Dimethylbenzimidazole (BioDeep_00000001845)
Secondary id: BioDeep_00000405722, BioDeep_00000415896, BioDeep_00000419327
human metabolite PANOMIX_OTCML-2023 Endogenous BioNovoGene_Lab2019
代谢物信息卡片
5,6-Dimethylbenzimidazole hydrochloride
化学式: C9H10N2 (146.0844)
中文名称: 5,6-二甲基苯并咪唑(5,6-DBI), 5,6-二甲基苯并咪唑
谱图信息:
最多检出来源 Homo sapiens(otcml) 2.14%
分子结构信息
SMILES: CC1=CC2=C(C=C1C)N=CN2
InChI: InChI=1S/C9H10N2/c1-6-3-8-9(4-7(6)2)11-5-10-8/h3-5H,1-2H3,(H,10,11)
描述信息
Dimethylbenzimidazole is an intermediate in Riboflavin metabolism. Dimethylbenzimidazole is the second to last step for the synthesis of alpha-Ribazole. It is converted from Riboflavin then it is converted to N1-(5-Phospho-alpha-D-ribosyl)-5,6-dimethylbenzimidazole via the enzyme nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase (EC 2.4.2.21).
Dimethylbenzimidazole is an intermediate in Riboflavin metabolism.
KEIO_ID D087
5,6-Dimethyl-1H-benzo[d]imidazole is an endogenous metabolite.
同义名列表
16 个代谢物同义名
5,6-Dimethylbenzimidazole hydrochloride; 5,6-dimethyl-1H-1,3-benzodiazole; 5,6-dimethyl-1H-benzoimidazole; 5,6-Dimethyl-1H-benzimidazole; 5,6-Dimethylbenzimidazole; 5,6-Dimethylbenzimidazol; Dimethylbenzimidazole; DimezolDimedazol; Dimedazole; Dimedazol; Dimezol; Dimesol; 5,6-Dimethylbenzimidazole; 5,6-Dimethyl-1H-benzo[d]imidazole; Dimethylbenzimidazole; 5,6-Dimethylbenzimidazole
数据库引用编号
26 个数据库交叉引用编号
- ChEBI: CHEBI:15890
- KEGG: C03114
- PubChem: 675
- HMDB: HMDB0003701
- Metlin: METLIN4161
- DrugBank: DB02591
- ChEMBL: CHEMBL351132
- Wikipedia: Dimethylbenzimidazole
- MetaCyc: DIMETHYLBENZIMIDAZOLE
- foodb: FDB023216
- chemspider: 655
- CAS: 582-60-5
- MoNA: KO002754
- MoNA: KO002755
- MoNA: KO002751
- MoNA: KO002752
- MoNA: KO002753
- PMhub: MS000001286
- PubChem: 6009
- PDB-CCD: DMD
- 3DMET: B00544
- NIKKAJI: J69.209C
- RefMet: Dimethylbenzimidazole
- medchemexpress: HY-W017511
- BioNovoGene_Lab2019: BioNovoGene_Lab2019-605
- KNApSAcK: 15890
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
61 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(54)
- adenosylcobalamin biosynthesis from adenosylcobinamide-GDP I:
5,6-dimethylbenzimidazole + NaMN ⟶ α-ribazole 5'-phosphate + H+ + nicotinate - adenosylcobalamin biosynthesis from cobyrinate a,c-diamide I:
5,6-dimethylbenzimidazole + NaMN ⟶ α-ribazole 5'-phosphate + H+ + nicotinate - adenosylcobalamin biosynthesis from cobyrinate a,c-diamide II:
5,6-dimethylbenzimidazole + NaMN ⟶ α-ribazole 5'-phosphate + H+ + nicotinate - adenosylcobalamin biosynthesis from cobyrinate a,c-diamide I:
H2O + adenosylcobalamin 5'-phosphate ⟶ adenosylcobalamin + phosphate - adenosylcobalamin biosynthesis from cobyrinate a,c-diamide II:
α-ribazole + adenosylcobinamide-GDP ⟶ GMP + H+ + adenosylcobalamin - adenosylcobalamin salvage from cobinamide II:
H2O + adenosylcobalamin 5'-phosphate ⟶ adenosylcobalamin + phosphate - adenosylcobalamin biosynthesis from cobyrinate a,c-diamide I:
H2O + adenosylcobalamin 5'-phosphate ⟶ adenosylcobalamin + phosphate - adenosylcobalamin salvage from cobinamide I:
5,6-dimethylbenzimidazole + NaMN ⟶ α-ribazole 5'-phosphate + H+ + nicotinate - 5,6-dimethylbenzimidazole biosynthesis I (aerobic):
FMNH2 + O2 ⟶ 5,6-dimethylbenzimidazole + D-erythrose 4-phosphate + dialurate - 5,6-dimethylbenzimidazole biosynthesis II (anaerobic):
5-hydroxybenzimidazole + SAM ⟶ 5-methoxybenzimidazole + H+ + SAH - adenosylcobalamin biosynthesis from adenosylcobinamide-GDP I:
H2O + adenosylcobalamin 5'-phosphate ⟶ adenosylcobalamin + phosphate - adenosylcobalamin biosynthesis from cobyrinate a,c-diamide I:
H2O + adenosylcobalamin 5'-phosphate ⟶ adenosylcobalamin + phosphate - adenosylcobalamin salvage from cobinamide I:
H2O + adenosylcobalamin 5'-phosphate ⟶ adenosylcobalamin + phosphate - adenosylcobalamin biosynthesis from cobyrinate a,c-diamide II:
5,6-dimethylbenzimidazole + NaMN ⟶ α-ribazole 5'-phosphate + H+ + nicotinate - adenosylcobalamin biosynthesis from cobyrinate a,c-diamide II:
α-ribazole + adenosylcobinamide-GDP ⟶ GMP + H+ + adenosylcobalamin - adenosylcobalamin biosynthesis from cobyrinate a,c-diamide I:
5,6-dimethylbenzimidazole + NaMN ⟶ α-ribazole 5'-phosphate + H+ + nicotinate - 5,6-dimethylbenzimidazole biosynthesis I (aerobic):
FMNH2 + O2 ⟶ 5,6-dimethylbenzimidazole + D-erythrose 4-phosphate + dialurate - adenosylcobalamin biosynthesis from adenosylcobinamide-GDP I:
5,6-dimethylbenzimidazole + NaMN ⟶ α-ribazole 5'-phosphate + H+ + nicotinate - adenosylcobalamin biosynthesis from cobyrinate a,c-diamide II:
α-ribazole + adenosylcobinamide-GDP ⟶ GMP + H+ + adenosylcobalamin - adenosylcobalamin biosynthesis from cobyrinate a,c-diamide I:
H2O + adenosylcobalamin 5'-phosphate ⟶ adenosylcobalamin + phosphate - adenosylcobalamin salvage from cobinamide I:
5,6-dimethylbenzimidazole + NaMN ⟶ α-ribazole 5'-phosphate + H+ + nicotinate - adenosylcobalamin biosynthesis from cobyrinate a,c-diamide I:
5,6-dimethylbenzimidazole + NaMN ⟶ α-ribazole 5'-phosphate + H+ + nicotinate - adenosylcobalamin biosynthesis from cobyrinate a,c-diamide II:
5,6-dimethylbenzimidazole + NaMN ⟶ α-ribazole 5'-phosphate + H+ + nicotinate - adenosylcobalamin biosynthesis from cobyrinate a,c-diamide I:
5,6-dimethylbenzimidazole + NaMN ⟶ α-ribazole 5'-phosphate + H+ + nicotinate - adenosylcobalamin biosynthesis from cobyrinate a,c-diamide II:
5,6-dimethylbenzimidazole + NaMN ⟶ α-ribazole 5'-phosphate + H+ + nicotinate - adenosylcobalamin biosynthesis from adenosylcobinamide-GDP I:
5,6-dimethylbenzimidazole + NaMN ⟶ α-ribazole 5'-phosphate + H+ + nicotinate - 5,6-dimethylbenzimidazole biosynthesis I (aerobic):
