2-Hydroxy-4-methoxy-3-(3-methyl-2-butenyl)-6-(2-phenylethenyl)benzoic acid (BioDeep_00000018312)
human metabolite
代谢物信息卡片
化学式: C21H22O4 (338.1518012)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC(=CCC1=C(C=C(C(=C1O)C(=O)O)C=CC2=CC=CC=C2)OC)C
InChI: InChI=1S/C21H22O4/c1-14(2)9-12-17-18(25-3)13-16(19(20(17)22)21(23)24)11-10-15-7-5-4-6-8-15/h4-11,13,22H,12H2,1-3H3,(H,23,24)/b11-10+
描述信息
2-Hydroxy-4-methoxy-3-(3-methyl-2-butenyl)-6-(2-phenylethenyl)benzoic acid is found in pulses. 2-Hydroxy-4-methoxy-3-(3-methyl-2-butenyl)-6-(2-phenylethenyl)benzoic acid is a constituent of Cajanus cajan (pigeon pea).
Constituent of Cajanus cajan (pigeon pea). 2-Hydroxy-4-methoxy-3-(3-methyl-2-butenyl)-6-(2-phenylethenyl)benzoic acid is found in pulses.
D000893 - Anti-Inflammatory Agents > D000894 - Anti-Inflammatory Agents, Non-Steroidal > D012459 - Salicylates
同义名列表
8 个代谢物同义名
2-hydroxy-4-methoxy-3-(3-methylbut-2-en-1-yl)-6-[(E)-2-phenylethenyl]benzoic acid; 2-Hydroxy-4-methoxy-3-(3-methyl-2-butenyl)-6-(2-phenylethenyl)benzoic acid; 2-Hydroxy-4-methoxy-3-(3-methylbut-2-en-1-yl)-6-(2-phenylethenyl)benzoate; 2-Hydroxy-4-methoxy-3-(3-methyl-2-butenyl)-6-(2-phenylethenyl)benzoate; 3-hydroxy-4-prenyl-5-methoxystilbene-2-carboxylic acid; 2-Hydroxy-4-methoxy-3-prenyl-6-styrylbenzoic acid; Cajanin stilbene acid; Cajaninstilbene acid
数据库引用编号
10 个数据库交叉引用编号
- ChEBI: CHEBI:174548
- PubChem: 78091652
- PubChem: 9819225
- HMDB: HMDB0039438
- ChEMBL: CHEMBL3596977
- KNApSAcK: C00054331
- foodb: FDB019034
- chemspider: 7994974
- CAS: 87402-84-4
- PMhub: MS000006377
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
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)
2 个相关的物种来源信息
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
- Yong-Jun Huang, Yi-Peng Zang, Li-Jun Peng, Ming-Han Yang, Jing Lin, Wei-Min Chen. Cajaninstilbene acid derivatives conjugated with siderophores of 3-hydroxypyridin-4(1H)-ones as novel antibacterial agents against Gram-negative bacteria based on the Trojan horse strategy.
European journal of medicinal chemistry.
2024 Apr; 269(?):116339. doi:
10.1016/j.ejmech.2024.116339
. [PMID: 38537513] - Jiao Jiao, Lan Yao, Jin-Xian Fu, Yao Lu, Qing-Yan Gai, Xue Feng, Xiao-Jia He, Run-Ze Cao, Yu-Jie Fu. Cocultivation of pigeon pea hairy root cultures and Aspergillus for the enhanced production of cajaninstilbene acid.
Applied microbiology and biotechnology.
2023 Mar; 107(5-6):1931-1946. doi:
10.1007/s00253-023-12437-z
. [PMID: 36800029] - Lisha Wang, Zhi Wang, Tianji Xia, Fangrui Cao, Linhu Ye, Ruile Pan, Suwei Jin, Mingzhu Yan, Qi Chang. Absorption, Metabolism, and Excretion of Cajaninstilbene Acid.
Journal of agricultural and food chemistry.
