Ginsenoside (BioDeep_00000230744)

PANOMIX_OTCML-2023

代谢物信息卡片

.BETA.-D-GLUCOPYRANOSIDE, (3.BETA.,12.BETA.)-20-((6-O-.ALPHA.-L-ARABINOFURANOSYL-.BETA.-D-GLUCOPYRANOSYL)OXY)-12-HYDROXYDAMMAR-24-EN-3-YL 2-O-.BETA.-D-GLUCOPYRANOSYL-

化学式: C53H90O22 (1078.592344)
中文名称: 人参皂苷 Rc, 人参皂苷Rc, 人参皂甙
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)C)O)C)OC7C(C(C(C(O7)COC8C(C(C(O8)CO)O)O)O)O)O)C
InChI: InChI=1S/C53H90O22/c1-23(2)10-9-14-53(8,75-47-43(67)39(63)37(61)29(72-47)22-68-45-41(65)36(60)28(21-56)69-45)24-11-16-52(7)33(24)25(57)18-31-50(5)15-13-32(49(3,4)30(50)12-17-51(31,52)6)73-48-44(40(64)35(59)27(20-55)71-48)74-46-42(66)38(62)34(58)26(19-54)70-46/h10,24-48,54-67H,9,11-22H2,1-8H3/t24-,25+,26+,27+,28-,29+,30-,31+,32-,33-,34+,35+,36-,37+,38-,39-,40-,41+,42+,43+,44+,45+,46-,47-,48-,50-,51+,52+,53-/m0/s1

描述信息

Ginsenoside Rc is a ginsenoside found in Panax ginseng that is dammarane which is substituted by hydroxy groups at the 3beta, 12beta and 20 pro-S positions, in which the hydroxy groups at positions 3 and 20 have been converted to the corresponding beta-D-glucopyranosyl-(1->2)-beta-D-glucopyranoside and alpha-L-arabinofuranosyl-(1->6)-beta-D-glucopyranoside respectively, and in which a double bond has been introduced at the 24-25 position. It has a role as a plant metabolite and a hypoglycemic agent. It is a 12beta-hydroxy steroid, a beta-D-glucoside, a disaccharide derivative, a ginsenoside and a tetracyclic triterpenoid. It derives from a hydride of a dammarane.
Ginsenoside Rc is a natural product found in Panax vietnamensis, Gynostemma pentaphyllum, and other organisms with data available.
See also: Asian Ginseng (part of); American Ginseng (part of); Panax notoginseng root (part of).
A ginsenoside found in Panax ginseng that is dammarane which is substituted by hydroxy groups at the 3beta, 12beta and 20 pro-S positions, in which the hydroxy groups at positions 3 and 20 have been converted to the corresponding beta-D-glucopyranosyl-(1->2)-beta-D-glucopyranoside and alpha-L-arabinofuranosyl-(1->6)-beta-D-glucopyranoside respectively, and in which a double bond has been introduced at the 24-25 position.
Ginsenoside Rc, one of major Ginsenosides from Panax ginseng, enhances GABA receptorA (GABAA)-mediated ion channel currents (IGABA). Ginsenoside Rc inhibits the expression of TNF-α and IL-1β.
Ginsenoside Rc, one of major Ginsenosides from Panax ginseng, enhances GABA receptorA (GABAA)-mediated ion channel currents (IGABA). Ginsenoside Rc inhibits the expression of TNF-α and IL-1β.
Ginsenoside Rc, one of major Ginsenosides from Panax ginseng, enhances GABA receptorA (GABAA)-mediated ion channel currents (IGABA). Ginsenoside Rc inhibits the expression of TNF-α and IL-1β.

