Syringaldehyde (BioDeep_00000276193)

Secondary id: BioDeep_00000017312, BioDeep_00000184095, BioDeep_00000862066

natural product PANOMIX_OTCML-2023

代谢物信息卡片

Syringaldehyde

化学式: C9H10O4 (182.057906)
中文名称: 丁香醛, 丁香醛
谱图信息: 最多检出来源 Viridiplantae(plant) 0.53%

分子结构信息

SMILES: COC1=CC(=CC(=C1O)OC)C=O
InChI: InChI=1/C9H10O4/c1-12-7-3-6(5-10)4-8(13-2)9(7)11/h3-5,11H,1-2H3

描述信息

Acquisition and generation of the data is financially supported in part by CREST/JST.
IPB_RECORD: 303; CONFIDENCE confident structure
Syringaldehyde is a polyphenolic compound belonging to the group of flavonoids and is found in different plant species like Manihot esculenta and Magnolia officinalis[1]. Syringaldehyde moderately inhibits COX-2 activity with an IC50 of 3.5 μg/mL[2]. Anti-hyperglycemic and anti-inflammatory activities[1].
Syringaldehyde is a polyphenolic compound belonging to the group of flavonoids and is found in different plant species like Manihot esculenta and Magnolia officinalis[1]. Syringaldehyde moderately inhibits COX-2 activity with an IC50 of 3.5 μg/mL[2]. Anti-hyperglycemic and anti-inflammatory activities[1].

同义名列表

1 个代谢物同义名

Syringaldehyde

数据库引用编号

22 个数据库交叉引用编号

ChEBI: CHEBI:67380
PubChem: 8655
ChEMBL: CHEMBL225303
CAS: 134-96-3
MoNA: PS075201
MoNA: PS075202
MoNA: PS075203
MoNA: PS075204
MoNA: PS108701
MoNA: PS108702
MoNA: PS108703
MoNA: PT210870
MoNA: PT110870
MoNA: PR101041
MoNA: PR100983
MoNA: PB000622
MoNA: PB000621
MoNA: PB000620
MoNA: PB000619
PMhub: MS000009495
RefMet: SYRINGALDEHYDE
medchemexpress: HY-N1390

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)

