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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL135
CHEMBL135
Compound Name ESTRADIOL
ChEMBL Synonyms Vagifem 8 | VIVELLE-DOT | VIVELLE | ESTROGEL | ESTRADIOL HEMIHYDRATE | ESTRADERM TTS 100 | ESTRACE | DIVIGEL | DERMESTRIL SEPTEM 25 | ADGYN ESTRO | MENOREST 37.5 | GVNODIOL | FEMSEVEN 50 | FEMPATCH | EVOREL 25 | EVAMIST | DIHYDROTHEELIN | ELESTRIN | DIHYDROXYESTRIN | DERMESTRIL SEPTEM 75 | Climara Pro | AGOFOLLIN | Vagifem 18 | MINIVELLE | FEMSEVEN 75 | ESTRADERM MX 75 | Depo-Estradiol | DESTRADIOL | DERMESTRIL SEPTEM 50 | DERMESTRIL 100 | Aquagen | VAGIFEM | SANDRENA | PROGYNOVA TS | MENORING 50 | FEMSEVEN 100 | ESTRADERM MX 100 | ESTRASORB | ESCLIM | E-Cypionate | DERMESTRIL 50 | DERMESTRIL 25 | CLIMARA | Alfatradiol | MENOREST 75 | MENOREST 50 | Gynogen | GYNODIOL | FEMATRIX 40 | EVOREL 75 | ZUMENON | OESTRADIOL | FEMATRIX 80 | ESTRADERM TTS 50 | ESTRADERM TTS 25 | ELLESTE SOLO MX 80 | ELLESTE SOLO | INNOFEM | ESTRING | ESTRADIOL | ESTRADERM MX 25 | ELLESTE SOLO MX 40 | ELESTRIM | BEDOL | ALORA | MENOSTAR | GYNOESTRYL | GYNERGON | EVOREL 50 | EVOREL 100 | ESTRADERM MX 50 | ESTRADERM
Max Phase 4 (Approved)
Trade Names ALORA | BEDOL | ELESTRIM | ELLESTE SOLO MX 40 | ESTRADERM MX 25 | ESTRADIOL | ESTRING | INNOFEM | Oestradiol | ESTRADERM | ESTRADERM MX 50 | EVOREL 100 | EVOREL 50 | MENOSTAR | ESTRADERM MX 100 | FEMSEVEN 100 | MENORING 50 | PROGYNOVA TS | SANDRENA | VAGIFEM | CLIMARA | DERMESTRIL 25 | DERMESTRIL 50 | E-Cypionate | ESCLIM | ESTRASORB | EVOREL 75 | FEMATRIX 40 | GYNODIOL | Gynogen | MENOREST 50 | MENOREST 75 | Climara Pro | DERMESTRIL SEPTEM 75 | ELESTRIN | ELLESTE SOLO | ELLESTE SOLO MX 80 | ESTRADERM TTS 25 | ESTRADERM TTS 50 | FEMATRIX 80 | ZUMENON | Aquagen | DERMESTRIL 100 | DERMESTRIL SEPTEM 50 | ESTRADERM MX 75 | FEMSEVEN 75 | MINIVELLE | Vagifem 18 | ADGYN ESTRO | DERMESTRIL SEPTEM 25 | DIVIGEL | ESTRACE | ESTRADERM TTS 100 | ESTROGEL | VIVELLE | VIVELLE-DOT | Vagifem 8 | EVAMIST | EVOREL 25 | FEMPATCH | FEMSEVEN 50 | GVNODIOL | MENOREST 37.5
Molecular Formula C18H24O2

Additional synonyms for CHEMBL135 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES C[C@]12CC[C@H]3[C@@H](CCc4cc(O)ccc34)[C@@H]1CC[C@@H]2O
Standard InChI InChI=1S/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15( ...
Download InChI
Standard InChI Key VOXZDWNPVJITMN-ZBRFXRBCSA-N

Sources

  • AstraZeneca Deposited Data
  • BindingDB Database
  • British National Formulary
  • Curated Drug Pharmacokinetic Data
  • DrugMatrix
  • Gene Expression Atlas Compounds
  • Orange Book
  • Patent Bioactivity Data
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL135

