Isoorientin (BioDeep_00000018599)

human metabolite PANOMIX_OTCML-2023

代谢物信息卡片

Luteolin 6-C-glucoside

化学式: C21H20O11 (448.100557)
中文名称: 异荭草素
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=CC(=C(C=C1C2=CC(=O)C3=C(O2)C=C(C(=C3O)C4C(C(C(C(O4)CO)O)O)O)O)O)O
InChI: InChI=1S/C21H20O11/c22-6-14-17(27)19(29)20(30)21(32-14)16-11(26)5-13-15(18(16)28)10(25)4-12(31-13)7-1-2-8(23)9(24)3-7/h1-5,14,17,19-24,26-30H,6H2/t14-,17-,19+,20-,21+/m1/s1

描述信息

Isoorientin is a potent inhibitor of COX-2 with an IC50 value of 39 μM.
Isoorientin is a potent inhibitor of COX-2 with an IC50 value of 39 μM.

同义名列表

3 个代谢物同义名

Luteolin 6-C-glucoside; Isoorientin; Homoorientin

数据库引用编号

16 个数据库交叉引用编号

ChEBI: CHEBI:17965
KEGG: C01821
PubChem: 114776
HMDB: HMDB0127356
ChEMBL: CHEMBL239559
MetaCyc: ISOORIENTIN
CAS: 61383-35-5
CAS: 4261-42-1
PMhub: MS000009382
PubChem: 4945
LipidMAPS: LMPK12110469
KNApSAcK: C00001055
PDB-CCD: H9R
3DMET: B01503
NIKKAJI: J14.555F
medchemexpress: HY-N0767

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)