105 个相关的物种来源信息

175969 - Aeschynanthus bracteatus: 10.1016/J.PHYTOCHEM.2008.05.012
2067514 - Ambrosia cumanensis: 10.1016/S0031-9422(00)86988-5
29715 - Ambrosia psilostachya: 10.1016/S0031-9422(00)86988-5
49314 - Annona cherimola: 10.1002/JCCS.199900010
49857 - Annona montana: 10.1055/S-2006-958035
3702 - Arabidopsis thaliana:
137934 - Aralia bipinnata:
318046 - Bambusa tuldoides Munro: -
161934 - Beta vulgaris: 10.1271/BBB1961.44.205
1764351 - Boronia pinnata:
1835378 - Brosimum acutifolium: 10.1016/S0031-9422(99)00608-1
210348 - Brucea javanica:
1609857 - Casearia membranacea: 10.1055/S-2003-41120
1132458 - Cinnamomum kotoense:
977953 - Cinnamomum subavenium:
165299 - Cissus discolor: 10.1248/CPB.57.1089
76959 - Clausena excavata: 10.1016/0031-9422(96)00212-9
86864 - Codonopsis pilosula: 10.3390/MOLECULES23020383
86864 - Codonopsis pilosula Nannf.var.modesta(Nannf).L.Shen: -
4047 - Coriandrum sativum: 10.1016/0031-9422(95)00930-2
34329 - Corymbia citriodora: 10.1002/JCCS.200000074
2753873 - Daphne feddei: 10.1021/NP8004166
413758 - Diospyros maritima: 10.3390/MOLECULES14125281
339291 - Diplospora dubia: 10.1007/S11418-008-0248-X
54672 - Euphorbia lagascae: 10.1021/OL062854F
458531 - Eurycoma longifolia: 10.1016/J.BMC.2003.11.017
82737 - Fagraea racemosa: 10.1248/CPB.43.2200
241879 - Fatoua pilosa: 10.1002/CBDV.200900326
66391 - Fatoua villosa: 10.1002/CBDV.200900326
461588 - Fibraurea tinctoria: 10.1016/J.BMC.2008.09.023
100573 - Ficus septica: 10.1002/JCCS.200200019
1233747 - Gardenia carinata: 10.1016/J.FITOTE.2011.11.015
191881 - Guilandina bonduc: 10.1007/978-1-4020-4585-1_2417
59324 - Gymnadenia conopsea: 10.1248/CPB.54.506
489993 - Gymnosporia pyria: 10.1021/NP000084P
229543 - Hibiscus cannabinus: 10.1016/S0031-9422(00)00473-8
1898877 - Hibiscus taiwanensis:
498914 - Hydrangea chinensis: 10.1021/NP010091T
53211 - Ilex rotunda: 10.1016/0031-9422(95)00499-8
80369 - Imperata cylindrica: 10.1021/JF902310J
358659 - Isatis quadrialata:
161756 - Isatis tinctoria:
51240 - Juglans regia: 10.1021/JF050721N
190524 - Laguncularia racemosa: 10.1016/J.PHYTOCHEM.2009.11.008
191889 - Libidibia ferrea: 10.1007/978-1-4020-4585-1_2417
34254 - Lithospermum erythrorhizon:
85872 - Magnolia compressa: 10.1007/S10600-010-9463-2
3406 - Magnolia grandiflora: 10.1007/S10600-010-9591-8
111567 - Magnolia kachirachirai: 10.1002/CBDV.200900418
85864 - Magnolia officinalis: 10.1021/NP800494E
85864 - Magnolia officinalis Rehd. et Wils.: -
85864 - Magnolia officinalis Rehd. et Wils. var.biloba Rehd.et Wils.: -
86752 - Magnolia sinica: 10.1055/S-2000-8654
697038 - Melicope semecarpifolia: 10.1055/S-2005-871295
1089418 - Microtropis japonica:
1049779 - Mikania laevigata:
5098 - Monascus purpureus: 10.1016/J.PHYTOL.2011.08.003
1712202 - Moullava digyna: 10.1007/978-1-4020-4585-1_2417
1905002 - Moullava tortuosa: 10.1007/978-1-4020-4585-1_2417
1609885 - Neolitsea hiiranensis: 10.1016/J.PHYTOCHEM.2011.01.006
223102 - Orobanche crenata: 10.1055/S-2006-958118
36748 - Orobanche minor: 10.1055/S-2006-958118
44685 - Panax japonicus:
281083 - Phyllostachys nigra: 10.1248/CPB.32.578
281083 - Phyllostachys nigra ( Lodd. ) Munrovar. hr,lo,lis ( Mitf.) Stapf ex Rendle: -
379641 - Picris rhagadioloides: 10.3390/MOLECULES13020444
538350 - Piper solmsianum: 10.1016/S0031-9422(03)00356-X
363212 - Pisonia aculeata: 10.1021/NP1008575
33090 - Plants: -
91224 - Platycarya strobilacea: 10.1016/J.PHYTOCHEM.2011.02.020
175518 - Pluchea indica: 10.3390/MOLECULES23092104
75702 - Populus euphratica:
77070 - Populus lasiocarpa: 10.1016/0031-9422(88)80758-1
55489 - Posidonia oceanica: 10.1016/S0031-9422(97)01118-7
22663 - Punica granatum: 10.3390/MOLECULES22101606
501392 - Quercus faginea: 10.1021/JF9502461
38865 - Quercus petraea: 10.1021/JF9502461
453298 - Quercus pyrenaica: 10.1021/JF9502461
38942 - Quercus robur: 10.1021/JF9502461
280025 - Rhamnus saxatilis: 10.1016/S0305-1978(00)00025-9
1465361 - Rhamnus sphaerosperma: 10.1016/S0305-1978(00)00025-9
537489 - Rhinacanthus nasutus:
106626 - Rhizophora apiculata: 10.1016/0031-9422(93)85036-Q
35974 - Santalum Album L\uff0e: -
53922 - Senna: 10.1055/S-2006-961380
2862310 - Senra incana: 10.1055/S-2006-961380
4081 - Solanum lycopersicum:
2708984 - Stereospermum acuminatissimum: 10.1016/J.FITOTE.2011.10.014
1603837 - Strobilanthes dimorphotricha: 10.1055/S-2005-873125
334497 - Syzygium sandwicense: 10.1016/S0031-9422(01)00180-7
170733 - Taraxacum formosanum: 10.1248/CPB.53.853
90037 - Taraxacum mongolicum: 10.1248/CPB.53.853
1547788 - Tarenna attenuata: 10.1055/S-2007-967165
354522 - Tetradium glabrifolium: 10.1016/0031-9422(95)00248-6
2807146 - Utania racemosa: 10.1248/CPB.43.2200
2695421 - Vepris uguenensis: 10.1016/J.PHYTOCHEM.2007.12.013
159976 - Viscum coloratum: 10.1248/CPB.54.1063
29760 - Vitis vinifera: 10.1016/S0021-9673(01)00598-2
224084 - Wikstroemia canescens: 10.1248/CPB.60.554
159071 - Zanthoxylum ailanthoides:
1291627 - Zanthoxylum gilletii: 10.1021/NP50048A057
354528 - Zanthoxylum nitidum:
697043 - Zanthoxylum wutaiense:
75727 - Zizania aquatica: 10.1021/JF940651C
569774 - 金线莲: -

