Retinyl ester (BioDeep_00000027883)
human metabolite Endogenous blood metabolite
代谢物信息卡片
(2E,4E,6E,8E)-3,7-dimethyl-9-(2,2,6-trimethylcyclohexyl)nona-2,4,6,8-tetraenoic acid
化学式: C20H30O2 (302.224568)
中文名称:
谱图信息:
最多检出来源 Homo sapiens(blood) 1.07%
分子结构信息
SMILES: CC1CCCC(C)(C)C1\C=C\C(\C)=C\C=C\C(\C)=C\C(O)=O
InChI: InChI=1S/C20H30O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14,17-18H,7,10,13H2,1-5H3,(H,21,22)/b9-6+,12-11+,15-8+,16-14+
描述信息
Retinyl ester is a substrate for Lecithin retinol acyltransferase and Retinal pigment epithelium-specific 65 kDa protein. [HMDB]
Retinyl ester is a substrate for Lecithin retinol acyltransferase and Retinal pigment epithelium-specific 65 kDa protein.
D020011 - Protective Agents > D000975 - Antioxidants > D002338 - Carotenoids
同义名列表
13 个代谢物同义名
(2E,4E,6E,8E)-3,7-dimethyl-9-(2,2,6-trimethylcyclohexyl)nona-2,4,6,8-tetraenoic acid; Ester, all-trans-retinyl; all trans Retinyl esters; all-trans-Retinyl esters; 56-Dihydroretinoic acid; all-trans-Retinyl ester; all trans Retinyl ester; 56-Dihydroretinoate; all-e-Retinoic acid; all-e-Retinoate; Ester, retinyl; Retinyl esters; Retinyl ester
数据库引用编号
6 个数据库交叉引用编号
- PubChem: 5460164
- HMDB: HMDB0003598
- ChEMBL: CHEMBL520689
- MeSH: Retinyl Esters
- foodb: FDB023204
- chemspider: 10607936
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
9 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(9)
- Retinol Metabolism:
11-cis-Retinaldehyde + NADP ⟶ NADPH + Retinal - Vitamin A Deficiency:
11-cis-Retinaldehyde + NADP ⟶ NADPH + Retinal - Retinol Metabolism:
NAD + Vitamin A + Water ⟶ NADH + all-trans-Retinoic acid - Vitamin A Deficiency:
NAD + Vitamin A + Water ⟶ NADH + all-trans-Retinoic acid - Retinol Metabolism:
NAD + Vitamin A + Water ⟶ NADH + all-trans-Retinoic acid - Retinol Metabolism:
NAD + Vitamin A + Water ⟶ NADH + all-trans-Retinoic acid - Retinol Metabolism:
NAD + Vitamin A + Water ⟶ NADH + all-trans-Retinoic acid - Retinol Metabolism:
NAD + Vitamin A + Water ⟶ NADH + all-trans-Retinoic acid - Vitamin A Deficiency:
NAD + Vitamin A + Water ⟶ NADH + all-trans-Retinoic acid
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
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Ukrainian biochemical journal.
2016 May; 88(3):99-105. doi:
10.15407/ubj88.03.099. [PMID: 29235335] - Tomomi Shirai, Yuta Shichi, Miyuki Sato, Yuri Tanioka, Tadasu Furusho, Toru Ota, Tadahiro Tadokoro, Tsukasa Suzuki, Ken-Ichi Kobayashi, Yuji Yamamoto. High dietary fat-induced obesity in Wistar rats and type 2 diabetes in nonobese Goto-Kakizaki rats differentially affect retinol binding protein 4 expression and vitamin A metabolism.
Nutrition research (New York, N.Y.).
2016 Mar; 36(3):262-70. doi:
10.1016/j.nutres.2015.11.018. [PMID: 26923513] - Yachana Kataria, Ryan J Deaton, Erika Enk, Ming Jin, Milita Petrauskaite, Linlin Dong, Joseph R Goldenberg, Scott J Cotler, Donald M Jensen, Richard B van Breemen, Peter H Gann. Retinoid and carotenoid status in serum and liver among patients at high-risk for liver cancer.
