Pectolinarigenin (BioDeep_00000267733)

Secondary id: BioDeep_00000000290, BioDeep_00000864359

PANOMIX_OTCML-2023

代谢物信息卡片

4H-1-Benzopyran-4-one, 5,7-dihydroxy-6-methoxy-2-(4-methoxyphenyl)-

化学式: C17H14O6 (314.0790344)
中文名称: 柳穿鱼黄素, 番茄红素
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 1.67%

分子结构信息

SMILES: c1(c(c(c2c(c1)oc(cc2=O)c1ccc(cc1)OC)O)OC)O
InChI: InChI=1S/C17H14O6/c1-21-10-5-3-9(4-6-10)13-7-11(18)15-14(23-13)8-12(19)17(22-2)16(15)20/h3-8,19-20H,1-2H3

描述信息

Pectolinarigenin is a dimethoxyflavone that is the 6,4-dimethyl ether derivative of scutellarein. It has a role as a plant metabolite. It is a dimethoxyflavone and a dihydroxyflavone. It is functionally related to a scutellarein.
Pectolinarigenin is a natural product found in Eupatorium cannabinum, Chromolaena odorata, and other organisms with data available.
A dimethoxyflavone that is the 6,4-dimethyl ether derivative of scutellarein.
Pectolinarigenin, also known as 5,7-dihydroxy-4,6-dimethoxyflavone or 4-methylcapillarisin, is a member of the class of compounds known as 6-o-methylated flavonoids. 6-o-methylated flavonoids are flavonoids with methoxy groups attached to the C6 atom of the flavonoid backbone. Thus, pectolinarigenin is considered to be a flavonoid lipid molecule. Pectolinarigenin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Pectolinarigenin can be found in sunflower and tarragon, which makes pectolinarigenin a potential biomarker for the consumption of these food products. Pectolinarigenin is a Cirsium isolate with anti-inflammatory activity and belongs to the flavones .
Pectolinarigenin is a dual inhibitor of COX-2/5-LOX. Anti-inflammatory activity[1]. Pectolinarigenin has potent inhibitory activities on melanogenesis[2].
Pectolinarigenin is a dual inhibitor of COX-2/5-LOX. Anti-inflammatory activity[1]. Pectolinarigenin has potent inhibitory activities on melanogenesis[2].
Pectolinarigenin is a dual inhibitor of COX-2/5-LOX. Anti-inflammatory activity[1]. Pectolinarigenin has potent inhibitory activities on melanogenesis[2].

同义名列表

30 个代谢物同义名

数据库引用编号

18 个数据库交叉引用编号

ChEBI: CHEBI:81336
KEGG: C17784
PubChem: 5320438
ChEMBL: CHEMBL78010
Wikipedia: Pectolinarigenin
LipidMAPS: LMPK12111164
MeSH: pectolinarigenin
ChemIDplus: 0000520127
KNApSAcK: C00003838
foodb: FDB007002
foodb: FDB005736
chemspider: 4478521
CAS: 520-12-7
medchemexpress: HY-N0493
Flavonoid: FL3FEANS0006
MetaboLights: MTBLC81336
PubChem: 96024103
NIKKAJI: J6.599D

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)

