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(S)-Nandigerine

PubChem CID: 422682

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Compound Synonyms (S)-Nandigerine, Nandigerine, (+)-Nandigerine, 18-methoxy-3,5-dioxa-11-azapentacyclo[10.7.1.0^{2,6}.0^{8,20}.0^{14,19}]icosa-1(20),2(6),7,14,16,18-hexaen-17-ol, 18-methoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14(19),15,17-hexaen-17-ol, 18-methoxy-3,5-dioxa-11-azapentacyclo(10.7.1.0^(2,6).0^(8,20).0^(14,19))icosa-1(20),2(6),7,14,16,18-hexaen-17-ol, 18-methoxy-3,5-dioxa-11-azapentacyclo(10.7.1.02,6.08,20.014,19)icosa-1(20),2(6),7,14(19),15,17-hexaen-17-ol, CHEBI:174972
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 60.0
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC2C(C1)CC1CCCC3CC4CCCC4C2C13
Np Classifier Class Aporphine alkaloids, Isoquinoline alkaloids
Deep Smiles COccO)cccc6-ccCC6)NCCc6ccc%10OCO5
Heavy Atom Count 23.0
Classyfire Class Aporphines
Description Alkaloid from Laurus nobilis (bay laurel). (S)-Nandigerine is found in tea, sweet bay, and herbs and spices.
Scaffold Graph Node Level C1CCC2C(C1)CC1NCCC3CC4OCOC4C2C31
Isotope Atom Count 0.0
Molecular Complexity 460.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 18-methoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14(19),15,17-hexaen-17-ol
Prediction Hob 1.0
Class Aporphines
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Xlogp 2.4
Superclass Alkaloids and derivatives
Gsk 4 400 Rule True
Molecular Formula C18H17NO4
Scaffold Graph Node Bond Level c1ccc2c(c1)CC1NCCc3cc4c(c-2c31)OCO4
Prediction Swissadme 1.0
Inchi Key CFUKKPQRQGCLAT-UHFFFAOYSA-N
Silicos It Class Moderately soluble
Fcsp3 0.3333333333333333
Logs -2.135
Rotatable Bond Count 1.0
State Solid
Logd 2.363
Synonyms (+)-Nandigerine, Hernangerine, Nandigerine, (+)-nandigerine, hernangerine, nandigerine, nandigerine, (+)
Substituent Name Aporphine, Benzylisoquinoline, Phenanthrene, Benzoquinoline, 2-naphthol, Tetrahydroisoquinoline, Quinoline, Naphthalene, Methoxyphenol, Benzodioxole, Anisole, Aralkylamine, Alkyl aryl ether, Benzenoid, Oxacycle, Azacycle, Organoheterocyclic compound, Secondary amine, Ether, Secondary aliphatic amine, Acetal, Hydrocarbon derivative, Organooxygen compound, Organonitrogen compound, Amine, Aromatic heteropolycyclic compound
Esol Class Soluble
Functional Groups CNC, c1cOCO1, cO, cOC
Compound Name (S)-Nandigerine
Kingdom Organic compounds
Prediction Hob Swissadme 1.0
Exact Mass 311.116
Formal Charge 0.0
Monoisotopic Mass 311.116
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 311.3
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 1.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteropolycyclic compounds
Lipinski Rule Of 5 True
Esol -3.6338763565217396
Inchi InChI=1S/C18H17NO4/c1-21-17-12(20)3-2-9-6-11-14-10(4-5-19-11)7-13-18(23-8-22-13)16(14)15(9)17/h2-3,7,11,19-20H,4-6,8H2,1H3
Smiles COC1=C(C=CC2=C1C3=C4C(C2)NCCC4=CC5=C3OCO5)O
Nring 5.0
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Aporphines
Np Classifier Superclass Tyrosine alkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Hernandia Guianensis (Plant) Rel Props:Reference:ISBN:9788185042084
  • 2. Outgoing r'ship FOUND_IN to/from Hernandia Nymphaeifolia (Plant) Rel Props:Reference:ISBN:9788185042084
  • 3. Outgoing r'ship FOUND_IN to/from Laurus Nobilis (Plant) Rel Props:Source_db:fooddb_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Magnolia Obovata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Magnolia Officinalis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all