Methyl caffeate (BioDeep_00000002651)

PANOMIX_OTCML-2023 Antitumor activity

代谢物信息卡片

Methyl 3,4-dihydroxycinnamate

化学式: C10H10O4 (194.057906)
中文名称: 咖啡酸甲酯
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: c1(c(ccc(c1)/C=C/C(=O)OC)O)O
InChI: InChI=1S/C10H10O4/c1-14-10(13)5-3-7-2-4-8(11)9(12)6-7/h2-6,11-12H,1H3/b5-3+

描述信息

Methyl caffeate, an antimicrobial agent, shows moderate antimicrobial and prominent antimycobacterial activities. Methyl caffeate also exhibits α-glucosidase inhibition activity, oxidative stress inhibiting activity, anti-platelet activity, antiproliferative activity in cervix adenocarcinoma and anticancer activity in lung and leukmia cell lines[1].
Methyl caffeate, an antimicrobial agent, shows moderate antimicrobial and prominent antimycobacterial activities. Methyl caffeate also exhibits α-glucosidase inhibition activity, oxidative stress inhibiting activity, anti-platelet activity, antiproliferative activity in cervix adenocarcinoma and anticancer activity in lung and leukmia cell lines[1].

同义名列表

2 个代谢物同义名

Methyl 3,4-dihydroxycinnamate; Methyl caffeate

数据库引用编号

11 个数据库交叉引用编号

ChEBI: CHEBI:6856
KEGG: C10477
PubChem: 92202
Metlin: METLIN68350
KNApSAcK: C00002759
CAS: 3843-74-1
PMhub: MS000004208
PubChem: 12660
3DMET: B03882
NIKKAJI: J46.681F
medchemexpress: HY-N6005

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)

54 个相关的物种来源信息

64040 - Actaea racemosa:
60116 - Alangium platanifolium: 10.1016/0031-9422(93)85414-M
265806 - Angelica japonica: 10.1248/CPB.47.96
516069 - Anisomeles indica: 10.1021/NP800147Z
35608 - Artemisia annua L.: -
1227617 - Artemisia assoana: 10.1016/S0031-9422(00)83891-1
72329 - Artemisia herba-alba: 10.1016/0031-9422(88)80018-9
72345 - Artemisia lucentica: 10.1016/0031-9422(88)80018-9
72350 - Artemisia reptans: 10.1016/0031-9422(88)80018-9
447008 - Balanophora harlandii: 10.1002/HLCA.200900036
1128102 - Balanophora japonica: 10.1248/CPB.30.1525
1128104 - Balanophora tobiracola: 10.1016/0031-9422(80)83209-2
478654 - Campanula alata: 10.1007/S10600-011-9799-2
142762 - Cestrum parqui: 10.1021/JF049847V
109101 - Chaerophyllum hirsutum: 10.1021/NP040046W
231645 - Clematis delavayi: 10.3390/MOLECULES14114433
2753873 - Daphne feddei: 10.1021/NP8004166
244311 - Erigeron Breviscapus: -
568251 - Fagraea gracilipes: 10.1248/CPB.38.1857
128738 - Gaillardia pulchella: 10.1248/CPB.32.1135
231903 - Garcinia acuminata: 10.1021/NP050084V
180116 - Garcinia scortechinii: 10.1021/NP050084V
38724 - Haplopteris anguste-elongata: 10.1021/NP050060O
1898877 - Hibiscus taiwanensis: 10.1248/CPB.53.56
35883 - Ipomoea nil: 10.1248/CPB.56.203
70070 - Kigelia africana: 10.1021/NP058046Z
1075368 - Koyamasia calcarea: 10.1055/S-2006-951711
54800 - Larix kaempferi: 10.1016/J.PHYTOCHEM.2006.05.017
556514 - Lespedeza bicolor: 10.1016/J.FITOTE.2003.07.012
1503365 - Lonicera bournei: 10.1055/S-2001-14337
85864 - Magnolia officinalis Rehd. et Wils.: -
85864 - Magnolia officinalis Rehd. et Wils. var.biloba Rehd.et Wils.: -
128741 - Marshallia obovata: 10.1016/S0031-9422(00)83819-4
672825 - Meehania urticifolia: 10.1007/S11418-010-0501-Y
39338 - Melissa officinalis: 10.1055/S-2006-957513
197124 - Microcos paniculata [Syn. Grewia microcos ]: -
3953 - Oenothera speciosa: 10.3390/MOLECULES14041456
48386 - Perilla frutescens:
48386 - Perilla Frutescens: -
68554 - Phellodendron amurense:
697203 - Phellodendron amurense var. wilsonii: 10.1021/NP030034V
354508 - Phellodendron chinense:
354509 - Phellodendron chinense var. glabriusculum:
29818 - Plantago major: 10.1055/S-0028-1099839
33090 - Plants: -
3758 - Prunus domestica: 10.1271/BBB.68.942
3355 - Pseudolarix amabilis: 10.1016/J.PHYTOCHEM.2006.05.017
2016031 - Ricasolia virens: 10.1016/0031-9422(80)83014-7
28513 - Salvia divinorum:
403024 - Sideritis lotsyi: 10.1016/J.PHYTOCHEM.2009.05.011
1045134 - Smilax bracteata: 10.1021/NP010338M
119830 - Solanum torvum:
2708984 - Stereospermum acuminatissimum: 10.1016/J.FITOTE.2011.10.014
318068 - Xanthium strumarium: 10.1055/S-2008-1081295

