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Details

Stereochemistry ABSOLUTE
Molecular Formula C27H30F6N2O2
Molecular Weight 528.5297
Optical Activity UNSPECIFIED
Defined Stereocenters 7 / 7
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DUTASTERIDE

SMILES

[H][C@@]12CC[C@H](C(=O)NC3=CC(=CC=C3C(F)(F)F)C(F)(F)F)[C@@]1(C)CC[C@@]4([H])[C@@]2([H])CC[C@@]5([H])NC(=O)C=C[C@]45C

InChI

InChIKey=JWJOTENAMICLJG-QWBYCMEYSA-N
InChI=1S/C27H30F6N2O2/c1-24-11-9-17-15(4-8-21-25(17,2)12-10-22(36)35-21)16(24)6-7-19(24)23(37)34-20-13-14(26(28,29)30)3-5-18(20)27(31,32)33/h3,5,10,12-13,15-17,19,21H,4,6-9,11H2,1-2H3,(H,34,37)(H,35,36)/t15-,16-,17-,19+,21+,24-,25+/m0/s1

HIDE SMILES / InChI
Molecular Formula C27H30F6N2O2
Molecular Weight 528.5297
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 7 / 7
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:38:10 UTC 2023
Edited
by admin
on Fri Dec 15 15:38:10 UTC 2023
Record UNII
O0J6XJN02I
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DUTASTERIDE
INN   JAN   MART.   MI   ORANGE BOOK   USAN   USP-RS   VANDF   WHO-DD  
USAN   INN  
Official Name English
GI 198745
Code English
AVOLVE
Common Name English
DUASTRIDE
Brand Name English
Dutasteride [WHO-DD]
Common Name English
(5.ALPHA.,17.BETA.)-N-(2,5-BIS(TRIFLUOROMETHYL)PHENYL)-3-OXO-4-AZAANDROST-1-ENE-17-CARBOXAMIDE
Common Name English
GG-745
Code English
.ALPHA.,.ALPHA.,.ALPHA.,.ALPHA.',.ALPHA.',.ALPHA.'-HEXAFLUORO-3-OXO-4-AZA-5.ALPHA.-ANDROST-1-ENE-17.BETA.-CARBOXY-2',5'-XYLIDIDE
Common Name English
DUTASTERIDE COMPONENT OF JALYN
Brand Name English
JALYN COMPONENT DUTASTERIDE
Brand Name English
DUTASTERIDE [USAN]
Common Name English
dutasteride [INN]
Common Name English
DUTASTERIDE [MI]
Common Name English
AVODART
Brand Name English
DUTASTERIDE [VANDF]
Common Name English
DUTASTERIDE [USP MONOGRAPH]
Common Name English
DUTASTERIDE [USP-RS]
Common Name English
DUTASTERIDE [ORANGE BOOK]
Common Name English
NSC-740477
Code English
DUTASTERIDE [MART.]
Common Name English
DUTASTERIDE [EP MONOGRAPH]
Common Name English
NSC-759880
Code English
DUTASTERIDE [JAN]
Common Name English
GI-198745
Code English
Classification Tree Code System Code
LIVERTOX NBK548058
Created by admin on Fri Dec 15 15:38:10 UTC 2023 , Edited by admin on Fri Dec 15 15:38:10 UTC 2023
WHO-VATC QG04CA52
Created by admin on Fri Dec 15 15:38:10 UTC 2023 , Edited by admin on Fri Dec 15 15:38:10 UTC 2023
WHO-ATC G04CB02
Created by admin on Fri Dec 15 15:38:10 UTC 2023 , Edited by admin on Fri Dec 15 15:38:10 UTC 2023
NDF-RT N0000175836
Created by admin on Fri Dec 15 15:38:10 UTC 2023 , Edited by admin on Fri Dec 15 15:38:10 UTC 2023
NCI_THESAURUS C2319
Created by admin on Fri Dec 15 15:38:10 UTC 2023 , Edited by admin on Fri Dec 15 15:38:10 UTC 2023
NDF-RT N0000000126
Created by admin on Fri Dec 15 15:38:10 UTC 2023 , Edited by admin on Fri Dec 15 15:38:10 UTC 2023
WHO-VATC QG04CB02
