² [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

물리화학적 성질

녹는점: 193 °C · >193°C (dec.)
끓는 점: 760.3 · 760.3±60.0 °C(Predicted)
밀도: 1.47 · 1.47±0.1 g/cm3(Predicted)
저장 조건: 2 · 2-8°C
용해도: 2 O: · H2O: 50 mg/mL
물리적 상태: 백색분말
산도 계수 (pKa): 13.29 · 13.29±0.70(Predicted)
색상: 흰색에서 황백색까지
안정성: 흡습성

안전 및 규제

안전 데이터

wgk: 3
risk_code: 20/21/22
hazard_code: Xn
safety_code: 22-24/25

화학 및 산업

약리 정보

MeSH Pharmacological Classification · 2건

Agents which are destructive to amebae, especially the parasitic species causing AMEBIASIS in man and animal.

Agents useful in the treatment or prevention of COCCIDIOSIS in man or animals.

공급사28 곳

陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]

湖南韵邦生物科技股份有限公司85561037 15386497078 · [email protected]

普洛药业股份有限公司/浙江横店普洛进出口有限公司+86-0571-87635730 +86-13588737631

湖北万得化工有限公司15377098680 15377098680 · [email protected]

上海康朗生物科技有限公司021-61998208 18217752821 · [email protected]

추가 설명

정의ChEBI: An aminoglycoside antibiotic produced by Micromonospora rhodorangea. It blocks polypeptide synthesis by inhibiting the elongation step in both prokaryotic and eukaryotic cells.