7,12-Dimethylbenz[a]anthracene (BioDeep_00000012887)

 

Secondary id: BioDeep_00001868135

human metabolite Volatile Flavor Compounds


代谢物信息卡片


7,12-Dimethyl-1:2-benz(a)anthracene

化学式: C20H16 (256.1251936)
中文名称: 7,12-二甲基苯并[a]蒽
谱图信息: 最多检出来源 Homo sapiens(feces) 28.57%

分子结构信息

SMILES: CC1=C2C=CC3=CC=CC=C3C2=C(C)C2=CC=CC=C12
InChI: InChI=1S/C20H16/c1-13-16-8-5-6-9-17(16)14(2)20-18(13)12-11-15-7-3-4-10-19(15)20/h3-12H,1-2H3

描述信息

7,12-Dimethylbenz[a]anthracene, also known as DMBA or 1,4-Dimethyl-2,3-benzphenanthrene, is classified as a phenanthrene or a Phenanthrene derivative. Phenanthrenes are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzene
D009676 - Noxae > D002273 - Carcinogens

同义名列表

17 个代谢物同义名

7,12-Dimethyl-1:2-benz(a)anthracene; 1,4-Dimethyl-2,3-benzphenanthrene; 9,10-Dimethyl-1,2-benzanthracene; 7,12-Dimethyl-1,2-benzanthracene; 6,7-Dimethyl-1,2-benzanthracene; 9,10-Dimethyl-1,2-benzanthrazen; 7,12-Dimethylbenzo[a]anthracene; 7,12-Dimethylbenz[a]anthracene; 7,12-Dimethylbenz(a)anthracene; 9,10-Dimethylbenz(a)anthracene; 7,12-Dimethylbenzanthrancene; 7,12-Dimethylbenzanthracene; 7,12 Dimethylbenzanthracene; 7,12-dimethyltetraphene; 7,12-DMBA; DMBA; 7,12-Dimethylbenz[a]anthracene



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)

