2,4,5-Trimethoxybenzaldehyde (BioDeep_00000017241)

Main id: BioDeep_00000413033

 

human metabolite PANOMIX_OTCML-2023 Endogenous natural product


代谢物信息卡片


InChI=1/C10H12O4/c1-12-8-5-10(14-3)9(13-2)4-7(8)6-11/h4-6H,1-3H

化学式: C10H12O4 (196.0736)
中文名称: 细辛醛, 细心醛, 2,4,5-三甲氧基苯甲醛
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: c1(c(cc(c(c1)C=O)OC)OC)OC
InChI: InChI=1S/C10H12O4/c1-12-8-5-10(14-3)9(13-2)4-7(8)6-11/h4-6H,1-3H3

描述信息

2,4,5-Trimethoxybenzaldehyde, also known as TMBZ or asaraldehyde, belongs to the class of organic compounds known as benzoyl derivatives. These are organic compounds containing an acyl moiety of benzoic acid with the formula (C6H5CO-). 2,4,5-Trimethoxybenzaldehyde has been detected, but not quantified, in several different foods, such as carrots, herbs and spices, root vegetables, and wild carrots. This could make 2,4,5-trimethoxybenzaldehyde a potential biomarker for the consumption of these foods.
2,4,5-trimethoxybenzaldehyde is a beige powder. (NTP, 1992)
2,4,5-trimethoxybenzaldehyde is a carbonyl compound.
2,4,5-Trimethoxybenzaldehyde is a natural product found in Mosla scabra, Alpinia flabellata, and other organisms with data available.
Constituent of bitter principle of carrot seeds (Daucus carota) and sweetflag (Acorus calamus). 2,4,5-Trimethoxybenzaldehyde is found in many foods, some of which are root vegetables, wild carrot, herbs and spices, and carrot.
Asarylaldehyde (Asaronaldehyde), a COX-2 inhibitor, significantly inhibits cyclooxygenase II (COX-2) activity with an IC50 value of 100 μg/mL[1].
Asarylaldehyde (Asaronaldehyde), a COX-2 inhibitor, significantly inhibits cyclooxygenase II (COX-2) activity with an IC50 value of 100 μg/mL[1].

同义名列表

41 个代谢物同义名

InChI=1/C10H12O4/c1-12-8-5-10(14-3)9(13-2)4-7(8)6-11/h4-6H,1-3H; 2,4,5-Trimethoxybenzaldehyde, Vetec(TM) reagent grade, 98\\%; 4-08-00-02715 (Beilstein Handbook Reference); 2,4,5-Trimethoxybenzaldehyde, 9CI, 8CI; 2,4,5-TRIMETHOXYBENZALDEHYDE [HSDB]; Asarylaldehyde, analytical standard; 2,4,5-Trimethoxybenzaldehyde, 98\\%; Benzaldehyde, 2,4,5-trimethoxy-; TRIMETHOXYBENZALDEHYDE, 2,4,5-; 2,4,5-tri-methoxy benzaldehyde; 2,4,5-trimethoxy-benzaldehyde; 2,4,5-trimethoxylbenzaldehyde; Asaraldehyde (Asaronaldehyde); 2,4,5-Trimethoxy benzaldehyde; 3,4, 6-Trimethoxybenzaldehyde; 2,4,5-Trimethoxybenzaldehyde; 3,4,6-Trimethoxybenzaldehyde; 2,4,5-Trimethoxy-benzaldehyd; 2,4,5-Trimethoxybenzaldheyde; 3,6-Trimethoxybenzaldehyde; 2,5-Trimethoxybenzaldehyde; Acrolein(Propenal); Spectrum5_000618; Spectrum2_000386; Spectrum3_000170; Spectrum4_001759; UNII-NDU8J2Q00D; Asaronaldehyde; Asarylaldehyde; Azarylaldehyde; Tox21_400070; KBio3_001139; KBio2_003866; Asaraldehyde; KBio2_006434; KBio2_001298; NDU8J2Q00D; AI3-36671; Gazarin; TMBZ; 2,4,5-Trimethoxybenzaldehyde



数据库引用编号

14 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)

