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Citrusinol

PubChem CID: 44259051

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Compound Synonyms citrusinol, 112516-43-5, 3,5-dihydroxy-2-(4-hydroxyphenyl)-8,8-dimethylpyrano[2,3-h]chromen-4-one, 4H,8H-Benzo[1,2-b:3,4-b']dipyran-4-one, 3,5-dihydroxy-2-(4-hydroxyphenyl)-8,8-dimethyl-, 9ES85ZGN4Y, CHEMBL463744, CHEBI:175501, DTXSID801128144, HY-N7790, LMPK12111994, AKOS040736304, DA-62355, CS-0137861, 2-(4-HYDROXYPHENYL)-8,8-DIMETHYL-3,5-BIS(OXIDANYL)PYRANO(2,3-H)CHROMEN-4-ONE, 3,5-Dihydroxy-2-(4-hydroxyphenyl)-8,8-dimethyl-4H,8H-benzo[1,2-b:3,4-b']dipyran-4-one, 3,5-Dihydroxy-2-(4-hydroxyphenyl)-8,8-dimethyl-4H,8H-benzo[1,2-b:3,4-b']dipyran-4-one, 9CI, 3,5-Dihydroxy-2-(4-hydroxyphenyl)-8,8-dimethyl-4H,8H-benzo[1,2-b:3,4-ba(2)]dipyran-4-one
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 96.2
Hydrogen Bond Donor Count 3.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CC(C2CCCCC2)CC2C1CCC1CCCCC12
Np Classifier Class Flavonols
Deep Smiles Occcccc6))coccC=CCOc6ccc%10c=O)c%14O))))O)))))C)C
Heavy Atom Count 26.0
Classyfire Class Flavonoids
Description Isolated from root bark of king orange (Citrus nobilis). Citrusinol is found in citrus.
Scaffold Graph Node Level OC1CC(C2CCCCC2)OC2C1CCC1OCCCC12
Classyfire Subclass Pyranoflavonoids
Isotope Atom Count 0.0
Molecular Complexity 643.0
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, P0DMM9
Iupac Name 3,5-dihydroxy-2-(4-hydroxyphenyl)-8,8-dimethylpyrano[2,3-h]chromen-4-one
Prediction Hob 1.0
Class Flavonoids
Veber Rule True
Classyfire Superclass Phenylpropanoids and polyketides
Xlogp 3.8
Superclass Phenylpropanoids and polyketides
Subclass Pyranoflavonoids
Gsk 4 400 Rule True
Molecular Formula C20H16O6
Scaffold Graph Node Bond Level O=c1cc(-c2ccccc2)oc2c3c(ccc12)OCC=C3
Prediction Swissadme 0.0
Inchi Key OKQQXHUICMLKQI-UHFFFAOYSA-N
Silicos It Class Moderately soluble
Fcsp3 0.15
Logs -3.624
Rotatable Bond Count 1.0
State Solid
Logd 3.023
Synonyms 3,5-Dihydroxy-2-(4-hydroxyphenyl)-8,8-dimethyl-4H,8H-benzo[1,2-b:3,4-b']dipyran-4-one, 9CI, 3,5-Dihydroxy-2-(4-hydroxyphenyl)-8,8-dimethyl-4H,8H-benzo[1,2-b:3,4-b']dipyran-4-one, 9ci, citrusinol
Substituent Name Pyranoflavonoid, 3-hydroxyflavone, Hydroxyflavonoid, Flavone, 5-hydroxyflavonoid, 4'-hydroxyflavonoid, 3-hydroxyflavonoid, Pyranochromene, 2,2-dimethyl-1-benzopyran, Chromone, 1-benzopyran, Benzopyran, Pyranone, Phenol, Alkyl aryl ether, Benzenoid, Pyran, Monocyclic benzene moiety, Heteroaromatic compound, Vinylogous acid, Oxacycle, Organoheterocyclic compound, Ether, Hydrocarbon derivative, Organooxygen compound, Aromatic heteropolycyclic compound
Esol Class Moderately soluble
Functional Groups c=O, cC=CC, cO, cOC, coc
Compound Name Citrusinol
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 352.095
Formal Charge 0.0
Monoisotopic Mass 352.095
Hydrogen Bond Acceptor Count 6.0
Molecular Weight 352.3
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 -4.442505015384617
Inchi InChI=1S/C20H16O6/c1-20(2)8-7-12-14(26-20)9-13(22)15-16(23)17(24)18(25-19(12)15)10-3-5-11(21)6-4-10/h3-9,21-22,24H,1-2H3
Smiles CC1(C=CC2=C(O1)C=C(C3=C2OC(=C(C3=O)O)C4=CC=C(C=C4)O)O)C
Nring 4.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Pyranoflavonoids
Np Classifier Superclass Flavonoids

  • 1. Outgoing r'ship FOUND_IN to/from Citrus Reticulata (Plant) Rel Props:Reference:ISBN:9788185042145
  • 2. Outgoing r'ship FOUND_IN to/from Dysosma Versipellis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all