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

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]
Ademir E do Vale, Jorge M David, Edlene O dos Santos, Juceni P David, Lidercia C R C e Silva, Marcus V Bahia, Hugo N Brandão. An unusual caffeic acid derived bicyclic [2.2.2] octane lignan and other constituents from Cordia rufescens. Phytochemistry. 2012 Apr; 76(?):158-61. doi: 10.1016/j.phytochem.2011.09.019. [PMID: 22248687]
Gopalsamy Rajiv Gandhi, Savarimuthu Ignacimuthu, Michael Gabriel Paulraj, Ponnusamy Sasikumar. Antihyperglycemic activity and antidiabetic effect of methyl caffeate isolated from Solanum torvum Swartz. fruit in streptozotocin induced diabetic rats. European journal of pharmacology. 2011 Nov; 670(2-3):623-31. doi: 10.1016/j.ejphar.2011.09.159. [PMID: 21963451]
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Roberto Olivares-Hernández, Hampus Sunner, Jens C Frisvad, Lisbeth Olsson, Jens Nielsen, Gianni Panagiotou. Combining substrate specificity analysis with support vector classifiers reveals feruloyl esterase as a phylogenetically informative protein group. PloS one. 2010 Sep; 5(9):e12781. doi: 10.1371/journal.pone.0012781. [PMID: 20877647]
John H Grabber, Paul F Schatz, Hoon Kim, Fachuang Lu, John Ralph. Identifying new lignin bioengineering targets: 1. Monolignol-substitute impacts on lignin formation and cell wall fermentability. BMC plant biology. 2010 Jun; 10(?):114. doi: 10.1186/1471-2229-10-114. [PMID: 20565789]
Di Wu, Mian Zhang, Chaofeng Zhang, Zhengtao Wang. [Flavonoids and phenolic acid derivatives from flos farfarae]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2010 May; 35(9):1142-4. doi: 10.4268/cjcmm20100912. [PMID: 20707069]
Manuela Jehle, Johanna Bano, Ernst P Ellmerer, Christian Zidorn. Natural products from Scorzonera aristata (Asteraceae). Natural product communications. 2010 May; 5(5):725-7. doi: ". [PMID: 20521536]
Yu Fu, Yang Bai, Zhuoma Dawa, Bingru Bai, Lisheng Ding. [Chemical constituents of Incarvillea younghusbandii]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2010 Jan; 35(1):58-62. doi: 10.4268/cjcmm20100112. [PMID: 20349717]
Mohamed S Marzouk, Fatma A Moharram, Rabab A El Dib, Siham M El-Shenawy, Ahmed F Tawfike. Polyphenolic profile and bioactivity study of Oenothera speciosa Nutt. aerial parts. Molecules (Basel, Switzerland). 2009 Apr; 14(4):1456-67. doi: 10.3390/molecules14041456. [PMID: 19384277]
Masateru Ono, Yuki Shiono, Yoshihiro Yanai, Yukio Fujiwara, Tsuyoshi Ikeda, Toshihiro Nohara. A new steroidal glycoside and a new phenyl glycoside from a ripe cherry tomato. Chemical & pharmaceutical bulletin. 2008 Oct; 56(10):1499-501. doi: 10.1248/cpb.56.1499. [PMID: 18827401]
Toshiya Masuda, Kazuki Yamada, Jun Akiyama, Tatsushi Someya, Yuka Odaka, Yoshio Takeda, Motoo Tori, Katsuyuki Nakashima, Tomomi Maekawa, Yoshiaki Sone. Antioxidation mechanism studies of caffeic acid: identification of antioxidation products of methyl caffeate from lipid oxidation. Journal of agricultural and food chemistry. 2008 Jul; 56(14):5947-52. doi: 10.1021/jf800781b. [PMID: 18558705]
Xinyu Wang, Jihai Pang, Robert A Newman, Sean M Kerwin, Phillip D Bowman, Salomon Stavchansky. Quantitative determination of fluorinated caffeic acid phenethyl ester derivative from rat blood plasma by liquid chromatography-electrospray ionization tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2008 May; 867(1):138-43. doi: 10.1016/j.jchromb.2008.02.025. [PMID: 18358795]
