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1,10-Epoxy-3,8-dihydroxy-4,11(13)-germacradien-12,6-olide

PubChem CID: 157010104

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Compound Synonyms 1,10-Epoxy-3,8-dihydroxy-4,11(13)-germacradien-12,6-olide
Topological Polar Surface Area 79.3
Hydrogen Bond Donor Count 2.0
Inchi Key SCDDMRZFVFJIRF-DAXSKMNVSA-N
Rotatable Bond Count 0.0
Synonyms 1,10-Epoxy-3,8-dihydroxy-4,11(13)-germacradien-12,6-olide
Heavy Atom Count 20.0
Compound Name 1,10-Epoxy-3,8-dihydroxy-4,11(13)-germacradien-12,6-olide
Description 1,10-epoxy-3,8-dihydroxy-4,11(13)-germacradien-12,6-olide belongs to germacranolides and derivatives class of compounds. Those are sesquiterpene lactones with a structure based on the germacranolide skeleton, characterized by a gamma lactone fused to a 1,7-dimethylcyclodec-1-ene moiety. 1,10-epoxy-3,8-dihydroxy-4,11(13)-germacradien-12,6-olide is soluble (in water) and a very weakly acidic compound (based on its pKa). 1,10-epoxy-3,8-dihydroxy-4,11(13)-germacradien-12,6-olide can be found in roman camomile, which makes 1,10-epoxy-3,8-dihydroxy-4,11(13)-germacradien-12,6-olide a potential biomarker for the consumption of this food product.
Exact Mass 280.131
Formal Charge 0.0
Monoisotopic Mass 280.131
Isotope Atom Count 0.0
Molecular Complexity 496.0
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 280.32
Database Name fooddb_chem_all;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 0.0
Iupac Name (9Z)-2,8-dihydroxy-4,9-dimethyl-14-methylidene-5,12-dioxatricyclo[9.3.0.04,6]tetradec-9-en-13-one
Total Atom Stereocenter Count 6.0
Total Bond Stereocenter Count 1.0
Inchi InChI=1S/C15H20O5/c1-7-4-11-13(8(2)14(18)19-11)10(17)6-15(3)12(20-15)5-9(7)16/h4,9-13,16-17H,2,5-6H2,1,3H3/b7-4-
Smiles C/C/1=C/C2C(C(CC3(C(O3)CC1O)C)O)C(=C)C(=O)O2
Xlogp 0.1
Defined Bond Stereocenter Count 1.0
Molecular Formula C15H20O5

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