86 个相关的物种来源信息

282720 - Achillea aspleniifolia: 10.1016/0305-1978(88)90071-3
282730 - Achillea collina:
13329 - Achillea millefolium: 10.1016/0305-1978(88)90071-3
282767 - Achillea setacea: 10.1016/0305-1978(88)90071-3
282770 - Achillea virescens: 10.1016/0305-1978(88)90071-3
35948 - Aeonium glutinosum: 10.1016/0031-9422(93)00074-P
35956 - Aeonium spathulatum: 10.1016/0031-9422(93)00074-P
2773065 - Ageratina calophylla: 10.1016/S0031-9422(00)84545-8
3517 - Alnus glutinosa: 10.1016/0305-1978(91)90099-L
109063 - Alnus japonica: 10.1016/0031-9422(74)85049-1
925377 - Aloysia citrodora: 10.1055/S-2006-962505
589720 - Anthemis auriculata:
7459 - Apis: 10.1016/J.ARABJC.2011.05.013
436195 - Arnica chamissonis: 10.2298/HEMIND0704272R
149410 - Arnica longifolia: 10.1016/S0031-9422(00)89581-3
436207 - Arnica montana: 10.1135/CCCC19712189
265783 - Artemisia capillaris: -
205369 - Artemisia judaica: 10.1016/S0031-9422(00)84593-8
669133 - Artemisia mongolica: 10.1055/S-2006-957946
401942 - Artemisia xerophytica: 10.1007/BF00581612
1193810 - Asanthus solidaginifolius: 10.1021/NP50045A042
2707510 - Baccharis pseudovaccinioides: 10.1515/ZNC-1986-1-214
573714 - Baccharis trinervis: 10.1016/S0305-1978(00)00019-3
120713 - Brainea insignis: 10.1248/CPB.58.868
1550814 - Brickellia dentata: 10.1016/0031-9422(80)85136-3
168499 - Buddleja macrostachya: 10.1016/0378-8741(84)90075-8
1284885 - Cassinia uncata: 10.1016/0031-9422(88)83027-9
41507 - Centaurea aspera: 10.1016/0031-9422(91)83643-Y
145490 - Centaurea collina: 10.1016/S0031-9422(00)97993-7
145515 - Centaurea salonitana: 10.1016/S0031-9422(00)97993-7
41539 - Centaurea sulphurea: 10.1016/S0031-9422(00)84978-X
103745 - Chromolaena odorata: 10.1016/0305-1978(95)00080-1
41550 - Cirsium arvense: 10.1016/0031-9422(74)85051-X
516546 - Cirsium japonicum:
297476 - Cirsium oleraceum: 10.1007/BF00569015
859427 - Cirsium setidens: 10.1248/BPB.31.760
680190 - Clerodendrum indicum:
694320 - Comanthosphace japonica: 10.1248/CPB.27.1252
38791 - Digitalis grandiflora: 10.1055/S-2007-969735
305854 - Digitalis lamarckii: 10.1055/S-2007-969735
49450 - Digitalis lanata: 10.1055/S-2007-969735
306087 - Digitalis trojana: 10.1055/S-2007-969735
167917 - Duranta erecta: 10.1016/0031-9422(72)80123-7
79350 - Eriodictyon sessilifolium: 10.1515/ZNC-1988-5-603
102770 - Eupatorium cannabinum: 10.1016/0305-1978(95)00011-I
662482 - Grindelia camporum: 10.1515/ZNC-1994-5-618
1114741 - Grindelia hirsutula: 10.1515/ZNC-1994-5-618
73291 - Helianthus grosseserratus: 10.1016/0031-9422(81)85225-9
427640 - Heterotheca subaxillaris: 10.1016/J.PHYTOCHEM.2008.09.026
2741198 - Hymenoxys jamesii: 10.1016/S0305-1978(01)00100-4
3996 - Jatropha multifida: 10.1080/14786411003792207
496633 - Jungia polita: 10.1016/0031-9422(92)83741-G
549292 - Layia hieracioides: 10.1016/0305-1978(88)90045-2
694369 - Leucosceptrum canum: 10.1016/J.PHYTOL.2009.10.007
1315793 - Linaria kurdica: 10.1007/BF00575036
43171 - Linaria vulgaris: 10.1007/BF00575036
2291699 - Marrubium cylleneum: 10.1076/PHBI.40.4.245.8472
1611021 - Meehania fargesii: 10.1248/CPB.58.696
294739 - Mentha pulegium: 10.1016/S0031-9422(97)01042-X
38860 - Mentha suaveolens: 10.1016/S0031-9422(97)01042-X
680227 - Millingtonia hortensis:
28940 - Nothofagus dombeyi: 10.1016/J.PHYTOCHEM.2004.04.002
313534 - Onopordum nervosum: 10.1007/978-1-4020-6955-0_40
33090 - Plants: -
694325 - Rostrinucula dependens: 10.1016/J.FITOTE.2005.06.010
1294397 - Salvia hypoleuca:
1685713 - Salvia limbata: 10.1016/0031-9422(95)00754-7
424424 - Salvia plebeia: 10.1016/0378-8741(85)90026-1
1933769 - Salvia yosgadensis: 10.1016/S0031-9422(01)00415-0
243812 - Saussurea elegans: 10.1007/BF00575206
176579 - Schkuhria pinnata:
1936783 - Schkuhria schkuhrioides: 10.1080/10575639808048865
63803 - Siparuna: 10.1016/0031-9422(93)85293-Z
68873 - Striga passargei: 10.1021/NP50039A027
1603837 - Strobilanthes dimorphotricha: 10.1055/S-2005-873125
1115765 - Tanacetum aucherianum: 10.1016/S0031-9422(96)00373-1
647961 - Tanacetum densum: 10.1016/0031-9422(91)83015-D
53176 - Teucrium chamaedrys: 10.1016/S0031-9422(00)97033-X
57577 - Trifolium pratense: 10.1016/S0021-9673(96)00578-X
78479 - Trollius Chinensis: -
386441 - Veratrum dahuricum: 10.1007/S10600-007-0233-8
74677 - Veronica cupressoides: 10.1055/S-2006-959549
49994 - Volkameria inermis: 10.1080/1028602021000000053
125667 - Xerochrysum viscosum: 10.1016/0031-9422(93)85293-Z
33090 - 大蓟: -
33090 - 飞机草: -

