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Isoxanthohumol(Sophora)

PubChem CID: 513197

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Compound Synonyms Isoxanthohumol, 521-48-2, Isoxanthohumol(Sophora), 7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one, CHEMBL492828, 7-Hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-en-1-yl)chroman-4-one, 72247-79-1, 7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-enyl)chroman-4-one, 4H-1-Benzopyran-4-one,2,3-dihydro-7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methyl-2-butenyl)-, (2S)-, (+/-)-Isoxanthohumol, 5-Methylsophoraflavanone B, 2,3-Dihydro-7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one, 4',7-Dihydroxy-5-methoxy-8-(3-methyl-2-butenyl)-flavanone, , MFCD00238718, UNII-B3BXQ4EZD6, Isoxanthohumol (Standard), 4',7-dihydroxy-5-methoxy-8-prenylflavanone, Isoxanthohumol, HPLC Grade, 5-Methyl-8-prenylnaringenin, SCHEMBL904557, HY-N2584AR, HY-N2584A, CHEBI:171798, Isoxanthohumol, >=99% (HPLC), Isoxanthohumol, analytical standard, BCP23864, BDBM50252521, LMPK12140553, FI45719, SMP2_000215, NCGC00390429-01, 2,3-Dihydro-7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one, DA-54471, MS-25527, 7,4'-Dihydroxy-5-methoxy-8-prenylflavanone, CS-0064440, 4',7-dihydroxy-5-methoxy-8-c-prenylflavanone, C22606, G81163, Q6086616, Isoxanthohumol, primary pharmaceutical reference standard, 7-hydroxy-2-(4-hydroxy-phenyl)-5-methoxy-8-(3-methyl-but-2-enyl)-chroman-4-one, 2,3-Dihydro-7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methyl-2-butenyl)-4h-1-benzopyran-4-one, 4H-1-Benzopyran-4-one, 2,3-dihydro-7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methyl-2-butenyl)-, 7-Hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methyl-2-butenyl)-2,3-dihydro-4H-chromen-4-one #
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 CC1CC(C2CCCCC2)CC2CCCCC12
Np Classifier Class Flavanones
Deep Smiles COcccO)ccc6C=O)CCO6)cccccc6))O))))))))))CC=CC)C
Heavy Atom Count 26.0
Classyfire Class Flavonoids
Description Isolated from hop (Humulus lupulus). Isoxanthohumol is a biomarker for the consumption of beer. Isoxanthohumol is found in beer and alcoholic beverages.
Scaffold Graph Node Level OC1CC(C2CCCCC2)OC2CCCCC12
Classyfire Subclass Flavans
Isotope Atom Count 0.0
Molecular Complexity 518.0
Database Name cmaup_ingredients;fooddb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id P56817, O15530, P17252, Q04759, n.a., Q64669, P03372, O75762
Iupac Name 7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
Prediction Hob 1.0
Class Flavonoids
Veber Rule True
Classyfire Superclass Phenylpropanoids and polyketides
Target Id NPT740, NPT1699, NPT182, NPT887, NPT108
Xlogp 4.1
Superclass Phenylpropanoids and polyketides
Subclass Flavans
Gsk 4 400 Rule False
Molecular Formula C21H22O5
Scaffold Graph Node Bond Level O=C1CC(c2ccccc2)Oc2ccccc21
Prediction Swissadme 1.0
Inchi Key YKGCBLWILMDSAV-UHFFFAOYSA-N
Silicos It Class Moderately soluble
Fcsp3 0.2857142857142857
Logs -3.842
Rotatable Bond Count 4.0
Logd 3.482
Synonyms 4',7-Dihydroxy-5-methoxy-8-prenylflavanone, 5-Methyl-8-prenylnaringenin, 7,4'-Dihydroxy-5-methoxy-8-prenylflavanone, Isoxanthohumol, isoxanthohumol
Substituent Name 8-prenylated flavanone, Methoxyflavonoid skeleton, 5-methoxyflavonoid-skeleton, Hydroxyflavonoid, Flavanone, 7-hydroxyflavonoid, 4'-hydroxyflavonoid, Chromone, 1-benzopyran, Methoxyphenol, Benzopyran, Chromane, Aryl alkyl ketone, Aryl ketone, Anisole, Phenol, Alkyl aryl ether, Benzenoid, Monocyclic benzene moiety, Ketone, Oxacycle, Organoheterocyclic compound, Ether, Hydrocarbon derivative, Organooxygen compound, Carbonyl group, Aromatic heteropolycyclic compound
Esol Class Moderately soluble
Functional Groups CC=C(C)C, cC(C)=O, cO, cOC
Compound Name Isoxanthohumol(Sophora)
Kingdom Organic compounds
Prediction Hob Swissadme 1.0
Exact Mass 354.147
Formal Charge 0.0
Monoisotopic Mass 354.147
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 354.4
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 -4.691530861538462
Inchi InChI=1S/C21H22O5/c1-12(2)4-9-15-16(23)10-19(25-3)20-17(24)11-18(26-21(15)20)13-5-7-14(22)8-6-13/h4-8,10,18,22-23H,9,11H2,1-3H3
Smiles CC(=CCC1=C2C(=C(C=C1O)OC)C(=O)CC(O2)C3=CC=C(C=C3)O)C
Nring 3.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Flavonoids

  • 1. Outgoing r'ship FOUND_IN to/from Humulus Lupulus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Sophora Flavescens (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all