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estriol 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definition	Drug id	CAS RN
estrogens	3187	50-27-1

Description:

Molecule	Description
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

Molecule

Description

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:

Dose	Unit	Route
2	mg	O
2	mg	P
0.20	mg	V

ADMET properties:

Property	Value	Reference
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

Approvals:

Date	Agency	Company	Orphan
None	FDA

FDA Adverse Event Reporting System (Female)

MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Cardiospasm	234.78	22.18	52	6972	1855	63480143
Palmoplantar keratoderma	232.13	22.18	52	6972	1955	63480043
Pruritus genital	217.67	22.18	52	6972	2602	63479396
Sleep terror	217.17	22.18	52	6972	2628	63479370
Atrial tachycardia	193.49	22.18	52	6972	4188	63477810
Carotid artery occlusion	188.25	22.18	52	6972	4642	63477356
Tension headache	187.64	22.18	53	6971	5133	63476865
Anosmia	181.54	22.18	55	6969	6805	63475193
Facial pain	154.37	22.18	54	6970	10507	63471491
Pain of skin	145.53	22.18	53	6971	11581	63470417
Immunisation	143.91	22.18	32	6992	1161	63480837
Lip swelling	135.73	22.18	67	6957	30996	63451002
Subarachnoid haemorrhage	134.95	22.18	53	6971	14230	63467768
Muscle twitching	131.53	22.18	57	6967	19611	63462387
Eye pruritus	127.77	22.18	55	6969	18616	63463382
Vasculitis	125.79	22.18	54	6970	18155	63463843
Ventricular tachycardia	117.78	22.18	53	6971	19926	63462072
Blindness	110.50	22.18	52	6972	21647	63460351
Diplopia	109.08	22.18	53	6971	23675	63458323
Disturbance in attention	95.74	22.18	57	6967	38132	63443866
Tinnitus	91.46	22.18	54	6970	35574	63446424
Angioedema	91.05	22.18	60	6964	47905	63434093
Transient ischaemic attack	86.01	22.18	53	6971	37700	63444298
Amnesia	80.76	22.18	59	6965	55526	63426472
Hallucination	79.22	22.18	58	6966	54759	63427239
Cognitive disorder	73.82	22.18	56	6968	55759	63426239
Hyperhidrosis	73.26	22.18	74	6950	107762	63374236
Dry skin	72.88	22.18	56	6968	56831	63425167
Rash papular	68.93	22.18	34	6990	15668	63466330
Migraine	68.52	22.18	70	6954	103276	63378722
COVID-19	66.76	22.18	72	6952	113031	63368967
Palpitations	65.18	22.18	71	6953	112699	63369299
Intentional product misuse	63.20	22.18	53	6971	60864	63421134
Heart rate increased	62.77	22.18	64	6960	94174	63387824
Visual impairment	61.11	22.18	60	6964	84386	63397612
Memory impairment	55.69	22.18	63	6961	104195	63377803
Feeling abnormal	55.60	22.18	75	6949	148317	63333681
Blood glucose increased	54.17	22.18	56	6968	83700	63398298
Tachycardia	54.14	22.18	66	6958	118090	63363908
Muscular weakness	53.90	22.18	67	6957	122286	63359712
Myocardial infarction	47.71	22.18	57	6967	99836	63382162
Thirst decreased	41.96	22.18	9	7015	275	63481723
Drug ineffective	33.55	22.18	40	6984	1044725	62437273
Anxiety	32.24	22.18	73	6951	217468	63264530
Lip blister	30.06	22.18	11	7013	2429	63479569
Back pain	28.97	22.18	79	6945	264066	63217932
Pericarditis	28.86	22.18	52	6972	131527	63350471
Insomnia	28.37	22.18	69	6955	215183	63266815
Dehydration	27.73	22.18	60	6964	173294	63308704
Abdominal pain upper	27.01	22.18	66	6958	206378	63275620
Chest pain	23.07	22.18	64	6960	215895	63266103
Menopausal symptoms	22.76	22.18	9	7015	2452	63479546

FDA Adverse Event Reporting System (Male)

MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Cardiospasm	309.45	241.63	64	4098	1524	34951245
Palmoplantar keratoderma	290.63	241.63	63	4099	1890	34950879
Pruritus genital	277.55	241.63	62	4100	2142	34950627
Sleep terror	274.44	241.63	62	4100	2256	34950513
Tension headache	262.84	241.63	63	4099	2979	34949790
Atrial tachycardia	256.52	241.63	64	4098	3581	34949188
Facial pain	250.51	241.63	63	4099	3641	34949128
Anosmia	250.23	241.63	64	4098	3960	34948809
Carotid artery occlusion	249.96	241.63	63	4099	3674	34949095

FDA Adverse Event Reporting System (Geriatric)

MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Cardiospasm	517.43	34.96	113	10291	3188	79730796
Palmoplantar keratoderma	498.64	34.96	112	10292	3604	79730380
Sleep terror	473.08	34.96	111	10293	4347	79729637
Pruritus genital	472.39	34.96	111	10293	4375	79729609
Atrial tachycardia	430.86	34.96	113	10291	7020	79726964
Tension headache	429.64	34.96	113	10291	7098	79726886
Anosmia	420.61	34.96	116	10288	8728	79725256
Carotid artery occlusion	418.32	34.96	112	10292	7535	79726449
Facial pain	373.77	34.96	114	10290	12236	79721748
Pain of skin	346.69	34.96	112	10292	14501	79719483
Immunisation	338.53	34.96	74	10330	2093	79731891
Eye pruritus	305.43	34.96	111	10293	20459	79713525
Subarachnoid haemorrhage	297.40	34.96	114	10290	24351	79709633
Vasculitis	294.55	34.96	114	10290	24988	79708996
Muscle twitching	292.49	34.96	113	10291	24651	79709333
Lip swelling	275.22	34.96	125	10279	40786	79693198
Blindness	274.12	34.96	112	10292	28271	79705713
Diplopia	256.32	34.96	112	10292	33354	79700630
Ventricular tachycardia	232.15	34.96	112	10292	41823	79692161
Tinnitus	229.21	34.96	113	10291	44220	79689764
Disturbance in attention	223.23	34.96	116	10288	50685	79683299
Transient ischaemic attack	210.76	34.96	113	10291	52582	79681402
Amnesia	202.41	34.96	117	10287	62940	79671044
Rash papular	196.37	34.96	82	10322	21834	79712150
Angioedema	189.66	34.96	120	10284	75915	79658069
Dry skin	189.06	34.96	115	10289	67880	79666104
Cognitive disorder	188.64	34.96	116	10288	69810	79664174
Migraine	188.62	34.96	126	10278	87367	79646617
Hallucination	171.74	34.96	118	10286	85627	79648357
Visual impairment	168.69	34.96	120	10284	92011	79641973
Palpitations	151.21	34.96	128	10276	126482	79607502
Memory impairment	150.20	34.96	121	10283	111613	79622371
Intentional product misuse	147.24	34.96	112	10292	95053	79638931
Heart rate increased	142.00	34.96	121	10283	120603	79613381
Pericarditis	140.34	34.96	113	10291	104123	79629861
Hyperhidrosis	139.03	34.96	132	10272	151360	79582624
COVID-19	130.82	34.96	130	10274	157544	79576440
Blood glucose increased	130.65	34.96	113	10291	114862	79619122
Feeling abnormal	129.77	34.96	130	10274	159069	79574915
Muscular weakness	121.45	34.96	126	10278	160603	79573381
Tachycardia	107.56	34.96	124	10280	177644	79556340
Myocardial infarction	94.27	34.96	118	10286	184011	79549973
Alopecia	84.68	34.96	126	10278	231229	79502755
Anxiety	77.88	34.96	126	10278	248386	79485598
Insomnia	73.70	34.96	122	10282	245048	79488936
Abdominal pain upper	73.57	34.96	116	10288	223703	79510281
Abdominal discomfort	70.36	34.96	121	10283	250606	79483378
Dehydration	69.95	34.96	120	10284	248067	79485917
Back pain	69.18	34.96	134	10270	304046	79429938
Peripheral swelling	65.27	34.96	122	10282	269495	79464489
Chest pain	63.73	34.96	124	10280	282180	79451804
Drug ineffective	63.65	34.96	31	10373	1080882	78653102
Intentional product use issue	61.64	34.96	87	10317	152025	79581959
Pneumonia	50.75	34.96	12	10392	660234	79073750
Adverse drug reaction	46.40	34.96	50	10354	66342	79667642
Death	40.28	34.96	12	10392	566502	79167482
Thirst decreased	39.60	34.96	9	10395	304	79733680
Acute kidney injury	38.79	34.96	10	10394	519394	79214590
Dizziness	37.77	34.96	152	10252	526289	79207695
Pruritus	37.62	34.96	125	10279	394523	79339461
Malaise	36.38	34.96	143	10261	489726	79244258

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

Source	Code	Description
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:50114	estrogens
CHEBI has role	CHEBI:75771	Mus musculus metabolites
CHEBI has role	CHEBI:76967	human xenobiotic metabolites
CHEBI has role	CHEBI:77746	Homo sapiens metabolite

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

None

🐶 Veterinary Drug Use

Species	Use	Relation
Dogs	Control of estrogen-responsive urinary incontinence	Indication

🐶 Veterinary products

Product	Applicant	Ingredients
Incurin	Intervet Inc.	1

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation level	Dissociation constant	Type (acidic/basic)
pKa1	11.13	acidic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

Target	Class	Pharos	UniProt	Action	Type	Activity value (-log[M])	Bioact source	MoA source
Estrogen receptor	Nuclear hormone receptor	P03372	ESR1_HUMAN	AGONIST	Ki	8.67	IUPHAR	IUPHAR
Glucocorticoid receptor	Nuclear hormone receptor	P04150	GCR_HUMAN		Ki	4.75	DRUG MATRIX
Estrogen receptor beta	Nuclear hormone receptor	Q92731	ESR2_HUMAN	AGONIST	Ki	8.40	IUPHAR
Corticosteroid-binding globulin	Secreted	P08185	CBG_HUMAN		Ki	5	CHEMBL
Sex hormone-binding globulin	Secreted	P04278	SHBG_HUMAN		Kd	6.63	CHEMBL
Alpha-synuclein	Transporter	P37840	SYUA_HUMAN		IC50	4.70	CHEMBL
Sodium-dependent serotonin transporter	Transporter	P31645	SC6A4_HUMAN		Ki	5.26	DRUG MATRIX
Olfactory receptor 51E2	GPCR	Q9H255	O51E2_HUMAN		EC50	4.28	CHEMBL
Arachidonate 15-lipoxygenase	Enzyme		LOX15_RABIT		IC50	5.06	DRUG MATRIX
Lanosterol 14-alpha demethylase	Enzyme		CP51_MYCTU		Kd	4	CHEMBL

External reference:

ID	Source
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

Pharmaceutical products:

Product	Category	Ingredients	NDC	Form	Quantity	Route	Marketing	Label
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
Estro-Life	HUMAN OTC DRUG LABEL	1	82653-001	CREAM	1.69 mg	TOPICAL	unapproved drug other	7 sections
Advanced Formula Estro-Life	HUMAN OTC DRUG LABEL	1	82653-002	CREAM	1.69 mg	TOPICAL	unapproved drug other	7 sections