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Cyanustine

PubChem CID: 28846

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Compound Synonyms Cyanustine, Cynaustine, 17958-39-3, (+)-Cyanustine, [(8R)-3,4,5,6,7,8-hexahydropyrrolizin-4-ium-1-yl]methyl (2R)-2-hydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoate, chloride, AKOS040735532, Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-, (2,3,5,7a-tetrahydro-1H-pyrrolizin-7-yl)methyl ester, (7aR-(7(2S*,3S*),7aR*))-
Topological Polar Surface Area 71.2
Hydrogen Bond Donor Count 3.0
Inchi Key IAZXZAXZQOMXBB-QWMUGUDESA-N
Rotatable Bond Count 6.0
Synonyms (+)-cyanustine, Cyanustine, Cyanustine (8CI), Cyanustine hydrochloride, Supinin hydrochloride, [(7AR)-2,3,5,7a-tetrahydro-1H-pyrrolizin-7-yl]methyl (2R)-2-hydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoic acid hydrochloride
Heavy Atom Count 21.0
Compound Name Cyanustine
Kingdom Organic compounds
Description Cynaustine belongs to alkaloids and derivatives class of compounds. Those are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic propertiesand is also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus. Cynaustine is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Cynaustine can be found in borage, which makes cynaustine a potential biomarker for the consumption of this food product.
Exact Mass 319.155
Formal Charge 0.0
Monoisotopic Mass 319.155
Isotope Atom Count 0.0
Molecular Complexity 407.0
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 319.82
Database Name fooddb_chem_all;hmdb_chem_all;pubchem
Covalent Unit Count 2.0
Defined Atom Stereocenter Count 3.0
Iupac Name [(8R)-3,4,5,6,7,8-hexahydropyrrolizin-4-ium-1-yl]methyl (2R)-2-hydroxy-2-[(1S)-1-hydroxyethyl]-3-methylbutanoate, chloride
Total Atom Stereocenter Count 3.0
Molecular Framework Aliphatic heteropolycyclic compounds
Total Bond Stereocenter Count 0.0
Inchi InChI=1S/C15H25NO4.ClH/c1-10(2)15(19,11(3)17)14(18)20-9-12-6-8-16-7-4-5-13(12)16, /h6,10-11,13,17,19H,4-5,7-9H2,1-3H3, 1H/t11-,13+,15+, /m0./s1
Smiles C[C@@H]([C@](C(C)C)(C(=O)OCC1=CC[NH+]2[C@@H]1CCC2)O)O.[Cl-]
Superclass Alkaloids and derivatives
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Alkaloids and derivatives
Molecular Formula C15H26ClNO4

  • 1. Outgoing r'ship FOUND_IN to/from Borago Officinalis (Plant) Rel Props:Source_db:fooddb_chem_all