dihydrocodeine (CED0006234)

Record Information
Version1.0
Creation Date2016-06-03 11:12:04 UTC
Update Date2026-05-14 17:08:21 UTC
SynCED IDCED0006234
Secondary Accession Numbers
  • CHEM043722
Identification
Common Namedihydrocodeine
ClassSmall Molecule
Description
Dihydrocodeine is an organic compound with the formula C18H23NO3 and an average molecular weight of 301.38 g/mol. Dihydrocodeine belongs to the morphinans, a class of alkaloids and derivatives within the organic compounds. This compound is found in or released from three recorded sources: drinking water and water supply (drinking water), healthcare, pharmaceuticals and veterinary products (analgesics), and household cleaning and consumer products (non electric simulated smoking devices). The recorded exposure route for dihydrocodeine is oral. Regarding its biological activity, one protein target has been recorded: it acts as an antagonist of the Mu-type opioid receptor (OPRM1).
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
RemedacenKegg
Dihydrocodeine hydrochloride, (5alpha,6alpha)-isomerMeSH
DHC ContinusMeSH
TiamonMeSH
ParacodinaMeSH
Dihydrocodeine phosphate (1:1), (5alpha,6alpha)-isomerMeSH
Dihydrocodeine tartrate (1:1), (5alpha,6beta)-(R-(r*,r*))-isomerMeSH
Dihydrocodeine, (5alpha,6beta,14alpha)-isomerMeSH
ParacodinMeSH
Dihydrocodeine acetate, (5alpha,6alpha)-isomerMeSH
TosidrinMeSH
Dihydrocodeine, thiocyanate salt (5alpha,6alpha)-isomerMeSH
Paramol 118MeSH
Dihydrocodeine tartrate (1:1), (5alpha,6alpha)-(R-(r*,r*))-isomerMeSH
DHC MundipharmaMeSH
Dihydrocodeine, (5alpha,6beta)-isomerMeSH
Dihydrocodeine, (5alpha,6alpha,14alpha)-isomerMeSH
ContugesicMeSH
Dihydrocodeine bitartrateMeSH
DicodinMeSH
RikodeineMeSH
Chemical FormulaC18H23NO3
Average Molecular Mass301.380 g/mol
Monoisotopic Mass301.168 g/mol
CAS Registry Number125-28-0
IUPAC Name(1S,5R,13R,14S,17R)-10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10-trien-14-ol
Traditional Namedihydrocodeine
SMILES[H][C@@]12OC3=C(OC)C=CC4=C3[C@@]11CCN(C)[C@]([H])(C4)[C@]1([H])CC[C@@H]2O
InChI IdentifierInChI=1S/C18H23NO3/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19/h3,6,11-13,17,20H,4-5,7-9H2,1-2H3/t11-,12+,13-,17-,18-/m0/s1
InChI KeyRBOXVHNMENFORY-DNJOTXNNSA-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
  • Tetralin
  • Coumaran
  • Anisole
  • Aralkylamine
  • Alkyl aryl ether
  • Benzenoid
  • Piperidine
  • Cyclic alcohol
  • Tertiary aliphatic amine
  • Tertiary amine
  • Secondary alcohol
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Ether
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Amine
  • Alcohol
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility2.38 g/LALOGPS
logP1.58ALOGPS
logP1.55ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)14.15ChemAxon
pKa (Strongest Basic)9.33ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area41.93 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity83.64 m³·mol⁻¹ChemAxon
Polarizability32.82 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0fe3-3090000000-0e18b782719802231e79Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0009000000-0621835c3e6c1a244d1cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0009000000-215351ab6e3d6923cb7aNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0239000000-d9a28afb4f2a26a792fbNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0f6t-0931000000-8f6a91fec0761febddaeNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-006t-0910000000-b17807fd1304c69ce71dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0009000000-422aaa0732f083783954Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0009000000-6826eb02e5bf4f87fde7Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0359000000-b1a87ac83b5ead5b10baNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0f6t-0941000000-85f127ae74a67d7544d7Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-006t-0910000000-fc3b87d3fb93d21f90f4Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-062d-0900000000-c8e88928923875169e0bNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-0039000000-4238c0cb5fdead80193dNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-1097000000-268aed967a07602768ffNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4l-4090000000-d83fb9c3cca6f6a25d0eNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-0019000000-7a43f703263f20cf36acNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-0069000000-1632a9b59a1a28a34817Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000x-0190000000-1fce2cd9c7f39a5982d1Not AvailableView Spectrum
Toxicity Profile
Toxicity Values
Toxicity ValueOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalToxicity RatingReference
