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AB141183

Clomiphene citrate, Estrogen receptor modulator (SERM)

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(1 Publication)

MW 598.1 Da, Purity >98%. Selective estrogen receptor modulator (SERM) (IC50 = 16 μM). Able to regulate apoptosis in tissue and cellular targets of estrogen signaling. Displays antiproliferative effects in vitro. Active in vivo.

View Alternative Names

1 25 dihydroxyvitamin D3 receptor, 25-dihydroxyvitamin D3 receptor, 2700049B16Rik, 3110031N04Rik, ACLS, AIS, ANDR_HUMAN, AR, AR8, ARO, ARO1, Androgen nuclear receptor variant 2, Androgen receptor, Androgen receptor (dihydrotestosterone receptor; testicular feminization; spinal and bulbar muscular atrophy; Kennedy disease), Aromatase, BK channel, BK channel beta subunit, BK channel subunit beta-1, BK channel subunit beta-2, BK channel subunit beta-4, BKCA alpha, BKCA alpha subunit, BKTM, BKbeta, BKbeta1, BKbeta2, BKbeta4, BXR, CAPC, CP19A_HUMAN, CPV1, CYAR, CYP19, CYPXIX, Calcium activated potassium channel beta 4 subunit, Calcium activated potassium channel subfamily M subunit beta 1, Calcium activated potassium channel subfamily M subunit beta 2, Calcium activated potassium channel subfamily M subunit beta 4, Calcium-activated potassium channel, Calcium-activated potassium channel subunit alpha-1, Calcium-activated potassium channel subunit beta, Calcium-activated potassium channel subunit beta-1, Calcium-activated potassium channel subunit beta-2, Calcium-activated potassium channel subunit beta-4, Charybdotoxin receptor subunit beta-1, Charybdotoxin receptor subunit beta-2, Charybdotoxin receptor subunit beta-4, Cyp19a1, Cytochrome P-450AROM, Cytochrome P450 19A1, Cytochrome P450, family 19, subfamily A, polypeptide 1, Cytochrome P450, subfamily XIX (aromatization of androgens), Cytokeratin-associated protein in cancer, DHTR, DNA binding protein, Dihydro testosterone receptor, Dihydrotestosterone receptor (DHTR), Drosophila slowpoke like, ERR a, ERR-alpha, ERR1 protein, ERR1_HUMAN, ESRL 1, ESRR A, Estrogen receptor related 1, Estrogen receptor-like 1, Estrogen synthase, Estrogen synthetase, Estrogen-related receptor alpha, Estrra, GCPS, GLI Kruppel family member GLI 3, GLI Kruppel family member GLI3 (Greig cephalopolysyndactyly syndrome), GLI family zinc finger 3, GLI3 C-terminally truncated form, GLI3 form of 190 kDa, GLI3 form of 83 kDa, GLI3 full length protein, GLI3-190, GLI3-83, GLI3FL, GLI3_HUMAN, Glioma associated oncogene family zinc finger 3, HUMARA, HYSP1, Hbeta1, Hbeta2, Hbeta3, Hbeta4, IMD42, K(VCA)alpha, K(VCA)beta, K(VCA)beta-1, K(VCA)beta-2, K(VCA)beta-4, KCMA1_HUMAN, KCMB1_HUMAN, KCMB2_HUMAN, KCMB4_HUMAN, KCNMA, KCNMA1, KCNMB 1, KCNMB 2, KCa1.1, KD, Kennedy disease (KD), LRC26_HUMAN, Large conductance Ca2+ activated K+ channel beta 1 subunit, Large conductance Ca2+ activated K+ channel beta2 subunit, Large conductance calcium activated potassium channel beta 2 subunit, Large conductance calcium dependent potassium ion channel