Clomifene (BioDeep_00000002335)

   

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


2-(4-(2-Chloro-1,2-diphenylethenyl)phenoxy)-N,N-diethylethanamine

化学式: C26H28ClNO (405.1859)
中文名称: 氯米芬, 枸橼酸恩氯米芬
谱图信息: 最多检出来源 Homo sapiens(blood) 76.67%

分子结构信息

SMILES: CCN(CC)CCOC1=CC=C(C=C1)C(=C(C2=CC=CC=C2)Cl)C3=CC=CC=C3
InChI: InChI=1S/C26H28ClNO/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/h5-18H,3-4,19-20H2,1-2H3

描述信息

Clomifene is only found in individuals that have used or taken this drug. It is a triphenyl ethylene stilbene derivative which is an estrogen agonist or antagonist depending on the target tissue. [PubChem]Clomifene has both estrogenic and anti-estrogenic properties, but its precise mechanism of action has not been determined. Clomifene appears to stumulate the release of gonadotropins, follicle-stimulating hormone (FSH), and leuteinizing hormone (LH), which leads to the development and maturation of ovarian follicle, ovulation, and subsequent development and function of the coprus luteum, thus resulting in pregnancy. Gonadotropin release may result from direct stimulation of the hypothalamic-pituitary axis or from a decreased inhibitory influence of estrogens on the hypothalamic-pituitary axis by competing with the endogenous estrogens of the uterus, pituitary, or hypothalamus. Clomifene has no apparent progestational, androgenic, or antrandrogenic effects and does not appear to interfere with pituitary-adrenal or pituitary-thyroid function.
G - Genito urinary system and sex hormones > G03 - Sex hormones and modulators of the genital system > G03G - Gonadotropins and other ovulation stimulants > G03GB - Ovulation stimulants, synthetic
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006727 - Hormone Antagonists > D020847 - Estrogen Receptor Modulators
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006727 - Hormone Antagonists > D004965 - Estrogen Antagonists
C274 - Antineoplastic Agent > C163758 - Targeted Therapy Agent > C1821 - Selective Estrogen Receptor Modulator
C274 - Antineoplastic Agent > C1742 - Angiogenesis Inhibitor > C1971 - Angiogenesis Activator Inhibitor
C274 - Antineoplastic Agent > C129818 - Antineoplastic Hormonal/Endocrine Agent > C481 - Antiestrogen
C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C483 - Therapeutic Estrogen
D012102 - Reproductive Control Agents > D005299 - Fertility Agents
C147908 - Hormone Therapy Agent > C547 - Hormone Antagonist
C1892 - Chemopreventive Agent

同义名列表

34 个代谢物同义名

2-(4-(2-Chloro-1,2-diphenylethenyl)phenoxy)-N,N-diethylethanamine; {2-[4-(2-chloro-1,2-diphenylethenyl)phenoxy]ethyl}diethylamine; 2-(p-(beta-Chloro-alpha-phenylstyryl)phenoxy)triethylamine; 2-(p-(2-Chloro-1,2-diphenylvinyl)phenoxy)triethylamine; 2-(p-(b-Chloro-a-phenylstyryl)phenoxy)triethylamine; 2-(p-(Β-chloro-α-phenylstyryl)phenoxy)triethylamine; Racemic clomiphene citrate; Hydrochloride, clomiphene; Clomiphene citrate (Z,e); Clomiphene hydrochloride; Zuclomiphene citrate; Citrate, clomiphene; Clomiphene Citrate; Clomifene citrate; Chloramiphene; Cisclomiphene; Enclomiphene; Clostilbegit; Klostilbegit; Chloramifene; enclomifene; Chlomaphene; Clomifenum; clomiphene; Clomifeno; Serophene; Clomifene; Gravosan; Clomifen; Dyneric; Clomide; pioner; Clomid; Clomiphene