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

Jun Qian, Qian Li, Yangjie Song, Xuyan Gong, Kaili Hu, Guangbo Ge, Yao Sun. Pectolinarigenin ameliorates osteoporosis via enhancing Wnt signaling cascade in PPARβ-dependent manner. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2024 Jul; 129(?):155587. doi: 10.1016/j.phymed.2024.155587. [PMID: 38608598]
Peiqi Liu, Qian Li, Guanghao Zhu, Tiantian Zhang, Dongzhu Tu, Feng Zhang, Moshe Finel, Yuqi He, Guangbo Ge. Characterization of the glucuronidating pathway of pectolinarigenin, the major active constituent of the Chinese medicine Daji, in humans and its influence on biological activities. Journal of ethnopharmacology. 2023 Oct; 319(Pt 1):117280. doi: 10.1016/j.jep.2023.117280. [PMID: 37797876]
Zhao Deng, Dexin Shen, Mengxue Yu, Fenfang Zhou, Danni Shan, Yayun Fang, Wan Jin, Kaiyu Qian, Shenjuan Li, Gang Wang, Yi Zhang, Lingao Ju, Yu Xiao, Xinghuan Wang. Pectolinarigenin inhibits bladder urothelial carcinoma cell proliferation by regulating DNA damage/autophagy pathways. Cell death discovery. 2023 Jul; 9(1):214. doi: 10.1038/s41420-023-01508-9. [PMID: 37393350]
Huixin Tan, Fenghe Wang, Jiahuan Hu, Xiaoyan Duan, Wanting Bai, Xinbo Wang, Baolian Wang, Yan Su, Jinping Hu. Inhibitory interaction of flavonoids with organic cation transporter 2 and their structure-activity relationships for predicting nephroprotective effects. Journal of applied toxicology : JAT. 2023 Apr; ?(?):. doi: 10.1002/jat.4474. [PMID: 37057715]
Qian Li, Wen Zhang, Nuo Cheng, Yadi Zhu, Hao Li, Shuijun Zhang, Wenzhi Guo, Guangbo Ge. Pectolinarigenin ameliorates acetaminophen-induced acute liver injury via attenuating oxidative stress and inflammatory response in Nrf2 and PPARa dependent manners. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2023 Feb; 113(?):154726. doi: 10.1016/j.phymed.2023.154726. [PMID: 36863308]
Lulu Shi, Mingzhe Zou, Xingxing Zhou, Songhua Wang, Wei Meng, Zhou Lan. Comparison of protective effects of hesperetin and pectolinarigenin on high-fat diet-induced hyperlipidemia and hepatic steatosis in Golden Syrian hamsters. Experimental animals. 2023 Feb; 72(1):123-131. doi: 10.1538/expanim.22-0115. [PMID: 36310057]
Yuling Feng, Ramesh Bhandari, Chunmeng Li, Pengfei Shu, Imran Ibrahim Shaikh. Pectolinarigenin Suppresses LPS-Induced Inflammatory Response in Macrophages and Attenuates DSS-Induced Colitis by Modulating the NF-κB/Nrf2 Signaling Pathway. Inflammation. 2022 Dec; 45(6):2529-2543. doi: 10.1007/s10753-022-01710-4. [PMID: 35931839]
Zhou Lan, Kun Zhang, Jianhui He, Qiong Kang, Wei Meng, Songhua Wang. Pectolinarigenin shows lipid-lowering effects by inhibiting fatty acid biosynthesis in vitro and in vivo. Phytotherapy research : PTR. 2022 Nov; ?(?):. doi: 10.1002/ptr.7679. [PMID: 36415143]
Yutao Zhang, Changjian Wan, Zijie Song, Wei Meng, Songhua Wang, Zhou Lan. Pectolinarigenin reduces the expression of sterol regulatory element-binding proteins and cellular lipid levels. Bioscience, biotechnology, and biochemistry. 2022 Aug; 86(9):1220-1230. doi: 10.1093/bbb/zbac095. [PMID: 35723236]