1 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

  • Chao Zheng, Lixiang Yu, Linfeng Zhao, Maolin Guo, Man Feng, Hui Li, Xingchen Zhou, Yeye Fan, Liyuan Liu, Zhongbing Ma, Yining Jia, Ming Li, Ishan Barman, Zhigang Yu. Label-free Raman spectroscopy reveals tumor microenvironmental changes induced by intermittent fasting for the prevention of breast cancer in animal model. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2024 Sep; 317(?):124387. doi: 10.1016/j.saa.2024.124387. [PMID: 38704999]
  • Jun Yang, Qinzuo Dong, Rong Zhao, Aimei Jiang. Electroacupuncture reduces DMBA-induced mammary tumorigenesis in rats through modulating plasma metabonomic changes. Asian journal of surgery. 2024 Feb; 47(2):1308-1310. doi: 10.1016/j.asjsur.2023.11.080. [PMID: 38036366]
  • Omar F Khabour, Sawsan Abuhammad, Karem H Alzoubi, Ahmad S Alkofahi. Coriandrum sativum and Aloysia triphylla can Protect the Development of Cancer: An in Vivo Study using Mouse Painting Assay. Current cancer drug targets. 2024; 24(4):455-462. doi: 10.2174/1568009623666230817101757. [PMID: 37592785]
  • Wen-Xiu Hu, Xin-Nan Wang, Zhen-Hong Liu, Yi Zhao, You-Zhi Sun. [Effect and mechanism of Yueju Pills on breast cancer induced by DMBA in rats]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2024 Jan; 49(2):431-442. doi: 10.19540/j.cnki.cjcmm.20230919.401. [PMID: 38403319]
  • Flávia R M da Silva, Joyce R Zapaterini, Tony F Grassi, Lucas T Bidinotto, Ana Angélica H Fernandes, Luis F Barbisan. Maternal dietary zinc status alters offspring female mammary gland development and response to acute 7,12-dimethylbenzanthracene insult. Biotechnic & histochemistry : official publication of the Biological Stain Commission. 2023 Nov; 98(5):360-371. doi: 10.1080/10520295.2023.2196092. [PMID: 37022146]
  • Theerthu Azhamuthu, Suresh Kathiresan, Ilanchitchenni Senkuttuvan, Nihal Ahamed Abulkalam Asath, Pugazhendhi Ravichandran. Usnic acid attenuates 7,12-dimethylbenz[a] anthracene (DMBA) induced oral carcinogenesis through inhibiting oxidative stress, inflammation, and cell proliferation in male golden Syrian hamster model. Journal of biochemical and molecular toxicology. 2023 Oct; ?(?):e23553. doi: 10.1002/jbt.23553. [PMID: 37840363]
  • Seda Beyaz, Abdullah Aslan, Ozlem Gok, Ibrahim Hanifi Ozercan, Can Ali Agca. Fullerene C60 reduces acute lung injury by suppressing oxidative stress-mediated DMBA-induced apoptosis and autophagy by regulation of cytochrome-C/caspase-3/beclin-1/IL-1α/HO-1/p53 signaling pathways in rats. Free radical research. 2023 Aug; ?(?):1-11. doi: 10.1080/10715762.2023.2247555. [PMID: 37585732]
  • Yong-Jia Zhang, Pan-Wen Huang, Yong-Tai Zhang, Zhi Wang, Nian-Ping Feng. [Effect and mechanism of Xihuang Pills on rats with precancerous lesions of breast]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2023 Jul; 48(13):3546-3555. doi: 10.19540/j.cnki.cjcmm.20230227.401. [PMID: 37474988]
  • Yahyea Baktiar Laskar, Kasturi Bhattacharjee, Moumita Nath, Yashmin Choudhury, Pranab Behari Mazumder, Anupam Das Talukdar. Protective Effects of Pelargonidin against DMBA-Induced Mammary Tumorigenesis in BALB/c Mice through Reduced Oxidative Stress and Lipid Anomalies. Nutrition and cancer. 2023 May; ?(?):1-21. doi: 10.1080/01635581.2023.2219027. [PMID: 37255368]
  • Hadeer M Abouelezz, Dalia H El-Kashef, Rania R Abdеlaziz, Manar A Nader. Tenofovir alone or combined with doxorubicin abrogates DMBA-induced mammary cell carcinoma: An insight into its modulatory impact on oxidative/Notch/apoptotic signaling. Life sciences. 2023 May; ?(?):121798. doi: 10.1016/j.lfs.2023.121798. [PMID: 37236603]
