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3-Oxo-alpha-ionol

PubChem CID: 5370052

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Compound Synonyms 3-Oxo-alpha-ionol, trans-3-Oxo-alpha-ionol, 3-Oxo-.alpha.-ionol, 896107-70-3, 4-[(E)-3-hydroxybut-1-enyl]-3,5,5-trimethylcyclohex-2-en-1-one, 2-Cyclohexen-1-one, 4-(3-hydroxy-1-butenyl)-3,5,5-trimethyl-, 4-(3-Hydroxy-1-butenyl)-3,5,5-trimethyl-2-cyclohexen-1-one, (E)-4-(3-Hydroxybut-1-en-1-yl)-3,5,5-trimethylcyclohex-2-enone, 4-((E)-3-hydroxybut-1-enyl)-3,5,5-trimethylcyclohex-2-en-1-one, CHEBI:177378, 4-(3-Hydroxybut-1-enyl)-3,5,5-trimethylcyclohex-2-en-1-one, AKOS027322774, FS-7744
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 37.3
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCCCC1
Np Classifier Class Apocarotenoids(ε-)
Deep Smiles CC/C=C/CC=CC=O)CC6C)C)))))C)))))O
Heavy Atom Count 15.0
Classyfire Class Prenol lipids
Description 3-oxo-alpha-ionol is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. 3-oxo-alpha-ionol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). 3-oxo-alpha-ionol is a spice tasting compound found in common grape, which makes 3-oxo-alpha-ionol a potential biomarker for the consumption of this food product. 3-oxo-alpha-ionol may be a unique S.cerevisiae (yeast) metabolite.
Scaffold Graph Node Level OC1CCCCC1
Classyfire Subclass Sesquiterpenoids
Isotope Atom Count 0.0
Molecular Complexity 310.0
Database Name fooddb_chem_all;hmdb_chem_all;imppat_phytochem;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 4-[(E)-3-hydroxybut-1-enyl]-3,5,5-trimethylcyclohex-2-en-1-one
Class Prenol lipids
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 1.6
Superclass Lipids and lipid-like molecules
Subclass Sesquiterpenoids
Gsk 4 400 Rule True
Molecular Formula C13H20O2
Scaffold Graph Node Bond Level O=C1C=CCCC1
Inchi Key MDCGEAGEQVMWPE-AATRIKPKSA-N
Silicos It Class Soluble
Rotatable Bond Count 2.0
Synonyms (3S,7E,9R)-9-Hydroxy-4,7-megastigmadien-3-one, 3-Oxo-a-ionol, 3-Oxo-alpha-ionol, 9-Hydroxy-4,7-megastigmadien-3-one, 3-oxo-a-Ionol, 3-oxo-Α-ionol, (e)-3-oxo-retro-α-ionol
Esol Class Soluble
Functional Groups C/C=C/C, CC(=O)C=C(C)C, CO
Compound Name 3-Oxo-alpha-ionol
Kingdom Organic compounds
Exact Mass 208.146
Formal Charge 0.0
Monoisotopic Mass 208.146
Hydrogen Bond Acceptor Count 2.0
Molecular Weight 208.3
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 2.0
Total Bond Stereocenter Count 1.0
Molecular Framework Aliphatic homomonocyclic compounds
Lipinski Rule Of 5 True
Inchi InChI=1S/C13H20O2/c1-9-7-11(15)8-13(3,4)12(9)6-5-10(2)14/h5-7,10,12,14H,8H2,1-4H3/b6-5+
Smiles CC1=CC(=O)CC(C1/C=C/C(C)O)(C)C
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 1.0
Egan Rule True
Taxonomy Direct Parent Sesquiterpenoids
Np Classifier Superclass Apocarotenoids

  • 1. Outgoing r'ship FOUND_IN to/from Equisetum Palustre (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2008.9700020
  • 2. Outgoing r'ship FOUND_IN to/from Vitis Vinifera (Plant) Rel Props:Source_db:fooddb_chem_all