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(+/-)-Dicentrine

PubChem CID: 630859

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Compound Synonyms (+/-)-Dicentrine, 26110-43-0, Dicentrine, (+/-)-, Dicentrine DL-form [MI], J3IJ5DN3JE, CHEMBL481631, 10,11-DIMETHOXY-7-METHYL-6,7,7A,8-TETRAHYDRO-5H-[1,3]DIOXOLO[4',5':4,5]BENZO[1,2,3-DE]BENZO[G]QUINOLINE, 5H-Benzo(g)-1,3-benzodioxolo(6,5,4-de)quinoline, 6,7,7a,8-tetrahydro-10,11-dimethoxy-7-methyl-, UNII-J3IJ5DN3JE, (R)-(-)-Dicentrine, L-Dicentrine, NSC 251699, Compound NP-025373, SCHEMBL679684, DTXSID501120046, HMS3351N09, BDBM50629672, AKOS040736750, Q27281149, 6,7,7a,8-Tetrahydro-10,11-dimethoxy-7-methyl-5H-benzo[g]-1,3-benzodioxolo[6,5,4-de]quinoline
Topological Polar Surface Area 40.2
Hydrogen Bond Donor Count 0.0
Heavy Atom Count 25.0
Description (s)-dicentrine is a member of the class of compounds known as aporphines. Aporphines are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof (s)-dicentrine is practically insoluble (in water) and a very strong basic compound (based on its pKa). (s)-dicentrine can be found in barley, which makes (s)-dicentrine a potential biomarker for the consumption of this food product.
Isotope Atom Count 0.0
Molecular Complexity 502.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 16,17-dimethoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14,16,18-hexaene
Prediction Hob 1.0
Class Aporphines
Xlogp 3.2
Superclass Alkaloids and derivatives
Molecular Formula C20H21NO4
Prediction Swissadme 1.0
Inchi Key YJWBWQWUHVXPNC-UHFFFAOYSA-N
Fcsp3 0.4
Logs -2.97
Rotatable Bond Count 2.0
Logd 2.897
Synonyms 1, 2-Methylenedioxy-9,10-dimethoxyaporphine, 1,2-Methylenedioxy-9,10-dimethoxyaporphine, 6a-alpha-Aporphine, 9,10-dimethoxy-1,2-(methylenedioxy)-, 6a&alpha, -Aporphine, 9, 10-dimethoxy-1,2-(methylenedioxy)-, 6aalpha-Aporphine, 9,10-dimethoxy-1,2-(methylenedioxy)-, 9,10-Dimethoxy-1, 2-(methylenedioxy)aporphine, 9,10-Dimethoxy-1,2-(methylenedioxy)aporphine, D-dicentrine, Dicentrine, Dicentrine-(+), Eximine, O,n-dimethyllitseferine, Dicentrine nitrate, (S)-isomer, Dicentrine, (R)-isomer, (R)-(-)-Dicentrine
Compound Name (+/-)-Dicentrine
Kingdom Organic compounds
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
Covalent Unit Count 1.0
Total Atom Stereocenter Count 1.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteropolycyclic compounds
Esol -4.208624200000001
Inchi InChI=1S/C20H21NO4/c1-21-5-4-11-7-17-20(25-10-24-17)19-13-9-16(23-3)15(22-2)8-12(13)6-14(21)18(11)19/h7-9,14H,4-6,10H2,1-3H3
Smiles CN1CCC2=CC3=C(C4=C2C1CC5=CC(=C(C=C54)OC)OC)OCO3
Nring 5.0
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Aporphines

  • 1. Outgoing r'ship FOUND_IN to/from Hordeum Vulgare (Plant) Rel Props:Source_db:fooddb_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Stephania Delavayi (Plant) Rel Props:Source_db:cmaup_ingredients