  • Nadia Z Shaban, Fatma H El-Rashidy, Amany H Adam, Doha M Beltagy, Alaa E Ali, Ahmed A Abde-Alaziz, Iman M Talaat. Anticancer role of mango (Mangifera indica L.) peel and seed kernel extracts against 7,12- dimethylbenz[a]anthracene-induced mammary carcinogenesis in female rats. Scientific reports. 2023 May; 13(1):7703. doi: 10.1038/s41598-023-34626-6. [PMID: 37169856]
  • Mohan Karthik, Shanmugam Manoharan, Radhakrishnan Muralinaidu. Ursolic acid-loaded chitosan nanoparticles suppress 7,12-dimethylbenz(a)anthracene-induced oral tumor formation through their antilipid peroxidative potential in golden Syrian hamsters. Naunyn-Schmiedeberg's archives of pharmacology. 2023 May; ?(?):. doi: 10.1007/s00210-023-02509-2. [PMID: 37162542]
  • Sorelle Ines Fotsing, Judith Christiane Ngo Pambe, Kevine Kamga Silihe, Natacha Lena Yembeau, Armand Choupo, Dieudonné Njamen, Constant Anatole Pieme, Stéphane Zingue. Breast cancer cell growth arrest and chemopreventive effects of Passiflora edulis Sims (Passifloraceae) ethanolic leaves extract on a rat model of mammary carcinoma. Journal of ethnopharmacology. 2023 Mar; 311(?):116408. doi: 10.1016/j.jep.2023.116408. [PMID: 36966851]
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  • Vidya Devanathadesikan Seshadri, Atif Abdulwahab A Oyouni, Waleed M Bawazir, Suliman A Alsagaby, Khalaf F Alsharif, Ashraf Albrakati, Osama M Al-Amer. Zingiberene exerts chemopreventive activity against 7,12-dimethylbenz(a)anthracene-induced breast cancer in Sprague-Dawley rats. Journal of biochemical and molecular toxicology. 2022 Oct; 36(10):e23146. doi: 10.1002/jbt.23146. [PMID: 35698847]
  • Vaitheeswari Balakrishnan, Sindhu Ganapathy, Vinothkumar Veerasamy, Ramachandhiran Duraisamy, Vigil Anbiah Sathiavakoo, Vasudevan Krishnamoorthy, Vennila Lakshmanan. Anticancer and antioxidant profiling effects of Nerolidol against DMBA induced oral experimental carcinogenesis. Journal of biochemical and molecular toxicology. 2022 Jun; 36(6):e23029. doi: 10.1002/jbt.23029. [PMID: 35243731]
  • Richard Molnar, Laszlo Szabo, Andras Tomesz, Arpad Deutsch, Richard Darago, Bence L Raposa, Nowrasteh Ghodratollah, Timea Varjas, Balazs Nemeth, Zsuzsanna Orsos, Eva Pozsgai, Jozsef L Szentpeteri, Ferenc Budan, Istvan Kiss. The Chemopreventive Effects of Polyphenols and Coffee, Based upon a DMBA Mouse Model with microRNA and mTOR Gene Expression Biomarkers. Cells. 2022 04; 11(8):. doi: 10.3390/cells11081300. [PMID: 35455979]
  • Alaaeldin Ahmed Hamza, Mohammad Ahmad Khasawneh, Hanan Mohamed Elwy, Soha Osama Hassanin, Sammar Fathy Elhabal, Nael M Fawzi. Salvadora persica attenuates DMBA-induced mammary cancer through downregulation oxidative stress, estrogen receptor expression and proliferation and augmenting apoptosis. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2022 Mar; 147(?):112666. doi: 10.1016/j.biopha.2022.112666. [PMID: 35124384]
  • Yanrong Su, Julia Santucci-Pereira, Nhi M Dang, Joice Kanefsky, Vishnuprabha Rahulkannan, Meardey Hillegass, Shalina Joshi, Hafsa Gurdogan, Zhen Chen, Vincent Bessonneau, Ruthann Rudel, Jennifer Ser-Dolansky, Sallie S Schneider, Jose Russo. Effects of Pubertal Exposure to Butyl Benzyl Phthalate, Perfluorooctanoic Acid, and Zeranol on Mammary Gland Development and Tumorigenesis in Rats. International journal of molecular sciences. 2022 Jan; 23(3):. doi: 10.3390/ijms23031398. [PMID: 35163327]