69 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


文献列表

  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • En Gao, Zheng-Qun Zhou, Jian Zou, Yang Yu, Xiao-Lin Feng, Guo-Dong Chen, Rong-Rong He, Xin-Sheng Yao, Hao Gao. Bioactive Asarone-Derived Phenylpropanoids from the Rhizome of Acorus tatarinowii Schott. Journal of natural products. 2017 11; 80(11):2923-2929. doi: 10.1021/acs.jnatprod.7b00457. [PMID: 29116780]
  • Yu-Wen Wang, Chia-Feng Kuo. 2,4,5-trimethoxybenzaldehyde, a bitter principle in plants, suppresses adipogenesis through the regulation of ERK1. Journal of agricultural and food chemistry. 2014 Oct; 62(40):9860-7. doi: 10.1021/jf503344v. [PMID: 25222709]
  • Alexandro Silva Nunes, Vicente Paulo Campos, Alessandra Mascarello, Taisa Regina Stumpf, Louise Domenghini Chiaradia-Delatorre, Alan Rodrigues Teixeira Machado, Helvécio Martins Santos Júnior, Rosendo Augusto Yunes, Ricardo José Nunes, Denilson Ferreira Oliveira. Activity of chalcones derived from 2,4,5-trimethoxybenzaldehyde against Meloidogyne exigua and in silico interaction of one chalcone with a putative caffeic acid 3-O-methyltransferase from Meloidogyne incognita. Experimental parasitology. 2013 Dec; 135(4):661-8. doi: 10.1016/j.exppara.2013.10.003. [PMID: 24140596]
  • Man-Ru Wu, Ming-Hon Hou, Ya-Lin Lin, Chia-Feng Kuo. 2,4,5-TMBA, a natural inhibitor of cyclooxygenase-2, suppresses adipogenesis and promotes lipolysis in 3T3-L1 adipocytes. Journal of agricultural and food chemistry. 2012 Jul; 60(29):7262-9. doi: 10.1021/jf302285k. [PMID: 22746947]
  • Jong H Kim, Kathleen L Chan, Noreen Mahoney, Bruce C Campbell. Antifungal activity of redox-active benzaldehydes that target cellular antioxidation. Annals of clinical microbiology and antimicrobials. 2011 May; 10(?):23. doi: 10.1186/1476-0711-10-23. [PMID: 21627838]
  • Xiao-Gang Tong, Gui-Sheng Wu, Cheng-Gang Huang, Qing Lu, Yue-Hu Wang, Chun-Lin Long, Huai-Rong Luo, Hua-Jie Zhu, Yong-Xian Cheng. Compounds from Acorus tatarinowii: determination of absolute configuration by quantum computations and cAMP regulation activity. Journal of natural products. 2010 Jun; 73(6):1160-3. doi: 10.1021/np900793e. [PMID: 20476749]
  • Tenji Konishi, Takao Konoshima, Akihiro Daikonya, Susumu Kitanaka. Neolignans from Piper futokadsura and their inhibition of nitric oxide production. Chemical & pharmaceutical bulletin. 2005 Jan; 53(1):121-4. doi: 10.1248/cpb.53.121. [PMID: 15635246]
  • Marellapudi S Ramachandra, Somepalli Venkateswarlu, Gottumukkala V Subbaraju. Synthesis of microfolicoumarin, a constituent of Cedrelopsis microfoliata. Bioscience, biotechnology, and biochemistry. 2004 Sep; 68(9):1995-7. doi: 10.1271/bbb.68.1995. [PMID: 15388980]
  • Rafikali A Momin, David L De Witt, Muraleedharan G Nair. Inhibition of cyclooxygenase (COX) enzymes by compounds from Daucus carota L. Seeds. Phytotherapy research : PTR. 2003 Sep; 17(8):976-9. doi: 10.1002/ptr.1296. [PMID: 13680840]
  • Andreas Czepa, Thomas Hofmann. Structural and sensory characterization of compounds contributing to the bitter off-taste of carrots (Daucus carota L.) and carrot puree. Journal of agricultural and food chemistry. 2003 Jun; 51(13):3865-73. doi: 10.1021/jf034085+. [PMID: 12797757]
  • Rafikali A Momin, Muraleeddharan G Nair. Pest-managing efficacy of trans-asarone isolated from Daucus carota L. seeds. Journal of agricultural and food chemistry. 2002 Jul; 50(16):4475-8. doi: 10.1021/jf020209r. [PMID: 12137463]
  • L Giuliani, G Carmignani, E Belgrano, P Puppo. Transcatheter arterial embolization in urological tumors: the use of isobutyl-2-cyanoacrylate. The Journal of urology. 1979 May; 121(5):630-4. doi: 10.1016/s0022-5347(17)56913-x. [PMID: 439260]