3-methylcholanthrene (BioDeep_00001873623)
Main id: BioDeep_00000009913
代谢物信息卡片
3-methylcholanthrene
化学式: C21H16 (268.1251936)
中文名称: 3-甲基胆蒽标准溶液
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC1=C2CCC3=C2C(=CC4=C3C=CC5=CC=CC=C54)C=C1
InChI: InChI=1S/C21H16/c1-13-6-7-15-12-20-17-5-3-2-4-14(17)8-9-18(20)19-11-10-16(13)21(15)19/h2-9,12H,10-11H2,1H3
数据库引用编号
8 个数据库交叉引用编号
- ChEBI: CHEBI:34342
- KEGG: C14470
- PubChem: 1674
- ChEMBL: CHEMBL40583
- MeSH: Methylcholanthrene
- CAS: 56-49-5
- PubChem: 17395470
- NIKKAJI: J2.319A
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。
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文献列表
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10.1158/0008-5472.can-09-1574. [PMID: 20332236] - Kanokwan Jarukamjorn, Sachiko Kondo, Waranya Chatuphonprasert, Tsutomu Sakuma, Yuki Kawasaki, Nobuo Nemoto. Gender-associated modulation of inducible CYP1A1 expression by andrographolide in mouse liver.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.
2010 Mar; 39(5):394-401. doi:
10.1016/j.ejps.2010.01.009. [PMID: 20117208] - Toshiyuki Tsuchiya, Makoto Umeda, Noriho Tanaka, Ayako Sakai, Hiroshi Nishiyama, Isao Yoshimura, Syozo Ajimi, Shin Asada, Masumi Asakura, Hiroshi Baba, Yasuaki Dewa, Youji Ebe, Yuichi Fushiwaki, Yuji Hagiwara, Shuichi Hamada, Tetsuo Hamamura, Yumiko Iwase, Yoshitsugu Kajiwara, Yasushi Kasahara, Yukihiko Kato, Masayoshi Kawabata, Emiko Kitada, Kazuko Kaneko, Yuko Kizaki, Kinya Kubo, Daisaku Miura, Kaori Mashiko, Fukutaro Mizuhashi, Dai Muramatsu, Madoka Nakajima, Tetsu Nakamura, Hidetoshi Oishi, Toshiaki Sasaki, Sawako Shimada, Chitose Takahashi, Yuko Takeda, Sinobu Wakuri, Nobuhiro Yajima, Satoshi Yajima, Tomoko Yatsushiro. Application of the improved BALB/c 3T3 cell transformation assay to the examination of the initiating and promoting activities of chemicals: the second interlaboratory collaborative study by the non-genotoxic carcinogen study group of Japan.
Alternatives to laboratory animals : ATLA.
2010 Mar; 38(1):11-27. doi:
10.1177/026119291003800111. [PMID: 20377301] - Subrata Deb, Stelvio M Bandiera. Characterization of a new cytochrome P450 enzyme, CYP2S1, in rats: its regulation by aryl hydrocarbon receptor agonists.
Toxicology.
2010 Jan; 267(1-3):91-8. doi:
10.1016/j.tox.2009.10.025. [PMID: 19883719] - S Selva Kumar, C M Karrunakaran, M Ram Krishna Rao, M P Balasubramanian. Indigofera aspalathoides protection against 20-methylcholanthrene-induced experimental fibrosarcoma growth after transplantation in rats - role of xenobiotic drug metabolizing enzymes.
Asian Pacific journal of cancer prevention : APJCP.
2010; 11(6):1833-8. doi:
. [PMID: 21338242] - Yvonne Chukwumah, Lloyd T Walker, Martha Verghese. Peanut skin color: a biomarker for total polyphenolic content and antioxidative capacities of peanut cultivars.
International journal of molecular sciences.
2009 Nov; 10(11):4941-4952. doi:
10.3390/ijms10114941. [PMID: 20087468] - Naveen Reddy Eruvaram, Mukul Das. Phenotype of hepatic xenobiotic metabolizing enzymes and CYP450 isoforms of sanguinarine treated rats: effect of P450 inducers on its toxicity.
Toxicology mechanisms and methods.
