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Lappaphen A

PubChem CID: 13856335

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Compound Synonyms Lappaphen A
Topological Polar Surface Area 120.0
Hydrogen Bond Donor Count 1.0
Inchi Key WKQBNYGTPIGLMV-UHFFFAOYSA-N
Rotatable Bond Count 5.0
Heavy Atom Count 33.0
Compound Name Lappaphen A
Kingdom Organic compounds
Description Lappaphen b belongs to guaianolides and derivatives class of compounds. Those are diterpene lactones with a structure characterized by the presence of a gamma-lactone fused to a guaiane, forming 3,6,9-trimethyl-azuleno[4,5-b]furan-2-one or a derivative. Lappaphen b is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Lappaphen b can be found in burdock, which makes lappaphen b a potential biomarker for the consumption of this food product.
Exact Mass 478.127
Formal Charge 0.0
Monoisotopic Mass 478.127
Isotope Atom Count 0.0
Molecular Complexity 944.0
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 478.6
Database Name fooddb_chem_all;hmdb_chem_all;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 0.0
Iupac Name 3-hydroxy-6,9-dimethylidene-3-[2-oxo-2-[5-(5-prop-1-ynylthiophen-2-yl)thiophen-2-yl]ethyl]-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one
Total Atom Stereocenter Count 5.0
Molecular Framework Aromatic heteropolycyclic compounds
Total Bond Stereocenter Count 0.0
Class Prenol lipids
Inchi InChI=1S/C27H26O4S2/c1-4-5-17-8-11-22(32-17)23-13-12-21(33-23)20(28)14-27(30)19-10-7-15(2)18-9-6-16(3)24(18)25(19)31-26(27)29/h8,11-13,18-19,24-25,30H,2-3,6-7,9-10,14H2,1H3
Smiles CC#CC1=CC=C(S1)C2=CC=C(S2)C(=O)CC3(C4CCC(=C)C5CCC(=C)C5C4OC3=O)O
Xlogp 5.5
Superclass Lipids and lipid-like molecules
Defined Bond Stereocenter Count 0.0
Subclass Terpene lactones
Taxonomy Direct Parent Guaianolides and derivatives
Molecular Formula C27H26O4S2

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