estriol 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | PK/Tox | Related Drugs | BioActivity |

Stem definitionDrug idCAS RN
estrogens 3187 50-27-1

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • estriol
  • destriol
  • estratriol
  • ovestrion
A hydroxylated metabolite of ESTRADIOL or ESTRONE that has a hydroxyl group at C3, 16-alpha, and 17-beta position. Estriol is a major urinary estrogen. During PREGNANCY, a large amount of estriol is produced by the PLACENTA. Isomers with inversion of the hydroxyl group or groups are called epiestriol.
  • Molecular weight: 288.39
  • Formula: C18H24O3
  • CLOGP: 3.20
  • LIPINSKI: 0
  • HAC: 3
  • HDO: 3
  • TPSA: 60.69
  • ALOGS: -3.38
  • ROTB: 0

Drug dosage:

DoseUnitRoute
2 mg O
2 mg P
0.20 mg V

ADMET properties:

PropertyValueReference
S (Water solubility) 0.03 mg/mL Bocci G, Oprea TI, Benet LZ
BDDCS (Biopharmaceutical Drug Disposition Classification System) 1 Bocci G, Oprea TI, Benet LZ

Predicted pharmacokinetic/toxicological properties (PK-AZ):

PropertyDescriptionValueUnitConfidenceSimilarity
azlogd74 LogD at pH 7.4 2.618 High 1
caco2-efflux Caco-2 efflux ratio (BA/AB) 0.951 High 1
caco2-intrinsic-papp Caco-2 intrinsic apparent permeability 44.157 10^-6 cm/s High 1
dh-clint Dog hepatocyte intrinsic clearance 17.947 uL/min/10^6 cells High 1
dppb Dog plasma protein binding (% unbound) 8.720 % High 1
fcs-ppb Fetal calf serum protein binding (% unbound) 22.870 % High 1
herg hERG pIC50 4.614 pIC50 High 1
hh-clint Human hepatocyte intrinsic clearance 17.783 uL/min/10^6 cells High 1
hlm-clint Human liver microsomal intrinsic clearance 5.559 uL/min/mg protein High 1
hppb Human plasma protein binding (% unbound) 7.500 % High 1
kinase-safety-class ACVR2B,BRAF,BTK,CAMK2D,CDK5,EIF2AK3,ERBB2,GRK2,ITK,MAP2K6,MAPK10,MAPK7,NTRK2,PDK1,PDK2,PDK4,PIK3CA,PRKDC,TEK,TGFBR1,ZAP70 21
kinase-selectivity-class EIF2AK3,GRK2,MAP2K6 3
mdck-mdr1-efflux MDCK-MDR1 efflux ratio 3.631 High 1
mh-clint Mouse hepatocyte intrinsic clearance 112.202 High 1
mppb Mouse plasma protein binding (% unbound) 9.560 High 1
nih-mdck-mdr1-efflux NIH MDCK-MDR1 efflux ratio 8.279 High 1
pfas-class PFAS structural alert (1 = True, 0 = False) 0
pppb Pig plasma protein binding (% unbound) 14.040 % High 1
rh-clint Rat hepatocyte intrinsic clearance 129.122 uL/min/10^6 cells High 1
rh-fuinc Rat hepatocyte fraction unbound in incubation 56.810 % High 1
rppb Rat plasma protein binding (% unbound) 10.110 % High 1
solubility-dd Solubility at pH 7.4 in DMSO 157.036 uM High 1

Approvals:

