e-Drug3D

19

ESTRADIOL VALERATE


INN
ESTRADIOL VALERATE

(has an active metabolite)

cas 979-32-8
CLASS

GENITO
ESTROGEN
RAPIDLY HYDROLYZED IN ESTRADIOL

ROUTE (list)

INJECTION ORAL

ATC code

G03AB08
H01CC53
G03CA03
G03CA53
G03AA17
G03AA14
H01CC54

PK parameters

Target

TARGET ESTROGEN RECEPTOR

DrugCentral

Estrogen receptor UNIPROT P03372 ESR1

Download SDF file [(8R,9S,13S,14S,17S)-3-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl] pentanoate

Formula:
C23H32O3

Calculated chemical properties:

MW 356.49
NB_atoms 26
XLogP 5.35
PSA 45.941
NB_HD 1
NB_HA 3
fsp3 0.70
Lipinski(0=no;1=yes) 0

FDA
NDA 083546 (pdf not found) INN (ESTRADIOL VALERATE) ESTRADIOL VALERATE (WATSON LABS) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 085860 (pdf not found) INN (ESTRADIOL VALERATE ; TESTOSTERONE ENANTHATE) TESTOSTERONE ENANTHATE AND ESTRADIOL VALERATE (WATSON LABS) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 009402 (label) INN (ESTRADIOL VALERATE) DELESTROGEN (PH HEALTH) APPROVAL= AP YEAR= 1954
NDA 083547 (pdf not found) INN (ESTRADIOL VALERATE) ESTRADIOL VALERATE (DR REDDYS) APPROVAL= AP YEAR= 1979 DISCONTINUED
NDA 083714 (pdf not found) INN (ESTRADIOL VALERATE) ESTRADIOL VALERATE (DR REDDYS) APPROVAL= AP YEAR= 1979 DISCONTINUED
NDA 085865 (pdf not found) INN (ESTRADIOL VALERATE ; TESTOSTERONE ENANTHATE) TESTOSTERONE ENANTHATE AND ESTRADIOL VALERATE (WATSON LABS) APPROVAL= AP YEAR= 1981 DISCONTINUED
NDA 086423 (pdf not found) INN (ESTRADIOL VALERATE ; TESTOSTERONE ENANTHATE) DITATE-DS (SAVAGE LABS) APPROVAL= AP YEAR= 1982 DISCONTINUED
NDA 040628 (pdf not found) INN (ESTRADIOL VALERATE) ESTRADIOL VALERATE (FOSUN PHARMA) APPROVAL= AP YEAR= 2007 DISCONTINUED
NDA 090920 (pdf not found) INN (ESTRADIOL VALERATE) ESTRADIOL VALERATE (AM REGENT) APPROVAL= AP YEAR= 2010
NDA 022252 (label) INN (DIENOGEST ; ESTRADIOL VALERATE) NATAZIA (BAYER HLTHCARE) APPROVAL= AP YEAR= 2010
NDA 202999 (pdf not found) INN (ESTRADIOL VALERATE ; ESTRADIOL VALERATE ; DIENOGEST) ESTRADIOL VALERATE; ESTRADIOL VALERATE; DIENOGEST (DR REDDYS LABS SA) APPROVAL= TA YEAR= 2016
NDA 202349 (pdf not found) INN (DIENOGEST ; ESTRADIOL VALERATE) ESTRADIOL VALERATE AND DIENOGEST (WATSON LABS INC) APPROVAL= TA YEAR= 2017
NDA 203723 (pdf not found) INN (ESTRADIOL VALERATE) ESTRADIOL VALERATE (HIKMA) APPROVAL= AP YEAR= 2020
NDA 216656 (pdf not found) INN (ESTRADIOL VALERATE) ESTRADIOL VALERATE (XIROMED) APPROVAL= AP YEAR= 2023

Other links:

PubChem
ChemicalProbes

U.S. repository of Clinical Trials

VigiAccess
SIDER side effects

ChemSynthesis
Patent@SureChEMBL

e-Drug3D

17

ESTRADIOL


INN
ESTRADIOL

(is an active metabolite) (has an active metabolite)

cas 50-28-2
CLASS

GENITO
ANTI-MENOPAUSAL AGENTS
ANTICHOLESTEREMIC AGENTS
ESTROGENS

ROUTE (list)

