3-Isobutyl-1-methylxanthine (BioDeep_00000858620)
代谢物信息卡片
3-Isobutyl-1-methylxanthine
化学式: C10H14N4O2 (222.1117)
中文名称: 3-异丁基-1-甲基黄嘌呤(IBMX)
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC(C)CN1C2=C(C(=O)N(C1=O)C)NC=N2
InChI: InChI=1S/C10H14N4O2/c1-6(2)4-14-8-7(11-5-12-8)9(15)13(3)10(14)16/h5-6H,4H2,1-3H3,(H,11,12)
描述信息
D004791 - Enzyme Inhibitors > D010726 - Phosphodiesterase Inhibitors
同义名列表
2 个代谢物同义名
数据库引用编号
11 个数据库交叉引用编号
- ChEBI: CHEBI:34795
- ChEBI: CHEBI:43253
- KEGGdrug: D71221
- PubChem: 3758
- DrugBank: DB07954
- ChEMBL: CHEMBL275084
- MeSH: 1-Methyl-3-isobutylxanthine
- CAS: 28822-58-4
- KEGG: C13708
- PubChem: 586297
- KNApSAcK: 34795
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)
0 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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The Journal of biological chemistry.
2023 Dec; 300(2):105608. doi:
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Toxicology.
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Journal of natural products.
2022 09; 85(9):2192-2198. doi:
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Chemosphere.
2022 Sep; 302(?):134806. doi:
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Journal of animal physiology and animal nutrition.
2022 May; 106(3):622-629. doi:
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Life sciences.
2022 Feb; 291(?):120262. doi:
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BioMed research international.
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Cell reports.
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Physiological reports.
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Amino acids.
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PloS one.
2021; 16(4):e0251012. doi:
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Nutrients.
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Molecules (Basel, Switzerland).
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Nutrients.
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Toxicology and applied pharmacology.
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Reproduction, fertility, and development.
2018 Oct; 30(10):1314-1328. doi:
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Chemico-biological interactions.
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Toxicology and applied pharmacology.
2018 09; 355(?):112-126. doi:
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Scientific reports.
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Cellular & molecular biology letters.
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Physiological reports.
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Journal of burn care & research : official publication of the American Burn Association.
2017 Jan; 38(1):1-10. doi:
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PloS one.
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Diabetes.
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Toxicology and applied pharmacology.
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Chemico-biological interactions.
2016 Jun; 253(?):48-59. doi:
10.1016/j.cbi.2016.05.013. [PMID: 27163856] - Olivier Goupille, Tipparat Penglong, Zahra Kadri, Marine Granger-Locatelli, Suthat Fucharoen, Leila Maouche-Chrétien, Stéphane Prost, Philippe Leboulch, Stany Chrétien. Inhibition of the acetyl lysine-binding pocket of bromodomain and extraterminal domain proteins interferes with adipogenesis.
Biochemical and biophysical research communications.
2016 Apr; 472(4):624-30. doi:
10.1016/j.bbrc.2016.03.013. [PMID: 26972250] - Giorgio Biasiotto, Isabella Zanella, Alice Masserdotti, Roberta Pedrazzani, Matteo Papa, Luigi Caimi, Diego Di Lorenzo. Municipal wastewater affects adipose deposition in male mice and increases 3T3-L1 cell differentiation.
Toxicology and applied pharmacology.
2016 Apr; 297(?):32-40. doi:
10.1016/j.taap.2016.02.023. [PMID: 26944108] - Jonathan G Boucher, Shaimaa Ahmed, Ella Atlas. Bisphenol S Induces Adipogenesis in Primary Human Preadipocytes From Female Donors.
Endocrinology.
2016 Apr; 157(4):1397-407. doi:
10.1210/en.2015-1872. [PMID: 27003841] - Lei Yin, Kevin Shengyang Yu, Kun Lu, Xiaozhong Yu. Benzyl butyl phthalate promotes adipogenesis in 3T3-L1 preadipocytes: A High Content Cellomics and metabolomic analysis.
Toxicology in vitro : an international journal published in association with BIBRA.
2016 Apr; 32(?):297-309. doi:
10.1016/j.tiv.2016.01.010. [PMID: 26820058] - Smita Singh, Yudhishthir S Rajput, Amit K Barui, Rajan Sharma, Tirtha K Datta. Fat accumulation in differentiated brown adipocytes is linked with expression of Hox genes.
Gene expression patterns : GEP.
2016 03; 20(2):99-105. doi:
10.1016/j.gep.2016.01.002. [PMID: 26820751] - Ferdous Khan, Pinky Karim Syeda, Michael Nii N Nartey, Mohammad Shahidur Rahman, Mohammad Safiqul Islam, Kohji Nishimura, Mitsuo Jisaka, Fumiaki Shono, Kazushige Yokota. Pretreatment of cultured preadipocytes with arachidonic acid during the differentiation phase without a cAMP-elevating agent enhances fat storage after the maturation phase.
