11-Epi-prostaglandin F2alpha (BioDeep_00001868349)
Main id: BioDeep_00000014601
代谢物信息卡片
化学式: C20H34O5 (354.2406)
中文名称: 9α,11β-PGF2(9α,11β-前列腺素F2)
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CCCCCC(C=CC1C(CC(C1CC=CCCCC(=O)O)O)O)O
InChI: InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-19,21-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,18-,19-/m0/s1
描述信息
D012102 - Reproductive Control Agents > D000019 - Abortifacient Agents
The prostaglandin F that is the 11-epimer of prostaglandin F2alpha.
D012102 - Reproductive Control Agents > D010120 - Oxytocics
同义名列表
数据库引用编号
11 个数据库交叉引用编号
- ChEBI: CHEBI:27595
- KEGG: C05959
- PubChem: 5280886
- ChEMBL: CHEMBL1369536
- MeSH: Dinoprost
- CAS: 38432-87-0
- MetaboLights: MTBLC27595
- PubChem: 8243
- LipidMAPS: LMFA03010036
- 3DMET: B01933
- NIKKAJI: J401.553C
分类词条
相关代谢途径
Reactome(5)
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
- Yazhen Xie, Haifeng Xu, Zhijuan Gu. Ge-gen decoction alleviates primary dysmenorrhoea symptoms in a rat model.
Journal of obstetrics and gynaecology : the journal of the Institute of Obstetrics and Gynaecology.
2024 Dec; 44(1):2337691. doi:
10.1080/01443615.2024.2337691
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International journal of molecular sciences.
2023 Dec; 24(24):. doi:
10.3390/ijms242417245
. [PMID: 38139073] - Liu-Jun Wu, Yan Chen, Zi-Wei Lin, Chen Sun, Liang Xiong, Xiao-Fang Xie, Cheng Peng. [Therapeutic effect of Leonuri Herba aqueous decoction on primary dysmenorrhea in rats and its metabolomic analysis].
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2023 Nov; 48(22):6093-6106. doi:
10.19540/j.cnki.cjcmm.20230803.401
. [PMID: 38114217] - Piotr Kaczynski, Ewelina Goryszewska-Szczurek, Monika Baryla, Agnieszka Waclawik. Novel insights into conceptus-maternal signaling during pregnancy establishment in pigs.
Molecular reproduction and development.
2023 07; 90(7):658-672. doi:
10.1002/mrd.23567
. [PMID: 35385215] - Michele R Plewes, Emilia Przygrodzka, Corrine F Monaco, Alexandria P Snider, Jessica A Keane, Patrick D Burns, Jennifer R Wood, Andrea S Cupp, John S Davis. Prostaglandin F2α regulates mitochondrial dynamics and mitophagy in the bovine corpus luteum.
Life science alliance.
2023 07; 6(7):. doi:
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Journal of dairy science.
2023 May; ?(?):. doi:
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International journal of molecular sciences.
2023 Apr; 24(8):. doi:
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Environmental science and pollution research international.
2023 Apr; ?(?):. doi:
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Neurochemical research.
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Zhen ci yan jiu = Acupuncture research.
2023 Jan; 48(1):63-70. doi:
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Oncology research.
2023; 32(1):163-174. doi:
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Molecules (Basel, Switzerland).
2022 Nov; 27(21):. doi:
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PLoS neglected tropical diseases.
2022 10; 16(10):e0010845. doi:
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International journal of environmental research and public health.
2022 09; 19(19):. doi:
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European journal of nutrition.
2022 Aug; 61(5):2711-2723. doi:
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Prostaglandins & other lipid mediators.
2022 08; 161(?):106640. doi:
10.1016/j.prostaglandins.2022.106640
. [PMID: 35605836] - Juan Carlos Tschopp, Alejandro J Macagno, Reuben J Mapletoft, Alejo Menchaca, Gabriel A Bó. Effect of the addition of GnRH and a second prostaglandin F2α treatment on pregnancy per artificial insemination in lactating dairy cows submitted to an estradiol/progesterone-based timed-AI protocol.
Theriogenology.
2022 Aug; 188(?):63-70. doi:
10.1016/j.theriogenology.2022.05.019
. [PMID: 35667231] - Ying Sun, Yan Yan, Xuejun Kang. Packed-Fiber Solid Phase-Extraction Coupled with HPLC-MS/MS for Rapid Determination of Lipid Oxidative Damage Biomarker 8-Iso-Prostaglandin F2α in Urine.
