6-Benzylaminopurine (BioDeep_00000001763)

 

Secondary id: BioDeep_00000420937, BioDeep_00001893685

human metabolite PANOMIX_OTCML-2023 Plant Hormones Volatile Flavor Compounds


代谢物信息卡片


N-(Phenylmethyl)-1H-purin-6-amine

化学式: C12H11N5 (225.1014406)
中文名称: 6-苄氨基嘌呤
谱图信息: 最多检出来源 Viridiplantae(plant) 0.56%

分子结构信息

SMILES: C(NC1=C2N=CN=C2N=CN1)C1=CC=CC=C1
InChI: InChI=1S/C12H11N5/c1-2-4-9(5-3-1)6-13-11-10-12(15-7-14-10)17-8-16-11/h1-5,7-8H,6H2,(H2,13,14,15,16,17)

描述信息

6-Benzylaminopurine (6-BAP), also known as N6-benzyladenine or cytokinin B, belongs to the class of organic compounds known as 6-alkylaminopurines. 6-Alkylaminopurines are compounds that contain an alkylamine group attached at the 6-position of a purine. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring. 6-Benzylaminopurine is a very strong basic compound (based on its pKa). Outside of the human body, 6-benzylaminopurine has been detected, but not quantified in, garden tomato (var.) and wild celeries. This could make 6-benzylaminopurine a potential biomarker for the consumption of these foods. 6-Benzylaminopurine is a synthetic cytokinin applied externally postharvest to maintain the quality, delay senescence, and improve the nutritional value of green vegetables (PMID: 22148319).
6-Benzylaminopurine, benzyl adenine or BAP is a first-generation synthetic cytokinin which elicits plant growth and development responses, setting blossoms and stimulating fruit richness by stimulating cell division. It is an inhibitor of respiratory kinase in plants, and increases post-harvest life of green vegetables. Cytokinin B is found in wild celery and garden tomato (variety).
CONFIDENCE standard compound; INTERNAL_ID 202; DATASET 20200303_ENTACT_RP_MIX501; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 6963; ORIGINAL_PRECURSOR_SCAN_NO 6960
CONFIDENCE standard compound; INTERNAL_ID 202; DATASET 20200303_ENTACT_RP_MIX501; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3175; ORIGINAL_PRECURSOR_SCAN_NO 3173
CONFIDENCE standard compound; INTERNAL_ID 202; DATASET 20200303_ENTACT_RP_MIX501; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 6962; ORIGINAL_PRECURSOR_SCAN_NO 6960
CONFIDENCE standard compound; INTERNAL_ID 202; DATASET 20200303_ENTACT_RP_MIX501; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 6947; ORIGINAL_PRECURSOR_SCAN_NO 6945
CONFIDENCE standard compound; INTERNAL_ID 202; DATASET 20200303_ENTACT_RP_MIX501; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 6966; ORIGINAL_PRECURSOR_SCAN_NO 6965
CONFIDENCE standard compound; INTERNAL_ID 202; DATASET 20200303_ENTACT_RP_MIX501; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 6971; ORIGINAL_PRECURSOR_SCAN_NO 6967
CONFIDENCE standard compound; INTERNAL_ID 202; DATASET 20200303_ENTACT_RP_MIX501; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3236; ORIGINAL_PRECURSOR_SCAN_NO 3235
CONFIDENCE standard compound; INTERNAL_ID 202; DATASET 20200303_ENTACT_RP_MIX501; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 6911; ORIGINAL_PRECURSOR_SCAN_NO 6907
CONFIDENCE standard compound; INTERNAL_ID 202; DATASET 20200303_ENTACT_RP_MIX501; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3181; ORIGINAL_PRECURSOR_SCAN_NO 3179
CONFIDENCE standard compound; INTERNAL_ID 202; DATASET 20200303_ENTACT_RP_MIX501; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3214; ORIGINAL_PRECURSOR_SCAN_NO 3213
CONFIDENCE standard compound; INTERNAL_ID 202; DATASET 20200303_ENTACT_RP_MIX501; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 3173; ORIGINAL_PRECURSOR_SCAN_NO 3171
D006133 - Growth Substances > D010937 - Plant Growth Regulators
KEIO_ID B015; [MS2] KO008874
KEIO_ID B015
6-Benzylaminopurine (Benzyladenine) is the first cytokinin that causes plant growth and development by stimulating cell division and inhibiting respiratory kinases, thereby prolonging the preservation of green vegetables[1].
6-Benzylaminopurine is the first cytokinin that causes plant growth and development by stimulating cell division and inhibiting respiratory kinases, thereby prolonging the preservation of green vegetables.

