Sinefungin
Grundinformationen
- CAS
58944-73-3- Standard-SMILES
Nc1ncnc2c1ncn2[C@@H]1O[C@H](C[C@@H](N)CC[C@H](N)C(=O)O)[C@@H](O)[C@H]1O- InChIKey
LMXOHSDXUQEUSF-YECHIGJVSA-N- Summenformel
- C15H23N7O5
- Durchschnittliche Molmasse
- 381,39 g/mol
- Monoisotopische Masse
- 381,17606686
Überblick
Sinefungin is an adenosine that is the the delta-(5'-adenosyl) derivative of ornithine. It has a role as an antimicrobial agent and an antifungal agent. It is a member of adenosines and a non-proteinogenic alpha-amino acid. It is functionally related to a L-ornithine.
Namen und Bezeichner
- Bevorzugter Name
- Sinefungin
- IUPAC
- (2S,5S)-2,5-diamino-6-[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]hexanoic acid
- Englischer Name
- SINEFUNGIN
- Summenformel
- C15H23N7O5
- Molmasse
- 381.39
Namen und Synonyme
sinefungin58944-73-3SinefungineSinefunginaAntibiotic A 9145ADENOSYL-ORNITHINECompound 57926SinefunginumAdenosylornithineA 9145LILLY 579266,9-Diamino-1-(6-amino-9H-purin-9-yl)-1,5,6,7,8,9-hexadeoxydecofuranuronic acid
Weitere Namen anzeigen
SFDCUAFPHHSHEP7A-9145DFNA69DFNB39rp3223232232RP
W2U467CIIL6,9-Diamino-1-(6-amino-9H-purin-9-yl)-1,5,6,7,8,9-hexadeoxy-beta-D-ribo-decofuranuronic acid(2S,5S)-2,5-diamino-6-[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]hexanoic acidLY-57926DTXSID10207689Decofuranuronic acid, 6,9-diamino-1-(6-amino-9H-purin-9-yl)-1,5,6,7,8,9-hexadeoxy-CHEBI:45453(2S,5S)-2,5-diamino-6-[(2R,3S,R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]hexanoic acid
Datenbank-Bezeichner
- CAS
58944-73-3- PubChem CID
- 65482
- DTXSID
DTXSID10207689
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -4,3
- Polarare Oberfläche (TPSA)
- 209 Ų
- H-Brücken-Donoren
- 6
- H-Brücken-Akzeptoren
- 11
- Frei drehbare Bindungen
- 7
- Schwere Atome
- 27
- Formalladung
- 0
- Komplexität
- 529
Experimentelle und physikochemische Eigenschaften
DrugsPharmaceuticals -> Listed in ZINC15
Physikochemische Eigenschaften
- Siedepunkt
- 783.2 · 783.2±70.0 °C(Predicted)
- Dichte
- 1.91 · 1.91±0.1 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- 2 O: · H2O: soluble
- Aggregatzustand
- powder
- pka
- pKa (66% DMF): 2.9, 3.9, 8.9, 10.2(at 25℃)
- Farbe
- white to yellow
- Biologische Quelle
- rat
- Stabilität
- 2 years · Stable for 2 years from date of purchase as supplied. Solutions in distilled water may be stored at -20°C for up to 1 month.
- InChIKey
- LMXOHSDXUQEUSF-YECHIGJVSA-N
- SMILES
- N[C@@H](CC[C@H](N)C(O)=O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 68 reports by companies from 2 notifications to the ECHA C&L Inventory.
Gefahrenhinweise
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Sicherheitsdaten
- wgk
- 3
- hs_code
- 29419090
- RTECS-Nr.
- HE3140000
- risk_code
- 22
- Toxizität
- LD50 s.c. in mice: 185 mg/kg (Hamill, Hoehn, J. Antibiot.)
- hazard_code
- Xn
- safety_code
- 36
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Pharmakologische Informationen
MeSH Pharmacological Classification
Substances that destroy fungi by suppressing their ability to grow or reproduce. They differ from FUNGICIDES, INDUSTRIAL because they defend against fungi present in human or animal tissues.
Agents used in the treatment of malaria. They are usually classified on the basis of their action against plasmodia at different stages in their life cycle in the human. (From AMA, Drug Evaluations Annual, 1992, p1585)
Substances that are destructive to protozoans.
Anwendungen
VerwendenSinefungin, a polar nucleoside antifungal active with broad biological activity, was isolated from a number of species of Streptomyces in the early 1970s. Sinefungin acts by inhibiting a wide range of methyltransferases, including the methylation of bases in DNA and RNA which alters cytosine deamination and gene expression. Sinefungin is widely used as a bioprobe to block methyltransferase-dependent pathways.
Anbieter64 Anbieter
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]
南通鲁尔化工有限公司18012215199 · [email protected]
武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]
桑达化工（南通）有限公司0513-88168817 13862717117 · [email protected]
咸宁深蓝生物医药研发有限公司18171815831 · [email protected]
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