Kadsurenone (BioDeep_00000396014)

 

Secondary id: BioDeep_00000016747

PANOMIX_OTCML-2023 Volatile Flavor Compounds


代谢物信息卡片


6(2H)-Benzofuranone, 2-(3,4-dimethoxyphenyl)-3,3a-dihydro-3a-methoxy-3-methyl-5-(2-propenyl)-, (2S-(2alpha,3beta,3aalpha))-

化学式: C21H24O5 (356.1623654)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1C(OC2=CC(=O)C(=CC12OC)CC=C)C3=CC(=C(C=C3)OC)OC
InChI: InChI=1S/C21H24O5/c1-6-7-15-12-21(25-5)13(2)20(26-19(21)11-16(15)22)14-8-9-17(23-3)18(10-14)24-4/h6,8-13,20H,1,7H2,2-5H3/t13-,20+,21+/m1/s1

描述信息

Kadsurenone is a member of benzofurans.
Kadsurenone is a natural product found in Magnolia liliiflora, Piper hancei, and other organisms with data available.

同义名列表

20 个代谢物同义名

6(2H)-Benzofuranone, 2-(3,4-dimethoxyphenyl)-3,3a-dihydro-3a-methoxy-3-methyl-5-(2-propenyl)-, (2S-(2alpha,3beta,3aalpha))-; 6(2H)-Benzofuranone, 2-(3,4-dimethoxyphenyl)-3,3a-dihydro-3a-methoxy-3-methyl-5-(2-propen-1-yl)-, (2S,3R,3aS)-; (2S,3R,3aS)-2-(3,4-Dimethoxyphenyl)-3,3a-dihydro-3a-methoxy-3-methyl-5-(2-propen-1-yl)-6(2H)-benzofuranone; (2S,3R,3aS)-2-(3,4-dimethoxyphenyl)-3a-methoxy-3-methyl-5-prop-2-enyl-2,3-dihydro-1-benzofuran-6-one; 2-(3,4-Dimethoxyphenyl)-3a-methoxy-3-methyl-5-(prop-2-en-1-yl)-3,3a-dihydro-1-benzofuran-6(2H)-one; (Kadsurenone)5-Allyl-2-(3,4-dimethoxy-phenyl)-3a-methoxy-3-methyl-3,3a-dihydro-2H-benzofuran-6-one; (2S,3R,3aS)-5-allyl-2-(3,4-dimethoxyphenyl)-3a-methoxy-3-methyl-2,3-dihydrobenzofuran-6-one; 5-Allyl-2-(3,4-dimethoxy-phenyl)-3a-methoxy-3-methyl-3,3a-dihydro-2H-benzofuran-6-one; kadsurenone, (2S-(2alpha,3beta,3abeta))-isomer; Kadsurenone, (+)-; (+)-Kadsurenone; UNII-DZY9CV5VH7; Kadsurenone A; PDSP1_000731; PDSP2_000721; Kadsurenone; denudatin B; DZY9CV5VH7; AC1L3U3M; Kadsurenone



数据库引用编号

13 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)

