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 |
- (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
|
PMID: 10780993