Trifolin (BioDeep_00000270769)

natural product PANOMIX_OTCML-2023

代谢物信息卡片

5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-tetrahydropyranyl]oxy]-4-chromenone

化学式: C21H20O11 (448.100557)
中文名称: 三叶豆苷
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: c1(cc(c2c(c1)oc(c(c2=O)O[C@H]1[C@@H]([C@@H]([C@H]([C@H](O1)CO)O)O)O)c1ccc(cc1)O)O)O
InChI: InChI=1S/C21H20O11/c22-7-13-15(26)17(28)18(29)21(31-13)32-20-16(27)14-11(25)5-10(24)6-12(14)30-19(20)8-1-3-9(23)4-2-8/h1-6,13,15,17-18,21-26,28-29H,7H2

描述信息

Isolated from Gossypium hirsutum (cotton) and other plant subspecies Isoastragalin is found in fats and oils.
Isolated from liquorice (Glycyrrhiza glabra). Acetylastragalin is found in herbs and spices.
Widespread occurrence in plant world, e.g. Pinus sylvestris (Scotch pine) and fruits of Scolymus hispanicus (Spanish salsify). Kaempferol 3-galactoside is found in many foods, some of which are horseradish, almond, peach, and tea.

同义名列表

17 个代谢物同义名

Isoastragalin; Trifolin; Acetylastragalin; Kaempferol 3-galactoside; 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-tetrahydropyranyl]oxy]-4-chromenone; 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-4-one; 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-chromen-4-one; 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methylol-tetrahydropyran-2-yl]oxy-chromone; 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one; Kaempferol 3-O-beta-D-galactoside; kaempferol-3-O-galactoside; MEGxp0_000499; ACon1_000322; C12626; KAEMPFEROL 3-O-GALACTOSIDE; 3- (beta-D-Galactopyranosyloxy) -5,7-dihydroxy-2- (4-hydroxyphenyl) -4H-1-benzopyran-4-one; Kaempferol 3-O-beta-D-galactopyranoside

数据库引用编号

12 个数据库交叉引用编号

ChEBI: CHEBI:31742
PubChem: 5282149
Metlin: METLIN50079
ChEMBL: CHEMBL453290
KNApSAcK: C00005137
foodb: FDB016661
foodb: FDB016479
foodb: FDB002824
CAS: 23627-87-4
MoNA: PM010507
PMhub: MS000095638
Flavonoid: FL5FAAGA0002

分类词条

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)