同义名列表

33 个代谢物同义名

N-(Phenylmethyl)-1H-purin-6-amine; 6-[(Phenylmethyl)amino]-9H-purine; N-(Phenylmethyl)-9H-purin-6-amine; N-benzyl-7H-purin-1-ium-6-amine; N-Benzyl-1H-purin-6-amine; N-BENZYL-9H-purin-6-amine; N(6)-(Benzylamino)purine; Benzyl(purin-6-yl)amine; 6-(N-Benzylamino)purine; N(6)-Benzylaminopurine; N6-(Benzylamino)purine; 6-(Benzylamino)purine; Aminopurine, 6-benzyl; N6-Benzylaminopurine; 6-Benzylaminoadenine; 6-benzylaminopurine; N(6)-Benzyladenine; 6-Benzylaminopurin; Benzylaminopurine; N-6-Benzyladenine; N-Benzyl-adenine; 6-Benzyl adenine; N6-Benzyladenine; N-Benzyladenine; 6-Benzyladenine; Benzyladenine; Cytokinin b; 6-BA CPD; 6-BAP; 6-BA; BAP; Ba; 6-Benzylaminopurine



数据库引用编号

43 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(1)

代谢反应

480 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(4)

WikiPathways(0)

Plant Reactome(292)

INOH(0)