DateAgencyCompanyOrphan
None FDA

FDA Adverse Event Reporting System (Female)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Cardiospasm 327.85 21.93 77 10561 3369 90614440
Palmoplantar keratoderma 326.50 21.93 77 10561 3430 90614379
Sleep terror 308.04 21.93 77 10561 4387 90613422
Pruritus genital 306.44 21.93 77 10561 4481 90613328
Atrial tachycardia 285.57 21.93 77 10561 5913 90611896
Carotid artery occlusion 281.22 21.93 77 10561 6265 90611544
Tension headache 277.33 21.93 79 10559 7430 90610379
Anosmia 260.42 21.93 80 10558 9768 90608041
Immunisation 250.70 21.93 57 10581 2156 90615653
Facial pain 233.53 21.93 79 10559 13103 90604706
Muscle twitching 224.21 21.93 90 10548 24112 90593697
Subarachnoid haemorrhage 217.19 21.93 81 10557 17823 90599986
Pain of skin 214.43 21.93 78 10560 16004 90601805
Lip swelling 211.26 21.93 99 10539 38511 90579298
Vasculitis 195.13 21.93 80 10558 22613 90595196
Ventricular tachycardia 188.56 21.93 80 10558 24628 90593181
Tinnitus 177.36 21.93 91 10547 43011 90574798
Blindness 173.27 21.93 77 10561 26491 90591318
Eye pruritus 169.87 21.93 78 10560 28949 90588860
Diplopia 167.54 21.93 77 10561 28637 90589172
Cognitive disorder 151.79 21.93 97 10541 69310 90548499
Disturbance in attention 147.64 21.93 83 10555 47026 90570783
Angioedema 145.18 21.93 92 10546 64784 90553025
Transient ischaemic attack 143.30 21.93 79 10559 43097 90574712
Hallucination 121.90 21.93 83 10555 65876 90551933
Rash papular 120.02 21.93 55 10583 20300 90597509
Dry skin 102.57 21.93 84 10554 87989 90529820
Persistent genital arousal disorder 101.09 21.93 22 10616 678 90617131
Hyperhidrosis 99.59 21.93 100 10538 136205 90481604
Blood glucose increased 96.83 21.93 84 10554 95162 90522647
Feeling abnormal 96.15 21.93 108 10530 167127 90450682
Palpitations 95.68 21.93 98 10540 136630 90481179
Intentional product misuse 91.03 21.93 79 10559 89525 90528284
Amnesia 89.33 21.93 85 10553 108420 90509389
Visual impairment 89.23 21.93 93 10545 132272 90485537
Heart rate increased 86.47 21.93 85 10553 112817 90504992
Myocardial infarction 85.31 21.93 82 10556 105890 90511919
Tachycardia 74.29 21.93 92 10546 157581 90460228
Memory impairment 72.70 21.93 102 10536 197142 90420667
Migraine 70.97 21.93 99 10539 190293 90427516
Muscular weakness 67.60 21.93 101 10537 206565 90411244
COVID-19 60.25 21.93 86 10552 168757 90449052
Dehydration 55.14 21.93 89 10549 194358 90423451
Back pain 48.85 21.93 112 10526 317063 90300746
Mucosal erosion 48.80 21.93 15 10623 1830 90615979
Insomnia 43.04 21.93 110 10528 333364 90284445
Genital erosion 42.21 21.93 10 10628 453 90617356
Thirst decreased 39.58 21.93 9 10629 340 90617469
Nausea 37.44 21.93 240 10398 1110076 89507733
Anxiety 34.71 21.93 97 10541 309675 90308134
Pneumonia 32.85 21.93 17 10621 638042 89979767
Dizziness 31.02 21.93 144 10494 589140 90028669
Infusion related reaction 30.42 21.93 6 10632 416774 90201035
Malaise 29.24 21.93 141 10497 585845 90031964
Drug ineffective 29.10 21.93 76 10562 1384222 89233587
Chest pain 28.18 21.93 92 10546 319553 90298256
Arthropathy 27.30 21.93 5 10633 366237 90251572
Glossodynia 27.23 21.93 3 10635 321776 90296033
Abdominal pain upper 26.89 21.93 93 10545 332581 90285228
Swelling 26.74 21.93 8 10630 419050 90198759
Conjunctivitis 25.99 21.93 23 10615 26683 90591126
Drug hypersensitivity 25.92 21.93 11 10627 463598 90154211
Death 25.26 21.93 11 10627 456540 90161269
Wound 25.20 21.93 3 10635 302977 90314832
Lip blister 24.22 21.93 10 10628 2868 90614941
Pericarditis 24.02 21.93 78 10560 270073 90347736
Thyrotoxic periodic paralysis 23.42 21.93 4 10634 32 90617777
Mouth ulceration 23.23 21.93 26 10612 39948 90577861
Hepatic enzyme increased 22.80 21.93 7 10631 360729 90257080
Discomfort 22.12 21.93 3 10635 274332 90343477

FDA Adverse Event Reporting System (Male)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Cardiospasm 369.34 322.59 76 4820 1831 42614608
Palmoplantar keratoderma 345.31 322.59 74 4822 2180 42614259
Pruritus genital 333.68 322.59 74 4822 2565 42613874
Sleep terror 326.08 322.59 74 4822 2852 42613587

