Swertisin (BioDeep_00000000551)
natural product PANOMIX_OTCML-2023
代谢物信息卡片
化学式: C22H22O10 (446.1213)
中文名称: 当药黄素
谱图信息:
最多检出来源 Viridiplantae(plant) 31.32%
分子结构信息
SMILES: c1(c(c(c2c(c1)oc(cc2=O)c1ccc(cc1)O)O)[C@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)CO)O)O)O)OC
InChI: InChI=1S/C22H22O10/c1-30-13-7-14-16(11(25)6-12(31-14)9-2-4-10(24)5-3-9)19(27)17(13)22-21(29)20(28)18(26)15(8-23)32-22/h2-7,15,18,20-24,26-29H,8H2,1H3
描述信息
Swertisin is a flavone C-glycoside that is 7-O-methylapigenin in which the hydrogen at position 6 has been replaced by a beta-D-glucosyl residue. It has a role as a plant metabolite, an adenosine A1 receptor antagonist, an anti-inflammatory agent, an antioxidant and a hypoglycemic agent. It is a flavone C-glycoside, a monosaccharide derivative, a polyphenol, a monomethoxyflavone and a dihydroxyflavone. It is functionally related to an apigenin.
Swertisin is a natural product found in Carex fraseriana, Gentiana orbicularis, and other organisms with data available.
A flavone C-glycoside that is 7-O-methylapigenin in which the hydrogen at position 6 has been replaced by a beta-D-glucosyl residue.
Swertisin, a C-glucosylflavone isolated from Iris tectorum, is known to have antidiabetic, anti-inflammatory and antioxidant effects. Swertisin is an adenosine A1 receptor antagonist[1][2].
同义名列表
18 个代谢物同义名
5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-6-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-4H-chromen-4-one; 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-chromen-4-one; 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one; (1S)-1,5-anhydro-1-[5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4-oxo-4H-1-benzopyran-6-yl]-D-glucitol; 1,5-Anhydro-1-[5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4-oxo-4H-1-benzopyran-6-yl]hexitol; 6-beta-D-Glucopyranosyl-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-1-benzopyran-4-one; 4H-Benzopyran-4-one, 6-beta-D-glucopyranosyl-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-; 5,4-dihydroxy-7-methoxy-6-C-beta-D-glucopyranosyl flavonoside; 6-beta-D-Glucopyranosyl-4,5-dihydroxy-7-methoxyflavone; 7-O-Methylapigenin 6-C-beta-D-glucopyranoside; 7-O-methyl-6-C-beta-D-glucopyranosylapigenin; 6-C-glucopyranosyl-7-O-methylapigenin; APIGENIN 6-GLUCOSYL-7-O-METHYL ETHER; Flavocommelitin; Swertisin; 6-beta-D-Glucopyranosyl-5-hydroxy-2- (4-hydroxyphenyl) -7-methoxy-4H-1-benzopyran-4-one; O-methylapigenin C-hexoside; Swertisin
数据库引用编号
23 个数据库交叉引用编号
- ChEBI: CHEBI:131838
- KEGG: C17835
- PubChem: 124034
- PubChem: 369636
- Metlin: METLIN49400
- ChEMBL: CHEMBL486415
- ChEMBL: CHEMBL174243
- LipidMAPS: LMPK12110972
- MeSH: swertisin
- ChemIDplus: 0006991102
- KNApSAcK: C00006125
- CAS: 6991-10-2
- CAS: 10/2/6991
- MoNA: CCMSLIB00000077236
- MoNA: CCMSLIB00000078881
- medchemexpress: HY-N2189
- PMhub: MS000014982
- Flavonoid: FL3FCACS0003
- MetaboLights: MTBLC131838
- PubChem: 163311841
- KNApSAcK: 131838
- LOTUS: LTS0100911
- wikidata: Q82979547
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)
54 个相关的物种来源信息
- 123498 - Aleurites moluccanus:
- 126270 - Alliaria petiolata: 10.1023/B:CONC.0000033926.72396.41
- 432649 - Aquilegia oxysepala: 10.4268/CJCMM20160518
- 100288 - Carex fraseriana: 10.1016/0305-1978(88)90056-7
- 1640870 - Cephalaria gigantea: 10.1007/BF00569606
- 4743 - Commelina: 10.1007/S11418-008-0244-1
- 472368 - Dorcoceras hygrometricum: 10.1080/10286020.2011.579903
- 55312 - Echinodorus grandiflorus:
- 55312 - Echinodorus grandiflorus: 10.1590/0001-3765201420130065
- 55624 - Gaillardia aristata: 10.1016/0031-9422(83)83059-3
- 128738 - Gaillardia pulchella: 10.1016/0031-9422(72)80069-4
