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Canadine

PubChem CID: 34458

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Compound Synonyms Canadine, Tetrahydroberberine, 522-97-4, Xanthopuccine, Canadin, dl-Canadine, 29074-38-2, Canadine dl-form, Berberine, tetrahydro-, dl-Tetrahydroberberine, NSC 94918, (d,l)-Tetrahydroberberine, EINECS 208-338-2, V2SSH085X8, (+-)-Canadine, 6H-Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine,5,8,13,13a-tetrahydro-9,10-dimethoxy-, DTXSID5022724, CHEBI:22998, (+/-)-Canadine, CANADINE [MI], (+-)-Tetrahydroberberin, NSC-36351, NSC-94918, Berbine, 9,10-dimethoxy-2,3-(methylenedioxy)-, 5,8,13,13a-Tetrahydro-9,10-dimethoxy-6H-benzo(g)benzo-1,3-dioxolo(5,6-a)quinolizine, CANADINE DL-FORM [MI], CHEMBL275097, DTXCID802724, 16,17-dimethoxy-5,7-dioxa-13-azapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-2,4(8),9,15(20),16,18-hexaene, 9,10-Dimethoxy-2,3-(methylenedioxy)berbine, CANADINE, (+/-)-, NSC 36351, NSC36351, 5,8,13,13a-tetrahydro-9,10-dimethoxy-6H-benzo(g)-1,3-benzodioxolo(5,6-a)quinolizine, 6H-Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine, 5,8,13,13a-tetrahydro-9,10-dimethoxy-, 9,10-Dimethoxy-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline, 5,8,13,13a-Tetrahydro-9,10-dimethoxy-6H-benzo[g]benzo-1,3-dioxolo[5,6-a]quinolizine, 6H-Benzo(g)-1,3-benzodioxolo(5,6-a)quinolizine, 5,8,13,13a-tetrahydro-9,10-dimethoxy-, UNII-V2SSH085X8, 9,10-dimethoxy-5,8,13,13a-tetrahydro-6H-(1,3)dioxolo(4,5-g)isoquino(3,2-a)isoquinoline, NCGC00016486-01, 16,17-dimethoxy-5,7-dioxa-13-azapentacyclo(11.8.0.02,10.04,8.015,20)henicosa-2,4(8),9,15(20),16,18-hexaene, CAS-522-97-4, Prestwick_186, (.+-.)-Canadine, Tetrahydroberberine,THB, (.+/-.)-Canadine, Prestwick0_000672, Prestwick1_000672, Prestwick2_000672, Prestwick3_000672, CANADINE (DL-), Canadine, (.+-.)-, TimTec1_005946, Oprea1_387569, Oprea1_388593, (.+-.)-Tetrahydroberberine, BSPBio_000763, MLS001202314, SCHEMBL232164, Tetrahydroberberine (Standard), SPBio_002684, BPBio1_000841, HY-N0925R, 9,10-Dimethoxy-5,8,13,13a-tetrahydro-6H-benzo(g)(1,3)benzodioxolo(5,6-a)quinolizine, 9,10-Dimethoxy-5,8,13,13a-tetrahydro-6H-benzo[g][1,3]benzodioxolo[5,6-a]quinolizine, HMS1550O06, HMS1570G05, HMS2097G05, HMS2852B23, HMS3358B11, HMS3886O13, CAA08696, EBA07438, FAA09657, HY-N0925, NSC94918, Tox21_110451, BBL028121, BDBM50203122, MFCD00067284, s5153, STK722197, AKOS000277103, AKOS021856290, Tox21_110451_1, CCG-202815, FC19659, NCGC00173359-04, NCGC00173359-06, NCGC00173359-08, AC-34748, DA-58438, NCI60_003328, NCI60_042115, SMR000393885, VS-08674, Berbine,10-dimethoxy-2,3-(methylenedioxy)-, NS00080322, AC-542/20643025, AE-508/21132023, BRD-A69950438-001-04-5, BRD-A69950438-001-11-0, Q27109653, Berbine,10-dimethoxy-2,3-(methylenedioxy)-, (.+-.)-, 6H-Benzo[g]-1,6-a]quinolizine, 5,8,13,13a-tetrahydro-9,10-dimethoxy-, 5,8,13,13?-Tetrahydro-9,10-dimethoxy-6H-benzo[g]-1,3-benzodioxolo[5,6-?]quinolizine, 6H-Benzo[g]-1,6-a]quinolizine, 5,8,13,13a-tetrahydro-9,10,dimethoxy-, (.+-.)-, (1S)-16,17-dimethoxy-5,7-dioxa-13-azapentacyclo[11.8.0.0^{2,10.0^{4,8.0^{15,20]henicosa-2,4(8),9,15(20),16,18-hexaene, 10-METHOXY-5,8,13,13A-TETRAHYDRO-6H-[1,3]DIOXOLO[4,5-G]ISOQUINO[3,2-A]ISOQUINOLIN-9-YL METHYL ETHER, 16,17-DIMETHOXY-5,7-DIOXA-13-AZAPENTACYCLO[11.8.0.0(2),(1)?.0?,?.0(1)?,(2)?]HENICOSA-2(10),3,8,15(20),16,18-HEXAENE, 16,17-dimethoxy-5,7-dioxa-13-azapentacyclo[11.8.0.0(2),(1)?.0?,?.0(1)?,(2)?]henicosa-2,4(8),9,15(20),16,18-hexaene, 16,17-dimethoxy-5,7-dioxa-13-azapentacyclo[11.8.0.0^{2,10.0^{4,8.0^{15,20]henicosa-2,4(8),9,15(20),16,18-hexaene, 9,10-bis(methyloxy)-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline, 9,10-Dimethoxy-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline #, Isoquinolino[2,1-b]isoquinoline, 5,6,7,8,13,13a-hexahydro-2,3-methylenedioxy-9,10-dimethoxy-
