Isocolumbin (BioDeep_00000000363)

 

Secondary id: BioDeep_00000403163, BioDeep_00001870311

human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


1,4-Etheno-3H,7H-benzo[1,2-c:3,4-c]dipyran-3,7-dione, 9-(3-furanyl)-1,4,4a,5,6,6a,9,10,10a,10b-decahydro-4-hydroxy-4a,10a-dimethyl-, [1R-(1.alpha.,4.beta.,4a.alpha.,6a.beta.,9.beta.,10a.beta.,10b.alpha.)]-

化学式: C20H22O6 (358.1416312)
中文名称: 异古伦宾, 古伦宾, 青牛胆苦素, 咖伦宾
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 2.99%

分子结构信息

SMILES: CC12CC(c3ccoc3)OC(=O)C1CCC1(C)C2C2C=CC1(O)C(=O)O2
InChI: InChI=1S/C20H22O6/c1-18-9-14(11-5-8-24-10-11)25-16(21)12(18)3-6-19(2)15(18)13-4-7-20(19,23)17(22)26-13/h4-5,7-8,10,12-15,23H,3,6,9H2,1-2H3

描述信息

Isocolumbin is found in fruits. Isocolumbin is isolated from Dioscoreophyllum cumminsii (serendipity berry).
Isolated from Dioscoreophyllum cumminsii (serendipity berry). Isocolumbin is found in fruits.
Columbin is a natural product found in Tinospora capillipes and Cleidion with data available.
Columbin is an organic heterotricyclic compound and an organooxygen compound.
(2S,4AR,6aR,7R,10R,10aS,10bS)-2-(furan-3-yl)-7-hydroxy-6a,10b-dimethyl-4a,5,6,6a,7,10,10a,10b-octahydro-1H-10,7-(epoxymethano)benzo[f]isochromene-4,12(2H)-dione is a natural product found in Vateria indica, Penianthus zenkeri, and other organisms with data available.
Columbin is an orally active diterpenoid furanolactone from Calumbae radix, has anti-inflammatory and anti-trypanosomal effects. Columbin selectively inhibits COX-2 (EC50=53.1 μM) over COX-1 (EC50=327 μM)[1][2].
Columbin is an orally active diterpenoid furanolactone from Calumbae radix, has anti-inflammatory and anti-trypanosomal effects. Columbin selectively inhibits COX-2 (EC50=53.1 μM) over COX-1 (EC50=327 μM)[1][2].

同义名列表

14 个代谢物同义名

1,4-Etheno-3H,7H-benzo[1,2-c:3,4-c]dipyran-3,7-dione, 9-(3-furanyl)-1,4,4a,5,6,6a,9,10,10a,10b-decahydro-4-hydroxy-4a,10a-dimethyl-, [1R-(1.alpha.,4.beta.,4a.alpha.,6a.beta.,9.beta.,10a.beta.,10b.alpha.)]-; 1,4-Etheno-3H,7H-benzo[1,2-c:3,4-c]dipyran-3,7-dione, 9-(3-furanyl)decahydro-4-hydroxy-4a,10a-dimethyl-, [1R-(1.alpha.,4.beta.,4a.alpha.,6a.beta.,9.beta.,10a.beta.,10b.alpha.)]-; 17,18-Dinor-8.beta.H,9.beta.H,10.alpha.-labda-2,13(16),14-triene-19,20-dioic acid, 15,16-epoxy-1.beta.,4,12-trihydroxy-5,9-dimethyl-, 19,1:20,12-dilactone; (1S,2R,3R,5R,8R,11S,12S)-5-(furan-3-yl)-12-hydroxy-3,11-dimethyl-6,14-dioxatetracyclo[10.2.2.02,11.03,8]hexadec-15-ene-7,13-dione; 5-(furan-3-yl)-12-hydroxy-3,11-dimethyl-6,14-dioxatetracyclo[10.2.2.02,11.03,8]hexadec-15-ene-7,13-dione; 5-(furan-3-yl)-12-hydroxy-3,11-dimethyl-6,14-dioxatetracyclo[10.2.2.0²,¹¹.0³,⁸]hexadec-15-ene-7,13-dione; 4-hydroxy-15,16-epoxycleroda-2,13(16),14-trieno-17,12-18,1-biscarbolactone; AALLCALQGXXWNA-UHFFFAOYSA-N; Isocolumbin; Columbin; (2S,4AR,6aR,7R,10R,10aS,10bS)-2-(furan-3-yl)-7-hydroxy-6a,10b-dimethyl-4a,5,6,6a,7,10,10a,10b-octahydro-1H-10,7-(epoxymethano)benzo[f]isochromene-4,12(2H)-dione; 2-(Furan-3-yl)-7-hydroxy-6a,10b-dimethyl-1,2,4a,5,6,6a,7,10,10a,10b-decahydro-4H-10,7-(epoxymethano)naphtho[2,1-c]pyran-4,12-dione; (1R,2S,3S,5S,8R,11R,12R)-5-(Furan-3-yl)-12-hydroxy-3,11-dimethyl-6,14-dioxatetracyclo[10.2.2.02,11.03,8]hexadec-15-ene-7,13-dione; Columbin, >=95\\% (LC/MS-ELSD)