2021 Feb; 69(7):2129-2137. doi:
10.1021/acs.jafc.0c06954
. [PMID: 33560125] - Fei-Fei Yang, Ci-Yu Ji, Zhao-Qing Cong, Si-Qi Ma, Chun-Yu Liu, Rui-Le Pan, Qi Chang, Yu-Bin Ji, Yong-Hong Liao. Enhancing in vivo oral bioavailability of cajaninstilbene acid using UDP-glucuronosyl transferase inhibitory excipient containing self-microemulsion.
Colloids and surfaces. B, Biointerfaces.
2020 Sep; 193(?):111069. doi:
10.1016/j.colsurfb.2020.111069
. [PMID: 32371286] - Meng-Di Zhang, Xue Tao, Rui-Le Pan, Li-Sha Wang, Chen-Chen Li, Yun-Feng Zhou, Yong-Hong Liao, Shan-Guang Chen, Qi Chang, Xin-Min Liu. Antidepressant-like effects of cajaninstilbene acid and its related mechanisms in mice.
Fitoterapia.
2020 Mar; 141(?):104450. doi:
10.1016/j.fitote.2019.104450
. [PMID: 31837410] - Jun-Cheng Su, Wen Cheng, Jian-Guo Song, Yuan-Lin Zhong, Xiao-Jun Huang, Ren-Wang Jiang, Yao-Lan Li, Man-Mei Li, Wen-Cai Ye, Ying Wang. Macrocyclic Diterpenoids from Euphorbia helioscopia and Their Potential Anti-inflammatory Activity.
Journal of natural products.
2019 10; 82(10):2818-2827. doi:
10.1021/acs.jnatprod.9b00519
. [PMID: 31550154] - Navneet Kishore, Pradeep Kumar, Karuna Shanker, Akhilesh Kumar Verma. Human disorders associated with inflammation and the evolving role of natural products to overcome.
European journal of medicinal chemistry.
2019 Oct; 179(?):272-309. doi:
10.1016/j.ejmech.2019.06.034
. [PMID: 31255927] - Xiaoai He, Huichen Zhang, Xianrui Liang. Separation of six compounds from pigeon pea leaves by elution-extrusion counter-current chromatography.
Journal of separation science.
2019 Mar; 42(6):1202-1209. doi:
10.1002/jssc.201801111
. [PMID: 30653252] - Li-Sha Wang, Xue Tao, Rui-Le Pan, Fang-Rui Cao, Li Feng, Yong-Hong Liao, Xin-Min Liu, Qi Chang. Pharmacokinetics of Cajaninstilbene Acid and Its Main Glucuronide Metabolite in Rats.
Journal of agricultural and food chemistry.
2017 May; 65(20):4066-4073. doi:
10.1021/acs.jafc.7b00743
. [PMID: 28485147] - Mei-Yan Huang, Jing Lin, Kuo Lu, Hong-Gui Xu, Zhi-Zhong Geng, Ping-Hua Sun, Wei-Min Chen. Anti-Inflammatory Effects of Cajaninstilbene Acid and Its Derivatives.
Journal of agricultural and food chemistry.
2016 Apr; 64(14):2893-900. doi:
10.1021/acs.jafc.6b00227
. [PMID: 26998619] - Onat Kadioglu, Yujie Fu, Benjamin Wiench, Yuangang Zu, Thomas Efferth. Synthetic cajanin stilbene acid derivatives inhibit c-MYC in breast cancer cells.
Archives of toxicology.
2016 Mar; 90(3):575-88. doi:
10.1007/s00204-015-1480-2
. [PMID: 25716159] - Yujie Fu, Onat Kadioglu, Benjamin Wiench, Zuofu Wei, Wei Wang, Meng Luo, Xiaohe Yang, Chengbo Gu, Yuangang Zu, Thomas Efferth. Activity of the antiestrogenic cajanin stilbene acid towards breast cancer.
The Journal of nutritional biochemistry.
2015 Nov; 26(11):1273-82. doi:
10.1016/j.jnutbio.2015.06.004
. [PMID: 26365581] - Yujie Fu, Onat Kadioglu, Benjamin Wiench, Zuofu Wei, Chang Gao, Meng Luo, Chengbo Gu, Yuangang Zu, Thomas Efferth. Cell cycle arrest and induction of apoptosis by cajanin stilbene acid from Cajanus cajan in breast cancer cells.