3 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

  • Catalina Rozo-Lugo, Luis Enrique Cuca-Suárez, Thomas J Schmidt, Ericsson Coy-Barrera. Tetrahydrobenzofuran-6(2 H)-one Neolignans from Ocotea heterochroma: Their Platelet Activating Factor (PAF) Antagonistic Activity and in Silico Insights into the PAF Receptor Binding Mode. Journal of natural products. 2018 09; 81(9):1968-1975. doi: 10.1021/acs.jnatprod.8b00189. [PMID: 30188730]
  • Duo-Duo Ding, Yue-Hu Wang, Ya-Hui Chen, Ren-Qiang Mei, Jun Yang, Ji-Feng Luo, Yan Li, Chun-Lin Long, Yi Kong. Amides and neolignans from the aerial parts of Piper bonii. Phytochemistry. 2016 Sep; 129(?):36-44. doi: 10.1016/j.phytochem.2016.07.004. [PMID: 27452451]
  • Nan Zhang, Rui Li, Haiyao Yu, Dan Shi, Ning Dong, Sixi Zhang, Helei Wang. Development of an LC-MS/MS method for quantification of kadsurenone in rat plasma and its application to a pharmacokinetic study. Biomedical chromatography : BMC. 2013 Dec; 27(12):1754-8. doi: 10.1002/bmc.2989. [PMID: 23843078]
  • Ki Hyun Kim, Jung Wook Choi, Sang Keun Ha, Sun Yeou Kim, Kang Ro Lee. Neolignans from Piper kadsura and their anti-neuroinflammatory activity. Bioorganic & medicinal chemistry letters. 2010 Jan; 20(1):409-12. doi: 10.1016/j.bmcl.2009.10.016. [PMID: 19900811]
  • Ericsson D Coy, Luis E Cuca, Michael Sefkow. Macrophyllin-type bicyclo[3.2.1]octanoid neolignans from the leaves of Pleurothyrium cinereum. Journal of natural products. 2009 Jul; 72(7):1245-8. doi: 10.1021/np9000569. [PMID: 19548690]
  • Shu-Pei Huang, Lie-Chwen Lin, Yu-Tse Wu, Tung-Hu Tsai. Pharmacokinetics of kadsurenone and its interaction with cyclosporin A in rats using a combined HPLC and microdialysis system. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2009 Jan; 877(3):247-52. doi: 10.1016/j.jchromb.2008.12.019. [PMID: 19111511]
  • Xiaoguang Li, Huanmin Luo. [Advances in pharmacological study of Piper kadsura (Choisy) Ohwi]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2002 Mar; 25(3):214-6. doi: ". [PMID: 14748373]
  • Z N Chen. [Recent progress in the study of anti-PAF (platelet activating factor) constituents of medicinal herbs]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 1993 Jun; 18(6):323-6, 361, 380. doi: ". [PMID: 8274205]
  • O R Gottlieb. The rational search for natural neolignans. Memorias do Instituto Oswaldo Cruz. 1991; 86 Suppl 2(?):25-9. doi: 10.1590/s0074-02761991000600009. [PMID: 1668770]
  • G Dive, J J Godfroid, J Lamotte-Brasseur, J P Batt, F Heymans, L Dupont, P Braquet. PAF-receptor. 1. 'Cache-oreilles' effect of selected high-potency platelet-activating factor (PAF) antagonists. Journal of lipid mediators. 1989 Jul; 1(4):201-15. doi: ". [PMID: 2562434]
  • M A Selak, J B Smith. Platelet-activating factor-induced calcium mobilization in human platelets and neutrophils: effects of PAF-acether antagonists. Journal of lipid mediators. 1989 Mar; 1(2):125-37. doi: . [PMID: 2519888]
  • K L Thompson, M N Chang, J C Chabala, S H Chiu, D Eline, H B Hucker, B M Sweeney, S D White, B H Arison, J L Smith. Metabolism of kadsurenone and 9,10-dihydrokadsurenone in rhesus monkeys and rat liver microsomes. Drug metabolism and disposition: the biological fate of chemicals. 1988 Sep; 16(5):737-43. doi: NULL. [PMID: 2906599]
  • S M Weisman, R M Freund, D Felsen, E D Vaughan. Differential effect of platelet-activating factor (PAF) receptor antagonists on peptide and PAF-stimulated prostaglandin release in unilateral ureteral obstruction. Biochemical pharmacology. 1988 Aug; 37(15):2927-32. doi: 10.1016/0006-2952(88)90277-8. [PMID: 2840083]
  • P K Dillon, W N Durán. Effect of platelet-activating factor on microvascular permselectivity: dose-response relations and pathways of action in the hamster cheek pouch microcirculation. Circulation research. 1988 Apr; 62(4):732-40. doi: 10.1161/01.res.62.4.732. [PMID: 2450695]
