Desomorphine

Identification

Generic Name
Desomorphine
DrugBank Accession Number
DB01531
Background

Not Available

Type
Small Molecule
Groups
Experimental, Illicit
Structure
Weight
Average: 271.36
Monoisotopic: 271.15722892
Chemical Formula
C17H21NO2
Synonyms
  • 4,5-epoxy-3-hydroxy-n-methylmorphinan
  • 6-deoxy-7,8-dihydromorphine
  • Deoxydihydromorphine D
  • Desomorphine
  • Dihydrodeoxymorphine
  • Dihydrodesoxymorphine D
External IDs
  • IDS-ND-002
  • IDS-ND-002(SECT.3)

Pharmacology

Indication

Not Available

Reduce drug development failure rates
Build, train, & validate machine-learning models
with evidence-based and structured datasets.
See how
Build, train, & validate predictive machine-learning models with structured datasets.
See how
Contraindications & Blackbox Warnings
Prevent Adverse Drug Events Today
Tap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.
Learn more
Avoid life-threatening adverse drug events with our Clinical API
Learn more
Pharmacodynamics

Not Available

Mechanism of action
Not Available
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
Improve decision support & research outcomes
With structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!
See the data
Improve decision support & research outcomes with our structured adverse effects data.
See a data sample
Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
DrugInteraction
1,2-BenzodiazepineThe risk or severity of adverse effects can be increased when Desomorphine is combined with 1,2-Benzodiazepine.
AcetazolamideThe risk or severity of CNS depression can be increased when Acetazolamide is combined with Desomorphine.
AcetophenazineThe risk or severity of hypotension and CNS depression can be increased when Acetophenazine is combined with Desomorphine.
AclidiniumThe risk or severity of adverse effects can be increased when Aclidinium is combined with Desomorphine.
AgomelatineThe risk or severity of CNS depression can be increased when Desomorphine is combined with Agomelatine.
Food Interactions
Not Available

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
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
Phenanthrenes and derivatives / Tetralins / Coumarans / Aralkylamines / Alkyl aryl ethers / 1-hydroxy-2-unsubstituted benzenoids / Piperidines / Trialkylamines / Oxacyclic compounds / Azacyclic compounds
show 2 more
Substituents
1-hydroxy-2-unsubstituted benzenoid / Alkyl aryl ether / Amine / Aralkylamine / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Coumaran / Ether / Hydrocarbon derivative
show 13 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
7OP86J5E33
CAS number
427-00-9
InChI Key
LNNWVNGFPYWNQE-GMIGKAJZSA-N
InChI
InChI=1S/C17H21NO2/c1-18-8-7-17-11-3-2-4-14(17)20-16-13(19)6-5-10(15(16)17)9-12(11)18/h5-6,11-12,14,19H,2-4,7-9H2,1H3/t11-,12+,14-,17+/m0/s1
IUPAC Name
(1S,5R,13S,17R)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7,9,11(18)-trien-10-ol
SMILES
[H][C@@]12CCC[C@@]3([H])[C@@]4([H])CC5=CC=C(O)C(O1)=C5[C@@]23CCN4C

References

General References
Not Available
PubChem Compound
5362456
PubChem Substance
46506785
ChemSpider
4515044
ChEBI
135119
ChEMBL
CHEMBL2106274
ZINC
ZINC000004215567
Wikipedia
Desomorphine

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.86 mg/mLALOGPS
logP2.5ALOGPS
logP2.11Chemaxon
logS-2.5ALOGPS
pKa (Strongest Acidic)10.35Chemaxon
pKa (Strongest Basic)9.38Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area32.7 Å2Chemaxon
Rotatable Bond Count0Chemaxon
Refractivity77.8 m3·mol-1Chemaxon
Polarizability29.99 Å3Chemaxon
Number of Rings5Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9964
Blood Brain Barrier+0.9976
Caco-2 permeable+0.8647
P-glycoprotein substrateSubstrate0.7728
P-glycoprotein inhibitor INon-inhibitor0.8039
P-glycoprotein inhibitor IINon-inhibitor0.9509
Renal organic cation transporterInhibitor0.6957
CYP450 2C9 substrateNon-substrate0.7987
CYP450 2D6 substrateSubstrate0.8615
CYP450 3A4 substrateSubstrate0.7723
CYP450 1A2 substrateNon-inhibitor0.753
CYP450 2C9 inhibitorNon-inhibitor0.9425
CYP450 2D6 inhibitorInhibitor0.5254
CYP450 2C19 inhibitorNon-inhibitor0.7726
CYP450 3A4 inhibitorNon-inhibitor0.7977
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9193
Ames testNon AMES toxic0.6475
CarcinogenicityNon-carcinogens0.9564
BiodegradationNot ready biodegradable0.9841
Rat acute toxicity3.0641 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.7496
hERG inhibition (predictor II)Non-inhibitor0.8412
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Download (9.57 KB)
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-05bf-3090000000-349795e8887140bfd41b
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-0090000000-f3de88dfce050ece0ff5
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-0090000000-69b96530e758b8a6b4d9
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-0090000000-3ba7f4be8cc301071db7
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-0090000000-cb68a622567e72c599a1
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-01vo-0090000000-8c86f1243350d71eb0b9
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-00gi-0090000000-86a0440d8c092945907f
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-165.7871089
predicted
DarkChem Lite v0.1.0
[M-H]-169.68748
predicted
DeepCCS 1.0 (2019)
[M+H]+165.6908089
predicted
DarkChem Lite v0.1.0
[M+H]+172.08305
predicted
DeepCCS 1.0 (2019)
[M+Na]+165.9275089
predicted
DarkChem Lite v0.1.0
[M+Na]+178.00334
predicted
DeepCCS 1.0 (2019)

Drug created at July 31, 2007 13:10 / Updated at February 21, 2021 18:51