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Sinomenine

PubChem CID: 5459308

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Compound Synonyms Sinomenine, 115-53-7, Kukoline, Cucoline, Coculine, Sabianine A, CCRIS 1550, SINOMENIN, morphinan-6-one, 7,8-didehydro-4-hydroxy-3,7-dimethoxy-17-methyl-, (9alpha,13alpha,14alpha)-, EINECS 204-094-6, UNII-63LT81K70N, BRN 0095280, 63LT81K70N, SINOMENINE [MI], SINOMENINE [WHO-DD], CHEBI:9163, CHEMBL248095, (1R,9S,10S)-3-hydroxy-4,12-dimethoxy-17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5,11-tetraen-13-one, 5-21-13-00516 (Beilstein Handbook Reference), 7,8-Didehydro-4-hydroxy-3,7-dimethoxy-17-methyl-9-alpha,13-alpha,14-alpha-morphinan-6-one, (+)-Coculine, 9-alpha,13-alpha,14-alpha-Morphinan-6-one, 7,8-didehydro-4-hydroxy-3,7-dimethoxy-17-methyl-, (1R,9S,10R)-3-Hydroxy-4,12-dimethoxy-17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5,11-tetraen-13-one, sinomenine A bismethyliodide, MORPHINAN-6-ONE, 7,8-DIDEHYDRO-4-HYDROXY-3,7-DIMETHOXY-17-METHYL-, (9.ALPHA.,13.ALPHA.,14.ALPHA.)-, (9alpha,13alpha,14alpha)-7,8-Didehydro-4-hydroxy-3,7-dimethoxy-17-methylmorphinan-6-one, SR-05000002170, Sinomenine,(S), (1R,9S,10S)-3-hydroxy-4,12-dimethoxy-17-methyl-17-azatetracyclo(7.5.3.01,10.02,7)heptadeca-2(7),3,5,11-tetraen-13-one, Sinomenine (Cucoline), Spectrum2_001242, Spectrum3_001134, Spectrum4_001981, Spectrum5_001621, UPCMLD-DP085, BSPBio_002627, KBioGR_002508, SCHEMBL363812, SPECTRUM1505253, SPBio_001144, NP51, UPCMLD-DP085:001, BCBcMAP01_000195, KBio3_002127, DTXSID00871595, BDBM224031, ALBB-020908, BCP20032, BDBM50241298, CCG-39100, NSC785175, s2359, AKOS000265568, AKOS015960539, AKOS016023715, AC-8025, FS09811, NSC-785175, SMP1_000273, NCGC00161641-01, NCGC00161641-02, NCGC00161641-04, NCGC00161641-05, BS-42101, HY-15122, Sinomenine 100 microg/mL in Acetonitrile, CS-0003778, NS00018030, SW219295-1, C09643, Sinomenine, 0.3 mol chloroform of crystallization, Q7524904, SR-05000002170-2, SR-05000002170-3, BRD-K83459933-001-02-1, BRD-K83459933-001-05-4, 7,8-didehydro-4-hydroxy-3,7-dimethoxy-17-methylmorphinan-6-one, 204-094-6, morphinan-6-one, 7,8-didehydro-4-hydroxy-3,7-dimethoxy-17-methyl-, (9alpha,13alpha,14alpha)-, hydrochloride
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 59.0
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCC2C3CCCC2(C1)C1CCCCC1C3
Np Classifier Class Isoquinoline alkaloids, Morphinan alkaloids
Deep Smiles COC=C[C@@H][C@@H]Ccc[C@@]6CC%10=O)))CCN8C)))))cO)ccc6))OC
Heavy Atom Count 24.0
Classyfire Class Morphinans
Scaffold Graph Node Level OC1CCC2C3CC4CCCCC4C2(CCN3)C1
Isotope Atom Count 0.0
Molecular Complexity 562.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 3.0
Uniprot Id P24941, O42275, P81908, Q9NPD5, Q9Y6L6, n.a., P0DTD1
Iupac Name (1R,9S,10S)-3-hydroxy-4,12-dimethoxy-17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5,11-tetraen-13-one
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp 2.2
Gsk 4 400 Rule True
Molecular Formula C19H23NO4
Scaffold Graph Node Bond Level O=C1C=CC2C3Cc4ccccc4C2(CCN3)C1
Prediction Swissadme 1.0
Inchi Key INYYVPJSBIVGPH-QHRIQVFBSA-N
Silicos It Class Soluble
Fcsp3 0.5263157894736842
Logs -2.769
Rotatable Bond Count 2.0
Logd 1.264
Synonyms sinomenine
Esol Class Soluble
Functional Groups CN(C)C, COC(=CC)C(C)=O, cO, cOC
Compound Name Sinomenine
Prediction Hob Swissadme 1.0
Exact Mass 329.163
Formal Charge 0.0
Monoisotopic Mass 329.163
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 329.4
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 3.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -3.2897552
Inchi InChI=1S/C19H23NO4/c1-20-7-6-19-10-14(21)16(24-3)9-12(19)13(20)8-11-4-5-15(23-2)18(22)17(11)19/h4-5,9,12-13,22H,6-8,10H2,1-3H3/t12-,13+,19-/m1/s1
Smiles CN1CC[C@@]23CC(=O)C(=C[C@@H]2[C@@H]1CC4=C3C(=C(C=C4)OC)O)OC
Nring 4.0
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Tyrosine alkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Cocculus Laurifolius (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Sinomenium Acutum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Stephania Tetrandra (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all