TRANSDERMAL VAGINAL ORAL TOPICAL INJECTION

ATC code

G03AB08
H01CC53
G03CA03
G03CA53
G03AA17
G03AA14
H01CC54

PK parameters

Tmax 1 HOUR
VD 78 LITER (65 KILOGRAM)
Cl 117 LITER / HOUR (65 KILOGRAM)
PPB 98.4 PERCENT
t1/2 1.7 HOUR

Target

TARGET ESTROGEN RECEPTOR

PDB
1FDU (HUMAN 17-BETA-HYDROXYSTEROID-DEHYDROGENASE TYPE 1 MUTANT H221L COMPLEXED WITH ESTRADIOL AND NADP+)

Ligand code = EST (link to the list of PDB complexes)

Download experimental 3D coordinates of EST with added hydrogens

DrugCentral

Estrogen receptor UNIPROT P03372 ESR1

Download SDF file (8R,9S,13S,14S,17S)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol

Formula:
C18H24O2

Calculated chemical properties:

MW 272.37
NB_atoms 20
XLogP 3.61
PSA 42.044
NB_HD 2
NB_HA 2
fsp3 0.67
Lipinski(0=no;1=yes) 1

FDA
NDA 010753 (pdf not found) INN (POLYESTRADIOL PHOSPHATE) ESTRADURIN (WYETH AYERST) APPROVAL= AP YEAR= 1957 NEWMOLECULARENTITY DISCONTINUED
NDA 084499 (label) INN (ESTRADIOL) ESTRACE (BRISTOL MYERS SQUIBB) APPROVAL= AP YEAR= 1975 DISCONTINUED
NDA 084500 (label) INN (ESTRADIOL) ESTRACE (BRISTOL MYERS SQUIBB) APPROVAL= AP YEAR= 1975 DISCONTINUED
NDA 086069 (label) INN (ESTRADIOL) ESTRACE (ABBVIE) APPROVAL= AP YEAR= 1984
NDA 019081 (label) INN (ESTRADIOL) ESTRADERM (NOVARTIS) APPROVAL= AP YEAR= 1986 DISCONTINUED
NDA 081295 (label) INN (ESTRADIOL) ESTRACE (BRISTOL MYERS SQUIBB) APPROVAL= AP YEAR= 1993 DISCONTINUED
NDA 020323 (label) INN (ESTRADIOL) VIVELLE (SANDOZ) APPROVAL= AP YEAR= 1994 DISCONTINUED
NDA 020375 (label) INN (ESTRADIOL) CLIMARA (BAYER HLTHCARE) APPROVAL= AP YEAR= 1994
NDA 020417 (pdf not found) INN (ESTRADIOL) FEMPATCH (PARKE DAVIS) APPROVAL= AP YEAR= 1996 DISCONTINUED
NDA 020472 (label) INN (ESTRADIOL) ESTRING (PFIZER) APPROVAL= AP YEAR= 1996
NDA 020538 (label) INN (ESTRADIOL) ESTRADIOL (SANDOZ) APPROVAL= AP YEAR= 1996
NDA 020655 (label) INN (ESTRADIOL) ALORA (ABBVIE) APPROVAL= AP YEAR= 1996 DISCONTINUED
NDA 040114 (pdf not found) INN (ESTRADIOL) ESTRADIOL (RUBICON RESEARCH) APPROVAL= AP YEAR= 1996 DISCONTINUED
NDA 040197 (pdf not found) INN (ESTRADIOL) ESTRADIOL (BARR LABS INC) APPROVAL= AP YEAR= 1997
NDA 040212 (pdf not found) INN (ESTRADIOL) GYNODIOL (DURAMED PHARMS BARR) APPROVAL= AP YEAR= 1997 DISCONTINUED
NDA 020847 (label) INN (ESTRADIOL) ESCLIM (WOMEN FIRST HLTHCARE) APPROVAL= AP YEAR= 1998 DISCONTINUED
NDA 020870 (label) INN (ESTRADIOL ; NORETHINDRONE ACETATE) COMBIPATCH (NOVEN PHARMS INC) APPROVAL= AP YEAR= 1998
