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Irilone

PubChem CID: 5281779

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Compound Synonyms Irilone, 41653-81-0, Irolone, 5,4'-Dihydroxy-6,7-methylenedioxyisoflavone, CHEBI:5970, 9-hydroxy-7-(4-hydroxyphenyl)-[1,3]dioxolo[4,5-g]chromen-8-one, CHEMBL3527329, 3-(4-Hydroxyphenyl)-5-hydroxy-6,7-(methylenebisoxy)-4H-1-benzopyran-4-one, Irilone (isoflavone), FB3FTT7LYK, SCHEMBL12073700, DTXSID60415191, 9-hydroxy-7-(4-hydroxyphenyl)-8H-[1,3]dioxolo[4,5-g]chromen-8-one, BDBM50088502, HY-N10172, LMPK12050383, AKOS040763532, FI12115, FS-8118, DA-54378, CS-0369126, Q6069737, 7-(4-Hydroxyphenyl)-9-oxidanyl-(1,3)dioxolo(4,5-g)chromen-8-one, 9-Hydroxy-7-(4-hydroxyphenyl)-8H-1,3-dioxolo[4,5-g]-1-benzopyran-8-one, 9-Hydroxy-7-(4-hydroxyphenyl)-8H-1,3-dioxolo[4,5-g][1]benzopyran-8-one, 8H-1,3-Dioxolo[4,5-g][1]benzopyran-8-one, 9-hydroxy-7-(4-hydroxyphenyl)-, 9-Hydroxy-7-(4-hydroxyphenyl)-8H-1,3-dioxolo[4,5-g][1]benzopyran-8-one, 9CI
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 85.2
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1C(C2CCCCC2)CCC2CC3CCCC3CC21
Np Classifier Class Isoflavones
Deep Smiles Occcccc6))ccoccc6=O))cO)ccc6)OCO5
Heavy Atom Count 22.0
Classyfire Class Isoflavonoids
Description Constituent of Trifolium pratense (red clover). Irilone is found in tea and herbs and spices.
Scaffold Graph Node Level OC1C(C2CCCCC2)COC2CC3OCOC3CC21
Classyfire Subclass Isoflav-2-enes
Isotope Atom Count 0.0
Molecular Complexity 481.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id O60656, P22309, Q9HAW7, Q9HAW9, Q9HAW8, P06401
Iupac Name 9-hydroxy-7-(4-hydroxyphenyl)-[1,3]dioxolo[4,5-g]chromen-8-one
Prediction Hob 1.0
Class Isoflavonoids
Veber Rule True
Classyfire Superclass Phenylpropanoids and polyketides
Target Id NPT903, NPT703, NPT901, NPT695, NPT699
Xlogp 2.8
Superclass Phenylpropanoids and polyketides
Subclass Isoflav-2-enes
Gsk 4 400 Rule True
Molecular Formula C16H10O6
Scaffold Graph Node Bond Level O=c1c(-c2ccccc2)coc2cc3c(cc12)OCO3
Prediction Swissadme 0.0
Inchi Key NUGRQNBDTZWXTP-UHFFFAOYSA-N
Silicos It Class Moderately soluble
Fcsp3 0.0625
Logs -3.867
Rotatable Bond Count 1.0
State Solid
Logd 2.559
Synonyms 5,4'-Dihydroxy-6,7-methylenedioxyisoflavone, 9-Hydroxy-7-(4-hydroxyphenyl)-8H-1,3-dioxolo[4,5-g]-1-benzopyran-8-one, 9-Hydroxy-7-(4-hydroxyphenyl)-8H-1,3-dioxolo[4,5-g][1]benzopyran-8-one, 9CI, Irilone, Irolone, 9-Hydroxy-7-(4-hydroxyphenyl)-8H-1,3-dioxolo[4,5-g][1]benzopyran-8-one, 9ci, irilone
Substituent Name Hydroxyisoflavonoid, Isoflavone, Chromone, 1-benzopyran, Benzopyran, Benzodioxole, Pyranone, Phenol, Benzenoid, Pyran, Monocyclic benzene moiety, Heteroaromatic compound, Vinylogous acid, Oxacycle, Organoheterocyclic compound, Ether, Acetal, Hydrocarbon derivative, Organooxygen compound, Aromatic heteropolycyclic compound
Esol Class Soluble
Functional Groups c1cOCO1, c=O, cO, coc
Compound Name Irilone
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 298.048
Formal Charge 0.0
Monoisotopic Mass 298.048
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 298.25
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 -3.4465318181818185
Inchi InChI=1S/C16H10O6/c17-9-3-1-8(2-4-9)10-6-20-11-5-12-16(22-7-21-12)15(19)13(11)14(10)18/h1-6,17,19H,7H2
Smiles C1OC2=C(O1)C(=C3C(=C2)OC=C(C3=O)C4=CC=C(C=C4)O)O
Nring 4.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Isoflavones
Np Classifier Superclass Isoflavonoids

  • 1. Outgoing r'ship FOUND_IN to/from Iris Domestica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Iris Germanica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Iris Kashmiriana (Plant) Rel Props:Reference:ISBN:9770972795006; ISBN:9788172362300
  • 4. Outgoing r'ship FOUND_IN to/from Iris Tectorum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Trifolium Pratense (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Trigonella Foenum-Graecum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all