- 1331800 - Galipea trifoliata: 10.1016/0031-9422(90)85461-N
- 50748 - Gentiana algida: 10.1007/BF00630190
- 38851 - Gentiana lutea: 10.1016/0305-1978(82)90006-0
- 1085736 - Gentiana orbicularis: 10.1016/0305-1978(82)90006-0
- 137099 - Gentianella austriaca: 10.1055/S-2008-1074524
- 49940 - Gentianella campestris: 10.1016/0305-1978(82)90006-0
- 208027 - Gentianella serotina: 10.1016/0305-1978(82)90006-0
- 156522 - Gentianopsis barbata: 10.1016/0305-1978(82)90006-0
- 2884939 - Gentianopsis barbata var. stenocalyx: 10.1016/0305-1978(82)90006-0
- 49941 - Gentianopsis ciliata: 10.1016/0305-1978(82)90006-0
- 84894 - Gentianopsis crinita: 10.1016/0305-1978(82)90006-0
- 669700 - Gentianopsis detonsa: 10.1016/0305-1978(82)90006-0
- 50801 - Gentianopsis grandis: 10.1016/0305-1978(82)90006-0
- 866904 - Gentianopsis lanceolata: 10.1016/0305-1978(82)90006-0
- 50802 - Gentianopsis paludosa: 10.1016/0305-1978(82)90006-0
- 866906 - Gentianopsis thermalis: 10.1016/0305-1978(82)90006-0
- 2065894 - Gentianopsis virgata: 10.1016/0305-1978(82)90006-0
- 3382 - Gnetum gnemon: 10.1016/S0031-9422(00)88711-7
- 34205 - Iris germanica:
- 995794 - Iris gracilipes:
- 203638 - Iris japonica:
- 2038548 - Justicia ramosa: 10.1016/0031-9422(90)83034-X
- 1443365 - Knautia montana: 10.1007/BF00569606
- 29683 - Lophatherum gracile: 10.1093/CHROMSCI/BMU160
- 450034 - Machaerium hirtum: 10.1080/14786419.2012.738204
- 883795 - Myrcia splendens: 10.1021/NP300417Q
- 196578 - Passiflora biflora: 10.1016/S0031-9422(00)86996-4
- 159425 - Passiflora incarnata:
- 596812 - Pterocephalus papposus: 10.1007/BF00569606
- 1867348 - Pterocephalus plumosus: 10.1007/BF00569606
- 4547 - Saccharum officinarum: 10.1021/NP50031A018
- 242170 - Scabiosa atropurpurea: 10.1007/BF00569606
- 166614 - Swertia ciliata:
- 137129 - Swertia japonica:
- 137888 - Swertia mussotii: 10.3987/COM-11-12257
- 559637 - Swertia paniculata: 10.1055/S-2007-971248
- 676131 - Swertia pseudochinensis:
- 676131 - Swertia pseudochinensis: 10.1248/CPB.56.485
- 2545991 - Swertia tetrapetala: 10.1248/YAKUSHI1947.104.4_418
- 260142 - Syzygium cumini: 10.1021/NP300417Q
- 4565 - Triticum aestivum: 10.1016/0027-5107(92)90201-C
- 703182 - Wilbrandia ebracteata:
- 326968 - Ziziphus jujuba: 10.1016/S0040-4020(00)00842-5
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
- Jinrui Liu, Yanqing Zhang, Mei Zhang, Qing Wang, Junbo Xie. Ultrasonic-assisted extraction of swertisin from sour Jujube seed and comprehensive revelation of its antioxidant activity.
Journal of food biochemistry.
2022 12; 46(12):e14433. doi:
10.1111/jfbc.14433. [PMID: 36198041] - Gurprit Bhardwaj, Mitul Vakani, Abhay Srivastava, Dhaval Patel, Anju Pappachan, Prashant Murumkar, Hemal Shah, Rushabh Shah, Sarita Gupta. Swertisin, a novel SGLT2 inhibitor, with improved glucose homeostasis for effective diabetes therapy.
Archives of biochemistry and biophysics.
2021 10; 710(?):108995. doi:
10.1016/j.abb.2021.108995. [PMID: 34289381] - Hong-Yan Xu, Ji-Hua Ren, Yu Su, Fang Ren, Yu-Jiao Zhou, Hui Jiang, Sheng-Tao Cheng, Chuan-Rui Zhang, Juan Chen. Anti-hepatitis B virus activity of swertisin isolated from Iris tectorum Maxim.
Journal of ethnopharmacology.
2020 Jul; 257(?):112787. doi:
10.1016/j.jep.2020.112787. [PMID: 32224198] - Baoai Wu, Chenhuan Qu, Yaxin Wang, Jinfeng Zhao, Huizhi Du. Comparison of the Quenching Effects of Two Main Components of Ziziphi Spinosae Semen on Serum Albumin Fluorescence.
Journal of fluorescence.
2019 Sep; 29(5):1113-1123. doi:
10.1007/s10895-019-02422-z. [PMID: 31396829] - O S Ajayi, M A Aderogba, E M Obuotor, R R T Majinda. Acetylcholinesterase inhibitor from Anthocleista vogelii leaf extracts.