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

Tanvi Sahni, Sunita Sharma, Diksha Verma, Harleen Kaur, Sachin Kumar. Exploration of novel syringic esters as antifungal agent against phytopathogenic fungi of maize: Structure-activity studies. Journal of basic microbiology. 2023 Nov; 63(11):1265-1278. doi: 10.1002/jobm.202300040. [PMID: 37236164]
Sumayya Shahzad, Somaiya Mateen, Tasneem Kausar, Syed Shariq Naeem, Asif Hasan, Minhal Abidi, Shahid M Nayeem, Abul Faiz Faizy, Shagufta Moin. Effect of syringic acid and syringaldehyde on oxidative stress and inflammatory status in peripheral blood mononuclear cells from patients of myocardial infarction. Naunyn-Schmiedeberg's archives of pharmacology. 2020 04; 393(4):691-704. doi: 10.1007/s00210-019-01768-2. [PMID: 31822939]
Simone K Huber, Georg Höfner, Klaus T Wanner. Application of the concept of oxime library screening by mass spectrometry (MS) binding assays to pyrrolidine-3-carboxylic acid derivatives as potential inhibitors of γ-aminobutyric acid transporter 1 (GAT1). Bioorganic & medicinal chemistry. 2019 07; 27(13):2753-2763. doi: 10.1016/j.bmc.2019.05.001. [PMID: 31097402]
Sumayya Shahzad, Somaiya Mateen, P M Mubeena Mariyath, Syed Shariq Naeem, Kafil Akhtar, Waseem Rizvi, Shagufta Moin. Protective effect of syringaldehyde on biomolecular oxidation, inflammation and histopathological alterations in isoproterenol induced cardiotoxicity in rats. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2018 Dec; 108(?):625-633. doi: 10.1016/j.biopha.2018.09.055. [PMID: 30245462]
Tobias J Hauke, Thomas Wein, Georg Höfner, Klaus T Wanner. Novel Allosteric Ligands of γ-Aminobutyric Acid Transporter 1 (GAT1) by MS Based Screening of Pseudostatic Hydrazone Libraries. Journal of medicinal chemistry. 2018 11; 61(22):10310-10332. doi: 10.1021/acs.jmedchem.8b01602. [PMID: 30376325]
Yulin Ren, Gerardo D Anaya-Eugenio, Austin A Czarnecki, Tran Ngoc Ninh, Chunhua Yuan, Hee-Byung Chai, Djaja D Soejarto, Joanna E Burdette, Esperanza J Carcache de Blanco, A Douglas Kinghorn. Cytotoxic and NF-κB and mitochondrial transmembrane potential inhibitory pentacyclic triterpenoids from Syzygium corticosum and their semi-synthetic derivatives. Bioorganic & medicinal chemistry. 2018 08; 26(15):4452-4460. doi: 10.1016/j.bmc.2018.07.025. [PMID: 30057155]
Kar Mun Goh, Matthew Dickinson, Christina V Supramaniam. Morphological and transcript changes in the biosynthesis of lignin in oil palm (Elaeis guineensis) during Ganoderma boninense infections in vitro. Physiologia plantarum. 2018 Mar; 162(3):274-289. doi: 10.1111/ppl.12645. [PMID: 28940509]
Rong-Rong You, Xue-Qing Chen, Dan-Dan He, Chang-Gao Huang, Yang Jin, Shi-Hui Qian, Jian-Ming Ju, Jun-Ting Fan. [Chemical constituents from petroleum ether fraction of Swertia chirayita and their activities in vitro]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2017 Oct; 42(19):3764-3769. doi: 10.19540/j.cnki.cjcmm.20170807.003. [PMID: 29235293]
Se-Yong Kim, Eun-Ju Yang, Youn Kyoung Son, Joo-Hong Yeo, Kyung-Sik Song. Enhanced anti-oxidative effect of fermented Korean mistletoe is originated from an increase in the contents of caffeic acid and lyoniresinol. Food & function. 2016 May; 7(5):2270-7. doi: 10.1039/c6fo00138f. [PMID: 27072079]
Ting Jiang, Hui Qiao, Zhaojuan Zheng, Qiulu Chu, Xin Li, Qiang Yong, Jia Ouyang. Lactic Acid Production from Pretreated Hydrolysates of Corn Stover by a Newly Developed Bacillus coagulans Strain. PloS one. 2016; 11(2):e0149101. doi: 10.1371/journal.pone.0149101. [PMID: 26863012]
