Delta-Tocopherol (BioDeep_00000405543)

Main id: BioDeep_00000002843

 

PANOMIX_OTCML-2023 natural product BioNovoGene_Lab2019


代谢物信息卡片


(2R)-2,8-dimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-chromen-6-ol

化学式: C27H46O2 (402.3498)
中文名称: (+)-DELTA-生育酚, δ-生育酚
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=C(C)C2O[C@@](CCC[C@]([H])(C)CCC[C@]([H])(C)CCCC(C)C)(C)CCC=2C=C1O
InChI: InChI=1S/C27H46O2/c1-20(2)10-7-11-21(3)12-8-13-22(4)14-9-16-27(6)17-15-24-19-25(28)18-23(5)26(24)29-27/h18-22,28H,7-17H2,1-6H3/t21-,22-,27-/m1/s1

描述信息

A tocopherol in which the chroman-6-ol core is substituted by a methyl group at position 8. It is found particularly in maize (corn) oil and soya bean (soybean) oils.
D020011 - Protective Agents > D000975 - Antioxidants > D024505 - Tocopherols
Delta-Tocopherol is an isomer of Vitamin E.
Delta-Tocopherol is an isomer of Vitamin E.

同义名列表

3 个代谢物同义名

(2R)-2,8-dimethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydro-2H-chromen-6-ol; Delta-Tocopherol; delta-Tocopherol



数据库引用编号

19 个数据库交叉引用编号

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)

