ChemicalBook > CAS DataBase List > PRUNASIN

PRUNASIN

Product Name: PRUNASIN
CAS No.: 99-18-3
Chemical Name: PRUNASIN
Synonyms: 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
Molecular Formula: C14H17NO6
Formula Weight: 295.29
MOL File: 99-18-3.mol

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PRUNASIN Property

Melting point:: 138-148°C
Boiling point:: 527.0±50.0 °C(Predicted)
Density: 1.45±0.1 g/cm3(Predicted)
storage temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
solubility: Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form: Powder
pka: 12.71±0.70(Predicted)
color: White to off-white
Stability:: Hygroscopic
InChI: InChI=1/C14H17NO6/c15-6-9(8-4-2-1-3-5-8)20-14-13(19)12(18)11(17)10(7-16)21-14/h1-5,9-14,16-19H,7H2/t9-,10+,11+,12-,13+,14+/s3
InChIKey: ZKSZEJFBGODIJW-OAWZEMCWNA-N
SMILES: O([C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)[C@H](C1C=CC=CC=1)C#N |&1:1,2,3,5,7,12,r|

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Safety

Hazard Codes: T
Risk Statements: 36/37/38-25-60
Safety Statements: 26-36/37/39-61-45
RIDADR: UN 2811 6.1 / PGIII
WGK Germany: 3
RTECS: UL3420000

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H301Toxic if swalloed

H360May damage fertility or the unborn child

Precautionary statements

P201Obtain special instructions before use.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SMB00173
Product name: D-Mandelonitrile β-D-glucoside
Purity: ≥90% (LC/MS-ELSD)
Packaging: 1mg
Price: $492
Updated: 2025/07/31

Cayman Chemical

Product number: 15959
Product name: (R)-Prunasin
Purity: ≥95%
Packaging: 500μg
Price: $93
Updated: 2024/03/01

Cayman Chemical

Product number: 15959
Product name: (R)-Prunasin
Purity: ≥95%
Packaging: 1mg
Price: $166
Updated: 2024/03/01

Cayman Chemical

Product number: 15959
Product name: (R)-Prunasin
Purity: ≥95%
Packaging: 5mg
Price: $547
Updated: 2024/03/01

TRC

Product number: P839000
Product name: (R)-Prunasin
Packaging: 5mg
Price: $355
Updated: 2021/12/16

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PRUNASIN Chemical Properties,Usage,Production

Description

(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 IC₅₀ value of 98 μM.

Chemical Properties

White Solid

Uses

Used in the synthesis of cyanogen glycoside. A component of antiperspirants, deodorants, body soaps, shampoos, hair rinses, and hair

Definition

ChEBI: (R)-prunasin is a prunasin.

Enzyme inhibitor

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.

References

[1] RAQUEL SáNCHEZ-PéREZ. Prunasin hydrolases during fruit development in sweet and bitter almonds.[J]. Plant Physiology, 2012, 158 4: 1916-1932. DOI: 10.1104/pp.111.192021
[2] Y MIZUSHINA. The cyanogenic glucoside, prunasin (D-mandelonitrile-beta-D-glucoside), is a novel inhibitor of DNA polymerase beta.[J]. Journal of biochemistry, 1999, 126 2: 430-436. DOI: 10.1093/oxfordjournals.jbchem.a022468

PRUNASIN Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from PRUNASIN manufacturers

R&D Scientific Inc.

Product: Prunasin 99-18-3
Price: US $3500.00/g
Min. Order: 1g
Purity: 98
Supply Ability: 50 Kg
Release date: 2024-11-28

Shaanxi Dideu Medichem Co. Ltd

Product: Methyl gallate 99-18-3
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 99.0%
Supply Ability: 1000KG
Release date: 2024-08-25

Shaanxi Dideu Medichem Co. Ltd

Product: PRUNASIN 99-18-3
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 99.0%
Supply Ability: 1000KG
Release date: 2024-08-25

99-18-3, PRUNASINRelated Search:

2-(3,4-Dihydroxyphenyl)-8-(2-O-beta-L-galactopyranosyl-beta-D-glucopyranosyl)-5,7-dihydroxy-4H-1-Benzopyran-4-one Hydroxyecdysone beta-Eudesmol Artemether MOSLOFLAVONE (4E,6E)-1,7-Diphenyl-4,6-heptadien-3-one hydroxygenkwanin beta-Sitosterol alpha-Terpineol alpha-Cyperone Mandelonitrile PRUNASIN Amygdalin PRUNASIN(RG) AMYGDALIN TRIHYDRATE PHENYL-[3,4,5-TRIHYDROXY-6-(3,4,5-TRIHYDROXY-6-HYDROXYMETHYL-TETRAHYDRO-PYRAN-2-YLOXYMETHYL)-TETRAHYDRO-PYRAN-2-YLOXY]-ACETONITRILE HOLOCALIN prunasin hydrolase

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

(R)-2-Phenyl-2-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)acetonitrile

99-18-3

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