同义名列表

16 个代谢物同义名

数据库引用编号

9 个数据库交叉引用编号

ChEBI: CHEBI:77154
PubChem: 12855889
ChEMBL: CHEMBL451702
MeSH: ginsenoside Rc
ChemIDplus: 0011021140
chemspider: 19974869
CAS: 11021-14-0
medchemexpress: HY-N0042
MetaboLights: MTBLC77154

分类词条

萜类

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)

15 个相关的物种来源信息

33090 红参: -
4054 人参: -
4054 Panax ginseng:
44588 Panax quinquefolius:
44681 Panax pseudoginseng:
44683 Panax trifolius:
106132 Panax vietnamensis:
182084 Gynostemma pentaphyllum: 10.1300/J044V03N04_06
44586 Panax notoginseng: 10.1016/J.PHYTOCHEM.2008.04.015
261420 Polygonatum kingianum: 10.1248/CPB.57.1011
44685 Panax japonicus: 10.1021/NP0201117
4054 Panax Ginseng C. A. Mey.: -
4054 Panax ginseng C.A.Mey.: -
44586 Panax notoginseng (Burk.) F. H. Chen: -
33090 Plants: -

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

Xiaojuan Sun, Hongbo Deng, Tengyun Shu, Min Xu, Lihua Su, Haizhou Li. Study on Chemical Constituents of Panax notoginseng Leaves. Molecules (Basel, Switzerland). 2023 Feb; 28(5):. doi: 10.3390/molecules28052194. [PMID: 36903439]
Zhisen Pan, Jingyi Guo, Kaijia Tang, Yanling Chen, Xun Gong, Yingjian Chen, Yadi Zhong, Xiaoxia Xiao, Siwei Duan, Tianqi Cui, Xiumei Wu, Yanhua Zhong, Xiaoying Yang, Chuangpeng Shen, Yong Gao. Ginsenoside Rc Modulates SIRT6-NRF2 Interaction to Alleviate Alcoholic Liver Disease. Journal of agricultural and food chemistry. 2022 Nov; 70(44):14220-14234. doi: 10.1021/acs.jafc.2c06146. [PMID: 36300841]
Nan Yang, Xiao Zhang, Lingfeng Li, Tongtong Xu, Meihui Li, Qi Zhao, Jinling Yu, Jue Wang, Zhihui Liu. Ginsenoside Rc Promotes Bone Formation in Ovariectomy-Induced Osteoporosis In Vivo and Osteogenic Differentiation In Vitro. International journal of molecular sciences. 2022 May; 23(11):. doi: 10.3390/ijms23116187. [PMID: 35682866]
Xuanming Zhang, Liwen Han, Peihai Li, Shanshan Zhang, Mengqi Zhang, Xiaobin Li, Jie Chu, Lizhen Wang, Pengfei Tu, Yun Zhang, Kechun Liu. Region-Specific Biomarkers and Their Mechanisms in the Treatment of Lung Adenocarcinoma: A Study of Panax quinquefolius from Wendeng, China. Molecules (Basel, Switzerland). 2021 Nov; 26(22):. doi: 10.3390/molecules26226829. [PMID: 34833921]
S Zhang, J Luo, J Xie, Z Wang, W Xiao, L Zhao. Cooperated biotransformation of ginsenoside extracts into ginsenoside 20(S)-Rg3 by three thermostable glycosidases. Journal of applied microbiology. 2020 Mar; 128(3):721-734. doi: 10.1111/jam.14513. [PMID: 31715079]
Ji-Hyeon Jeon, Sowon Lee, Wonpyo Lee, Sojeong Jin, Mihwa Kwon, Chul Hwi Shin, Min-Koo Choi, Im-Sook Song. Herb-Drug Interaction of Red Ginseng Extract and Ginsenoside Rc with Valsartan in Rats. Molecules (Basel, Switzerland). 2020 Jan; 25(3):. doi: 10.3390/molecules25030622. [PMID: 32023909]
Hyunyoung Lee, Jae-Kyung Heo, Ga-Hyun Lee, So-Young Park, Su-Nyeong Jang, Hyun-Ji Kim, Mi Jeong Kwon, Im-Sook Song, Kwang-Hyeon Liu. Ginsenoside Rc Is a New Selective UGT1A9 Inhibitor in Human Liver Microsomes and Recombinant Human UGT Isoforms. Drug metabolism and disposition: the biological fate of chemicals. 2019 12; 47(12):1372-1379. doi: 10.1124/dmd.119.087965. [PMID: 31578207]
