Showing metabocard for Morphinone (BMDB0003563)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:05:21 UTC
Update Date2020-04-22 15:12:31 UTC
BMDB IDBMDB0003563
Secondary Accession Numbers
  • BMDB03563
Metabolite Identification
Common NameMorphinone
DescriptionMorphinone 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. Based on a literature review very few articles have been published on Morphinone.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
Didehydro-4,5-alpha-epoxy-3-hydroxy-17-methylmorphinan-6-oneChEBI
Didehydro-4,5-a-epoxy-3-hydroxy-17-methylmorphinan-6-oneGenerator
Didehydro-4,5-α-epoxy-3-hydroxy-17-methylmorphinan-6-oneGenerator
Chemical FormulaC17H17NO3
Average Molecular Weight283.3218
Monoisotopic Molecular Weight283.120843415
IUPAC Name(1S,5R,13R,17R)-10-hydroxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-14-one
Traditional Namemorphinone
CAS Registry Number467-02-7
SMILES
[H][C@@]12OC3=C(O)C=CC4=C3[C@@]11CCN(C)[C@H](C4)[C@]1([H])C=CC2=O
InChI Identifier
InChI=1S/C17H17NO3/c1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18/h2-5,10-11,16,19H,6-8H2,1H3/t10-,11+,16-,17-/m0/s1
InChI KeyPFBSOANQDDTNGJ-YNHQPCIGSA-N
Chemical Taxonomy
Description 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.
KingdomOrganic compounds
Super ClassAlkaloids and derivatives
ClassMorphinans
Sub ClassNot Available
Direct ParentMorphinans
Alternative Parents
Substituents
  • Morphinan
  • Phenanthrene
  • Isoquinolone
  • Tetralin
  • Coumaran
  • Cyclohexenone
  • Alkyl aryl ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Aralkylamine
  • Piperidine
  • Benzenoid
  • Ketone
  • Tertiary amine
  • Tertiary aliphatic amine
  • Ether
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Organooxygen compound
  • Organonitrogen compound
  • Amine
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Organic oxide
  • Organic oxygen compound
  • Carbonyl group
  • Organopnictogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.44ALOGPS
logP1.66ChemAxon
logS-1.9ALOGPS
pKa (Strongest Acidic)10.1ChemAxon
pKa (Strongest Basic)8.46ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area49.77 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity79.36 m³·mol⁻¹ChemAxon
Polarizability29.34 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0003563
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023197
KNApSAcK IDC00051855
Chemspider ID4573586
KEGG Compound IDC01735
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkMorphinone
METLIN ID6955
PubChem Compound5459823
PDB IDNot Available
ChEBI ID16315
References
Synthesis ReferenceRapoport, Henry; Baker, Don R.; Reist, Helen N. Morphinone. Journal of Organic Chemistry (1957), 22 1489-92.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available