NDA 020907 (label) INN (ESTRADIOL ; NORETHINDRONE ACETATE) ACTIVELLA (AMNEAL) APPROVAL= AP YEAR= 1998
NDA 040138 (pdf not found) INN (ESTRADIOL) ESTRADIOL (LANNETT CO INC) APPROVAL= AP YEAR= 1998 DISCONTINUED
NDA 040275 (label) INN (ESTRADIOL) ESTRADIOL (EPIC PHARMA LLC) APPROVAL= AP YEAR= 1998
NDA 020908 (label) INN (ESTRADIOL) VAGIFEM (NOVO NORDISK INC) APPROVAL= AP YEAR= 1999
NDA 021040 (label) INN (ESTRADIOL ; NORGESTIMATE) PREFEST (TEVA WOMENS) APPROVAL= AP YEAR= 1999 DISCONTINUED
NDA 021048 (label) INN (ESTRADIOL) ESTRADIOL (ORTHO MCNEIL PHARM) APPROVAL= AP YEAR= 1999 DISCONTINUED
NDA 040312 (pdf not found) INN (ESTRADIOL) INNOFEM (NOVO NORDISK INC) APPROVAL= AP YEAR= 1999 DISCONTINUED
NDA 040326 (label) INN (ESTRADIOL) ESTRADIOL (PHARMOBEDIENT) APPROVAL= AP YEAR= 1999 DISCONTINUED
NDA 021103 (label) INN (ESTRADIOL ; NORETHINDRONE ACETATE) ACTIVELLA (NOVO NORDISK) APPROVAL= AP YEAR= 2000 NEWAPPLICATION DISCONTINUED
NDA 021167 (label) INN (ESTRADIOL) VIVELLE (NOVARTIS) APPROVAL= AP YEAR= 2000 NEWAPPLICATION
NDA 075182 (pdf not found) INN (ESTRADIOL) ESTRADIOL (MYLAN TECHNOLOGIES) APPROVAL= AP YEAR= 2000
NDA 075233 (pdf not found) INN (ESTRADIOL) ESTRADIOL (MYLAN TECHNOLOGIES) APPROVAL= AP YEAR= 2000
NDA 021310 (pdf not found) INN (ESTRADIOL) ALORA (WATSON LABS) APPROVAL= AP YEAR= 2002 NEWAPPLICATION
NDA 040297 (pdf not found) INN (ESTRADIOL) ESTRADIOL (USL PHARMA) APPROVAL= AP YEAR= 2002 DISCONTINUED
NDA 021258 (label) INN (ESTRADIOL ; LEVONORGESTREL) CLIMARA PRO (BAYER HLTHCARE) APPROVAL= AP YEAR= 2003
NDA 021371 (label) INN (ESTRADIOL HEMIHYDRATE) ESTRASORB (EXELTIS USA INC) APPROVAL= AP YEAR= 2003 DISCONTINUED
NDA 021166 (label) INN (ESTRADIOL) ESTROGEL (ASCEND THERAPS US) APPROVAL= AP YEAR= 2004
NDA 021674 (label) INN (ESTRADIOL) MENOSTAR (BAYER HLTHCARE) APPROVAL= AP YEAR= 2004 NEWAPPLICATION
NDA 021355 (label) INN (DROSPIRENONE ; ESTRADIOL) ANGELIQ (BAYER HLTHCARE) APPROVAL= AP YEAR= 2005
NDA 021885 (label) INN (ESTRADIOL ; LEVONORGESTREL) CLIMARA PRO (BERLEX LABS) APPROVAL= AP YEAR= 2005 NEWAPPLICATION
NDA 076812 (pdf not found) INN (ESTRADIOL ; NORGESTIMATE) ESTRADIOL AND NORGESTIMATE (BARR) APPROVAL= AP YEAR= 2005 DISCONTINUED
NDA 021813 (label) INN (ESTRADIOL) ELESTRIN (VIATRIS) APPROVAL= AP YEAR= 2006
NDA 022001 (label) INN (ESTRADIOL ; NORETHINDRONE ACETATE) ACTIVELLA (NOVO NORDISK INC) APPROVAL= AP YEAR= 2006 NEWAPPLICATION
NDA 022014 (label) INN (ESTRADIOL) EVAMIST (PADAGIS US) APPROVAL= AP YEAR= 2007