294.0 Log mg/kg [170:520]RatLD50oralpredictedNot AvailableNot Available
Toxicity / Toxin ClassNot Available
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Health Effects
Health EffectRelationshipDirectionDescriptionReference
Exposure Sources
Source IDSourceSectorReference
CEDs000010Insecticides?Insecticides are synthetic chemicals designed to control or eliminate insect pests that threaten crops and other agricultural products.Agriculture & land managementPubChem
CEDs000115Drinking water?Drinking water can be a medium for synthetic chemical contamination, often originating from various industrial processes and agricultural practices.Drinking water & water supplyNot Available
CEDs000233Brushes?Brushes used in personal care and cosmetics can be a source of synthetic chemical contamination due to the materials and coatings used in their manufacturing.Personal care & cosmeticsPubChem
CEDs000370Analgesics?Analgesics are a class of synthetic chemicals designed to alleviate pain.Healthcare, pharmaceuticals & veterinary productsNot Available
CEDs000511Conductors Or Conductive Bodies Characterised By The Conductive Materials?Conductors, or conductive bodies, are materials that allow the flow of electrical current, typically made from metals such as copper, aluminum, or silver.Electrical & Electronic EquipmentPubChem
CEDs000517Electric Switches?Electric switches, integral components in numerous devices, can be a source of synthetic chemical contamination due to the materials and manufacturing processes involved in their production.Electrical & Electronic EquipmentPubChem
CEDs000518Electrically Stimulated Smoking Devices?Electrically stimulated smoking devices, commonly known as e-cigarettes or vape pens, utilize electrical components to heat a liquid solution, often containing nicotine, flavorings, and other additives, to produce an aerosol for inhalation.Electrical & Electronic EquipmentPubChem
CEDs000519Electrodes?Electrodes, used in various electrical and electronic applications, can be a source of synthetic chemical contamination due to the materials from which they are constructed and the processes involved in their manufacturing.Electrical & Electronic EquipmentPubChem
CEDs000545Food Preservation?Food preservation often involves the use of synthetic chemicals, such as preservatives, flavor enhancers, and color additives, to extend shelf life and enhance the sensory qualities of food products.Food, food processing & cookwarePubChem
CEDs000556Cigar Cigarettes?Cigar cigarettes are a source of synthetic chemical contamination due to the combustion of various tobacco blends and additives.Household cleaning & consumer productsPubChem
CEDs000559Non Electric Simulated Smoking Devices?Non-electric simulated smoking devices, often designed to mimic the experience of smoking without combustion, can be sources of synthetic chemical contamination due to the materials and chemicals used in their construction and operation.Household cleaning & consumer productsPubChem
CEDs000561Perfumes Within Detergents And Soaps?Perfumes within detergents and soaps are synthetic fragrance compounds added to enhance the sensory experience of cleaning products.Household cleaning & consumer productsPubChem
CEDs000569Tobacco Smoke Filters?Tobacco smoke filters are designed to reduce the inhalation of harmful substances in cigarette smoke, including tar and other particulate matter.Household cleaning & consumer productsPubChem
CEDs000580Manufacture Preparation Of Tobacco Products?The manufacture and preparation of tobacco products involve various processes that can result in the introduction of synthetic chemicals into the environment.Industrial manufacturing & chemical processingPubChem
CEDs000596Acaricides?Acaricides are synthetic chemicals specifically designed to target and control mite populations that can damage crops and plants.Agriculture & land managementPubChem
CEDs000600Herbicides And Algicides?Herbicides and algicides are synthetic chemicals primarily used to control unwanted plants and algae in various environments.Agriculture & land managementPubChem
CEDs000606Plant Growth Regulators?Plant Growth Regulators (PGRs) are synthetic chemicals designed to influence the growth and development of plants.Agriculture & land managementPubChem
CEDs000610Aftersun Products?Aftersun products are designed to soothe and hydrate the skin after sun exposure, often containing various synthetic chemicals such as emollients, preservatives, and fragrances.Personal care & cosmeticsPubChem
CEDs000611Anti Perspirants Or Body Deoderants?Antiperspirants and body deodorants commonly contain synthetic chemicals such as aluminum compounds, parabens, and synthetic fragrances.Personal care & cosmeticsPubChem