Molecules (Basel, Switzerland).
2022 Jul; 27(14):. doi:
10.3390/molecules27144417
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Journal of dairy science.
2022 Jul; 105(7):6353-6363. doi:
10.3168/jds.2022-21874
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Journal of animal science.
2022 Jul; 100(7):. doi:
10.1093/jas/skac168
. [PMID: 35772760] - Jingjing Tian, Yihui Du, Ermeng Yu, Caixia Lei, Yun Xia, Peng Jiang, Hongyan Li, Kai Zhang, Zhifei Li, Wangbao Gong, Jun Xie, Guangjun Wang. Prostaglandin 2α Promotes Autophagy and Mitochondrial Energy Production in Fish Hepatocytes.
Cells.
2022 06; 11(12):. doi:
10.3390/cells11121870
. [PMID: 35740999] - Kianna M Spencer, Giorgia Podico, Ameer A Megahed, Kristi L Jones, João H J Bittar, Igor F Canisso. Ovulatory response to GnRH agonist during early and late fall in mares.
Theriogenology.
2022 Jun; 185(?):140-148. doi:
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Reproduction in domestic animals = Zuchthygiene.
2022 Jun; 57(6):611-615. doi:
10.1111/rda.14101
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Free radical biology & medicine.
2022 05; 185(?):36-45. doi:
10.1016/j.freeradbiomed.2022.04.010
. [PMID: 35470061] - Zahra Esmaeily, Gity Sotoudeh, Masoumeh Rafiee, Fariba Koohdani. ApoA2-256T > C polymorphism interacts with Healthy Eating Index, Dietary Quality Index-International and Dietary Phytochemical Index to affect biochemical markers among type 2 diabetic patients.
The British journal of nutrition.
2022 05; 127(9):1343-1351. doi:
10.1017/s0007114521002348
. [PMID: 34167597] - Eric M Zwiefelhofer, Will Lillico, Gregg P Adams. Development of a letrozole-based synchronization protocol for fixed-time artificial insemination in beef cattle.
Animal reproduction science.
2022 May; 240(?):106975. doi:
10.1016/j.anireprosci.2022.106975
. [PMID: 35483319] - Abir Salloum, Mohammed Saleh. Comparison of GnRH and hCG effects on oestradiol, progesterone and premature luteolysis in Ovsynch-synchronized ewes.
Reproduction in domestic animals = Zuchthygiene.
2022 May; 57(5):550-555. doi:
10.1111/rda.14094
. [PMID: 35137458] - Thiago O Cunha, Leah R Statz, Rafael R Domingues, João Paulo N Andrade, Milo C Wiltbank, João Paulo N Martins. Accessory corpus luteum induced by human chorionic gonadotropin on day 7 or days 7 and 13 of the estrous cycle affected follicular and luteal dynamics and luteolysis in lactating Holstein cows.
Journal of dairy science.
2022 Mar; 105(3):2631-2650. doi:
10.3168/jds.2021-20619
. [PMID: 34955260] - Ryosuke Sakumoto, Ken-Go Hayashi, Kosuke Iga. Direct effects of linoleic and linolenic acids on bovine uterine function using in vivo and in vitro studies.
The Journal of reproduction and development.
2022 Feb; 68(1):62-67. doi:
10.1262/jrd.2021-107
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Journal of dairy science.
2022 Jan; 105(1):831-841. doi:
10.3168/jds.2021-21011
. [PMID: 34756436] - Wei Liu, Bin Wang, Shijie Yang, Tao Xu, Linling Yu, Xing Wang, Man Cheng, Min Zhou, Weihong Chen. Associations of propylene oxide exposure with fasting plasma glucose and diabetes: Roles of oxidative DNA damage and lipid peroxidation.
Environmental pollution (Barking, Essex : 1987).
2022 Jan; 292(Pt B):118453. doi:
10.1016/j.envpol.2021.118453
. [PMID: 34737025] - Rani Sauriasari, Afina Irsyania Zulfa, Andisyah Putri Sekar, Nuriza Ulul Azmi, Xian Wen Tan, Eiji Matsuura. Role of urinary H2O2, 8-iso-PGF2α, and serum oxLDL/β2GP1 complex in the diabetic kidney disease.
PloS one.