221 个相关的物种来源信息

3816 - Abrus precatorius: 10.1016/0031-9422(80)83038-X
3816 - Abrus Precatorius L.: -
293749 - Aeluropus lagopoides: 10.1021/NP50031A032
126270 - Alliaria petiolata: 10.1023/B:CONC.0000033926.72396.41
52139 - Arrhenatherum elatius: 10.1016/0031-9422(89)80274-2
4458 - Arum maculatum: 10.1016/0031-9422(75)85315-5
749969 - Arum palaestinum: 10.1016/S0378-8741(98)00147-0
130721 - Ascarina lucida: 10.1021/NP50022A009
448966 - Aspalathus acuminata: 10.1042/BJ0830507
155124 - Aspalathus linearis: 10.1021/JF0347721
221659 - Asphodelus ramosus: 10.1139/B97-921
4582 - Bambusa multiplex: 10.1248/YAKUSHI1947.118.8_332
50459 - Barbarea vulgaris: 10.1021/JF990625K
694394 - Betonica scardica: 10.1016/J.PHYTOCHEM.2004.04.014
3652 - Bryonia dioica: 10.1016/0031-9422(95)00069-J
640603 - Calamagrostis canadensis var. langsdorffii: 10.1248/CPB.35.4317
669640 - Calamagrostis deschampsioides: 10.1248/CPB.35.4317
61141 - Carallia brachiata: 10.1016/J.FITOTE.2004.09.019
312743 - Carex folliculata: 10.1021/JF901716J
100288 - Carex fraseriana: 10.1016/0305-1978(88)90056-7
538481 - Carlina corymbosa: 10.1016/0031-9422(79)83089-7
143183 - Carlina gummifera: 10.1016/0031-9422(79)83089-7
143185 - Carlina macrocephala: 10.1016/0031-9422(79)83089-7
1824952 - Cecropia glaziovii:
1958848 - Cecropia hololeuca: 10.1078/0944-7113-00003
1472306 - Cecropia pachystachya:
41535 - Centaurea macrocephala: 10.1016/S0305-1978(02)00046-7
41537 - Centaurea montana: 10.1016/0305-1978(96)00020-8
271558 - Cerastium arvense: 10.1016/S0031-9422(00)83186-6
252529 - Citrullus colocynthis: 10.1016/S0031-9422(96)00465-7
37334 - Citrus maxima: 10.1016/J.JPBA.2013.11.030
3453 - Clematis rehderiana: 10.3390/MOLECULES15020672
714457 - Clinacanthus nutans: 10.1016/S0031-9422(97)00956-4
578542 - Combretum micranthum: 10.1007/BF00579081
4744 - Commelina communis: 10.1007/S11418-008-0244-1
298648 - Crataegus curvisepala: 10.1007/BF00598320
140997 - Crataegus monogyna: 10.1007/BF00598320
510738 - Crataegus rhipidophylla: 10.1007/BF00598320
32127 - Crepidomanes minutum: 10.1002/J.1537-2197.1996.TB13914.X
170354 - Crossopteryx febrifuga: 10.1055/S-2006-962425
992673 - Crotalaria laburnifolia: 10.1055/S-0028-1099931
1237663 - Crotalaria sessiliflora: 10.1271/BBB.67.410
3659 - Cucumis sativus: 10.1021/NP030150Y
66014 - Cymbopogon citratus: 10.1021/JF0479766
4509 - Dactylis glomerata: 10.1016/0305-1978(84)90034-6
224034 - Daphne gnidium:
223749 - Daphne laureola: 10.1016/S0031-9422(96)00800-X
419419 - Davallia heterophylla: 10.1002/J.1537-2197.1996.TB13914.X
932098 - Desmodium canadense: 10.1007/BF00563474
1217287 - Dianthus arenarius: 10.1007/BF00579784
746759 - Dianthus crinitus: 10.1007/BF00579784
58832 - Didymoglossum krausii: 10.1002/J.1537-2197.1996.TB13914.X
58833 - Didymoglossum membranaceum: 10.1002/J.1537-2197.1996.TB13914.X
381256 - Didymoglossum reptans: 10.1002/J.1537-2197.1996.TB13914.X
4373 - Drosophyllum lusitanicum: 10.1016/S0031-9422(02)00258-3
55312 - Echinodorus grandiflorus: 10.1590/S0102-695X2007000200002
3617 - Fagopyrum esculentum: 10.1515/ZNC-1985-3-402
360876 - Fargesia robusta: 10.1021/NP100220G
66385 - Ficus microcarpa: 10.1016/J.BMCL.2010.12.025
1169730 - Gentiana arisanensis:
49935 - Gentiana asclepiadea: 10.1007/BF00630332
50762 - Gentiana depressa: 10.1021/NP50037A009
156521 - Gentiana lawrencei var. farreri: 10.1016/S0021-9673(01)94458-9
38851 - Gentiana lutea:
50765 - Gentiana macrophylla: 10.1007/BF00598428
374094 - Gentiana olivieri:
1085736 - Gentiana orbicularis: 10.1016/0305-1978(82)90006-0
1892689 - Gentiana pedicellata: 10.1055/S-2007-969168
553059 - Gentiana sino-ornata: 10.1016/S0021-9673(01)94458-9