BMC gastroenterology.
2016 Feb; 16(?):30. doi:
10.1186/s12876-016-0432-5. [PMID: 26927700] - Gabriela Monico, Micheal Leo, Brian Ma, Ritika S Johal, Thomas Ma, Raja K Sivamani. The use of botanical products and vitamins in sunscreens.
Dermatology online journal.
2015 Nov; 21(11):. doi:
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The American journal of clinical nutrition.
2015 Nov; 102(5):1259-65. doi:
10.3945/ajcn.115.113050. [PMID: 26447158] - Chenghao Zhu, Yimeng Cai, Erik R Gertz, Michael R La Frano, Dustin J Burnett, Betty J Burri. Red palm oil-supplemented and biofortified cassava gari increase the carotenoid and retinyl palmitate concentrations of triacylglycerol-rich plasma in women.
Nutrition research (New York, N.Y.).
2015 Nov; 35(11):965-74. doi:
10.1016/j.nutres.2015.08.003. [PMID: 26319612] - Sandjaja, Idrus Jus'at, Abas B Jahari, Ifrad, Min Kyaw Htet, Robert L Tilden, Damayanti Soekarjo, Budi Utomo, Regina Moench-Pfanner, Soekirman, Eline L Korenromp. Vitamin A-fortified cooking oil reduces vitamin A deficiency in infants, young children and women: results from a programme evaluation in Indonesia.
Public health nutrition.
2015 Oct; 18(14):2511-22. doi:
10.1017/s136898001400322x. [PMID: 25591926] - Thomas O Eichmann, Lukas Grumet, Ulrike Taschler, Jürgen Hartler, Christoph Heier, Aaron Woblistin, Laura Pajed, Manfred Kollroser, Gerald Rechberger, Gerhard G Thallinger, Rudolf Zechner, Günter Haemmerle, Robert Zimmermann, Achim Lass. ATGL and CGI-58 are lipid droplet proteins of the hepatic stellate cell line HSC-T6.
Journal of lipid research.
2015 Oct; 56(10):1972-84. doi:
10.1194/jlr.m062372. [PMID: 26330055] - Gabriela Villaça Chaves, Wilza Arantes Ferreira Peres, José Carlos Gonçalves, Andréa Ramalho. Vitamin A and retinol-binding protein deficiency among chronic liver disease patients.
Nutrition (Burbank, Los Angeles County, Calif.).
2015 May; 31(5):664-8. doi:
10.1016/j.nut.2014.10.016. [PMID: 25837210] - Carlos Eduardo Schnorr, Leonardo da Silva Bittencourt, Lyvia Lintzmaier Petiz, Daniel Pens Gelain, Fares Zeidán-Chuliá, José Cláudio Fonseca Moreira. Chronic retinyl palmitate supplementation to middle-aged Wistar rats disrupts the brain redox homeostasis and induces changes in emotional behavior.
Molecular nutrition & food research.
2015 May; 59(5):979-90. doi:
10.1002/mnfr.201400637. [PMID: 25676740] - Maitreyi Raman, Tanis Fenton, Pam Crotty, Subrata Ghosh, Kevin Rioux, Rajveer Hundal. A novel method to identify fat malabsorption: the Serum Retinyl Palmitate Test.
Clinica chimica acta; international journal of clinical chemistry.
2015 Jan; 438(?):103-6. doi:
10.1016/j.cca.2014.08.001. [PMID: 25110812] - Evellyn C Grilo, Mayara S R Lima, Lahyana R F Cunha, Cristiane S S Gurgel, Heleni A Clemente, Roberto Dimenstein. Effect of maternal vitamin A supplementation on retinol concentration in colostrum.