FDA Adverse Event Reporting System (Geriatric)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Cardiospasm 654.55 28.70 147 14010 4820 110570322
Palmoplantar keratoderma 631.94 28.70 145 14012 5242 110569900
Pruritus genital 604.36 28.70 145 14012 6377 110568765
Sleep terror 602.43 28.70 145 14012 6465 110568677
Atrial tachycardia 564.83 28.70 147 14010 9031 110566111
Tension headache 558.00 28.70 147 14010 9471 110565671
Carotid artery occlusion 554.01 28.70 146 14011 9419 110565723
Anosmia 524.70 28.70 148 14009 12324 110562818
Facial pain 490.11 28.70 147 14010 15192 110559950
Immunisation 467.63 28.70 103 14054 3080 110572062
Pain of skin 443.38 28.70 145 14012 19884 110555258
Subarachnoid haemorrhage 405.82 28.70 150 14007 29552 110545590
Muscle twitching 404.67 28.70 150 14007 29785 110545357
Lip swelling 376.36 28.70 165 13992 50502 110524640
Vasculitis 371.30 28.70 148 14009 35725 110539417
Eye pruritus 370.04 28.70 144 14013 32631 110542511
Blindness 362.45 28.70 146 14011 36213 110538929
Diplopia 339.15 28.70 145 14012 41749 110533393
Tinnitus 326.91 28.70 158 13999 60382 110514760
Ventricular tachycardia 323.93 28.70 148 14009 49861 110525281
Disturbance in attention 299.53 28.70 150 14007 61845 110513297
Transient ischaemic attack 289.23 28.70 148 14009 63834 110511308
Cognitive disorder 266.80 28.70 156 14001 87355 110487787
Rash papular 265.13 28.70 108 14049 27531 110547611
Angioedema 259.90 28.70 160 13997 98340 110476802
Amnesia 232.70 28.70 153 14004 105255 110469887
Hallucination 230.68 28.70 150 14007 101282 110473860
Dry skin 227.35 28.70 152 14005 107501 110467641
Visual impairment 216.94 28.70 161 13996 134267 110440875
Feeling abnormal 199.01 28.70 173 13984 180538 110394604
Palpitations 197.00 28.70 163 13994 159049 110416093
Blood glucose increased 192.36 28.70 149 14008 132347 110442795
Heart rate increased 187.89 28.70 152 14005 143682 110431460
Hyperhidrosis 185.75 28.70 169 13988 187129 110388013
Intentional product misuse 183.29 28.70 145 14012 132759 110442383
Migraine 172.37 28.70 156 14001 171496 110403646
Memory impairment 157.81 28.70 158 13999 196786 110378356
Muscular weakness 149.11 28.70 171 13986 248297 110326845
Myocardial infarction 146.40 28.70 150 14007 191933 110383209
Tachycardia 135.99 28.70 156 14001 226489 110348653
Pericarditis 125.05 28.70 147 14010 218967 110356175
COVID-19 118.16 28.70 151 14006 244909 110330233
Dehydration 111.48 28.70 157 14000 279354 110295788
Persistent genital arousal disorder 105.51 28.70 23 14134 653 110574489
Insomnia 104.97 28.70 175 13982 360415 110214727
Back pain 102.62 28.70 176 13981 370820 110204322
Anxiety 89.28 28.70 159 13998 344919 110230223
Chest pain 84.31 28.70 163 13994 376212 110198930
Alopecia 84.20 28.70 160 13997 364593 110210549
Peripheral swelling 79.76 28.70 166 13991 403868 110171274
Abdominal pain upper 79.16 28.70 152 14005 348959 110226183
Drug ineffective 77.44 28.70 50 14107 1520490 109054652
Abdominal discomfort 75.61 28.70 160 13997 393698 110181444
Pneumonia 67.38 28.70 15 14142 876699 109698443
Intentional product use issue 63.75 28.70 114 14043 247792 110327350
Death 60.03 28.70 9 14148 698860 109876282
Malaise 57.83 28.70 203 13954 671616 109903526
Dizziness 53.37 28.70 203 13954 697990 109877152
Adverse drug reaction 47.59 28.70 63 14094 105496 110469646
Headache 44.86 28.70 227 13930 882150 109692992
Pruritus 42.67 28.70 167 13990 581393 109993749
Mucosal erosion 41.25 28.70 15 14142 2809 110572333
Nausea 39.77 28.70 282 13875 1235408 109339734
Thirst decreased 38.25 28.70 9 14148 362 110574780
Vomiting 37.32 28.70 221 13936 910454 109664688
Drug hypersensitivity 36.41 28.70 7 14150 454083 110121059
Acute kidney injury 36.34 28.70 18 14139 635412 109939730
Condition aggravated 36.11 28.70 25 14132 734811 109840331
Genital erosion 35.78 28.70 10 14147 801 110574341
Anaemia 33.61 28.70 14 14143 547072 110028070
Infusion related reaction 32.47 28.70 5 14152 381157 110193985

