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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:49 UTC
Update Date2022-03-07 02:51:38 UTC
HMDB IDHMDB0014501
Secondary Accession Numbers
  • HMDB14501
Metabolite Identification
Common NameAminoglutethimide
DescriptionAminoglutethimide, also known as cytadren or orimeten, belongs to the class of organic compounds known as aniline and substituted anilines. These are organic compounds containing an aminobenzene moiety. Aminoglutethimide is a drug which is used for the suppression of adrenal function in selected patients with cushing's syndrome, malignant neoplasm of the female breast, and carcinoma in situ of the breast. Aminoglutethimide is a strong basic compound (based on its pKa). Aminoglutethimide is a potentially toxic compound. A dicarboximide that is a six-membered cyclic compound having ethyl and 4-aminophenyl substituents at the 3-position.
Structure
Data?1582753186
Synonyms
ValueSource
2-(p-Aminophenyl)-2-ethylglutarimideChEBI
3-Ethyl-3-(p-aminophenyl)-2,6-dioxopiperidineChEBI
alpha-(p-Aminophenyl)-alpha-ethylglutarimideChEBI
AminoglutethimidumChEBI
AminoglutetimidaChEBI
DL-AminoglutethimideChEBI
p-AminoglutethimideChEBI
CytadrenKegg
a-(p-Aminophenyl)-a-ethylglutarimideGenerator
Α-(p-aminophenyl)-α-ethylglutarimideGenerator
Ciba vision brand OF aminoglutethimideHMDB
Novartis brand OF aminoglutethimideHMDB
OrimetenHMDB
Chemical FormulaC13H16N2O2
Average Molecular Weight232.2783
Monoisotopic Molecular Weight232.121177766
IUPAC Name3-(4-aminophenyl)-3-ethylpiperidine-2,6-dione
Traditional Nameaminoglutethimide
CAS Registry Number125-84-8
SMILES
CCC1(CCC(=O)NC1=O)C1=CC=C(N)C=C1
InChI Identifier
InChI=1S/C13H16N2O2/c1-2-13(8-7-11(16)15-12(13)17)9-3-5-10(14)6-4-9/h3-6H,2,7-8,14H2,1H3,(H,15,16,17)
InChI KeyROBVIMPUHSLWNV-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aniline and substituted anilines. These are organic compounds containing an aminobenzene moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassAniline and substituted anilines
Direct ParentAniline and substituted anilines
Alternative Parents
Substituents
  • Aniline or substituted anilines
  • Tetrahydropyridine
  • Hydropyridine
  • Amino acid or derivatives
  • N-acylimine
  • Lactim
  • Organoheterocyclic compound
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Carboxylic acid derivative
  • Azacycle
  • Organopnictogen compound
  • Amine
  • Organic oxygen compound
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point149 - 150 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.37 g/LNot Available
LogP1.3Not Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+Not Available164.815http://allccs.zhulab.cn/database/detail?ID=AllCCS00000740
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.37 g/LALOGPS
logP1.49ALOGPS
logP1.3ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)11.69ChemAxon
pKa (Strongest Basic)4.28ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area72.19 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity65.35 m³·mol⁻¹ChemAxon
Polarizability24.69 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+155.84731661259
DarkChem[M-H]-154.38831661259
DeepCCS[M+H]+164.75630932474
DeepCCS[M-H]-162.39830932474
DeepCCS[M-2H]-195.28330932474
DeepCCS[M+Na]+170.84930932474
AllCCS[M+H]+154.532859911
AllCCS[M+H-H2O]+150.532859911
AllCCS[M+NH4]+158.232859911
AllCCS[M+Na]+159.232859911
AllCCS[M-H]-157.332859911
AllCCS[M+Na-2H]-157.432859911
AllCCS[M+HCOO]-157.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
AminoglutethimideCCC1(CCC(=O)NC1=O)C1=CC=C(N)C=C13653.6Standard polar33892256
AminoglutethimideCCC1(CCC(=O)NC1=O)C1=CC=C(N)C=C12207.9Standard non polar33892256
AminoglutethimideCCC1(CCC(=O)NC1=O)C1=CC=C(N)C=C12321.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Aminoglutethimide,1TMS,isomer #1CCC1(C2=CC=C(N[Si](C)(C)C)C=C2)CCC(=O)NC1=O2416.9Semi standard non polar33892256
Aminoglutethimide,1TMS,isomer #1CCC1(C2=CC=C(N[Si](C)(C)C)C=C2)CCC(=O)NC1=O2416.2Standard non polar33892256
Aminoglutethimide,1TMS,isomer #1CCC1(C2=CC=C(N[Si](C)(C)C)C=C2)CCC(=O)NC1=O2983.5Standard polar33892256
Aminoglutethimide,1TMS,isomer #2CCC1(C2=CC=C(N)C=C2)CCC(=O)N([Si](C)(C)C)C1=O2208.3Semi standard non polar33892256