Jornal de pediatria.
2015 Jan; 91(1):81-6. doi:
10.1016/j.jped.2014.05.004. [PMID: 25193595] - A C Longardt, B Schmiedchen, J Raila, F J Schweigert, M Obladen, C Bührer, A Loui. Characterization of the vitamin A transport in preterm infants after repeated high-dose vitamin A injections.
European journal of clinical nutrition.
2014 Dec; 68(12):1300-4. doi:
10.1038/ejcn.2014.202. [PMID: 25315494] - E I Plekhova, D A Kashkalda, Iu V Volkova, S I Turchina, A V Kosovtsova, T P Kostenko. [Imbalance of microelements and vitamins in adolescents with diffuse nontoxic goiter and biliary dyskinesia].
Likars'ka sprava.
2014 Nov; ?(11):138-42. doi:
NULL. [PMID: 25528853] - Robert K Koenekoop, Ruifang Sui, Juliana Sallum, L Ingeborgh van den Born, Radwan Ajlan, Ayesha Khan, Anneke I den Hollander, Frans P M Cremers, Janine D Mendola, Ava K Bittner, Gislin Dagnelie, Ronald A Schuchard, David A Saperstein. Oral 9-cis retinoid for childhood blindness due to Leber congenital amaurosis caused by RPE65 or LRAT mutations: an open-label phase 1b trial.
Lancet (London, England).
2014 Oct; 384(9953):1513-20. doi:
10.1016/s0140-6736(14)60153-7. [PMID: 25030840] - Edward C Bell, Mathew John, Rodney J Hughes, Thu Pham. Ultra-performance liquid chromatographic determination of tocopherols and retinol in human plasma.
Journal of chromatographic science.
2014 Oct; 52(9):1065-70. doi:
10.1093/chromsci/bmt161. [PMID: 24170122] - Beatriz Clares, Ana C Calpena, Alexander Parra, Guadalupe Abrego, Helen Alvarado, Joana F Fangueiro, Eliana B Souto. Nanoemulsions (NEs), liposomes (LPs) and solid lipid nanoparticles (SLNs) for retinyl palmitate: effect on skin permeation.
International journal of pharmaceutics.
2014 Oct; 473(1-2):591-8. doi:
10.1016/j.ijpharm.2014.08.001. [PMID: 25102113] - Carlo Pirazzi, Luca Valenti, Benedetta Maria Motta, Piero Pingitore, Kristina Hedfalk, Rosellina Margherita Mancina, Maria Antonella Burza, Cesare Indiveri, Yvelise Ferro, Tiziana Montalcini, Cristina Maglio, Paola Dongiovanni, Silvia Fargion, Raffaela Rametta, Arturo Pujia, Linda Andersson, Saswati Ghosal, Malin Levin, Olov Wiklund, Michelina Iacovino, Jan Borén, Stefano Romeo. PNPLA3 has retinyl-palmitate lipase activity in human hepatic stellate cells.
Human molecular genetics.
2014 Aug; 23(15):4077-85. doi:
10.1093/hmg/ddu121. [PMID: 24670599] - Napaporn Riabroy, Sherry A Tanumihardjo. Oral doses of α-retinyl ester track chylomicron uptake and distribution of vitamin A in a male piglet model for newborn infants.
The Journal of nutrition.
2014 Aug; 144(8):1188-95. doi:
10.3945/jn.114.191668. [PMID: 24944285] - Kara A Bresnahan, Christopher R Davis, Sherry A Tanumihardjo. Relative vitamin A values of 9-cis- and 13-cis-β-carotene do not differ when fed at physiological levels during vitamin A depletion in Mongolian gerbils (Meriones unguiculatus).
The British journal of nutrition.
2014 Jul; 112(2):162-9. doi:
10.1017/s0007114514000658. [PMID: 24709067] - D O Mel'nychuk, V A Hryshchenko, S P Vesel'skyĭ. [Indicators of exchange of bile pigments under the action of ecopathogenic factors on the organism and correction with liposomes].