Prostaglandins & other lipid mediators.
2016 03; 123(?):16-27. doi:
10.1016/j.prostaglandins.2016.02.003. [PMID: 26928048] - Khalid Rahman, Gordon M Lowe, Sarah Smith. Aged Garlic Extract Inhibits Human Platelet Aggregation by Altering Intracellular Signaling and Platelet Shape Change.
The Journal of nutrition.
2016 Feb; 146(2):410S-415S. doi:
10.3945/jn.114.202408. [PMID: 26764324] - Xiaofeng Yue, Yawei Que, Lin Xu, Shuzhen Deng, Youliang Peng, Nicholas J Talbot, Zhengyi Wang. ZNF1 Encodes a Putative C2H2 Zinc-Finger Protein Essential for Appressorium Differentiation by the Rice Blast Fungus Magnaporthe oryzae.
Molecular plant-microbe interactions : MPMI.
2016 Jan; 29(1):22-35. doi:
10.1094/mpmi-09-15-0201-r. [PMID: 26441322] - Ji-Sun Hwang, Song-Yi Kim, Eun-Hye Jung, Mi-Youn Kwon, Kyoung-Hong Kim, Hyeongjin Cho, Inn-Oc Han. Exogenous Sodium Pyruvate Stimulates Adipogenesis of 3T3-L1 Cells.
Journal of cellular biochemistry.
2016 Jan; 117(1):39-48. doi:
10.1002/jcb.25244. [PMID: 26053972] - Takaaki Yamada, Mitsuyo Ueda, Nobuaki Egashira, Nina Zukeyama, Jun Kuwahara, Satohiro Masuda. Involvement of intracellular cAMP in epirubicin-induced vascular endothelial cell injury.
Journal of pharmacological sciences.
2016 Jan; 130(1):33-7. doi:
10.1016/j.jphs.2015.12.010. [PMID: 26809377] - S Singh, Y S Rajput, A K Barui, R Sharma, S Grover. Expression of developmental genes in brown fat cells grown in vitro is linked with lipid accumulation.
In vitro cellular & developmental biology. Animal.
2015 Nov; 51(10):1003-11. doi:
10.1007/s11626-015-9930-y. [PMID: 26148884] - Ya Li, Yawei Que, Yuting Liu, Xiaofeng Yue, Xiuli Meng, Zhengguang Zhang, Zhengyi Wang. The putative Gγ subunit gene MGG1 is required for conidiation, appressorium formation, mating and pathogenicity in Magnaporthe oryzae.
Current genetics.
2015 Nov; 61(4):641-51. doi:
10.1007/s00294-015-0490-1. [PMID: 25944571] - Lauren H Mangum, George E Howell, Janice E Chambers. Exposure to p,p'-DDE enhances differentiation of 3T3-L1 preadipocytes in a model of sub-optimal differentiation.
Toxicology letters.
2015 Oct; 238(2):65-71. doi:
10.1016/j.toxlet.2015.07.009. [PMID: 26200599] - Hyung Joo Suh, So Young Cho, Eun Young Kim, Hyeon-Son Choi. Blockade of lipid accumulation by silibinin in adipocytes and zebrafish.
Chemico-biological interactions.
2015 Feb; 227(?):53-62. doi:
10.1016/j.cbi.2014.12.027. [PMID: 25559859] - Ying Lyu, Xueying Su, Jingna Deng, Shangxin Liu, Liangqiang Zou, Xiaojing Zhao, Suning Wei, Bin Geng, Guoheng Xu. Defective differentiation of adipose precursor cells from lipodystrophic mice lacking perilipin 1.
PloS one.
2015; 10(2):e0117536. doi:
10.1371/journal.pone.0117536. [PMID: 25695774] - Yoshito Watanabe, Yoshihisa Kubota, Shoichi Fuma, Maruyama Kouichi, San'ei Ichikawa, Masahide Kubota, Satoshi Yoshida. Cytokinesis block micronucleus assay in field plants for monitoring radiation-induced genotoxicity of the environment.
Mutation research. Genetic toxicology and environmental mutagenesis.
2014 Nov; 774(?):41-6. doi:
10.1016/j.mrgentox.2014.08.009. [PMID: 25440909] - Qihuang Jin, Chaochen Wang, Xianghong Kuang, Xuesong Feng, Vittorio Sartorelli, Hao Ying, Kai Ge, Sharon Y R Dent. Gcn5 and PCAF regulate PPARγ and Prdm16 expression to facilitate brown adipogenesis.
Molecular and cellular biology.
