Stilbene oxide (BioDeep_00000183979)

   

human metabolite blood metabolite natural product


代谢物信息卡片


Oxirane, 2,3-diphenyl-,(2R,3S)-rel-

化学式: C14H12O (196.0888)
中文名称: 反-均二苯乙烯氧化物, 顺-二苯环氧乙烷
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=CC=C(C=C1)C2C(O2)C3=CC=CC=C3
InChI: InChI=1S/C14H12O/c1-3-7-11(8-4-1)13-14(15-13)12-9-5-2-6-10-12/h1-10,13-14H

描述信息

同义名列表

10 个代谢物同义名

Oxirane, 2,3-diphenyl-,(2R,3S)-rel-; Stilbene oxide, (2R-trans)-isomer; Stilbene oxide, (2S-trans)-isomer; Stilbene oxide, trans-(+-)-isomer; Stilbene oxide, (trans)-isomer; Stilbene oxide, (cis)-isomer; trans-Stilbene oxide; 2,3-diphenyloxirane; Stilbene oxide; cis-Stilbene oxide



数据库引用编号

11 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)

14 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 AHRR, CAT, CES1, CYP2B6, G6PD, GSTM1, GSTT1, HPGDS, NQO1, NR1I3
Peripheral membrane protein 3 CYP2B6, G6PD, HSD17B6
Endoplasmic reticulum membrane 5 CYP2B6, EPHX1, HMOX1, HSP90B1, UGT1A6
Nucleus 8 AHRR, CES1, GABPA, HMOX1, HSP90B1, NQO1, NR1I3, UGDH
cytosol 13 AHRR, CAT, CES1, G6PD, GSTM1, GSTT1, HMOX1, HPGDS, HSP90B1, MYL4, NQO1, NR1I3, UGDH
dendrite 1 NQO1
nucleoplasm 6 AHRR, GABPA, HMOX1, HPGDS, NR1I3, UGDH
Cytoplasmic side 1 HMOX1
Early endosome membrane 1 HSD17B6
Multi-pass membrane protein 1 ABCC3
Synapse 1 NQO1
neuronal cell body 1 NQO1
smooth endoplasmic reticulum 1 HSP90B1
Cytoplasm, cytosol 2 G6PD, NQO1
plasma membrane 1 ABCC3
Membrane 7 ABCC3, CAT, G6PD, HMOX1, HSP90B1, NQO1, UGT1A6
basolateral plasma membrane 1 ABCC3
extracellular exosome 5 CAT, G6PD, GSTT1, HSP90B1, UGDH
Lumenal side 1 HSD17B6
endoplasmic reticulum 5 CES1, HMOX1, HSD17B6, HSP90B1, UGT1A6
extracellular space 1 HMOX1
perinuclear region of cytoplasm 2 HMOX1, HSP90B1
mitochondrion 1 CAT
protein-containing complex 2 CAT, HSP90B1
intracellular membrane-bounded organelle 6 CAT, CYP2B6, G6PD, HPGDS, HSD17B6, UGT1A6
Microsome membrane 3 CYP2B6, EPHX1, HSD17B6
extracellular region 2 CAT, HSP90B1
cytoplasmic side of plasma membrane 1 G6PD
Single-pass membrane protein 1 UGT1A6
mitochondrial outer membrane 1 HMOX1
mitochondrial matrix 1 CAT
centriolar satellite 1 G6PD
midbody 1 HSP90B1
Cytoplasm, cytoskeleton 1 NR1I3
focal adhesion 2 CAT, HSP90B1
Peroxisome 1 CAT
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
collagen-containing extracellular matrix 1 HSP90B1
chromatin 3 AHRR, GABPA, NR1I3
cytoskeleton 1 NR1I3
Basolateral cell membrane 1 ABCC3
intercellular bridge 1 GSTM1
myosin II complex 1 MYL4
Lipid droplet 1 CES1
aryl hydrocarbon receptor complex 1 AHRR
Melanosome 1 HSP90B1
sperm plasma membrane 1 HSP90B1
basal plasma membrane 1 ABCC3
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 1 CAT
endoplasmic reticulum lumen 2 CES1, HSP90B1
Single-pass type III membrane protein 1 EPHX1
Single-pass type IV membrane protein 1 HMOX1
Sarcoplasmic reticulum lumen 1 HSP90B1
A band 1 MYL4
Basal cell membrane 1 ABCC3
endocytic vesicle lumen 1 HSP90B1
catalase complex 1 CAT
endoplasmic reticulum chaperone complex 1 HSP90B1


