Drug Details

General Information of the Drug (ID: DR1489)
Name
Clomiphene citrate
Synonyms
Clomifene citrate; CLOMIPHENE CITRATE; 50-41-9; Zuclomiphene citrate; Clomid; Clomiphene A citrate; cis-Clomiphene citrate; Clomiphene citrate salt; Milophene; Serophene; Chloramiphene; Omifin; Clomifene citrate (Serophene); UNII-UY5X264QZV; Clostilbegyt; RMI 16289; Clomivid; Clomphid; Dyneric; Genozym; Ikaclomin; 2-(4-(2-Chloro-1,2-diphenylvinyl)phenoxy)-N,N-diethylethanamine 2-hydroxypropane-1,2,3-tricarboxylate; Zuclomiphene (citrate); MFCD00058322; NSC 35770; 7619-53-6; UY5X264QZV; 50-41-9 (CITRATE); MRL 41; Zuclomid; RMI 16312; (Z)-2-(4-(2-chloro-1,2-diphenylvinyl)phenoxy)-N,N-diethylethan-1-amine 2-hydroxypropane-1,2,3-tricarboxylate; (Z)-Clomiphene citrate; Ethanamine, 2-[4-(2-chloro-1,2-diphenylethenyl)phenoxy]-N,N-diethyl-,2-hydroxy-1,2,3-propanetricarboxylate (1:1); MER-41; MRL-41; NSC 151466; NSC-35770; Triethylamine, 2-(p-(2-chloro-1,2-diphenylvinyl)phenoxy)-, citrate (1:1); CAS-50-41-9; Clomiphene citrate, cis-; Triethylamine, 2-(p-(2-chloro-1,2-diphenylvinyl)phenoxy)-, citrate (1:1), (Z)-; MLS001332629; MLS002207099; ARONIS23854; SCHEMBL223472; SPECTRUM1500196; SGCUT00109; CHEMBL1213137; HMS501H04; HY-B1617A; HMS1920O19; HMS2091G06; HMS2232D12; Pharmakon1600-01500196; AMY33425; BCP03057; to_000032; CCG-39553; NSC151466; NSC756698; s2561; SBB080555; AKOS005111131; BCP9000541; DS-6814; NSC-151466; NSC-756698; SB17214; NCGC00017008-01; NCGC00017008-02; NCGC00017008-03; NCGC00094626-01; NCGC00094626-02; NCGC00164385-01; AC-19685; AC-32011; Ethanamine, 2-(4-((1Z)-2-chloro-1,2-diphenylethenyl)phenoxy)-N,N-diethyl-, 2-hydroxy-1,2,3-propanetricarboxylate (1:1); BCP0726000214; AB0006636; 2-[4-(2-Chloro-1,2-diphenylvinyl)phenoxy; CS-0111663; SW196898-3; C08161; Triethylamine,2-diphenylvinyl)phenoxy]-, citrate; SR-05000001591; SR-05000001591-1; Q27291328; Triethylamine,2-diphenylvinyl)phenoxy]-, citrate (1:1); UNII-1B8447E7YI component PYTMYKVIJXPNBD-OQKDUQJOSA-N; Triethylamine,2-diphenylvinyl)phenoxy]-, citrate (1:1), (Z)-; (2)2-[p-(2-Chloro-1,2-diphenylvinyl)phenoxy]triethylamine citrate (1:1); 2-(4-[2-Chloro-1,2-Diphenylethenyl]Phenoxy)-N,N-Diethylethanamine Citrate salt; (2-(4-[(Z)-2-CHLORO-1,2-DIPHENYLETHENYL]PHENOXY)ETHYL)DIETHYLAMINE, 2-HYDROXYPROPANE-1,2,3-TRICARBOXYLIC ACID; {2-[4-((1Z)-2-chloro-1,2-diphenylvinyl)phenoxy]ethyl}diethylamine, 2-hydroxypr opane-1,2,3-tricarboxylic acid; {2-[4-(2-Chloro-1,2-diphenylvinyl)phenoxy]ethyl}diethylamine 2-hydroxypropane-1,2,3-tricarboxylic acid salt; 2-({4-[(Z)-2-chloro-1,2-diphenylethenyl]phenyl}oxy)-N,N-diethylethanamine 2-hydroxypropane-1,2,3-tricarboxylate (salt); Ethanamine, 2-(4-(2-chloro-1,2-diphenylethenyl)phenoxy)-N,N-diethyl-, (Z)-, 2-hydroxy-1,2,3-propanetricarboxylate (1:1) (9CI); Ethanamine,2-diphenylethenyl)phenoxy]-N,N-diethyl-, (Z)-, 2-hydroxy-1,2,3-propanetricarboxylate (1:1); Ethanamine,2-diphenylethenyl)phenoxy]-N,N-diethyl-, 2-hydroxy-1,2,3-propanetricarboxylate (1:1)
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Molecular Type
Small molecule
Disease Female infertility [ICD-11: GA31] Approved [1]
Structure
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2D MOL

3D MOL

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Formula
C32H36ClNO8
PubChem CID
3033832
Canonical SMILES
CCN(CC)CCOC1=CC=C(C=C1)C(=C(C2=CC=CC=C2)Cl)C3=CC=CC=C3.C(C(=O)O)C(CC(=O)O)(C(=O)O)O
InChI
1S/C26H28ClNO.C6H8O7/c1-3-28(4-2)19-20-29-24-17-15-22(16-18-24)25(21-11-7-5-8-12-21)26(27)23-13-9-6-10-14-23;7-3(8)1-6(13,5(11)12)2-4(9)10/h5-18H,3-4,19-20H2,1-2H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/b26-25-;
InChIKey
PYTMYKVIJXPNBD-OQKDUQJOSA-N
CAS Number
CAS 7619-53-6
TTD Drug ID
D0I5WB
DrugBank ID
DB00882
Target and Pathway
Target(s) Estrogen receptor (ESR)  Molecule Info  [2]
KEGG Pathway Estrogen signaling pathway Click to Show/Hide
2 Prolactin signaling pathway
3 Thyroid hormone signaling pathway
4 Endocrine and other factor-regulated calcium reabsorption
5 Proteoglycans in cancer
NetPath Pathway FSH Signaling Pathway Click to Show/Hide
2 EGFR1 Signaling Pathway
3 RANKL Signaling Pathway
Pathway Interaction Database Regulation of nuclear SMAD2/3 signaling Click to Show/Hide
2 Signaling events mediated by HDAC Class II
3 Plasma membrane estrogen receptor signaling
4 LKB1 signaling events
5 Regulation of Telomerase
6 ATF-2 transcription factor network
7 AP-1 transcription factor network
8 FOXM1 transcription factor network
9 Validated nuclear estrogen receptor alpha network
10 Signaling mediated by p38-alpha and p38-beta
11 FOXA1 transcription factor network
Reactome Nuclear signaling by ERBB4 Click to Show/Hide
2 Nuclear Receptor transcription pathway
WikiPathways Estrogen signaling pathway Click to Show/Hide
2 Nuclear Receptors Meta-Pathway
3 Estrogen Receptor Pathway
4 Signaling by ERBB4
5 JAK/STAT
6 Integrated Pancreatic Cancer Pathway
7 Leptin signaling pathway
8 miR-targeted genes in muscle cell - TarBase
9 Integrated Breast Cancer Pathway
10 Nuclear Receptors
References
Reference 1 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services. 2015
Reference 2 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services.