131 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
Cytoplasm 10 AKT1, ALOX5, CAT, CCND1, PIK3CA, PPARG, PTEN, PTGS2, STAT3, TTPA
Peripheral membrane protein 2 ALOX5, PTGS2
Endoplasmic reticulum membrane 1 PTGS2
Nucleus 6 AKT1, CCND1, PPARG, PPARGC1A, PTEN, STAT3
cytosol 11 AKT1, ALOX5, CAT, CCND1, LIPA, PIK3CA, PPARG, PPARGC1A, PTEN, STAT3, TTPA
centrosome 1 CCND1
nucleoplasm 9 AKT1, ALOX5, CCND1, LIPA, PPARG, PPARGC1A, PTEN, RRS1, STAT3
RNA polymerase II transcription regulator complex 2 PPARG, STAT3
Cell membrane 3 AKT1, ITGAM, TNF
lamellipodium 2 AKT1, PIK3CA
Multi-pass membrane protein 2 NPC1, UCP1
cell cortex 1 AKT1
cell surface 2 ITGAM, TNF
glutamatergic synapse 1 AKT1
Golgi apparatus 1 NPC1
lysosomal membrane 2 EGF, NPC1
mitochondrial inner membrane 1 UCP1
neuronal cell body 1 TNF
postsynapse 1 AKT1
Cytoplasm, cytosol 1 ALOX5
Lysosome 3 LIPA, NPC1, NPC2
plasma membrane 8 AKT1, EGF, ITGAM, NPC1, PIK3CA, PTEN, STAT3, TNF
Membrane 5 AKT1, CAT, EGF, ITGAM, NPC1
apical plasma membrane 1 PTEN
caveola 1 PTGS2
extracellular exosome 5 CAT, EGF, ITGAM, NPC1, NPC2
Lysosome membrane 1 NPC1
endoplasmic reticulum 4 NPC1, NPC2, PTGS2, RRS1
extracellular space 6 ALOX5, EGF, IL6, ITGAM, NPC2, TNF
lysosomal lumen 2 LIPA, NPC2
perinuclear region of cytoplasm 4 ALOX5, NPC1, PIK3CA, PPARG
bicellular tight junction 1 CCND1
intercalated disc 1 PIK3CA
mitochondrion 2 CAT, UCP1
protein-containing complex 3 AKT1, CAT, PTGS2
intracellular membrane-bounded organelle 3 CAT, LIPA, PPARG
Microsome membrane 1 PTGS2
postsynaptic density 1 PTEN
Single-pass type I membrane protein 1 ITGAM
Secreted 2 IL6, NPC2
extracellular region 8 ALOX5, CAT, EGF, IL6, NPC1, NPC2, PTEN, TNF
cytoplasmic side of plasma membrane 1 PTEN
mitochondrial matrix 1 CAT
transcription regulator complex 1 STAT3
Nucleus membrane 2 ALOX5, CCND1
nuclear membrane 2 ALOX5, CCND1
external side of plasma membrane 2 ITGAM, TNF
dendritic spine 1 PTEN
microtubule cytoskeleton 1 AKT1
nucleolus 1 RRS1
cell-cell junction 1 AKT1
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
vesicle 1 AKT1
Cytoplasm, perinuclear region 1 ALOX5
Mitochondrion inner membrane 1 UCP1
Membrane raft 3 ITGAM, NPC1, TNF
focal adhesion 1 CAT
spindle 1 AKT1
Peroxisome 1 CAT
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
Cell projection, dendritic spine 1 PTEN
Nucleus, PML body 2 PPARGC1A, PTEN
PML body 2 PPARGC1A, PTEN
Mitochondrion intermembrane space 1 AKT1
mitochondrial intermembrane space 1 AKT1
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
Late endosome 1 TTPA
receptor complex 1 PPARG
Cell projection, neuron projection 1 PTEN
neuron projection 2 PTEN, PTGS2
ciliary basal body 1 AKT1
chromatin 3 PPARG, PPARGC1A, STAT3
Late endosome membrane 1 NPC1
cell projection 1 PTEN
phagocytic cup 1 TNF
fibrillar center 1 LIPA
nuclear envelope 2 ALOX5, NPC1
Nucleus envelope 1 ALOX5
Endomembrane system 1 NPC1
specific granule membrane 1 ITGAM
tertiary granule membrane 1 ITGAM
plasma membrane raft 1 ITGAM
ficolin-1-rich granule lumen 2 ALOX5, CAT
secretory granule lumen 2 ALOX5, CAT
endoplasmic reticulum lumen 2 IL6, PTGS2
nuclear matrix 1 ALOX5
transcription repressor complex 1 CCND1
platelet alpha granule lumen 1 EGF
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
Schmidt-Lanterman incisure 1 PTEN
preribosome, large subunit precursor 1 RRS1
azurophil granule lumen 1 NPC2
Nucleus matrix 1 ALOX5
nuclear envelope lumen 1 ALOX5
condensed nuclear chromosome 1 RRS1
clathrin-coated endocytic vesicle membrane 1 EGF
[Isoform 1]: Nucleus 1 PPARGC1A
integrin complex 1 ITGAM
cyclin-dependent protein kinase holoenzyme complex 1 CCND1
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
catalase complex 1 CAT
integrin alphaM-beta2 complex 1 ITGAM
interleukin-6 receptor complex 1 IL6
myelin sheath adaxonal region 1 PTEN
Nucleus intermembrane space 1 ALOX5
cyclin D1-CDK4 complex 1 CCND1
[Isoform alpha]: Secreted 1 PTEN
cyclin D1-CDK6 complex 1 CCND1
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF
[Isoform B4]: Nucleus 1 PPARGC1A
[Isoform B4-8a]: Cytoplasm 1 PPARGC1A
[Isoform B5]: Nucleus 1 PPARGC1A
[Isoform 9]: Nucleus 1 PPARGC1A


