603-56-5 (BioDeep_00000869351)
Main id: BioDeep_00000000224
PANOMIX_OTCML-2023
代谢物信息卡片
化学式: C19H18O8 (374.1002)
中文名称: 猫眼草黄素
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: COC1=C(C=CC(=C1)C2=C(C(=O)C3=C(C(=C(C=C3O2)OC)OC)O)OC)O
InChI: InChI=1S/C19H18O8/c1-23-11-7-9(5-6-10(11)20)17-19(26-4)16(22)14-12(27-17)8-13(24-2)18(25-3)15(14)21/h5-8,20-21H,1-4H3
描述信息
Chrysosplenetin is one of the polymethoxylated flavonoids in Artemisia annua L. (Compositae) and other several Chinese herbs. Chrysosplenetin inhibits P-gp activity and reverses the up-regulated P-gp and MDR1 levels induced by artemisinin (ART). Chrysosplenetin significantly augments the rat plasma level and anti-malarial efficacy of ART, partially due to the uncompetitive inhibition effect of Chrysosplenetin on rat CYP3A[1].
Chrysosplenetin is one of the polymethoxylated flavonoids in Artemisia annua L. (Compositae) and other several Chinese herbs. Chrysosplenetin inhibits P-gp activity and reverses the up-regulated P-gp and MDR1 levels induced by artemisinin (ART). Chrysosplenetin significantly augments the rat plasma level and anti-malarial efficacy of ART, partially due to the uncompetitive inhibition effect of Chrysosplenetin on rat CYP3A[1].
同义名列表
13 个代谢物同义名
4H-1-Benzopyran-4-one, 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,6,7-trimethoxy-; 4H-Benzopyran-4-one, 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,6,7-trimethoxy-; 5-Hydroxy-2-(4-hydroxy-3-methoxy-phenyl)-3,6,7-trimethoxy-chromen-4-one; 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,6,7-trimethoxy-4-chromenone; 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,6,7-trimethoxychromen-4-one; 5-hydroxy-2-(4-hydroxy-3-methoxy-phenyl)-3,6,7-trimethoxy-chromone; Quercetagetin 3,6,7,3-tetramethyl ether; Chrysosplenetin B; Chrysosplenetin; 69234-29-3; 603-56-5; C10030; Chrysosplenetin
数据库引用编号
13 个数据库交叉引用编号
- ChEBI: CHEBI:3689
- KEGG: C10030
- PubChem: 5281608
- ChEMBL: CHEMBL33256
- CAS: 69234-29-3
- CAS: 603-56-5
- PubChem: 12216
- LipidMAPS: LMPK12113009
- KNApSAcK: C00004704
- 3DMET: B03473
- NIKKAJI: J326.151D
- medchemexpress: HY-N1457
- KNApSAcK: 3689
分类词条
相关代谢途径
Reactome(0)
BioCyc(2)
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)
41 个相关的物种来源信息
- 282717 - Achillea ageratum: 10.1016/S0031-9422(96)00774-1
- 282727 - Achillea clusiana: 10.1016/0305-1978(96)88878-8
- 282734 - Achillea erba-rotta: 10.1016/0305-1978(96)88878-8
- 282752 - Achillea nana: 10.1016/0305-1978(96)88878-8
- 35608 - Artemisia annua:
- 262982 - Artemisia apiacea:
- 259893 - Artemisia argyi: 10.1021/ACS.JNATPROD.2C00146
- 72338 - Artemisia cana: 10.1016/S0031-9422(00)85924-5
- 496566 - Artemisia carvifolia:
- 927720 - Artemisia copa: 10.1055/S-2007-969139
- 72329 - Artemisia herba-alba: 10.1016/0031-9422(88)80018-9
- 72345 - Artemisia lucentica: 10.1016/0031-9422(88)80018-9
- 669133 - Artemisia mongolica:
- 72350 - Artemisia reptans: 10.1016/0031-9422(88)80018-9
- 205374 - Artemisia rutifolia:
- 205378 - Artemisia sieversiana:
- 1458965 - Chiliadenus montanus: 10.1016/0031-9422(89)80084-6
- 80774 - Chrysosplenium alternifolium: 10.1007/S10600-009-9422-Y
- 61245 - Chrysosplenium grayanum: 10.1021/NP50075A029
- 1077932 - Cleome amblyocarpa:
- 1898706 - Getonia floribunda: 10.1021/JM00036A012
- 662482 - Grindelia camporum: 10.1515/ZNC-1994-5-618
- 1114741 - Grindelia hirsutula: 10.1515/ZNC-1994-5-618
- 1114766 - Grindelia tarapacana:
- 1006077 - Haplophyllum myrtifolium: 10.1016/S0367-326X(03)00147-3
- 441199 - Laggera crispata:
- 313968 - Laggera pterodonta: 10.1016/S0031-9422(96)00521-3
- 2872361 - Lantana achyranthifolia: 10.1055/S-2007-969816
- 1911725 - Leucheria runcinata: 10.1016/S0031-9422(00)89799-X
- 98504 - Matricaria chamomilla: 10.1016/S0305-1978(98)00124-0
- 1249038 - Miliusa balansae: 10.1002/CHIN.200550192
- 119176 - Pentanema britannicum: 10.1016/0031-9422(91)83681-A
- 1721085 - Pentzia eenii: 10.1016/0031-9422(90)89035-8
- 33090 - Plants: -
- 65409 - Scutellaria baicalensis: 10.1111/J.1600-0609.2009.01365.X
- 1391947 - Stachys aegyptiaca: 10.1016/S0031-9422(00)95197-5
- 310241 - Stylidocleome brachycarpa:
- 1522775 - Thulinella chrysantha:
- 54477 - Vitex agnus-castus: 10.1016/S0031-9422(97)00127-1
- 13422 - 菊花: -
- 33090 - 西洋参: -
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
- Tanja Hell, Adriano Rutz, Lara Dürr, Maciej Dobrzyński, Jakob K Reinhardt, Timo Lehner, Morris Keller, Anika John, Mahabir Gupta, Olivier Pertz, Matthias Hamburger, Jean-Luc Wolfender, Eliane Garo. Combining Activity Profiling with Advanced Annotation to Accelerate the Discovery of Natural Products Targeting Oncogenic Signaling in Melanoma.