文献列表

  • Ann Thomaeus, Agata Naworyta, Sherry L Mowbray, Mikael Widersten. Removal of distal protein-water hydrogen bonds in a plant epoxide hydrolase increases catalytic turnover but decreases thermostability. Protein science : a publication of the Protein Society. 2008 Jul; 17(7):1275-84. doi: 10.1110/ps.034173.107. [PMID: 18515642]
  • Being-Sun Wung, Ming-Chun Hsu, Chun-Ching Wu, Chia-Wen Hsieh. Piceatannol upregulates endothelial heme oxygenase-1 expression via novel protein kinase C and tyrosine kinase pathways. Pharmacological research. 2006 Feb; 53(2):113-22. doi: 10.1016/j.phrs.2005.09.006. [PMID: 16243536]
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  • Stefan Bellevik, Jiaming Zhang, Johan Meijer. Brassica napus soluble epoxide hydrolase (BNSEH1). European journal of biochemistry. 2002 Nov; 269(21):5295-302. doi: 10.1046/j.1432-1033.2002.03247.x. [PMID: 12392563]
  • Stefan Bellevik, Stephan Summerer, Johan Meijer. Overexpression of Arabidopsis thaliana soluble epoxide hydrolase 1 in Pichia pastoris and characterisation of the recombinant enzyme. Protein expression and purification. 2002 Oct; 26(1):65-70. doi: 10.1016/s1046-5928(02)00518-1. [PMID: 12356472]
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  • T Oguro, E Kaneko, Y Kaneko, S Numazawa, S Imaoka, Y Funae, T Mikami, T Yoshida. Suppressed expression of phenobarbital-inducible hepatic cytochrome P-450s in Eisai-hyperbilirubinuria rats (EHBR/Eis). The Journal of pharmacology and experimental therapeutics. 1996 Jun; 277(3):1676-84. doi: . [PMID: 8667238]
  • H Dai, F W Edens, R M Roe. Glutathione S-transferases in the Japanese quail: tissue distribution and purification of the liver isozymes. Journal of biochemical toxicology. 1996; 11(2):85-96. doi: 10.1002/(sici)1522-7146(1996)11:2<85::aid-jbt6>3.0.co;2-q. [PMID: 8884469]
  • M J Leaver, K Scott, S G George. Cloning and characterization of the major hepatic glutathione S-transferase from a marine teleost flatfish, the plaice (Pleuronectes platessa), with structural similarities to plant, insect and mammalian Theta class isoenzymes. The Biochemical journal. 1993 May; 292 ( Pt 1)(?):189-95. doi: 10.1042/bj2920189. [PMID: 8503846]
  • D L Rankins, G S Smith, D M Hallford. Altered metabolic hormones, impaired nitrogen retention, and hepatotoxicosis in lambs fed Kochia scoparia hay. Journal of animal science. 1991 Jul; 69(7):2932-40. doi: 10.2527/1991.6972932x. [PMID: 1885402]
  • D L Rankins, G S Smith. Nutritional and toxicological evaluations of kochia hay (Kochia scoparia) fed to lambs. Journal of animal science. 1991 Jul; 69(7):2925-31. doi: 10.2527/1991.6972925x. [PMID: 1885401]
  • Z Gregus, C Madhu, C D Klaassen. Effect of microsomal enzyme inducers on biliary and urinary excretion of acetaminophen metabolites in rats. Decreased hepatobiliary and increased hepatovascular transport of acetaminophen-glucuronide after microsomal enzyme induction. Drug metabolism and disposition: the biological fate of chemicals. 1990 Jan; 18(1):10-9. doi: NULL. [PMID: 1970767]
  • D J Laurén, P P Halarnkar, B D Hammcock, D E Hinton. Microsomal and cytosolic epoxide hydrolase and glutathione S-transferase activities in the gill, liver, and kidney of the rainbow trout, Salmo gairdneri. Baseline levels and optimization of assay conditions. Biochemical pharmacology. 1989 Mar; 38(6):881-7. doi: 10.1016/0006-2952(89)90275-x. [PMID: 2930590]
