2(R)-Hydroxy-2-methylbutyronitrile-beta-D-glucopyranoside
PubChem CID: 4626626
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| Compound Synonyms | 2(R)-Hydroxy-2-methylbutyronitrile-beta-D-glucopyranoside, 2-(beta-D-Glucopyranosyloxy)-2-methyl-(R)-Butanenitrile, AKOS030242404 |
|---|---|
| Topological Polar Surface Area | 123.0 |
| Hydrogen Bond Donor Count | 4.0 |
| Inchi Key | WEWBWVMTOYUPHH-UHFFFAOYSA-N |
| Rotatable Bond Count | 4.0 |
| State | Solid |
| Synonyms | 2(R)-Hydroxy-2-methylbutyronitrile-beta-D-glucopyranoside, Butanenitrile, 2-(beta-D-glucopyranosyloxy)-2-methyl-, (R)-, Lotaustralin, 2-(beta-D-Glucopyranosyloxy)-2-methyl-(R)-butanenitrile, 2(R)-Hydroxy-2-methylbutyronitrile-beta-D- glucopyranoside, Lotaustralin, (S)-isomer |
| Heavy Atom Count | 18.0 |
| Compound Name | 2(R)-Hydroxy-2-methylbutyronitrile-beta-D-glucopyranoside |
| Kingdom | Organic compounds |
| Description | Glycoside from Trifolium repens (white clover) and other plants Lotaustralin is a cyanogenic glucoside found in small amounts in name giving Fabaceae Lotus australis, cassava (Manihot esculenta), lima bean (Phaseolus lunatus), roseroot (Rhodiola rosea) and white clover (Trifolium repens), among other plants. Lotaustralin is structurally related to linamarin, another glucoside found in these plants, and differs from it only by the presence of an extra methyl group. Both lotaustralin and linamarin may be hydrolysed by the enzyme linamarase to form glucose and a precursor to the toxic compound hydrogen cyanide. |
| Exact Mass | 261.121 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 261.121 |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 329.0 |
| Hydrogen Bond Acceptor Count | 7.0 |
| Molecular Weight | 261.269 |
| Database Name | fooddb_chem_all;hmdb_chem_all;pubchem |
| Covalent Unit Count | 1.0 |
| Uniprot Id | Q9H227 |
| Defined Atom Stereocenter Count | 0.0 |
| Iupac Name | 2-methyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutanenitrile |
| Total Atom Stereocenter Count | 6.0 |
| Molecular Framework | Aliphatic heteromonocyclic compounds |
| Total Bond Stereocenter Count | 0.0 |
| Class | Organooxygen compounds |
| Inchi | InChI=1S/C11H19NO6/c1-3-11(2,5-12)18-10-9(16)8(15)7(14)6(4-13)17-10/h6-10,13-16H,3-4H2,1-2H3 |
| Smiles | CCC(C)(C#N)OC1C(C(C(C(O1)CO)O)O)O |
| Xlogp | -1.1 |
| Superclass | Organic oxygen compounds |
| Defined Bond Stereocenter Count | 0.0 |
| Subclass | Carbohydrates and carbohydrate conjugates |
| Taxonomy Direct Parent | Cyanogenic glycosides |
| Molecular Formula | C11H19NO6 |
- 1. Outgoing r'ship
FOUND_INto/from Linum Usitatissimum (Plant) Rel Props:Source_db:fooddb_chem_all