2014 Oct; 34(19):3746-53. doi:
10.1128/mcb.00622-14. [PMID: 25071153] - John Cuppoletti, Jayati Chakrabarti, Kirti P Tewari, Danuta H Malinowska. Differentiation between human ClC-2 and CFTR Cl- channels with pharmacological agents.
American journal of physiology. Cell physiology.
2014 Sep; 307(5):C479-92. doi:
10.1152/ajpcell.00077.2014. [PMID: 25009109] - Anna Pereira-Fernandes, Caroline Vanparys, Lucia Vergauwen, Dries Knapen, Philippe Germaines Jorens, Ronny Blust. Toxicogenomics in the 3T3-L1 cell line, a new approach for screening of obesogenic compounds.
Toxicological sciences : an official journal of the Society of Toxicology.
2014 Aug; 140(2):352-63. doi:
10.1093/toxsci/kfu092. [PMID: 24848799] - Kyong-Suk Jin, You Na Oh, Sook Kyung Hyun, Hyun Ju Kwon, Byung Woo Kim. Betulinic acid isolated from Vitis amurensis root inhibits 3-isobutyl-1-methylxanthine induced melanogenesis via the regulation of MEK/ERK and PI3K/Akt pathways in B16F10 cells.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2014 Jun; 68(?):38-43. doi:
10.1016/j.fct.2014.03.001. [PMID: 24632067] - Salil Varshney, Kripa Shankar, Muheeb Beg, Vishal M Balaramnavar, Sunil Kumar Mishra, Pankaj Jagdale, Shishir Srivastava, Yashpal S Chhonker, Vijai Lakshmi, Bhushan P Chaudhari, Rabi Shankar Bhatta, Anil Kumar Saxena, Anil Nilkanth Gaikwad. Rohitukine inhibits in vitro adipogenesis arresting mitotic clonal expansion and improves dyslipidemia in vivo.
Journal of lipid research.
2014 06; 55(6):1019-32. doi:
10.1194/jlr.m039925. [PMID: 24646949] - Sun-Ok Kim, Krisada Sakchaisri, Yukihiro Asami, In-Ja Ryoo, Soo-Jin Choo, Ick-Dong Yoo, Nak-Kyun Soung, Young Sang Kim, Jae-Hyuk Jang, Bo Yeon Kim, Jong Seog Ahn. Illudins C2 and C3 stimulate lipolysis in 3T3-L1 adipocytes and suppress adipogenesis in 3T3-L1 preadipocytes.
Journal of natural products.
2014 Apr; 77(4):744-50. doi:
10.1021/np400520a. [PMID: 24597820] - Jong Ryeal Hahm, Hae Sook Noh, Ji Hye Ha, Gu Seob Roh, Deok Ryong Kim. Alpha-lipoic acid attenuates adipocyte differentiation and lipid accumulation in 3T3-L1 cells via AMPK-dependent autophagy.
Life sciences.
2014 Apr; 100(2):125-132. doi:
10.1016/j.lfs.2014.02.001. [PMID: 24530288] - Matías Gabrielli, Claudia N Martini, Javier N Brandani, Laura J R Iustman, Damián G Romero, María del C Vila. Exchange protein activated by cyclic AMP is involved in the regulation of adipogenic genes during 3T3-L1 fibroblasts differentiation.
Development, growth & differentiation.
2014 Feb; 56(2):143-51. doi:
10.1111/dgd.12114. [PMID: 24444094] - Eric Féraille, Eva Dizin, Isabelle Roth, Jean-Paul Derouette, Ildiko Szanto, Pierre-Yves Martin, Sophie de Seigneux, Udo Hasler. NADPH oxidase 4 deficiency reduces aquaporin-2 mRNA expression in cultured renal collecting duct principal cells via increased PDE3 and PDE4 activity.
PloS one.
2014; 9(1):e87239. doi:
10.1371/journal.pone.0087239. [PMID: 24466344] - W Sun, H Wang, Y Li, X Zhou, Y Teng, J Chen. Acquisition of pig intramuscular preadipocytes through dedifferentiation of mature adipocytes and establishment of optimal induction conditions.
Genetics and molecular research : GMR.
2013 Nov; 12(4):5926-36. doi:
10.4238/2013.november.26.2. [PMID: 24338386] - Elizabeth Geras-Raaka, Susanne Neumann, Marvin C Gershengorn. Persistent cAMP signaling by TSH receptors revealed by phosphodiesterase inhibition.
Thyroid : official journal of the American Thyroid Association.
2013 Nov; 23(11):1484-9. doi:
10.1089/thy.2013.0089. [PMID: 23713896] - Daniel D S Feres, Maísa P Dos Santos, Samyra L Buzelle, Mayara P Pereira, Suélem A de França, Maria A R Garófalo, Cláudia M B Andrade, Mendalli Froelich, Fhelipe J S de Almeida, Danúbia Frasson, Valéria E Chaves, Nair H Kawashita. In vitro TNF-α- and noradrenaline-stimulated lipolysis is impaired in adipocytes from growing rats fed a low-protein, high-carbohydrate diet.
