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2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-ylmethyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

PubChem CID: 12443412

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Prediction Swissadme 1.0
Topological Polar Surface Area 49.8
Hydrogen Bond Donor Count 1.0
Inchi Key FQVNMXZPGWLUFZ-VMPITWQZSA-N
Fcsp3 0.4705882352941176
Rotatable Bond Count 5.0
Synonyms (-)-thesinine, Thesinine
Heavy Atom Count 21.0
Compound Name 2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-ylmethyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
Description Thesinine is a member of the class of compounds known as coumaric acid esters. Coumaric acid esters are aromatic compounds containing an ester derivative of coumaric acid. Thesinine is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Thesinine can be found in borage, which makes thesinine a potential biomarker for the consumption of this food product. Thesinine is a pyrrolizidine alkaloid first isolated from Thesium minkwitzianum from which it derives its name. It is also found in the flowers and seeds of borage .
Prediction Hob Swissadme 1.0
Exact Mass 287.152
Formal Charge 0.0
Monoisotopic Mass 287.152
Isotope Atom Count 0.0
Molecular Complexity 387.0
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 287.35
Database Name cmaup_ingredients;fooddb_chem_all;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 0.0
Iupac Name 2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-ylmethyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
Total Atom Stereocenter Count 2.0
Total Bond Stereocenter Count 1.0
Prediction Hob 1.0
Esol -3.285954371428571
Inchi InChI=1S/C17H21NO3/c19-15-6-3-13(4-7-15)5-8-17(20)21-12-14-9-11-18-10-1-2-16(14)18/h3-8,14,16,19H,1-2,9-12H2/b8-5+
Smiles C1CC2C(CCN2C1)COC(=O)/C=C/C3=CC=C(C=C3)O
Xlogp 2.8
Defined Bond Stereocenter Count 1.0
Molecular Formula C17H21NO3

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