Carboxyethyl-hydroxychroman (BioDeep_00000177029)
human metabolite blood metabolite
代谢物信息卡片
3-(2-hydroxy-3,4-dihydro-2H-1-benzopyran-2-yl)propanoic acid
化学式: C12H14O4 (222.0892)
中文名称:
谱图信息:
最多检出来源 Homo sapiens(blood) 43.62%
分子结构信息
SMILES: C1CC(OC2=CC=CC=C21)(CCC(=O)O)O
InChI: InChI=1S/C12H14O4/c13-11(14)6-8-12(15)7-5-9-3-1-2-4-10(9)16-12/h1-4,15H,5-8H2,(H,13,14)
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 |
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文献列表
- Joanne F Dorgan, Seungyoun Jung, Cher M Dallal, Min Zhan, Christina A Stennett, Yuji Zhang, Richard L Eckert, Linda G Snetselaar, Linda Van Horn. Alcohol consumption and serum metabolite concentrations in young women.
Cancer causes & control : CCC.
2020 Feb; 31(2):113-126. doi:
10.1007/s10552-019-01256-1. [PMID: 31828464] - Tomono Uchida, Saki Nomura, Hiroaki Oda, Saiko Ikeda. γ-Tocopherol Is Metabolized Faster than α-Tocopherol in Young Japanese Women.
Journal of nutritional science and vitaminology.
2018; 64(6):399-403. doi:
10.3177/jnsv.64.399. [PMID: 30606962] - Maret G Traber, Eunice Mah, Scott W Leonard, Gerd Bobe, Richard S Bruno. Metabolic syndrome increases dietary α-tocopherol requirements as assessed using urinary and plasma vitamin E catabolites: a double-blind, crossover clinical trial.
The American journal of clinical nutrition.
2017 03; 105(3):571-579. doi:
10.3945/ajcn.116.138495. [PMID: 28077381] - Ruisong Pei, Eunice Mah, Scott W Leonard, Maret G Traber, Richard S Bruno. α-Tocopherol supplementation reduces 5-nitro-γ-tocopherol accumulation by decreasing γ-tocopherol in young adult smokers.
Free radical research.
2015; 49(9):1114-1121. doi:
10.3109/10715762.2015.1040788. [PMID: 25966030] - Eunice Mah, Ruisong Pei, Yi Guo, Kevin D Ballard, Tyler Barker, Victoria E Rogers, Beth A Parker, Alan W Taylor, Maret G Traber, Jeff S Volek, Richard S Bruno. γ-Tocopherol-rich supplementation additively improves vascular endothelial function during smoking cessation.
Free radical biology & medicine.
2013 Dec; 65(?):1291-1299. doi:
10.1016/j.freeradbiomed.2013.09.016. [PMID: 24075893] - Stephanie Hagl, Alexa Kocher, Christina Schiborr, Schamim H Eckert, Ion Ciobanu, Marc Birringer, Hesham El-Askary, Amr Helal, Mohamed T Khayyal, Jan Frank, Walter E Muller, Gunter P Eckert. Rice bran extract protects from mitochondrial dysfunction in guinea pig brains.
Pharmacological research.
2013 Oct; 76(?):17-27. doi:
10.1016/j.phrs.2013.06.008. [PMID: 23827162] - Katie M Lebold, Alfonso Ang, Maret G Traber, Lenore Arab. Urinary α-carboxyethyl hydroxychroman can be used as a predictor of α-tocopherol adequacy, as demonstrated in the Energetics Study.
The American journal of clinical nutrition.
2012 Oct; 96(4):801-9. doi:
10.3945/ajcn.112.038620. [PMID: 22952171] - Caroline H Johnson, Ondřej Slanař, Kristopher W Krausz, Dong Wook Kang, Andrew D Patterson, Jung-Hwan Kim, Hans Luecke, Frank J Gonzalez, Jeffrey R Idle. Novel metabolites and roles for α-tocopherol in humans and mice discovered by mass spectrometry-based metabolomics.
The American journal of clinical nutrition.
2012 Oct; 96(4):818-30. doi:
10.3945/ajcn.112.042929. [PMID: 22952181] - Sherry M Farley, Scott W Leonard, Edwin M Labut, Hannah F Raines, David J Card, Dominic J Harrington, Debbie J Mustacich, Maret G Traber. Vitamin E decreases extra-hepatic menaquinone-4 concentrations in rats fed menadione or phylloquinone.
