Levovirin

HCID 460516CAS 206269-27-4

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Grundinformationen

Standard-SMILES: NC(=O)c1ncn([C@H]2O[C@@H](CO)[C@H](O)[C@@H]2O)n1
InChIKey: IWUCXVSUMQZMFG-RGDLXGNYSA-N
Summenformel: C8H12N4O5
Durchschnittliche Molmasse: 244,2 g/mol
Monoisotopische Masse: 244,08076948

Namen und Bezeichner

Bevorzugter Name: Levovirin
IUPAC: 1-[(2S,3S,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,4-triazole-3-carboxamide
Englischer Name: 1-[(2S,3S,4S,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,4-triazole-3-carboxamide
Summenformel: C8H12N4O5
Molmasse: 244.2

Namen und Synonyme

Levovirin206269-27-4L-RibavirinICN17261ICN 17261UNII-ZGF0S6S33QZGF0S6S33QICN-17261LEVOVIRIN [WHO-DD]DTXSID901746481H-1,2,4-Triazole-3-carboxamide, 1-beta-L-ribofuranosyl-1H-1,2,4-TRIAZOLE-3-CARBOXAMIDE, 1-BETA;-L-RIBOFURANOSYL-

Weitere Namen anzeigen

L-Ribovirin1-β-L-ribofuranosyl-1,2,4-triazole-3-carboxamide1H-1,2,4-Triazole-3-carboxamide, 1-β-L-ribofuranosyl-1-[(2S,3S,4R,5S)-3,4-dihydroxy-5-methylol-tetrahydrofuran-2-yl]-1,2,4-triazole-3-carboxamide

1-[(2S,3S,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-1,2,4-triazole-3-carboxamide1-((2S,3S,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)-1H-1,2,4-triazole-3-carboxamideRefChem:153236DTXCID30971391-((2S,3S,4R,5S)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1H-1,2,4-triazole-3-carboxamide1-[(2S,3S,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,4-triazole-3-carboxamide1-beta-l-ribofuranosyl-1h-1,2,4-triazole-3-carboxamide1-[(2S,3S,4S,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,4-triazole-3-carboxamide

Datenbank-Bezeichner

CAS: 206269-27-4
PubChem CID: 460516
DTXSID: DTXSID90174648
ChEMBL: CHEMBL274536
UNII: ZGF0S6S33Q
Nikkaji: J1.303.803A

Eigenschaften

Berechnete Struktureigenschaften

XLogP: -1,8
Polarare Oberfläche (TPSA): 144 Å²
H-Brücken-Donoren: 4
H-Brücken-Akzeptoren: 7
Frei drehbare Bindungen: 3
Schwere Atome: 17
Formalladung: 0
Komplexität: 304

Experimentelle und physikochemische Eigenschaften

DrugsPharmaceuticals -> Listed in ZINC15

Physikochemische Eigenschaften

Löslichkeit: DMSO (Slightly), Methanol (Slightly, Heated, Sonicated), Water (Slightly)
Aggregatzustand: Solid
Farbe: White to Off-White
Stabilität: Hygroscopic

Chemie und Industrie

Anwendungen

VerwendenLevovirin is a monocyclic L-nucleosides with type 1 cytokine-inducing activity. Levovirin is the L-enantiomer of Ribavirin (R414475) with similar immunomodulatory activity but does not have direct antiviral activity or hemolytic anemia.