Aminoglutethimide,1TMS,isomer #2CCC1(C2=CC=C(N)C=C2)CCC(=O)N([Si](C)(C)C)C1=O2261.4Standard non polar33892256
Aminoglutethimide,1TMS,isomer #2CCC1(C2=CC=C(N)C=C2)CCC(=O)N([Si](C)(C)C)C1=O2971.3Standard polar33892256
Aminoglutethimide,2TMS,isomer #1CCC1(C2=CC=C(N([Si](C)(C)C)[Si](C)(C)C)C=C2)CCC(=O)NC1=O2378.2Semi standard non polar33892256
Aminoglutethimide,2TMS,isomer #1CCC1(C2=CC=C(N([Si](C)(C)C)[Si](C)(C)C)C=C2)CCC(=O)NC1=O2529.0Standard non polar33892256
Aminoglutethimide,2TMS,isomer #1CCC1(C2=CC=C(N([Si](C)(C)C)[Si](C)(C)C)C=C2)CCC(=O)NC1=O2898.5Standard polar33892256
Aminoglutethimide,2TMS,isomer #2CCC1(C2=CC=C(N[Si](C)(C)C)C=C2)CCC(=O)N([Si](C)(C)C)C1=O2321.8Semi standard non polar33892256
Aminoglutethimide,2TMS,isomer #2CCC1(C2=CC=C(N[Si](C)(C)C)C=C2)CCC(=O)N([Si](C)(C)C)C1=O2359.7Standard non polar33892256
Aminoglutethimide,2TMS,isomer #2CCC1(C2=CC=C(N[Si](C)(C)C)C=C2)CCC(=O)N([Si](C)(C)C)C1=O2674.1Standard polar33892256
Aminoglutethimide,3TMS,isomer #1CCC1(C2=CC=C(N([Si](C)(C)C)[Si](C)(C)C)C=C2)CCC(=O)N([Si](C)(C)C)C1=O2260.6Semi standard non polar33892256
Aminoglutethimide,3TMS,isomer #1CCC1(C2=CC=C(N([Si](C)(C)C)[Si](C)(C)C)C=C2)CCC(=O)N([Si](C)(C)C)C1=O2496.9Standard non polar33892256
Aminoglutethimide,3TMS,isomer #1CCC1(C2=CC=C(N([Si](C)(C)C)[Si](C)(C)C)C=C2)CCC(=O)N([Si](C)(C)C)C1=O2537.6Standard polar33892256
Aminoglutethimide,1TBDMS,isomer #1CCC1(C2=CC=C(N[Si](C)(C)C(C)(C)C)C=C2)CCC(=O)NC1=O2631.9Semi standard non polar33892256
Aminoglutethimide,1TBDMS,isomer #1CCC1(C2=CC=C(N[Si](C)(C)C(C)(C)C)C=C2)CCC(=O)NC1=O2689.2Standard non polar33892256
Aminoglutethimide,1TBDMS,isomer #1CCC1(C2=CC=C(N[Si](C)(C)C(C)(C)C)C=C2)CCC(=O)NC1=O3082.7Standard polar33892256
Aminoglutethimide,1TBDMS,isomer #2CCC1(C2=CC=C(N)C=C2)CCC(=O)N([Si](C)(C)C(C)(C)C)C1=O2434.1Semi standard non polar33892256
Aminoglutethimide,1TBDMS,isomer #2CCC1(C2=CC=C(N)C=C2)CCC(=O)N([Si](C)(C)C(C)(C)C)C1=O2535.4Standard non polar33892256
Aminoglutethimide,1TBDMS,isomer #2CCC1(C2=CC=C(N)C=C2)CCC(=O)N([Si](C)(C)C(C)(C)C)C1=O3027.2Standard polar33892256
Aminoglutethimide,2TBDMS,isomer #1CCC1(C2=CC=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)CCC(=O)NC1=O2863.4Semi standard non polar33892256
Aminoglutethimide,2TBDMS,isomer #1CCC1(C2=CC=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)CCC(=O)NC1=O3013.2Standard non polar33892256
Aminoglutethimide,2TBDMS,isomer #1CCC1(C2=CC=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)CCC(=O)NC1=O3017.4Standard polar33892256
Aminoglutethimide,2TBDMS,isomer #2CCC1(C2=CC=C(N[Si](C)(C)C(C)(C)C)C=C2)CCC(=O)N([Si](C)(C)C(C)(C)C)C1=O2765.5Semi standard non polar33892256
Aminoglutethimide,2TBDMS,isomer #2CCC1(C2=CC=C(N[Si](C)(C)C(C)(C)C)C=C2)CCC(=O)N([Si](C)(C)C(C)(C)C)C1=O2864.0Standard non polar33892256
Aminoglutethimide,2TBDMS,isomer #2CCC1(C2=CC=C(N[Si](C)(C)C(C)(C)C)C=C2)CCC(=O)N([Si](C)(C)C(C)(C)C)C1=O2838.4Standard polar33892256
Aminoglutethimide,3TBDMS,isomer #1CCC1(C2=CC=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)CCC(=O)N([Si](C)(C)C(C)(C)C)C1=O2972.1Semi standard non polar33892256
Aminoglutethimide,3TBDMS,isomer #1CCC1(C2=CC=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)CCC(=O)N([Si](C)(C)C(C)(C)C)C1=O3177.6Standard non polar33892256
Aminoglutethimide,3TBDMS,isomer #1CCC1(C2=CC=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2)CCC(=O)N([Si](C)(C)C(C)(C)C)C1=O2796.2Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Aminoglutethimide EI-B (Non-derivatized)splash10-0ue9-5960000000-f9b33cb2d18e6b01ae762017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Aminoglutethimide EI-B (Non-derivatized)splash10-0ue9-5960000000-f9b33cb2d18e6b01ae762018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Aminoglutethimide GC-MS (Non-derivatized) - 70eV, Positivesplash10-01q9-0930000000-1559858da10d4930e9192017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Aminoglutethimide GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-0f89-3950000000-013571ce504af9a2d6032014-09-20Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Aminoglutethimide LC-ESI-qTof , Positive-QTOFsplash10-0540-2960000000-949d8dddc3981b8c3e632017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aminoglutethimide