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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2013-07-22 19:50:19 UTC
Update Date2019-07-23 07:15:50 UTC
HMDB IDHMDB0061138
Secondary Accession Numbers
  • HMDB61138
Metabolite Identification
Common Namedinor-Levomethadyl acetate
Descriptiondinor-Levomethadyl acetate, also known as DNLAAM or 1 alpha-acetyldinormethadol, belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups. dinor-Levomethadyl acetate is a very strong basic compound (based on its pKa). dinor-levomethadyl acetate and formaldehyde can be biosynthesized from nor-levomethadyl acetate through its interaction with the enzyme cytochrome P450 3A7. In humans, dinor-levomethadyl acetate is involved in levomethadyl acetate metabolism pathway. Levacetylmethadol, levomethadyl acetate, Orlaam (trade name) or levo-α-acetylmethadol (LAAM) is a synthetic opioid similar in structure to methadone. dinor-Levomethadyl acetate is a metabolite of levomethadyl acetate. It has a long duration of action due to its active metabolites.
Structure
Data?1563866150
Synonyms
ValueSource
Dinor-levomethadyl acetic acidGenerator
1 alpha-Acetyldinormethadol maleate, (r*,r*)-(+-)-isomerHMDB
1 alpha-Acetyldinormethadol maleate, (S-(r*,r*))-isomerHMDB
1 alpha-Acetyldinormethadol maleateHMDB
1 alpha-Acetyldinormethadol, (R-(r*,r*))-isomerHMDB
DNLAAMHMDB
1 alpha-AcetyldinormethadolHMDB
1 alpha-Acetyldinormethadol, (-)-(S-(r*,r*))-isomerHMDB
Dinor-laamHMDB
DinorLAAMHMDB
1 alpha-Acetyldinormethadol, hydrochloride, (S-(r*,r*))-isomerHMDB
L-alpha-DinoracetylmethadolHMDB
Chemical FormulaC21H27NO2
Average Molecular Weight325.4446
Monoisotopic Molecular Weight325.204179113
IUPAC Name6-amino-4,4-diphenylheptan-3-yl acetate
Traditional Name6-amino-4,4-diphenylheptan-3-yl acetate
CAS Registry NumberNot Available
SMILES
CCC(OC(C)=O)C(CC(C)N)(C1=CC=CC=C1)C1=CC=CC=C1
InChI Identifier
InChI=1S/C21H27NO2/c1-4-20(24-17(3)23)21(15-16(2)22,18-11-7-5-8-12-18)19-13-9-6-10-14-19/h5-14,16,20H,4,15,22H2,1-3H3
InChI KeyFYQILXMAOLDNOY-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassDiphenylmethanes
Direct ParentDiphenylmethanes
Alternative Parents
Substituents
  • Diphenylmethane
  • Aralkylamine
  • Amino acid or derivatives
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Amine
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Primary aliphatic amine
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Carbonyl group
  • Organic nitrogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source:

Biological location:

Process

Naturally occurring process:

Role

Biological role:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0015 g/LALOGPS
logP4.7ALOGPS
logP4.07ChemAxon
logS-5.3ALOGPS
pKa (Strongest Basic)10.24ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area52.32 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity107.79 m³·mol⁻¹ChemAxon
Polarizability37.15 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-006x-8090000000-9bfbb8821f0593883bcdSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-056r-0059000000-48ee47febe0bc10c3111Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-067j-1092000000-8fe01e2826f76daa7175Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0avl-3090000000-ffcdf263f6f8b5d07e28Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-1069000000-526202149257afaafe5aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-05ai-4094000000-5e80bf354fb4da9cf1faSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-066u-6090000000-fb7e282077c52ca1a6ceSpectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Membrane (predicted from logP)
Biospecimen Locations
  • Blood
  • Urine
Tissue Locations
  • Kidney
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not Quantified Not AvailableNot AvailableNormal
    details
    UrineExpected but not Quantified Not AvailableNot AvailableNormal
      details
      Abnormal Concentrations
      Not Available
      Associated Disorders and Diseases
      Disease ReferencesNone
      Associated OMIM IDsNone
      DrugBank IDNot Available
      Phenol Explorer Compound IDNot Available
      FooDB IDNot Available
      KNApSAcK IDNot Available
      Chemspider IDNot Available
      KEGG Compound IDNot Available
      BioCyc IDNot Available
      BiGG IDNot Available
      Wikipedia LinkNot Available
      METLIN IDNot Available
      PubChem Compound170384
      PDB IDNot Available
      ChEBI IDNot Available
      Food Biomarker OntologyNot Available
      VMH IDNot Available
      References
      Synthesis ReferenceNot Available
      Material Safety Data Sheet (MSDS)Not Available
      General ReferencesNot Available