Yong Zhao, Chang-An Geng, Chang-Li Sun, Yun-Bao Ma, Xiao-Yan Huang, Tuan-Wu Cao, Kang He, Hao Wang, Xue-Mei Zhang, Ji-Jun Chen. Polyacetylenes and anti-hepatitis B virus active constituents from Artemisia capillaris. Fitoterapia. 2014 Jun; 95(?):187-93. doi: 10.1016/j.fitote.2014.03.017. [PMID: 24685503]
S C Kuo, H H Chung, C H Huang, J T Cheng. Decrease of hyperglycemia by syringaldehyde in diabetic rats. Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme. 2014 Jan; 46(1):8-13. doi: 10.1055/s-0033-1351274. [PMID: 23918689]
Haitang Liu, Huiren Hu, M Sarwar Jahan, Yonghao Ni. Furfural formation from the pre-hydrolysis liquor of a hardwood kraft-based dissolving pulp production process. Bioresource technology. 2013 Mar; 131(?):315-20. doi: 10.1016/j.biortech.2012.12.158. [PMID: 23360707]
Yue-Ming Zuo, Zhong-Li Zhang, Ya-Qin Yang, Guang-Ming Luo, Cai-Jun Cai, Yan-Yan Wang. [Study on the chemical components of Gardenia jasminoides]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2013 Feb; 36(2):225-7. doi: . [PMID: 23901647]
Chia-Hsin Huang, Mei-Fen Chen, Hsien-Hui Chung, Juei-Tang Cheng. Antihyperglycemic effect of syringaldehyde in streptozotocin-induced diabetic rats. Journal of natural products. 2012 Aug; 75(8):1465-8. doi: 10.1021/np3003723. [PMID: 22880723]
Yves Barrière, Valérie Méchin, Bruno Lefevre, Stéphane Maltese. QTLs for agronomic and cell wall traits in a maize RIL progeny derived from a cross between an old Minnesota13 line and a modern Iodent line. TAG. Theoretical and applied genetics. Theoretische und angewandte Genetik. 2012 Aug; 125(3):531-49. doi: 10.1007/s00122-012-1851-5. [PMID: 22437492]
Harleen Kaur, Kamel Shaker, Nicolas Heinzel, John Ralph, Ivan Gális, Ian T Baldwin. Environmental stresses of field growth allow cinnamyl alcohol dehydrogenase-deficient Nicotiana attenuata plants to compensate for their structural deficiencies. Plant physiology. 2012 Aug; 159(4):1545-70. doi: 10.1104/pp.112.196717. [PMID: 22645069]
Lifeng Han, Lina Ji, Mavis Boakye-Yiadom, Wei Li, Xinbo Song, Xiumei Gao. Preparative isolation and purification of four compounds from Cistanches deserticola Y.C. Ma by high-speed counter-current chromatography. Molecules (Basel, Switzerland). 2012 Jul; 17(7):8276-84. doi: 10.3390/molecules17078276. [PMID: 22781440]
Siseon Lee, Ajay Kalanjana Monnappa, Robert J Mitchell. Biological activities of lignin hydrolysate-related compounds. BMB reports. 2012 May; 45(5):265-74. doi: 10.5483/bmbrep.2012.45.5.265. [PMID: 22617449]
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Naowarat Kongkum, Patoomratana Tuchinda, Manat Pohmakotr, Vichai Reutrakul, Pawinee Piyachaturawat, Surawat Jariyawat, Kanoknetr Suksen, Chalobon Yoosook, Jitra Kasisit, Chanita Napaswad. DNA topoisomerase IIα inhibitory and anti-HIV-1 flavones from leaves and twigs of Gardenia carinata. Fitoterapia. 2012 Mar; 83(2):368-72. doi: 10.1016/j.fitote.2011.11.015. [PMID: 22155186]
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Hari Prasad Devkota, Masato Watanabe, Takashi Watanabe, Shoji Yahara. Phenolic compounds from the aerial parts of Diplomorpha canescens. Chemical & pharmaceutical bulletin. 2012; 60(4):554-6. doi: 10.1248/cpb.60.554. [PMID: 22466741]
Bo Yi, Lifei Hu, Wenli Mei, Kaibing Zhou, Hui Wang, Ying Luo, Xiaoyi Wei, Haofu Dai. Antioxidant phenolic compounds of cassava (Manihot esculenta) from Hainan. Molecules (Basel, Switzerland). 2011 Dec; 16(12):10157-67. doi: 10.3390/molecules161210157. [PMID: 22157579]
