Benzylmorphine
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Explore a selection of our essential drug information below, or:
Identification
- Generic Name
- Benzylmorphine
- DrugBank Accession Number
- DB01573
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental, Illicit
- Structure
- Weight
- Average: 375.4602
Monoisotopic: 375.183443671 - Chemical Formula
- C24H25NO3
- Synonyms
- Not Available
- External IDs
- IDS-NB-002
Pharmacology
- Indication
Not Available
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- 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 outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.
- 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.Not Available
- Food Interactions
- Not Available
Categories
- Drug Categories
- Not Available
- 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 / Piperidines / Benzene and substituted derivatives / Trialkylamines / Secondary alcohols / Oxacyclic compounds show 3 more
- Substituents
- Alcohol / Alkyl aryl ether / Amine / Aralkylamine / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Coumaran / Ether / Hydrocarbon derivative show 15 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 83C78V3OL9
- CAS number
- 14297-87-1
- InChI Key
- RDJGWRFTDZZXSM-RNWLQCGYSA-N
- InChI
- InChI=1S/C24H25NO3/c1-25-12-11-24-17-8-9-19(26)23(24)28-22-20(27-14-15-5-3-2-4-6-15)10-7-16(21(22)24)13-18(17)25/h2-10,17-19,23,26H,11-14H2,1H3/t17-,18+,19-,23-,24-/m0/s1
- IUPAC Name
- (1S,5R,13R,14S,17R)-10-(benzyloxy)-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10,15-tetraen-14-ol
- SMILES
- [H][C@@]12OC3=C(OCC4=CC=CC=C4)C=CC4=C3[C@@]11CCN(C)[C@]([H])(C4)[C@]1([H])C=C[C@@H]2O
References
- Synthesis Reference
Bao-Shan Huang, Yansong Lu, Ben-Yi Ji, Aris P Christodoulou, "Preparation of naltrexone from codeine and 3-benzylmorphine." U.S. Patent US6013796, issued March, 1990.
US6013796- General References
- Not Available
- External Links
- PubChem Compound
- 5362507
- PubChem Substance
- 46504682
- ChemSpider
- 4515062
- ZINC
- ZINC000004214989
- Wikipedia
- Benzylmorphine
Clinical Trials
- Clinical Trials
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Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
Property Value Source melting point (°C) 132 °C PhysProp water solubility 400 mg/L MERCK INDEX (1996) - Predicted Properties
Property Value Source Water Solubility 0.0456 mg/mL ALOGPS logP 2.71 ALOGPS logP 3.07 Chemaxon logS -3.9 ALOGPS pKa (Strongest Acidic) 13.78 Chemaxon pKa (Strongest Basic) 9.19 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 41.93 Å2 Chemaxon Rotatable Bond Count 3 Chemaxon Refractivity 109.22 m3·mol-1 Chemaxon Polarizability 41.38 Å3 Chemaxon Number of Rings 6 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.9907 Blood Brain Barrier + 0.998 Caco-2 permeable + 0.8227 P-glycoprotein substrate Substrate 0.8828 P-glycoprotein inhibitor I Inhibitor 0.5984 P-glycoprotein inhibitor II Inhibitor 0.5852 Renal organic cation transporter Inhibitor 0.7525 CYP450 2C9 substrate Non-substrate 0.7405 CYP450 2D6 substrate Substrate 0.8919 CYP450 3A4 substrate Substrate 0.7127 CYP450 1A2 substrate Non-inhibitor 0.7559 CYP450 2C9 inhibitor Non-inhibitor 0.9054 CYP450 2D6 inhibitor Inhibitor 0.6622 CYP450 2C19 inhibitor Non-inhibitor 0.8224 CYP450 3A4 inhibitor Non-inhibitor 0.8889 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.7001 Ames test Non AMES toxic 0.8284 Carcinogenicity Non-carcinogens 0.9604 Biodegradation Not ready biodegradable 0.9962 Rat acute toxicity 2.6612 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.6913 hERG inhibition (predictor II) Non-inhibitor 0.7378
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-004i-0009000000-9827d6b512f365448074 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-00di-0109000000-9ba83c0bdc0a2f78e6a0 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-004i-0009000000-6024f8cc2913f58bb8d8 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-00di-0059000000-758daa627bc66cebd2f8 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-00bd-6059000000-058222eb09f838b0092c Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-00di-1139000000-7c4afeb6b8398a39ebfe Predicted 1H NMR Spectrum 1D NMR Not Applicable Predicted 13C NMR Spectrum 1D NMR Not Applicable - Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 194.8846355 predictedDarkChem Lite v0.1.0 [M-H]- 186.13835 predictedDeepCCS 1.0 (2019) [M+H]+ 194.8542355 predictedDarkChem Lite v0.1.0 [M+H]+ 188.9763 predictedDeepCCS 1.0 (2019) [M+Na]+ 194.4139355 predictedDarkChem Lite v0.1.0 [M+Na]+ 196.29295 predictedDeepCCS 1.0 (2019)
Drug created at July 31, 2007 13:10 / Updated at June 12, 2020 16:51