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Epitulipinolide

PubChem CID: 5322173

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Compound Synonyms EPITULIPINOLIDE, [(6E,10E)-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] acetate, 24164-13-4, Tulipinolide_major, NSC106405, NSC142844, NSC-106405, NSC-142844, NCGC00385946-01
Topological Polar Surface Area 52.6
Hydrogen Bond Donor Count 0.0
Inchi Key UPNVKIZABMRHNR-BBYAVRKXSA-N
Rotatable Bond Count 2.0
Synonyms Tulipinolide, 6,10-Dimethyl-3-methylidene-2-oxo-2H,3H,3ah,4H,5H,8H,9H,11ah-cyclodeca[b]furan-4-yl acetic acid
Heavy Atom Count 21.0
Compound Name Epitulipinolide
Kingdom Organic compounds
Description Tulipinolide 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. Tulipinolide is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Tulipinolide can be found in sweet bay, which makes tulipinolide a potential biomarker for the consumption of this food product.
Exact Mass 290.152
Formal Charge 0.0
Monoisotopic Mass 290.152
Isotope Atom Count 0.0
Molecular Complexity 527.0
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 290.4
Database Name fooddb_chem_all;hmdb_chem_all;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 0.0
Iupac Name [(6E,10E)-6,10-dimethyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] acetate
Total Atom Stereocenter Count 3.0
Molecular Framework Aliphatic heteropolycyclic compounds
Total Bond Stereocenter Count 2.0
Class Prenol lipids
Inchi InChI=1S/C17H22O4/c1-10-6-5-7-11(2)9-15-16(12(3)17(19)21-15)14(8-10)20-13(4)18/h6,9,14-16H,3,5,7-8H2,1-2,4H3/b10-6+,11-9+
Smiles C/C/1=C\C2C(C(C/C(=C/CC1)/C)OC(=O)C)C(=C)C(=O)O2
Xlogp 2.4
Superclass Lipids and lipid-like molecules
Defined Bond Stereocenter Count 2.0
Subclass Terpene lactones
Taxonomy Direct Parent Germacranolides and derivatives
Molecular Formula C17H22O4

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