(R)-(β-D-Glucopyranosyloxy)phenylacetonitril
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- CAS-Nr.
- 99-18-3
- Bezeichnung:
- (R)-(β-D-Glucopyranosyloxy)phenylacetonitril
- Englisch Name:
- PRUNASIN
- Synonyma:
- Prunacin;PRUNASIN;d-prunasin;(r)-prunasin;Noguro Sakura;Wild cherry glycoside;(r)-benzeneacetonitril;Prunasin (6CI, 7CI, 8CI);D-MANDELONITRILE B-D-GLUCOSIDE;D-Mandelonitrile β-D-glucoside
- CBNumber:
- CB9677133
- Summenformel:
- C14H17NO6
- Molgewicht:
- 295.29
- MOL-Datei:
- 99-18-3.mol
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(R)-(β-D-Glucopyranosyloxy)phenylacetonitril Eigenschaften
- Schmelzpunkt:
- 138-148°C
- Siedepunkt:
- 527.0±50.0 °C(Predicted)
- Dichte
- 1.45±0.1 g/cm3(Predicted)
- storage temp.
- Hygroscopic, -20°C Freezer, Under Inert Atmosphere
- Löslichkeit
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- Aggregatzustand
- Powder
- pka
- 12.71±0.70(Predicted)
- Stabilität:
- Hygroscopic
(R)-(β-D-Glucopyranosyloxy)phenylacetonitril Chemische Eigenschaften,Einsatz,Produktion Methoden
R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
Beschreibung
(R)-
Prunasin is a cyanogenic glucoside that is the precursor to amygdalin, a bitter component found in species of the genera
Prunus and
Olinia. It can be degraded to hydrogen cyanide, glucose, and benzaldehyde by the action of prunasin hydrolase and mandelonitrile lyase and possesses inhibitory effects on plant growth. (R)-
Prunasin reportedly inhibits rat DNA polymerase β, which performs base excision repair required for DNA maintenance and replication, with an IC
50 value of 98 μM.
Chemische Eigenschaften
White Solid
Verwenden
Used in the synthesis of cyanogen glycoside. A component of antiperspirants, deodorants, body soaps, shampoos, hair rinses, and hair
Enzyminhibitor
This cyanogenic glucoside (FW = 295.29 g/mol; CAS 99-18-3), also known as D(R)-mandelonitrile-b-D-glucoside, is readily obtained from amygdalin and is found in the pits of Prunus serotina. Prunasin is soluble in water and will give rise to prulaurasin (i.e., the diastereoisomeric mixture of DL(RS)- mandelonitrile-b-D-glucoside [i.e., prunasin and sambunigrin]). Target(s): DNA-directed DNA polymerase; DNA polymerase b; and a,a trehalase.
(R)-(β-D-Glucopyranosyloxy)phenylacetonitril Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
(R)-(β-D-Glucopyranosyloxy)phenylacetonitril Anbieter Lieferant Produzent Hersteller Vertrieb Händler.
Global( 101)Lieferanten
99-18-3((R)-(β-D-Glucopyranosyloxy)phenylacetonitril)Verwandte Suche:
- D-Mandelonitrile β-D-glucoside
- (R)-α-(β-D-Glucopyranosyloxy)benzeneacetonitrile
- (αR)-α-(β-D-Glucopyranosyloxy)-α-phenylacetonitrile
- [(αR)-α-Cyanobenzyl]β-D-glucopyranoside
- Prunacin
- (2R)-2-phenyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyacetonitrile
- (2R)-2-phenyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-ethanenitrile
- (2R)-2-phenyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methylol-tetrahydropyran-2-yl]oxy-acetonitrile
- PENTAMETHYL-6-HYDROXYCHROMAN, 2,2,5,7,8-(RG)
- Benzeneacetonitrile, a-(b-D-glucopyranosyloxy)-, (aR)-
- D-MANDELONITRILE-BETA-D-GLUCOSIDE
- PRUNASIN
- (R)-(beta-D-glucopyranosyloxy)phenylacetonitrile
- D-MANDELONITRILE B-D-GLUCOSIDE
- (r)-alpha-(beta-d-glucopyranosyloxy)benzene-acetonitrile
- (r)-benzeneacetonitril
- (r)-prunasin
- d-prunasin
- Noguro Sakura
- Benzeneacetonitrile, α-(β-D-glucopyranosyloxy)-, (αR)-
- Wild cherry glycoside
- Prunasin (6CI, 7CI, 8CI)
- D-Mandelonitrile β-D-glucoside
- 99-18-3
- Chiral Reagents
- Miscellaneous Natural Products
- Aromatics
- Carbohydrates & Derivatives