Molecular nutrition & food research.
2012 Jun; 56(6):912-22. doi:
10.1002/mnfr.201100751. [PMID: 22707266] - Guangxun Li, Mao-Jung Lee, Anna Ba Liu, Zhihong Yang, Yong Lin, Weichung Joe Shih, Chung S Yang. The antioxidant and anti-inflammatory activities of tocopherols are independent of Nrf2 in mice.
Free radical biology & medicine.
2012 Apr; 52(7):1151-8. doi:
10.1016/j.freeradbiomed.2011.12.005. [PMID: 22226829] - Christopher Masterjohn, Eunice Mah, Yi Guo, Sung I Koo, Richard S Bruno. γ-Tocopherol abolishes postprandial increases in plasma methylglyoxal following an oral dose of glucose in healthy, college-aged men.
The Journal of nutritional biochemistry.
2012 Mar; 23(3):292-8. doi:
10.1016/j.jnutbio.2010.12.007. [PMID: 21543210] - Wan-Hsuan Chen, Yi-Jen Li, Ming-Shyong Wang, Zhi-Chyang Kang, Huei-Ling Huang, Huey-Mei Shaw. Elevation of tissue α-tocopherol levels by conjugated linoleic acid in C57BL/6J mice is not associated with changes in vitamin E absorption or α-carboxyethyl hydroxychroman production.
Nutrition (Burbank, Los Angeles County, Calif.).
2012 Jan; 28(1):59-66. doi:
10.1016/j.nut.2011.04.006. [PMID: 21872434] - Svetlana Didenco, Melanie B Gillingham, Mitzi D Go, Scott W Leonard, Maret G Traber, Cindy T McEvoy. Increased vitamin E intake is associated with higher alpha-tocopherol concentration in the maternal circulation but higher alpha-carboxyethyl hydroxychroman concentration in the fetal circulation.
The American journal of clinical nutrition.
2011 Feb; 93(2):368-73. doi:
10.3945/ajcn.110.008367. [PMID: 21159788] - Maret G Traber, Debbie J Mustacich, Laura C Sullivan, Scott W Leonard, Amelia Ahern-Rindell, Nancy Kerkvliet. Vitamin E status and metabolism in adult and aged aryl hydrocarbon receptor null mice.
The Journal of nutritional biochemistry.
2010 Dec; 21(12):1193-9. doi:
10.1016/j.jnutbio.2009.10.005. [PMID: 20153623] - Helene Freiser, Qing Jiang. Optimization of the enzymatic hydrolysis and analysis of plasma conjugated gamma-CEHC and sulfated long-chain carboxychromanols, metabolites of vitamin E.
Analytical biochemistry.
2009 May; 388(2):260-5. doi:
10.1016/j.ab.2009.02.027. [PMID: 19250920] - Joo-Youn Cho, Dong Wook Kang, Xiaochao Ma, Sung-Hoon Ahn, Kristopher W Krausz, Hans Luecke, Jeffrey R Idle, Frank J Gonzalez. Metabolomics reveals a novel vitamin E metabolite and attenuated vitamin E metabolism upon PXR activation.
Journal of lipid research.
2009 May; 50(5):924-37. doi:
10.1194/jlr.m800647-jlr200. [PMID: 19141872] - Anna R Proteggente, Cristina Rota, John Majewicz, Gerald Rimbach, Anne Marie Minihane, Klaus Kraemer, John K Lodge. Cigarette smokers differ in their handling of natural (RRR) and synthetic (all rac) alpha-tocopherol: a biokinetic study in apoE4 male subjects.
Free radical biology & medicine.
2006 Jun; 40(12):2080-91. doi:
10.1016/j.freeradbiomed.2006.02.006. [PMID: 16785022] - Sharon E Campbell, William L Stone, Steven Lee, Sarah Whaley, Hongsong Yang, Min Qui, Paige Goforth, Devin Sherman, Derek McHaffie, Koyamangalath Krishnan. Comparative effects of RRR-alpha- and RRR-gamma-tocopherol on proliferation and apoptosis in human colon cancer cell lines.
