9-β-D-Ribofuranosyl-9H-purin
Nebularine
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Grundinformationen
- CAS
550-33-4- Standard-SMILES
OC[C@H]1O[C@@H](n2cnc3cncnc32)[C@H](O)[C@@H]1O- InChIKey
MRWXACSTFXYYMV-FDDDBJFASA-N- Summenformel
- C10H12N4O4
- Durchschnittliche Molmasse
- 252,23 g/mol
- Monoisotopische Masse
- 252,08585486
Überblick
Nebularine is a purine ribonucleoside that is 9H-purine attached to a beta-D-ribofuranosyl residue at position 9 via a glycosidic (N-glycosyl) linkage. It has a role as a fungal metabolite. It is a purines D-ribonucleoside and a purine ribonucleoside. It is functionally related to a beta-D-ribose.
Namen und Bezeichner
- Bevorzugter Name
- Nebularine
- IUPAC
- (2R,3S,4R,5R)-2-(hydroxymethyl)-5-purin-9-yloxolane-3,4-diol
- Lokaler Name
- 9-β-D-Ribofuranosyl-9H-purin
- Englischer Name
- NEBULARINE
- Summenformel
- C10H12N4O4
- Molmasse
- 252.23
Namen und Synonyme
Nebularine550-33-4Purine ribosideN-D-RibosylpurinePurine ribonucleoside9-beta-D-Ribofuranosyl-9H-purine9-(beta-D-ribofuranosyl)-9H-purineB8B604PS4P9-(beta-D-Ribofuranosyl)purineDTXSID701015580NSC-65423purine-1-D-ribofuranoside
Weitere Namen anzeigen
6-deaMinoadenosineNSC65423Purinosineribosylpurineribosyl-purinNebularine (NEB)Ribosyl-isopurineAntineoplastic agent
CHEBI:18255(2R,3S,4R,5R)-2-(hydroxymethyl)-5-purin-9-yloxolane-3,4-diolRefChem:389245CHEBI:26399DTXCID701473831208-981-9Purine nucleoside(2R,3S,4R,5R)-2-(hydroxymethyl)-5-(9H-purin-9-yl)tetrahydrofuran-3,4-diol
Datenbank-Bezeichner
- CAS
550-33-4- PubChem CID
- 68368
Eigenschaften
Berechnete StruktureigenschaftenWird ergänzt
- XLogP
- -0,7
- Polarare Oberfläche (TPSA)
- 114 Ų
- H-Brücken-Donoren
- 3
- H-Brücken-Akzeptoren
- 7
- Frei drehbare Bindungen
- 2
- Schwere Atome
- 18
- Formalladung
- 0
- Komplexität
- 308
Experimentelle und physikochemische Eigenschaften
DrugsPharmaceuticals -> Listed in ZINC15
Physikochemische Eigenschaften
- Schmelzpunkt
- 181 · 181-182°C
- Siedepunkt
- 395.4 °C · 395.4°C (rough estimate)
- Dichte
- 1.3402 · 1.3402 (rough estimate)
- Brechungsindex
- 1.65 · 1.6500 (estimate)
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- DMSO (Slightly), Ethanol, Methanol (Slightly)
- pka
- 13.13 · 13.13±0.70(Predicted)
- Aggregatzustand
- Solid
- Farbe
- Pale Beige to Beige
- Merck
- 13 · 13,6461
- Stabilität
- Hygroscopic
- InChI
- InChI=1/C10H12N4O4/c15-2-6-7(16)8(17)10(18-6)14-4-13-5-1-11-3-12-9(5)14/h1,3-4,6-8,10,15-17H,2H2/t6-,7-,8-,10-/s3
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
H315 (100%): Causes skin irritation [Warning Skin corrosion/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 38 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory Information9H-Purine, 9-.beta.-D-ribofuranosyl-: 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.
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Sicherheitsdaten
- RTECS-Nr.
- UO9100000
- risk_code
- 36/37/38
- Toxizität
- LD50 in rats, guinea pigs (mg/kg): 220, 15 s.c. (Truant, D'Amato)
- hazard_code
- Xi
- safety_code
- 26-36
Chemie und Industrie
Pharmakologische Informationen
MeSH Pharmacological Classification
Substances that inhibit or prevent the proliferation of NEOPLASMS.
Substances that inhibit the growth or reproduction of BACTERIA.
Anwendungen
BeschreibungThis purine base is produced by Agarius nebularis Batsch. (Syn. Clitocybe nebularis). It is laevorotatory with [α]25D - 48.6° (c 1.0, H20).
VerwendenNebularine is shown to have inhibitory effects against mouse Sarcoma 180 and mycobacteria.
Ergänzende Hinweise
DefinitionChEBI: A purine ribonucleoside that is 9H-purine attached to a beta-D-ribofuranosyl residue at position 9 via a glycosidic (N-glycosyl) linkage.
Zugehörige Reaktionen
2
Notizen zur Verbindung
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