2009 Oct; 19(8):510-7. doi:
10.1080/15376510903313825. [PMID: 19788401] - Marie-Laure Pinel-Marie, Lydie Sparfel, Sophie Desmots, Olivier Fardel. Aryl hydrocarbon receptor-dependent induction of the NADPH oxidase subunit NCF1/p47 phox expression leading to priming of human macrophage oxidative burst.
Free radical biology & medicine.
2009 Sep; 47(6):825-34. doi:
10.1016/j.freeradbiomed.2009.06.025. [PMID: 19559082] - Mai Mukai, Kunihiro Hayakawa, Maro Okamura, Yasuhiro Tagawa, Shotaro Nakajima, Yukinori Saito, Shuhei Takahashi, Jian Yao, Daisuke Nishimura, Masahito Sugi, Masaji Matsunaga, Masanori Kitamura. Preferential blockade of dioxin-induced activation of the aryl hydrocarbon receptor by Antrodia camphorata.
Biological & pharmaceutical bulletin.
2009 Sep; 32(9):1510-5. doi:
10.1248/bpb.32.1510. [PMID: 19721224] - Rie Mukai, Hideo Satsu, Makoto Shimizu, Hitoshi Ashida. Inhibition of P-glycoprotein enhances the suppressive effect of kaempferol on transformation of the aryl hydrocarbon receptor.
Bioscience, biotechnology, and biochemistry.
2009 Jul; 73(7):1635-9. doi:
10.1271/bbb.90145. [PMID: 19584540] - Michael A Kiebish, Xianlin Han, Hua Cheng, Thomas N Seyfried. In vitro growth environment produces lipidomic and electron transport chain abnormalities in mitochondria from non-tumorigenic astrocytes and brain tumours.
ASN neuro.
2009 May; 1(3):. doi:
10.1042/an20090011. [PMID: 19570033] - Tsuyoshi Shimada, Nobuhiko Hiramatsu, Kunihiro Hayakawa, Shuhei Takahashi, Ayumi Kasai, Yasuhiro Tagawa, Mai Mukai, Jian Yao, Yoshiaki Fujii-Kuriyama, Masanori Kitamura. Dual suppression of adipogenesis by cigarette smoke through activation of the aryl hydrocarbon receptor and induction of endoplasmic reticulum stress.
American journal of physiology. Endocrinology and metabolism.
2009 Apr; 296(4):E721-30. doi:
10.1152/ajpendo.90829.2008. [PMID: 19141685] - Susumu Kodama, Kumiko Okada, Keiko Akimoto, Hideyuki Inui, Hideo Ohkawa. Recombinant aryl hydrocarbon receptors for bioassay of aryl hydrocarbon receptor ligands in transgenic tobacco plants.
Plant biotechnology journal.
2009 Feb; 7(2):119-28. doi:
10.1111/j.1467-7652.2008.00378.x. [PMID: 19055610] - Melissa Runge-Morris, Thomas A Kocarek. Regulation of sulfotransferase and UDP-glucuronosyltransferase gene expression by the PPARs.
PPAR research.
2009; 2009(?):728941. doi:
10.1155/2009/728941. [PMID: 19680455] - Robert D Finn, Colin J Henderson, Claire L Scott, C Roland Wolf. Unsaturated fatty acid regulation of cytochrome P450 expression via a CAR-dependent pathway.
The Biochemical journal.
2009 Jan; 417(1):43-54. doi:
10.1042/bj20080740. [PMID: 18778245] - Minhua Li, Bo Ye, Yuxia Zhang, Honglei Chen, Dong Xia, Mingqiu Liu, Fei Yang. Proteomic analysis of serum in lung cancer induced by 3-methylcholanthrene.
Journal of biomedicine & biotechnology.
2009; 2009(?):397910. doi:
10.1155/2009/397910. [PMID: 19794824] - Hanaa A Hassan, Sherif M El-Agmy, Rajiv L Gaur, Augusta Fernando, Madhwa Hg Raj, Allal Ouhtit. In vivo evidence of hepato- and reno-protective effect of garlic oil against sodium nitrite-induced oxidative stress.
International journal of biological sciences.
2009; 5(3):249-55. doi:
10.7150/ijbs.5.249. [PMID: 19305642] - Kumiko Hayashi, Kiyoshi Sasaki, Shin Asada, Toshiyuki Tsuchiya, Makoto Hayashi, Isao Yoshimura, Noriho Tanaka, Makoto Umeda. Technical modification of the Balb/c 3T3 cell transformation assay: the use of serum-reduced medium to optimise the practicability of the protocol.