Lipids.
2013 Aug; 48(8):779-86. doi:
10.1007/s11745-013-3809-z. [PMID: 23794137] - Guirui Yan, Jingjie Zhu, Laibin Zhang, Zhijian Xu, Gaihong Wang, Weiliang Zhu, Aijun Hou, Heyao Wang. Dodoviscin a inhibits melanogenesis in mouse b16-f10 melanoma cells.
Planta medica.
2013 Jul; 79(11):933-8. doi:
10.1055/s-0032-1328649. [PMID: 23804039] - Anna Pereira-Fernandes, Caroline Vanparys, Tine L M Hectors, Lucia Vergauwen, Dries Knapen, Philippe G Jorens, Ronny Blust. Unraveling the mode of action of an obesogen: mechanistic analysis of the model obesogen tributyltin in the 3T3-L1 cell line.
Molecular and cellular endocrinology.
2013 May; 370(1-2):52-64. doi:
10.1016/j.mce.2013.02.011. [PMID: 23428407] - Ana Isabel Calejo, Jernej Jorgacevski, Marek Kucka, Marko Kreft, Paula P Gonçalves, Stanko S Stojilkovic, Robert Zorec. cAMP-mediated stabilization of fusion pores in cultured rat pituitary lactotrophs.
The Journal of neuroscience : the official journal of the Society for Neuroscience.
2013 May; 33(18):8068-78. doi:
10.1523/jneurosci.5351-12.2013. [PMID: 23637196] - David Barneda, Andrea Frontini, Saverio Cinti, Mark Christian. Dynamic changes in lipid droplet-associated proteins in the 'browning' of white adipose tissues.
Biochimica et biophysica acta.
2013 May; 1831(5):924-33. doi:
10.1016/j.bbalip.2013.01.015. [PMID: 23376222] - Huan-Chin Tseng, Robert Kuo-Kuang Lee, Yuh-Ming Hwu, Chung-Hao Lu, Ming-Huei Lin, Sheng-Hsiang Li. Mechanisms underlying the inhibition of murine sperm capacitation by the seminal protein, SPINKL.
Journal of cellular biochemistry.
2013 Apr; 114(4):888-98. doi:
10.1002/jcb.24428. [PMID: 23097296] - Masayoshi Higuchi, Gregory J Dusting, Hitesh Peshavariya, Fan Jiang, Sarah Tzu-Feng Hsiao, Elsa C Chan, Guei-Sheung Liu. Differentiation of human adipose-derived stem cells into fat involves reactive oxygen species and Forkhead box O1 mediated upregulation of antioxidant enzymes.
Stem cells and development.
2013 Mar; 22(6):878-88. doi:
10.1089/scd.2012.0306. [PMID: 23025577] - Linda R Klei, D Yesica Garciafigueroa, Aaron Barchowsky. Arsenic activates endothelin-1 Gi protein-coupled receptor signaling to inhibit stem cell differentiation in adipogenesis.
Toxicological sciences : an official journal of the Society of Toxicology.
2013 Feb; 131(2):512-20. doi:
10.1093/toxsci/kfs323. [PMID: 23152186] - Suman K Singh, Richard Baker, Judata I D Wibawa, Mike Bell, Desmond J Tobin. The effects of Sophora angustifolia and other natural plant extracts on melanogenesis and melanin transfer in human skin cells.
Experimental dermatology.
2013 Jan; 22(1):67-9. doi:
10.1111/exd.12061. [PMID: 23278898] - Edwin K Jackson, Delbert G Gillespie. Extracellular 2',3'-cAMP-adenosine pathway in proximal tubular, thick ascending limb, and collecting duct epithelial cells.
American journal of physiology. Renal physiology.
2013 Jan; 304(1):F49-55. doi:
10.1152/ajprenal.00571.2012. [PMID: 23077101] - Shuhei Takahashi, Minori Tamai, Shotaro Nakajima, Hironori Kato, Hisashi Johno, Tomoyuki Nakamura, Masanori Kitamura. Blockade of adipocyte differentiation by cordycepin.
British journal of pharmacology.
2012 Oct; 167(3):561-75. doi:
10.1111/j.1476-5381.2012.02005.x. [PMID: 22537056] - Hasanthi C de Silva, Sue M Firth, Stephen M Twigg, Robert C Baxter. Interaction between IGF binding protein-3 and TGFβ in the regulation of adipocyte differentiation.
Endocrinology.
2012 Oct; 153(10):4799-807. doi:
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