文献列表

  • Vassilis Athanasiadis, Theodoros Chatzimitakos, Dimitrios Kalompatsios, Dimitrios Palaiogiannis, Ioannis Makrygiannis, Eleni Bozinou, Stavros I Lalas. Evaluation of the Efficacy and Synergistic Effect of α- and δ-Tocopherol as Natural Antioxidants in the Stabilization of Sunflower Oil and Olive Pomace Oil during Storage Conditions. International journal of molecular sciences. 2023 Jan; 24(2):. doi: 10.3390/ijms24021113. [PMID: 36674630]
  • Truong Nhat Van Do, Tho Huu Le, Hai Xuan Nguyen, Trang Ngoc Tran Vo, Phu Hoang Dang, Nhan Trung Nguyen, Mai Thanh Thi Nguyen. δ-Tocopherol derivatives from the leaves of Muntingia calabura L. Natural product research. 2022 Nov; 36(21):5524-5529. doi: 10.1080/14786419.2021.2018589. [PMID: 34933616]
  • Junjie Hong, Yu-Shan Cheng, Shu Yang, Manju Swaroop, Miao Xu, Jeanette Beers, Jizhong Zou, Wenwei Huang, Juan J Marugan, Xiujun Cai, Wei Zheng. iPS-derived neural stem cells for disease modeling and evaluation of therapeutics for mucopolysaccharidosis type II. Experimental cell research. 2022 03; 412(1):113007. doi: 10.1016/j.yexcr.2021.113007. [PMID: 34990619]
  • Rieko Tanaka-Yachi, Rena Otsu, Chie Takahashi-Muto, Chikako Kiyose. Delta-Tocopherol Suppresses the Dysfunction of Thermogenesis due to Inflammatory Stimulation in Brown Adipocytes. Journal of oleo science. 2022; 71(11):1647-1653. doi: 10.5650/jos.ess22184. [PMID: 36310052]
  • Qilong Xie, Ming Xia, Dekui Sun, Jiangping Cao, Yong Xiao, Mingui Lin, Bo Hou, Litao Jia, Debao Li. Deep eutectic solvent-based liquid-phase microextraction coupled with reversed-phase high-performance liquid chromatography for determination of α-, β-, γ-, and δ-tocopherol in edible oils. Analytical and bioanalytical chemistry. 2021 Jan; 413(2):577-584. doi: 10.1007/s00216-020-03029-1. [PMID: 33205254]
  • Liangxiao Zhang, Sujun Wang, Ruinan Yang, Jin Mao, Jun Jiang, Xiupin Wang, Wen Zhang, Qi Zhang, Peiwu Li. Simultaneous determination of tocopherols, carotenoids and phytosterols in edible vegetable oil by ultrasound-assisted saponification, LLE and LC-MS/MS. Food chemistry. 2019 Aug; 289(?):313-319. doi: 10.1016/j.foodchem.2019.03.067. [PMID: 30955618]
  • Leqi Cui, Peiyi Shen, Zili Gao, Jianhua Yi, Bingcan Chen. New Insights into the Impact of Sodium Chloride on the Lipid Oxidation of Oil-in-Water Emulsions. Journal of agricultural and food chemistry. 2019 Apr; 67(15):4321-4327. doi: 10.1021/acs.jafc.9b00396. [PMID: 30883113]
  • Mylinh Vu, Rong Li, Amanda Baskfield, Billy Lu, Atena Farkhondeh, Kirill Gorshkov, Omid Motabar, Jeanette Beers, Guokai Chen, Jizhong Zou, Angela J Espejo-Mojica, Alexander Rodríguez-López, Carlos J Alméciga-Díaz, Luis A Barrera, Xuntian Jiang, Daniel S Ory, Juan J Marugan, Wei Zheng. Neural stem cells for disease modeling and evaluation of therapeutics for Tay-Sachs disease. Orphanet journal of rare diseases. 2018 09; 13(1):152. doi: 10.1186/s13023-018-0886-3. [PMID: 30220252]
  • Fahad Aljuhaimi, Kashif Ghafoor, Mehmet Musa Özcan, Otilija Miseckaite, Elfadıl E Babiker, Shadzad Hussain. The Effect of Solvent Type and Roasting Processes on Physico-Chemical Properties of Tigernut (Cyperus esculentus L.) Tuber Oil. Journal of oleo science. 2018 Jul; 67(7):823-828. doi: 10.5650/jos.ess17281. [PMID: 29877229]
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  • Rosana Chirinos, Romina Pedreschi, Gilberto Domínguez, David Campos. Comparison of the physico-chemical and phytochemical characteristics of the oil of two Plukenetia species. Food chemistry. 2015 Apr; 173(?):1203-6. doi: 10.1016/j.foodchem.2014.10.120. [PMID: 25466144]
