(S)-3-Butyl-1(3H)-isobenzofuranone (BioDeep_00000000089)

   

human metabolite PANOMIX_OTCML-2023


代谢物信息卡片


3-Butylphthalide pound>>3-n-Butylphthalide

化学式: C12H14O2 (190.09937440000002)
中文名称: 3-丁基-1(3H)-异苯并呋喃酮, 3-丁基苯酞, 正丁基苯酞, 正丁基苯肽, 丁基苯酞, 丁苯酚
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 0.36%

分子结构信息

SMILES: CCCCC1C2=CC=CC=C2C(=O)O1
InChI: InChI=1S/C12H14O2/c1-2-3-8-11-9-6-4-5-7-10(9)12(13)14-11/h4-7,11H,2-3,8H2,1H3

描述信息

Butylphthalide is a member of benzofurans.
Butylphthalide has been used in trials studying the prevention of Restenosis.
Butylphthalide is a natural product found in Ligusticum striatum, Angelica sinensis, and other organisms with data available.
See also: Celery Seed (part of); Angelica sinensis root oil (part of).
Potential nutriceutical. 3-Butyl-1(3H)-isobenzofuranone is found in many foods, some of which are dill, parsley, lovage, and wild celery.
C78274 - Agent Affecting Cardiovascular System > C270 - Antihypertensive Agent
D002491 - Central Nervous System Agents > D018696 - Neuroprotective Agents
3-Butyl-1(3H)-isobenzofuranone is found in dill. Potential nutriceutical.
D006401 - Hematologic Agents > D010975 - Platelet Aggregation Inhibitors
D020011 - Protective Agents
Butylphthalide (3-n-Butylphthalide) is an active molecule against cerebral ischemia. It was originally isolated from celery species and has been shown to be effective in stroke animal models.
Butylphthalide (3-n-Butylphthalide) is an active molecule against cerebral ischemia. It was originally isolated from celery species and has been shown to be effective in stroke animal models.

同义名列表

33 个代谢物同义名

3-Butylphthalide pound>>3-n-Butylphthalide; 3-butyl-1,3-dihydro-2-benzofuran-1-one; 3-n-Butylphthalide;3-Butylphthalide; (S)-3-Butyl-1(3H)-isobenzofuranone; 3-N-Butylphthalide, >=98\\% (HPLC); 1(3H)-Isobenzofuranone, 3-butyl-; 3-Butyl-1(3H)-isobenzofuranone; 3-Butyl-2-benzofuran-1(3H)-one; 3-butyl-3H-isobenzofuran-1-one; 3-butylisobenzofuran-1(3H)-one; 3-butyl-3H-2-benzofuran-1-one; 3-butyl-3H-2-benzouran-1-one; 3-N-BUTYLPHTHALIDE [FHFI]; dibutyl2,2-thiobisacetate; (S)-(-)-3-butylphthalide; BUTYLPHTHALIDE [WHO-DD]; Rac-3-n-butylphthalide; (+/-)-3-BUTYLPHTHALIDE; dl-3-n-butylphthalide; (+/-)-butylphthalide; Butylphthalide [INN]; Phthalide, 3-butyl-; 3-n-butylphthalide; 3-n-Butylphathlide; N-butylphthalide; 3-BUTYLPHTHALIDE; butylphthalidum; Butylphthalide; butilftalida; colforsin; l-NBP cpd; Forskolin; DL-NBP



数据库引用编号

16 个数据库交叉引用编号

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)