156 个相关的物种来源信息

185140 - Acanthospermum australe: 10.1248/CPB.35.1234
75744 - Acer glabrum: 10.1016/0305-1978(95)00014-L
282756 - Achillea pannonica: 10.1007/BF00579981
165710 - Actinidia kolomikta: 10.1007/S10600-010-9569-6
165719 - Actinidia valvata: 10.1055/S-0030-1250113
240009 - Aerva javanica: 10.1016/0031-9422(90)85464-Q
290911 - Aesculus chinensis:
264980 - Alhagi graecorum: 10.1007/BF00571238
109063 - Alnus japonica: 10.1248/CPB.53.1519
508206 - Annona crassiflora: 10.1016/S0031-9422(00)00227-2
1043057 - Anthyllis henoniana: 10.1016/0031-9422(88)80698-8
365727 - Anthyllis lagascana: 10.1016/0031-9422(88)80698-8
436192 - Arnica angustifolia:
436198 - Arnica gracilis: 10.1002/J.1537-2197.1987.TB12148.X
436203 - Arnica latifolia:
436205 - Arnica lonchophylla: 10.1016/0305-1978(88)90085-3
1165903 - Arnica louiseana: 10.1016/0305-1978(88)90085-3
1238151 - Artemisia igniaria: 10.1055/S-2000-8632
32220 - Aruncus dioicus: 10.1016/0305-1978(85)90089-4
28498 - Asarum canadense: 10.1016/S0031-9422(00)00216-8
130721 - Ascarina lucida: 10.1021/NP50022A009
73976 - Asteriscus graveolens: 10.1021/NP50076A027
657396 - Astilbe biternata: 10.1016/0305-1978(85)90089-4
268493 - Astilbe chinensis: 10.1016/0305-1978(85)90089-4
657406 - Astilbe rubra: 10.1016/0305-1978(85)90089-4
657408 - Astilbe thunbergii: 10.1016/0305-1978(85)90089-4
144060 - Astragalus aegobromus: 10.1007/BF00574348
1197409 - Astragalus arguricus: 10.1007/BF00574227
1264805 - Astragalus brachycarpus: 10.1007/BF00564977
144095 - Astragalus dipelta: 10.1007/BF00600853
1197414 - Astragalus goktschaicus: 10.1007/BF00574227
1906524 - Astragalus lagurus: 10.1007/BF00580090
1091133 - Astragalus onobrychis: 10.1007/BF00574227
144147 - Astragalus robustus: 10.1007/BF00600855
1197423 - Astragalus sevangensis: 10.1007/BF00574227
258461 - Atropanthe sinensis: 10.1016/S0305-1978(00)00053-3
2029222 - Berlandiera texana: 10.1021/NP50040A031
1475377 - Brickellia diffusa: 10.1016/0305-1978(88)90110-X
200811 - Bryum pseudotriquetrum: 10.1515/ZNC-1990-1-206
13385 - Calluna vulgaris: 10.1016/0031-9422(82)80150-7
4442 - Camellia sinensis:
649658 - Campanula hypopolia: 10.1007/BF00563637
16922 - Camptotheca acuminata: 10.1055/S-2004-835854
128292 - Chimarrhis turbinata: 10.1590/S0103-50532005000800008
337469 - Cinnamomum philippinense: 10.1002/JCCS.201190020
41550 - Cirsium arvense: 10.1016/0031-9422(74)85051-X
2498008 - Clibadium surinamense: 10.1016/S0031-9422(00)83144-1
93759 - Corchorus olitorius: 10.1038/192288B0
4283 - Cornus florida: 10.2307/2996347
4285 - Cornus mas: 10.1016/J.FOODCHEM.2009.07.063
189211 - Crassocephalum crepidioides: 10.1248/BPB.28.19