Molecule Features

CHEMBL135 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:N Topical:Y Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Estrogen receptor alpha agonist Estrogen receptor alpha DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Alzheimer DiseaseD000544EFO:0000249Alzheimers disease2ClinicalTrials
EndometriosisD004715EFO:0001065endometriosis3ClinicalTrials
Orthostatic IntoleranceD054971EFO:1000645orthostatic intolerance2ClinicalTrials
AgingD000375GO:0007568aging2ClinicalTrials
Depressive DisorderD003866EFO:0003761unipolar depression2ClinicalTrials
HypogonadismD0070063ClinicalTrials
SchizophreniaD012559EFO:0000692schizophrenia2ClinicalTrials
AmenorrheaD0005683ClinicalTrials
Breast NeoplasmsD001943EFO:0003869breast neoplasm2ClinicalTrials
Hereditary Breast and Ovarian Cancer SyndromeD061325Orphanet:145Hereditary breast and ovarian cancer syndrome2ClinicalTrials
Polycystic Ovary SyndromeD011085EFO:0000660polycystic ovary syndrome1ClinicalTrials
Sexual Dysfunction, PhysiologicalD012735EFO:0004714sexual dysfunction3ClinicalTrials
Atrophic VaginitisD059268EFO:1001271Atrophic Vaginitis3ClinicalTrials
Carcinoid TumorD002276EFO:0004243carcinoid tumor2ClinicalTrials
Diabetes Mellitus, Type 1D003922EFO:0001359type I diabetes mellitus1ClinicalTrials
Breast NeoplasmsD001943EFO:0000305breast carcinoma2ClinicalTrials
InfertilityD007246EFO:0000545infertility3ClinicalTrials
Multiple SclerosisD009103EFO:0003885multiple sclerosis3ClinicalTrials
Psychotic DisordersD011618EFO:0005411schizoaffective disorder2ClinicalTrials
Turner SyndromeD014424Orphanet:881Turner syndrome3ClinicalTrials
Anorexia NervosaD000856EFO:0004215anorexia nervosa3ClinicalTrials
AtrophyD001284EFO:1000096Atrophy3ClinicalTrials
DysmenorrheaD0044123ClinicalTrials
Migraine DisordersD008881EFO:0003821migraine disorder2ClinicalTrials
ObesityD009765EFO:0001073obesity3ClinicalTrials
OsteoporosisD010024EFO:0003882osteoporosis1ClinicalTrials
AtherosclerosisD050197EFO:0003914atherosclerosis2ClinicalTrials
Diabetes Mellitus, Type 2D003924EFO:0001360type II diabetes mellitus1ClinicalTrials
HypertensionD006973EFO:0000537hypertension3ClinicalTrials
MenopauseD008593EFO:0003922menopause3ClinicalTrials
Primary Ovarian InsufficiencyD016649EFO:0004266primary ovarian insufficiency2ClinicalTrials
Bone Diseases, MetabolicD001851HP:0000938osteopenia3ClinicalTrials
Depression, PostpartumD019052EFO:0007453postpartum depression2ClinicalTrials
HIV InfectionsD015658EFO:0000764HIV infection1ClinicalTrials
Muscular DiseasesD009135EFO:0002970muscular disease0ClinicalTrials
Prostatic NeoplasmsD011471EFO:0001663prostate carcinoma2ClinicalTrials

Clinical Data

ClinicalTrials.gov ESTRADIOL
The Cochrane Collaboration ESTRADIOL

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL135. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL3559 Steryl-sulfatase Homo sapiens 1.000
CHEMBL3181 Estradiol 17-beta-dehydrogenase 1 Homo sapiens 1.000
CHEMBL206 Estrogen receptor alpha Homo sapiens 1.000
CHEMBL242 Estrogen receptor beta Homo sapiens 1.000
CHEMBL4681 Aldo-keto-reductase family 1 member C3 Homo sapiens 1.000
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 1.000
CHEMBL1787 Steroid 5-alpha-reductase 1 Homo sapiens 1.000
CHEMBL1856 Steroid 5-alpha-reductase 2 Homo sapiens 1.000
CHEMBL3072 Androgen Receptor Rattus norvegicus 1.000
CHEMBL3429 Estrogen-related receptor alpha Homo sapiens 1.000
CHEMBL1871 Androgen Receptor Homo sapiens 1.000
CHEMBL1293237 Bloom syndrome protein Homo sapiens 1.000
CHEMBL2034 Glucocorticoid receptor Homo sapiens 0.999
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 0.999
CHEMBL3522 Cytochrome P450 17A1 Homo sapiens 0.998
CHEMBL4234 Estradiol 17-beta-dehydrogenase 3 Homo sapiens 0.991
CHEMBL287 Sigma opioid receptor Homo sapiens 0.989
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.953
CHEMBL233 Mu opioid receptor Homo sapiens 0.931
CHEMBL237 Kappa opioid receptor Homo sapiens 0.907