574900 - Gentiana thunbergii: 10.1055/S-2006-962408
49940 - Gentianella campestris: 10.1016/0305-1978(82)90006-0
2576744 - Gentianella nitida: 10.1055/S-2006-957908
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
66093 - Gleditsia japonica: 10.1248/CPB.25.3408
66096 - Gleditsia sinensis: 10.1248/CPB.25.3408
271535 - Glochidion zeylanicum: 10.1248/CPB.49.921
648866 - Grona styracifolia: 10.1007/S10600-010-9746-7
235358 - Gypsophila paniculata:
40000 - Heterotis rotundifolia: 10.1007/BF02688048
9606 - Homo sapiens: -
42079 - Hyparrhenia hirta: 10.1016/S0305-1978(01)00028-X
65561 - Hypericum perforatum: 10.1055/S-2002-20053
591218 - Indocalamus tessellatus: 10.1248/YAKUSHI1947.118.8_332
58944 - Iris domestica:
34213 - Iris ensata: 10.1007/BF00574811
2050662 - Iris pseudopumila: 10.1080/14786410701740237
358659 - Isatis quadrialata: 10.1080/10575630008043782
1009483 - Itea chinensis: 10.1016/0031-9422(88)87036-5
96938 - Itea ilicifolia: 10.1016/0031-9422(88)87036-5
108596 - Itea japonica: 10.1016/0031-9422(88)87036-5
1679360 - Itea macrophylla: 10.1016/0031-9422(88)87036-5
2338903 - Itea oldhamii: 10.1016/0031-9422(88)87036-5
1008918 - Itea omeiensis: 10.1016/0031-9422(88)87036-5
1609873 - Itea parviflora: 10.1016/0031-9422(88)87036-5
23081 - Itea virginica: 10.1016/0031-9422(88)87036-5
210359 - Itea yunnanensis: 10.1016/0031-9422(88)87036-5
3996 - Jatropha multifida: 10.1007/S10600-012-0377-Z
3668 - Lagenaria siceraria: 10.1016/0021-9673(94)85278-2
446056 - Leiothrix flavescens: 10.1016/S0031-9422(00)00480-5
556514 - Lespedeza bicolor:
688281 - Lespedeza davurica: 10.1007/BF02491247
688283 - Lespedeza juncea:
2579260 - Linum capitatum: 10.2298/FUPCT0401067I
4006 - Linum usitatissimum: 10.1016/S0031-9422(00)97303-5
50277 - Lomatogonium carinthiacum: 10.1016/S0031-9422(00)85027-X
148625 - Lomatogonium rotatum: 10.1007/BF00630227
3874 - Lupinus polyphyllus: 10.1007/BF00565265
61075 - Lupinus sericeus: 10.1016/0305-1978(82)90034-5
13129 - Lythrum salicaria:
47082 - Melilotus albus: 10.1016/S0031-9422(00)89068-8
200951 - Melilotus indicus: 10.1016/J.FITOTE.2006.04.007
38859 - Mentha longifolia: 10.1016/S0367-326X(99)00062-3
29719 - Mentha spicata: 10.1016/S0367-326X(99)00062-3
76306 - Mimosa pudica: 10.1016/S0305-1978(01)00086-2
690556 - Mucuna sempervirens: 10.1016/0031-9422(88)80243-7
1317686 - Musanga cecropioides: 10.1078/0944-7113-00003
204149 - Ocimum tenuiflorum: 10.1076/PHBI.37.1.92.6318
238283 - Oenothera canescens: 10.1002/J.1537-2197.1988.TB13465.X
58886 - Parkinsonia aculeata:
159422 - Passiflora alata: 10.1055/S-2007-969715
237836 - Passiflora allantophylla: 10.1076/PHBI.40.2.81.5844
298528 - Passiflora ampullacea: 10.1076/PHBI.40.2.81.5844
196578 - Passiflora biflora: 10.1076/PHBI.40.2.81.5844
159428 - Passiflora caerulea: 10.1076/PHBI.40.2.81.5844
1510904 - Passiflora coactilis: 10.1016/S0031-9422(00)86995-2
1822410 - Passiflora colinvauxii: 10.1076/PHBI.40.2.81.5844
196579 - Passiflora coriacea: 10.1076/PHBI.40.2.81.5844
78168 - Passiflora edulis: 10.1076/PHBI.40.2.81.5844
159425 - Passiflora incarnata:
231178 - Passiflora macrophylla: 10.1076/PHBI.40.2.81.5844
159432 - Passiflora misera: 10.1076/PHBI.40.2.81.5844
231185 - Passiflora mucronata: 10.1076/PHBI.40.2.81.5844
340645 - Passiflora palmeri: 10.1021/NP50032A028
1341375 - Passiflora pavonis: 10.1021/NP50017A025
231188 - Passiflora serratifolia: 10.1076/PHBI.40.2.81.5844
231183 - Passiflora sexflora: 10.1021/NP50024A029
2793609 - Passiflora trinervia: 10.1021/NP50028A036
458363 - Pediomelum esculentum: 10.1016/S0031-9422(00)83638-9
59871 - Pelargonium reniforme: 10.1016/S0031-9422(01)00403-4
1417791 - Pelargonium sidoides: 10.1016/J.PHYMED.2006.11.021
