Details of the Drug

General Information of Drug (ID: DMBSXI0)

Drug Name

Dienestrol

Synonyms

Agaldog; Cycladiene; Dehydrostilbestrol; Dehydrostilboestrol; Dienesterol; Dienestrolo; Dienestrolum; Dienoestrol; Dienol; Dinestrol; Dinovex; Estragard; Estraguard; Estrodienol; Estroral; Follidiene; Follormon; Gynefollin; Hormofemin; Isodienestrol; Oestrasid; Oestrodiene; Oestrodienol; Oestroral; Oestrovis; Restrol; Retalon; Sexadien; Synestrol; Teserene; Willnestrol; Dienestrolo [DCIT]; Dienoestrol [Nonsteroidal oestrogens]; Dienoestrol bp; Alpha-Dienestrol; DV (TN); Dienestrolum [INN-Latin]; Para-Dien; Restrol, Dienestrol; Dienestrol (E,E); Dienestrol (USP/INN); Dienestrol, (E,E)-Isomer; P,p'-(Diethylideneethylene)diphenol; Para,para'-(Diethylideneethylene)diphenol; Di(p-oxyphenyl)-2,4-hexadiene; Di(para-oxyphenyl)-2,4-hexadiene; Phenol, 4,4'-(1,2-diethylidene-1,2-ethanediyl)bis-, (E,E-(9CI); (E,E)-Dienestrol; 3,4-Bis(4-hydroxyphenyl)-2,4-hexadiene; 3,4-Bis(p-hydroxyphenyl)-2,4-hexadiene; 3,4-Bis(para-hydroxyphenyl)-2,4-hexadiene; 4,4'-(1,2-Diethylidene-1,2-ethanediyl)bisphenol; 4,4'-(2E,4E)-hexa-2,4-diene-3,4-diyldiphenol; 4,4'-(Diethylideneethylene)diphenol; 4,4'-Dihydroxy-gamma,delta-diphenyl-beta,delta-hexadiene; 4,4'-Hydroxy-gamma,delta-diphenyl-beta,delta-hexadiene; 4,4'-hexa-2,4-diene-3,4-diyldiphenol; 4-[(2E,4E)-4-(4-hydroxyphenyl)hexa-2,4-dien-3-yl]phenol

Indication

Disease Entry	ICD 11	Status	REF
Atrophic vaginitis	GA30.2	Approved	[1], [2], [3]

Therapeutic Class

Estrogens

Drug Type

Small molecular drug

Structure

3D MOL

2D MOL

#Ro5 Violations (Lipinski): 1

Molecular Weight (mw)

266.3

Topological Polar Surface Area (xlogp)

5.4

Rotatable Bond Count (rotbonds)

Hydrogen Bond Donor Count (hbonddonor)

Hydrogen Bond Acceptor Count (hbondacc)

ADMET Property

Metabolism: The drug is metabolized via the hepatic [4]

Chemical Identifiers

Formula: C18H18O2
IUPAC Name: 4-[(2E,4E)-4-(4-hydroxyphenyl)hexa-2,4-dien-3-yl]phenol
Canonical SMILES: C/C=C(/C(=C/C)/C1=CC=C(C=C1)O)\\C2=CC=C(C=C2)O
InChI: InChI=1S/C18H18O2/c1-3-17(13-5-9-15(19)10-6-13)18(4-2)14-7-11-16(20)12-8-14/h3-12,19-20H,1-2H3/b17-3+,18-4+
InChIKey: NFDFQCUYFHCNBW-SCGPFSFSSA-N

Cross-matching ID

PubChem CID: 667476
ChEBI ID: CHEBI:4518
CAS Number: 13029-44-2
DrugBank ID: DB00890
TTD ID: D09ZQN

Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
Estrogen receptor (ESR)	TTZAYWL	ESR1_HUMAN	Agonist	[5]

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Molecular Interaction Atlas (MIA)

MIA Detail

Jump to Detail Molecular Interaction Atlas of This Drug

Drug-Drug Interaction (DDI) Information of This Drug

Coadministration of a Drug Treating the Disease Different from Dienestrol (Comorbidity)