  • Yu Young Lee, Hyang Mi Park, Tae Young Hwang, Sun Lim Kim, Mi Jung Kim, Seuk Ki Lee, Min Jung Seo, Kee Jong Kim, Young-Up Kwon, Sang Chul Lee, Yul Ho Kim. A correlation between tocopherol content and antioxidant activity in seeds and germinating seeds of soybean cultivars. Journal of the science of food and agriculture. 2015 Mar; 95(4):819-27. doi: 10.1002/jsfa.6963. [PMID: 25475360]
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  • Miao Xu, Ke Liu, Manju Swaroop, Forbes D Porter, Rohini Sidhu, Sally Firnkes, Sally Finkes, Daniel S Ory, Juan J Marugan, Jingbo Xiao, Noel Southall, William J Pavan, Cristin Davidson, Steven U Walkley, Alan T Remaley, Ulrich Baxa, Wei Sun, John C McKew, Christopher P Austin, Wei Zheng. δ-Tocopherol reduces lipid accumulation in Niemann-Pick type C1 and Wolman cholesterol storage disorders. The Journal of biological chemistry. 2012 Nov; 287(47):39349-60. doi: 10.1074/jbc.m112.357707. [PMID: 23035117]
  • Laura L Baxter, Juan J Marugan, Jingbo Xiao, Art Incao, John C McKew, Wei Zheng, William J Pavan. Plasma and tissue concentrations of α-tocopherol and δ-tocopherol following high dose dietary supplementation in mice. Nutrients. 2012 06; 4(6):467-90. doi: 10.3390/nu4060467. [PMID: 22822447]
  • Fei Guan, Guangxun Li, Anna B Liu, Mao-Jung Lee, Zhihong Yang, Yu-Kuo Chen, Yong Lin, Weichung Shih, Chung S Yang. δ- and γ-tocopherols, but not α-tocopherol, inhibit colon carcinogenesis in azoxymethane-treated F344 rats. Cancer prevention research (Philadelphia, Pa.). 2012 Apr; 5(4):644-54. doi: 10.1158/1940-6207.capr-11-0521. [PMID: 22366914]
  • Lidia Del Moral, José M Fernández-Martínez, Begoña Pérez-Vich, Leonardo Velasco. Expression of modified tocopherol content and profile in sunflower tissues. Journal of the science of food and agriculture. 2012 Jan; 92(2):351-7. doi: 10.1002/jsfa.4585. [PMID: 21815166]
  • Russell L Blaylock, Joseph Maroon. Natural plant products and extracts that reduce immunoexcitotoxicity-associated neurodegeneration and promote repair within the central nervous system. Surgical neurology international. 2012; 3(?):19. doi: 10.4103/2152-7806.92935. [PMID: 22439110]
  • M Alcaraz, D Armero, Y Martínez-Beneyto, J Castillo, O Benavente-García, H Fernandez, M Alcaraz-Saura, M Canteras. Chemical genoprotection: reducing biological damage to as low as reasonably achievable levels. Dento maxillo facial radiology. 2011 Jul; 40(5):310-4. doi: 10.1259/dmfr/95408354. [PMID: 21697157]
  • Elena Moretti, Cesare Castellini, Evangelia Mourvaki, Serena Capitani, Michela Geminiani, Tommaso Renieri, Giulia Collodel. Distribution of α- and δ-tocopherols in seminal plasma and sperm fractions of men with normal and abnormal semen parameters. Journal of andrology. 2011 May; 32(3):232-9. doi: 10.2164/jandrol.109.009936. [PMID: 20930194]
  • Guang-Xun Li, Mao-Jung Lee, Anna B Liu, Zhihong Yang, Yong Lin, Weichung J Shih, Chung S Yang. δ-tocopherol is more active than α - or γ -tocopherol in inhibiting lung tumorigenesis in vivo. Cancer prevention research (Philadelphia, Pa.). 2011 Mar; 4(3):404-13. doi: 10.1158/1940-6207.capr-10-0130. [PMID: 21372040]
  • Jörg Hofmann, Frederik Börnke, Alfred Schmiedl, Tatjana Kleine, Uwe Sonnewald. Detecting functional groups of Arabidopsis mutants by metabolic profiling and evaluation of pleiotropic responses. Frontiers in plant science. 2011; 2(?):82. doi: 10.3389/fpls.2011.00082. [PMID: 22639613]
  • Shengbao Feng, Lixia Song, Yuan Kun Lee, Dejian Huang. The effects of fungal stress on the antioxidant contents of black soybeans under germination. Journal of agricultural and food chemistry. 2010 Dec; 58(23):12491-6. doi: 10.1021/jf102926r. [PMID: 21058652]
  • Augusta Caligiani, Francesca Bonzanini, Gerardo Palla, Martina Cirlini, Renato Bruni. Characterization of a potential nutraceutical ingredient: pomegranate (Punica granatum L.) seed oil unsaponifiable fraction. Plant foods for human nutrition (Dordrecht, Netherlands). 2010 Sep; 65(3):277-83. doi: 10.1007/s11130-010-0173-5. [PMID: 20607413]