BMC cancer.
2006 Jan; 6(?):13. doi:
10.1186/1471-2407-6-13. [PMID: 16417629] - Michael W Clarke, Natalie C Ward, Jason H Y Wu, Jonathan M Hodgson, Ian B Puddey, Kevin D Croft. Supplementation with mixed tocopherols increases serum and blood cell gamma-tocopherol but does not alter biomarkers of platelet activation in subjects with type 2 diabetes.
The American journal of clinical nutrition.
2006 Jan; 83(1):95-102. doi:
10.1093/ajcn/83.1.95. [PMID: 16400056] - Rakesh Sachdeva, Beena Thomas, Xinhe Wang, Jiyan Ma, Kenneth H Jones, Patrick G Hatcher, David G Cornwell. Tocopherol metabolism using thermochemolysis: chemical and biological properties of gamma-tocopherol, gamma-carboxyethyl-hydroxychroman, and their quinones.
Chemical research in toxicology.
2005 Jun; 18(6):1018-25. doi:
10.1021/tx0496441. [PMID: 15962937] - Richard S Bruno, Scott W Leonard, Jun Li, Tammy M Bray, Maret G Traber. Lower plasma alpha-carboxyethyl-hydroxychroman after deuterium-labeled alpha-tocopherol supplementation suggests decreased vitamin E metabolism in smokers.
The American journal of clinical nutrition.
2005 May; 81(5):1052-9. doi:
10.1093/ajcn/81.5.1052. [PMID: 15883428] - Scott W Leonard, Elaine Paterson, Jeffrey K Atkinson, Rajasekhar Ramakrishnan, Carroll E Cross, Maret G Traber. Studies in humans using deuterium-labeled alpha- and gamma-tocopherols demonstrate faster plasma gamma-tocopherol disappearance and greater gamma-metabolite production.
Free radical biology & medicine.
2005 Apr; 38(7):857-66. doi:
10.1016/j.freeradbiomed.2004.12.001. [PMID: 15749381] - Maret G Traber. Vitamin E regulation.
Current opinion in gastroenterology.
2005 Mar; 21(2):223-7. doi:
10.1097/01.mog.0000153359.13525.b4. [PMID: 15711217] - Scott W Leonard, Richard S Bruno, Rajasekhar Ramakrishnan, Tammy Bray, Maret G Traber. Cigarette smoking increases human vitamin E requirements as estimated by plasma deuterium-labeled CEHC.
Annals of the New York Academy of Sciences.
2004 Dec; 1031(?):357-60. doi:
10.1196/annals.1331.044. [PMID: 15753169] - Francesco Galli, Umberto Buoncristiani, Carmela Conte, Cristina Aisa, Ardesio Floridi. Vitamin E in uremia and dialysis patients.
Annals of the New York Academy of Sciences.
2004 Dec; 1031(?):348-51. doi:
10.1196/annals.1331.041. [PMID: 15753167] - Jan Frank, Afaf Kamal-Eldin, Maret G Traber. Consumption of sesame oil muffins decreases the urinary excretion of gamma-tocopherol metabolites in humans.
Annals of the New York Academy of Sciences.
2004 Dec; 1031(?):365-7. doi:
10.1196/annals.1331.046. [PMID: 15753171] - F Galli, A G Floridi, A Floridi, U Buoncristiani. Accumulation of vitamin E metabolites in the blood of renal failure patients.
Clinical nutrition (Edinburgh, Scotland).
2004 Apr; 23(2):205-12. doi:
10.1016/s0261-5614(03)00128-6. [PMID: 15030960] - Jonathan Himmelfarb, Jane Kane, Ellen McMonagle, Eric Zaltas, Steve Bobzin, Sekhar Boddupalli, Stephen Phinney, Guy Miller. Alpha and gamma tocopherol metabolism in healthy subjects and patients with end-stage renal disease.
Kidney international.
2003 Sep; 64(3):978-91. doi:
10.1046/j.1523-1755.2003.00151.x. [PMID: 12911548] - Regina Brigelius-Flohé. Vitamin E and drug metabolism.
Biochemical and biophysical research communications.
2003 Jun; 305(3):737-40. doi:
10.1016/s0006-291x(03)00811-8. [PMID: 12763054]