Alternatives to laboratory animals : ATLA.
2008 Dec; 36(6):653-65. doi:
10.1177/026119290803600609. [PMID: 19154092] - Rie Mukai, Itsuko Fukuda, Shin Nishiumi, Midori Natsume, Naomi Osakabe, Ken-ichi Yoshida, Hitoshi Ashida. Cacao polyphenol extract suppresses transformation of an aryl hydrocarbon receptor in C57BL/6 mice.
Journal of agricultural and food chemistry.
2008 Nov; 56(21):10399-405. doi:
10.1021/jf802453t. [PMID: 18928297] - Tsuyoshi Shimada, Nobuhiko Hiramatsu, Ayumi Kasai, Mai Mukai, Maro Okamura, Jian Yao, Tao Huang, Minori Tamai, Shuhei Takahashi, Tomoyuki Nakamura, Masanori Kitamura. Suppression of adipocyte differentiation by Cordyceps militaris through activation of the aryl hydrocarbon receptor.
American journal of physiology. Endocrinology and metabolism.
2008 Oct; 295(4):E859-67. doi:
10.1152/ajpendo.90373.2008. [PMID: 18664595] - Xiang Xue, Ying Xiao, Hongli Zhu, Hui Wang, Yongzhen Liu, Tianpei Xie, Jin Ren. Induction of P450 1A by 3-methylcholanthrene protects mice from aristolochic acid-I-induced acute renal injury.
Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association.
2008 Oct; 23(10):3074-81. doi:
10.1093/ndt/gfn262. [PMID: 18495746] - A Schaut, S De Saeger, T Sergent, Y-J Schneider, Y Larondelle, L Pussemier, R Blank, C Van Peteghem. Liquid chromatographic methods for biotransformation studies of ochratoxin A.
Biomedical chromatography : BMC.
2008 Sep; 22(9):1013-20. doi:
10.1002/bmc.1021. [PMID: 18506683] - Yukie Yanagiba, Yuki Ito, Osamu Yamanoshita, Shu-Yun Zhang, Gen Watanabe, Kazuyoshi Taya, Chun Mei Li, Yuko Inotsume, Michihiro Kamijima, Frank J Gonzalez, Tamie Nakajima. Styrene trimer may increase thyroid hormone levels via down-regulation of the aryl hydrocarbon receptor (AhR) target gene UDP-glucuronosyltransferase.
Environmental health perspectives.
2008 Jun; 116(6):740-5. doi:
10.1289/ehp.10724. [PMID: 18560529] - Y Xiao, M Ge, X Xue, C Wang, H Wang, X Wu, L Li, L Liu, X Qi, Y Zhang, Y Li, H Luo, T Xie, J Gu, J Ren. Hepatic cytochrome P450s metabolize aristolochic acid and reduce its kidney toxicity.
Kidney international.
2008 Jun; 73(11):1231-9. doi:
10.1038/ki.2008.103. [PMID: 18368031] - Edward J Dougherty, Richard S Pollenz. Analysis of Ah receptor-ARNT and Ah receptor-ARNT2 complexes in vitro and in cell culture.
Toxicological sciences : an official journal of the Society of Toxicology.
2008 May; 103(1):191-206. doi:
10.1093/toxsci/kfm300. [PMID: 18096572] - Jun-Jie Yin, Qingsu Xia, Shu-Hui Cherng, I-Wah Tang, Peter P Fu, Ge Lin, Hongtao Yu, Diógenes Herreño Sáenz. UVA photoirradiation of oxygenated benz[a]anthracene and 3-methylcholanthene--generation of singlet oxygen and induction of lipid peroxidation.
International journal of environmental research and public health.
2008 Mar; 5(1):26-31. doi:
10.3390/ijerph5010026. [PMID: 18441402] - Violetta Krajka-Kuźniak, Jolanta Kaczmarek, Wanda Baer-Dubowska. Effect of naturally occurring phenolic acids on the expression of glutathione S-transferase isozymes in the rat.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2008 Mar; 46(3):1097-102. doi:
10.1016/j.fct.2007.11.004. [PMID: 18155342] - Ayumi Kasai, Nobuhiko Hiramatsu, Kunihiro Hayakawa, Jian Yao, Masanori Kitamura. Direct, continuous monitoring of air pollution by transgenic sensor mice responsive to halogenated and polycyclic aromatic hydrocarbons.