PlantCyc(184)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

5 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

  • Galal I Eliwa, El-Refaey F El-Dengawy, Mohamed S Gawish, Mona M Yamany. Comprehensive study on in vitro propagation of some imported peach rootstocks: in vitro explant surface sterilization and bud proliferation. Scientific reports. 2024 03; 14(1):5586. doi: 10.1038/s41598-024-55685-3. [PMID: 38454056]
  • Alejandro Torres-Haro, Jorge Verdín, Manuel R Kirchmayr, Melchor Arellano-Plaza. Combined 6-benzylaminopurine and H2O2 stimulate the astaxanthin biosynthesis in Xanthophyllomyces dendrorhous. Applied microbiology and biotechnology. 2024 Jan; 108(1):158. doi: 10.1007/s00253-023-12875-9. [PMID: 38252271]
  • Marziyeh Jafari, Mohammad Hosein Daneshvar. Machine learning-mediated Passiflora caerulea callogenesis optimization. PloS one. 2024; 19(1):e0292359. doi: 10.1371/journal.pone.0292359. [PMID: 38266002]
  • Denis O Omelchenko, Elena S Glagoleva, Anna Y Stepanova, Maria D Logacheva. Callus Induction Followed by Regeneration and Hairy Root Induction in Common Buckwheat. Methods in molecular biology (Clifton, N.J.). 2024; 2791(?):1-14. doi: 10.1007/978-1-0716-3794-4_1. [PMID: 38532087]
  • Guiyi Gong, Hiotong Kam, Yubin Bai, Wai San Cheang, Shuilong Wu, Xiaoning Cheng, John P Giesy, Simon Ming-Yuen Lee. 6-benzylaminopurine causes endothelial dysfunctions to human umbilical vein endothelial cells and exacerbates atorvastatin-induced cerebral hemorrhage in zebrafish. Environmental toxicology. 2023 Nov; ?(?):. doi: 10.1002/tox.24012. [PMID: 37929299]
  • Anna V Shirokova, Lev B Dmitriev, Sergey L Belopukhov, Valeria L Dmitrieva, Irina L Danilova, Viktor A Kharchenko, Olga A Pekhova, Elena F Myagkih, Andrey N Tsitsilin, Alexander A Gulevich, Ekaterina V Zhuravleva, Yulia N Kostanchuk, Ekaterina N Baranova. The Accumulation of Volatile Compounds and the Change in the Morphology of the Leaf Wax Cover Accompanied the "Anti-Aging" Effect in Anethum graveolens L. Plants Sprayed with 6-Benzylaminopurine. International journal of molecular sciences. 2023 Oct; 24(20):. doi: 10.3390/ijms242015137. [PMID: 37894818]
  • Qiqi Quan, Zhiwei Liu, Zhaodong Li, Kangliang Pan, Anastasios Koidis, Yi Lei, Xiaoqin Yu, Qiuhua Mo, Xinan Huang, Hongtao Lei. Authenticating Emergent Adulterant 6-Benzylaminopurine in Bean Sprouts: Virtual Hapten Similarity Enhanced Immunoassay. Journal of agricultural and food chemistry. 2023 May; 71(21):8203-8210. doi: 10.1021/acs.jafc.3c01696. [PMID: 37199564]
  • Guiyi Gong, Hiotong Kam, Yubin Bai, Hongxia Zhao, John P Giesy, Simon Ming-Yuen Lee. 6-Benzylaminopurine causes lipid dyshomeostasis via disruption of glycerophospholipid metabolism in zebrafish. The Science of the total environment. 2023 Mar; 878(?):163194. doi: 10.1016/j.scitotenv.2023.163194. [PMID: 37001669]
  • Xinyuan Li, Meiling Gao, Yu Guo, Ziwei Zhang, Zhaomin Zhang, Li Chi, Zhongcheng Qu, Lei Wang, Rongyan Huang. 6-Benzyladenine alleviates NaCl stress in watermelon (Citrullus lanatus) seedlings by improving photosynthesis and upregulating antioxidant defences. Functional plant biology : FPB. 2022 Dec; ?(?):. doi: 10.1071/fp22047. [PMID: 36456536]
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  • Mengying Yang, Jialu Luan, Yixin Xu, Chengtian Zhao, Mingzhu Sun, Xizeng Feng. Cardiotoxicity of Zebrafish Induced by 6-Benzylaminopurine Exposure and Its Mechanism. International journal of molecular sciences. 2022 Jul; 23(15):. doi: 10.3390/ijms23158438. [PMID: 35955574]
  • Ci-Mei Wang, Ying-Ying Yang, Nan-Hui Chen, Ze-Xiang Zeng, Shu-Juan Ji, Wei Shan, Jian-Fei Kuang, Wang-Jin Lu, Xin-Guo Su, Jian-Ye Chen, Ya-Ting Zhao. Physiological and transcription analyses reveal regulatory pathways of 6-benzylaminopurine delaying leaf senescence and maintaining quality in postharvest Chinese flowering cabbage. Food research international (Ottawa, Ont.). 2022 07; 157(?):111455. doi: 10.1016/j.foodres.2022.111455. [PMID: 35761692]
  • Jingtong Ruan, Peishan Yi. Exogenous 6-benzylaminopurine inhibits tip growth and cytokinesis via regulating actin dynamics in the moss Physcomitrium patens. Planta. 2022 May; 256(1):1. doi: 10.1007/s00425-022-03914-2. [PMID: 35616774]
  • Guiyi Gong, Hiotong Kam, Hanbin Chen, Yan Chen, Wai San Cheang, John P Giesy, Qiaohong Zhou, Simon Ming-Yuen Lee. Role of endocrine disruption in toxicity of 6-benzylaminopurine (6-BA) to early-life stages of Zebrafish. Ecotoxicology and environmental safety. 2022 Mar; 232(?):113287. doi: 10.1016/j.ecoenv.2022.113287. [PMID: 35149407]
  • Juan Hu, Baizhao Ren, Shuting Dong, Peng Liu, Bin Zhao, Jiwang Zhang. 6-Benzyladenine increasing subsequent waterlogging-induced waterlogging tolerance of summer maize by increasing hormone signal transduction. Annals of the New York Academy of Sciences. 2022 03; 1509(1):89-112. doi: 10.1111/nyas.14708. [PMID: 34766352]