CEDs000632Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.Textiles, leather & furnishingsPubChem
CEDs000642Footwear?Footwear production often involves the use of various synthetic chemicals, such as adhesives, dyes, and treatments, which can contribute to environmental contamination.Textiles, leather & furnishingsPubChem
CEDs000643Headwear?Headwear made from synthetic materials often incorporates chemicals used in the manufacturing and finishing processes, such as dyes, flame retardants, and water repellents.Textiles, leather & furnishingsPubChem
CEDs000650Purses Luggage Hand Bags?Purses, luggage, and handbags are often manufactured using synthetic materials such as polyvinyl chloride (PVC), polyurethane, and various types of nylon.Textiles, leather & furnishingsPubChem
CEDs000651Purses Money Bags Wallets?Purses, money bags, and wallets are often manufactured using synthetic materials, including plastics, polyurethanes, and various treated fabrics.Textiles, leather & furnishingsPubChem
CEDs000671Airplanes And Helicopters?Airplanes and helicopters are significant sources of synthetic chemical contamination primarily through the use of aviation fuels, lubricants, and de-icing agents.Aviation & AerospacePubChem
CEDs000685Ceramics?Ceramics can be a source of synthetic chemical contamination through various additives and processing agents used in their production.Building & ConstructionPubChem
CEDs000693Silica Glass?Silica glass, primarily composed of silicon dioxide (SiO2), is widely used in various applications, including windows, glass facades, and insulation materials.Building & ConstructionPubChem
CEDs000696Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.Industrial manufacturing & chemical processingPubChem
CEDs000727Printing Machines Or Presses?Printing machines or presses commonly utilize synthetic chemicals such as inks, solvents, and cleaning agents.Paper, pulp & fiber productsPubChem
CEDs000734Coating Compositions?Coating compositions, which include paints, sealants, and varnishes, are formulated with a variety of synthetic chemicals such as solvents, resins, pigments, and additives.Building & ConstructionPubChem
CEDs000735Explosives?Explosives are chemical compounds or mixtures designed to undergo rapid decomposition, releasing energy in the form of gas and heat.Defense & military infrastructurePubChem
CEDs000741Pigment Pastes?Pigment pastes are concentrated dispersions of pigments used to impart color and properties to materials.Paper, pulp & fiber productsPubChem
CEDs000744Water, Wastewater, & Sewage Treatment?Water, wastewater, and sewage treatment processes are critical for managing and mitigating pollutants in water systems.Wastewater, sanitation & biosolidsPubChem
Pathways
3 pathwaysPathway Source: PathBank
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Mu-type opioid receptor structureClick to view 3D structureMu-type opioid receptorP35372HumansPredicted (SEA)
Prediction Confidence Score
0.54
Applicability Domain
0.737
Statistical Significance
0.0063
Supporting Reference Compounds
527
E-value
49.045
Delta-type opioid receptor structureClick to view 3D structureDelta-type opioid receptorP41143HumansPredicted (SEA)
Prediction Confidence Score
0.535
Applicability Domain
0.737
Statistical Significance
0.0075
Supporting Reference Compounds
427
E-value
58.3869
Mu-type opioid receptor structureClick to view 3D structureMu-type opioid receptorP42866Mus musculusPredicted (SEA)
Prediction Confidence Score
0.517
Applicability Domain
0.737
Statistical Significance
0.0022
Supporting Reference Compounds
107
E-value
17.2047
Kappa-type opioid receptor structureClick to view 3D structureKappa-type opioid receptorP41145HumansPredicted (SEA)
Prediction Confidence Score
0.433
Applicability Domain
0.565
Statistical Significance
0.016
Supporting Reference Compounds
532
E-value
124.325
Click to view 3D structureKappa-type opioid receptorP41144Cavia porcellusPredicted (SEA)
Prediction Confidence Score
0.429
Applicability Domain
0.484
Statistical Significance
0.0142
Supporting Reference Compounds
199
E-value
110.234
Click to view 3D structureKappa-type opioid receptorP33534Mus musculusPredicted (SEA)
Prediction Confidence Score
0.422
Applicability Domain
0.565
Statistical Significance
0.0051
Supporting Reference Compounds
61
E-value
39.3917
Click to view 3D structureMu-type opioid receptorP33535Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.414
Applicability Domain
0.484
Statistical Significance
0.0189
Supporting Reference Compounds
229
E-value
147.524
Click to view 3D structureMu-type opioid receptorP97266Cavia porcellusPredicted (SEA)
Prediction Confidence Score
0.414
Applicability Domain