Luana Heimfarth, Leandro da Silva Nascimento, Márcia de Jesus Amazonas da Silva, Waldecy de Lucca Junior, Emerson Silva Lima, Lucindo José Quintans-Junior, Valdir Florêncio da Veiga-Junior. Neuroprotective and anti-inflammatory effect of pectolinarigenin, a flavonoid from Amazonian Aegiphila integrifolia (Jacq.), against lipopolysaccharide-induced inflammation in astrocytes via NFκB and MAPK pathways. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2021 Nov; 157(?):112538. doi: 10.1016/j.fct.2021.112538. [PMID: 34500010]
Ahmed A Al-Karmalawy, Mai M Farid, Ahmed Mostafa, Alia Y Ragheb, Sara H Mahmoud, Mahmoud Shehata, Noura M Abo Shama, Mohamed GabAllah, Gomaa Mostafa-Hedeab, Mona M Marzouk. Naturally Available Flavonoid Aglycones as Potential Antiviral Drug Candidates against SARS-CoV-2. Molecules (Basel, Switzerland). 2021 Oct; 26(21):. doi: 10.3390/molecules26216559. [PMID: 34770969]
Yanfen Li, Fan Guo, Rongshuang Huang, Liang Ma, Ping Fu. Natural flavonoid pectolinarigenin alleviated kidney fibrosis via inhibiting the activation of TGFβ/SMAD3 and JAK2/STAT3 signaling. International immunopharmacology. 2021 Feb; 91(?):107279. doi: 10.1016/j.intimp.2020.107279. [PMID: 33340783]
Shih-Chung Yen, Liang-Chieh Chen, Han-Li Huang, Sin-Ting Ngo, Yi-Wen Wu, Tony Eight Lin, Tzu-Ying Sung, Ssu-Ting Lien, Hui-Ju Tseng, Shiow-Lin Pan, Wei-Jan Huang, Kai-Cheng Hsu. Investigation of Selected Flavonoid Derivatives as Potent FLT3 Inhibitors for the Potential Treatment of Acute Myeloid Leukemia. Journal of natural products. 2021 01; 84(1):1-10. doi: 10.1021/acs.jnatprod.0c00589. [PMID: 33393294]
Ling Feng, Yu Zhang, Yan-Chun Liu, Yan Liu, Shi-Hong Luo, Chun-Shuai Huang, Sheng-Hong Li. Leucoflavonine, a new bioactive racemic flavoalkaloid from the leaves of Leucosceptrum canum. Bioorganic & medicinal chemistry. 2019 01; 27(2):442-446. doi: 10.1016/j.bmc.2018.12.023. [PMID: 30579802]
Ho Jeong Lee, Venu Venkatarame Gowda Saralamma, Seong Min Kim, Sang Eun Ha, Preethi Vetrivel, Eun Hee Kim, Snag Joon Lee, Jeong Doo Heo, Shailima Rampogu, Keun Woo Lee, Gon Sup Kim. Comparative Proteomic Profiling of Tumor-Associated Proteins in Human Gastric Cancer Cells Treated with Pectolinarigenin. Nutrients. 2018 Oct; 10(11):. doi: 10.3390/nu10111596. [PMID: 30380781]
Njogu M Kimani, Josphat C Matasyoh, Marcel Kaiser, Reto Brun, Thomas J Schmidt. Antiprotozoal Sesquiterpene Lactones and Other Constituents from Tarchonanthus camphoratus and Schkuhria pinnata. Journal of natural products. 2018 01; 81(1):124-130. doi: 10.1021/acs.jnatprod.7b00747. [PMID: 29244495]
Sullim Lee, Da-Hye Lee, Jin-Chul Kim, Byung Hun Um, Sang Hyun Sung, Lak Shin Jeong, Yong Kee Kim, Su-Nam Kim. Pectolinarigenin, an aglycone of pectolinarin, has more potent inhibitory activities on melanogenesis than pectolinarin. Biochemical and biophysical research communications. 2017 11; 493(1):765-772. doi: 10.1016/j.bbrc.2017.08.106. [PMID: 28851651]
Ochuko L Erukainure, M Ahmed Mesaik, Olubunmi Atolani, Aliyu Muhammad, Chika I Chukwuma, Md Shahidul Islam. Pectolinarigenin from the leaves of Clerodendrum volubile shows potent immunomodulatory activity by inhibiting T - cell proliferation and modulating respiratory oxidative burst in phagocytes. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2017 Sep; 93(?):529-535. doi: 10.1016/j.biopha.2017.06.060. [PMID: 28686966]
