Clomiphene Citrate (BioDeep_00000399086)
natural product
代谢物信息卡片
化学式: C32H36ClNO8 (597.2129)
中文名称: 反式柠檬酸氯米芬, 克罗米酚柠檬酸盐, 枸橼酸氯米芬
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1(=CC=CC(=C1)\C(=C(/C2=CC=CC=C2)C3=CC=C(C=C3)OCCN(CC)CC)Cl).OC(CC(CC(O)=O)(C(=O)O)O)=O
InChI: 13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/b26-25+
描述信息
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 > 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
数据库引用编号
11 个数据库交叉引用编号
- KEGGdrug: D00962
- KEGGdrug: D10876
- PubChem: 6420009
- ChEMBL: CHEMBL1200667
- MeSH: Enclomiphene
- CAS: 43054-45-1
- CAS: 7599-79-3
- CAS: 50-41-9
- MoNA: CCMSLIB00000078512
- KEGG: C08161
- PubChem: 10361
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)
0 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 |
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文献列表
- Sevann Helo, Joseph Mahon, Joseph Ellen, Ron Wiehle, Gregory Fontenot, Kuang Hsu, Paul Feustel, Charles Welliver, Andrew McCullough. Serum levels of enclomiphene and zuclomiphene in men with hypogonadism on long-term clomiphene citrate treatment.
BJU international.
2017 Jan; 119(1):171-176. doi:
10.1111/bju.13625. [PMID: 27511863] - Edward D Kim, Andrew McCullough, Jed Kaminetsky. Oral enclomiphene citrate raises testosterone and preserves sperm counts in obese hypogonadal men, unlike topical testosterone: restoration instead of replacement.
BJU international.
2016 Apr; 117(4):677-85. doi:
10.1111/bju.13337. [PMID: 26496621] - Ronald D Wiehle, Gregory K Fontenot, Jenny Wike, Kuang Hsu, Jennifer Nydell, Larry Lipshultz. Enclomiphene citrate stimulates testosterone production while preventing oligospermia: a randomized phase II clinical trial comparing topical testosterone.
Fertility and sterility.
2014 Sep; 102(3):720-7. doi:
10.1016/j.fertnstert.2014.06.004. [PMID: 25044085] - Cyrus Ghobadi, Saad Amer, Hany Lashen, Martin S Lennard, William L Ledger, Amin Rostami-Hodjegan. Evaluation of the relationship between plasma concentrations of en- and zuclomiphene and induction of ovulation in anovulatory women being treated with clomiphene citrate.
Fertility and sterility.
2009 Apr; 91(4):1135-40. doi:
10.1016/j.fertnstert.2008.01.058. [PMID: 18353317] - Simon Hill, Vijayaraman Arutchelvam, Richard Quinton. Enclomiphene, an estrogen receptor antagonist for the treatment of testosterone deficiency in men.
IDrugs : the investigational drugs journal.
2009 Feb; 12(2):109-19. doi:
. [PMID: 19204885] - Cyrus Ghobadi, Nahid Mirhosseini, Mohammad Reza Shiran, Ali Moghadamnia, Martin S Lennard, William L Ledger, Amin Rostami-Hodjegan. Single-dose pharmacokinetic study of clomiphene citrate isomers in anovular patients with polycystic ovary disease.
Journal of clinical pharmacology.
2009 Feb; 49(2):147-54. doi:
10.1177/0091270008328096. [PMID: 19033451] - H K Crewe, C Ghobadi, A Gregory, A Rostami-Hodjegan, M S Lennard. Determination by liquid chromatography-mass spectrometry of clomiphene isomers in the plasma of patients undergoing treatment for the induction of ovulation.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2007 Mar; 847(2):296-9. doi:
10.1016/j.jchromb.2006.10.019. [PMID: 17085084] - S L Young, M S Opsahl, M A Fritz. Serum concentrations of enclomiphene and zuclomiphene across consecutive cycles of clomiphene citrate therapy in anovulatory infertile women.
Fertility and sterility.
1999 Apr; 71(4):639-44. doi:
10.1016/s0015-0282(98)00537-8. [PMID: 10202872] - D S Hage, A Sengupta. Studies of protein binding to nonpolar solutes by using zonal elution and high-performance affinity chromatography: interactions of cis- and trans-clomiphene with human serum albumin in the presence of beta-cyclodextrin.
Analytical chemistry.
1998 Nov; 70(21):4602-9. doi:
10.1021/ac980734i. [PMID: 9823719] - R T Turner, G L Evans, J P Sluka, M D Adrian, H U Bryant, C H Turner, M Sato. Differential responses of estrogen target tissues in rats including bone to clomiphene, enclomiphene, and zuclomiphene.
Endocrinology.
1998 Sep; 139(9):3712-20. doi:
10.1210/endo.139.9.6177. [PMID: 9724022] - R D Schramm, S Roberge, J J Reeves. Enclomiphene does not alter the postpartum interval of suckled beef cows.
Journal of animal science.
1991 Oct; 69(10):4112-6. doi:
10.2527/1991.69104112x. [PMID: 1778825] - M A Fritz, R T Holmes, E J Keenan. Effect of clomiphene citrate treatment on endometrial estrogen and progesterone receptor induction in women.
American journal of obstetrics and gynecology.
1991 Jul; 165(1):177-85. doi:
10.1016/0002-9378(91)90247-o. [PMID: 1906682] - D W Gregg, T M Nett. Effects of enclomiphene on estradiol-induced changes in LH secretion in ewes.
Journal of animal science.
1990 Oct; 68(10):3293-9. doi:
10.2527/1990.68103293x. [PMID: 2123847] - W C Okulicz, W W Leavitt. Binding and biologic activity of diethylstilbestrol in the hamster: influence of a serum component on estrogen receptor binding and estrogenic activity.
Journal of steroid biochemistry.
1988 Oct; 31(4A):371-5. doi:
10.1016/0022-4731(88)90304-4. [PMID: 3139938] - S P Bowman, A Leake, I D Morris. Time-related effects of en-clomiphene upon central and peripheral oestrogen target tissues and cytoplasmic receptors.
The Journal of endocrinology.
1981 Apr; 89(1):117-28. doi:
10.1677/joe.0.0890117. [PMID: 6783718] - S P Bowman, A Leake, M Miller, I D Morris. Agonist and antagonist activity of en-clomiphene upon oestrogen-mediated events in the uterus, pituitary gland and brain of the rat.
The Journal of endocrinology.
1981 Mar; 88(3):367-74. doi:
10.1677/joe.0.0880367. [PMID: 6783716] - U S Murthy, P R Adiga. Estrogen-induced synthesis of riboflavin-binding protein in immature chicks. Kinetics and hormonal specificity.
Biochimica et biophysica acta.
1978 Jan; 538(2):364-75. doi:
10.1016/0304-4165(78)90364-1. [PMID: 620073]