  • Puthukkolli P Sameena, Hazem M Kalaji, Krystyna Żuk-Gołaszewska, Tomasz Horaczek, Edyta Sierka, Jos T Puthur. 6-Benzylaminopurine Alleviates the Impact of Cu2+ Toxicity on Photosynthetic Performance of Ricinus communis L. Seedlings. International journal of molecular sciences. 2021 Dec; 22(24):. doi: 10.3390/ijms222413349. [PMID: 34948146]
  • Xuan Xu, Sylvain Legay, Roberto Berni, Jean-Francois Hausman, Gea Guerriero. Transcriptomic Changes in Internode Explants of Stinging Nettle during Callogenesis. International journal of molecular sciences. 2021 Nov; 22(22):. doi: 10.3390/ijms222212319. [PMID: 34830202]
  • Mengying Yang, Jiaxing Huang, Shuhui Zhang, Xin Zhao, Daofu Feng, Xizeng Feng. Melatonin mitigated circadian disruption and cardiovascular toxicity caused by 6-benzylaminopurine exposure in zebrafish. Ecotoxicology and environmental safety. 2021 Oct; 223(?):112555. doi: 10.1016/j.ecoenv.2021.112555. [PMID: 34332249]
  • Izabela Grzegorczyk-Karolak, Katarzyna Hnatuszko-Konka, Marta Krzemińska, Monika A Olszewska, Aleksandra Owczarek. Cytokinin-Based Tissue Cultures for Stable Medicinal Plant Production: Regeneration and Phytochemical Profiling of Salvia bulleyana Shoots. Biomolecules. 2021 10; 11(10):. doi: 10.3390/biom11101513. [PMID: 34680145]
  • Mat Yunus Najhah, Hawa Z E Jaafar, Jaafar Juju Nakasha, Mansor Hakiman. Shoot Multiplication and Callus Induction of Labisia pumila var. alata as Influenced by Different Plant Growth Regulators Treatments and Its Polyphenolic Activities Compared with the Wild Plant. Molecules (Basel, Switzerland). 2021 May; 26(11):. doi: 10.3390/molecules26113229. [PMID: 34072168]
  • Ivan Chóez-Guaranda, José García, Carolina Sánchez, Carlos Pesantes, José Flores, Patricia Manzano. Identification of lupeol produced by Vernonanthura patens (Kunth) H. Rob. leaf callus culture. Natural product research. 2021 Feb; 35(3):503-507. doi: 10.1080/14786419.2019.1636239. [PMID: 31282206]
  • Muhammad Kamran, Mohammad Danish, Muhammad Hamzah Saleem, Zaffar Malik, Aasma Parveen, Ghulam Hassan Abbasi, Moazzam Jamil, Shafaqat Ali, Sobia Afzal, Muhammad Riaz, Muhammad Rizwan, Muhammad Ali, Yaoyu Zhou. Application of abscisic acid and 6-benzylaminopurine modulated morpho-physiological and antioxidative defense responses of tomato (Solanum lycopersicum L.) by minimizing cobalt uptake. Chemosphere. 2021 Jan; 263(?):128169. doi: 10.1016/j.chemosphere.2020.128169. [PMID: 33297138]
  • Jakub Lang, Jędrzej Pankowski, Piotr Grabarz, Bartosz Pluciński, Paweł Jedynak. Comparing the effects of different exogenous hormone combinations on seed-derived callus induction in Nicotiana tabacum. Acta biochimica Polonica. 2020 Nov; 67(4):449-452. doi: 10.18388/abp.2020_5456. [PMID: 33245659]
  • J Mao, C Niu, K Li, M Mobeen Tahir, A Khan, H Wang, S Li, Y Liang, G Li, Z Yang, L Zuo, M Han, X Ren, N An, D Zhang. Exogenous 6-benzyladenine application affects root morphology by altering hormone status and gene expression of developing lateral roots in Malus hupehensis. Plant biology (Stuttgart, Germany). 2020 Nov; 22(6):1150-1159. doi: 10.1111/plb.13154. [PMID: 32597557]
  • Sissi Miguel, Cindy Michel, Flore Biteau, Alain Hehn, Frédéric Bourgaud. In vitro plant regeneration and Agrobacterium-mediated genetic transformation of a carnivorous plant, Nepenthes mirabilis. Scientific reports. 2020 10; 10(1):17482. doi: 10.1038/s41598-020-74108-7. [PMID: 33060701]
  • Muhammad Farooq, Rahmatullah Jan, Kyung-Min Kim. Gravistimulation effects on Oryza sativa amino acid profile, growth pattern and expression of OsPIN genes. Scientific reports. 2020 10; 10(1):17303. doi: 10.1038/s41598-020-74531-w. [PMID: 33057095]
  • Zahra Rezaei Ghaleh, Mostafa K Sarmast, Sadegh Atashi. 6-Benzylaminopurine (6-BA) ameliorates drought stress response in tall fescue via the influencing of biochemicals and strigolactone-signaling genes. Plant physiology and biochemistry : PPB. 2020 Oct; 155(?):877-887. doi: 10.1016/j.plaphy.2020.08.009. [PMID: 32905982]
  • Li Huan, Wang Jin-Qiang, Liu Qing. Photosynthesis product allocation and yield in sweet potato with spraying exogenous hormones under drought stress. Journal of plant physiology. 2020 Oct; 253(?):153265. doi: 10.1016/j.jplph.2020.153265. [PMID: 32947245]
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  • Guoren He, Panpan Yang, Yuchao Tang, Yuwei Cao, Xianyu Qi, Leifeng Xu, Jun Ming. Mechanism of exogenous cytokinins inducing bulbil formation in Lilium lancifolium in vitro. Plant cell reports. 2020 Jul; 39(7):861-872. doi: 10.1007/s00299-020-02535-x. [PMID: 32270280]
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