NDA 022038 (label) INN (ESTRADIOL) DIVIGEL (VERTICAL PHARMS) APPROVAL= AP YEAR= 2007
NDA 078324 (pdf not found) INN (ESTRADIOL ; NORETHINDRONE ACETATE) ESTRADIOL AND NORETHINDRONE ACETATE (BRECKENRIDGE PHARM) APPROVAL= AP YEAR= 2008
NDA 079193 (pdf not found) INN (ESTRADIOL ; NORETHINDRONE ACETATE) ESTRADIOL AND NORETHINDRONE ACETATE (BARR) APPROVAL= AP YEAR= 2010
NDA 200747 (pdf not found) INN (ESTRADIOL ; NORETHINDRONE ACETATE) ESTRADIOL AND NORETHINDRONE ACETATE (TEVA PHARMS USA) APPROVAL= AP YEAR= 2012 DISCONTINUED
NDA 203752 (label) INN (ESTRADIOL) MINIVELLE (NOVEN) APPROVAL= AP YEAR= 2012
NDA 201675 (pdf not found) INN (ESTRADIOL) ESTRADIOL (MYLAN TECHNOLOGIES) APPROVAL= AP YEAR= 2014
NDA 020167 (pdf not found) INN (ESTRADIOL) ESTRADIOL (MYLAN PHARMS INC) APPROVAL= AP YEAR= 2014
NDA 205256 (pdf not found) INN (ESTRADIOL) ESTRADIOL (AMNEAL PHARMS) APPROVAL= AP YEAR= 2015
NDA 203339 (pdf not found) INN (ESTRADIOL ; NORETHINDRONE ACETATE) AMABELZ (LUPIN) APPROVAL= AP YEAR= 2016
NDA 206388 (pdf not found) INN (ESTRADIOL) ESTRADIOL (TEVA PHARMS USA) APPROVAL= AP YEAR= 2017
NDA 207261 (pdf not found) INN (ESTRADIOL ; NORETHINDRONE ACETATE) ESTRADIOL AND NORETHINDRONE ACETATE (XIROMED) APPROVAL= AP YEAR= 2017
NDA 208788 (pdf not found) INN (ESTRADIOL) ESTRADIOL (MYLAN) APPROVAL= AP YEAR= 2017
NDA 208564 (label) INN (ESTRADIOL) IMVEXXY (MAYNE PHARMA) APPROVAL= AP YEAR= 2018
NDA 209767 (pdf not found) INN (ESTRADIOL) ESTRADIOL (ENCUBE) APPROVAL= AP YEAR= 2018
NDA 210194 (pdf not found) INN (ESTRADIOL) ESTRADIOL (PADAGIS ISRAEL) APPROVAL= AP YEAR= 2018
NDA 210233 (pdf not found) INN (ESTRADIOL ; NORETHINDRONE ACETATE) ESTRADIOL AND NORETHINDRONE ACETATE (NAARI PTE) APPROVAL= AP YEAR= 2018
NDA 210488 (pdf not found) INN (ESTRADIOL) ESTRADIOL (TEVA PHARMS USA) APPROVAL= AP YEAR= 2018
NDA 206685 (label) INN (ESTRADIOL) ESTRADIOL (MYLAN TECHNOLOGIES) APPROVAL= AP YEAR= 2018
NDA 210132 (label) INN (ESTRADIOL ; PROGESTERONE) BIJUVA (MAYNE PHARMA) APPROVAL= AP YEAR= 2018
NDA 210264 (pdf not found) INN (ESTRADIOL) ESTRADIOL (GLENMARK PHARMS LTD) APPROVAL= AP YEAR= 2018
NDA 210612 (pdf not found) INN (ESTRADIOL ; NORETHINDRONE ACETATE) ESTRADIOL AND NORETHINDRONE ACETATE (NOVAST LABS) APPROVAL= AP YEAR= 2019
NDA 211293 (pdf not found) INN (ESTRADIOL) ESTRADIOL (AMNEAL) APPROVAL= AP YEAR= 2019
NDA 211396 (pdf not found) INN (ESTRADIOL) ESTRADIOL (AMNEAL) APPROVAL= AP YEAR= 2020
