sinigrin   Click here for help

GtoPdb Ligand ID: 12456

Synonyms: Myronate | Myronic acid
PDB Ligand
Compound class: Natural product
Comment: Sinigrin is a naturaly occurring compound that is present in the Brassicaceae family plants Cakile arabica and Erucaria cakiloidea.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 5
Rotatable bonds 7
Topological polar surface area 199.79
Molecular weight 359.38
XLogP -1.84
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES C=CC/C(=N\OS(=O)(=O)O)/S[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O
Isomeric SMILES C=CC/C(=N\OS(=O)(=O)O)/S[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
InChI InChI=1S/C10H17NO9S2/c1-2-3-6(11-20-22(16,17)18)21-10-9(15)8(14)7(13)5(4-12)19-10/h2,5,7-10,12-15H,1,3-4H2,(H,16,17,18)/b11-6+/t5-,7-,8+,9-,10+/m1/s1
InChI Key PHZOWSSBXJXFOR-PTGZALFTSA-N
Classification Click here for help
Compound class Natural product
IUPAC Name Click here for help
[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1E)-N-sulfooxybut-3-enimidothioate
Synonyms Click here for help
Myronate | Myronic acid
Database Links Click here for help
Specialist databases
GPCRdb Ligand sinigrin
Other databases
GtoPdb PubChem SID 479821246
PubChem CID 6911854
RCSB PDB Ligand SZZ
Search Google for chemical match using the InChIKey PHZOWSSBXJXFOR-PTGZALFTSA-N
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UniChem Compound Search for chemical match using the InChIKey PHZOWSSBXJXFOR-PTGZALFTSA-N
UniChem Connectivity Search for chemical match using the InChIKey PHZOWSSBXJXFOR-PTGZALFTSA-N