FMNH2 + O2 ⟶ 5,6-dimethylbenzimidazole + D-erythrose 4-phosphate + dialurate - adenosylcobalamin biosynthesis from adenosylcobinamide-GDP I:
H2O + adenosylcobalamin 5'-phosphate ⟶ adenosylcobalamin + phosphate - adenosylcobalamin biosynthesis from cobyrinate a,c-diamide I:
H2O + adenosylcobalamin 5'-phosphate ⟶ adenosylcobalamin + phosphate - adenosylcobalamin salvage from cobinamide I:
H2O + adenosylcobalamin 5'-phosphate ⟶ adenosylcobalamin + phosphate - adenosylcobalamin biosynthesis from cobyrinate a,c-diamide II:
α-ribazole + adenosylcobinamide-GDP ⟶ GMP + H+ + adenosylcobalamin - adenosylcobalamin biosynthesis II (aerobic):
H2O + adenosylcobalamin 5'-phosphate ⟶ adenosylcobalamin + phosphate - 5,6-dimethylbenzimidazole biosynthesis I (aerobic):
FMNH2 + NAD(P)+ ⟶ FMN + H+ + NAD(P)H - 5,6-dimethylbenzimidazole biosynthesis I (aerobic):
FMNH2 + NAD(P)+ ⟶ FMN + H+ + NAD(P)H - adenosylcobalamin biosynthesis from cobyrinate a,c-diamide I:
5,6-dimethylbenzimidazole + NaMN ⟶ α-ribazole 5'-phosphate + H+ + nicotinate - adenosylcobalamin biosynthesis from cobyrinate a,c-diamide II:
5,6-dimethylbenzimidazole + NaMN ⟶ α-ribazole 5'-phosphate + H+ + nicotinate - adenosylcobalamin biosynthesis II (late cobalt incorporation):
5,6-dimethylbenzimidazole + NaMN ⟶ α-ribazole 5'-phosphate + H+ + nicotinate - adenosylcobalamin salvage from cobinamide I:
5,6-dimethylbenzimidazole + NaMN ⟶ α-ribazole 5'-phosphate + H+ + nicotinate - adenosylcobalamin salvage from cobinamide I:
5,6-dimethylbenzimidazole + NaMN ⟶ α-ribazole 5'-phosphate + H+ + nicotinate - adenosylcobalamin salvage from cobinamide II:
(R)-1-amino-2-propanol O-2-phosphate + ATP + adenosyl-cobyrate ⟶ ADP + H+ + adenosyl-cobinamide phosphate + phosphate - adenosylcobalamin biosynthesis II (late cobalt incorporation):
(R)-1-amino-2-propanol O-2-phosphate + ATP + adenosyl-cobyrate ⟶ ADP + H+ + adenosyl-cobinamide phosphate + phosphate - adenosylcobalamin biosynthesis I (early cobalt insertion):
(R)-1-amino-2-propanol O-2-phosphate + ATP + adenosyl-cobyrate ⟶ ADP + H+ + adenosyl-cobinamide phosphate + phosphate - adenosylcobalamin biosynthesis from cobyrinate a,c-diamide I:
(R)-1-amino-2-propanol O-2-phosphate + ATP + adenosyl-cobyrate ⟶ ADP + H+ + adenosyl-cobinamide phosphate + phosphate - adenosylcobalamin salvage from cobinamide I:
ATP + adenosylcobinamide ⟶ ADP + H+ + adenosyl-cobinamide phosphate - adenosylcobalamin biosynthesis from cobyrinate a,c-diamide II:
(R)-1-amino-2-propanol O-2-phosphate + ATP + adenosyl-cobyrate ⟶ ADP + H+ + adenosyl-cobinamide phosphate + phosphate - adenosylcobalamin biosynthesis from cobyrinate a,c-diamide II:
β-nicotinate D-ribonucleotide + 5,6-dimethylbenzimidazole ⟶ α-ribazole-5'-phosphate + H+ + nicotinate - adenosylcobalamin biosynthesis I (early cobalt insertion):
