7,8-DHMC (BioDeep_00000229790)

 

Secondary id: BioDeep_00000410862

PANOMIX_OTCML-2023


代谢物信息卡片


2H-1-Benzopyran-2-one, 7,8-dihydroxy-4-methyl-

化学式: C10H8O4 (192.0422568)
中文名称: 7,8-二羟基-4-甲基香豆素, 4-甲基瑞香素
谱图信息: 最多检出来源 Viridiplantae(plant) 0.23%

分子结构信息

SMILES: CC1=CC(=O)OC2=C1C=CC(=C2O)O
InChI: InChI=1S/C10H8O4/c1-5-4-8(12)14-10-6(5)2-3-7(11)9(10)13/h2-4,11,13H,1H3

描述信息

7,8-dihydroxy-4-methyl-1-benzopyran-2-one is a hydroxycoumarin.
4-Methyldaphnetin is a precursor in the synthesis of derivatives of 4-methyl coumarin. 4-Methyldaphnetin has potent, selective anti-proliferative and apoptosis-inducing effects on several cancer cell lines. 4-Methyldaphnetin possesses radical scavenging property and strongly inhibits membrane lipid peroxidation[1][2][3].
4-Methyldaphnetin is a precursor in the synthesis of derivatives of 4-methyl coumarin. 4-Methyldaphnetin has potent, selective anti-proliferative and apoptosis-inducing effects on several cancer cell lines. 4-Methyldaphnetin possesses radical scavenging property and strongly inhibits membrane lipid peroxidation[1][2][3].

同义名列表

33 个代谢物同义名

2H-1-Benzopyran-2-one, 7,8-dihydroxy-4-methyl-; 5-18-03-00234 (Beilstein Handbook Reference); 7,8-Dihydroxy-4-methyl-2H-1-benzopyran-2-one; 2H-1-Benzopyran-2-one,8-dihydroxy-4-methyl-; 7,8-Dihydroxy-4-methyl-2H-chromen-2-one #; 7,8-dihydroxy-4-methyl-1-benzopyran-2-one; 7,8-Dihydroxy-4-methyl-2H-chromen-2-one; 7,8-Dihydroxy-4-methyl-2-benzopyrone; 7,8-Dihydroxy-4-methylcoumarin, 97\\%; 7,8-Dihydroxy-4-methyl-chromen-2-one; 7,8-dihydroxy-4-methylchromen-2-one; Coumarin, 7,8-dihydroxy-4-methyl-; 4-Methyl-7,8-dihydroxycoumarin; 7,8-Dihydroxy-4-methylcoumarin; Coumarin,8-dihydroxy-4-methyl-; NWQBYMPNIJXFNQ-UHFFFAOYSA-N; WLN: T66 BOVJ E1 IQ JQ; 4-Methyldaphnetine; DH-methylcoumarin; 4-Methyldaphnetin; Spectrum5_000482; Spectrum4_001721; Spectrum2_000321; Spectrum3_000596; DivK1c_006593; Oprea1_604916; KBio2_001513; KBio2_004081; KBio2_006649; KBio1_001537; KBio3_001572; 7,8-DHMC; DHMC



数据库引用编号

7 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)

