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(3R)-8-Hydroxy-3-methyl-3,4-dihydro-1H-2-benzopyran-1-one

PubChem CID: 114679

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Compound Synonyms Mellein, 480-33-1, (-)-Mellein, (3R)-8-Hydroxy-3-methyl-3,4-dihydro-1H-2-benzopyran-1-one, (R)-mellein, (3R)-8-hydroxy-3-methyl-3,4-dihydroisochromen-1-one, Y30Y67M5SV, 1H-2-Benzopyran-1-one, 3,4-dihydro-8-hydroxy-3-methyl-, (3R)-, 1H-2-Benzopyran-1-one, 3,4-dihydro-8-hydroxy-3-methyl-, (R)-, UNII-Y30Y67M5SV, (-)-(R)-MELLEIN, CHEMBL499303, (R)-3,4-Dihydro-8-hydroxy-3-methyl-1H-2-benzopyran-1-one, (R)-Mellein, SCHEMBL13925629, KWILGNNWGSNMPA-ZCFIWIBFSA-N, HY-N3300, BDBM50524013, AKOS025295360, (R)-8-Hydroxy-3-methylisochroman-1-one, DA-69002, 1ST162841, CS-0023847, EN300-8234474, 3,4-dihydro-8-hydroxy-3-methyl-(r)-1h-2-benzopyran-1-one, 8-Hydroxy-3-methyl-3,4-dihydro-1H-isochromen-1-one, (R)-, (R)-(-)-8-Hydroxy-3-methyl-3,4-dihydro-lH-2-benzopyran-l-one
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 46.5
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCCC2CCCCC12
Np Classifier Class Isocoumarins
Deep Smiles C[C@@H]Ccccccc6C=O)O%10)))O
Heavy Atom Count 13.0
Classyfire Class Benzopyrans
Description Mellein, also known as (R)-mellein, is a member of the class of compounds known as 2-benzopyrans. 2-benzopyrans are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 2-position. Mellein is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Mellein can be found in cocoa powder, which makes mellein a potential biomarker for the consumption of this food product. Mellein is a dihydroisocoumarin, a phenolic compound produced by Aspergillus ochraceus .
Scaffold Graph Node Level OC1OCCC2CCCCC21
Classyfire Subclass 2-benzopyrans
Isotope Atom Count 0.0
Molecular Complexity 214.0
Database Name cmaup_ingredients;fooddb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 1.0
Uniprot Id P21397, P27338
Iupac Name (3R)-8-hydroxy-3-methyl-3,4-dihydroisochromen-1-one
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Organoheterocyclic compounds
Target Id NPT261, NPT582
Xlogp 2.4
Gsk 4 400 Rule True
Molecular Formula C10H10O3
Scaffold Graph Node Bond Level O=C1OCCc2ccccc21
Prediction Swissadme 0.0
Inchi Key KWILGNNWGSNMPA-ZCFIWIBFSA-N
Silicos It Class Soluble
Fcsp3 0.3
Logs -2.299
Rotatable Bond Count 0.0
Logd 1.762
Synonyms (-)-Mellein, (3R)-8-Hydroxy-3-methyl-3,4-dihydro-1H-2-benzopyran-1-one, 3,4-Dihydro-8-hydroxy-3-methyl-1H-2-benzopyran-1-one, 3,4-Dihydro-8-hydroxy-3-methyl-isocoumarin, 8-Hydroxy-3-methyl-3,4-dihydro-1H-isochromen-1-one, Antibiotic AO-2, Antibiotic BV-1, Ochracin, (-)-mellein, mellein,(-)-
Esol Class Soluble
Functional Groups cC(=O)OC, cO
Compound Name (3R)-8-Hydroxy-3-methyl-3,4-dihydro-1H-2-benzopyran-1-one
Prediction Hob Swissadme 0.0
Exact Mass 178.063
Formal Charge 0.0
Monoisotopic Mass 178.063
Hydrogen Bond Acceptor Count 3.0
Molecular Weight 178.18
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 1.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -2.823497861538461
Inchi InChI=1S/C10H10O3/c1-6-5-7-3-2-4-8(11)9(7)10(12)13-6/h2-4,6,11H,5H2,1H3/t6-/m1/s1
Smiles C[C@@H]1CC2=C(C(=CC=C2)O)C(=O)O1
Nring 2.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Coumarins

  • 1. Outgoing r'ship FOUND_IN to/from Achlys Triphylla (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Albizia Procera (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Artemisia Giraldii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Artemisia Porrecta (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Aster Bellidiastrum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Bulbophyllum Protractum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Bursera Tonkinensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 8. Outgoing r'ship FOUND_IN to/from Calystegia Pubescens (Plant) Rel Props:Source_db:npass_chem_all
  • 9. Outgoing r'ship FOUND_IN to/from Cypripedium Calceolus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 10. Outgoing r'ship FOUND_IN to/from Diospyros Glaucifolia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 11. Outgoing r'ship FOUND_IN to/from Dolomiaea Souliei (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 12. Outgoing r'ship FOUND_IN to/from Eucalyptus Camaldulensis (Plant) Rel Props:Source_db:npass_chem_all
  • 13. Outgoing r'ship FOUND_IN to/from Fagraea Fragrans (Plant) Rel Props:Source_db:npass_chem_all
  • 14. Outgoing r'ship FOUND_IN to/from Garcinia Mangostana (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 15. Outgoing r'ship FOUND_IN to/from Halimodendron Halodendron (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 16. Outgoing r'ship FOUND_IN to/from Hortonia Floribunda (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 17. Outgoing r'ship FOUND_IN to/from Lactuca Laciniata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 18. Outgoing r'ship FOUND_IN to/from Lampranthus Sociorum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 19. Outgoing r'ship FOUND_IN to/from Lonicera Hypoleuca (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 20. Outgoing r'ship FOUND_IN to/from Nauclea Rhynchophylla (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 21. Outgoing r'ship FOUND_IN to/from Nicotiana Sylvestris (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 22. Outgoing r'ship FOUND_IN to/from Perymenium Mendezii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 23. Outgoing r'ship FOUND_IN to/from Phonus Arborescens (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 24. Outgoing r'ship FOUND_IN to/from Picea Glauca (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 25. Outgoing r'ship FOUND_IN to/from Prunus Serrulata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 26. Outgoing r'ship FOUND_IN to/from Senecio Vellereus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 27. Outgoing r'ship FOUND_IN to/from Serpocaulon Triseriale (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 28. Outgoing r'ship FOUND_IN to/from Tarchonanthus Camphoratus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 29. Outgoing r'ship FOUND_IN to/from Theobroma Cacao (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 30. Outgoing r'ship FOUND_IN to/from Wibelia Divaricata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all