0.484
Statistical Significance
0.0176
Supporting Reference Compounds
186
E-value
136.703
Click to view 3D structureDelta-type opioid receptorP33533Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.41
Applicability Domain
0.484
Statistical Significance
0.0147
Supporting Reference Compounds
164
E-value
114.127
Sigma non-opioid intracellular receptor 1 structureClick to view 3D structureSigma non-opioid intracellular receptor 1Q99720HumansPredicted (SEA)
Prediction Confidence Score
0.406
Applicability Domain
0.484
Statistical Significance
0.0109
Supporting Reference Compounds
562
E-value
84.7778
Mas-related G-protein coupled receptor member X2 structureClick to view 3D structureMas-related G-protein coupled receptor member X2Q96LB1HumansPredicted (SEA)
Prediction Confidence Score
0.391
Applicability Domain
0.484
Statistical Significance
0.0079
Supporting Reference Compounds
16
E-value
61.5787
Delta-type opioid receptor structureClick to view 3D structureDelta-type opioid receptorP32300Mus musculusPredicted (SEA)
Prediction Confidence Score
0.386
Applicability Domain
0.484
Statistical Significance
0.0204
Supporting Reference Compounds
166
E-value
159.046
Click to view 3D structureKappa-type opioid receptorP34975Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.352
Applicability Domain
0.484
Statistical Significance
0.0175
Supporting Reference Compounds
66
E-value
136.392
Click to view 3D structureAcetylcholinesteraseO42275Electrophorus electricusPredicted (SEA)
Prediction Confidence Score
0.338
Applicability Domain
0.386
Statistical Significance
0.0122
Supporting Reference Compounds
206
E-value
95.1318
Acetylcholinesterase structureClick to view 3D structureAcetylcholinesteraseP22303HumansPredicted (SEA)
Prediction Confidence Score
0.32
Applicability Domain
0.386
Statistical Significance
0.0261
Supporting Reference Compounds
406
E-value
203.342
Click to view 3D structureMu-type opioid receptorP79350Bos taurusPredicted (SEA)
Prediction Confidence Score
0.313
Applicability Domain
0.484
Statistical Significance
0.002
Supporting Reference Compounds
17
E-value
15.4141
Nociceptin receptor structureClick to view 3D structureNociceptin receptorP41146HumansPredicted (SEA)
Prediction Confidence Score
0.309
Applicability Domain
0.484
Statistical Significance
0.021
Supporting Reference Compounds
73
E-value
163.406
Acetylcholinesterase structureClick to view 3D structureAcetylcholinesteraseP04058Torpedo californicaPredicted (SEA)
Prediction Confidence Score
0.302
Applicability Domain
0.386
Statistical Significance
0.0037
Supporting Reference Compounds
30
E-value
28.9599
Click to view 3D structureSigma non-opioid intracellular receptor 1Q9R0C9Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.296
Applicability Domain
0.4
Statistical Significance
0.0245
Supporting Reference Compounds
207
E-value
191.12
Sodium-dependent serotonin transporter structureClick to view 3D structureSodium-dependent serotonin transporterP31645HumansPredicted (SEA)
Prediction Confidence Score
0.293
Applicability Domain
0.4
Statistical Significance
0.0599
Supporting Reference Compounds
593
E-value
466.083
Click to view 3D structureCholinesteraseP81908Equus caballusPredicted (SEA)
Prediction Confidence Score
0.286
Applicability Domain
0.386
Statistical Significance
0.0355
Supporting Reference Compounds
201
E-value
276.598
Click to view 3D structureAcetylcholinesteraseP37136Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.277
Applicability Domain
0.386
Statistical Significance
0.0206
Supporting Reference Compounds
95
E-value
160.603
Voltage-gated inwardly rectifying potassium channel KCNH2 structureClick to view 3D structureVoltage-gated inwardly rectifying potassium channel KCNH2Q12809HumansPredicted (SEA)
Prediction Confidence Score
0.277
Applicability Domain
0.429
Statistical Significance
0.2884
Supporting Reference Compounds
1498
E-value
2244.94
Alpha-2A adrenergic receptor structureClick to view 3D structureAlpha-2A adrenergic receptorP08913HumansPredicted (SEA)
Prediction Confidence Score
0.275
Applicability Domain
0.484
Statistical Significance
0.0788
Supporting Reference Compounds
487
E-value
613.374
Orexin/Hypocretin receptor type 1 structureClick to view 3D structureOrexin/Hypocretin receptor type 1O43613HumansPredicted (SEA)
Prediction Confidence Score
0.275
Applicability Domain
0.36
Statistical Significance
0.0093
Supporting Reference Compounds
70
E-value
72.2441
Concentrations
Not Available
External Links
DrugBank IDDB01551
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkDihydrocodeine
Chemspider IDNot Available
ChEBI IDNot Available
PubChem Compound ID5284543
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available