  • Philippe Seguin, Gilles Tremblay, Denis Pageau, Wucheng Liu. Soybean tocopherol concentrations are affected by crop management. Journal of agricultural and food chemistry. 2010 May; 58(9):5495-501. doi: 10.1021/jf100455f. [PMID: 20402508]
  • Evangelia Mourvaki, Raffaella Cardinali, Alessandro Dal Bosco, Cesare Castellini. In vitro antioxidant activity of the prostatic secretory granules in rabbit semen after exposure to organic peroxides. Reproductive biology and endocrinology : RB&E. 2010 Feb; 8(?):16. doi: 10.1186/1477-7827-8-16. [PMID: 20178592]
  • Francesca Mangialasche, Miia Kivipelto, Patrizia Mecocci, Debora Rizzuto, Katie Palmer, Bengt Winblad, Laura Fratiglioni. High plasma levels of vitamin E forms and reduced Alzheimer's disease risk in advanced age. Journal of Alzheimer's disease : JAD. 2010; 20(4):1029-37. doi: 10.3233/jad-2010-091450. [PMID: 20413888]
  • Janez Salobir, Tanja Pajk Zontar, Alenka Levart, Vida Rezar. The comparison of black currant juice and vitamin E for the prevention of oxidative stress. International journal for vitamin and nutrition research. Internationale Zeitschrift fur Vitamin- und Ernahrungsforschung. Journal international de vitaminologie et de nutrition. 2010 Jan; 80(1):5-11. doi: 10.1024/0300-9831/a000001. [PMID: 20533240]
  • Ossama Kodad, Gloria Estopañán, Teresa Juan, Rafel Socias i Company. Xenia effects on oil content and fatty acid and tocopherol concentrations in autogamous almond cultivars. Journal of agricultural and food chemistry. 2009 Nov; 57(22):10809-13. doi: 10.1021/jf9023195. [PMID: 19883070]
  • Zahra Noreen, Muhammad Ashraf. Assessment of variation in antioxidative defense system in salt-treated pea (Pisum sativum) cultivars and its putative use as salinity tolerance markers. Journal of plant physiology. 2009 Nov; 166(16):1764-74. doi: 10.1016/j.jplph.2009.05.005. [PMID: 19540015]
  • Regina M Day, Ismael A Matus, Yuichiro J Suzuki, Kyung-Jin Yeum, Jian Qin, Ah-Mee Park, Vivek Jain, Tunay Kuru, Guangwen Tang. Plasma levels of retinoids, carotenoids and tocopherols in patients with mild obstructive sleep apnoea. Respirology (Carlton, Vic.). 2009 Nov; 14(8):1134-42. doi: 10.1111/j.1440-1843.2009.01623.x. [PMID: 19761534]
  • Richard W Browne, Michael S Bloom, Wendy B Shelly, Andrew J Ocque, Heather G Huddleston, Victor Y Fujimoto. Follicular fluid high density lipoprotein-associated micronutrient levels are associated with embryo fragmentation during IVF. Journal of assisted reproduction and genetics. 2009 Nov; 26(11-12):557-60. doi: 10.1007/s10815-009-9367-x. [PMID: 19921421]
  • M H Bruscatto, R C Zambiazi, M Sganzerla, V R Pestana, D Otero, R Lima, F Paiva. Degradation of tocopherols in rice bran oil submitted to heating at different temperatures. Journal of chromatographic science. 2009 Oct; 47(9):762-5. doi: 10.1093/chromsci/47.9.762. [PMID: 19835684]
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  • Denis Thibeault, Haixiang Su, Elizabeth MacNamara, Hyman M Schipper. Isocratic rapid liquid chromatographic method for simultaneous determination of carotenoids, retinol, and tocopherols in human serum. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2009 Apr; 877(11-12):1077-83. doi: 10.1016/j.jchromb.2009.02.051. [PMID: 19297254]
  • Vineet Kumar, Anita Rani, Amit Kumar Dixit, Deepak Bhatnagar, G S Chauhan. Relative changes in tocopherols, isoflavones, total phenolic content, and antioxidative activity in soybean seeds at different reproductive stages. Journal of agricultural and food chemistry. 2009 Apr; 57(7):2705-10. doi: 10.1021/jf803122a. [PMID: 19256542]
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