UCSF

ZINC01530856

Substance Information

In ZINC since Heavy atoms Benign functionality
October 6th, 2004 17 No

Other Names:

( inverted question mark)-p-Aminoglutethimide

(+)-3-(4-Aminophenyl)-3-ethyl-2,6-piperidinedione

(+-)-3-(p-Aminophenyl)-3-ethyl-2,6-piperidinedione

(+/-)-p-AMINOGLUTETHIMIDE

(?)-p-Aminoglutethimide

(R)-aminoglutethimide

()-p-Aminoglutethimide

.alpha.-(p-Aminophenyl)-.alpha.-ethylglutarimide

125-84-8

125-84-8; Aminoglutethimide (USP/INN); Cytadren (TN); D00574

125-84-8; Aminoglutethimide; C07617

125-84-8; Glutethimide, para-amino; Prestwick_243

2,6-Piperidinedione, 3-(4-aminophenyl)-3-ethyl-

2,6-Piperidinedione, 3-(4-aminophenyl)-3-ethyl-, phosphate (1:1); 2-(p-Aminophenyl)-2-ethylglutarimide phosphate; Aminoglutethimide phosphate; Aminoglutethimide phosphate, racemic; Glutarimide, 2-(p-aminophenyl)-2-ethyl-, phosphate (1:1); LS-72015; alpha-

2,6-Piperidinedione, 3-(4-aminophenyl)-3-ethyl-; 2-(p-Aminophenyl)-2-ethylglutarimide; 3-(4-Aminophenyl)-3-ethyl-2,6-piperidindion; 3-Ethyl-3-(p-aminophenyl)-2,6-dioxopiperidine; AMINOGLUTETHIMIDE; Aminoglutethimide [INN:BAN]; Aminoglutethimidum [INN-Lati

2-(p-Aminophenyl)-2-ethylglutarimide

2-(p-Aminophenyl)-2-ethylglutarimide; 3-Ethyl-3-(p-aminophenyl)-2,6-dioxopiperidine; Aminoglutethimide; DL-Aminoglutethimide; P-Aminoglutethimide; alpha-(p-Aminophenyl)-alpha-ethylglutarimide; p-Aminoglutethimide

3-(4-Amino-phenyl)-3-ethyl-piperidine-2,6-dione

3-(4-Aminophenyl)-3-ethyl-2,6-piperidindion

3-(4-Aminophenyl)-3-ethyl-2,6-piperidinedione

3-(4-aminophenyl)-3-ethylpiperidine-2,6-dione

3-(p-Aminophenyl)-3-ethylpiperidine-2,6-dione

3-Ethyl-3-(p-aminophenyl)-2,6-dioxopiperidine

A 9657

A1947

A9657_SIGMA

AB00051935

AC-12456

AC1L1D0R

AC1Q2SPJ

AG-1

AKOS004120070

alpha-(p-Aminophenyl)-alpha-ethylglutarimide

aminoglutethimide (AG)

Aminoglutethimide (BAN

Aminoglutethimide (Cytadren)

Aminoglutethimide (USP/INN)

Aminoglutethimide [INN:BAN]

aminoglutethimide; aminoglutethimidum; aminoglutetimida

Aminoglutethimide; CPD000326785; DL-Aminoglutethimide; SAM002589964

Aminoglutethimide; CPD000326785; SAM002589964

Aminoglutethimidum

Aminoglutethimidum [INN-Latin]

Aminoglutetimida

Aminoglutetimida [INN-Spanish]

Ba 16038

Ba-16038

BB_SC-1153

BPBio1_000032

BRD-A25234499-001-05-0

BRN 0210656

BSPBio_000028

BSPBio_001832

C 16038-BA

C07617

CCRIS 7562

CHEBI:2654

CHEMBL488

Ciba Vision Brand of Aminoglutethimide

CID2145

CPD-10532

CPD-10532; aminoglutethimide

CPD000326785

Cytadren

Cytadren (TN)