  • G S Smith, K K Rozman, D M Hallford, D L Rankins, M F Khan. Rapid [14C]heptachlor clearance from body stores of ovines: ingested mineral oil and parenteral trans-stilbene oxide lack effects. Journal of animal science. 1989 Jan; 67(1):187-95. doi: 10.2527/jas1989.671187x. [PMID: 2925541]
  • J Seidegård, R W Pero. The genetic variation and the expression of human glutathione transferase mu. Klinische Wochenschrift. 1988; 66 Suppl 11(?):125-6. doi: NULL. [PMID: 3184770]
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  • B N Patel, M I Mackness, V Nwosu, M J Connock. Subcellular localization of epoxide hydrolase in mouse liver and kidney. Biochemical pharmacology. 1986 Jan; 35(2):231-5. doi: 10.1016/0006-2952(86)90519-8. [PMID: 3942597]
  • D N Loury, D E Moody, B W Kim, B D Hammock. Effect of dietary clofibrate on epoxide hydrolase activity in tissues of mice. Biochemical pharmacology. 1985 May; 34(10):1827-33. doi: 10.1016/0006-2952(85)90656-2. [PMID: 4039938]
  • B D Hammock, D N Loury, D E Moody, B Ruebner, R Baselt, K M Milam, P Volberding, A Ketterman, R Talcott. A methodology for the analysis of the preneoplastic antigen. Carcinogenesis. 1984 Nov; 5(11):1467-73. doi: 10.1093/carcin/5.11.1467. [PMID: 6488472]
  • E Scheufler, K Rozman. Enhanced total body clearance of heptachlor from rats by trans-stilbeneoxide. Toxicology. 1984 Aug; 32(2):93-104. doi: 10.1016/0300-483x(84)90129-x. [PMID: 6464029]
  • J W DePierre, J Seidegård, R Morgenstern, L Balk, J Meijer, A Aström, I Norélius, L Ernster. Induction of cytosolic glutathione transferase and microsomal epoxide hydrolase activities in extrahepatic organs of the rat by phenobarbital, 3-methylcholanthrene and trans-stilbene oxide. Xenobiotica; the fate of foreign compounds in biological systems. 1984 Apr; 14(4):295-301. doi: 10.3109/00498258409151415. [PMID: 6464499]
  • C H Kuo, K Maita, G F Rush, S Sleight, J B Hook. Effect of dietary trans-stilbene oxide on hepatic and renal drug-metabolizing enzyme activities and bromobenzene-induced toxicity in male Sprague-Dawley rats. Toxicology letters. 1984 Jan; 20(1):13-21. doi: 10.1016/0378-4274(84)90177-2. [PMID: 6695392]
  • T T Kawabata, F P Guengerich, J Baron. Effects of phenobarbital, trans-stilbene oxide, and 3-methylcholanthrene on epoxide hydrolase within centrilobular, midzonal, and periportal regions of rat liver. The Journal of biological chemistry. 1983 Jun; 258(12):7767-73. doi: . [PMID: 6345529]
  • L S Hasegawa, B D Hammock. Spectrophotometric assay for mammalian cytosolic epoxide hydrolase using trans-stilbene oxide as the substrate. Biochemical pharmacology. 1982 Jun; 31(11):1979-84. doi: 10.1016/0006-2952(82)90408-7. [PMID: 7115419]
  • Z Gregus, C D Klaassen. Role of ligandin as a binding protein and as an enzyme in the biliary excretion of sulfobromophthalein. The Journal of pharmacology and experimental therapeutics. 1982 Apr; 221(1):242-6. doi: . [PMID: 7062286]
  • C H Kuo, J B Hook. Effects of drug-metabolizing enzyme inducers on cephaloridine toxicity in Fischer 344 rats. Toxicology. 1982; 24(3-4):293-303. doi: 10.1016/0300-483x(82)90011-7. [PMID: 6100830]
  • C H Kuo, J B Hook, J Bernstein. Induction of drug-metabolizing enzymes and toxicity of trans-stilbene oxide in rat liver and kidney. Toxicology. 1981; 22(2):149-60. doi: 10.1016/0300-483x(81)90114-1. [PMID: 6798715]
  • Y Suzuki, J W DePierre, L Ernster. The proliferation of hepatocytes and the lipid composition of the endoplasmic reticulum after induction of drug-metabolizing enzymes with trans-stilbene oxide. Biochimica et biophysica acta. 1980 Oct; 601(3):532-43. doi: 10.1016/0005-2736(80)90556-8. [PMID: 7417437]