  • Mohamed A Nassan, Adil Aldhahrani, Hamada H Amer, Ahmed Elhenawy, Ayman A Swelum, Omar M Ali, Yasser H Zaki. Investigation of the Anticancer Effect of α-Aminophosphonates and Arylidine Derivatives of 3-Acetyl-1-aminoquinolin-2(1H)-one on the DMBA Model of Breast Cancer in Albino Rats with In Silico Prediction of Their Thymidylate Synthase Inhibitory Effect. Molecules (Basel, Switzerland). 2022 Jan; 27(3):. doi: 10.3390/molecules27030756. [PMID: 35164019]
  • Emad Mohamed Alqalshy, Amr Mohamed Ibrahim, Ahmed Abdel-Shakour Abdel-Hafiz, Kamal Abd El-Rahman Kamal, Magdy Alabasiry Alazzazi, Mohamed Refaat Omar, Amr Saad Abdel-Wahab, Saher Sayed Mohammed. Effect of docosahexaenoic acid as a chemopreventive agent on experimentally induced hamster buccal pouch carcinogenesis. Cancer treatment and research communications. 2022; 31(?):100558. doi: 10.1016/j.ctarc.2022.100558. [PMID: 35443225]
  • Jayasindu Mathiyazhagan, Ramamoorthy Siva, Rama Jayaraj, Harishkumar Madhyastha, Gothandam Kodiveri Muthukaliannan. Preventive Effect of Combined Zingiber officinale and Terminalia chebula against DMBA-Induced Breast Cancer Rats via mTOR Inhibition. Nutrition and cancer. 2022; 74(2):687-696. doi: 10.1080/01635581.2021.1903948. [PMID: 33821702]
  • Sarvnarinder Kaur, Shilpa Dogra, Shilpa Sadwal, Aniqa Aniqa. Chemopreventive activity of hydroethanolic Murraya koenigii leaves extract (HEMKLE) against chemically induced skin carcinogenesis in mice. International journal for vitamin and nutrition research. Internationale Zeitschrift fur Vitamin- und Ernahrungsforschung. Journal international de vitaminologie et de nutrition. 2021 Sep; 91(5-6):396-410. doi: 10.1024/0300-9831/a000660. [PMID: 32580686]
  • Min Liu, Chengquan Wen, Shengqi Pan. Modulator effect of mangiferin on biochemical characterization in 7,12-dimethylbenz[a]anthracene induced oral cancer in experimental hamsters. Veterinary medicine and science. 2021 09; 7(5):2015-2025. doi: 10.1002/vms3.500. [PMID: 33949808]
  • Jinku Zhang, Bingjuan Zhou, Jirui Sun, Hong Chen, Zhao Yang. Betulin ameliorates 7,12-dimethylbenz(a)anthracene-induced rat mammary cancer by modulating MAPK and AhR/Nrf-2 signaling pathway. Journal of biochemical and molecular toxicology. 2021 Jul; 35(7):e22779. doi: 10.1002/jbt.22779. [PMID: 33759307]
  • Karolina Banys, Joanna Giebultowicz, Marcin Sobczak, Rafal Wyrebiak, Wojciech Bielecki, Robert Wrzesien, Barbara Bobrowska-Korczak. Effect of Genistein Supplementation on the Progression of Neoplasms and the Level of the Modified Nucleosides in Rats With Mammary Cancer. In vivo (Athens, Greece). 2021 Jul; 35(4):2059-2072. doi: 10.21873/invivo.12475. [PMID: 34182481]
  • Agnieszka Stawarska, Małgorzata Czerwonka, Rafał Wyrębiak, Robert Wrzesień, Barbara Bobrowska-Korczak. Zinc Affects Cholesterol Oxidation Products and Fatty Acids Composition in Rats' Serum. Nutrients. 2021 May; 13(5):. doi: 10.3390/nu13051563. [PMID: 34066470]
  • Karem H Alzoubi, Omar F Khabour, Ahmad S Alkofahi, Nizar M Mhaidat, Ahmed A Abu-Siniyeh. Anticancer and antimutagenic activity of Silybum marianum L. and Eucalyptus camaldulensis Dehnh. against skin cancer induced by DMBA: In vitro and in vivo models. Pakistan journal of pharmaceutical sciences. 2021 May; 34(3):987-993. doi: ". [PMID: 34602423]
  • Jingxuan Wang, Yan Hu, Jieying Yuan, Yan Zhang, Yifan Wang, Yingshun Yang, Tahani Awad Alahmadi, Sulaiman Ali Alharbi, Zhizheng Zhuang, Fan Wu. Chemomodulatory effect of neferine on DMBA-induced squamous cell carcinogenesis: Biochemical and molecular approach. Environmental toxicology. 2021 Apr; 36(4):460-471. doi: 10.1002/tox.23051. [PMID: 33156559]