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 40.2
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC2CC3C(CCC4CC5CCCC5CC43)CC2C1
Np Classifier Class Isoquinoline alkaloids, Protoberberine alkaloids
Deep Smiles COccOC))cccc6CNCCccC6C%10))cccc6)OCO5
Heavy Atom Count 25.0
Classyfire Class Protoberberine alkaloids and derivatives
Scaffold Graph Node Level C1CCC2CN3CCC4CC5OCOC5CC4C3CC2C1
Isotope Atom Count 0.0
Molecular Complexity 488.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id Q72547, P24941, Q962Y6, Q03164, Q9UIF8, P63092, P13726, Q9NUW8, Q03431, P43140, n.a., P05067
Iupac Name 16,17-dimethoxy-5,7-dioxa-13-azapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-2,4(8),9,15(20),16,18-hexaene
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Target Id NPT677
Xlogp 3.1
Gsk 4 400 Rule True
Molecular Formula C20H21NO4
Scaffold Graph Node Bond Level c1ccc2c(c1)CC1c3cc4c(cc3CCN1C2)OCO4
Prediction Swissadme 1.0
Inchi Key VZTUIEROBZXUFA-UHFFFAOYSA-N
Silicos It Class Moderately soluble
Fcsp3 0.4
Logs -2.468
Rotatable Bond Count 2.0
Logd 3.056
Synonyms canadine, tetrahydroberberine
Esol Class Moderately soluble
Functional Groups CN(C)C, c1cOCO1, cOC
Compound Name Canadine
Prediction Hob Swissadme 1.0
Exact Mass 339.147
Formal Charge 0.0
Monoisotopic Mass 339.147
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 339.4
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 -4.1267242
Inchi InChI=1S/C20H21NO4/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2/h3-4,8-9,16H,5-7,10-11H2,1-2H3
Smiles COC1=C(C2=C(CC3C4=CC5=C(C=C4CCN3C2)OCO5)C=C1)OC
Nring 5.0
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 Argemone Mexicana (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Chelidonium Majus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Corydalis Ophiocarpa (Plant) Rel Props:Reference:ISBN:9788185042114
  • 4. Outgoing r'ship FOUND_IN to/from Corydalis Ternata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Corydalis Turtschaninovii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Corydalis Yanhusuo (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Coscinium Fenestratum (Plant) Rel Props:Reference:ISBN:9770972795006; ISBN:9788172362133
  • 8. Outgoing r'ship FOUND_IN to/from Fibraurea Recisa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 9. Outgoing r'ship FOUND_IN to/from Imperata Cylindrica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 10. Outgoing r'ship FOUND_IN to/from Jatropha Curcas (Plant) Rel Props:Reference:ISBN:9788172362461
  • 11. Outgoing r'ship FOUND_IN to/from Papaver Somniferum (Plant) Rel Props:Reference:ISBN:9788172363130
  • 12. Outgoing r'ship FOUND_IN to/from Phellodendron Amurense (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 13. Outgoing r'ship FOUND_IN to/from Phellodendron Chinense (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 14. Outgoing r'ship FOUND_IN to/from Phellodendron Chinese (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all