taxiphyllin

Product Name: taxiphyllin
CAS No.: 21401-21-8
Chemical Name: taxiphyllin
Synonyms: taxiphyllin;(2R)-Taxiphyllin;(R)-4-hydroxymandelonitrileβ-D-glucoside;(2R)-(β-D-Glucopyranosyloxy)(4-hydroxyphenyl)acetonitrile;Benzeneacetonitrile, α-(β-D-glucopyranosyloxy)-4-hydroxy-, (αR)-;(2R)-2-(4-hydroxyphenyl)-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyacetonitrile
CBNumber: CB41392667
Molecular Formula: C14H17NO7
Formula Weight: 311.29
MOL File: 21401-21-8.mol

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taxiphyllin Property

InChI: InChI=1/C14H17NO7/c15-5-9(7-1-3-8(17)4-2-7)21-14-13(20)12(19)11(18)10(6-16)22-14/h1-4,9-14,16-20H,6H2/t9-,10+,11+,12-,13+,14?/s3
InChIKey: NVLTYOJHPBMILU-JNKDTEACNA-N
SMILES: C(#N)[C@@H](C1=CC=C(O)C=C1)OC1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 |&1:2,12,14,16,18,r|

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Arctom

Product number: CFN98070
Product name: Taxiphyllin
Packaging: 5mg
Price: $463
Updated: 2021/12/16

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taxiphyllin Chemical Properties,Usage,Production

Uses

Taxiphyllin (2R-Taxiphyllin) is a plant cyanogenic glycoside, which exhibits inhibitory activity for tyrosinase[2]. Taxiphyllin exhibits cytotoxicity in BRL-3A cellls with an IC50 of 18.75 μm[3] and antimicrobial activities against Staphylococcus aureus with an EC50 of 0.96 μM[4].

Definition

ChEBI: (R)-4-hydroxymandelonitrile beta-D-glucoside is a beta-D-glucoside consisting of (R)-prunasin carrying a hydroxy substituent at position 4 on the phenyl ring. It is a beta-D-glucoside and a nitrile. It is functionally related to a (R)-prunasin.

References

[1] Yang CJ, et al. Two new cyanogenic glucosides from the leaves of Hydrangea macrophylla. Molecules. 2012;17(5):5396-5403. DOI:10.3390/molecules17055396
[2] Wu B. Tyrosinase inhibitors from terrestrial and marine resources. Curr Top Med Chem. 2014;14(12):1425-49. DOI:10.2174/1568026614666140523115357
[3] Yi JJ, et al., Characterisation and in vitro cytotoxicity of toxic and degradation compounds in bamboo shoots (Dendrocalamus Sinicus) during traditional fermentation. Int J of Food Sci Tech. 2020
[4] Oueslati MH, et al., Phytochemical constituents from Salsola tetrandra. J Nat Prod. 2006 Sep;69(9):1366-9. DOI:10.1021/np060222w

taxiphyllin Preparation Products And Raw materials

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(2R)-Taxiphyllin

(2R)-(β-D-Glucopyranosyloxy)(4-hydroxyphenyl)acetonitrile

taxiphyllin

(2R)-2-(4-hydroxyphenyl)-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyacetonitrile

Benzeneacetonitrile, α-(β-D-glucopyranosyloxy)-4-hydroxy-, (αR)-

(R)-4-hydroxymandelonitrileβ-D-glucoside

21401-21-8