beta 4 subunit, Leucine-rich repeat-containing protein 26, Lrrc26, MGC104309, MGC129539, MGC22431, MGC57945, Maxi K channel, Maxi K channel beta subunit, Maxi K channel subunit beta-1, Maxi K channel subunit beta-2, Maxi K channel subunit beta-4, Maxi Potassium channel alpha, MaxiK, MaxiK channel beta 2 subunit, Member 1, Microsomal monooxygenase, NR1B1, NR1F3, NR1I1, NR1I2_HUMAN, NR3B1, NR3C3, NR3C4, Nuclear mitotic apparatus protein retinoic acid receptor alpha fusion protein, Nuclear receptor ROR-gamma, Nuclear receptor RZR-gamma, Nuclear receptor subfamily 1 group B member 1, Nuclear receptor subfamily 1 group F member 3, Nuclear receptor subfamily 1 group I member 1, Nuclear receptor subfamily 1 group I member 2, Nuclear receptor subfamily 3 group B member 1, Nuclear receptor subfamily 3 group C member 3, Nuclear receptor subfamily 3 group C member 4, Nuclear receptor subfamily 3 group C member 4 (NR3C4), Nucleophosmin retinoic acid receptor alpha fusion protein NPM RAR long form, ONR 1, OTTHUMP00000162543, OTTHUMP00000198350, OTTHUMP00000215173, OTTHUMP00000215174, OTTHUMP00000215175, Oncogene GLI3, Orphan nuclear receptor PAR 1, Orphan nuclear receptor PXR, P 450AROM, PAP A, PAPB, PAR, PAR q, PGR, PPD IV, PPP1R163, PR, PRA, PRB, PRGR_HUMAN, PRR, Potassium large conductance calcium activated channel subfamily M beta member 1, Potassium large conductance calcium activated channel subfamily M beta member 2, Potassium large conductance calcium activated channel subfamily M beta member 4, Pregnane X receptor, Progesterone receptor, Progestin receptor form A, Progestin receptor form B, Protein phosphatase 1, regulatory subunit 163, RAR, RAR related orphan nuclear receptor variant 2, RAR related orphan receptor C, isoform a, RAR related orphan receptor gamma, RAR-alpha, RAR-related orphan receptor C, RARA_HUMAN, RARalpha1, RORG_HUMAN, RZR GAMMA, RZRG, Retinoic acid binding receptor gamma, Retinoic acid nuclear receptor alpha variant 1, Retinoic acid nuclear receptor alpha variant 2, Retinoic acid receptor alpha, Retinoic acid receptor alpha polypeptide, Retinoid-related orphan receptor-gamma, Rorc, SAKCA, SBMA, SLO, SMAX1, SXR, Slo homolog, Slo-alpha, Slo-beta, Slo-beta-1, Slo-beta-2, Slo-beta-4, Slo1, Slowpoke homolog, Spinal and bulbar muscular atrophy, Spinal and bulbar muscular atrophy (SBMA), Steroid and xenobiotic receptor, Steroid hormone receptor ERR1, TFM, TOR, Testicular Feminization (TFM), Transcriptional activator GLI3, Transcriptional repressor GLI3R, VDR_HUMAN, Vitamin D (1,25- dihydroxyvitamin D3) receptor, Vitamin D hormone receptor, Vitamin D nuclear receptor variant 1, Vitamin D receptor, Vitamin D3 receptor, Zinc finger protein GLI 3, androgen receptor splice variant 4b, bA350O14.10, cytokeratin-associated protein, estrogen receptor related receptor alpha, flavoprotein-linked monooxygenase, hERR1, hSlo, hslo beta, pregnane X nuclear receptor variant 2, subfamily M subunit alpha-1, subfamily M subunit beta-1, subfamily M subunit beta-2, subfamily M subunit beta-4