LC-ESI-qTof , Positive-QTOFsplash10-0uxr-0905000000-155a653652a8dc132b5c2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aminoglutethimide LC-ESI-qTof , Positive-QTOFsplash10-001j-3910000000-d92bbd37c74ab8b7828d2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aminoglutethimide , positive-QTOFsplash10-0540-1970000000-fc41c032a79d791733872017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aminoglutethimide , positive-QTOFsplash10-0540-2960000000-949d8dddc3981b8c3e632017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aminoglutethimide , positive-QTOFsplash10-001j-3910000000-d92bbd37c74ab8b7828d2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aminoglutethimide 30V, Positive-QTOFsplash10-00di-0910000000-2af28058ce65d2c2b40e2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aminoglutethimide 15V, Positive-QTOFsplash10-00di-0920000000-a50aa2833e911342e5072021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aminoglutethimide 45V, Positive-QTOFsplash10-00di-0900000000-d172683054220fdf23132021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aminoglutethimide 60V, Positive-QTOFsplash10-05fr-0900000000-3564a0e475748f410e232021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aminoglutethimide 30V, Negative-QTOFsplash10-014i-0290000000-99e0c515559b4638490a2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aminoglutethimide 15V, Negative-QTOFsplash10-0159-0090000000-22908f241db3fc37cdbc2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aminoglutethimide 75V, Positive-QTOFsplash10-0a59-0900000000-6a7e540e50c50942e8292021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aminoglutethimide 90V, Positive-QTOFsplash10-001i-0900000000-3c4030cf08f3c992fdac2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aminoglutethimide 90V, Negative-QTOFsplash10-0006-0900000000-8be298c9d42d7769f1292021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aminoglutethimide 75V, Negative-QTOFsplash10-0006-0900000000-a290024caadd7d64fe8f2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aminoglutethimide 45V, Negative-QTOFsplash10-00kf-0940000000-ce0f2ff21762621367e52021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Aminoglutethimide 60V, Negative-QTOFsplash10-0006-0900000000-24977ebbbf8d806331422021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aminoglutethimide 10V, Positive-QTOFsplash10-00lr-0190000000-bd92b28e06f9a2c94ab12016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aminoglutethimide 20V, Positive-QTOFsplash10-00lr-0590000000-2ecccc66bf459b9dff9b2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aminoglutethimide 40V, Positive-QTOFsplash10-00l2-2900000000-486145b0245b40ea818c2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aminoglutethimide 10V, Negative-QTOFsplash10-001i-0090000000-b5c20a34adc0796f60c22016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aminoglutethimide 20V, Negative-QTOFsplash10-01q9-1190000000-e50243f982300e3ad7402016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aminoglutethimide 40V, Negative-QTOFsplash10-0006-9410000000-a3860f54f1f49a280fb82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Aminoglutethimide 10V, Negative-QTOFsplash10-001i-0090000000-62df4688c2e6b97f190f2021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00357 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00357 details
Abnormal Concentrations
Not Available
Predicted Concentrations
BiospecimenValueOriginal ageOriginal sexOriginal conditionComments
Blood0.000 uMAdult (>18 years old)BothNormalPredicted based on drug qualities
Blood0.000 umol/mmol creatinineAdult (>18 years old)BothNormalPredicted based on drug qualities
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB00357
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID2060
KEGG Compound IDC07617
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkAminoglutethimide
METLIN IDNot Available
PubChem Compound2145
PDB IDNot Available
ChEBI ID2654
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 ReferencesNot Available

Enzymes

General function:
Involved in monooxygenase activity
Specific function:
Catalyzes the side-chain cleavage reaction of cholesterol to pregnenolone.