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC G03CA04 GENITO URINARY SYSTEM AND SEX HORMONES
SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM
ESTROGENS
Natural and semisynthetic estrogens, plain
ATC G03CC06 GENITO URINARY SYSTEM AND SEX HORMONES
SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM
ESTROGENS
Estrogens, combinations with other drugs
CHEBI has role CHEBI:35705 immunosuppressive agent
CHEBI has role CHEBI:50114 estrogen
CHEBI has role CHEBI:75771 mouse metabolite
CHEBI has role CHEBI:76967 human xenobiotic metabolite
CHEBI has role CHEBI:77746 human metabolite

Related Drugs by ATC class:

G03CA Natural and semisynthetic estrogens, plain 7 drugs
chlorotrianiseneconjugated estrogensestetrolestradiolestroneethinylestradiolpromestriene
G03CC Estrogens, combinations with other drugs 6 drugs
bazedoxifeneconjugated estrogensdienestroldiethylstilbestrolestronemethallenestril

Drug Use | Suggest Off label Use Form| |View source of the data|

None




🐶 Veterinary Drug Use

SpeciesUseRelation
Dogs Control of estrogen-responsive urinary incontinence Indication

🐶 Veterinary products

ProductApplicantIngredients
Incurin Intervet Inc. 1

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 11.13 acidic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])		Mechanism
action		Bioact sourceMoA source
Estrogen receptor Nuclear hormone receptor AGONIST Ki 8.67 IUPHAR IUPHAR
Glucocorticoid receptor Nuclear hormone receptor Ki 4.75 DRUG MATRIX
Estrogen receptor beta Nuclear hormone receptor AGONIST Ki 8.40 IUPHAR
Corticosteroid-binding globulin Secreted Ki 5 CHEMBL
Sex hormone-binding globulin Secreted Kd 6.63 CHEMBL
Alpha-synuclein Transporter IC50 4.70 CHEMBL
Sodium-dependent serotonin transporter Transporter Ki 5.26 DRUG MATRIX
Olfactory receptor 51E2 GPCR EC50 4.28 CHEMBL
Arachidonate 15-lipoxygenase Enzyme IC50 5.06 DRUG MATRIX
Lanosterol 14-alpha demethylase Enzyme Kd 4 CHEMBL

External reference:

IDSource
N0000167513 NUI
D00185 KEGG_DRUG
C0014927 UMLSCUI
CHEBI:27974 CHEBI
ESL PDB_CHEM_ID
CHEMBL193482 ChEMBL_ID
DB04573 DRUGBANK_ID
D004964 MESH_DESCRIPTOR_UI
5756 PUBCHEM_CID
2821 IUPHAR_LIGAND_ID
FB33469R8E UNII
4094 RXNORM
132550 MMSL
18220 MMSL
NOCODE MMSL
d05027 MMSL
001285 NDDF
354050008 SNOMEDCT_US
708043004 SNOMEDCT_US
73723004 SNOMEDCT_US
FB33469R8E INXIGHT DRUGS