Ukrainian biochemical journal.
2014 May; 86(3):125-32. doi:
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The Journal of nutrition.
2014 Apr; 144(4):519-24. doi:
10.3945/jn.113.182998. [PMID: 24500930] - Hyunjin Park, Michael H Green. Parameter identifiability and Extended Multiple Studies Analysis of a compartmental model for human vitamin A kinetics: fixing fractional transfer coefficients for the initial steps in the absorptive process.
The British journal of nutrition.
2014 Mar; 111(6):1004-10. doi:
10.1017/s0007114513003450. [PMID: 24229649] - Ralf M Schweiggert, Rachel E Kopec, Maria G Villalobos-Gutierrez, Josef Högel, Silvia Quesada, Patricia Esquivel, Steven J Schwartz, Reinhold Carle. Carotenoids are more bioavailable from papaya than from tomato and carrot in humans: a randomised cross-over study.
The British journal of nutrition.
2014 Feb; 111(3):490-8. doi:
10.1017/s0007114513002596. [PMID: 23931131] - I M Bykov, E E Esaulenko, R I Sepiashvili, M A Khil'chuk. [Evaluating the effectiveness of the antioxidant properties of lipophilic plant products in liposome model test systems in vitro].
Fiziolohichnyi zhurnal (Kiev, Ukraine : 1994).
2014; 60(2):88-92. doi:
10.15407/fz60.02.088. [PMID: 25007527] - Anamthathmakula Prashanth, Shanmugam M Jeyakumar, Nappan V Giridharan, Ayyalasomayajula Vajreswari. Vitamin A-enriched diet modulates reverse cholesterol transport in hypercholesterolemic obese rats of the WNIN/Ob strain.
Journal of atherosclerosis and thrombosis.
2014; 21(11):1197-207. doi:
10.5551/jat.22186. [PMID: 25100235] - S K Pravkin, E N Yakusheva, D G Uzbekova. In vivo analysis of antioxidant and prooxidant properties of retinol acetate.
Bulletin of experimental biology and medicine.
2013 Dec; 156(2):220-3. doi:
10.1007/s10517-013-2315-x. [PMID: 24319753] - Linda Butler Thompson, Karen Schimpf, Steve Baugh. Determination of vitamins A and E in infant formula and adult/pediatric nutritional formula by HPLC with UV and fluorescence detection: First Action 2012.09.
Journal of AOAC International.
2013 Nov; 96(6):1407-13. doi:
10.5740/jaoacint.13-203. [PMID: 24645522] - Ho Seong Jeon, Jo Eun Seo, Min Soo Kim, Mean Hyung Kang, Dong Ho Oh, Sang Ok Jeon, Seong Hoon Jeong, Young Wook Choi, Sangkil Lee. A retinyl palmitate-loaded solid lipid nanoparticle system: effect of surface modification with dicetyl phosphate on skin permeation in vitro and anti-wrinkle effect in vivo.
International journal of pharmaceutics.
2013 Aug; 452(1-2):311-20. doi:
10.1016/j.ijpharm.2013.05.023. [PMID: 23702002] - Ellie Souganidis, Arnaud Laillou, Magali Leyvraz, Regina Moench-Pfanner. A comparison of retinyl palmitate and red palm oil β-carotene as strategies to address Vitamin A deficiency.
Nutrients.
2013 Aug; 5(8):3257-71. doi:
10.3390/nu5083257. [PMID: 23955382] - Michael R La Frano, Leslie R Woodhouse, Dustin J Burnett, Betty J Burri. Biofortified cassava increases β-carotene and vitamin A concentrations in the TAG-rich plasma layer of American women.
The British journal of nutrition.