1 Images
Chemical Structure - Clomiphene citrate, Estrogen receptor modulator (SERM) (AB141183)
  • Chemical Structure

Lab

Chemical Structure - Clomiphene citrate, Estrogen receptor modulator (SERM) (AB141183)

2D chemical structure image of ab141183, Clomiphene citrate, Estrogen receptor modulator (SERM)

Key facts

CAS number

50-41-9

Purity

>98%

Form

Solid

form

Molecular weight

598.1 Da

Molecular formula

C<sub>3</sub><sub>2</sub>H<sub>3</sub><sub>6</sub>ClNO<sub>8</sub>

PubChem

60974

Nature

Synthetic

Solubility

Soluble in DMSO to 10 mM

Biochemical name

Clomiphene citrate

Biological description

Selective estrogen receptor modulator (SERM) (IC50 = 16 μM). Able to regulate apoptosis in tissue and cellular targets of estrogen signaling. Displays antiproliferative effects in vitro. Active in vivo.

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

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)

InChiKey

PYTMYKVIJXPNBD-UHFFFAOYSA-N

IUPAC Name

2-[4-(2-chloro-1,2-diphenylethenyl)phenoxy]-N,N-diethylethanamine;2-hydroxypropane-1,2,3-tricarboxylic acid

Properties and storage information

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
+4°C
Appropriate long-term storage conditions
+4°C
Storage information
The product can be stored for up to 12 months

Supplementary information

This supplementary information is collated from multiple sources and compiled automatically.

The targets listed such as Progesterone Receptor and Vitamin D Receptor are important proteins with distinct mechanical actions. Progesterone Receptor (PR) and Androgen Receptor (AR) are nuclear hormone receptors that bind to their respective ligands to modulate gene expression. PR is approximately 99 kDa in mass and is widely expressed in reproductive tissues. Gli3 functions as a transcription factor playing a part in the Hedgehog signaling pathway. Maxi Potassium channels consist of alpha subunits (SLO) and beta subunits (KCNMB1 KCNMB2 KCNMB4 LRRC26) with the alpha subunit primarily responsible for the channel's pore-forming activities. Retinoic Acid Receptor alpha (RARα) interacts with retinoids to regulate gene transcription. Aromatase is an enzyme that converts androgens to estrogens important in steroid metabolism. Proteins like Estrogen Related Receptor alpha (ERRα) and ROR gamma act as nuclear receptors modulating transcriptional activity.
Biological function summary

These proteins are involved in various regulatory mechanisms within cells. Progesterone Receptor and Androgen Receptor are critical in regulating reproductive and sexual development. The Vitamin D Receptor (VDR) binds to Vitamin D to regulate calcium homeostasis and bone health. The Maxi Potassium channels regulate neuronal excitability and muscle contraction through ion transport. The Aromatase enzyme plays a significant role in estrogen biosynthesis linking hormone synthesis with metabolic processes. Progesterone estrogen androgens and vitamin D receptors often form complexes with co-activators or co-repressors influencing numerous gene expression programs.

Pathways

These targets integrate into many critical signal transduction pathways. Progesterone and Androgen Receptors are embedded within the steroid hormone pathway influencing other proteins like SRC1 and TIF2 which are co-activators. Vitamin D Receptor functions in the calcium signaling pathway important for bone mineralization aligning with transcriptional regulators such as RXR. ROR gamma and ERRα participate in both metabolism-related pathways and immune regulation pathways. These proteins interact with various signaling molecules to modulate cellular responses and ensure proper physiological balance.

These targets associate with several conditions. Anomalies in Androgen Receptor expression can lead to androgen insensitivity syndrome while malfunction of the Progesterone Receptor can contribute to breast cancer. Aberrant function of the Aromatase enzyme is often linked with estrogen-dependent tumors such as those in breast cancer. Mutations in Vitamin D Receptor may result in rickets a bone disorder due to impaired calcium absorption. These targets are connected to numerous other proteins like estrogen receptor in breast cancer impacting their pathways and roles in disease.

Product protocols

Publications (1)

Recent publications for all applications. Explore the full list and refine your search

Nature biomedical engineering 5:815-829 PubMed33941899

2021

A human-airway-on-a-chip for the rapid identification of candidate antiviral therapeutics and prophylactics.

Applications

Unspecified application

Species

Unspecified reactive species

Longlong Si,Haiqing Bai,Melissa Rodas,Wuji Cao,Crystal Yuri Oh,Amanda Jiang,Rasmus Moller,Daisy Hoagland,Kohei Oishi,Shu Horiuchi,Skyler Uhl,Daniel Blanco-Melo,Randy A Albrecht,Wen-Chun Liu,Tristan Jordan,Benjamin E Nilsson-Payant,Ilona Golynker,Justin Frere,James Logue,Robert Haupt,Marisa McGrath,Stuart Weston,Tian Zhang,Roberto Plebani,Mercy Soong,Atiq Nurani,Seong Min Kim,Danni Y Zhu,Kambez H Benam,Girija Goyal,Sarah E Gilpin,Rachelle Prantil-Baun,Steven P Gygi,Rani K Powers,Kenneth E Carlson,Matthew Frieman,Benjamin R tenOever,Donald E Ingber
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