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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 02:01:31 UTC
Update Date2021-09-26 22:58:57 UTC
HMDB IDHMDB0248596
Secondary Accession NumbersNone
Metabolite Identification
Common NameAripiprazole lauroxil
Descriptionaripiprazole lauroxil, also known as aristada or alks 9070, belongs to the class of organic compounds known as phenylpiperazines. Phenylpiperazines are compounds containing a phenylpiperazine skeleton, which consists of a piperazine bound to a phenyl group. Based on a literature review a significant number of articles have been published on aripiprazole lauroxil. This compound has been identified in human blood as reported by (PMID: 31557052 ). Aripiprazole lauroxil is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Aripiprazole lauroxil is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
Thumb
Synonyms
ValueSource
ALKS 9070ChEBI
ALKS 9072ChEBI
AristadaChEBI
Dodecanoic acid, (7-(4-(4-(2,3-dichlorophenyl)-1-piperazinyl)butoxy)-3,4-dihydro-2-oxo-1(2H)-quinolinyl)methyl esterChEBI
RDC 3317ChEBI
RDC-3317ChEBI
Dodecanoate, (7-(4-(4-(2,3-dichlorophenyl)-1-piperazinyl)butoxy)-3,4-dihydro-2-oxo-1(2H)-quinolinyl)methyl esterGenerator
RDC-3317ARIPIPRAZOLE lauroxilChEMBL
Chemical FormulaC36H51Cl2N3O4
Average Molecular Weight660.72
Monoisotopic Molecular Weight659.3256625
IUPAC Name(7-{4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butoxy}-2-oxo-1,2,3,4-tetrahydroquinolin-1-yl)methyl dodecanoate
Traditional Name(7-{4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butoxy}-2-oxo-3,4-dihydroquinolin-1-yl)methyl dodecanoate
CAS Registry NumberNot Available
SMILES
CCCCCCCCCCCC(=O)OCN1C(=O)CCC2=CC=C(OCCCCN3CCN(CC3)C3=CC=CC(Cl)=C3Cl)C=C12
InChI Identifier
InChI=1S/C36H51Cl2N3O4/c1-2-3-4-5-6-7-8-9-10-16-35(43)45-28-41-33-27-30(19-17-29(33)18-20-34(41)42)44-26-12-11-21-39-22-24-40(25-23-39)32-15-13-14-31(37)36(32)38/h13-15,17,19,27H,2-12,16,18,20-26,28H2,1H3
InChI KeyDDINXHAORAAYAD-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenylpiperazines. Phenylpiperazines are compounds containing a phenylpiperazine skeleton, which consists of a piperazine bound to a phenyl group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassDiazinanes
Sub ClassPiperazines
Direct ParentPhenylpiperazines
Alternative Parents
Substituents
  • Phenylpiperazine
  • N-arylpiperazine
  • Tetrahydroquinolone
  • Quinolone
  • Tetrahydroquinoline
  • Tertiary aliphatic/aromatic amine
  • 1,2-dichlorobenzene
  • Aniline or substituted anilines
  • Dialkylarylamine
  • Alkyl aryl ether
  • Chlorobenzene
  • Halobenzene
  • Fatty acid ester
  • N-alkylpiperazine
  • Aryl halide
  • Monocyclic benzene moiety
  • Aryl chloride
  • Fatty acyl
  • Benzenoid
  • Tertiary carboxylic acid amide
  • Amino acid or derivatives
  • Carboxamide group
  • Carboxylic acid ester
  • Tertiary aliphatic amine
  • Tertiary amine
  • Lactam
  • Ether
  • Azacycle
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Amine
  • Carbonyl group
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organohalogen compound
  • Organochloride
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP7.91ALOGPS
logP9.33ChemAxon
logS-6.4ALOGPS
pKa (Strongest Basic)7.46ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area62.32 ŲChemAxon
Rotatable Bond Count20ChemAxon
Refractivity183.74 m³·mol⁻¹ChemAxon
Polarizability76.68 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M-2H]-284.44530932474
DeepCCS[M+Na]+259.86930932474
AllCCS[M+H]+244.932859911
AllCCS[M+H-H2O]+244.432859911
AllCCS[M+NH4]+245.232859911
AllCCS[M+Na]+245.332859911
AllCCS[M-H]-227.732859911
AllCCS[M+Na-2H]-232.232859911
AllCCS[M+HCOO]-237.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Aripiprazole lauroxilCCCCCCCCCCCC(=O)OCN1C(=O)CCC2=CC=C(OCCCCN3CCN(CC3)C3=CC=CC(Cl)=C3Cl)C=C125070.6Standard polar33892256
Aripiprazole lauroxilCCCCCCCCCCCC(=O)OCN1C(=O)CCC2=CC=C(OCCCCN3CCN(CC3)C3=CC=CC(Cl)=C3Cl)C=C124663.1Standard non polar33892256
Aripiprazole lauroxilCCCCCCCCCCCC(=O)OCN1C(=O)CCC2=CC=C(OCCCCN3CCN(CC3)C3=CC=CC(Cl)=C3Cl)C=C125222.2Semi standard non polar33892256
Spectra

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aripiprazole lauroxil 10V, Positive-QTOFsplash10-03di-0000908000-9ca083216f3ea90466b92021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aripiprazole lauroxil 20V, Positive-QTOFsplash10-03di-2100902000-ff03231fbeb6bdd42e352021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aripiprazole lauroxil 40V, Positive-QTOFsplash10-01p9-2793805000-d64a88e30a9599dfb5c32021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aripiprazole lauroxil 10V, Negative-QTOFsplash10-0a4i-0000709000-9e091e058e3e1dd4900c2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aripiprazole lauroxil 20V, Negative-QTOFsplash10-056s-0100902000-5fb97aa2e01fdad5ca582021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aripiprazole lauroxil 40V, Negative-QTOFsplash10-002b-0330901000-b2cc3f0d55dadd84cfa92021-10-12Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal 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 ID28651973
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkAripiprazole lauroxil
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID90930
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]