CAS 99-18-3|Prunasin
| Common Name | Prunasin | ||
|---|---|---|---|
| CAS Number | 99-18-3 | Molecular Weight | 295.29 |
| Density | 1.5±0.1 g/cm3 | Boiling Point | 527.0±50.0 °C at 760 mmHg |
| Molecular Formula | C14H17NO6 | Melting Point | 138-148ºC |
| MSDS | ChineseUSA | Flash Point | 272.5±30.1 °C |
| Symbol | GHS06, GHS08 | Signal Word | Danger |
Names
| Name | (R)-prunasin |
|---|---|
| Synonym | More Synonyms |
Prunasin BiologicalActivity
| Description | Prunasin is a inhibitor of DNA Polymerase β[1]. |
|---|---|
| Related Catalog | Research Areas >>CancerSignaling Pathways >>Cell Cycle/DNA Damage >>DNA/RNA Synthesis |
| References | [1]. Mizushina Y, et al. The cyanogenic glucoside, prunasin (D-mandelonitrile-beta-D-glucoside), is a novel inhibitor of DNA polymerase beta. J Biochem. 1999;126(2):430-436. |
Chemical & Physical Properties
| Density | 1.5±0.1 g/cm3 |
|---|---|
| Boiling Point | 527.0±50.0 °C at 760 mmHg |
| Melting Point | 138-148ºC |
| Molecular Formula | C14H17NO6 |
| Molecular Weight | 295.29 |
| Flash Point | 272.5±30.1 °C |
| Exact Mass | 295.105591 |
| PSA | 123.17000 |
| LogP | -0.92 |
| Vapour Pressure | 0.0±1.5 mmHg at 25°C |
| Index of Refraction | 1.621 |
| InChIKey | ZKSZEJFBGODIJW-GMDXDWKASA-N |
| SMILES | N#CC(OC1OC(CO)C(O)C(O)C1O)c1ccccc1 |
| Storage condition | Hygroscopic, -20°C Freezer, Under Inert Atmosphere |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- DOSE :
- 177 mg/kg
- SEX/DURATION :
- female 8 day(s) after conception
- TOXIC EFFECTS :
- Reproductive - Specific Developmental Abnormalities - musculoskeletal system
- REFERENCE :
- SCIEAS Science. (American Assoc. for the Advancement of Science, 1333 H St., NW, Washington, DC 20005) V.1- 1895- Volume(issue)/page/year: 215,1513,1982
Safety Information
| Symbol | GHS06, GHS08 |
|---|---|
| Signal Word | Danger |
| Hazard Statements | H301-H360 |
| Precautionary Statements | P201-P301 + P310-P308 + P313 |
| Hazard Codes | T |
| Risk Phrases | 36/37/38 |
| Safety Phrases | 26-36/37/39 |
| RIDADR | UN 2811 6.1 / PGIII |
| RTECS | UL3420000 |
Articles27
More Articles| Chromatographic determination of cyanoglycosides prunasin and amygdalin in plant extracts using a porous graphitic carbon column. J. Agric. Food Chem. 50(24) , 6960-3, (2002) The determination of cyanogenic compounds in plants is often performed by HPLC. However, in this analysis, interferences due to compounds in the matrix, such as tannins and other pigments, are encount... | |
| Larvae of the fall webworm, Hyphantria cunea, inhibit cyanogenesis in Prunus serotina. J. Immunol. Methods 211 , 671-7, (2008) The larvae of the fall webworm, Hyphantria cunea (Dru.), though vulnerable to cyanide poisoning, consume the cyanogenic leaves of black cherry, Prunus serotina, without apparent harm. The cyanide cont... | |
| Generation of primary amide glucosides from cyanogenic glucosides Phytochemistry 70(3) , 388-93, (2009) The conversion of the cyanogenic glucoside prunasin into the corresponding prunasinamide has been observed in the leaves of Olinia ventosa and other prunasin-containing species only if reactive oxygen... |
Synonyms
| Prunasin |
| (2S)-(β-D-Glucopyranosyloxy)(phenyl)acetonitrile |
| (2R)-2-phenyl-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyacetonitrile |
| D-Prunasin |
| Benzeneacetonitrile, α-(β-D-glucopyranosyloxy)-, (αS)- |