2022; 17(4):e0263113. doi:
10.1371/journal.pone.0263113
. [PMID: 35381015] - Abu Saleh Md Moin, Manjula Nandakumar, Hassan Kahal, Thozhukat Sathyapalan, Stephen L Atkin, Alexandra E Butler. Heat Shock-Related Protein Responses and Inflammatory Protein Changes Are Associated with Mild Prolonged Hypoglycemia.
Cells.
2021 11; 10(11):. doi:
10.3390/cells10113109
. [PMID: 34831332] - Ning Ma, Yujian Zhang, Binbin Liu, Xiaojiao Jia, Rui Wang, Qiang Lu. Associations of plasma 8-iso-prostaglandin F2αlevels with fasting blood glucose (FBG) and intra-abdominal fat (IAF) area in various Glycometabolism populations.
BMC endocrine disorders.
2021 Oct; 21(1):215. doi:
10.1186/s12902-021-00879-3
. [PMID: 34711211] - João Paulo N Martins, Melisa J T Acevedo, Christian G Piterini, Thiago O Cunha, J Richard Pursley. Effect of PGF2α treatments during early corpus luteum development on circulating progesterone concentrations and ovulation in breeding-age Holstein heifers.
Theriogenology.
2021 Oct; 173(?):12-18. doi:
10.1016/j.theriogenology.2021.06.002
. [PMID: 34126407] - Ai Lin Daphne Teh, Jaime Jacqueline Jayapalan, Mun Fai Loke, Azida Juana Wan Abdul Kadir, Visvaraja Subrayan. Identification of potential serum metabolic biomarkers for patient with keratoconus using untargeted metabolomics approach.
Experimental eye research.
2021 10; 211(?):108734. doi:
10.1016/j.exer.2021.108734
. [PMID: 34428458] - Camila Kochi, Ankita Salvi, Fatin Atrooz, Samina Salim. Simulated vehicle exhaust exposure induces sex-dependent behavioral deficits in rats.
Environmental toxicology and pharmacology.
2021 Aug; 86(?):103660. doi:
10.1016/j.etap.2021.103660
. [PMID: 33865999] - Aliaa Abdelmoniem Bedeir Eita, Azza Mohamed Zaki, Sabah Abdelhady Mahmoud. Serum 8-isoprostane levels in patients with resistant oral lichen planus before and after treatment with lycopene: a randomized clinical trial.
BMC oral health.
2021 07; 21(1):343. doi:
10.1186/s12903-021-01711-z
. [PMID: 34266435] - Paweł Sutkowy, Jolanta Czuczejko, Bogdan Małkowski, Karolina Szewczyk-Golec, Rita Łopatto, Marta Maruszak, Alina Woźniak. Redox State and Lysosomal Activity in Women with Ovarian Cancer with Tumor Recurrence and Multiorgan Metastasis.
Molecules (Basel, Switzerland).
2021 Jul; 26(13):. doi:
10.3390/molecules26134039
. [PMID: 34279378] - I G Motta, C C Rocha, D Z Bisinotto, G D Melo, G A A Júnior, T K Nishimura, A M G Diaza, T Castro, O J Ginther, G Pugliesi. Effects of estradiol treatments on PGF2α release in beef heifers submitted to estrous resynchronization 14 days after timed-AI.
Domestic animal endocrinology.
2021 07; 76(?):106625. doi:
10.1016/j.domaniend.2021.106625
. [PMID: 33878540] - Victor M Petrone-Garcia, Raquel Lopez-Arellano, Gabriela Rodríguez Patiño, Miriam Aide Castillo Rodríguez, Daniel Hernandez-Patlan, Bruno Solis-Cruz, Xochitl Hernandez-Velasco, Fernando Alba-Hurtado, Christine N Vuong, Inkar Castellanos-Huerta, Guillermo Tellez-Isaias. Curcumin reduces enteric isoprostane 8-iso-PGF2α and prostaglandin GF2α in specific pathogen-free Leghorn chickens challenged with Eimeria maxima.
Scientific reports.
2021 06; 11(1):11609. doi:
10.1038/s41598-021-90679-5
. [PMID: 34078952] - Wei-Te Wu, Wei-Ting Jung, Hui-Ling Lee. Lipid peroxidation metabolites associated with biomarkers of inflammation and oxidation stress in workers handling carbon nanotubes and metal oxide nanoparticles.
Nanotoxicology.
