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(R)-2-(8,8-dimethyl-2,3,4,8-tetrahydropyrano[2,3-f]chromen-3-yl)-5-methoxyphenol

PubChem CID: 5319664

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Compound Synonyms 4'-O-Methylglabridin, SCHEMBL755169, CHEMBL4207829, CHEBI:169807, ZZAIPFIGEGQNHP-UHFFFAOYSA-N, LMPK12080016, (R)-2-(8,8-dimethyl-2,3,4,8-tetrahydropyrano[2,3-f]chromen-3-yl)-5-methoxyphenol, 2-(8,8-dimethyl-3,4-dihydro-2H-pyrano[2,3-]chromen-3-yl)-5-methoxyphenol, InChI=1/C21H22O4/c1-21(2)9-8-17-19(25-21)7-4-13-10-14(12-24-20(13)17)16-6-5-15(23-3)11-18(16)22/h4-9,11,14,22H,10,12H2,1-3H, Phenol, 2-(3,4-dihydro-8,8-dimethyl-2H,8H-benzo[1,2-b:3,4-b']dipyran-3-yl)-5-methoxy-, (R)-
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 47.9
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC(C2CCC3C(CCC4CCCCC43)C2)CC1
Np Classifier Class Isoflavanones
Deep Smiles COcccccc6)O))CCOccC6)cccc6C=CCO6)C)C
Heavy Atom Count 25.0
Classyfire Class Isoflavonoids
Description Isolated from Glycyrrhiza glabra (licorice). 4'-O-Methylglabridin is found in tea and herbs and spices.
Scaffold Graph Node Level C1CCC(C2COC3C(CCC4OCCCC43)C2)CC1
Classyfire Subclass Pyranoisoflavonoids
Isotope Atom Count 0.0
Molecular Complexity 502.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id P22309, P04798, Q16678
Iupac Name 2-(8,8-dimethyl-3,4-dihydro-2H-pyrano[2,3-f]chromen-3-yl)-5-methoxyphenol
Prediction Hob 1.0
Class Isoflavonoids
Veber Rule True
Classyfire Superclass Phenylpropanoids and polyketides
Xlogp 4.2
Superclass Phenylpropanoids and polyketides
Subclass Pyranoisoflavonoids
Gsk 4 400 Rule False
Molecular Formula C21H22O4
Scaffold Graph Node Bond Level C1=Cc2c(ccc3c2OCC(c2ccccc2)C3)OC1
Prediction Swissadme 1.0
Inchi Key ZZAIPFIGEGQNHP-UHFFFAOYSA-N
Silicos It Class Moderately soluble
Fcsp3 0.3333333333333333
Logs -4.296
Rotatable Bond Count 2.0
State Solid
Logd 4.72
Synonyms 4'-O-Methylglabridin, Ethyl DL-methionate, Ethyl l-methionate, Methionine ethyl ester, Ethyl L-methionate, Methyl protodioscin, MPD CPD, Methylprotodioscin, 4-o-methylglabridin, 4’-o-methyl glabridin, glabridin, 4'-o-methyl, glabridin, 4’-o-methyl
Esol Class Moderately soluble
Functional Groups cC=CC, cO, cOC
Compound Name (R)-2-(8,8-dimethyl-2,3,4,8-tetrahydropyrano[2,3-f]chromen-3-yl)-5-methoxyphenol
Kingdom Organic compounds
Prediction Hob Swissadme 1.0
Exact Mass 338.152
Formal Charge 0.0
Monoisotopic Mass 338.152
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 338.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 1.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteropolycyclic compounds
Lipinski Rule Of 5 True
Esol -4.813598600000001
Inchi InChI=1S/C21H22O4/c1-21(2)9-8-17-19(25-21)7-4-13-10-14(12-24-20(13)17)16-6-5-15(23-3)11-18(16)22/h4-9,11,14,22H,10,12H2,1-3H3
Smiles CC1(C=CC2=C(O1)C=CC3=C2OCC(C3)C4=C(C=C(C=C4)OC)O)C
Nring 4.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Pyranoisoflavonoids
Np Classifier Superclass Isoflavonoids

  • 1. Outgoing r'ship FOUND_IN to/from Glycyrrhiza Glabra (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Glycyrrhiza Inflata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Glycyrrhiza Uralensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all