NDA 213388 (label) INN (ELAGOLIX SODIUM ; ESTRADIOL ; NORETHINDRONE ACETATE ; ELAGOLIX SODIUM) ORIAHNN COPACKAGED (ABBVIE) APPROVAL= AP YEAR= 2020
NDA 214846 (label) INN (ESTRADIOL ; NORETHINDRONE ACETATE ; RELUGOLIX) MYFEMBREE (SUMITOMO PHARMA AM) APPROVAL= AP YEAR= 2021
NDA 212313 (pdf not found) INN (ESTRADIOL) ESTRADIOL (PRASCO) APPROVAL= AP YEAR= 2021
NDA 214293 (pdf not found) INN (ESTRADIOL ; PROGESTERONE) ESTRADIOL AND PROGESTERONE (AMNEAL PHARMS) APPROVAL= AP YEAR= 2022 DISCONTINUED
NDA 206241 (pdf not found) INN (ESTRADIOL) ESTRADIOL (ZYDUS PHARMS) APPROVAL= AP YEAR= 2022
NDA 211783 (pdf not found) INN (ESTRADIOL) ESTRADIOL (XIROMED) APPROVAL= AP YEAR= 2022
NDA 202985 (pdf not found) INN (ESTRADIOL) ESTRADIOL (ZYDUS PHARMS) APPROVAL= AP YEAR= 2023
NDA 204379 (pdf not found) INN (ESTRADIOL) ESTRADIOL (ZYDUS PHARMS) APPROVAL= AP YEAR= 2023
NDA 214729 (pdf not found) INN (ESTRADIOL ; NORETHINDRONE ACETATE) ETYQA (AUROBINDO PHARMA LTD) APPROVAL= AP YEAR= 2023 DISCONTINUED
NDA 216524 (pdf not found) INN (ESTRADIOL) ESTRADIOL (PADAGIS ISRAEL) APPROVAL= AP YEAR= 2023
NDA 217334 (pdf not found) INN (ESTRADIOL) ESTRADIOL (NOVITIUM PHARMA) APPROVAL= AP YEAR= 2023
NDA 217610 (pdf not found) INN (ESTRADIOL) ESTRADIOL (NOVITIUM PHARMA) APPROVAL= AP YEAR= 2023
NDA 216160 (pdf not found) INN (ESTRADIOL) ESTRADIOL (SOLARIS PHARMA CORP) APPROVAL= AP YEAR= 2024
NDA 216055 (pdf not found) INN (ESTRADIOL) ESTRADIOL (AMNEAL) APPROVAL= AP YEAR= 2024
NDA 216550 (pdf not found) INN (ESTRADIOL) ESTRADIOL (AUROBINDO PHARMA) APPROVAL= AP YEAR= 2024
NDA 217863 (pdf not found) INN (ESTRADIOL) ESTRADIOL (SOLARIS PHARMA CORP) APPROVAL= AP YEAR= 2024
NDA 217882 (pdf not found) INN (ESTRADIOL) ESTRADIOL (NOVITIUM PHARMA) APPROVAL= AP YEAR= 2024
NDA 218507 (pdf not found) INN (ESTRADIOL) ESTRADIOL (ENCUBE) APPROVAL= AP YEAR= 2025
NDA 214137 (pdf not found) INN (ESTRADIOL) ESTRADIOL (TEVA PHARMS USA INC) APPROVAL= AP YEAR= 2025
NDA 217650 (pdf not found) INN (ELAGOLIX ; ESTRADIOL ; NORETHINDRONE ACETATE) SHEUR (TEVA PHARM) APPROVAL= TA YEAR= 2025
NDA 218031 (pdf not found) INN (DROSPIRENONE ; ESTRADIOL) DROSPIRENONE AND ESTRADIOL (NOVAST LABS) APPROVAL= TA YEAR= 2025
NDA 215096 (pdf not found) INN (ESTRADIOL) ESTRADIOL (PADAGIS US) APPROVAL= AP YEAR= 2026 DISCONTINUED
NDA 218214 (pdf not found) INN (ESTRADIOL) ESTRADIOL (ENCUBE) APPROVAL= AP YEAR= 2026

Other links:

PubChem
ChemicalProbes

U.S. repository of Clinical Trials

VigiAccess
SIDER side effects

ChemSynthesis
Patent@SureChEMBL