β-nicotinate D-ribonucleotide + 5,6-dimethylbenzimidazole ⟶ α-ribazole-5'-phosphate + H+ + nicotinate - adenosylcobalamin biosynthesis from cobyrinate a,c-diamide I:
β-nicotinate D-ribonucleotide + 5,6-dimethylbenzimidazole ⟶ α-ribazole-5'-phosphate + H+ + nicotinate - adenosylcobalamin biosynthesis II (late cobalt incorporation):
β-nicotinate D-ribonucleotide + 5,6-dimethylbenzimidazole ⟶ α-ribazole-5'-phosphate + H+ + nicotinate - adenosylcobalamin biosynthesis I (early cobalt insertion):
β-nicotinate D-ribonucleotide + 5,6-dimethylbenzimidazole ⟶ α-ribazole-5'-phosphate + H+ + nicotinate - adenosylcobalamin biosynthesis from cobyrinate a,c-diamide II:
β-nicotinate D-ribonucleotide + 5,6-dimethylbenzimidazole ⟶ α-ribazole-5'-phosphate + H+ + nicotinate - adenosylcobalamin biosynthesis II (late cobalt incorporation):
β-nicotinate D-ribonucleotide + 5,6-dimethylbenzimidazole ⟶ α-ribazole-5'-phosphate + H+ + nicotinate - adenosylcobalamin biosynthesis from cobyrinate a,c-diamide I:
β-nicotinate D-ribonucleotide + 5,6-dimethylbenzimidazole ⟶ α-ribazole-5'-phosphate + H+ + nicotinate - adenosylcobalamin salvage from cobinamide I:
5,6-dimethylbenzimidazole + NaMN ⟶ α-ribazole 5'-phosphate + H+ + nicotinate
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(7)
- Adenosylcobalamin Salvage from Cobinamide:
Adenosine triphosphate + Cyanocobalamin + Water ⟶ Adenosine diphosphate + Cyanocobalamin + Hydrogen Ion + Phosphate - Riboflavin Metabolism:
FAD + Water ⟶ Adenosine monophosphate + Flavin Mononucleotide - Riboflavin Metabolism:
FAD + Water ⟶ Adenosine monophosphate + Flavin Mononucleotide - Riboflavin Metabolism:
FAD + Water ⟶ Adenosine monophosphate + Flavin Mononucleotide - Riboflavin Metabolism:
FAD + Water ⟶ Adenosine monophosphate + Flavin Mononucleotide - Riboflavin Metabolism:
FAD + Water ⟶ Adenosine monophosphate + Flavin Mononucleotide - Adenosylcobalamin Salvage from Cobinamide:
Adenosine triphosphate + Cobinamide + Water ⟶ Adenosine diphosphate + Cobinamide + Hydrogen Ion + Phosphate
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
- Guogang Deng, Bei Zhou, Jing Wang, Zhuo Chen, Liang Gong, Yaxiao Gong, Dongmei Wu, Yan Li, Hongbin Zhang, Xiaodong Yang. Synthesis and antitumor activity of novel steroidal imidazolium salt derivatives.
European journal of medicinal chemistry.
2019 Apr; 168(?):232-252. doi:
10.1016/j.ejmech.2019.02.025. [PMID: 30822712] - D M Wang, B X Zhang, J K Wang, H Y Liu, J X Liu. Short communication: Effects of dietary 5,6-dimethylbenzimidazole supplementation on vitamin B12 supply, lactation performance, and energy balance in dairy cows during the transition period and early lactation.
Journal of dairy science.
