Cyclomorusin (BioDeep_00000000929)

 

Secondary id: BioDeep_00000270067

human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


11,19-dihydroxy-7,7-dimethyl-15-(2-methylprop-1-enyl)-2,8,16-trioxapentacyclo[12.8.0.0^{3,12.0^{4,9.0^{17,22]docosa-1(14),3(12),4(9),5,10,17(22),18,20-octaen-13-one

化学式: C25H22O6 (418.1416312)
中文名称: 环桑黄酮, 环桑色烯
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 10.81%

分子结构信息

SMILES: c12cc(c3c(c1C=CC(O2)(C)C)oc1c(c3=O)[C@H](Oc2c1ccc(c2)O)C=C(C)C)O
InChI: InChI=1S/C25H22O6/c1-12(2)9-19-21-22(28)20-16(27)11-18-15(7-8-25(3,4)31-18)23(20)30-24(21)14-6-5-13(26)10-17(14)29-19/h5-11,19,26-27H,1-4H3

描述信息

Cyclomorusin A is an extended flavonoid that is cyclomulberrin in which the hydroxy group at position 10 has undergone oxidative cyclisation to position 3 of the 3-methylbut-2-en-1-yl substituent, with migration of the double bond into conjugation with the aromatic ring. It is a moderate inhibitor of acetylcholinesterase (IC50 = 16.2 - 36.6 muM), and a strong inhibitor of platelet-activating factor (PAF; 1-O-alkyl-2-acetyl-sn-glycero-3-phosphocholine) induced platelet aggregation. It has a role as a plant metabolite, an EC 3.1.1.7 (acetylcholinesterase) inhibitor, a platelet aggregation inhibitor and an EC 1.14.18.1 (tyrosinase) inhibitor. It is an extended flavonoid, an organic heteropentacyclic compound, a cyclic ketone and a polyphenol. It is functionally related to a cyclomulberrin.
Cyclomorusin is a natural product found in Artocarpus altilis, Morus lhou, and other organisms with data available.
An extended flavonoid that is cyclomulberrin in which the hydroxy group at position 10 has undergone oxidative cyclisation to position 3 of the 3-methylbut-2-en-1-yl substituent, with migration of the double bond into conjugation with the aromatic ring. It is a moderate inhibitor of acetylcholinesterase (IC50 = 16.2 - 36.6 muM), and a strong inhibitor of platelet-activating factor (PAF; 1-O-alkyl-2-acetyl-sn-glycero-3-phosphocholine) induced platelet aggregation.
Isolated from the root bark of Morus alba (white mulberry)and is also from Artocarpus altilis (breadfruit). Cyclomorusin is found in breadfruit and fruits.
Cyclomorusin is found in breadfruit. Cyclomorusin is isolated from the root bark of Morus alba (white mulberry). Also from Artocarpus altilis (breadfruit

同义名列表

13 个代谢物同义名

11,19-dihydroxy-7,7-dimethyl-15-(2-methylprop-1-enyl)-2,8,16-trioxapentacyclo[12.8.0.0^{3,12.0^{4,9.0^{17,22]docosa-1(14),3(12),4(9),5,10,17(22),18,20-octaen-13-one; 11,19-dihydroxy-7,7-dimethyl-15-(2-methylprop-1-en-1-yl)-2,8,16-trioxapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁷,²²]docosa-1(14),3(12),4(9),5,10,17(22),18,20-octaen-13-one; 11,19-dihydroxy-7,7-dimethyl-15-(2-methylprop-1-enyl)-2,8,16-trioxapentacyclo[12.8.0.03,12.04,9.017,22]docosa-1(14),3(12),4(9),5,10,17(22),18,20-octaen-13-one; 6,11-Dihydroxy-3,3-dimethyl-8-(2-methylprop-1-en-1-yl)-3H,7H,8H-[1]benzopyrano[4,3-b]pyrano[2,3-h][1]benzopyran-7-one; 6,11-Dihydroxy-3,3-dimethyl-8-(2-methyl-1-propenyl)-3H,7H,8H-bis[1]benzopyrano[4,3-b:6,5-e]pyran-7-one, 9CI; 6,11-dihydroxy-3,3-dimethyl-8-(2-methylprop-1-en-1-yl)-3H,7H,8H-chromeno[4,3-b]pyrano[2,3-h]chromen-7-one; 6,11-Dihydroxy-3,3-dimethyl-8-(2-methyl-1-propenyl)-3H,7H,8H-bis[1]benzopyrano[4,3-b:6,5-e]pyran-7-one; 6,11-Dihydroxy-3,3-dimethyl-8-(2-methyl-propenyl)-3H,8H-bis[1]benzopyrano[4,3-b:6,5-e]pyran-7-one; 6,11-Dihydroxy-3,3-dimethyl-8-(2-methyl-propenyl)-3H,8H-bis(1)benzopyrano(4,3-b:6,5-e)pyran-7-one; Cyclomulberrochromene; Cycolmorusin, 2; Cyclomorusin A; Cyclomorusin