Tao Yu, Man Hee Rhee, Jongsung Lee, Seung Hyung Kim, Yanyan Yang, Han Gyung Kim, Yong Kim, Chaekyun Kim, Yi-Seong Kwak, Jong-Hoon Kim, Jae Youl Cho. Ginsenoside Rc from Korean Red Ginseng (Panax ginseng C.A. Meyer) Attenuates Inflammatory Symptoms of Gastritis, Hepatitis and Arthritis. The American journal of Chinese medicine. 2016; 44(3):595-615. doi: 10.1142/s0192415x16500336. [PMID: 27109153]
Rongrong Jiang, Jiajia Dong, Xiuxue Li, Feifei Du, Weiwei Jia, Fang Xu, Fengqing Wang, Junling Yang, Wei Niu, Chuan Li. Molecular mechanisms governing different pharmacokinetics of ginsenosides and potential for ginsenoside-perpetrated herb-drug interactions on OATP1B3. British journal of pharmacology. 2015 Feb; 172(4):1059-73. doi: 10.1111/bph.12971. [PMID: 25297453]
Ji-Won Yang, Sung Soo Kim. Ginsenoside Rc promotes anti-adipogenic activity on 3T3-L1 adipocytes by down-regulating C/EBPα and PPARγ. Molecules (Basel, Switzerland). 2015 Jan; 20(1):1293-303. doi: 10.3390/molecules20011293. [PMID: 25594343]
Xuewei Ye, Siran Yu, Ying Liang, Haocai Huang, Xiao-Yuan Lian, Zhizhen Zhang. Bioactive triterpenoid saponins and phenolic compounds against glioma cells. Bioorganic & medicinal chemistry letters. 2014 Nov; 24(22):5157-63. doi: 10.1016/j.bmcl.2014.09.087. [PMID: 25442304]
Yun-zhang Xu, Ye Ren, Jing-xia Wang, Mei Sun, Xiao-yan Zhao, Yuan Liu. [Research on dynamic accumulation of nine ginsenosides and two pseudo-ginsenosides of Panax quinquefolium root of different growth years and harvest months in Canada]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2014 Oct; 37(10):1743-8. doi: . [PMID: 25895377]
Dae Hyun Kim, Chan Hum Park, Daeui Park, Yeon Ja Choi, Min Hi Park, Ki Wung Chung, So Ra Kim, Jun Sik Lee, Hae Young Chung. Ginsenoside Rc modulates Akt/FoxO1 pathways and suppresses oxidative stress. Archives of pharmacal research. 2014 Jun; 37(6):813-20. doi: 10.1007/s12272-013-0223-2. [PMID: 23918648]
Yong Xiao, Zeng-chun Ma, Yu-gaung Wang, Hong-ling Tan, Hao-sheng Liu, Xian-xie Zhang, Bei-bei Lu, Xiang-lin Tang, Qian-de Linag, Cheng-rong Xiao. [Screening active components in compound danshen based on PXR-CYP3A4: an experimental study]. Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine. 2014 May; 34(5):606-10. doi: . [PMID: 24941853]
Xiujie Guo, Xiuli Zhang, Zhimou Guo, Yanfang Liu, Aijin Shen, Gaowa Jin, Xinmiao Liang. Hydrophilic interaction chromatography for selective separation of isomeric saponins. Journal of chromatography. A. 2014 Jan; 1325(?):121-8. doi: 10.1016/j.chroma.2013.12.006. [PMID: 24369998]
Mehari Endale, Eun Ju Im, Joo Young Lee, Sung Dae Kim, Taddesse Yayeh, Yong-Bum Song, Yi-Seong Kwak, Chaekyun Kim, Seung-Hyung Kim, Seong-Soo Roh, Jae Youl Cho, Man Hee Rhee. Korean red ginseng saponin fraction rich in ginsenoside-Rb1, Rc and Rb2 attenuates the severity of mouse collagen-induced arthritis. Mediators of inflammation. 2014; 2014(?):748964. doi: 10.1155/2014/748964. [PMID: 24833816]
Eun-Young Park, Mi-Hwi Kim, Eung-Hwi Kim, Eun-Kyu Lee, In-Sun Park, Duck-Choon Yang, Hee-Sook Jun. Efficacy comparison of Korean ginseng and American ginseng on body temperature and metabolic parameters. The American journal of Chinese medicine. 2014; 42(1):173-87. doi: 10.1142/s0192415x14500128. [PMID: 24467543]