Phytomedicine : international journal of phytotherapy and phytopharmacology.
2015 Apr; 22(4):462-8. doi:
10.1016/j.phymed.2015.02.005
. [PMID: 25925968] - Ean-Jeong Seo, Benjamin Wiench, Rebecca Hamm, Malte Paulsen, Yuangang Zu, Yujie Fu, Thomas Efferth. Cytotoxicity of natural products and derivatives toward MCF-7 cell monolayers and cancer stem-like mammospheres.
Phytomedicine : international journal of phytotherapy and phytopharmacology.
2015 Apr; 22(4):438-43. doi:
10.1016/j.phymed.2015.01.012
. [PMID: 25925965] - Yamin Liu, Shengnan Shen, Zongyang Li, Yumao Jiang, Jianyong Si, Qi Chang, Xinmin Liu, Ruile Pan. Cajaninstilbene acid protects corticosterone-induced injury in PC12 cells by inhibiting oxidative and endoplasmic reticulum stress-mediated apoptosis.
Neurochemistry international.
2014 Dec; 78(?):43-52. doi:
10.1016/j.neuint.2014.08.007
. [PMID: 25193317] - Bao-Ping Jiang, Ya-Min Liu, Liang Le, Zong-Yang Li, Jian-Yong Si, Xin-Min Liu, Qi Chang, Rui-Le Pan. Cajaninstilbene acid prevents corticosterone-induced apoptosis in PC12 cells by inhibiting the mitochondrial apoptotic pathway.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology.
2014; 34(3):1015-26. doi:
10.1159/000366317
. [PMID: 25199566] - Dong-Mei Zhang, Yong Li, Wai San Cheang, Chi Wai Lau, Shun-Ming Lin, Qian-Lan Zhang, Nan Yao, Ying Wang, Xin Wu, Yu Huang, Wen-Cai Ye. Cajaninstilbene acid relaxes rat renal arteries: roles of Ca2+ antagonism and protein kinase C-dependent mechanism.
PloS one.
2012; 7(10):e47030. doi:
10.1371/journal.pone.0047030
. [PMID: 23056567] - Nan Wu, Yu Kong, Yujie Fu, Yuangang Zu, Zhiwei Yang, Mei Yang, Xiao Peng, Thomas Efferth. In vitro antioxidant properties, DNA damage protective activity, and xanthine oxidase inhibitory effect of cajaninstilbene acid, a stilbene compound derived from pigeon pea [Cajanus cajan (L.) Millsp.] leaves.
Journal of agricultural and food chemistry.
2011 Jan; 59(1):437-43. doi:
10.1021/jf103970b
. [PMID: 21128613] - Yuan Gao, Jin Tong Zhao, Yuan Gang Zu, Yu Jie Fu, Wei Wang, Meng Luo, Thomas Efferth. Characterization of five fungal endophytes producing Cajaninstilbene acid isolated from pigeon pea [Cajanus cajan (L.) Millsp].
PloS one.
2011; 6(11):e27589. doi:
10.1371/journal.pone.0027589
. [PMID: 22102911] - Xin Hua, Yu-Jie Fu, Yuan-Gang Zu, Nan Wu, Yu Kong, Ji Li, Xiao Peng, Thomas Efferth. Plasma pharmacokinetics and tissue distribution study of cajaninstilbene acid in rats by liquid chromatography with tandem mass spectrometry.
Journal of pharmaceutical and biomedical analysis.
2010 Jun; 52(2):273-9. doi:
10.1016/j.jpba.2010.01.004
. [PMID: 20116956] - Paul W C Green, Philip C Stevenson, Monique S J Simmonds, Hari C Sharma. Phenolic compounds on the pod-surface of pigeonpea, Cajanus cajan, mediate feeding behavior of Helicoverpa armigera larvae.
Journal of chemical ecology.
2003 Apr; 29(4):811-21. doi:
10.1023/a:1022971430463
. [PMID: 12775145]