Environmental health perspectives.
2008 Mar; 116(3):349-54. doi:
10.1289/ehp.10722. [PMID: 18335102] - M Ozkarsli, H Sevim, A Sen. In vivo effects of Urtica urens (dwarf nettle) on the expression of CYP1A in control and 3-methylcholanthrene-exposed rats.
Xenobiotica; the fate of foreign compounds in biological systems.
2008 Jan; 38(1):48-61. doi:
10.1080/00498250701713968. [PMID: 18098063] - Susumu Kodama, Kumiko Okada, Hideyuki Inui, Hideo Ohkawa. Aryl hydrocarbon receptor (AhR)-mediated reporter gene expression systems in transgenic tobacco plants.
Planta.
2007 Dec; 227(1):37-45. doi:
10.1007/s00425-007-0592-1. [PMID: 17879099] - Shipra Rastogi, Yogeshwer Shukla, Bhola N Paul, D Kar Chowdhuri, Subhash K Khanna, Mukul Das. Protective effect of Ocimum sanctum on 3-methylcholanthrene, 7,12-dimethylbenz(a)anthracene and aflatoxin B1 induced skin tumorigenesis in mice.
Toxicology and applied pharmacology.
2007 Nov; 224(3):228-40. doi:
10.1016/j.taap.2007.05.020. [PMID: 17669454] - Ya-Jie Tang, Hong-Mei Li, Jean-François P Hamel. Suspension culture process of MethA tumor cell for the production of heat-shock protein glycoprotein 96: process optimization in spinner flasks.
Biotechnology progress.
2007 Nov; 23(6):1363-77. doi:
10.1021/bp0702774. [PMID: 17944484] - Michael J Leaver, Joy Wright, Paul Hodgson, Evridiki Boukouvala, Stephen G George. Piscine UDP-glucuronosyltransferase 1B.
Aquatic toxicology (Amsterdam, Netherlands).
2007 Oct; 84(3):356-365. doi:
10.1016/j.aquatox.2007.06.015. [PMID: 17686537] - Robert D Finn, Aileen W McLaren, Dianne Carrie, Colin J Henderson, C Roland Wolf. Conditional deletion of cytochrome P450 oxidoreductase in the liver and gastrointestinal tract: a new model for studying the functions of the P450 system.
The Journal of pharmacology and experimental therapeutics.
2007 Jul; 322(1):40-7. doi:
10.1124/jpet.107.121780. [PMID: 17435107] - Chiho Ohta, Mikiko Matsuoka, Koichi Haraguchi, Yoshihisa Kato, Tetsuya Endo, Nobuyuki Koga. [Metabolism of 2,2',4,5,5'-pentachlorobiphenyl (CB101) by liver microsomes of rats, hamsters and guinea pigs].
Fukuoka igaku zasshi = Hukuoka acta medica.
2007 May; 98(5):236-44. doi:
. [PMID: 17642303] - Takeshi Shiraiwa, Naoya Kamiyama, Makoto Kashiwayanagi. Decreases in urinary pheromonal activities in male mice after exposure to 3-methylchoranthrene.
Toxicology letters.
2007 Mar; 169(2):137-44. doi:
10.1016/j.toxlet.2006.12.010. [PMID: 17275221] - Young H Choi, Soo K Bae, Sun O Kim, Myung G Lee. Pharmacokinetics of 5-fluorouracil in mutant Nagase analbuminemic rats: faster metabolism of 5-fluorouracil via CYP1A.
Biopharmaceutics & drug disposition.
2007 Mar; 28(2):87-95. doi:
10.1002/bdd.534. [PMID: 17230597] - Weihua Zhou, Purna Mukherjee, Michael A Kiebish, William T Markis, John G Mantis, Thomas N Seyfried. The calorically restricted ketogenic diet, an effective alternative therapy for malignant brain cancer.
Nutrition & metabolism.
2007 Feb; 4(?):5. doi:
10.1186/1743-7075-4-5. [PMID: 17313687]