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Eremanthin

PubChem CID: 100572

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Compound Synonyms Eremanthin, 37936-58-6, Vanillosmin, CHEBI:4815, (3aS,6aR,9aR,9bS)-6-methyl-3,9-dimethylidene-4,6a,7,8,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-2-one, NSC321215, NSC 321215, CHEMBL451364, SCHEMBL9516039, DTXSID50191371, BWRZDLYJNURUHS-XUXIUFHCSA-N, NSC-321215, NCI60_002782, C09406, Q27106489, Azuleno(4,5-b)furan-2(3H)-one, 3a,4,6a,7,8,9,9a,9b-octahydro-6-methyl-3,9-bis(methylene)-, (3aS-(3aalpha,6aalpha,9aalpha,9bbeta))-, Azuleno[4, 3a,4,6a,7,8,9,9a,9b-octahydro-6-methyl-3,9-bis(methylene)-, [3aS-(3a.alpha.,6a.alpha.,9a.alpha.,9b.beta.)]-
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 26.3
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CC2C(CCCC3CCC(C)C32)C1C
Np Classifier Class Guaiane sesquiterpenoids
Deep Smiles C=CC=O)O[C@H][C@H]5CC=C[C@H][C@@H]7C=C)CC5)))))C
Heavy Atom Count 17.0
Classyfire Class Prenol lipids
Description Eremanthin 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. Eremanthin is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Eremanthin can be found in sweet bay, which makes eremanthin a potential biomarker for the consumption of this food product.
Scaffold Graph Node Level CC1CCC2CCCC3C(C)C(O)OC3C12
Classyfire Subclass Terpene lactones
Isotope Atom Count 0.0
Molecular Complexity 444.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 4.0
Iupac Name (3aS,6aR,9aR,9bS)-6-methyl-3,9-dimethylidene-4,6a,7,8,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-2-one
Prediction Hob 0.0
Class Prenol lipids
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 2.6
Superclass Lipids and lipid-like molecules
Subclass Terpene lactones
Gsk 4 400 Rule True
Molecular Formula C15H18O2
Scaffold Graph Node Bond Level C=C1C(=O)OC2C1CC=CC1CCC(=C)C12
Prediction Swissadme 0.0
Inchi Key BWRZDLYJNURUHS-XUXIUFHCSA-N
Silicos It Class Soluble
Fcsp3 0.5333333333333333
Logs -3.458
Rotatable Bond Count 0.0
Logd 3.282
Synonyms (-)-Eremanthin, Eremanthin derivative, Eremanthine, Ermanthin, Vanillosmin, eremanthin
Esol Class Soluble
Functional Groups C=C(C)C, C=C1CCOC1=O, CC=C(C)C
Compound Name Eremanthin
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 230.131
Formal Charge 0.0
Monoisotopic Mass 230.131
Hydrogen Bond Acceptor Count 2.0
Molecular Weight 230.3
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic heteropolycyclic compounds
Lipinski Rule Of 5 True
Esol -2.8870033999999998
Inchi InChI=1S/C15H18O2/c1-8-4-7-12-10(3)15(16)17-14(12)13-9(2)5-6-11(8)13/h4,11-14H,2-3,5-7H2,1H3/t11-,12-,13-,14-/m0/s1
Smiles CC1=CC[C@@H]2[C@@H]([C@@H]3[C@H]1CCC3=C)OC(=O)C2=C
Nring 3.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Guaianolides and derivatives
Np Classifier Superclass Sesquiterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Aglaia Foveolata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Laurus Nobilis (Plant) Rel Props:Source_db:fooddb_chem_all