A selective estrogen receptor modulator
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Clomiphene (citrate)

Item No. 16087

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[4-(2-chloro-1,2-diphenylethenyl)phenoxy]-N,N-diethyl-ethanamine, 2-hydroxy-1,2,3-propanetricarboxylate
CAS Number
50-41-9
Synonyms
  • Clomifene
  • Omifin
  • NSC 35770
Molecular Formula
C26H28ClNO • C6H8O7
Formula Weight
598.1
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 25 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml
λmax
205, 236, 294 nm
SMILES
Cl/C(C1=CC=CC=C1)=C(C2=CC=CC=C2)\C3=CC=C(OCCN(CC)CC)C=C3.OC(CC(O)=O)(C(O)=O)CC(O)=O
InChi Code
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-;
InChi Key
PYTMYKVIJXPNBD-OQKDUQJOSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 g

    $36

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    5 g

    $128

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    10 g

    $169

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    25 g

    $336

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    Product Description

    Clomiphene is a selective estrogen receptor modulator that impairs the activation of estrogen receptors (ERs) by 17β-estradiol.1,2 It potently binds both ERα and ERβ (Ki = 0.9 and 1.2 nM, respectively).3 Clomiphene enhances the release of gonadotropin-releasing hormone, stimulating the release of follicle-stimulating hormone and luteinizing hormone, culminating in ovulation.1,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Goldstein, S.R., Siddhanti, S., Ciaccia, A.V., et al. A pharmacological review of selective oestrogen receptor modulators. Hum. Reprod. Update 6(3), 212-224 (2000).

    2. Amita, M., Takahashi, T., Tsutsumi, S., et al. Molecular mechanism of the inhibition of estradiol-induced endometrial epithelial cell proliferation by clomiphene citrate. Endocrinology 151(1), 394-405 (2010).

    3. Kuiper, G.G.J.M., Carlsson, B., Grandien, K., et al. Comparison of the ligand binding specificity and transcript tissue distribution of estrogen receptors α and β. Endocrinology 138(3), 863-870 (1997).

    4. Kousta, E., White, D.M., and Franks, S. Modern use of clomiphene citrate in induction of ovulation. Hum. Reprod. Update 3(4), 359-365 (1997).