2 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

  • Yang-Liu Xia, Jing-Jing Wang, Shi-Yang Li, Yong Liu, Frank J Gonzalez, Ping Wang, Guang-Bo Ge. Synthesis and structure-activity relationship of coumarins as potent Mcl-1 inhibitors for cancer treatment. Bioorganic & medicinal chemistry. 2021 01; 29(?):115851. doi: 10.1016/j.bmc.2020.115851. [PMID: 33218896]
  • Pabla Aguirre, Olimpo García-Beltrán, Victoria Tapia, Yorka Muñoz, Bruce K Cassels, Marco T Núñez. Neuroprotective Effect of a New 7,8-Dihydroxycoumarin-Based Fe2+/Cu2+ Chelator in Cell and Animal Models of Parkinson's Disease. ACS chemical neuroscience. 2017 01; 8(1):178-185. doi: 10.1021/acschemneuro.6b00309. [PMID: 27806193]
  • Anna Rita Togna, Omidreza Firuzi, Valentina Latina, Virinder Singh Parmar, Ashok Kumar Prasad, Adele Salemme, Giuseppina Ines Togna, Luciano Saso. 4-Methylcoumarin derivatives with anti-inflammatory effects in activated microglial cells. Biological & pharmaceutical bulletin. 2014; 37(1):60-6. doi: 10.1248/bpb.b13-00568. [PMID: 24389482]
  • Damiana R Vianna, Guilherme Bubols, Gabriela Meirelles, Bárbara V Silva, Alessandra Da Rocha, Maurício Lanznaster, José Maria Monserrat, Solange Cristina Garcia, Gilsane Von Poser, Vera Lucia Eifler-Lima. Evaluation of the antioxidant capacity of synthesized coumarins. International journal of molecular sciences. 2012; 13(6):7260-7270. doi: 10.3390/ijms13067260. [PMID: 22837692]
  • Vessela D Kancheva, Luciano Saso, Petya V Boranova, Abdullah Khan, Manju K Saroj, Mukesh K Pandey, Shashwat Malhotra, Jordan Z Nechev, Sunil K Sharma, Ashok K Prasad, Maya B Georgieva, Carleta Joseph, Anthony L DePass, Ramesh C Rastogi, Virinder S Parmar. Structure-activity relationship of dihydroxy-4-methylcoumarins as powerful antioxidants: correlation between experimental & theoretical data and synergistic effect. Biochimie. 2010 Sep; 92(9):1089-100. doi: 10.1016/j.biochi.2010.06.012. [PMID: 20600568]
  • Adeline Beillerot, Juan-Carlos Rodríguez Domínguez, Gilbert Kirsch, Denyse Bagrel. Synthesis and protective effects of coumarin derivatives against oxidative stress induced by doxorubicin. Bioorganic & medicinal chemistry letters. 2008 Feb; 18(3):1102-5. doi: 10.1016/j.bmcl.2007.12.004. [PMID: 18164200]
  • Sarvesh Kumar, Brajendra K Singh, Neerja Kalra, Vineet Kumar, Ajit Kumar, Ashok K Prasad, Hanumantharao G Raj, Virinder S Parmar, Balaram Ghosh. Novel thiocoumarins as inhibitors of TNF-alpha induced ICAM-1 expression on human umbilical vein endothelial cells (HUVECs) and microsomal lipid peroxidation. Bioorganic & medicinal chemistry. 2005 Mar; 13(5):1605-13. doi: 10.1016/j.bmc.2004.12.013. [PMID: 15698778]
  • H G Raj, R K Sharma, B S Garg, V S Parmar, S C Jain, S Goel, Y K Tyagi, A Singh, C E Olsen, J Wengel. Mechanism of biochemical action of substituted 4-methylbenzopyran-2-ones. Part 3: A novel mechanism for the inhibition of biological membrane lipid peroxidation by dioxygenated 4-methylcoumarins mediated by the formation of a stable ADP-Fe-inhibitor mixed ligand complex. Bioorganic & medicinal chemistry. 1998 Nov; 6(11):2205-12. doi: 10.1016/s0968-0896(98)00159-x. [PMID: 9881111]
  • H G Raj, V S Parmar, S C Jain, S Goel, Poonam, Himanshu, S Malhotra, A Singh, C E Olsen, J Wengel. Mechanism of biochemical action of substituted 4-methylbenzopyran-2-ones. Part I: Dioxygenated 4-methyl coumarins as superb antioxidant and radical scavenging agents. Bioorganic & medicinal chemistry. 1998 Jun; 6(6):833-9. doi: 10.1016/s0968-0896(98)00043-1. [PMID: 9681149]