DDI Drug Name	DDI Drug ID	Severity	Mechanism	Comorbidity	REF
Posaconazole	DMUL5EW	Moderate	Decreased metabolism of Dienestrol caused by Posaconazole mediated inhibition of CYP450 enzyme.	Aspergillosis [1F20]	[13]
Clarithromycin	DM4M1SG	Moderate	Decreased metabolism of Dienestrol caused by Clarithromycin mediated inhibition of CYP450 enzyme.	Bacterial infection [1A00-1C4Z]	[14]
Telithromycin	DMZ4P3A	Moderate	Decreased metabolism of Dienestrol caused by Telithromycin mediated inhibition of CYP450 enzyme.	Bacterial infection [1A00-1C4Z]	[15]
Tucatinib	DMBESUA	Moderate	Decreased metabolism of Dienestrol caused by Tucatinib mediated inhibition of CYP450 enzyme.	Breast cancer [2C60-2C6Y]	[16]
Atorvastatin	DMF28YC	Minor	Decreased metabolism of Dienestrol caused by Atorvastatin mediated inhibition of CYP450 enzyme.	Cardiovascular disease [BA00-BE2Z]	[17]
MK-8228	DMOB58Q	Moderate	Decreased metabolism of Dienestrol caused by MK-8228 mediated inhibition of CYP450 enzyme.	Cytomegaloviral disease [1D82]	[14]
Nefazodone	DM4ZS8M	Moderate	Decreased metabolism of Dienestrol caused by Nefazodone mediated inhibition of CYP450 enzyme.	Depression [6A70-6A7Z]	[18]
Dantrolene	DM1D8XY	Major	Increased risk of hepatotoxicity by the combination of Dienestrol and Dantrolene.	Fever [MG26]	[19]
Tazemetostat	DMWP1BH	Moderate	Increased metabolism of Dienestrol caused by Tazemetostat mediated induction of CYP450 enzyme.	Follicular lymphoma [2A80]	[20]
Itraconazole	DMCR1MV	Moderate	Decreased metabolism of Dienestrol caused by Itraconazole mediated inhibition of CYP450 enzyme.	Fungal infection [1F29-1F2F]	[13]
Miconazole	DMPMYE8	Moderate	Decreased metabolism of Dienestrol caused by Miconazole mediated inhibition of CYP450 enzyme.	Fungal infection [1F29-1F2F]	[13]
Ketoconazole	DMPZI3Q	Moderate	Decreased metabolism of Dienestrol caused by Ketoconazole mediated inhibition of CYP450 enzyme.	Fungal infection [1F29-1F2F]	[13]
ABT-450	DMFW860	Major	Decreased metabolism of Dienestrol caused by ABT-450 mediated inhibition of UGT.	Hepatitis virus infection [1E50-1E51]	[21]
Tipranavir	DM8HJX6	Moderate	Increased risk of skin rash by the combination of Dienestrol and Tipranavir.	Human immunodeficiency virus disease [1C60-1C62]	[22]
Saquinavir	DMG814N	Moderate	Decreased metabolism of Dienestrol caused by Saquinavir mediated inhibition of CYP450 enzyme.	Human immunodeficiency virus disease [1C60-1C62]	[14]
Darunavir	DMN3GCH	Moderate	Decreased metabolism of Dienestrol caused by Darunavir mediated inhibition of CYP450 enzyme.	Human immunodeficiency virus disease [1C60-1C62]	[23]
Carfilzomib	DM48K0X	Major	Additive thrombogenic effects by the combination of Dienestrol and Carfilzomib.	Multiple myeloma [2A83]	[24]
Rucaparib	DM9PVX8	Moderate	Decreased metabolism of Dienestrol caused by Rucaparib mediated inhibition of CYP450 enzyme.	Ovarian cancer [2C73]	[25]
Lonafarnib	DMGM2Z6	Moderate	Decreased metabolism of Dienestrol caused by Lonafarnib mediated inhibition of CYP450 enzyme.	Premature ageing appearance [LD2B]	[26]
Voxelotor	DMCS6M5	Moderate	Decreased metabolism of Dienestrol caused by Voxelotor mediated inhibition of CYP450 enzyme.	Sickle-cell disorder [3A51]	[27]
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⏷ Show the Full List of 20 DDI Information of This Drug

References

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