Created by admin on Fri Dec 15 15:38:10 UTC 2023 , Edited by admin on Fri Dec 15 15:38:10 UTC 2023
WHO-ATC G04CA52
Created by admin on Fri Dec 15 15:38:10 UTC 2023 , Edited by admin on Fri Dec 15 15:38:10 UTC 2023
Code System Code Type Description
EPA CompTox
DTXSID8046452
Created by admin on Fri Dec 15 15:38:10 UTC 2023 , Edited by admin on Fri Dec 15 15:38:10 UTC 2023
PRIMARY
INN
7586
Created by admin on Fri Dec 15 15:38:10 UTC 2023 , Edited by admin on Fri Dec 15 15:38:10 UTC 2023
PRIMARY
PUBCHEM
6918296
Created by admin on Fri Dec 15 15:38:10 UTC 2023 , Edited by admin on Fri Dec 15 15:38:10 UTC 2023
PRIMARY
RXCUI
228790
Created by admin on Fri Dec 15 15:38:10 UTC 2023 , Edited by admin on Fri Dec 15 15:38:10 UTC 2023
PRIMARY RxNorm
CAS
164656-23-9
Created by admin on Fri Dec 15 15:38:10 UTC 2023 , Edited by admin on Fri Dec 15 15:38:10 UTC 2023
PRIMARY
USAN
II-12
Created by admin on Fri Dec 15 15:38:10 UTC 2023 , Edited by admin on Fri Dec 15 15:38:10 UTC 2023
PRIMARY
WIKIPEDIA
DUTASTERIDE
Created by admin on Fri Dec 15 15:38:10 UTC 2023 , Edited by admin on Fri Dec 15 15:38:10 UTC 2023
PRIMARY
IUPHAR
7457
Created by admin on Fri Dec 15 15:38:10 UTC 2023 , Edited by admin on Fri Dec 15 15:38:10 UTC 2023
PRIMARY
DRUG BANK
DB01126
Created by admin on Fri Dec 15 15:38:10 UTC 2023 , Edited by admin on Fri Dec 15 15:38:10 UTC 2023
PRIMARY
DAILYMED
O0J6XJN02I
Created by admin on Fri Dec 15 15:38:10 UTC 2023 , Edited by admin on Fri Dec 15 15:38:10 UTC 2023
PRIMARY
MESH
C108373
Created by admin on Fri Dec 15 15:38:10 UTC 2023 , Edited by admin on Fri Dec 15 15:38:10 UTC 2023
PRIMARY
EVMPD
SUB06430MIG
Created by admin on Fri Dec 15 15:38:10 UTC 2023 , Edited by admin on Fri Dec 15 15:38:10 UTC 2023
PRIMARY
FDA UNII
O0J6XJN02I
Created by admin on Fri Dec 15 15:38:10 UTC 2023 , Edited by admin on Fri Dec 15 15:38:10 UTC 2023
PRIMARY
NCI_THESAURUS
C47503
Created by admin on Fri Dec 15 15:38:10 UTC 2023 , Edited by admin on Fri Dec 15 15:38:10 UTC 2023
PRIMARY
ChEMBL
CHEMBL1200969
Created by admin on Fri Dec 15 15:38:10 UTC 2023 , Edited by admin on Fri Dec 15 15:38:10 UTC 2023
PRIMARY
RS_ITEM_NUM
1229922
Created by admin on Fri Dec 15 15:38:10 UTC 2023 , Edited by admin on Fri Dec 15 15:38:10 UTC 2023
PRIMARY
DRUG CENTRAL
973
Created by admin on Fri Dec 15 15:38:10 UTC 2023 , Edited by admin on Fri Dec 15 15:38:10 UTC 2023
PRIMARY
NSC
759880
Created by admin on Fri Dec 15 15:38:10 UTC 2023 , Edited by admin on Fri Dec 15 15:38:10 UTC 2023
PRIMARY
NSC
740477
Created by admin on Fri Dec 15 15:38:10 UTC 2023 , Edited by admin on Fri Dec 15 15:38:10 UTC 2023
PRIMARY
SMS_ID
100000092717
Created by admin on Fri Dec 15 15:38:10 UTC 2023 , Edited by admin on Fri Dec 15 15:38:10 UTC 2023
PRIMARY
MERCK INDEX
m4788
Created by admin on Fri Dec 15 15:38:10 UTC 2023 , Edited by admin on Fri Dec 15 15:38:10 UTC 2023
PRIMARY Merck Index
Related Record Type Details
Structure of DUTASTERIDE
EXCRETED UNCHANGED
AMOUNT EXCRETED
FECAL
CYTOCHROME P450 3A4