136114 - Cryptocarya alba: 10.1515/ZNC-1995-11-1223
132261 - Cuscuta campestris: 10.1016/S0305-1978(97)00015-X
267557 - Cuscuta chinensis: 10.1016/S0305-1978(97)00015-X
41803 - Cuscuta europaea: 10.1016/S0305-1978(97)00015-X
35886 - Cuscuta gronovii: 10.1016/S0305-1978(97)00015-X
184476 - Cuscuta lupuliformis: 10.1016/S0305-1978(97)00015-X
130754 - Cuscuta odorata: 10.1016/S0305-1978(97)00015-X
192827 - Cuscuta pedicellata: 10.1016/S0305-1978(97)00015-X
112407 - Cuscuta pentagona: 10.1016/S0305-1978(97)00015-X
132262 - Cuscuta platyloba:
4129 - Cuscuta reflexa: 10.1016/S0305-1978(97)00015-X
228707 - Cynanchum boudieri: 10.1002/JCCS.199100067
4362 - Dionaea muscipula: 10.1055/S-2006-957824
754878 - Ebenus sibthorpii: 10.1016/0031-9422(88)80698-8
253616 - Epimedium sagittatum: 10.1016/J.PHYTOCHEM.2007.05.035
1465301 - Erythroxylum rufum: 10.1021/NP50018A009
2589546 - Erythroxylum ulei: 10.1021/NP50018A009
2303062 - Erythroxylum vacciniifolium: 10.1016/0031-9422(88)84102-5
758543 - Euphorbia condylocarpa: 10.1007/BF00565849
179682 - Excoecaria cochinchinensis: 10.1248/CPB.53.1600
154596 - Fagopyrum megacarpum: 10.1248/CPB.54.136
76029 - Fallopia convolvulus: 10.1016/S0305-1978(99)00084-8
76037 - Fallopia scandens: 10.1016/S0305-1978(99)00084-8
253477 - Fuchsia arborescens: 10.1002/J.1537-2197.1986.TB10902.X
253478 - Fuchsia boliviana:
253481 - Fuchsia colensoi: 10.1002/J.1537-2197.1986.TB10902.X
22656 - Fuchsia cyrtandroides: 10.1002/J.1537-2197.1986.TB10902.X
658108 - Fuchsia denticulata: 10.1002/J.1537-2197.1986.TB10902.X
253483 - Fuchsia excorticata:
253486 - Fuchsia hartwegii: 10.1002/J.1537-2197.1986.TB10902.X
253488 - Fuchsia inflata: 10.1002/J.1537-2197.1986.TB10902.X
162012 - Fuchsia magellanica: 10.1002/J.1537-2197.1986.TB10902.X
253498 - Fuchsia paniculata: 10.1002/J.1537-2197.1986.TB10902.X
1793818 - Fuchsia perscandens: 10.1002/J.1537-2197.1986.TB10902.X
253499 - Fuchsia pilaloensis: 10.1002/J.1537-2197.1986.TB10902.X
85206 - Fuchsia procumbens: 10.1002/J.1537-2197.1986.TB10902.X
253500 - Fuchsia regia: 10.1002/J.1537-2197.1986.TB10902.X
253502 - Fuchsia splendens: 10.1002/J.1537-2197.1986.TB10902.X
13070 - Fuchsia triphylla: 10.1002/J.1537-2197.1986.TB10902.X
253505 - Fuchsia vargasiana: 10.1002/J.1537-2197.1986.TB10902.X
122182 - Geranium pusillum: 10.1023/B:CONC.0000025477.18086.8B
764175 - Glinus oppositifolius: 10.3390/MOLECULES15096186
321551 - Haematoxylum campechianum: 10.1016/0305-1978(94)90063-9
4397 - Hamamelis virginiana: 10.1007/BF02323304
1382013 - Helicteres isora: 10.1021/NP50122A013
554381 - Hydrocotyle leucocephala: 10.1016/J.PHYTOCHEM.2006.03.004
269006 - Hypericum maculatum: 10.1177/1934578X0800300227