  • G M Vercellotti, H Q Yin, K S Gustafson, R D Nelson, H S Jacob. Platelet-activating factor primes neutrophil responses to agonists: role in promoting neutrophil-mediated endothelial damage. Blood. 1988 Apr; 71(4):1100-7. doi: ". [PMID: 2451547]
  • R Neuwirth, P Singhal, J A Satriano, P Braquet, D Schlondorff. Effect of platelet activating factor antagonists on cultured rat mesangial cells. The Journal of pharmacology and experimental therapeutics. 1987 Nov; 243(2):409-14. doi: . [PMID: 3119816]
  • B Dewald, M Baggiolini. Evaluation of PAF antagonists using human neutrophils in a microtiter plate assay. Biochemical pharmacology. 1987 Aug; 36(15):2505-10. doi: 10.1016/0006-2952(87)90523-5. [PMID: 3649232]
  • S B Hwang, M H Lam. Species difference in the specific receptors of platelet activating factor. Biochemical pharmacology. 1986 Dec; 35(24):4511-8. doi: 10.1016/0006-2952(86)90772-0. [PMID: 3024653]
  • C Touvay, B Vilain, A Etienne, P Sirois, P Borgeat, P Braquet. Characterization of platelet activating factor (PAF)-acether-induced contractions of guinea-pig lung strips by selected inhibitors of arachidonic acid metabolism and by PAF-acether antagonists. Immunopharmacology. 1986 Oct; 12(2):97-104. doi: 10.1016/0162-3109(86)90035-4. [PMID: 3021651]
  • L Dupont, G Germain, O Dideberg. Crystal and molecular structure of BN 52021, a PAF-acether antagonist. Comparison with the conformation of Kadsurenone and related compounds. Pharmacological research communications. 1986 Aug; 18 Suppl(?):25-32. doi: 10.1016/0031-6989(86)90035-4. [PMID: 3774849]
  • G Q Han, S M Li, C L Li, J P Springer, S B Hwang, M N Chang. [Neolignans from Piper hancei Maxim]. Yao xue xue bao = Acta pharmaceutica Sinica. 1986 May; 21(5):361-5. doi: ". [PMID: 3776545]
  • D Nunez, M Chignard, R Korth, J P Le Couedic, X Norel, B Spinnewyn, P Braquet, J Benveniste. Specific inhibition of PAF-acether-induced platelet activation by BN 52021 and comparison with the PAF-acether inhibitors kadsurenone and CV 3988. European journal of pharmacology. 1986 Apr; 123(2):197-205. doi: 10.1016/0014-2999(86)90660-6. [PMID: 3086108]
  • S B Hwang, M H Lam, C L Li, T Y Shen. Release of platelet activating factor and its involvement in the first phase of carrageenin-induced rat foot edema. European journal of pharmacology. 1986 Jan; 120(1):33-41. doi: 10.1016/0014-2999(86)90636-9. [PMID: 3948914]
  • S B Hwang, C L Li, M H Lam, T Y Shen. Characterization of cutaneous vascular permeability induced by platelet-activating factor in guinea pigs and rats and its inhibition by a platelet-activating factor receptor antagonist. Laboratory investigation; a journal of technical methods and pathology. 1985 Jun; 52(6):617-30. doi: . [PMID: 3925239]
  • T Y Shen, S B Hwang, M N Chang, T W Doebber, M H Lam, M S Wu, X Wang, G Q Han, R Z Li. Characterization of a platelet-activating factor receptor antagonist isolated from haifenteng (Piper futokadsura): specific inhibition of in vitro and in vivo platelet-activating factor-induced effects. Proceedings of the National Academy of Sciences of the United States of America. 1985 Feb; 82(3):672-6. doi: 10.1073/pnas.82.3.672. [PMID: 2983307]
  • T Y Shen, S B Hwang, M N Chang, T W Doebber, M H Lam, M S Wu, X Wang. The isolation and characterization of kadsurenone from haifenteng (Piper futokadsura) as an orally active specific receptor antagonist of platelet-activating factor. International journal of tissue reactions. 1985; 7(5):339-43. doi: NULL. [PMID: 2997065]
  • A R Harris, S L Fang, A G Vagenakis, L E Braverman. Effect of starvation, nutriment replacement, and hypothyroidism on in vitro hepatic T4 to T3 conversion in the rat. Metabolism: clinical and experimental. 1978 Nov; 27(11):1680-90. doi: 10.1016/0026-0495(78)90290-1. [PMID: 30020]