CAS 99-19-4

Sambunigrin

Description:

Sambunigrin is a cyanogenic glycoside, primarily found in the seeds and leaves of certain plants, particularly in the Sambucus species, such as elderberry. Its chemical structure consists of a glucose moiety linked to a cyanohydrin, which can release hydrogen cyanide upon hydrolysis, making it potentially toxic. Sambunigrin is typically a white crystalline solid, and it is soluble in water and alcohol, which facilitates its extraction from plant materials. The compound has garnered interest for its potential pharmacological properties, including anti-inflammatory and antimicrobial effects, although its toxicity necessitates caution in its use. In terms of safety, exposure to sambunigrin can lead to cyanide poisoning, characterized by symptoms such as headache, dizziness, and respiratory distress. Therefore, while sambunigrin may have applications in traditional medicine, its handling requires careful consideration of its toxicological profile.

Formula: C₁₄H₁₇NO₆

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-/m1/s1

InChI key: InChIKey=ZKSZEJFBGODIJW-YOVYLDAJSA-N

SMILES: O([C@H](C#N)C1=CC=CC=C1)[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O

Synonyms:

• (2S)-Sambunigrin
• (S)-Prunasin
• (αS)-α-(β-<span class="text-smallcaps">D</span>-Glucopyranosyloxy)benzeneacetonitrile
• <span class="text-smallcaps">L</span>-Prunasin
• Benzeneacetonitrile, alpha-(beta-D-glucopyranosyloxy)-, (alphaS)-
• Benzeneacetonitrile, α-(β-<span class="text-smallcaps">D</span>-glucopyranosyloxy)-, (S)-
• Benzeneacetonitrile, α-(β-<span class="text-smallcaps">D</span>-glucopyranosyloxy)-, (αS)-
• Sambunigrin
• Benzeneacetonitrile, α-(β-D-glucopyranosyloxy)-, (S)-
• L-Prunasin
• Benzeneacetonitrile, α-(β-D-glucopyranosyloxy)-, (αS)-
• (αS)-α-(β-D-Glucopyranosyloxy)benzeneacetonitrile

(S)-Prunasin

CAS: 99-19-4

Formula: C₁₄H₁₇NO₆

Molecular weight: 295.29

Ref: 4Z-P-115002

(S)-Prunasin

CAS: 99-19-4

Stability Unstable in Methanol
Applications Used in the synthesis of cyanogen glycoside. A component contains in antiperspirants, deodorants, body soaps, shampoos, hair rinses, and hair; it inhibits volatile steroid formation by resident bacteria.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Marouf, A., et al.: Pharm. Biol., 39, 263 (2001), Fukuda, T., et al.: Biol. Pharm. Bull., 26, 271 (2003), Butler, M., et al.: J. Nat. Prod., 67, 2141 (2004), He, J., et al.: J. Nat. Prod., 69, 121 (2006),

Formula: C₁₄H₁₇NO₆

Color and Shape: White To Off-White

Molecular weight: 295.29

Ref: TR-P839005

S-Prunasin

CAS: 99-19-4

Cyanogenic glycoside from Sambucus nigra

Formula: C₁₄H₁₇NO₆

Purity: Min. 95%

Molecular weight: 295.29 g/mol

Ref: 3D-XP175789