2018 Mar; 101(3):2144-2147. doi:
10.3168/jds.2017-13725. [PMID: 29290452] - Yujie Men, Erica C Seth, Shan Yi, Terence S Crofts, Robert H Allen, Michiko E Taga, Lisa Alvarez-Cohen. Identification of specific corrinoids reveals corrinoid modification in dechlorinating microbial communities.
Environmental microbiology.
2015 Dec; 17(12):4873-84. doi:
10.1111/1462-2920.12500. [PMID: 24803319] - Amrita B Hazra, Andrew W Han, Angad P Mehta, Kenny C Mok, Vadim Osadchiy, Tadhg P Begley, Michiko E Taga. Anaerobic biosynthesis of the lower ligand of vitamin B12.
Proceedings of the National Academy of Sciences of the United States of America.
2015 Aug; 112(34):10792-7. doi:
10.1073/pnas.1509132112. [PMID: 26246619] - A Brito, J Chiquette, S P Stabler, R H Allen, C L Girard. Supplementing lactating dairy cows with a vitamin B12 precursor, 5,6-dimethylbenzimidazole, increases the apparent ruminal synthesis of vitamin B12.
Animal : an international journal of animal bioscience.
2015 Jan; 9(1):67-75. doi:
10.1017/s1751731114002201. [PMID: 25171056] - Amrita B Hazra, Jennifer L A Tran, Terence S Crofts, Michiko E Taga. Analysis of substrate specificity in CobT homologs reveals widespread preference for DMB, the lower axial ligand of vitamin B(12).
Chemistry & biology.
2013 Oct; 20(10):1275-85. doi:
10.1016/j.chembiol.2013.08.007. [PMID: 24055005] - Ta-Yi Yu, Kenny C Mok, Kristopher J Kennedy, Julien Valton, Karen S Anderson, Graham C Walker, Michiko E Taga. Active site residues critical for flavin binding and 5,6-dimethylbenzimidazole biosynthesis in the flavin destructase enzyme BluB.
Protein science : a publication of the Protein Society.
2012 Jun; 21(6):839-49. doi:
10.1002/pro.2068. [PMID: 22528544] - Gaya Hettiarachchi, Duc Nguyen, Jing Wu, Derick Lucas, Da Ma, Lyle Isaacs, Volker Briken. Toxicology and drug delivery by cucurbit[n]uril type molecular containers.
PloS one.
2010 May; 5(5):e10514. doi:
10.1371/journal.pone.0010514. [PMID: 20463906] - D S Froese, S Healy, M McDonald, G Kochan, U Oppermann, F H Niesen, R A Gravel. Thermolability of mutant MMACHC protein in the vitamin B12-responsive cblC disorder.
Molecular genetics and metabolism.
2010 May; 100(1):29-36. doi:
10.1016/j.ymgme.2010.02.005. [PMID: 20219402] - Jung-Feng Hsieh, Shih-Hsiung Wu, Yu-Liang Yang, Kee-Fong Choong, Shui-Tein Chen. The screening and characterization of 6-aminopurine-based xanthine oxidase inhibitors.
Bioorganic & medicinal chemistry.
2007 May; 15(10):3450-6. doi:
10.1016/j.bmc.2007.03.010. [PMID: 17379526] - Ihsan Ergün, M Cenk Akbostanci, Başol Canbakan, Bilge Koçer, Arzu Ensari, Gökhan Nergizoglu, Kenan Keven. Minimal change nephrotic syndrome with stiff-person syndrome: is there a link?.
American journal of kidney diseases : the official journal of the National Kidney Foundation.
2005 Jul; 46(1):e11-4. doi:
10.1053/j.ajkd.2005.03.009. [PMID: 15983949] - X H Jin, H M Siragy, R M Carey. Renal interstitial cGMP mediates natriuresis by direct tubule mechanism.
Hypertension (Dallas, Tex. : 1979).
2001 Sep; 38(3):309-16. doi:
10.1161/01.hyp.38.3.309. [PMID: 11566896]