Amer Tarawneh, Francisco León, Sara Pettaway, Khaled M Elokely, Michael L Klein, Janet Lambert, Arsala Mansoor, Stephen J Cutler. Flavonoids from Perovskia atriplicifolia and Their in Vitro Displacement of the Respective Radioligands for Human Opioid and Cannabinoid Receptors. Journal of natural products. 2015 Jun; 78(6):1461-5. doi: 10.1021/acs.jnatprod.5b00218. [PMID: 26035635]
Intouch Sakpakdeejaroen, Thana Juckmeta, Arunporn Itharat. Development and validation of RP-HPLC method to determine anti-allergic compound in Thai traditional remedy called Benjalokawichien. Journal of the Medical Association of Thailand = Chotmaihet thangphaet. 2014 Aug; 97 Suppl 8(?):S76-80. doi: . [PMID: 25518297]
Yusuke Watanabe, Paula Novaes, Rosa M Varela, José M G Molinillo, Hisashi Kato-Noguchi, Francisco A Macías. Phytotoxic potential of Onopordum acanthium L. (Asteraceae). Chemistry & biodiversity. 2014 Aug; 11(8):1247-55. doi: 10.1002/cbdv.201400070. [PMID: 25146768]
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Chellaiah Muthu, Appadurai Daniel Reegan, Selvadurai Kingsley, Savarimuthu Ignacimuthu. Larvicidal activity of pectolinaringenin from Clerodendrum phlomidis L. against Culex quinquefasciatus Say and Aedes aegypti L. (Diptera: Culicidae). Parasitology research. 2012 Sep; 111(3):1059-65. doi: 10.1007/s00436-012-2932-8. [PMID: 22562213]
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Jie Zhang, Linxi Li, Xiuhua Liu, Yong Wang, Dongbao Zhao. [Study on chemical constituents of Artemisia sphaerocephala]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2012 Jan; 37(2):238-42. doi: . [PMID: 22737859]
Zhiyong Liao, Zhihua Wu, Mingjiang Wu. Cirsium japonicum flavones enhance adipocyte differentiation and glucose uptake in 3T3-L1 cells. Biological & pharmaceutical bulletin. 2012; 35(6):855-60. doi: 10.1248/bpb.35.855. [PMID: 22687475]
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Mamdouh Nabil Samy, Hany Ezzat Khalil, Sachiko Sugimoto, Katsuyoshi Matsunami, Hideaki Otsuka, Mohamed Salah Kamel. Three new flavonoid glycosides, byzantionoside B 6'-O-sulfate and xyloglucoside of (Z)-hex-3-en-1-ol from Ruellia patula. Chemical & pharmaceutical bulletin. 2011; 59(6):725-9. doi: 10.1248/cpb.59.725. [PMID: 21628908]
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Ye Yin, Fang-Yuan Gong, Xing-Xin Wu, Yang Sun, Yi-Hua Li, Ting Chen, Qiang Xu. Anti-inflammatory and immunosuppressive effect of flavones isolated from Artemisia vestita. Journal of ethnopharmacology. 2008 Oct; 120(1):1-6. doi: 10.1016/j.jep.2008.07.029. [PMID: 18721870]
Yeong-Min Yoo, Jung-Hwan Nam, Min-Young Kim, Jongwon Choi, Hee-Juhn Park. Pectolinarin and Pectolinarigenin of Cirsium setidens Prevent the Hepatic Injury in Rats Caused by D-Galactosamine via an Antioxidant Mechanism. Biological & pharmaceutical bulletin. 2008 Apr; 31(4):760-4. doi: 10.1248/bpb.31.760. [PMID: 18379079]
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