Journal of natural products.
2022 06; 85(6):1540-1554. doi:
10.1021/acs.jnatprod.2c00146. [PMID: 35640148] - Yulin Ren, Esperanza J Carcache de Blanco, James R Fuchs, Djaja D Soejarto, Joanna E Burdette, Steven M Swanson, A Douglas Kinghorn. Potential Anticancer Agents Characterized from Selected Tropical Plants.
Journal of natural products.
2019 03; 82(3):657-679. doi:
10.1021/acs.jnatprod.9b00018. [PMID: 30830783] - Yannan Li, Jing Ning, Yan Wang, Chao Wang, Chengpeng Sun, Xiaokui Huo, Zhenlong Yu, Lei Feng, Baojing Zhang, Xiangge Tian, Xiaochi Ma. Drug interaction study of flavonoids toward CYP3A4 and their quantitative structure activity relationship (QSAR) analysis for predicting potential effects.
Toxicology letters.
2018 Sep; 294(?):27-36. doi:
10.1016/j.toxlet.2018.05.008. [PMID: 29753067] - Thanika Promchai, Atchara Jaidee, Sarot Cheenpracha, Kongkiat Trisuwan, Roonglawan Rattanajak, Sumalee Kamchonwongpaisan, Surat Laphookhieo, Stephen G Pyne, Thunwadee Ritthiwigrom. Antimalarial Oxoprotoberberine Alkaloids from the Leaves of Miliusa cuneata.
Journal of natural products.
2016 Apr; 79(4):978-83. doi:
10.1021/acs.jnatprod.5b01054. [PMID: 26928423] - Qin-Chang Zhu, Yi Wang, Ya-Ping Liu, Rui-Qi Zhang, Xiang Li, Wen-Han Su, Fei Long, Xiao-Dong Luo, Tao Peng. Inhibition of enterovirus 71 replication by chrysosplenetin and penduletin.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.
2011 Oct; 44(3):392-8. doi:
10.1016/j.ejps.2011.08.030. [PMID: 21914477] - Philippe Rasoanaivo, Colin W Wright, Merlin L Willcox, Ben Gilbert. Whole plant extracts versus single compounds for the treatment of malaria: synergy and positive interactions.
Malaria journal.
2011 Mar; 10 Suppl 1(?):S4. doi:
10.1186/1475-2875-10-s1-s4. [PMID: 21411015] - Bailian Liu, Ting Zhang, Xiaoqi Zhang, Wencai Ye, Yaolan Li. [Chemical constituents of Laggera pterodonta].
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2010 Mar; 35(5):602-6. doi:
10.4268/cjcmm20100513. [PMID: 20506820] - Manuela Saddi, Adriana Sanna, Filippo Cottiglia, Lorenza Chisu, Laura Casu, Leonardo Bonsignore, Alessandro De Logu. Antiherpevirus activity of Artemisia arborescens essential oil and inhibition of lateral diffusion in Vero cells.
Annals of clinical microbiology and antimicrobials.
2007 Sep; 6(?):10. doi:
10.1186/1476-0711-6-10. [PMID: 17894898] - Guang-Zhong Yang, Yun-Fang Li, Xin Yu, Zhi-Nan Mei. Terpenoids and flavonoids from Laggera pterodonta.
Yao xue xue bao = Acta pharmaceutica Sinica.
2007 May; 42(5):511-5. doi:
. [PMID: 17703774] - Wei-Xia Song, Teng-Fei Ji, Yi-Kang Si, Ya-Lun Su. [Studies on chemical constituents in herb from Artemisia rupestris].
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2006 Nov; 31(21):1790-2. doi:
. [PMID: 17260794] - M E Wall, M C Wani, F Fullas, J B Oswald, D M Brown, T Santisuk, V Reutrakul, A T McPhail, N R Farnsworth, J M Pezzuto. Plant antitumor agents. 31. The calycopterones, a new class of biflavonoids with novel cytotoxicity in a diverse panel of human tumor cell lines.
Journal of medicinal chemistry.
1994 May; 37(10):1465-70. doi:
10.1021/jm00036a012. [PMID: 8182705]