Gene Name:
CYP11A1
Uniprot ID:
P05108
Molecular weight:
60101.87
References
  1. Slominski A, Semak I, Wortsman J, Zjawiony J, Li W, Zbytek B, Tuckey RC: An alternative pathway of vitamin D metabolism. Cytochrome P450scc (CYP11A1)-mediated conversion to 20-hydroxyvitamin D2 and 17,20-dihydroxyvitamin D2. FEBS J. 2006 Jul;273(13):2891-901. [PubMed:16817851 ]
  2. Oka H, Emori Y, Hayashi Y, Nomoto K: Breakdown of Th cell immune responses and steroidogenic CYP11A1 expression in CD4+ T cells in a murine model implanted with B16 melanoma. Cell Immunol. 2000 Nov 25;206(1):7-15. [PubMed:11161433 ]
  3. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
General function:
Involved in monooxygenase activity
Specific function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:
CYP3A4
Uniprot ID:
P08684
Molecular weight:
57255.585
References
  1. Santen RJ, Misbin RI: Aminoglutethimide: review of pharmacology and clinical use. Pharmacotherapy. 1981 Sep-Oct;1(2):95-120. [PubMed:6765487 ]
General function:
Involved in monooxygenase activity
Specific function:
Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:
CYP2C19
Uniprot ID:
P33261
Molecular weight:
55944.565
References
  1. Santen RJ, Misbin RI: Aminoglutethimide: review of pharmacology and clinical use. Pharmacotherapy. 1981 Sep-Oct;1(2):95-120. [PubMed:6765487 ]
General function:
Involved in monooxygenase activity
Specific function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N3-demethylation. Also acts in the metabolism of aflatoxin B1 and acetaminophen. Participates in the bioactivation of carcinogenic aromatic and heterocyclic amines. Catalizes the N-hydroxylation of heterocyclic amines and the O-deethylation of phenacetin.
Gene Name:
CYP1A2
Uniprot ID:
P05177
Molecular weight:
58406.915
References
  1. Santen RJ, Misbin RI: Aminoglutethimide: review of pharmacology and clinical use. Pharmacotherapy. 1981 Sep-Oct;1(2):95-120. [PubMed:6765487 ]
General function:
Involved in monooxygenase activity
Specific function:
Catalyzes the formation of aromatic C18 estrogens from C19 androgens.
Gene Name:
CYP19A1
Uniprot ID:
P11511
Molecular weight:
57882.48
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
  3. Greco F, Vicent MJ, Penning NA, Nicholson RI, Duncan R: HPMA copolymer-aminoglutethimide conjugates inhibit aromatase in MCF-7 cell lines. J Drug Target. 2005 Sep-Nov;13(8-9):459-70. [PubMed:16332571 ]
  4. Martinez-Campa C, Gonzalez A, Mediavilla MD, Alonso-Gonzalez C, Sanchez-Barcelo EJ, Cos S: Melatonin enhances the inhibitory effect of aminoglutethimide on aromatase activity in MCF-7 human breast cancer cells. Breast Cancer Res Treat. 2005 Dec;94(3):249-54. Epub 2005 Oct 22. [PubMed:16244789 ]
  5. Shirakawa H, Katsuki H, Kume T, Kaneko S, Akaike A: Aminoglutethimide prevents excitotoxic and ischemic injuries in cortical neurons. Br J Pharmacol. 2006 Apr;147(7):729-36. [PubMed:16474421 ]
  6. Siraki AG, Bonini MG, Jiang J, Ehrenshaft M, Mason RP: Aminoglutethimide-induced protein free radical formation on myeloperoxidase: a potential mechanism of agranulocytosis. Chem Res Toxicol. 2007 Jul;20(7):1038-45. Epub 2007 Jun 30. [PubMed:17602675 ]
  7. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]