数据库引用编号

16 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)

10 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

  • Yu-Ren Liao, Ping-Chung Kuo, Wei-Jern Tsai, Guan-Jhong Huang, Kuo-Hsiung Lee, Tian-Shung Wu. Bioactive chemical constituents from the root bark of Morus australis. Bioorganic & medicinal chemistry letters. 2017 01; 27(2):309-313. doi: 10.1016/j.bmcl.2016.11.046. [PMID: 27908762]
  • Jung Keun Cho, Young Bae Ryu, Marcus J Curtis-Long, Ji Young Kim, Doman Kim, Sun Lee, Woo Song Lee, Ki Hun Park. Inhibition and structural reliability of prenylated flavones from the stem bark of Morus lhou on β-secretase (BACE-1). Bioorganic & medicinal chemistry letters. 2011 May; 21(10):2945-8. doi: 10.1016/j.bmcl.2011.03.060. [PMID: 21511472]
  • Ji Young Kim, Woo Song Lee, Young Soo Kim, Marcus J Curtis-Long, Byong Won Lee, Young Bae Ryu, Ki Hun Park. Isolation of cholinesterase-inhibiting flavonoids from Morus lhou. Journal of agricultural and food chemistry. 2011 May; 59(9):4589-96. doi: 10.1021/jf200423g. [PMID: 21434689]
  • Chang'an Geng, Shuying Yao, Duoqing Xue, Aixue Zuo, Xuemei Zhang, Zhiyong Jiang, Yunbao Ma, Jijun Chen. New isoprenylated flavonoid from Morus alba. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2010 Jun; 35(12):1560-5. doi: . [PMID: 20815207]
  • Y B Ryu, T J Ha, M J Curtis-Long, H W Ryu, S W Gal, K H Park. Inhibitory effects on mushroom tyrosinase by flavones from the stem barks of Morus lhou (S.) Koidz. Journal of enzyme inhibition and medicinal chemistry. 2008 Dec; 23(6):922-30. doi: 10.1080/14756360701810207. [PMID: 18608767]
  • Yan-Lan Xu, Xu-E Li, Yu-Xiao Zou, Ji-Jun Chen. [Studies on chemical constituents from twigs of Morus atropurpurea]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2008 Nov; 33(21):2499-502. doi: . [PMID: 19149258]
  • Lei Wang, Hong-Qing Wang, Ruo-Yun Chen. [Studies on chemical constituents from bark of Morus nigra]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2007 Dec; 32(23):2497-9. doi: . [PMID: 18330242]
  • Abdel Nasser B Singab, Hesham A El-Beshbishy, Makiko Yonekawa, Taro Nomura, Toshio Fukai. Hypoglycemic effect of Egyptian Morus alba root bark extract: effect on diabetes and lipid peroxidation of streptozotocin-induced diabetic rats. Journal of ethnopharmacology. 2005 Sep; 100(3):333-8. doi: 10.1016/j.jep.2005.03.013. [PMID: 15885940]
  • Jiang Du, Zhen-Dan He, Ren-Wang Jiang, Wen-Cai Ye, Hong-Xi Xu, Paul Pui-Hay But. Antiviral flavonoids from the root bark of Morus alba L. Phytochemistry. 2003 Apr; 62(8):1235-8. doi: 10.1016/s0031-9422(02)00753-7. [PMID: 12648543]
  • Sheng-Ching Chan, Horng-Huey Ko, Chun-Nan Lin. New prenylflavonoids from Artocarpus communis. Journal of natural products. 2003 Mar; 66(3):427-30. doi: 10.1021/np020487k. [PMID: 12662107]