General
Preferred name
ESTRADIOL
Synonyms
beta-Estradiol ()
17β-estradiol ()
¦Â-Estradiol ()
17¦Â-Estradiol ()
17¦Â-Oestradiol ()
17β-estradiol, oestradiol, 17β-Oestradiol, β-Estradiol ()
??Estradiol ()
17??Estradiol ()
17??Oestradiol ()
Estradiol-17 beta ()
17??estradiol, oestradiol, 17??Oestradiol, ??Estradiol ()
Premphase-estrogen ()
estrogen ()
β-Estradiol ()
E2 ()
17β-Oestradiol ()
17¦Â-estradiol, ¦Â-Estradiol, E2, 17¦Â-Oestradiol ()
17β-estradiol ()
Menoring 50 ()
Elleste Solo ()
Estraderm ()
Evorel 25 ()
Menorest 37.5 ()
Dermestril 50 ()
Dermestril 25 ()
Elleste Solo MX 40 ()
Estradiol anhydrous ()
Innofem ()
NSC-20293 ()
Bedol ()
Dermestril Septem 50 ()
Estrogel ()
17-beta-oestradiol ()
Alfatradiol ()
Vagifem 8 ()
Oestradiol ()
Evorel 75 ()
Elestrim ()
Menorest 50 ()
Estring ()
NSC-9895 ()
FemSeven 100 ()
Estrace ()
Vagifem 18 ()
Dihydrotheelin ()
Elleste Solo MX 80 ()
Depo-Estradiol ()
Estraderm MX 75 ()
Adgyn Estro ()
Vagifem ()
Gynoestryl ()
Estraderm TTS 100 ()
17beta-Estradiol ()
E-Cypionate ()
Estraderm TTS 25 ()
Gvnodiol ()
Fematrix 80 ()
Vivelle ()
Gynodiol ()
Sandrena ()
Progynova TS ()
WC3011 ()
Evorel 50 ()
FemSeven 50 ()
Fematrix 40 ()
Esclim ()
Dermestril 100 ()
Evorel 100 ()
Vivelle-Dot ()
Gynergon ()
Evamist ()
Aquagen ()
17-.beta.-oestradiol ()
17.beta.-Estradiol ()
Zumenon ()
Estraderm MX 100 ()
Menorest 75 ()
Alora ()
Dermestril Septem 25 ()
Destradiol ()
Dermestril Septem 75 ()
Estradiol valerate metabolite e2 ()
Estraderm TTS 50 ()
Estradiol hemihydrate ()
Estraderm MX 50 ()
Gynogen ()
Climara ()
Estrasorb ()
Climara Pro ()
Minivelle ()
Menostar ()
Imvexxy ()
Fempatch ()
Estradiol 17-beta ()
Estraderm MX 25 ()
Divigel ()
WC-3011 ()
Dihydroxyestrin ()
FemSeven 75 ()
Agofollin ()
Elestrin ()
17.beta.-Estradiol-d2 ()
17?-Estradiol-d3 ()
P&D ID
PD002731
CAS
50-28-2
73459-61-7
17916-67-5
53866-33-4
79037-37-9
Tags
natural product
drug
available
Approved by
PMDA
FDA
First approval
1975
Drug Status
investigational
approved
vet_approved
Drug indication
Breast cancer
Max Phase
Phase 4
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
MOA Estrogen mediates its effects across the body through potent agonism of the Estrogen Receptor (ER), which is located in various tissues including in the breasts, uterus, ovaries, skin, prostate, bone, fat, and brain. Estradiol binds to both subtypes of the Estrogen Receptor: Estrogen Receptor Alpha (ERα) and Estrogen Receptor Beta (ERβ). Estradiol also acts as a potent agonist of G Protein-coupled Estrogen Receptor (GPER), which has recently been recognized as a major mediator of estradiol's rapid cellular effects [A31620]. ; ; When the estrogen receptor has bound its ligand it can enter the nucleus of the target cell, and regulate gene transcription which leads to formation of messenger RNA. The mRNA interacts with ribosomes to produce specific proteins that express the effect of estradiol upon the target cell. Estrogens increase the hepatic synthesis of sex hormone binding globulin (SHBG), thyroid-binding globulin (TBG), and other serum proteins and suppress follicle-stimulating hormone (FSH) from the anterior pituitary.
DESCRIPTION 17β-estradiol is the predominant form of circulating estrogen and is the endogenous agonist of the estrogen receptor α. In pre-menopausal women 17β-estradiol is mainly produced by the ovaries and placenta and is produced by adipose tissue in men and postmenopausal women. (GtoPdb)
DESCRIPTION Endogenous progesterone receptor agonist (Tocris Bioactive Compound Library)
DESCRIPTION Major estrogen sectreted by premenopausal ovary (LOPAC library)
Cell lines
6
Organisms
1
Compound Sets
29
Cayman Chemical Bioactives
10006315
9002846
38974
ChEMBL Approved Drugs
CHEMBL135
ChEMBL Drugs
CHEMBL135
Concise Guide to Pharmacology 2017/18
1012
1013
Concise Guide to Pharmacology 2019/20
1012
1013
Concise Guide to Pharmacology 2021/22
1012
1013
Concise Guide to Pharmacology 2023/24
1012
1013
Drug Repurposing Hub
DrugBank
DB00783
DrugBank Approved Drugs
DB00783
DrugCentral
1057
DrugCentral Approved Drugs
1057
DrugMAP
DMUNTE3
DrugMAP Approved Drugs
DMUNTE3
Enamine BioReference Compounds
EU-OPENSCREEN Bioactive Compound Library
EOS101124
EUbOPEN Chemogenomics Library
Guide to Pharmacology
1012
1013
LOPAC library
LSP-MoA library (Laboratory of Systems Pharmacology)
CHEMBL135
MedChem Express Bioactive Compound Library
HY-B0141
Natural product-based probes and drugs
NCATS Inxight Approved Drugs
4TI98Z838E
NIH Clinical Collections (NCC)
NPC Screening Collection
NURSA ligand set
nursa/index.jsf?doi=10.1621%2FBVEO4KVZVC
Prestwick Chemical Library
Selleckchem Bioactive Compound Library
Estradiol
Tocris Bioactive Compound Library
2824
External IDs
117
Properties
(calculated by RDKit )
Molecular Weight
272.18
Hydrogen Bond Acceptors
2
Hydrogen Bond Donors
2
Rotatable Bonds
0
Ring Count
4
Aromatic Ring Count
1
cLogP
3.61
TPSA
40.46
Fraction CSP3
0.67
Chiral centers
5.0
Largest ring
6.0
QED
0.76
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Selectivity
Estrogen
Primary Target
Estrogen and Related Receptors
MOA
Agonist
Estrogen receptor agonist
Target
ESR1, ESR2, GPER1, KCNMA1, NR1I2
Bacterial
Endogenous Metabolite
Estrogen Receptor/ERR
Estrogen/progestogen Receptor,Interleukins
Indication
contraceptive
Biosynthetic Origin
Terpenoid (Steroid)
Therapeutic Indication
Hormone Replacement Therapy
Therapeutic Class
Hormone Therapy
Estrogens
Pathway
Anti-infection
Metabolic Enzyme/Protease
Vitamin D Related/Nuclear Receptor
Source data