125586 - Koenigia alpina: 10.1080/13880200600798544
556514 - Lespedeza bicolor: 10.1016/S0031-9422(00)90131-6
47247 - Lotus corniculatus: 10.1007/S10600-009-9362-6
1006353 - Lotus ucrainicus: 10.1007/S10600-009-9362-6
213267 - Lysimachia fortunei:
175113 - Lysimachia nummularia: 10.1016/0031-9422(90)80155-A
120598 - Manoao colensoi: 10.1021/NP50052A014
28525 - Menyanthes trifoliata: 10.1007/BF00623883
669149 - Micoletzkya: 10.1002/J.1537-2197.1986.TB10902.X
1081520 - Monteverdia ilicifolia: 10.1590/S0103-50532010000200009
4432 - Nelumbo nucifera: 10.1007/BF02976956
59673 - Norantea guianensis: 10.1016/0031-9422(74)85149-6
1447707 - Oenothera pilosella: 10.1002/J.1537-2197.1988.TB13465.X
1447710 - Oenothera spachiana: 10.1002/J.1537-2197.1988.TB13465.X
200952 - Ononis arvensis: 10.1007/BF00564826
867480 - Opuntia chlorotica: 10.1016/S0031-9422(00)83832-7
993096 - Opuntia littoralis: 10.1016/S0031-9422(00)83832-7
176270 - Opuntia phaeacantha: 10.1016/S0031-9422(00)83832-7
138181 - Pachyphragma macrophyllum: 10.1007/BF00567885
4054 - Panax ginseng: 10.5142/JGR.2012.36.1.1
59871 - Pelargonium reniforme: 10.1016/S0031-9422(01)00403-4
254780 - Persicaria amphibia: 10.1021/NP9900674
580470 - Persicaria decipiens: 10.1021/NP9900674
430754 - Persicaria lapathifolia:
1155347 - Persicaria mitis: 10.1080/13880200600798544
68554 - Phellodendron amurense:
697203 - Phellodendron amurense var. wilsonii: 10.1021/NP030034V
354509 - Phellodendron chinense var. glabriusculum: 10.1021/NP030034V
3353 - Pinus banksiana:
191075 - Planchonella obovata: 10.1002/HLCA.200900264
3760 - Prunus persica: 10.21608/BFSA.2003.65468
32101 - Pteridium aquilinum: 10.1016/0031-9422(95)00593-V
119188 - Pulicaria incisa: 10.1007/S10600-019-02792-7
187374 - Pyrrosia lingua: 10.1177/1934578X1501000714
74632 - Rosa gallica:
75091 - Rubus saxatilis: 10.1007/S10600-005-0148-1
75099 - Rubus ulmifolius: 10.1016/S0378-8741(01)00363-4
102738 - Saxifraga tricuspidata: 10.1016/0305-1978(84)90068-1
53588 - Silphium perfoliatum: 10.1016/S0031-9422(02)00133-4
170185 - Sinoadina racemosa:
489403 - Smyrnium rotundifolium: 10.1021/NP50022A030
409510 - Spiraea formosana: 10.4268/CJCMM20162419
99302 - Strychnos spinosa: 10.1021/NP058062W
1642404 - Symphyotrichum eatonii: 10.1016/0305-1978(88)90086-5
313942 - Tessaria integrifolia: 10.3136/FSTR.6.106
50544 - Trichosanthes anguina: 10.1016/S0031-9422(00)83876-5
361972 - Trifolium polyphyllum: 10.1007/BF00577206
43575 - Uncaria rhynchophylla: 10.1248/CPB.30.4046
268113 - Urospermum picroides:
33090 - 四季青: -
33090 - 枇杷叶: -
33090 - 柿蒂: -
33090 - 沙苑子: -
33090 - 淫羊藿: -
33090 - 萱草根: -
33090 - 金钱草: -
33090 - 钩藤: -
33090 - 龙胆: -