Farid Khallouki, Roswitha Haubner, Cornelia M Ulrich, Robert W Owen. Ethnobotanical survey, chemical composition, and antioxidant capacity of methanolic extract of the root bark of Annona cuneata Oliv. Journal of medicinal food. 2011 Nov; 14(11):1397-402. doi: 10.1089/jmf.2010.0228. [PMID: 21870939]
Huang-Hui Chen, Wenchang Chiang, Jang-Yang Chang, Ya-Lin Chien, Ching-Kuo Lee, Ko-Jiunn Liu, Yen-Ting Cheng, Ting-Fang Chen, Yueh-Hsiung Kuo, Ching-Chuan Kuo. Antimutagenic constituents of adlay (Coix lachryma-jobi L. var. ma-yuen Stapf) with potential cancer chemopreventive activity. Journal of agricultural and food chemistry. 2011 Jun; 59(12):6444-52. doi: 10.1021/jf200539r. [PMID: 21561091]
Jong H Kim, Kathleen L Chan, Noreen Mahoney, Bruce C Campbell. Antifungal activity of redox-active benzaldehydes that target cellular antioxidation. Annals of clinical microbiology and antimicrobials. 2011 May; 10(?):23. doi: 10.1186/1476-0711-10-23. [PMID: 21627838]
João C Gasparetto, Thais M Guimarães de Francisco, Francinete R Campos, Roberto Pontarolo. Development and validation of two methods based on high-performance liquid chromatography-tandem mass spectrometry for determining 1,2-benzopyrone, dihydrocoumarin, o-coumaric acid, syringaldehyde and kaurenoic acid in guaco extracts and pharmaceutical preparations. Journal of separation science. 2011 Apr; 34(7):740-8. doi: 10.1002/jssc.201000792. [PMID: 21374810]
Ying Zhang, Yi Yuan, Baosong Cui, Shuai Li. [Study on chemical constituents from ethyl acetate extract of Myricaria bracteata]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2011 Apr; 36(8):1019-23. doi: . [PMID: 21809576]
Ursula Kües, Martin Rühl. Multiple multi-copper oxidase gene families in basidiomycetes - what for?. Current genomics. 2011 Apr; 12(2):72-94. doi: 10.2174/138920211795564377. [PMID: 21966246]
Ani Tejirian, Feng Xu. Inhibition of enzymatic cellulolysis by phenolic compounds. Enzyme and microbial technology. 2011 Mar; 48(3):239-47. doi: 10.1016/j.enzmictec.2010.11.004. [PMID: 22112906]
Magdalena Zuk, Anna Kulma, Lucyna Dymińska, Katarzyna Szołtysek, Anna Prescha, Jerzy Hanuza, Jan Szopa. Flavonoid engineering of flax potentiate its biotechnological application. BMC biotechnology. 2011 Jan; 11(?):10. doi: 10.1186/1472-6750-11-10. [PMID: 21276227]
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Carmen Gayoso, Federico Pomar, Esther Novo-Uzal, Fuencisla Merino, Oskar Martínez de Ilárduya. The Ve-mediated resistance response of the tomato to Verticillium dahliae involves H2O2, peroxidase and lignins and drives PAL gene expression. BMC plant biology. 2010 Oct; 10(?):232. doi: 10.1186/1471-2229-10-232. [PMID: 20977727]
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A Hymavathi, K Suresh Babu, V G M Naidu, S Rama Krishna, Prakash V Diwan, J Madhusudana Rao. Bioactivity-guided isolation of cytotoxic constituents from stem-bark of Premna tomentosa. Bioorganic & medicinal chemistry letters. 2009 Oct; 19(19):5727-31. doi: 10.1016/j.bmcl.2009.08.002. [PMID: 19700323]
Cuimin Hu, Xin Zhao, Jin Zhao, Siguo Wu, Zongbao K Zhao. Effects of biomass hydrolysis by-products on oleaginous yeast Rhodosporidium toruloides. Bioresource technology. 2009 Oct; 100(20):4843-7. doi: 10.1016/j.biortech.2009.04.041. [PMID: 19497736]
F Khallouki, W E Hull, R W Owen. Characterization of a rare triterpenoid and minor phenolic compounds in the root bark of Anisophyllea dichostyla R. Br. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2009 Aug; 47(8):2007-12. doi: 10.1016/j.fct.2009.05.018. [PMID: 19460411]
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