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL3559 Steryl-sulfatase Homo sapiens 1.000
CHEMBL3181 Estradiol 17-beta-dehydrogenase 1 Homo sapiens 1.000
CHEMBL3394 Tubulin beta chain Bos taurus 1.000
CHEMBL206 Estrogen receptor alpha Homo sapiens 1.000
CHEMBL242 Estrogen receptor beta Homo sapiens 1.000
CHEMBL1978 Cytochrome P450 19A1 Homo sapiens 1.000
CHEMBL3751 Estrogen-related receptor beta Homo sapiens 1.000
CHEMBL3072 Androgen Receptor Rattus norvegicus 1.000
CHEMBL1787 Steroid 5-alpha-reductase 1 Homo sapiens 1.000
CHEMBL1856 Steroid 5-alpha-reductase 2 Homo sapiens 1.000
CHEMBL4681 Aldo-keto-reductase family 1 member C3 Homo sapiens 1.000
CHEMBL1871 Androgen Receptor Homo sapiens 1.000
CHEMBL3429 Estrogen-related receptor alpha Homo sapiens 1.000
CHEMBL2034 Glucocorticoid receptor Homo sapiens 1.000
CHEMBL3522 Cytochrome P450 17A1 Homo sapiens 1.000
CHEMBL3056 Androgen Receptor Mus musculus 0.997
CHEMBL287 Sigma opioid receptor Homo sapiens 0.997
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.997
CHEMBL4234 Estradiol 17-beta-dehydrogenase 3 Homo sapiens 0.994
CHEMBL237 Kappa opioid receptor Homo sapiens 0.988

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
272.4 272.1776 3.61 0 40.46 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 2 0 2 2 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
10.27 - 4.15 4.14 1 20 0.76

Structural Alerts

There are no structural alerts for CHEMBL135

Compound Cross References

ATC G - GENITO URINARY SYSTEM AND SEX HORMONES
G03 - SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM
G03C - ESTROGENS
G03CA - Natural and semisynthetic estrogens, plain
G03CA03 - estradiol

G - GENITO URINARY SYSTEM AND SEX HORMONES
G03 - SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM
G03C - ESTROGENS
G03CA - Natural and semisynthetic estrogens, plain
G03CA53 - estradiol, combinations

ChemSpider ChemSpider:VOXZDWNPVJITMN-ZBRFXRBCSA-N
DailyMed estradiol
PubChem SID: 144204699 SID: 144209255 SID: 144210608 SID: 17389898 SID: 26753050 SID: 26753051 SID: 26753052 SID: 29215115 SID: 29215116 SID: 29215117 SID: 50105619 SID: 50105620 SID: 50124031 SID: 56422158 SID: 8139865 SID: 90341590
Wikipedia Estradiol

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL135



ACToR 50-28-2 73459-61-7
Atlas 17-beta-estradiol beta-estradiol 17beta-estradiol estradiol
BindingDB 17292
Brenda 17675 57405 55942 3109 29246 48862 50354 55875 1504 108737 148966 2544 154416 745 897 52137
ChEBI 16469
ChemicalBook CB2200244 CB9131644
DrugBank DB00783
DrugCentral 1057
eMolecules 491839 29549878
EPA CompTox Dashboard DTXSID0020573
FDA SRS 4TI98Z838E
Guide to Pharmacology 1013 1012
Human Metabolome Database HMDB0000151
IBM Patent System 902BB404DAFBC8D6237A668D3987CAE6
KEGG Ligand C00951
LINCS LSM-2421
LipidMaps LMST02010001
Metabolights MTBLC16469
MolPort MolPort-001-794-632
NIH Clinical Collection SAM001247032
Nikkaji J4.100I
PDBe EST
PharmGKB PA449503
PubChem 5757
PubChem: Drugs of the Future 12012600
PubChem: Thomson Pharma 14799367 14799365
Recon estradiol
Rhea 16469
Selleck Estradiol
SureChEMBL SCHEMBL8049
ZINC ZINC000013520815

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/VOXZDWNPVJITMN-ZBRFXRBCSA-N spacer
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