Jinghui Sun, Wei Wu, Yingying Guo, Qiujie Qin, Shuying Liu. Pharmacokinetic study of ginsenoside Rc and simultaneous determination of its metabolites in rats using RRLC-Q-TOF-MS. Journal of pharmaceutical and biomedical analysis. 2014 Jan; 88(?):16-21. doi: 10.1016/j.jpba.2013.08.015. [PMID: 24013032]
Kyung-Chul Shin, Hye-Jin Oh, Baek-Joong Kim, Deok-Kun Oh. Complete conversion of major protopanaxadiol ginsenosides to compound K by the combined use of α-L-arabinofuranosidase and β-galactosidase from Caldicellulosiruptor saccharolyticus and β-glucosidase from Sulfolobus acidocaldarius. Journal of biotechnology. 2013 Aug; 167(1):33-40. doi: 10.1016/j.jbiotec.2013.06.003. [PMID: 23774035]
Yang Chu, Hong-chao Zhang, Shu-ming Li, Jun-mei Wang, Xiang-yang Wang, Wei Li, Lan-lan Zhang, Xiao-hui Ma, Shui-ping Zhou, Yong-hong Zhu, Chang-xiao Liu. Determination of ginsenoside Rc in rat plasma by LC-MS/MS and its application to a pharmacokinetic study. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2013 Mar; 919-920(?):75-8. doi: 10.1016/j.jchromb.2012.12.022. [PMID: 23411022]
Yanfang Li, Inken Plitzko, Janine Zaugg, Steffen Hering, Matthias Hamburger. HPLC-based activity profiling for GABA(A) receptor modulators: a new dihydroisocoumarin from Haloxylon scoparium. Journal of natural products. 2010 Apr; 73(4):768-70. doi: 10.1021/np900803w. [PMID: 20210326]
Myoung-Su Lee, Jin-Taek Hwang, Soon-hee Kim, Sun Yoon, Myung-Sunny Kim, Hye Jeong Yang, Dae Young Kwon. Ginsenoside Rc, an active component of Panax ginseng, stimulates glucose uptake in C2C12 myotubes through an AMPK-dependent mechanism. Journal of ethnopharmacology. 2010 Feb; 127(3):771-6. doi: 10.1016/j.jep.2009.11.022. [PMID: 19961916]
Osamu Morinaga, Noriko Fukuda, Hiroyuki Tanaka, Yukihiro Shoyama. Chromatographic resolution of glucosidic compounds, ginsenosides on polyethersulphone membrane, and its application to the quantitative immunoassay for ginseng saponins. Glycobiology. 2005 Oct; 15(10):1061-6. doi: 10.1093/glycob/cwi096. [PMID: 15972894]
Eun-Ah Bae, Min-Kyung Choo, Eun-Kyung Park, Sun-Young Park, Ho-Young Shin, Dong-Hyun Kim. Metabolism of ginsenoside R(c) by human intestinal bacteria and its related antiallergic activity. Biological & pharmaceutical bulletin. 2002 Jun; 25(6):743-7. doi: 10.1248/bpb.25.743. [PMID: 12081140]
J C Chen, L D Chen, W Tsauer, C C Tsai, B C Chen, Y J Chen. Effects of Ginsenoside Rb2 and Rc on inferior human sperm motility in vitro. The American journal of Chinese medicine. 2001; 29(1):155-60. doi: 10.1142/s0192415x01000174. [PMID: 11321473]
G L Henderson, M R Harkey, M E Gershwin, R M Hackman, J S Stern, D M Stresser. Effects of ginseng components on c-DNA-expressed cytochrome P450 enzyme catalytic activity. Life sciences. 1999; 65(15):PL209-14. doi: 10.1016/s0024-3205(99)00407-5. [PMID: 10574228]
S M Swanson, J X Jiang, Y S Chang, N J De Souza, J M Pezzuto. A rapid and sensitive bioassay involving cultured rat glioma cells to screen for substances capable of elevating intracellular cyclic AMP concentration. Journal of natural products. 1988 Sep; 51(5):929-36. doi: 10.1021/np50059a019. [PMID: 2849641]