数据库引用编号

23 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

1 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。

亚细胞结构定位 关联基因列表
Cytoplasm 9 CASP3, CAT, CYP2D6, CYP3A4, ESR1, ITPR3, PGR, POMC, PRL
Peripheral membrane protein 1 ESR1
Endoplasmic reticulum membrane 4 CYP19A1, CYP2D6, CYP3A4, ITPR3
Nucleus 5 CASP3, ESR1, PGR, PLCZ1, PRL
cytosol 7 CASP3, CAT, ESR1, LEP, PGR, PLCZ1, PRKCQ
nucleoplasm 6 CASP3, ESR1, ITPR3, PGR, PLCZ1, PRL
RNA polymerase II transcription regulator complex 1 PRL
Cell membrane 1 ESR1
Cytoplasmic side 1 ESR1
Multi-pass membrane protein 2 CYP19A1, ITPR3
cell surface 1 TNR
glutamatergic synapse 2 CASP3, TNR
Golgi apparatus 1 ESR1
Golgi membrane 1 INS
neuronal cell body 2 CASP3, ITPR3
plasma membrane 4 ESR1, ITPR3, PGR, PRKCQ
Membrane 6 CAT, CYP19A1, CYP2D6, CYP3A4, ESR1, ITPR3
brush border 1 ITPR3
extracellular exosome 2 CAT, SHBG
endoplasmic reticulum 3 CYP19A1, CYP2D6, ITPR3
extracellular space 8 AMH, GNRH1, IGF1, INS, LEP, POMC, PRL, TNR
perinuclear region of cytoplasm 1 PLCZ1
Schaffer collateral - CA1 synapse 1 TNR
mitochondrion 2 CAT, CYP2D6
protein-containing complex 2 CAT, ESR1
intracellular membrane-bounded organelle 3 CAT, CYP2D6, CYP3A4
Microsome membrane 3 CYP19A1, CYP2D6, CYP3A4
postsynaptic density 1 CASP3
pronucleus 1 PLCZ1
Secreted 8 AMH, CGB5, IGF1, INS, LEP, POMC, PRL, SHBG
extracellular region 11 AMH, CAT, CGB5, GNRH1, IGF1, INS, LEP, POMC, PRL, SHBG, TNR
Single-pass membrane protein 1 CYP2D6
mitochondrial outer membrane 1 PGR
mitochondrial matrix 1 CAT
transcription regulator complex 1 ESR1
centriolar satellite 1 PRKCQ
Secreted, extracellular space, extracellular matrix 1 TNR
nucleolus 2 ITPR3, PLCZ1
apical part of cell 1 ITPR3
Cytoplasm, perinuclear region 1 PLCZ1
Membrane raft 1 TNR
focal adhesion 1 CAT
Peroxisome 1 CAT
sarcoplasmic reticulum 1 ITPR3
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
collagen-containing extracellular matrix 1 TNR
secretory granule 1 POMC
nuclear outer membrane 1 ITPR3
receptor complex 1 ITPR3
chromatin 3 ESR1, PGR, PRL
endosome lumen 2 INS, PRL
euchromatin 1 ESR1
exocytic vesicle 1 IGF1
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 3 CAT, INS, POMC
secretory granule membrane 1 ITPR3
Golgi lumen 1 INS
endoplasmic reticulum lumen 1 INS
platelet alpha granule lumen 1 IGF1
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
immunological synapse 1 PRKCQ
perineuronal net 1 TNR
aggresome 1 PRKCQ
platelet dense tubular network membrane 1 ITPR3
[Isoform 1]: Nucleus 1 ESR1
death-inducing signaling complex 1 CASP3
Cytoplasmic vesicle, secretory vesicle membrane 1 ITPR3
transport vesicle membrane 1 ITPR3
catalase complex 1 CAT
sperm head 1 PLCZ1
alphav-beta3 integrin-IGF-1-IGF1R complex 1 IGF1
insulin-like growth factor binding protein complex 1 IGF1
insulin-like growth factor ternary complex 1 IGF1
[Isoform 4]: Mitochondrion outer membrane 1 PGR
cytoplasmic side of endoplasmic reticulum membrane 1 ITPR3
tenascin complex 1 TNR


文献列表

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  • Kun Ma, Yun Shi, Junqin He, Xiuxiang Teng, Rongyu Wang, Guohua Wang, Yanan Yu, Yanxia Chen, Linjuan Gong, Yuan Yuan, Huixian Zhang, Bochao Yuan, Chenhui Zhang. The effect of Bushen Culuan Decoction on anovulatory infertile women among 6 different diseases: a study protocol for a randomized, double-blinded, positively controlled, adaptive multicenter clinical trial. Trials. 2022 Jul; 23(1):563. doi: 10.1186/s13063-022-06289-7. [PMID: 35804385]
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  • Luisa Euler, Nathalie Gillard, Philippe Delahaut, Gilles Pierret, Thomas Mürdter, Matthias Schwab, Georg Döhmen, Andreas Thomas, Mario Thevis. Assessing human urinary clomiphene metabolites after consumption of eggs from clomiphene-treated laying hens using chromatographic-mass spectrometric approaches. Analytica chimica acta. 2022 Apr; 1202(?):339661. doi: 10.1016/j.aca.2022.339661. [PMID: 35341524]
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  • Evrim Ebru Kovalak, Sefik Eser Ozyurek, Ozlem Karabay Akgul, Tolga Karacan. Hormonal Changes in Clomiphene Citrate Cycles in Unexplained Infertility Can Predict Follicle Development?. Journal of the College of Physicians and Surgeons--Pakistan : JCPSP. 2022 Jan; 32(1):25-32. doi: 10.29271/jcpsp.2022.01.25. [PMID: 34983143]
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  • Shulong Zu, Dan Luo, Lili Li, Qing Ye, Rui-Ting Li, Yanan Wang, Meiling Gao, Heng Yang, Yong-Qiang Deng, Genhong Cheng. Tamoxifen and clomiphene inhibit SARS-CoV-2 infection by suppressing viral entry. Signal transduction and targeted therapy. 2021 12; 6(1):435. doi: 10.1038/s41392-021-00853-4. [PMID: 34934049]
  • Parviz K Kavoussi. Men Converting from Clomiphene Citrate to Natesto with a Desire to Maintain Spermatogenesis Should Be Followed Closely. Urology. 2021 11; 157(?):128-130. doi: 10.1016/j.urology.2021.08.028. [PMID: 34474044]
  • Luisa Seyerlein, Nathalie Gillard, Philippe Delahaut, Gilles Pierret, Andreas Thomas, Mario Thevis. Depletion of clomiphene residues in eggs and muscle after oral administration to laying hens. Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment. 2021 Nov; 38(11):1875-1882. doi: 10.1080/19440049.2021.1949497. [PMID: 34266369]
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