Showing Compound OPC (FDB004879)

Record Information

Version

1.0

Creation date

2010-04-08 22:06:26 UTC

Update date

2019-11-26 03:00:17 UTC

Primary ID

FDB004879

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

OPC

Description

Aripiprazole, also known as abilify or abilitat, 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. Aripiprazole is a very strong basic compound (based on its pKa). Aripiprazole has been detected, but not quantified in, chinese cinnamons. This could make aripiprazole a potential biomarker for the consumption of these foods. Aripiprazole is a potentially toxic compound.

CAS Number

129722-12-9

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Abilify	ChEBI
Abilitat	ChEBI
Aripiprazol	ChEBI
Aripiprazolum	ChEBI
7-(4-(4-(2,3-Dichlorophenyl)-1-piperazinyl)butyloxy)-3,4-dihydro-2(1H)-quinolinone	HMDB
Aripiprazole	biospider
Aripirazole	biospider
OPC 31	manual
OPC-14597	manual

Predicted Properties

Property	Value	Source
Water Solubility	0.0078 g/L	ALOGPS
logP	5.21	ALOGPS
logP	4.9	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	13.51	ChemAxon
pKa (Strongest Basic)	7.46	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	44.81 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	124.34 m³·mol⁻¹	ChemAxon
Polarizability	49.23 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Chemical Formula

C23H27Cl2N3O2

IUPAC name

7-{4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butoxy}-1,2,3,4-tetrahydroquinolin-2-one

InChI Identifier

InChI=1S/C23H27Cl2N3O2/c24-19-4-3-5-21(23(19)25)28-13-11-27(12-14-28)10-1-2-15-30-18-8-6-17-7-9-22(29)26-20(17)16-18/h3-6,8,16H,1-2,7,9-15H2,(H,26,29)

InChI Key

CEUORZQYGODEFX-UHFFFAOYSA-N

Isomeric SMILES

ClC1=CC=CC(N2CCN(CCCCOC3=CC4=C(CCC(=O)N4)C=C3)CC2)=C1Cl

Average Molecular Weight

448.385

Monoisotopic Molecular Weight

447.148032537

Classification

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.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazinanes

Sub Class

Piperazines

Direct Parent

Phenylpiperazines

Alternative Parents

Substituents

Phenylpiperazine
N-arylpiperazine
Tetrahydroquinolone
Quinolone
Tetrahydroquinoline
1,2-dichlorobenzene
Tertiary aliphatic/aromatic amine
Aniline or substituted anilines
Dialkylarylamine
Alkyl aryl ether
Halobenzene
Chlorobenzene
N-alkylpiperazine
Monocyclic benzene moiety
Aryl halide
Aryl chloride
Benzenoid
Carboxamide group
Secondary carboxylic acid amide
Amino acid or derivatives
Tertiary amine
Tertiary aliphatic amine
Lactam
Azacycle
Carboxylic acid derivative
Ether
Organonitrogen compound
Organooxygen compound
Amine
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organochloride
Organohalogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

N-arylpiperazine (CHEBI:31236 )
dichlorobenzene (CHEBI:31236 )
N-alkylpiperazine (CHEBI:31236 )
quinolone (CHEBI:31236 )

Ontology

Physiological effect

Health effect:

Health condition:

Nervous system disorders:

Stroke

Observation:

Disposition

Source:

Food

Biological:

Plant

Route of exposure:

Enteral:

Ingestion

Biological location:

Subcellular:

Role

Industrial application:

Drug

Pharmaceutical industry:

