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Glabrone

PubChem CID: 5317652

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Compound Synonyms Glabrone, 60008-02-8, Morusin hydroperoxide, Eurycarpin B, UNII-9U4M81SWUK, 7-hydroxy-3-(5-hydroxy-2,2-dimethylchromen-6-yl)chromen-4-one, 9U4M81SWUK, DTXSID30208714, 4H-1-Benzopyran-4-one, 7-hydroxy-3-(5-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-yl)-, 5',7-Dihydroxy-2',2'-dimethyl-2'H,4H-[3,6'-bichromen]-4-one, 7,2'-dihydroxy-6'',6''-dimethylpyrano-(2'',3''-4',3')isoflavone, MLS000697613, CHEMBL600457, DTXCID80131205, CHEBI:175272, HMS2268B14, C20H16O5, HY-N4194, KCA00802, BDBM50441624, LMPK12050074, AKOS037515325, DA-53568, MS-25093, SMR000470947, CS-0032388, G16929, Q27273226, 7-hydroxy-3-(5-hydroxy-2,2-dimethyl-chromen-6-yl)chromen-4-one, 7-Hydroxy-3-(5-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-yl)-4H-1-benzopyran-4-one, 9CI
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 76.0
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1C2CCCCC2CCC1C1CCC2CCCCC2C1
Np Classifier Class Isoflavones
Deep Smiles Occcccc6)occc6=O))cccccc6O))C=CCO6)C)C
Heavy Atom Count 25.0
Classyfire Class Isoflavonoids
Description Glabrone, also known as eurycarpin b or morusin hydroperoxide, is a member of the class of compounds known as pyranoisoflavonoids. Pyranoisoflavonoids are isoflavonoids that contain a pyran ring fused to either of the A, B, or C ring of the isoflavonoid skeleton. Thus, glabrone is considered to be a flavonoid lipid molecule. Glabrone is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Glabrone can be found in common bean and scarlet bean, which makes glabrone a potential biomarker for the consumption of these food products.
Scaffold Graph Node Level OC1C(C2CCC3OCCCC3C2)COC2CCCCC21
Classyfire Subclass Pyranoisoflavonoids
Isotope Atom Count 0.0
Molecular Complexity 607.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id P18031, B4URF0, Q16236, P14679
Iupac Name 7-hydroxy-3-(5-hydroxy-2,2-dimethylchromen-6-yl)chromen-4-one
Prediction Hob 1.0
Class Isoflavonoids
Veber Rule True
Classyfire Superclass Phenylpropanoids and polyketides
Target Id NPT178
Xlogp 3.4
Superclass Phenylpropanoids and polyketides
Subclass Pyranoisoflavonoids
Gsk 4 400 Rule False
Molecular Formula C20H16O5
Scaffold Graph Node Bond Level O=c1c(-c2ccc3c(c2)C=CCO3)coc2ccccc12
Prediction Swissadme 0.0
Inchi Key COLMVFWKLOZOOP-UHFFFAOYSA-N
Silicos It Class Moderately soluble
Fcsp3 0.15
Logs -3.354
Rotatable Bond Count 1.0
State Solid
Logd 3.101
Synonyms 7-Hydroxy-3-(5-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-yl)-4H-1-benzopyran-4-one, 9ci, Eurycarpin b, Morusin hydroperoxide, 7,2'-Dihydroxy-6'',6''-dimethylpyrano-(2'',3''-4',3')isoflavone, glabrone
Esol Class Moderately soluble
Functional Groups c=O, cC=CC, cO, cOC, coc
Compound Name Glabrone
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 336.1
Formal Charge 0.0
Monoisotopic Mass 336.1
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 336.3
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 0.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteropolycyclic compounds
Lipinski Rule Of 5 True
Esol -3.970926600000001
Inchi InChI=1S/C20H16O5/c1-20(2)8-7-14-16(25-20)6-5-12(18(14)22)15-10-24-17-9-11(21)3-4-13(17)19(15)23/h3-10,21-22H,1-2H3
Smiles CC1(C=CC2=C(O1)C=CC(=C2O)C3=COC4=C(C3=O)C=CC(=C4)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 Kansuensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Glycyrrhiza Uralensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Mitracarpus Scaber (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Morus Alba (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Phaseolus Coccineus (Plant) Rel Props:Source_db:fooddb_chem_all
  • 8. Outgoing r'ship FOUND_IN to/from Phaseolus Vulgaris (Plant) Rel Props:Source_db:fooddb_chem_all