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
BiEST 2.5 Estrogen Cream HUMAN OTC DRUG LABEL 2 82018-0007 CREAM 2 mg TRANSDERMAL unapproved drug other 10 sections
BiEST 2.5 Estrogen Cream (Lavender scented) HUMAN OTC DRUG LABEL 2 82018-0008 CREAM 2 mg TRANSDERMAL unapproved drug other 10 sections
BiEST 5.0 Estrogen Cream HUMAN OTC DRUG LABEL 2 82018-0009 CREAM 4 mg TRANSDERMAL unapproved drug other 10 sections
Estriol 5.0 Cream HUMAN OTC DRUG LABEL 1 82018-0010 CREAM 5 mg TRANSDERMAL unapproved drug other 10 sections
Natural Revita Vaginal Moisturizer HUMAN OTC DRUG LABEL 1 82018-0025 CREAM 0.08 mg TRANSDERMAL unapproved drug other 10 sections
Balance Plus Cream HUMAN OTC DRUG LABEL 4 82018-0028 CREAM 240 mg TRANSDERMAL unapproved drug other 10 sections
BiEST 5.0 Estrogen Cream - 3.6oz HUMAN OTC DRUG LABEL 2 82018-0029 CREAM 4 mg TRANSDERMAL unapproved drug other 10 sections
3.6oz BiEST 2.5 Estrogen Cream HUMAN OTC DRUG LABEL 2 82018-0030 CREAM 2 mg TRANSDERMAL unapproved drug other 10 sections
Estriol cream HUMAN OTC DRUG LABEL 2 84735-014 CREAM 2 g TOPICAL OTC Monograph Drug 9 sections
Estriol cream HUMAN OTC DRUG LABEL 2 84735-014 CREAM 2 g TOPICAL OTC Monograph Drug 9 sections
Estriol Cream HUMAN OTC DRUG LABEL 1 84763-013 CREAM 0.00 g TOPICAL OTC Monograph Drug 11 sections
BUNUSS Estriol Face HUMAN OTC DRUG LABEL 1 84867-024 CREAM 3 g TOPICAL OTC Monograph Drug 8 sections
Arthcal Estriol Face Cream for Women HUMAN OTC DRUG LABEL 3 85212-0016 CREAM 0.20 g EXTRACORPOREAL OTC Monograph Drug 10 sections
Arthcal ESTROGEN HUMAN OTC DRUG LABEL 1 85212-0038 CREAM 0.20 g CUTANEOUS ANDA 10 sections
Flocean INTIMATE COMFORT HUMAN OTC DRUG LABEL 1 85248-055 CREAM 0.10 g TOPICAL unapproved drug other 13 sections
Beilloso Women Estriol HUMAN OTC DRUG LABEL 1 85248-137 CREAM 0.10 g TOPICAL unapproved drug other 13 sections
JOVYNEX WOMEN ESTRIOL HUMAN OTC DRUG LABEL 1 85248-154 CREAM 0.10 g TOPICAL unapproved drug other 13 sections
JARDIENT HUMAN OTC DRUG LABEL 1 85646-003 CREAM 0.36 g TOPICAL OTC Monograph Drug 12 sections
JARDIENT Estriol Cream HUMAN OTC DRUG LABEL 1 85646-006 CREAM 0.36 g TOPICAL OTC Monograph Drug 12 sections
Vigority Estriol Cream HUMAN OTC DRUG LABEL 1 85739-003 CREAM 3 mg TOPICAL OTC Monograph Drug 13 sections
MYEVER HUMAN OTC DRUG LABEL 1 87066-5915 CREAM 0.20 g TOPICAL OTC Monograph Drug 14 sections
DVO Estriol cream HUMAN OTC DRUG LABEL 1 87204-503 CREAM 0.20 g TOPICAL OTC Monograph Drug 10 sections
Estriol 5000 mcg 5 g HUMAN OTC DRUG LABEL 1 87250-105 CREAM 5 g TRANSDERMAL unapproved drug other 11 sections
ESTRIOL HUMAN OTC DRUG LABEL 1 87255-006 CREAM 0.20 g TOPICAL OTC Monograph Drug 12 sections
Estriol Cream HUMAN OTC DRUG LABEL 1 87278-010 CREAM 0.00 g VAGINAL OTC Monograph Drug 11 sections
Estriol Cream HUMAN OTC DRUG LABEL 1 87704-001 CREAM 0.00 g TOPICAL OTC Monograph Drug 10 sections
LEMOTO BIOIDENTICAL ESTROGEN VAGINAL Cream HUMAN OTC DRUG LABEL 1 87786-010 CREAM 0.10 g TOPICAL unapproved drug other 13 sections
MOROVAN HUMAN OTC DRUG LABEL 1 87800-2524 CREAM 0.20 g TOPICAL OTC Monograph Drug 14 sections