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Showing Compound Oripavine (FDB002075)

Record Information
Version1.0
Creation date2010-04-08 22:05:13 UTC
Update date2020-02-24 19:10:24 UTC
Primary IDFDB002075
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameOripavine
DescriptionOripavine 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. Oripavine is a very strong basic compound (based on its pKa). Oripavine has been detected, but not quantified in, several different foods, such as allium (onion), pili nuts, towel gourds, mixed nuts, and saskatoon berries. This could make oripavine a potential biomarker for the consumption of these foods.
CAS Number467-04-9
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
6,7,8,14-Tetradehydro-4,5-epoxy-6-methoxy-17-methylmorphinan-3-olHMDB
Oripavinedb_source
Predicted Properties
PropertyValueSource
Water Solubility0.87 g/LALOGPS
logP2.58ALOGPS
logP1.25ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)7.36ChemAxon
pKa (Strongest Basic)11.09ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area41.93 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity86.18 m³·mol⁻¹ChemAxon
Polarizability31.58 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC18H19NO3
IUPAC name14-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,14,16-pentaen-10-ol
InChI IdentifierInChI=1S/C18H19NO3/c1-19-8-7-18-11-4-6-14(21-2)17(18)22-16-13(20)5-3-10(15(16)18)9-12(11)19/h3-6,12,17,20H,7-9H2,1-2H3
InChI KeyZKLXUUYLEHCAMF-UHFFFAOYSA-N
Isomeric SMILESCOC1=CC=C2C3CC4=C5C(OC1C25CCN3C)=C(O)C=C4
Average Molecular Weight297.3484
Monoisotopic Molecular Weight297.136493479
Classification
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 ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 72.71%; H 6.44%; N 4.71%; O 16.14%DFC
Melting PointMp 201-202°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]20D -216.9 (c, 3.44 in CHCl3)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSOripavine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-001l-0090000000-fa6976ff06a0709a568eSpectrum
Predicted GC-MSOripavine, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0uka-3029000000-e16785ea0b5328feaa68Spectrum
Predicted GC-MSOripavine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSOripavine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0090000000-d6fbb5a289eda927d73d2015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-0090000000-6e5324047e5f47efb3712015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pbi-4090000000-9b0dacc89bfff3dbe6832015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0090000000-081253287a6e95e024282015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0090000000-d085105127d814824e052015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a5l-2090000000-bab6d89f58af7274f5b92015-05-27View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0090000000-f0a7b42101b1968126a52021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0090000000-3894a0b10aff258e6a192021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udm-0090000000-35010730309bed2a36452021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0090000000-620f87966eb750d6f48d2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-0090000000-620f87966eb750d6f48d2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0002-1090000000-62b20cd06850a208029c2021-09-25View Spectrum
NMRNot Available
ChemSpider ID544349
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID626667
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB30251
CRC / DFC (Dictionary of Food Compounds) IDBCL24-J:CDX58-W
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00028775
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference