nigaichigoside F1 (BioDeep_00000397137)

   

PANOMIX_OTCML-2023


代谢物信息卡片


[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,2R,4aS,6aR,6aS,6bR,8aR,9R,10R,11R,12aR,14bS)-1,10,11-trihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

化学式: C36H58O11 (666.3979)
中文名称: 苦莓苷F1
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)CO)O)O)C)C)C2C1(C)O)C)C(=O)OC6C(C(C(C(O6)CO)O)O)O
InChI: InChI=1S/C36H58O11/c1-18-9-12-36(30(44)47-29-26(42)25(41)24(40)21(16-37)46-29)14-13-33(4)19(27(36)35(18,6)45)7-8-23-31(2)15-20(39)28(43)32(3,17-38)22(31)10-11-34(23,33)5/h7,18,20-29,37-43,45H,8-17H2,1-6H3/t18-,20-,21-,22-,23-,24-,25+,26-,27-,28+,29+,31+,32+,33-,34-,35-,36+/m1/s1

描述信息

19alpha-hydroxyasiatic acid-28-O-beta-D-glucopyrannoside is a triterpenoid saponin that is 19alpha-hydroxyasiatic acid attached to a beta-D-glucopyranosyl residue at position 28 via a glycosidic linkage. It has been isolated from the leaves of Rosa laevigata. It has a role as a plant metabolite. It is a triterpenoid saponin, a pentacyclic triterpenoid, a monosaccharide derivative, a beta-D-glucoside and a tetrol. It is functionally related to a 19alpha-hydroxyasiatic acid. It derives from a hydride of an ursane.
Niga-ichigoside F1 is a natural product found in Petasites japonicus, Ilex oblonga, and other organisms with data available.
A triterpenoid saponin that is 19alpha-hydroxyasiatic acid attached to a beta-D-glucopyranosyl residue at position 28 via a glycosidic linkage. It has been isolated from the leaves of Rosa laevigata.
Niga-ichigoside F1, an orally active ursane triterpenoid, has antihyperlipidemic and antioxidant activities. Niga-ichigoside F1 can prevent high-fat diet (HFD)-induced hepatic steatosis[1].
Niga-ichigoside F1, an orally active ursane triterpenoid, has antihyperlipidemic and antioxidant activities. Niga-ichigoside F1 can prevent high-fat diet (HFD)-induced hepatic steatosis[1].

同义名列表

6 个代谢物同义名

[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,2R,4aS,6aR,6aS,6bR,8aR,9R,10R,11R,12aR,14bS)-1,10,11-trihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate; Urs-12-en-28-oic acid, 2,3,19,23-tetrahydroxy-, beta-D-glucopyranosyl ester, (2alpha,3beta,4alpha)-; 1-O-[(2alpha,3beta)-2,3,19,23-Tetrahydroxy-28-oxours-12-en-28-yl]-beta-D-glucopyranose; 19alpha-hydroxyasiatic acid-28-O-beta-D-glucopyrannoside; Niga-ichigoside F1; nigaichigoside F1



数据库引用编号

8 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)

2 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。

亚细胞结构定位 关联基因列表


文献列表

  • Shu-Fang Xia, Jing Shao, Shu-Ying Zhao, Yu-Yu Qiu, Li-Ping Teng, Wei Huang, Shan-Shan Wang, Xiang-Rong Cheng, Yu-Yu Jiang. Niga-ichigoside F1 ameliorates high-fat diet-induced hepatic steatosis in male mice by Nrf2 activation. Food & function. 2018 Feb; 9(2):906-916. doi: 10.1039/c7fo01051f. [PMID: 29309075]
  • Ilhem Zebiri, Mohamed Haddad, Laurent Duca, Michel Sauvain, Lucie Paloque, Billy Cabanillas, Elsa Rengifo, Jean-Bernard Behr, Laurence Voutquenne-Nazabadioko. Biological activities of triterpenoids from Poraqueiba sericea stems. Natural product research. 2017 Jun; 31(11):1333-1338. doi: 10.1080/14786419.2016.1241998. [PMID: 27736194]
  • Talita Dacroce Tonin, Liliani Carolini Thiesen, Maria Luisa de Oliveira Nunes, Milena Fronza Broering, Marcos Paulo Donato, Marina Jagielski Goss, Marcel Petreanu, Rivaldo Niero, Isabel Daufenback Machado, José Roberto Santin. Rubus imperialis (Rosaceae) extract and pure compound niga-ichigoside F1: wound healing and anti-inflammatory effects. Naunyn-Schmiedeberg's archives of pharmacology. 2016 Nov; 389(11):1235-1244. doi: 10.1007/s00210-016-1285-8. [PMID: 27527496]
  • Flora Tolentino, Priscila Alves de Araújo, Eduardo de Souza Marques, Marcel Petreanu, Sérgio Faloni de Andrade, Rivaldo Niero, Fábio F Perazzo, Paulo César Pires Rosa, Edson Luis Maistro. In vivo evaluation of the genetic toxicity of Rubus niveus Thunb. (Rosaceae) extract and initial screening of its potential chemoprevention against doxorubicin-induced DNA damage. Journal of ethnopharmacology. 2015 Apr; 164(?):89-95. doi: 10.1016/j.jep.2015.02.013. [PMID: 25681544]
  • Priscila Elisabeth Berté, Jhonny da Silva Lopes, Nicole Garbin Comandulli, Daniele Wolff Rangel, Franco Delle Monache, Valdir Cechinel Filho, Rivaldo Niero, Sergio Faloni de Andrade. Evaluation of the gastroprotective activity of the extracts, fractions, and pure compounds obtained from aerial parts of Rubus imperialis in different experimental models. Naunyn-Schmiedeberg's archives of pharmacology. 2014 Apr; 387(4):313-9. doi: 10.1007/s00210-013-0954-0. [PMID: 24402081]
  • Zu-Jian Wu, Ming-An Ouyang, Cong-Zhou Wang, Zheng-Kun Zhang, Jian-Guo Shen. Anti-tobacco mosaic virus (TMV) triterpenoid saponins from the leaves of Ilex oblonga. Journal of agricultural and food chemistry. 2007 Mar; 55(5):1712-7. doi: 10.1021/jf062421r. [PMID: 17274628]
  • Juliana Vargas Ardenghi, Márcia Kanegusuku, Rivaldo Niero, Valdir Cechinel Filho, Franco Delle Monache, Rosendo Augusto Yunes, Márcia Maria De Souza. Analysis of the mechanism of antinociceptive action of niga-ichigoside F1 obtained from Rubus imperialis (Rosaceae). The Journal of pharmacy and pharmacology. 2006 Dec; 58(12):1669-75. doi: 10.1211/jpp.58.12.0015. [PMID: 17331332]
  • Jongwon Choi, Kyung-Tae Lee, Joohun Ha, Sei-Young Yun, Chang-Duk Ko, Hyun-Ju Jung, Hee-Juhn Park. Antinociceptive and antiinflammatory effects of Niga-ichigoside F1 and 23-hydroxytormentic acid obtained from Rubus coreanus. Biological & pharmaceutical bulletin. 2003 Oct; 26(10):1436-41. doi: 10.1248/bpb.26.1436. [PMID: 14519951]
  • R Niero, V Cechinel Filho, M M Souza, J L Montanari, R A Yunes, F Delle Monache. Antinociceptive activity of niga-ichigoside F1 from Rubus imperialis. Journal of natural products. 1999 Aug; 62(8):1145-6. doi: 10.1021/np9804177. [PMID: 10479322]
  • X R Wang, A Q Du, H P Wang. [Chemical constituents of Chinese medicinal plant Rubus parviforlius L]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 1994 Aug; 19(8):486-7, 511. doi: ". [PMID: 7980862]