Ming-An Ouyang, Jian-Nin Zhou, Shi-Bin Wang. New caffeoyl derivatives from the leaves of Davidia involucrata. Natural product research. 2008 Apr; 22(6):471-6. doi: 10.1080/14786410600898730. [PMID: 18415852]
Aziz Abdur Rahman, Surk-Sik Moon. Antimicrobial phenolic derivatives from Dendranthema zawadskii var. latilobum Kitamura (Asteraceae). Archives of pharmacal research. 2007 Nov; 30(11):1374-9. doi: 10.1007/bf02977359. [PMID: 18087803]
Krystyna Skalicka-Woźniak, Eleni Melliou, Olga Gortzi, Kazimierz Glowniak, Ioanna B Chinou. Chemical constituents of Lavatera trimestris L.--antioxidant and antimicrobial activities. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2007 Nov; 62(11-12):797-800. doi: 10.1515/znc-2007-11-1204. [PMID: 18274280]
George B Lenon, Charlie C L Xue, David F Story, Frank C K Thien, Sarah McPhee, Chun G Li. Inhibition of release of inflammatory mediators in primary and cultured cells by a Chinese herbal medicine formula for allergic rhinitis. Chinese medicine. 2007 Feb; 2(?):2. doi: 10.1186/1749-8546-2-2. [PMID: 17302969]
Namphung Vongvanich, Prasat Kittakoop, Panarat Charoenchai, Sutichai Intamas, Kanlayanee Sriklung, Yodhathai Thebtaranonth. Antiplasmodial, antimycobacterial, and cytotoxic principles from Camchaya calcarea. Planta medica. 2006 Dec; 72(15):1427-30. doi: 10.1055/s-2006-951711. [PMID: 17089326]
Muhammad Iqbal Choudhary, Saima Jalil, Muddasir Israr. Inhibition of respiratory burst in human neutrophils and lipoxygenase enzyme by compounds from Haloxylon griffithii. Phytotherapy research : PTR. 2006 Oct; 20(10):840-3. doi: 10.1002/ptr.1914. [PMID: 16835879]
Xin Zhao, Rui-Liang Zhu, Biao Jiang, Hao Huang. [Studies on chemical constituents of cytotoxic fraction from leaves of Elaeagnus pungens]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2006 Mar; 31(6):472-4. doi: . [PMID: 16722375]
Paiboon Nuntanakorn, Bei Jiang, Linda S Einbond, Hui Yang, Fredi Kronenberg, I Bernard Weinstein, Edward J Kennelly. Polyphenolic constituents of Actaea racemosa. Journal of natural products. 2006 Mar; 69(3):314-8. doi: 10.1021/np0501031. [PMID: 16562825]
Bo Wang, Ping Liu, Yue-Mao Shen, Chang Dai. [Studies on the chemical constituents from herb of Rhodobryum roseum]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2005 Jun; 30(12):895-7. doi: ". [PMID: 16124603]
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Xiao-hong Zhao, Di-hua Chen, Jian-yong Si, Rui-le Pan, Lian-gang Shen. [Studies on the phenolic acid constituents from Chinese medicine 'sheng-ma', rhizome of Cimicifuga foetida L]. Yao xue xue bao = Acta pharmaceutica Sinica. 2002 Jul; 37(7):535-8. doi: ". [PMID: 12914323]
Mi Kyung Pyo, Yongyook Lee, Hye Sook Yun-Choi. Anti-platelet effect of the constituents isolated from the barks and fruits of Magnolia obovata. Archives of pharmacal research. 2002 Jun; 25(3):325-8. doi: 10.1007/bf02976634. [PMID: 12135105]
T Nagao, F Abe, H Okabe. Antiproliferative constituents in the plants 7. Leaves of Clerodendron bungei and leaves and bark of C. trichotomum. Biological & pharmaceutical bulletin. 2001 Nov; 24(11):1338-41. doi: 10.1248/bpb.24.1338. [PMID: 11725977]
T Xiang, Q B Xiong, A I Ketut, Y Tezuka, T Nagaoka, L J Wu, S Kadota. Studies on the hepatocyte protective activity and the structure-activity relationships of quinic acid and caffeic acid derivatives from the flower buds of Lonicera bournei. Planta medica. 2001 Jun; 67(4):322-5. doi: 10.1055/s-2001-14337. [PMID: 11458447]
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