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(8E)-4,9,12-trimethyl-3,14-dioxatricyclo[9.3.0.02,4]tetradec-8-en-13-one

PubChem CID: 5381212

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Compound Synonyms NSC113091, NSC-113091
Topological Polar Surface Area 38.8
Hydrogen Bond Donor Count 0.0
Heavy Atom Count 18.0
Description Dihydroparthenolide is a member of the class of compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. Dihydroparthenolide is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Dihydroparthenolide can be found in sweet bay, which makes dihydroparthenolide a potential biomarker for the consumption of this food product.
Isotope Atom Count 0.0
Molecular Complexity 401.0
Database Name fooddb_chem_all;hmdb_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name (8E)-4,9,12-trimethyl-3,14-dioxatricyclo[9.3.0.02,4]tetradec-8-en-13-one
Nih Violation False
Class Lactones
Xlogp 2.4
Superclass Organoheterocyclic compounds
Is Pains False
Subclass Gamma butyrolactones
Molecular Formula C15H22O3
Inchi Key CIGIQOGMEIBBRJ-RMKNXTFCSA-N
Rotatable Bond Count 0.0
Synonyms Dihydroparthenolide
Compound Name (8E)-4,9,12-trimethyl-3,14-dioxatricyclo[9.3.0.02,4]tetradec-8-en-13-one
Kingdom Organic compounds
Exact Mass 250.157
Formal Charge 0.0
Brenk Violation True
Monoisotopic Mass 250.157
Hydrogen Bond Acceptor Count 3.0
Molecular Weight 250.33
Covalent Unit Count 1.0
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 1.0
Molecular Framework Aliphatic heteropolycyclic compounds
Inchi InChI=1S/C15H22O3/c1-9-6-4-5-7-15(3)13(18-15)12-11(8-9)10(2)14(16)17-12/h6,10-13H,4-5,7-8H2,1-3H3/b9-6+
Smiles CC1C2C/C(=C/CCCC3(C(C2OC1=O)O3)C)/C
Defined Bond Stereocenter Count 1.0
Taxonomy Direct Parent Gamma butyrolactones

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