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

Lei Peng, Ming Zhao, Huan Li. Method Development and Validation for Simultaneous Determination of Six Flavonoids in Rat Eyes after Oral Administration of Diospyros kaki Leaves Extract by UPLC-MS/MS. Chemical & pharmaceutical bulletin. 2021 Feb; 69(2):218-221. doi: 10.1248/cpb.c20-00562. [PMID: 33268666]
Linfeng Xie, Yunlin Cao, Zhikang Zhao, Chuanhong Ren, Mengyun Xing, Boping Wu, Bo Zhang, Changjie Xu, Kunsong Chen, Xian Li. Involvement of MdUGT75B1 and MdUGT71B1 in flavonol galactoside/glucoside biosynthesis in apple fruit. Food chemistry. 2020 May; 312(?):126124. doi: 10.1016/j.foodchem.2019.126124. [PMID: 31926461]
Katarzyna Szewczyk, Serhat Sezai Cicek, Christian Zidorn, Sebastian Granica. Phenolic constituents of the aerial parts of Impatiens glandulifera Royle (Balsaminaceae) and their antioxidant activities. Natural product research. 2019 Oct; 33(19):2851-2855. doi: 10.1080/14786419.2018.1499644. [PMID: 30175924]
Da-Wool Jeong, Chi Heung Cho, Jong Suk Lee, Seung Hwan Lee, Taewan Kim, Dae-Ok Kim. Deastringent Peel Extracts of Persimmon (Diospyros kaki Thunb. cv. Cheongdo-Bansi) Protect Neuronal PC-12 and SH-SY5Y Cells against Oxidative Stress. Journal of microbiology and biotechnology. 2018 Jul; 28(7):1094-1104. doi: 10.4014/jmb.1801.01013. [PMID: 29975999]
Ilina Krasteva, Viktor Bratkov, Franz Bucar, Olaf Kunert, Manfred Kollroser, Magdalena Kondeva-Burdina, Iliana Ionkova. Flavoalkaloids and Flavonoids from Astragalus monspessulanus. Journal of natural products. 2015 Nov; 78(11):2565-71. doi: 10.1021/acs.jnatprod.5b00502. [PMID: 26558405]
Agnieszka Kicel, Maria Wolbiś. Study on the phenolic constituents of the flowers and leaves of Trifolium repens L. Natural product research. 2012 Nov; 26(21):2050-4. doi: 10.1080/14786419.2011.637217. [PMID: 22117193]
Md Maniruzzaman Manir, Jeong Kee Kim, Byeong-Gon Lee, Surk-Sik Moon. Tea catechins and flavonoids from the leaves of Camellia sinensis inhibit yeast alcohol dehydrogenase. Bioorganic & medicinal chemistry. 2012 Apr; 20(7):2376-81. doi: 10.1016/j.bmc.2012.02.002. [PMID: 22377672]
Jia-ming Sun, Bo Zhang, Ren-long Chang, Dou-dan Ye, Hui Zhang. [Study on the chemical constituents of aerial part of Ligusticum jeholense]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2011 Jul; 34(7):1057-9. doi: . [PMID: 22066398]
Xin Zhou, Xiuhai Gang, Xiaojian Gong, Chao Zhao, Huaguo Chen. [Glycosides from Periploca forrestii]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2010 Mar; 35(5):610-2. doi: 10.4268/cjcmm20100515. [PMID: 20506822]
Qing-Hua Zhang, Ling Zhang, Li-Xia Shang, Cheng-Lei Shao, Yong-Xia Wu. [Studies on the chemical constituents of flowers of Prunus mume]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2008 Nov; 31(11):1666-8. doi: ". [PMID: 19260276]
I Orhan, E Küpeli, S Terzioğlu, E Yesilada. Bioassay-guided isolation of kaempferol-3-O-beta-D-galactoside with anti-inflammatory and antinociceptive activity from the aerial part of Calluna vulgaris L. Journal of ethnopharmacology. 2007 Oct; 114(1):32-7. doi: 10.1016/j.jep.2007.06.017. [PMID: 17765419]
M S Marzouk, F M Soliman, I A Shehata, M Rabee, G A Fawzy. Flavonoids and biological activities of Jussiaea repens. Natural product research. 2007 May; 21(5):436-43. doi: 10.1080/14786410600943288. [PMID: 17487615]
Monica Rosa Loizzo, Ataa Said, Rosa Tundis, Khaled Rashed, Giancarlo Antonio Statti, Antje Hufner, Francesco Menichini. Inhibition of angiotensin converting enzyme (ACE) by flavonoids isolated from Ailanthus excelsa (Roxb) (Simaroubaceae). Phytotherapy research : PTR. 2007 Jan; 21(1):32-6. doi: 10.1002/ptr.2008. [PMID: 17072829]
Feng Wei, Shuang-Cheng Ma, Lin-Yun Ma, Paul Pui-Hay But, Rui-Chao Lin, Ikhlas A Khan. Antiviral flavonoids from the seeds of Aesculus chinensis. Journal of natural products. 2004 Apr; 67(4):650-3. doi: 10.1021/np030470h. [PMID: 15104496]
Tian-Shung Wu, Meei-Yu Hsu, Ping-Chung Kuo, B Sreenivasulu, A G Damu, Chung-Ren Su, Chia-Ying Li, Hsien-Chang Chang. Constituents from the leaves of Phellodendron amurense var. wilsonii and their bioactivity. Journal of natural products. 2003 Sep; 66(9):1207-11. doi: 10.1021/np030034v. [PMID: 14510598]
X Wang, Q Zhang. [Studies of the chemical constituents of Ardisia pusilla A. DC]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 1990 Mar; 15(3):166-7, 191. doi: ". [PMID: 2085404]