Nimbin_(chemical) (BioDeep_00000396542)

   

PANOMIX_OTCML-2023


代谢物信息卡片


2H-CYCLOPENTA(B)NAPHTHO(2,3-D)FURAN-10-ACETIC ACID, 5-(ACETYLOXY)-2-(3-FURANYL)-3,3A,4A,5,5A,6,9,9A,10,10A-DECAHYDRO-6-(METHOXYCARBONYL)-1,6,9A,10A-TETRAMETHYL-9-OXO-, METHYL ESTER, (2R,3AR,4AS,5R,5AR,6R,9AR,10S,10AR)-

化学式: C30H36O9 (540.2359206)
中文名称: 印楝素, 宁宾
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 10.53%

分子结构信息

SMILES: CC1=C2C(CC1C3=COC=C3)OC4C2(C(C5(C(C4OC(=O)C)C(C=CC5=O)(C)C(=O)OC)C)CC(=O)OC)C
InChI: InChI=1S/C30H36O9/c1-15-18(17-9-11-37-14-17)12-19-23(15)30(5)20(13-22(33)35-6)29(4)21(32)8-10-28(3,27(34)36-7)25(29)24(26(30)39-19)38-16(2)31/h8-11,14,18-20,24-26H,12-13H2,1-7H3/t18-,19-,20-,24-,25+,26-,28-,29+,30-/m1/s1

描述信息

Nimbin is a limonoid found in Azadirachta indica. It has a role as a plant metabolite and a pesticide. It is an acetate ester, a limonoid, a member of furans, a cyclic terpene ketone, an enone, a tetracyclic triterpenoid and a methyl ester.
Nimbin is a natural product found in Azadirachta indica with data available.
A limonoid found in Azadirachta indica.

同义名列表

10 个代谢物同义名

2H-CYCLOPENTA(B)NAPHTHO(2,3-D)FURAN-10-ACETIC ACID, 5-(ACETYLOXY)-2-(3-FURANYL)-3,3A,4A,5,5A,6,9,9A,10,10A-DECAHYDRO-6-(METHOXYCARBONYL)-1,6,9A,10A-TETRAMETHYL-9-OXO-, METHYL ESTER, (2R,3AR,4AS,5R,5AR,6R,9AR,10S,10AR)-; 2H-Cyclopenta(b)naphtho(2,3-d)furan-10-acetic acid, 5-(acetyloxy)-2-(3-furanyl)-3,3a,4a,5,5a,6,9,9a,10,10a-decahydro-6-(methoxycarbonyl)-1,6,9a,10a-tetamethyl-9-oxo-, methyl ester, (2R,3aR,4aS,5R,5aR,6R,9aR,10S,10aR)-; methyl (2R,3aR,4aS,5R,5aR,6R,9aR,10S,10aR)-5-(acetyloxy)-2-(furan-3-yl)-10-(2-methoxy-2-oxoethyl)-1,6,9a,10a-tetramethyl-9-oxo-3,3a,4a,5,5a,6,9,9a,10,10a-decahydro-2H-cyclopenta[b]naphtho[2,3-d]furan-6-carboxylate; methyl (1S,2R,3R,4R,8R,9S,10R,13R,15R)-2-acetyloxy-13-(furan-3-yl)-9-(2-methoxy-2-oxoethyl)-4,8,10,12-tetramethyl-7-oxo-16-oxatetracyclo[8.6.0.03,8.011,15]hexadeca-5,11-diene-4-carboxylate; 18,24-Dinor-11,12-secochola-2,13,20,22-tetraene-4,11-dicarboxylic acid, 6-(acetyloxy)-7,15:21,23-diepoxy-4,8-dimethyl-1-oxo-, dimethyl ester, (4alpha,5alpha,6alpha,7alpha,15beta,17alpha)-; (4alpha,5alpha,6alpha,7alpha,15beta,17alpha)-6-(acetyloxy)-7,15:21,23-diepoxy-4,8-dimethyl-1-oxo-8,24-dinor-11,12-secochola-2,13,20,22-tetraene-4,11-dicarboxylic acid methyl ester; UNII-N4CTG7K9IU; NIMBIN [MI]; N4CTG7K9IU; Nimbin



