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Identification
NameDihydroetorphine
Accession NumberDB01450
Typesmall molecule
Groupsexperimental, illicit
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS number14357-76-7
WeightAverage: 413.5497
Monoisotopic: 413.256608613
Chemical FormulaC25H35NO4
InChI KeyBRTSNYPDACNMIP-FAWZKKEFSA-N
InChI
InChI=1S/C25H35NO4/c1-5-8-22(2,28)17-14-23-9-10-25(17,29-4)21-24(23)11-12-26(3)18(23)13-15-6-7-16(27)20(30-21)19(15)24/h6-7,17-18,21,27-28H,5,8-14H2,1-4H3/t17-,18-,21-,22-,23-,24+,25-/m1/s1
IUPAC Name
(1S,2R,6S,14R,15R,16R)-16-[(2R)-2-hydroxypentan-2-yl]-15-methoxy-3-methyl-13-oxa-3-azahexacyclo[13.2.2.1^{2,8}.0^{1,6}.0^{6,14}.0^{7,12}]icosa-7,9,11-trien-11-ol
SMILES
[H][C@@]12OC3=C(O)C=CC4=C3[C@@]11CCN(C)[C@]([H])(C4)[C@]11CC[C@@]2(OC)[C@]([H])(C1)[C@](C)(O)CCC
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassAlkaloids and Derivatives
ClassMorphinans
SubclassNot Available
Direct parentMorphinans
Alternative parentsBenzylisoquinolines; Phenanthrenes and Derivatives; Tetralins; Azaspirodecane Derivatives; Aromatic Monoterpenes; Benzofurans; Alkyl Aryl Ethers; Phenols and Derivatives; Piperidines; Tertiary Alcohols; Tertiary Amines; Enols; Polyamines
Substituentsphenanthrene; azaspirodecane; tetralin; aromatic monoterpene; monoterpene; benzofuran; alkyl aryl ether; phenol derivative; benzene; piperidine; tertiary alcohol; tertiary amine; polyamine; ether; enol; amine; alcohol; organonitrogen compound
Classification descriptionThis compound belongs to the 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.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 0.9829
Blood Brain Barrier + 0.9712
Caco-2 permeable + 0.7053
P-glycoprotein substrate Substrate 0.9173
P-glycoprotein inhibitor I Inhibitor 0.7031
P-glycoprotein inhibitor II Non-inhibitor 0.8397
Renal organic cation transporter Non-inhibitor 0.6108
CYP450 2C9 substrate Non-substrate 0.8678
CYP450 2D6 substrate Substrate 0.7836
CYP450 3A4 substrate Substrate 0.8022
CYP450 1A2 substrate Non-inhibitor 0.9409
CYP450 2C9 substrate Non-inhibitor 0.8912
CYP450 2D6 substrate Non-inhibitor 0.6514
CYP450 2C19 substrate Non-inhibitor 0.8578
CYP450 3A4 substrate Non-inhibitor 0.8133
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9418
Ames test Non AMES toxic 0.7704
Carcinogenicity Non-carcinogens 0.9335
Biodegradation Not ready biodegradable 0.9958
Rat acute toxicity 3.4494 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.8552
hERG inhibition (predictor II) Non-inhibitor 0.6577
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
water solubility1.14e-01 g/lALOGPS
logP2.98ALOGPS
logP2.66ChemAxon
logS-3.6ALOGPS
pKa (strongest acidic)7.5ChemAxon
pKa (strongest basic)11.87ChemAxon
physiological charge1ChemAxon
hydrogen acceptor count5ChemAxon
hydrogen donor count2ChemAxon
polar surface area62.16ChemAxon
rotatable bond count4ChemAxon
refractivity115.55ChemAxon
polarizability46.49ChemAxon
number of rings6ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterYesChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ResourceLink
PubChem Compound107765
PubChem Substance46507682
ChemSpider96924
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available
Comments
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Drug created on July 31, 2007 07:09 / Updated on September 16, 2013 17:14