  • Yugang Sun, Jinmin Ren, Fang Wang. [6]-Gingerol impedes 7,12-dimethylbenz(a)anthracene-induced inflammation and cell proliferation-associated hamster buccal pouch carcinogenesis through modulating Nrf2 signaling events. Journal of biochemical and molecular toxicology. 2021 Apr; 35(4):e22689. doi: 10.1002/jbt.22689. [PMID: 33347680]
  • Prateek Pathak, Hrvoje Rimac, Maria Grishina, Amita Verma, Vladimir Potemkin. Hybrid Quinazoline 1,3,5-Triazines as Epidermal Growth Factor Receptor (EGFR) Inhibitors with Anticancer Activity: Design, Synthesis, and Computational Study. ChemMedChem. 2021 03; 16(5):822-838. doi: 10.1002/cmdc.202000646. [PMID: 33155373]
  • Oluwatosin Adebisi Dosumu, Solomon Oladapo Rotimi, Oluwagbemiga Olanrewaju Adeleye, Adio Jamiu Akamo, Kehinde Temitope Osinuga, Odunayo Anthonia Taiwo, Oluwatosin Oyebola Omotosho, Latifah Oyefoluke Sani. Vitamin K protects against 7,12-dimethylbenz(A)anthracene induced hepatotoxicity in Wistar rats. Environmental toxicology. 2021 Mar; 36(3):362-373. doi: 10.1002/tox.23042. [PMID: 33063951]
  • Huseyin Fatih Gul, Necip Ilhan, Nevin Ilhan, Ibrahim Hanifi Ozercan, Tuncay Kuloglu. The combined effect of pomegranate extract and tangeretin on the DMBA-induced breast cancer model. The Journal of nutritional biochemistry. 2021 03; 89(?):108566. doi: 10.1016/j.jnutbio.2020.108566. [PMID: 33326843]
  • Yunzhen Deng, Min Ma, Gang Guo, Zhen Tang. Kirenol regulates the cell proliferative and inflammatory markers in DMBA-induced oral squamous cell carcinogenesis in hamster. Environmental toxicology. 2021 Mar; 36(3):328-338. doi: 10.1002/tox.23039. [PMID: 33044773]
  • Yumei Pu, Shiqi Hu, Yongfeng Chen, Qian Zhang, Chengwan Xia, Han Deng, Yuxin Wang, Qingang Hu. Thymoquinone loaded calcium alginate and polyvinyl alcohol carrier inhibits the 7,12-dimethylbenz[a]anthracene-induced hamster oral cancer via the down-regulation of PI3K/AKT/mTOR signaling pathways. Environmental toxicology. 2021 Mar; 36(3):339-351. doi: 10.1002/tox.23040. [PMID: 33068063]
  • Richard Molnar, Laszlo Szabo, Andras Tomesz, Arpad Deutsch, Richard Darago, Nowrasteh Ghodratollah, Timea Varjas, Balazs Nemeth, Ferenc Budan, Istvan Kiss. In vivo effects of olive oil and trans-fatty acids on miR-134, miR-132, miR-124-1, miR-9-3 and mTORC1 gene expression in a DMBA-treated mouse model. PloS one. 2021; 16(2):e0246022. doi: 10.1371/journal.pone.0246022. [PMID: 33539381]
  • Zuhong Wang, Sha Xiao, Jun Huang, Sutao Liu, Mei Xue, Fang Lu. Chemoprotective Effect of Boeravinone B against DMBA/Croton Oil Induced Skin Cancer via Reduction of Inflammation. Journal of oleo science. 2021; 70(7):955-964. doi: 10.5650/jos.ess21055. [PMID: 34193671]
  • Arunaksharan Narayanankutty, Anusree Nair, Soorya Parathodi Illam, Aman Upaganlawar, Achuthan C Raghavamenon. Curcumin Enriched VCO Protects against 7,12-Dimethyl Benz[a] Anthracene-Induced Skin Papilloma in Mice. Nutrition and cancer. 2021; 73(5):809-816. doi: 10.1080/01635581.2020.1778745. [PMID: 32530305]
  • Linhan Yang, Ying Xiong, Zhongli Sun, Xiaoying Lin, Huaikun Ni. Neferine Inhibits 7,12-Dimethylbenz(a)anthracene-Induced Mammary Tumorigenesis by Suppression of Cell Proliferation and Induction of Apoptosis via Modulation of the PI3K/AKT/NF-κB Signaling Pathway. Journal of environmental pathology, toxicology and oncology : official organ of the International Society for Environmental Toxicology and Cancer. 2021; 40(3):51-61. doi: 10.1615/jenvironpatholtoxicoloncol.2021038118. [PMID: 34587404]
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