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

  • Gokul Sudhakaran, Ravi Rajesh, Ajay Guru, Mariadhas Valan Arasu, Pusparathinam Gopinath, Jesu Arockiaraj. Nimbin analogs N5 and N7 regulate the expression of lipid metabolic genes and inhibit lipid accumulation in high-fat diet-induced zebrafish larvae: An antihyperlipidemic study. Tissue & cell. 2023 Feb; 80(?):102000. doi: 10.1016/j.tice.2022.102000. [PMID: 36542946]
  • Gokul Sudhakaran, Ravi Rajesh, Ajay Guru, B Haridevamuthu, Raghul Murugan, Nattamai Bhuvanesh, Mohammad Ahmad Wadaan, Shalid Mahboob, Annie Juliet, Pushparathinam Gopinath, Jesu Arockiaraj. Deacetylated nimbin analog N2 fortifies alloxan-induced pancreatic β-cell damage in insulin-resistant zebrafish larvae by upregulating phosphoenolpyruvate carboxykinase (PEPCK) and insulin levels. Toxicology and applied pharmacology. 2022 11; 454(?):116229. doi: 10.1016/j.taap.2022.116229. [PMID: 36089001]
  • Gokul Sudhakaran, Pandurangan Prathap, Ajay Guru, B Haridevamuthu, Raghul Murugan, Bader O Almutairi, Mikhlid H Almutairi, Annie Juliet, Pushparathinam Gopinath, Jesu Arockiaraj. Reverse pharmacology of Nimbin-N2 attenuates alcoholic liver injury and promotes the hepatoprotective dual role of improving lipid metabolism and downregulating the levels of inflammatory cytokines in zebrafish larval model. Molecular and cellular biochemistry. 2022 Oct; 477(10):2387-2401. doi: 10.1007/s11010-022-04448-7. [PMID: 35575874]
  • Gokul Sudhakaran, Pandurangan Prathap, Ajay Guru, Ravi Rajesh, Sruthy Sathish, Thirumurthy Madhavan, Mariadhas V Arasu, Naif A Al-Dhabi, Ki Choon Choi, Pushparathinam Gopinath, Jesu Arockiaraj. Anti-inflammatory role demonstrated both in vitro and in vivo models using nonsteroidal tetranortriterpenoid, Nimbin (N1) and its analogs (N2 and N3) that alleviate the domestication of alternative medicine. Cell biology international. 2022 May; 46(5):771-791. doi: 10.1002/cbin.11769. [PMID: 35077598]
  • Lucky Sarkar, Lauren Oko, Soham Gupta, Andrew N Bubak, Bishnu Das, Parna Gupta, Abass Alao Safiriyu, Chirag Singhal, Ujjwal Neogi, David Bloom, Arup Banerjee, Ravi Mahalingam, Randall J Cohrs, Michael Koval, Kenneth S Shindler, Debnath Pal, Maria Nagel, Jayasri Das Sarma. Azadirachta indica A. Juss bark extract and its Nimbin isomers restrict β-coronaviral infection and replication. Virology. 2022 04; 569(?):13-28. doi: 10.1016/j.virol.2022.01.002. [PMID: 35219218]
  • Sumaira Saleem, Gulzar Muhammad, Muhammad Ajaz Hussain, Syed Nasir Abbas Bukhari. A comprehensive review of phytochemical profile, bioactives for pharmaceuticals, and pharmacological attributes of Azadirachta indica. Phytotherapy research : PTR. 2018 Jul; 32(7):1241-1272. doi: 10.1002/ptr.6076. [PMID: 29671907]
  • Quan Gao, Jia Sun, Hang Xun, Xi Yao, Jin Wang, Feng Tang. A new azadirachta from the crude extracts of neem (Azadirachta Indica A. Juss) seeds. Natural product research. 2017 Aug; 31(15):1739-1746. doi: 10.1080/14786419.2017.1290616. [PMID: 28278641]
  • Fu-Wei Zhao, Min Luo, Yue-Hu Wang, Ma-Lin Li, Gui-Hua Tang, Chun-Lin Long. A piperidine alkaloid and limonoids from Arisaema decipiens, a traditional antitumor herb used by the Dong people. Archives of pharmacal research. 2010 Nov; 33(11):1735-9. doi: 10.1007/s12272-010-1104-6. [PMID: 21116775]
  • Li-Juan Yang, Bo Yang, Wen Chen, Rong Huang, Sheng-Jiao Yan, Jun Lin. Host-guest system of nimbin and beta-cyclodextrin or its derivatives: preparation, characterization, inclusion mode, and solubilization. Journal of agricultural and food chemistry. 2010 Aug; 58(15):8545-52. doi: 10.1021/jf101079e. [PMID: 20681641]
  • Mercy Githua, Ahmed Hassanali, Joseph Keriko, Grace Murilla, Mary Ndungu, Gathu Nyagah. New antitrypanosomal tetranotriterpenoids from Azadirachta indica. African journal of traditional, complementary, and alternative medicines : AJTCAM. 2010 Apr; 7(3):207-13. doi: 10.4314/ajtcam.v7i3.54776. [PMID: 21461147]
  • Pierluigi Caboni, Giorgia Sarais, Alberto Angioni, Ana Juan Garcia, Francesco Lai, Fabrizio Dedola, Paolo Cabras. Residues and persistence of neem formulations on strawberry after field treatment. Journal of agricultural and food chemistry. 2006 Dec; 54(26):10026-32. doi: 10.1021/jf062461v. [PMID: 17177537]
  • A Ramesh, M Balasubramanian. Rapid preconcentration method for the determination of azadirachtin-A and -B, nimbin and salannin in neem oil samples by using graphitised carbon solid phase extraction. The Analyst. 1999 Jan; 124(1):19-21. doi: 10.1039/a806527f. [PMID: 10563041]
  • E Cohen, G B Quistad, J E Casida. Cytotoxicity of nimbolide, epoxyazadiradione and other limonoids from neem insecticide. Life sciences. 1996; 58(13):1075-81. doi: 10.1016/0024-3205(96)00061-6. [PMID: 8622560]