UCSF

ZINC00968279

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
August 6th, 2004 31 No

Popular Name: Troglitazone Troglitazone

Find On: PubMed — Wikipedia — Google

CAS Number: 97322-87-7

Other Names:

(+-)-all-rac-5-(p-((6-Hydroxy-2,5,7,8-tetramethyl-2-chromanyl)methoxy)benzyl)-2,4-thiazolidinedione

(+-)-all-rac-5-(p-((6-Hydroxy-2,5,7,8-tetramethyl-2-chromanyl)methoxy)benzyl)-2,4-thiazolidinedione; 2,4-Thiazolidinedione, 5-((4-((3,4-dihydro-6-hydroxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-yl)methoxy)phenyl)methyl)-; 5-(4-((6-hydroxy-2,5,7,8-tetramethy

(+-)-all-rac-5-(p-((6-Hydroxy-2,5,7,8-tetramethyl-2-chromanyl)methoxy)benzyl)-2,4-thiazolidinedione; 5-(4-(6-Hydroxy-2,5,7,8-tetramethylchroman-2-ylmethoxy)benzyl)thiazolidine-2,4-dione; Rezulin (TN); Romglizone; Troglitazone

(+/-)-5-[4-[(6-hydroxy-2,5,7,8-tetramethylchroman-2-yl)methoxy]benzyl]-2,4-thiazolidinedione

(5R)-5-[[4-[[(2S)-6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran-2-yl]methoxy]phenyl]methyl]thiazolidine-2,4-dione

(5R)-5-[[4-[[(2S)-6-hydroxy-2,5,7,8-tetramethyl-chroman-2-yl]methoxy]phenyl]methyl]thiazolidine-2,4-dione

glitazone

2,4-Thiazolidinedione, 5-((4-((3,4-dihydro-6-hydroxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-yl)methoxy)phenyl)methyl)-

2,4-thiazolidinedione, 5-[[4-[(3,4-dihydro-6-hydroxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-yl)methoxy]phenyl]methyl]-

2,4-Thiazolidinedione, 5-[[4-[(3,4-dihydro-6-hydroxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-yl)methoxy]phenyl]methyl]- (9CI)

5-(4-((6-hydroxy-2,5,7,8-tetramethylchroman-2-yl-methoxy)benzyl)-2,4-thiazolidinedione)

5-(4-(6-Hydroxy-2,5,7,8-tetramethylchroman-2-ylmethoxy)benzyl)thiazolidine-2,4-dione

5-[(4-{[(6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-chromen-2-yl)methyl]oxy}phenyl)methyl]-1,3-thiazolidine-2,4-dione

5-[[4-[(3,4-Dihydro-6-hydroxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-yl)methoxy]phenyl]methyl]-2,4-thiazolidinedione

5-[[4-[(6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydrochromen-2-yl)methoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione

5-{4-[(6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-chromen-2-yl)methoxy]benzyl}-1,3-thiazolidine-2,4-dione

97322-87-7

97322-87-7; D00395; Rezulin (TN); Troglitazone (JAN/USAN/INN)

AC1L1KOT

AKOS000281116

Ambap97322-87-7

BAN

BRD-A13084692-001-02-5

BRN 4338399

C057693

C24H27NO5S

CCRIS 8969

CHEBI:9753

CHEMBL408

CI 991

CI-991

CI-991; CS-045; GR-92132X; Gr92132X

CID5591

CPD-11439

CPD-11439; Noscal; Prelay; Rezulin; Romglizone; Romozin; troglitazone

CS 045

CS-045

D00395

DAP001337

DB00197

FDA

GR 92132X

GR-92132X

HMS2089D22

HMS2093D04

HSCI1_000037

I14-1977

INN

LS-151313

MFCD00878416

MolPort-000-883-772

MolPort-003-666-725

NCGC00161599-01

NCGC00161599-02

NCGC00161599-03

NCGC00164445-01

Noscal

Parke Davis brand of troglitazone

Prelay

Resulin

Rezulin

Rezulin (TN)

Romglizone

Romozin

SMP2_000224

Spectrum5_001973

T2573_SIGMA

troglitazona

troglitazona; troglitazone; troglitazonum

Troglitazone (BAN

Troglitazone (FDA

Troglitazone (JAN/USAN/INN)

Troglitazone [USAN:BAN:INN]

troglitazonum

UNII-I66ZZ0ZN0E

UPCMLD-DP017

UPCMLD-DP017:001

UPCMLD-DP017:002

USAN)

Warner-Lambert brand of troglitazone

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) 5.03 7.3 -12.93 2 6 0 85 441.549 5 ↓

Vendor Notes

Note Type Comments Provided By
ALOGPS_SOLUBILITY 1.21e-03 g/l DrugBank-withdrawn
UniProt Database Links ADIG_MOUSE ChEBI
Patent Database Links EP0958818; EP1088824; EP1136071; EP1258253; EP1338600; EP1354882; EP1391460; EP1493443; EP1514550; EP1520581; EP1522310; EP1523980; EP1555021; EP1559710; EP1607396; EP1616561; EP1634605; EP1688148; EP1695716; EP1714652; EP1743655; EP1759698; EP1782828; EP ChEBI

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
AOFB-2-E Monoamine Oxidase B (cluster #2 Of 8), Eukaryotic Eukaryotes 2070 0.26 Binding ≤ 10μM
PPARG-1-E Peroxisome Proliferator-activated Receptor Gamma (cluster #1 Of 2), Eukaryotic Eukaryotes 3800 0.24 Binding ≤ 10μM
PPARG-2-E Peroxisome Proliferator-activated Receptor Gamma (cluster #2 Of 2), Eukaryotic Eukaryotes 780 0.28 Functional ≤ 10μM
Z80006-1-O 3T3-L1 (Fibroblast Cells) (cluster #1 Of 1), Other Other 130 0.31 Functional ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
AOFB_HUMAN P27338 Monoamine Oxidase B, Human 2070 0.26 Binding ≤ 10μM
PPARG_HUMAN P37231 Peroxisome Proliferator-activated Receptor Gamma, Human 1285 0.27 Binding ≤ 10μM
Z80006 Z80006 3T3-L1 (Fibroblast Cells) 130 0.31 Functional ≤ 10μM
PPARG_MOUSE P37238 Peroxisome Proliferator-activated Receptor Gamma, Mouse 1000 0.27 Functional ≤ 10μM
PPARG_HUMAN P37231 Peroxisome Proliferator-activated Receptor Gamma, Human 2600 0.25 Functional ≤ 10μM

Reactome Annotations from Targets (via Uniprot)

Description Species
Monoamines are oxidized to aldehydes by MAOA and MAOB, producing NH3 and H2O2
Nuclear Receptor transcription pathway
PPARA activates gene expression
Transcriptional regulation of white adipocyte differentiation

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