数据库引用编号

27 个数据库交叉引用编号

分类词条

相关代谢途径

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代谢反应

0 个相关的代谢反应过程信息。

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BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

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

  • Yufen Liao, Xin Wang, Guangyun Ran, Shiyu Zhang, Chutian Wu, Rong Tan, Ying Liu, Yan He, Ting Liu, Zhongxiu Wu, Ying Peng, Weiwei Li, Jiang Zheng. DNA damage and up-regulation of PARP-1 induced by columbin in vitro and in vivo. Toxicology letters. 2023 Mar; 379(?):20-34. doi: 10.1016/j.toxlet.2023.03.003. [PMID: 36905973]
  • Murugammal Shanmugam, Subashini Subramanian, Shakila Ramachandran. Method development and validation for quantification of six bioactive compounds (andrographolide, columbin, piperine, gallic, paracoumaric and oleanolic acids) by HPTLC. Journal of complementary & integrative medicine. 2022 Nov; ?(?):. doi: 10.1515/jcim-2022-0135. [PMID: 36384045]
  • Pooja M, Gangavaram Jyothi Reddy, Kanipakam Hema, Sujatha Dodoala, Bharathi Koganti. Unravelling high-affinity binding compounds towards transmembrane protease serine 2 enzyme in treating SARS-CoV-2 infection using molecular modelling and docking studies. European journal of pharmacology. 2021 Jan; 890(?):173688. doi: 10.1016/j.ejphar.2020.173688. [PMID: 33130280]
  • Jiaping Pei, Wen Xiao, Danyan Zhu, Xiaowei Ji, Liping Shi, Xiaozhao Deng. Cytochrome P450 Enzyme-Mediated Bioactivation as an Underlying Mechanism of Columbin-Induced Hepatotoxicity. Chemical research in toxicology. 2020 04; 33(4):940-947. doi: 10.1021/acs.chemrestox.9b00486. [PMID: 32162908]
  • Siddig Ibrahim Abdelwahab, Waleed Syaed Koko, Manal Mohamed Elhassan Taha, Syam Mohan, Mouna Achoui, Mahmood Ameen Abdulla, Mohd Rais Mustafa, Syahida Ahmad, Mohamed Ibrahim Noordin, Chung Lip Yong, Mohd Roslan Sulaiman, Rozana Othman, Asfarina Amir Hassan. In vitro and in vivo anti-inflammatory activities of columbin through the inhibition of cycloxygenase-2 and nitric oxide but not the suppression of NF-κB translocation. European journal of pharmacology. 2012 Mar; 678(1-3):61-70. doi: 10.1016/j.ejphar.2011.12.024. [PMID: 22227329]
  • Qirong Shi, Mingjin Liang, Weidong Zhang, Chuan Zhang, Runhui Liu, Yunheng Shen, Huiliang Li, Xiaolin Wang, Xiangwei Wang, Qiongqun Pan, Chunlin Chen. Quantitative LC/MS/MS method and pharmacokinetic studies of columbin, an anti-inflammation furanoditerpen isolated from Radix Tinosporae. Biomedical chromatography : BMC. 2007 Jun; 21(6):642-8. doi: 10.1002/bmc.802. [PMID: 17345572]
  • K Wada, T Kurihara, M Yagi, R Kobayashi, H Kaminaga, K Toi, M Haga. Columbin isolated from calumbae radix affects the sleeping time of anesthetized mice. Biological & pharmaceutical bulletin. 1995 Apr; 18(4):634-6. doi: 10.1248/bpb.18.634. [PMID: 7655444]