Pharmaceutical

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	Not Available
Melting Point	139-139.5 oC
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	OPC, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0w4i-1490100000-261de3e19904b78dcdc2	Spectrum
Predicted GC-MS	OPC, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-000i-3970100000-6b98b53e8175df39986e	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - , positive	splash10-0f72-0340900000-34d93478ad0d9f5cf2b0	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - , positive	splash10-000i-3970100000-6b98b53e8175df39986e	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-000b-0280900000-b9247c5494e58e66124c	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-0006-0190000000-f292c098f875dc5bf103	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0130900000-09f4b35bcf7ec5b72e81	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000j-0691700000-856146a0ee910fc8c54b	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000b-3950000000-13c06e4b3b715a51d3e4	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0400900000-00ad2c66f6eb650acc11	2016-08-04	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03dl-2900400000-2f2ae13359ce2017c979	2016-08-04	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-5900000000-0638ccc974f117bcfc43	2016-08-04	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0000900000-80596c933df60e9bbd28	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-0011900000-850b35a9d8f2a8e5dbe6	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-006t-3920200000-00b90fd36a9ef68756de	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0000900000-ac7e0802ed0bc5c520a7	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-2000900000-2fd89cebd272760b7445	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-03e9-6920100000-943ee90010dfdaceadee	2021-09-24	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

31236

Phenol-Explorer ID

Not Available

DrugBank ID

DB01238

HMDB ID

HMDB05042

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

Dr. Duke ID

OPC

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Aripiprazole

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Descriptor	ID	Definition	Reference
anti allergic	50857	A drug used to treat allergic reactions.	DUKE
anti anaphylactic	52217	Any substance introduced into a living organism with therapeutic or diagnostic purpose.	DUKE
anti asthmatic	49167	A drug used to treat asthma.	DUKE
anti atherogenic	38070	A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres.	DUKE
anti bacterial	33282	A substance that kills or slows the growth of bacteria.	DUKE
antibiotic	22582	A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.	DUKE
anti edemic			DUKE
anti erythemic	50177	A drug used to treat or prevent skin disorders or for the routine care of skin.	DUKE
anti exudative			DUKE
anti gastritic			DUKE
anti histaminic	37956	Histamine antagonists are the drugs that bind to but do not activate histamine receptors, thereby blocking the actions of histamine or histamine agonists.	DUKE
anti HIV	22587	A substance that destroys or inhibits replication of viruses.	DUKE
anti inflammatory	35472	A substance that reduces or suppresses inflammation.	DUKE
anti obesity	52217	Any substance introduced into a living organism with therapeutic or diagnostic purpose.	DUKE
antioxidant	22586	A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324.	DUKE
anti radicular			DUKE
anti viral	22587	A substance that destroys or inhibits replication of viruses.	DUKE
cancer preventive	35610	A substance that inhibits or prevents the proliferation of neoplasms.	DUKE
capillaritonic			DUKE
hyaluronidase inhibitor	23924	A compound or agent that combines with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.	DUKE
immunomodulator	50846	Biologically active substance whose activity affects or plays a role in the functioning of the immune system.	DUKE
lipolytic			DUKE
pesticide	25944	Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.	DUKE
sunscreen	52217	Any substance introduced into a living organism with therapeutic or diagnostic purpose.	DUKE
xanthine oxidase inhibitor	35634	An EC 1.17.3.* (oxidoreductase acting on CH or CH2 with oxygen as acceptor) inhibitor that interferes with the action of xanthine oxidase (EC 1.17.3.2).	DUKE

Enzymes

Name	Gene Name	UniProt ID
Alpha-2A adrenergic receptor	ADRA2A	P08913
Alpha-2B adrenergic receptor	ADRA2B	P18089
D(2) dopamine receptor	DRD2	P14416
D(4) dopamine receptor	DRD4	P21917
5-hydroxytryptamine receptor 7	HTR7	P34969
5-hydroxytryptamine receptor 1B	HTR1B	P28222
5-hydroxytryptamine receptor 1A	HTR1A	P08908
5-hydroxytryptamine receptor 6	HTR6	P50406
Histamine H1 receptor	HRH1	P35367
5-hydroxytryptamine receptor 3A	HTR3A	P46098
5-hydroxytryptamine receptor 1D	HTR1D	P28221