2013 Jul; 110(2):310-20. doi:
10.1017/s0007114512005004. [PMID: 23332040] - Paul Garner, David Taylor-Robinson, Harshpal Singh Sachdev. DEVTA: results from the biggest clinical trial ever.
Lancet (London, England).
2013 Apr; 381(9876):1439-41. doi:
10.1016/s0140-6736(13)60600-5. [PMID: 23498851] - Shally Awasthi, Richard Peto, Simon Read, Susan M Richards, Vinod Pande, Donald Bundy. Population deworming every 6 months with albendazole in 1 million pre-school children in North India: DEVTA, a cluster-randomised trial.
Lancet (London, England).
2013 Apr; 381(9876):1478-86. doi:
10.1016/s0140-6736(12)62126-6. [PMID: 23498850] - Shally Awasthi, Richard Peto, Simon Read, Sarah Clark, Vinod Pande, Donald Bundy. Vitamin A supplementation every 6 months with retinol in 1 million pre-school children in north India: DEVTA, a cluster-randomised trial.
Lancet (London, England).
2013 Apr; 381(9876):1469-77. doi:
10.1016/s0140-6736(12)62125-4. [PMID: 23498849] - Mathias J Jørgensen, Ane B Fisker, Erliyani Sartono, Andreas Andersen, Christian Erikstrup, Ida M Lisse, Maria Yazdanbakhsh, Peter Aaby, Christine S Benn. The effect of at-birth vitamin A supplementation on differential leucocyte counts and in vitro cytokine production: an immunological study nested within a randomised trial in Guinea-Bissau.
The British journal of nutrition.
2013 Feb; 109(3):467-77. doi:
10.1017/s0007114512001304. [PMID: 23168172] - Abdulkadi Levent, Gokhan Oto, Suat Ekin, Ismet Berber. Method validation and simultaneous determination of retinol, retinyl palmitate, β-carotene, α-tocopherol and vitamin C in rat serum treated with 7,12 dimethylbenz[a]anthracene and Plantago major L. by high- performance liquid chromatography using diode-array detection.
Combinatorial chemistry & high throughput screening.
2013 Feb; 16(2):142-9. doi:
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Environment international.
2013 Feb; 52(?):29-40. doi:
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Annals of clinical biochemistry.
2013 Jan; 50(Pt 1):25-30. doi:
10.1258/acb.2012.012096. [PMID: 23148279] - Mahdieh Abbasalizad Farhangi, Seyyed Ali Keshavarz, Mohammadreza Eshraghian, Alireza Ostadrahimi, Ali-Akbar Saboor-Yaraghi. Vitamin A supplementation and serum Th1- and Th2-associated cytokine response in women.
Journal of the American College of Nutrition.
2013; 32(4):280-5. doi:
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The Journal of nutrition.
2012 Nov; 142(11):1991-6. doi:
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The American journal of clinical nutrition.
2012 Oct; 96(4):932-40. doi:
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International journal of cosmetic science.
2012 Aug; 34(4):347-56. doi:
10.1111/j.1468-2494.2012.00725.x. [PMID: 22515469] - L S Mortensen, J Holmer-Jensen, M L Hartvigsen, V K Jensen, A Astrup, M de Vrese, J J Holst, C Thomsen, K Hermansen. Effects of different fractions of whey protein on postprandial lipid and hormone responses in type 2 diabetes.
European journal of clinical nutrition.
2012 Jul; 66(7):799-805. doi:
10.1038/ejcn.2012.48. [PMID: 22588635] - Zuwen Li, Ping Fan, Gangbo Deng, Zhen Du, Zewei Shao, Zhixu Wang. [Effects of vitamin A supplementation on nutritional status of iron in healthy adults].
Wei sheng yan jiu = Journal of hygiene research.
2012 May; 41(3):419-23, 428. doi:
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Veterinary journal (London, England : 1997).
2012 May; 192(2):226-31. doi:
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The British journal of nutrition.
2012 Mar; 107(5):615-20. doi:
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