Genomorphine

Common Name

Genomorphine Description

Genomorphine is an alkaloid from Papaver somniferum (opium poppy) Genomorphine belongs to the family of Morphinans. These are polycyclic compounds with a four-ring skeleton with three condensed six-member rings forming a partially hydrogenated phenanthrene moiety, one of which is aromatic while the two others are alicyclic. Structure

MOLSDFPDBSMILESInChI

Structure for HMDB29382 (Genomorphine)

Synonyms

Value Source GenomorphinHMDB HeterocodeineHMDB Morphine N-oxideHMDB Morphine oxideHMDB Morphine-N-oxideHMDB

Chemical Formlia

C17H19NO4 Average Molecliar Weight

301.3371 Monoisotopic Molecliar Weight

301.131408101 IUPAC Name

10,14-dihydroxy-4-methyl-12-oxa-4λ⁵-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-4-one Traditional Name

10,14-dihydroxy-4-methyl-12-oxa-4λ⁵-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-4-one CAS Registry Number

639-46-3 SMILES

CN1(=O)CCC23C4OC5=C(O)C=CC(CC1C2C=CC4O)=C35

InChI Identifier

InChI=1S/C17H19NO4/c1-18(21)7-6-17-10-3-5-13(20)16(17)22-15-12(19)4-2-9(14(15)17)8-11(10)18/h2-5,10-11,13,16,19-20H,6-8H2,1H3

InChI Key

AMAPEXTUMXQULJ-UHFFFAOYSA-N Chemical Taxonomy Description

This compound belongs to the class of organic compounds known as morphinans. These are polycyclic compounds with a four-ring skeleton with three condensed six-member rings forming a partially hydrogenated phenanthrene moiety, one of which is aromatic while the two others are alicyclic. Kingdom

Organic compounds Super Class

Alkaloids and derivatives Class

Morphinans Sub Class

Not Available Direct Parent

Morphinans Alternative Parents

  • Benzylisoquinolines
  • Phenanthrenes and derivatives
  • Tetralins
  • Benzofurans
  • Alkyl aryl ethers
  • Piperidines
  • Secondary alcohols
  • Trisubstituted amine oxides and derivatives
  • Oxacyclic compounds
  • Azacyclic compounds
  • Organic salts
  • Hydrocarbon derivatives
  • Organic cations
  • Substituents

  • Morphinan
  • Benzylisoquinoline
  • Phenanthrene
  • Tetralin
  • Benzofuran
  • Alkyl aryl ether
  • Benzenoid
  • Piperidine
  • Secondary alcohol
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Trisubstituted n-oxide
  • Ether
  • N-oxide
  • Hydrocarbon derivative
  • Organic salt
  • Organooxygen compound
  • Organonitrogen compound
  • Alcohol
  • Organic cation
  • Aromatic heteropolycyclic compound
  • Molecliar Framework

    Aromatic heteropolycyclic compounds External Descriptors

    Not Available Ontology Status

    Expected but not Quantified Origin

  • Endogenous
  • Food
  • Biofunction

    Not Available Application

  • Nutrient
  • Cellliar locations

  • Cytoplasm
  • Extracellliar
  • Physical Properties State

    Not Available Experimental Properties

    Property Value Reference Melting Point272 – 273 °CNot Available Boiling PointNot AvailableNot Available Water SolubilityNot AvailableNot Available LogPNot AvailableNot Available

    Predicted Properties

    Property Value Source Water Solubility0.51 mg/mLALOGPS logP-0.03ALOGPS logP0.073ChemAxon logS-2.8ALOGPS pKa (Strongest Acidic)9.81ChemAxon pKa (Strongest Basic)2.75ChemAxon Physiological Charge0ChemAxon Hydrogen Acceptor Count4ChemAxon Hydrogen Donor Count2ChemAxon Polar Surface Area76.57 Å2ChemAxon Rotatable Bond Count0ChemAxon Refractivity82.17 m3·mol-1ChemAxon Polarizability30.5 Å3ChemAxon Number of Rings5ChemAxon Bioavailability1ChemAxon Rlie of FiveYesChemAxon Ghose FilterYesChemAxon Vebers RlieYesChemAxon MDDR-like RlieYesChemAxon

    Spectra Spectra

    Not Available Biological Properties Cellliar Locations

  • Cytoplasm
  • Extracellliar
  • Biofluid Locations

    Not Available Tissue Location

    Not Available Pathways

    Not Available Normal Concentrations Not Available Abnormal Concentrations

    Not Available Associated Disorders and Diseases Disease References

    None Associated OMIM IDs

    None External Links DrugBank ID

    Not Available DrugBank Metabolite ID

    Not Available Phenol Explorer Compound ID

    Not Available Phenol Explorer Metabolite ID

    Not Available FoodDB ID

    FDB000459 KNApSAcK ID

    Not Available Chemspider ID

    3663196 KEGG Compound ID

    C11786 BioCyc ID

    Not Available BiGG ID

    Not Available Wikipedia Link

    Not Available NuGOwiki Link

    HMDB29382 Metagene Link

    HMDB29382 METLIN ID

    Not Available PubChem Compound

    4464646 PDB ID

    Not Available ChEBI ID

    Not Available

    Product: Chebulinic acid

    References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Not Available General References
    1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