Cytadren

D000616

D00574

DAP000842

DB00357

DivK1c_000884

Dl-Aminoglutethimide

Dl-Aminoglutethimide;P-Aminoglutethimide

EINECS 204-756-4

Elipten

EU-0100124

FDA

Glutarimide, 2-(p-aminophenyl)-2-ethyl-

Glutethimide, para-amino

HMS1568B10

HMS1920C09

HMS2090I05

HMS2091I09

HMS502M06

HSDB 7494

IDI1_000884

INN

KBio1_000884

KBio2_000400

KBio2_002968

KBio2_005536

KBio3_001332

KBioGR_000588

KBioSS_000400

LS-72014

MFCD00010122

MFCD00069205

MLS000859924

MLS001213216

MolPort-001-828-287

N/A

NCGC00015110-02

NCGC00015110-07

NCGC00093615-01

NCGC00093615-02

NCGC00093615-03

NCGC00093615-04

NCGC00093615-05

NCI60_002900

NINDS_000884

Novartis Brand of Aminoglutethimide

NSC330915

OR-1049

Orimeten

P-Aminoglutethimide

Prestwick0_000244

Prestwick1_000244

Prestwick2_000244

Prestwick3_000244

Prestwick_243

R-(+)-aminoglutethimide tartrate salt

S1672_Selleck

SAM002589964

SMP1_000017

SMR000326785

SPBio_000046

SPBio_002247

SPECTRUM1500115

Spectrum2_000093

Spectrum3_000296

Spectrum4_000144

Spectrum5_000802

Spectrum_000040

STK802074

UNII-0O54ZQ14I9

USP)

VU0243029-3

Download: MOL2 SDF SMILES Flexibase

Annotations

Vendors

Physical Representations

Type pH range xlogP Des A‑Pol Apolar desolvation (kcal/mol) Des Pol Polar desolvation (kcal/mol) H Don H-bond donors H Acc H-bond acceptors Chg Net charge tPSA (Ų) MWT Molecular weight (g/mol) RB Rotatable bonds DL
Ref Reference (pH 7) 0.76 2.19 -10.22 3 4 0 72 232.283 2

Vendor Notes

Note Type Comments Provided By
biological_use . ZereneX Building Blocks
MP 152 TCI
MP 152 - 154 Enamine Building Blocks
MP 152...154 Enamine Building Blocks
ALOGPS_SOLUBILITY 3.71e-01 g/l DrugBank-approved
purity 9.500000000000000e+001 Enamine Building Blocks Enamine Building Blocks
mechanism Androgen synthesis inhibitor IBScreen Bioactives
Target Aromatase Selleck Chemicals
mechanism Aromatase inhibitor IBScreen Bioactives
therap aromatase inhibitor, antineoplastic, testosterone suppressant MicroSource Spectrum
mechanism Aromatase inhibitor IBScreen Bioactives
mechanism Cholesterol desmolase inhibitor IBScreen Bioactives
mechanism Corticosteroid antagonist IBScreen Bioactives
mechanism Corticosteroid synthesis inhibitor IBScreen Bioactives
biological_use Inhibits adrenal corticosteroid synthesis IBScreen Bioactives
Therapy Inhibits Cytochrome P450-dependent hydroxylation reactions that are necessary for aromatization; inhibits conversion of SMDC Iconix
mechanism Inhibits hydroxylations required for aromatization of androgens to estrogens IBScreen Bioactives
mechanism Mineralocorticoid synthesis inhibitor IBScreen Bioactives
PUBCHEM_SUBSTANCE_COMMENT NCC_SAMPLE_SUPPLIER : LightBiologicals; NCC_SUPPLIER_STRUCTURE_ID : A-8903; NCC_SUPPLIER_SAMPLE_COMMENTS : WHITE CRYSTALLINE POWDER NIH Clinical Collection via PubChem
biological_use Now used as aromatase inhibitor for treatment of breast cancer in postmenopausal women and for treatment of secondary hyperaldosteronism and oedema IBScreen Bioactives
biological_use Originally used as anticonvulsant, withdrawn due to adrenotoxicity. IBScreen Bioactives
PUBCHEM_SUBSTANCE_COMMENT SAMPLE_SUPPLIER: LightBiologicals; SUPPLIER_STRUCTURE_ID: A-8903; SUPPLIER_COMMENTS: WHITE CRYSTALLINE POWDER NIH Clinical Collection via PubChem

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
CP19A-1-E Cytochrome P450 19A1 (cluster #1 Of 3), Eukaryotic Eukaryotes 6200 0.43 Binding ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
CP19A_RAT P22443 Cytochrome P450 19A1, Rat 260 0.54 Binding ≤ 1μM
CP19A_HUMAN P11511 Cytochrome P450 19A1, Human 270 0.54 Binding ≤ 1μM
CP19A_RAT P22443 Cytochrome P450 19A1, Rat 260 0.54 Binding ≤ 10μM
CP19A_HUMAN P11511 Cytochrome P450 19A1, Human 10000 0.41 Binding ≤ 10μM

Reactome Annotations from Targets (via Uniprot)

Description Species
Endogenous sterols
Estrogen biosynthesis

Analogs ( Draw Identity 99% 90% 80% 70% )