N-(4-Methoxyphenyl)-all-trans-retinamide (BioDeep_00000181215)
human metabolite blood metabolite
代谢物信息卡片
N-(4-methoxyphenyl)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenamide
化学式: C27H35NO2 (405.266765)
中文名称:
谱图信息:
最多检出来源 Homo sapiens(blood) 99.21%
分子结构信息
SMILES: COC1=CC=C(NC(=O)C=C(C)C=CC=C(C)C=CC2=C(C)CCCC2(C)C)C=C1
InChI: InChI=1S/C27H35NO2/c1-20(12-17-25-22(3)11-8-18-27(25,4)5)9-7-10-21(2)19-26(29)28-23-13-15-24(30-6)16-14-23/h7,9-10,12-17,19H,8,11,18H2,1-6H3,(H,28,29)
相关代谢途径
Reactome(0)
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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。
文献列表
- Hwang Eui Cho, H Kang Min. Analysis of fenretinide and its metabolites in human plasma by liquid chromatography-tandem mass spectrometry and its application to clinical pharmacokinetics.
Journal of pharmaceutical and biomedical analysis.
2017 Jan; 132(?):117-124. doi:
10.1016/j.jpba.2016.09.046. [PMID: 27701038] - Johanna E Fraser, Satoru Watanabe, Chunxiao Wang, Wing Ki Kitti Chan, Belinda Maher, Adam Lopez-Denman, Caroline Hick, Kylie M Wagstaff, Jason M Mackenzie, Patrick M Sexton, Subhash G Vasudevan, David A Jans. A nuclear transport inhibitor that modulates the unfolded protein response and provides in vivo protection against lethal dengue virus infection.
The Journal of infectious diseases.
2014 Dec; 210(11):1780-91. doi:
10.1093/infdis/jiu319. [PMID: 24903662] - Jason P Cooper, Kyunghwa Hwang, Hardeep Singh, Dong Wang, C Patrick Reynolds, Robert W Curley, Simon C Williams, Barry J Maurer, Min H Kang. Fenretinide metabolism in humans and mice: utilizing pharmacological modulation of its metabolic pathway to increase systemic exposure.
British journal of pharmacology.
2011 Jul; 163(6):1263-75. doi:
10.1111/j.1476-5381.2011.01310.x. [PMID: 21391977] - N A Illingworth, A V Boddy, A K Daly, G J Veal. Characterization of the metabolism of fenretinide by human liver microsomes, cytochrome P450 enzymes and UDP-glucuronosyltransferases.
British journal of pharmacology.
2011 Feb; 162(4):989-99. doi:
10.1111/j.1476-5381.2010.01104.x. [PMID: 21054342] - Barry J Maurer, Ondrej Kalous, David W Yesair, Xiaqin Wu, Jitka Janeba, Vanessa Maldonado, Vazgen Khankaldyyan, Tomas Frgala, Bee-Chun Sun, R Travis McKee, Stephen W Burgess, Walter A Shaw, C Patrick Reynolds. Improved oral delivery of N-(4-hydroxyphenyl)retinamide with a novel LYM-X-SORB organized lipid complex.
Clinical cancer research : an official journal of the American Association for Cancer Research.
2007 May; 13(10):3079-86. doi:
10.1158/1078-0432.ccr-06-1889. [PMID: 17505011] - Maria Grazia Villani, Valentina Appierto, Elena Cavadini, Manuela Valsecchi, Sandro Sonnino, Robert W Curley, Franca Formelli. Identification of the fenretinide metabolite 4-oxo-fenretinide present in human plasma and formed in human ovarian carcinoma cells through induction of cytochrome P450 26A1.
Clinical cancer research : an official journal of the American Association for Cancer Research.
2004 Sep; 10(18 Pt 1):6265-75. doi:
10.1158/1078-0432.ccr-04-0655. [PMID: 15448016] - Anita L Sabichi, Manual R Modiano, J Jack Lee, Yei-Mei Peng, Ming-Jing Xu, Hugo Villar, William S Dalton, Scott M Lippman. Breast tissue accumulation of retinamides in a randomized short-term study of fenretinide.
Clinical cancer research : an official journal of the American Association for Cancer Research.
2003 Jul; 9(7):2400-5. doi:
NULL. [PMID: 12855611] - Franca Formelli, Tiziana Camerini, Elena Cavadini, Valentina Appierto, Maria Grazia Villani, Alberto Costa, Giuseppe De Palo, Maria Gaetana Di Mauro, Umberto Veronesi. Fenretinide breast cancer prevention trial: drug and retinol plasma levels in relation to age and disease outcome.
Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology.
2003 Jan; 12(1):34-41. doi:
NULL. [PMID: 12540501] - R C Caruso, J Zujewski, F Iwata, M J Podgor, B A Conley, L M Ayres, M I Kaiser-Kupfer. Effects of fenretinide (4-HPR) on dark adaptation.
Archives of ophthalmology (Chicago, Ill. : 1960).
1998 Jun; 116(6):759-63. doi:
10.1001/archopht.116.6.759. [PMID: 9639444] - R Torrisi, F Pensa, V Fontana, A Costa, A Decensi. The metabolite N-4-methoxyphenylretinamide is a major determinant of fenretinide induced decline of plasma insulin-like growth factor-1.
European journal of cancer (Oxford, England : 1990).
1995; 31A(3):420-1. doi:
10.1016/0959-8049(94)00524-9. [PMID: 7786612] - R Torrisi, S Parodi, V Fontana, G Rondanina, F Formelli, A Costa, F Boccardo, A Decensi. Factors affecting plasma retinol decline during long-term administration of the synthetic retinoid fenretinide in breast cancer patients.
Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology.
1994 Sep; 3(6):507-10. doi:
NULL. [PMID: 8000302] - F Formelli, M Clerici, T Campa, M G Di Mauro, A Magni, G Mascotti, D Moglia, G De Palo, A Costa, U Veronesi. Five-year administration of fenretinide: pharmacokinetics and effects on plasma retinol concentrations.
Journal of clinical oncology : official journal of the American Society of Clinical Oncology.
1993 Oct; 11(10):2036-42. doi:
10.1200/jco.1993.11.10.2036. [PMID: 8410127] - N V Dimitrov, C J Meyer, M Perloff, M M Ruppenthal, M J Phillipich, D Gilliland, W Malone, F L Minn. Alteration of retinol-binding-protein concentrations by the synthetic retinoid fenretinide in healthy human subjects.
The American journal of clinical nutrition.
1990 Jun; 51(6):1082-7. doi:
10.1093/ajcn/51.6.1082. [PMID: 2140925] - T A Hultin, M S Filla, D L McCormick. Distribution and metabolism of the retinoid, N-(4-methoxyphenyl)-all-trans-retinamide, the major metabolite of N-(4-hydroxyphenyl)-all-trans-retinamide, in female mice.
Drug metabolism and disposition: the biological fate of chemicals.
1990 Mar; 18(2):175-9. doi:
NULL. [PMID: 1971569] - Y M Peng, W S Dalton, D S Alberts, M J Xu, H Lim, F L Meyskens. Pharmacokinetics of N-4-hydroxyphenyl-retinamide and the effect of its oral administration on plasma retinol concentrations in cancer patients.
International journal of cancer.
1989 Jan; 43(1):22-6. doi:
10.1002/ijc.2910430106. [PMID: 2521335]