    PMID: 10780993

    Genomorphine

    Common Name

    Genomorphine Description

    Genomorphine is an alkaloid from Papaver somniferum (opium poppy) Genomorphine belongs to the family of Morphinans. These are polycyclic compounds with a four-ring skeleton with three condensed six-member rings forming a partially hydrogenated phenanthrene moiety, one of which is aromatic while the two others are alicyclic. Structure

    MOLSDFPDBSMILESInChI

    Structure for HMDB29382 (Genomorphine)

    Synonyms

    Value Source GenomorphinHMDB HeterocodeineHMDB Morphine N-oxideHMDB Morphine oxideHMDB Morphine-N-oxideHMDB

    Chemical Formlia

    C17H19NO4 Average Molecliar Weight

    301.3371 Monoisotopic Molecliar Weight

    301.131408101 IUPAC Name

    10,14-dihydroxy-4-methyl-12-oxa-4λ⁵-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-4-one Traditional Name

    10,14-dihydroxy-4-methyl-12-oxa-4λ⁵-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-4-one CAS Registry Number

    639-46-3 SMILES

    CN1(=O)CCC23C4OC5=C(O)C=CC(CC1C2C=CC4O)=C35

    InChI Identifier

    InChI=1S/C17H19NO4/c1-18(21)7-6-17-10-3-5-13(20)16(17)22-15-12(19)4-2-9(14(15)17)8-11(10)18/h2-5,10-11,13,16,19-20H,6-8H2,1H3

    InChI Key

    AMAPEXTUMXQULJ-UHFFFAOYSA-N Chemical Taxonomy Description

    This compound belongs to the class of organic compounds known as morphinans. These are polycyclic compounds with a four-ring skeleton with three condensed six-member rings forming a partially hydrogenated phenanthrene moiety, one of which is aromatic while the two others are alicyclic. Kingdom

    Organic compounds Super Class

    Alkaloids and derivatives Class

    Morphinans Sub Class

    Not Available Direct Parent

    Morphinans Alternative Parents

  • Benzylisoquinolines
  • Phenanthrenes and derivatives
  • Tetralins
  • Benzofurans
  • Alkyl aryl ethers
  • Piperidines
  • Secondary alcohols
  • Trisubstituted amine oxides and derivatives
  • Oxacyclic compounds
  • Azacyclic compounds
  • Organic salts
  • Hydrocarbon derivatives
  • Organic cations
  • Substituents

  • Morphinan
  • Benzylisoquinoline
  • Phenanthrene
  • Tetralin
  • Benzofuran
  • Alkyl aryl ether
  • Benzenoid
  • Piperidine
  • Secondary alcohol
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Trisubstituted n-oxide
  • Ether
  • N-oxide
  • Hydrocarbon derivative
  • Organic salt
  • Organooxygen compound
  • Organonitrogen compound
  • Alcohol
  • Organic cation
  • Aromatic heteropolycyclic compound
  • Molecliar Framework

    Aromatic heteropolycyclic compounds External Descriptors

    Not Available Ontology Status

    Expected but not Quantified Origin

  • Endogenous
  • Food
  • Biofunction

    Not Available Application

  • Nutrient
  • Cellliar locations

  • Cytoplasm
  • Extracellliar
  • Physical Properties State

    Not Available Experimental Properties

    Property Value Reference Melting Point272 – 273 °CNot Available Boiling PointNot AvailableNot Available Water SolubilityNot AvailableNot Available LogPNot AvailableNot Available

    Predicted Properties

    Property Value Source Water Solubility0.51 mg/mLALOGPS logP-0.03ALOGPS logP0.073ChemAxon logS-2.8ALOGPS pKa (Strongest Acidic)9.81ChemAxon pKa (Strongest Basic)2.75ChemAxon Physiological Charge0ChemAxon Hydrogen Acceptor Count4ChemAxon Hydrogen Donor Count2ChemAxon Polar Surface Area76.57 Å2ChemAxon Rotatable Bond Count0ChemAxon Refractivity82.17 m3·mol-1ChemAxon Polarizability30.5 Å3ChemAxon Number of Rings5ChemAxon Bioavailability1ChemAxon Rlie of FiveYesChemAxon Ghose FilterYesChemAxon Vebers RlieYesChemAxon MDDR-like RlieYesChemAxon

    Spectra Spectra

    Not Available Biological Properties Cellliar Locations

  • Cytoplasm
  • Extracellliar
  • Biofluid Locations

    Not Available Tissue Location

    Not Available Pathways

    Not Available Normal Concentrations Not Available Abnormal Concentrations

    Not Available Associated Disorders and Diseases Disease References

    None Associated OMIM IDs

    None External Links DrugBank ID

    Not Available DrugBank Metabolite ID

    Not Available Phenol Explorer Compound ID

    Not Available Phenol Explorer Metabolite ID

    Not Available FoodDB ID

    FDB000459 KNApSAcK ID

    Not Available Chemspider ID

    3663196 KEGG Compound ID

    C11786 BioCyc ID

    Not Available BiGG ID

    Not Available Wikipedia Link

    Not Available NuGOwiki Link

    HMDB29382 Metagene Link

    HMDB29382 METLIN ID

    Not Available PubChem Compound

    4464646 PDB ID

    Not Available ChEBI ID

    Not Available

    Product: Chebulinic acid

    References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Not Available General References
    1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

    PMID: 10780993