Barlerin (BioDeep_00000230256)

   

PANOMIX_OTCML-2023


代谢物信息卡片


Methyl (1S,4aS,5R,7S,7aS)-7-acetoxy-5-hydroxy-7-methyl-1-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate

化学式: C19H28O12 (448.1580688)
中文名称: 8-O-乙酰山栀苷甲酯, 8-O-乙酰山栀苷甲酯
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 5.26%

分子结构信息

SMILES: CC(=O)OC1(CC(C2C1C(OC=C2C(=O)OC)OC3C(C(C(C(O3)CO)O)O)O)O)C
InChI: InChI=1S/C19H28O12/c1-7(21)31-19(2)4-9(22)11-8(16(26)27-3)6-28-17(12(11)19)30-18-15(25)14(24)13(23)10(5-20)29-18/h6,9-15,17-18,20,22-25H,4-5H2,1-3H3/t9-,10-,11+,12-,13-,14+,15+,17+,18-,19+/m1/s1

描述信息

8-O-Acetyl shanzhiside methyl ester is a natural product found in Barleria lupulina, Phlomoides umbrosa, and other organisms with data available.
Barlerin (8-O-Acetyl shanzhiside methyl ester) is an iridoid glucoside isolated from the leaves of Lamiophlomis rotata Kudo, a Chinese folk medicinal plant in Xi-zang. Barlerin (8-O-Acetyl shanzhiside methyl ester) could inhibt NF-κB.
Barlerin (8-O-Acetyl shanzhiside methyl ester) is an iridoid glucoside isolated from the leaves of Lamiophlomis rotata Kudo, a Chinese folk medicinal plant in Xi-zang. Barlerin (8-O-Acetyl shanzhiside methyl ester) could inhibt NF-κB.

同义名列表

15 个代谢物同义名

Methyl (1S,4aS,5R,7S,7aS)-7-acetoxy-5-hydroxy-7-methyl-1-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate; InChI=1/C19H28O12/c1-7(21)31-19(2)4-9(22)11-8(16(26)27-3)6-28-17(12(11)19)30-18-15(25)14(24)13(23)10(5-20)29-18/h6,9-15,17-18,20,22-25H,4-5H2,1-3H3/t9-,10-,11+,12-,13-,14+,15-,17+,18+,19+/m1/s; Cyclopenta(c)pyran-4-carboxylic acid, 7-(acetyloxy)-1-(beta-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-5-hydroxy-7-methyl-, methyl ester, (1S-(1alpha,4aalpha,5alpha,7alpha,7aalpha))-; methyl (1S,4aS,5R,7S,7aS)-7-acetyloxy-5-hydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate; Cyclopenta[c]pyran-4-carboxylic acid,7-(acetyloxy)-1-(b-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-5-hydroxy-7-methyl-, methyl ester, (1S,4aS,5R,7S,7aS)-; 8-O-Acetyl shanzhiside methyl ester; 8-O-Acetylshanzhiside methyl ester; 5beta-Dihydro Finasteride; Ac-Shanz-ME; Umbroside; Barlerin; ND01; 8-O-Acetylshanzhiside methyl ester; (-)-Barlerin; 8-O-Acetyl



数据库引用编号

7 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)

4 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

  • Linda Zandi, Marco Makungu, Joan J E Munissi, Sandra Duffy, Rakesh Puttreddy, Daniel von der Heiden, Kari Rissanen, Vicky M Avery, Stephen S Nyandoro, Máté Erdélyi. Secoiridoids and Iridoids from Morinda asteroscepa. Journal of natural products. 2020 09; 83(9):2641-2646. doi: 10.1021/acs.jnatprod.0c00447. [PMID: 32852949]
  • Peng-Cheng Fan, Hui-Ping Ma, Ying Hao, Xi-Rui He, Ai-Jun Sun, Wei Jiang, Mao-Xing Li, Lin-Lin Jing, Lei He, Jun Ma, Zheng-Ping Jia. A new anti-fibrinolytic hemostatic compound 8-O-acetyl shanzhiside methylester extracted from Lamiophlomis rotata. Journal of ethnopharmacology. 2016 Jul; 187(?):232-8. doi: 10.1016/j.jep.2016.04.016. [PMID: 27085939]
  • Ki Hyun Kim, Yong Joo Park, Kyu Hyuck Chung, M L Richard Yip, Jon Clardy, Donald Senger, Shugeng Cao. Iridoid glycosides from Barleria lupulina. Journal of natural products. 2015 Feb; 78(2):320-4. doi: 10.1021/np500791a. [PMID: 25611215]
  • Shi-hong Zhong, Rui Gu, Ling-xin Wang, Yan-feng Liao, Xiao-huat Zheng, Xin Zheng, Yun Cao. [Simultaneous determination of seven constituents in Lamiophlomis rotata by HPLC]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2014 Nov; 39(22):4373-8. doi: . [PMID: 25850270]
  • Rui Tao, Mao-Xing Li, Quan-Long Zhang, Jian-Guo Qiu, Juan-Hong Zhang, Zheng-Ping Jia. [Isolation and identification of nine iridoid glycosides from Lamiophlomis rotata by HPLC combining PDA and MS]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2014 Mar; 37(3):439-42. doi: . [PMID: 25174110]
  • Ze-Chun Kang, Wang-Lin Jiang, Yong Xu, Hai-Bo Zhu, Jian Hou. Cardioprotection with 8-O-acetyl shanzhiside methylester on experimental myocardial ischemia injury. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 2012 Aug; 47(1):124-30. doi: 10.1016/j.ejps.2012.05.011. [PMID: 22677812]
  • Feng Zhang, Zhi-Jun Wu, Lian-na Sun, Jun Wang, Xia Tao, Wan-Sheng Chen. Iridoid glucosides and a C₁₃-norisoprenoid from Lamiophlomis rotata and their effects on NF-κB activation. Bioorganic & medicinal chemistry letters. 2012 Jul; 22(13):4447-52. doi: 10.1016/j.bmcl.2012.04.087. [PMID: 22664131]
  • Yong-li Gao, Rui-chao Lin, Gang-li Wang, Han-ru Zhao, Yuan Gao, Bianha Ciren. [Studies on the chemical constituents of Phlomis younghusbandii]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2007 Oct; 30(10):1239-42. doi: . [PMID: 18300491]
  • Zhen-xi Yu, Gang-li Wang, Ciren Bianba, Rui-chao Lin. [Studies on chemical constituents in root of Phlomis medicinalis I]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2006 Apr; 31(8):656-8. doi: ". [PMID: 16830824]
  • C Li, D Gu, B Tao. [Iridoid glycosides from Pedicula dicora Franch]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 1999 Jan; 24(1):40-1, 64. doi: ". [PMID: 12078153]
  • J L Chen, P Blanc, C A Stoddart, M Bogan, E J Rozhon, N Parkinson, Z Ye, R Cooper, M Balick, W Nanakorn, M R Kernan. New iridoids from the medicinal plant Barleria prionitis with potent activity against respiratory syncytial virus. Journal of natural products. 1998 Oct; 61(10):1295-7. doi: 10.1021/np980086y. [PMID: 9784173]