METABOLIC ENZYME -> SUBSTRATE
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
BINDING
3-OXO-5-ALPHA-STEROID 4-DEHYDROGENASE 1
TARGET -> INHIBITOR
As compared to finasteride, dutasteride is 60-fold more potent in its initial Ki versus type 1 5AR and ~5-fold more rapid in inactivating the enzyme
TIME-DEPENDENT INHIBITION
IC50
3-OXO-5-ALPHA-STEROID 4-DEHYDROGENASE 2
TARGET -> INHIBITOR
TIME-DEPENDENT INHIBITION
IC50
Related Record Type Details
Structure of 4'-HYDROXYDUTASTERIDE
METABOLITE -> PARENT
FECAL; PLASMA
Structure of 1,2-DIHYDRODUTASTERIDE
METABOLITE -> PARENT
PLASMA
Related Record Type Details
Structure of CHLORODUTASTERIDE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of DUTASTERIDE .BETA. DIMER
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of (5.ALPHA.,17.ALPHA.)-N-(2,5-BIS(TRIFLUOROMETHYL)PHENYL)-3-OXO-4-AZAANDROST-1-ENE-17-CARBOXAMIDE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of PYRIDINE
IMPURITY -> PARENT
Limit of Residual Solvents
CHROMATOGRAPHIC PURITY (GC)
USP
Structure of Ethyl acetate
IMPURITY -> PARENT
Limit of Residual Solvents
CHROMATOGRAPHIC PURITY (GC)
USP
Structure of DUTASTERIDE ACID
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (GC)
USP
Structure of HEPTANE
IMPURITY -> PARENT
Limit of Residual Solvents
CHROMATOGRAPHIC PURITY (GC)
USP
Structure of ACETONITRILE
IMPURITY -> PARENT
Limit of Residual Solvents
CHROMATOGRAPHIC PURITY (GC)
USP
Structure of 5.BETA.-DUTASTERIDE
IMPURITY -> PARENT
Structure of DUTASTERIDE 17.ALPHA.-5-ENE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (GC)
USP
Structure of DUTASTERIDE .ALPHA. DIMER
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of DUTASTERIDE ETHYL ESTER
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (GC)
USP
Structure of DESMETHYL-6,8,10-TRIENE DUTASTERIDE
IMPURITY -> PARENT
Structure of Toluene
IMPURITY -> PARENT
Limit of Residual Solvents
CHROMATOGRAPHIC PURITY (GC)
USP
Structure of DIOXANE
IMPURITY -> PARENT
Limit of Residual Solvents
CHROMATOGRAPHIC PURITY (GC)
USP
Structure of DUTASTERIDE DIMETHYLAMIDE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (GC)
USP
Structure of 1,2-DIHYDRODUTASTERIDE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of DUTASTERIDE 5-ENE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of N-(2,5-BIS(TRIFLUOROMETHYL)PHENYL)HEXADECAHYDRO-4A,6A-DIMETHYL-2-OXO-1H-INDENO(5,4-F)QUINOLINE-7-CARBOXAMIDE , (4AR,4BS,6AS,7S,9AS,9BS,11AS)-
IMPURITY -> PARENT
Structure of DESMETHYL-6,8,10-TRIENE DUTASTERIDE
IMPURITY -> PARENT
Structure of DUTASTERIDE METHYL ESTER
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (GC)
USP
Related Record Type Details
Structure of DUTASTERIDE
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Volume of Distribution PHARMACOKINETIC
Biological Half-life PHARMACOKINETIC
Tmax PHARMACOKINETIC ORAL ADMINISTRATION

Cmax PHARMACOKINETIC Oral dose
PHARMACOKINETIC
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