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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
Molecular Weight:
295.29
MDL Number:
MFCD00049232
MOL File:
99-18-3.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-04-24 14:59:15
Product description Number Pack Size Price
D-Mandelonitrile β-D-glucoside ≥90% (LC/MS-ELSD) SMB00173 1mg $527
(R)-Prunasin ≥95% 15959 500μg $103
(R)-Prunasin ≥95% 15959 1mg $183
(R)-Prunasin ≥95% 15959 5mg $602
(R)-Prunasin ≥95% 15959 500μg $93
More product size

PRUNASIN Properties

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
Major Application metabolomics
vitamins, nutraceuticals, and natural products
Cosmetics Ingredients Functions SKIN CONDITIONING
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|
EWG's Food Scores 1
FDA UNII 14W4BPM5FB
UNSPSC Code 12352205
NACRES NA.25

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS06,GHS08
Signal word  Danger
Hazard statements  H301-H360
Precautionary statements  P201-P301+P310+P330
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
Storage Class 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard Classifications Acute Tox. 3 Oral
Repr. 1B
NFPA 704
0
2 0

PRUNASIN price More Price(17)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SMB00173 D-Mandelonitrile β-D-glucoside ≥90% (LC/MS-ELSD) 99-18-3 1mg $527 2026-04-30 Buy
Cayman Chemical 15959 (R)-Prunasin ≥95% 99-18-3 500μg $103 2026-04-30 Buy
Cayman Chemical 15959 (R)-Prunasin ≥95% 99-18-3 1mg $183 2026-04-30 Buy
Cayman Chemical 15959 (R)-Prunasin ≥95% 99-18-3 5mg $602 2026-04-30 Buy
Cayman Chemical 15959 (R)-Prunasin ≥95% 99-18-3 500μg $93 2024-03-01 Buy
Product number Packaging Price Buy
SMB00173 1mg $527 Buy
15959 500μg $103 Buy
15959 1mg $183 Buy
15959 5mg $602 Buy
15959 500μg $93 Buy

PRUNASIN Chemical Properties,Uses,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

100-52-7
99-18-3
Synthesis of PRUNASIN from Benzaldehyde
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View Lastest Price from PRUNASIN manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
PRUNASIN pictures 2025-12-24 PRUNASIN
99-18-3
US $0.00-0.00 / KG 1KG 99.0% 1000KG Shaanxi Dideu Medichem Co. Ltd
Methyl gallate pictures 2025-12-24 Methyl gallate
99-18-3
US $0.00-0.00 / KG 1KG 99.0% 1000KG Shaanxi Dideu Medichem Co. Ltd
Prunasin pictures 2024-11-28 Prunasin
99-18-3
US $3500.00 / g 1g 98 50 Kg R&D Scientific Inc.
  • PRUNASIN pictures
  • PRUNASIN
    99-18-3
  • US $0.00-0.00 / KG
  • 99.0%
  • Shaanxi Dideu Medichem Co. Ltd
  • Methyl gallate pictures
  • Methyl gallate
    99-18-3
  • US $0.00-0.00 / KG
  • 99.0%
  • Shaanxi Dideu Medichem Co. Ltd
  • Prunasin pictures
  • Prunasin
    99-18-3
  • US $3500.00 / g
  • 98
  • R&D Scientific Inc.
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 Chiral Reagents Miscellaneous Natural Products Aromatics Carbohydrates & Derivatives