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9-[[(2S)-3,3-dimethyloxiran-2-yl]methoxy]furo[3,2-g]chromen-7-one

PubChem CID: 17897

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Topological Polar Surface Area 61.2
Hydrogen Bond Donor Count 0.0
Heavy Atom Count 21.0
Description Heraclenin is a member of the class of compounds known as psoralens. Psoralens are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one. Heraclenin is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Heraclenin can be found in carrot, lemon, and wild carrot, which makes heraclenin a potential biomarker for the consumption of these food products.
Isotope Atom Count 0.0
Molecular Complexity 471.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;pubchem
Defined Atom Stereocenter Count 1.0
Iupac Name 9-[[(2S)-3,3-dimethyloxiran-2-yl]methoxy]furo[3,2-g]chromen-7-one
Prediction Hob 1.0
Class Coumarins and derivatives
Xlogp 2.2
Superclass Phenylpropanoids and polyketides
Subclass Furanocoumarins
Molecular Formula C16H14O5
Prediction Swissadme 1.0
Inchi Key CTJZWFCPUDPLME-NSHDSACASA-N
Fcsp3 0.3125
Logs -4.172
Rotatable Bond Count 3.0
Logd 2.857
Synonyms Heraclenin, Prangenin
Compound Name 9-[[(2S)-3,3-dimethyloxiran-2-yl]methoxy]furo[3,2-g]chromen-7-one
Kingdom Organic compounds
Prediction Hob Swissadme 1.0
Exact Mass 286.084
Formal Charge 0.0
Monoisotopic Mass 286.084
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 286.28
Covalent Unit Count 1.0
Total Atom Stereocenter Count 1.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteropolycyclic compounds
Esol -2.4420498380952385
Inchi InChI=1S/C16H14O5/c1-16(2)11(21-16)8-19-15-13-10(5-6-18-13)7-9-3-4-12(17)20-14(9)15/h3-7,11H,8H2,1-2H3/t11-/m0/s1
Smiles CC1([C@@H](O1)COC2=C3C(=CC4=C2OC=C4)C=CC(=O)O3)C
Nring 4.0
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Psoralens

  • 1. Outgoing r'ship FOUND_IN to/from Citrus Limon (Plant) Rel Props:Source_db:fooddb_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Daucus Carota (Plant) Rel Props:Source_db:fooddb_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Glehnia Littoralis (Plant) Rel Props:Source_db:cmaup_ingredients