308175 - Petrorhagia dubia: 10.1021/NP100255U
572133 - Phlomoides tuberosa: 10.1007/BF00563376
446123 - Phoenix loureiroi: 10.1248/CPB.39.1455
446188 - Phoenix loureiroi var. loureiroi: 10.1016/J.PHYTOCHEM.2009.06.006
35706 - Phyllostachys bambusoides: 10.1248/YAKUSHI1947.118.8_332
38705 - Phyllostachys edulis: 10.1248/YAKUSHI1947.118.8_332
281083 - Phyllostachys nigra: 10.1248/YAKUSHI1947.118.8_332
1663448 - Phyllostachys reticulata: 10.1248/YAKUSHI1947.118.8_332
3888 - Pisum sativum: 10.1016/S0031-9422(00)88457-5
66997 - Plagiomnium affine: 10.1016/0031-9422(86)88021-9
33090 - Plants: -
591221 - Pleioblastus argenteostriatus: 10.1248/YAKUSHI1947.118.8_332
387604 - Pleioblastus chino: 10.1248/YAKUSHI1947.118.8_332
184043 - Pleioblastus simonii: 10.1248/YAKUSHI1947.118.8_332
93036 - Poa annua: 10.1016/S0031-9422(00)84808-6
39358 - Prunella vulgaris:
39358 - Prunella vulgaris L.: -
29657 - Rhapis humilis: 10.1248/CPB.32.4003
1378005 - Rhynchosia beddomei: 10.1007/BF02002621
2059504 - Rhynchosia capitata: 10.1007/BF02002621
132461 - Rhynchosia minima: 10.1007/BF02002621
41241 - Rumex acetosa: 10.1248/CPB.38.2277
291102 - Rumex cyprius: 10.1016/0305-1978(93)90049-W
1786036 - Rumex pictus: 10.1016/0305-1978(93)90049-W
317192 - Rumex vesicarius: 10.1016/0305-1978(93)90049-W
4547 - Saccharum officinarum: 10.1016/0021-9673(93)80317-2
35974 - Santalum Album L\uff0e: -
121784 - Sasa kurilensis: 10.1248/YAKUSHI1947.118.8_332
387749 - Sasa nipponica: 10.1248/YAKUSHI1947.118.8_332
387750 - Sasa senanensis: 10.1248/YAKUSHI1947.118.8_332
364757 - Scleropyrum pentandrum: 10.1016/J.PHYTOCHEM.2011.11.001
53861 - Securigera varia:
387610 - Semiarundinaria fastuosa: 10.1248/YAKUSHI1947.118.8_332
4555 - Setaria italica: 10.1016/S0031-9422(00)98008-7
1137874 - Silene banksia: 10.1007/BF00564824
1390722 - Silene saxatilis: 10.1007/BF00566811
1850527 - Silene wilfordii: 10.1007/BF00564824
455371 - Spatholobus Suberectus Dunn: -
581250 - Stellaria holostea: 10.1007/BF00574225
13274 - Stellaria media: 10.1080/14786410701642532
166616 - Swertia decora: 10.1248/CPB.56.485
166617 - Swertia delavayi: 10.1248/CPB.56.485
137129 - Swertia japonica:
676131 - Swertia pseudochinensis: 10.1248/CPB.56.485
166623 - Swertia pubescens: 10.4268/CJCMM20151921
1851450 - Swertia punctata: 10.1016/S0031-9422(02)00231-5
137131 - Swertia punicea: 10.1248/CPB.56.485
578549 - Terminalia brachystemma: 10.1016/J.FITOTE.2009.05.006
39993 - Terminalia catappa: 10.1002/JCCS.200000030
578554 - Terminalia myriocarpa: 10.1055/S-2002-32549
285591 - Tinospora crispa: 10.1016/J.BMC.2015.04.053
261649 - Tragopogon orientalis: 10.5586/ASBP.1988.009
41653 - Tragopogon pratensis: 10.5586/ASBP.1988.009
221314 - Trichomanes crispum: 10.1002/J.1537-2197.1996.TB13914.X
1631473 - Trichomanes cupressoides: 10.1002/J.1537-2197.1996.TB13914.X
381238 - Trichomanes holopterum: 10.1002/J.1537-2197.1996.TB13914.X
221323 - Trichomanes lucens: 10.1002/J.1537-2197.1996.TB13914.X
221328 - Trichomanes polypodioides: 10.1002/J.1537-2197.1996.TB13914.X
78534 - Trigonella foenum-graecum: 10.1016/0031-9422(73)80481-9
78534 - Trigonella foenum-graecum L.: -
308429 - Tripterospermum chinense: 10.1007/S10600-008-9113-0
1608368 - Tripterospermum japonicum: 10.1248/CPB.49.699
4565 - Triticum aestivum:
647291 - Ulmus wallichiana: 10.1016/J.BMCL.2009.06.074
1051480 - Vellozia epidendroides: 10.1016/0031-9422(92)90037-Q
316493 - Viola philippica: 10.1248/CPB.51.1204
54477 - Vitex agnus-castus: 10.1016/J.MATURITAS.2006.06.014
361442 - Vitex negundo:
223431 - Vitex negundo var. cannabifolia: 10.1002/PS.1278
204215 - Vitex trifolia: 10.4268/CJCMM20141115
703182 - Wilbrandia ebracteata:

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

Senling Feng, Yuting Li, Hanhui Huang, Hongliang Huang, Yingying Duan, Zhongwen Yuan, Wenting Zhu, Zhengrong Mei, Lianxiang Luo, Pengke Yan. Isoorientin reverses lung cancer drug resistance by promoting ferroptosis via the SIRT6/Nrf2/GPX4 signaling pathway. European journal of pharmacology. 2023 Jun; ?(?):175853. doi: 10.1016/j.ejphar.2023.175853. [PMID: 37329975]
Tiehan Cui, Yun Lan, Yuying Lu, Fei Yu, Suai Lin, Yizhe Fu, Jiaxuan Qiu, Guangliang Niu. Isoorientin ameliorates H2O2-induced apoptosis and oxidative stress in chondrocytes by regulating MAPK and PI3K/Akt pathways. Aging. 2023 Jun; 15(?):. doi: 10.18632/aging.204768. [PMID: 37277114]
Sezen Yılmaz Sarıaltın, Özlem Bahadır Acıkara. Assessment of Correlation Analysis, Phytochemical Profile, and Biological Activities of Endemic Scorzonera Species from Turkey. Chemistry & biodiversity. 2022 Oct; 19(10):e202200007. doi: 10.1002/cbdv.202200007. [PMID: 36031843]
Flávia Bittencourt Brasil, Fhelipe Jolner Souza de Almeida, Matheus Dargesso Luckachaki, Evandro Luiz Dall'Oglio, Marcos Roberto de Oliveira. A Pretreatment with Isoorientin Attenuates Redox Disruption, Mitochondrial Impairment, and Inflammation Caused by Chlorpyrifos in a Dopaminergic Cell Line: Involvement of the Nrf2/HO-1 Axis. Neurotoxicity research. 2022 Aug; 40(4):1043-1056. doi: 10.1007/s12640-022-00517-3. [PMID: 35583593]
Zhongbao Zhang, Xiaoqin Tan, Xiaorong Sun, Jianhua Wei, Qing X Li, Zhongyi Wu. Isoorientin Affects Markers of Alzheimer's Disease via Effects on the Oral and Gut Microbiota in APP/PS1 Mice. The Journal of nutrition. 2022 01; 152(1):140-152. doi: 10.1093/jn/nxab328. [PMID: 34636875]
Xiaorong Sun, Xiaofeng Xue, Xiaqing Wang, Chun Zhang, Dengyu Zheng, Wei Song, Jiuran Zhao, Jianhua Wei, Zhongyi Wu, Zhongbao Zhang. Natural variation of ZmCGT1 is responsible for isoorientin accumulation in maize silk. The Plant journal : for cell and molecular biology. 2022 01; 109(1):64-76. doi: 10.1111/tpj.15549. [PMID: 34695260]
Buyun Kim, Ki Yong Lee, Byoungduck Park. Isoorientin Inhibits Amyloid β25-35-Induced Neuronal Inflammation in BV2 Cells by Blocking the NF-κB Signaling Pathway. Molecules (Basel, Switzerland). 2021 Nov; 26(22):. doi: 10.3390/molecules26227056. [PMID: 34834150]
Wenliang Wang, Denghui Gao, Qiancheng Zheng, Xi Zhao, Risong Na, Xinsheng Wan, Qing X Li. Interactions of isoorientin and its Semi-synthetic analogs with human serum albumin. Bioorganic chemistry. 2021 11; 116(?):105319. doi: 10.1016/j.bioorg.2021.105319. [PMID: 34488124]
Bruno César Correa Salles, Krissia Caroline Leme, Marcelo Aparecido da Silva, Cláudia Quintino da Rocha, Marcelo M P Tangerina, Wagner Vilegas, Sônia A Figueiredo, Stella Maris da Silveira Duarte, Maria Rita Rodrigues, Fernanda Borges de Araújo Paula. Protective effect of flavonoids from Passiflora edulis Sims on diabetic complications in rats. The Journal of pharmacy and pharmacology. 2021 Sep; 73(10):1361-1368. doi: 10.1093/jpp/rgab046. [PMID: 33772554]
Sultana Razia, Hyunsung Park, Eunju Shin, Kyu-Suk Shim, Eunae Cho, Sun-Yeou Kim. Effects of Aloe vera Flower Extract and Its Active Constituent Isoorientin on Skin Moisturization via Regulating Involucrin Expression: In Vitro and Molecular Docking Studies. Molecules (Basel, Switzerland). 2021 04; 26(9):. doi: 10.3390/molecules26092626. [PMID: 33946287]
Javad Mottaghipisheh, Norbert Kúsz, Judit Hohmann, Yu-Chi Tsai, Dezső Csupor. Isolation of secondary metabolites from the Iranian medicinal plant Eremurus persicus. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2021 Jan; 76(1-2):43-47. doi: 10.1515/znc-2020-0059. [PMID: 32681789]
Monaj Kumar Sarkar, Vellingiri Vadivel, Mamilla R Charan Raja, Santanu Kar Mahapatra. Investigation of phytochemical constituents of anti-leukemic herbal drugs used by the traditional healers of Purulia, Birbhum and Bankura districts of West Bengal. Natural product research. 2020 Dec; 34(23):3388-3393. doi: 10.1080/14786419.2019.1566818. [PMID: 30764661]
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