Journal of ethnopharmacology.
2019 Mar; 231(?):503-506. doi:
10.1016/j.jep.2018.11.009. [PMID: 30415061] - Abhay Srivastava, Nidheesh Dadheech, Mitul Vakani, Sarita Gupta. Swertisin ameliorates diabetes by triggering pancreatic progenitors for islet neogenesis in Streptozotocin treated BALB/c mice.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
2018 Apr; 100(?):221-225. doi:
10.1016/j.biopha.2018.01.096. [PMID: 29428671] - Priyanka Mokashi, Lokesh Kumar Bhatt, Aparna Khanna, Nancy Pandita. Swertisin rich fraction from Enicostema littorale ameliorates hyperglycemia and hyperlipidemia in high-fat fed diet and low dose streptozotacin induced type 2 diabetes mellitus in rats.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
2017 Dec; 96(?):1427-1437. doi:
10.1016/j.biopha.2017.09.153. [PMID: 29031588] - Khalid Ghazanfar, Khan Mubashir, Showkat A Dar, Tazeen Nazir, Iqra Hameed, Bashir A Ganai, Seema Akbar, Akbar Masood. Gentiana kurroo Royle attenuates the metabolic aberrations in diabetic rats; Swertiamarin, swertisin and lupeol being the possible bioactive principles.
Journal of complementary & integrative medicine.
2017 Apr; 14(3):. doi:
10.1515/jcim-2017-0002. [PMID: 28731312] - Hee Kyong Oh, Se Jin Jeon, Sunhee Lee, Hyung Eun Lee, Eunji Kim, Se Jin Park, Ha Neul Kim, Won Yong Jung, Jae Hoon Cheong, Dae Sik Jang, Jong Hoon Ryu. Swertisin ameliorates pre-pulse inhibition deficits and cognitive impairment induced by MK-801 in mice.
Journal of psychopharmacology (Oxford, England).
2017 02; 31(2):250-259. doi:
10.1177/0269881116672098. [PMID: 27729563] - Yan Yan, Qiang Li, Chen-hui Du, Jin-ping Jia, Hong-xia Feng, Xue-mei Qin. [Investigation of the potentially effective components of Semen Ziziphi Spinosae based on “in vitro to in vivo” translation approach].
Yao xue xue bao = Acta pharmaceutica Sinica.
2017 Feb; 52(2):283-90. doi:
NULL. [PMID: 29979520] - Yaxin Li, Xiaotong Zhao, Yanqing Zhang, Junbo Xie, Kunsheng Zhang, Aimin Zhou. Pharmacokinetic Study of Swertisin by HPLC-MS/MS After Intravenous Administration in Rats.
Journal of chromatographic science.
2017 01; 55(1):40-46. doi:
10.1093/chromsci/bmw147. [PMID: 27993862] - Ying Lv, Hai-tao Zhang, Yan-fang Wang, Hong Zhu, Ping Long, Zhen-wang Wang, Na Zhang, Chun-hong Zhang. [Preliminary comparative study of swertiamarin and swertisin on three kinds of Digeda-species Mongolian medicinal materials].
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2015 Mar; 40(5):804-6. doi:
. [PMID: 26087537] - Marlene C Ignoato, Rodrigo M Fabrão, Ivânia T A Schuquel, Marcos F P Botelho, Geanderson Bannwart, Armando M Pomini, Laura L M Arruda, Ciomar A Bersani-Amado, Silvana M O Santin. Chemical constituents of Machaerium hirtum Vell. (Fabaceae) leaves and branches and its anti-inflammatory activity evaluation.
Natural product research.
2013; 27(17):1556-61. doi:
10.1080/14786419.2012.738204. [PMID: 23126578] - T G Cesca, L G Faqueti, L W Rocha, N A Meira, C Meyre-Silva, M M de Souza, N L M Quintão, R M L Silva, V Cechinel Filho, T M B Bresolin. Antinociceptive, anti-inflammatory and wound healing features in animal models treated with a semisolid herbal medicine based on Aleurites moluccana L. Willd. Euforbiaceae standardized leaf extract: semisolid herbal.
Journal of ethnopharmacology.
2012 Aug; 143(1):355-62. doi:
10.1016/j.jep.2012.06.051. [PMID: 22776834] - Lin Zhang, Zhi-Lin Xu, Chun-Fu Wu, Jing-Yu Yang, Yoshihiro Kano, Dan Yuan. Two new flavonoid glycosides from Semen Ziziphi Spinosae.
Journal of Asian natural products research.
2012; 14(2):121-8. doi:
10.1080/10286020.2011.637491. [PMID: 22296152] - M B Patel, S H Mishra. Hypoglycemic activity of C-glycosyl flavonoid from Enicostemma hyssopifolium.
Pharmaceutical biology.
2011 Apr; 49(4):383-91. doi:
10.3109/13880209.2010.517759. [PMID: 21391839]