2021 06; 15(5):577-587. doi:
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. [PMID: 33570441] - Huangjin Tong, Mengting Yu, Chenghao Fei, De Ji, Jiajia Dong, Lianlin Su, Wei Gu, Chunqin Mao, Lin Li, Zhenhua Bian, Tulin Lu, Min Hao, Bailin Zeng. Bioactive constituents and the molecular mechanism of Curcumae Rhizoma in the treatment of primary dysmenorrhea based on network pharmacology and molecular docking.
Phytomedicine : international journal of phytotherapy and phytopharmacology.
2021 Jun; 86(?):153558. doi:
10.1016/j.phymed.2021.153558
. [PMID: 33866197] - Emma Fletcher, Paul M Gordon. Obesity-induced alterations to the immunoproteasome: a potential link to intramuscular lipotoxicity.
Applied physiology, nutrition, and metabolism = Physiologie appliquee, nutrition et metabolisme.
2021 May; 46(5):485-493. doi:
10.1139/apnm-2020-0655
. [PMID: 33186056] - Kaku Itoh, Yosuke Ida, Hiroshi Ohguro, Fumihito Hikage. Prostaglandin F2α agonists induced enhancement in collagen1 expression is involved in the pathogenesis of the deepening of upper eyelid sulcus.
Scientific reports.
2021 04; 11(1):9002. doi:
10.1038/s41598-021-88562-4
. [PMID: 33903711] - Baolian Ma, Shilin Yang, Ting Tan, Junmao Li, Xiaoyong Zhang, Hui Ouyang, Mingzhen He, Yulin Feng. An integrated study of metabolomics and transcriptomics to reveal the anti-primary dysmenorrhea mechanism of Akebiae Fructus.
Journal of ethnopharmacology.
2021 Apr; 270(?):113763. doi:
10.1016/j.jep.2020.113763
. [PMID: 33383110] - Hyunok Choi, Miroslav Dostal, Anna Pastorkova, Pavel Rossner, Radim J Sram. Airborne Benzo[a]Pyrene may contribute to divergent Pheno-Endotypes in children.
Environmental health : a global access science source.
2021 04; 20(1):40. doi:
10.1186/s12940-021-00711-4
. [PMID: 33836759] - Abelardo Correa-Calderón, Juan A Hernández-Rivera, Leonel Avendaño-Reyes, Raúl Diaz-Molina, Ulises Macias-Cruz. Progesterone supplementation in Holstein heifers subjected to cooling and timed AI during summer: physiological and reproductive variables and thyroid hormone concentrations.
Tropical animal health and production.
2021 Apr; 53(2):249. doi:
10.1007/s11250-021-02688-1
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Animal reproduction science.
2021 Apr; 227(?):106723. doi:
10.1016/j.anireprosci.2021.106723
. [PMID: 33621845] - Guang Yang, Christopher Qian, Chao Zhang, Yong Bao, Meng-Yue Liu, Fei Jiang, Wei Li, Yong Liu, Ya Ke, Zhong-Ming Qian. Hepcidin attenuates the iron-mediated secondary neuronal injury after intracerebral hemorrhage in rats.
Translational research : the journal of laboratory and clinical medicine.
2021 03; 229(?):53-68. doi:
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Journal of the International Society of Sports Nutrition.
2021 Feb; 18(1):17. doi:
10.1186/s12970-021-00415-7
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Circulation.
2021 02; 143(8):869-871. doi:
10.1161/circulationaha.120.051551
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Biopreservation and biobanking.
2021 Feb; 19(1):2-10. doi:
10.1089/bio.2019.0136
. [PMID: 32865438] - Naser Kakavandi, Shima Rezaee, Seyed Reza Hosseini-Fard, Ghasem Ghasempour, Mohsen Khosravi, Mohammad Shabani, Mohammad Najafi. Prostaglandin E2 (PGE2) synthesis pathway is involved in coronary artery stenosis and restenosis.
Gene.
2021 Jan; 765(?):145131. doi:
10.1016/j.gene.2020.145131
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Brain & development.
2021 Jan; 43(1):111-120. doi:
10.1016/j.braindev.2020.06.013
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Gaceta sanitaria.
2021 ; 35 Suppl 2(?):S298-S301. doi:
10.1016/j.gaceta.2021.10.039
. [PMID: 34929837] - Yusuke Miyazaki, Tatsuro Nakamura, Shinya Takenouchi, Akane Hayashi, Keisuke Omori, Takahisa Murata. Urinary 8-iso PGF2α and 2,3-dinor-8-iso PGF2α can be indexes of colitis-associated colorectal cancer in mice.
PloS one.
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