| 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