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

  • Bao Nie, Xueqing Chen, Zhuangwei Hou, Miaoxian Guo, Cheng Li, Wenkai Sun, Jiaojiao Ji, Lanlan Zang, Song Yang, Pengxiang Fan, Wenhao Zhang, Hang Li, Yuzhu Tan, Wei Li, Li Wang. Haplotype-phased genome unveils the butylphthalide biosynthesis and homoploid hybrid origin of Ligusticum chuanxiong. Science advances. 2024 Feb; 10(6):eadj6547. doi: 10.1126/sciadv.adj6547. [PMID: 38324681]
  • Guangjun Yu, Yichun Shi, Shiqin Cong, Chengxun Wu, Jing Liu, Yanghui Zhang, Hongyan Liu, Xiuxiu Liu, Haixing Deng, Zhenghuai Tan, Yong Deng. Synthesis and evaluation of butylphthalide-scutellarein hybrids as multifunctional agents for the treatment of Alzheimer's disease. European journal of medicinal chemistry. 2024 Feb; 265(?):116099. doi: 10.1016/j.ejmech.2023.116099. [PMID: 38160618]
  • Xueqing Chen, Xiaopeng Zhang, Wenkai Sun, Zhuangwei Hou, Bao Nie, Fengjiao Wang, Song Yang, Shourui Feng, Wei Li, Li Wang. LcSAO1, an Unconventional DOXB Clade 2OGD Enzyme from Ligusticum chuanxiong Catalyzes the Biosynthesis of Plant-Derived Natural Medicine Butylphthalide. International journal of molecular sciences. 2023 Dec; 24(24):. doi: 10.3390/ijms242417417. [PMID: 38139246]
  • Yi Jia, Haiyan Xiao, Xiaolin Wang, Ying Liu, Jiaxin Wang, Haochen Xie, Hai Shang, Guibo Sun, Yu Tian. Design, synthesis, and evaluation of n-butylphthalide and ligustrazine hybrids as potent neuroprotective agents for the treatment of ischemic stroke in vitro and in vivo. Bioorganic chemistry. 2023 Nov; 142(?):106961. doi: 10.1016/j.bioorg.2023.106961. [PMID: 37956636]
  • Xinghua Wang, Xinchi Luan, Zhigang Yang. The effect of butylphthalide on improving the neurological function of patients with acute anterior circulation cerebral infarction after mechanical thrombectomy. Medicine. 2023 Aug; 102(34):e34616. doi: 10.1097/md.0000000000034616. [PMID: 37653792]
  • Yajuan Xing, Jianhui Guo, Wen Guo. Butylphthalide regulation of nerve cells in rats with cerebral infarction through jnk/p38mapk signaling pathway. Pakistan journal of pharmaceutical sciences. 2023 Jul; 36(4(Special)):1367-1373. doi: . [PMID: 37606030]
  • Anxin Wang, Baixue Jia, Xuelei Zhang, Xiaochuan Huo, Jianhuang Chen, Liqiang Gui, Yefeng Cai, Zaiyu Guo, Yuqing Han, Zhaolong Peng, Ping Jing, Yongjun Chen, Yan Liu, Yong Yang, Fengyun Wang, Zengqiang Sun, Tong Li, Hongxia Sun, Haicheng Yuan, Hongmin Shao, Lianbo Gao, Peipei Zhang, Feng Wang, Xiangyang Cao, Wanchao Shi, Changmao Li, Jianwen Yang, Hong Zhang, Feng Wang, Jianzhong Deng, Yanjie Liu, Weisheng Deng, Cunfeng Song, Huisheng Chen, Li He, Hongdong Zhao, Xianfeng Li, Hong Yang, Zhiming Zhou, Yilong Wang, Zhongrong Miao. Efficacy and Safety of Butylphthalide in Patients With Acute Ischemic Stroke: A Randomized Clinical Trial. JAMA neurology. 2023 Jun; ?(?):. doi: 10.1001/jamaneurol.2023.1871. [PMID: 37358859]
  • Ziying Ye, Chuna Li, Shuqiong Liu, Hongbin Liang, Jialiang Feng, Danyu Lin, Ying Chen, Sudan Peng, Lulu Bu, Enxiang Tao, Xiuna Jing, Yanran Liang. Dl-3-n-butylphthalide activates Nrf2, inhibits ferritinophagy, and protects MES23.5 dopaminergic neurons from ferroptosis. Chemico-biological interactions. 2023 Jun; ?(?):110604. doi: 10.1016/j.cbi.2023.110604. [PMID: 37315914]
  • Xinxin Liu, Yingqi Ma, Yiguo Wang, Qiming Zhang. Effects of NBP injection on the inflammatory response, oxidative stress response and vascular endothelial function in patients with ACI: A systematic review and meta-analysis. Medicine. 2023 Mar; 102(10):e33226. doi: 10.1097/md.0000000000033226. [PMID: 36897673]
  • Yajuan Xing, Jianhui Guo, Wen Guo. Butylphthalide regulation of nerve cells in rats with cerebral infarction through jnk/p38mapk signaling pathway15. Pakistan journal of pharmaceutical sciences. 2023 Mar; 36(2(Special)):665-671. doi: . [PMID: 37548207]
  • Zhenguo G Wang, Aruna Sharma, Lianyuan Feng, Dafin F Muresanu, Z Ryan Tian, José Vicente Lafuente, Anca D Buzoianu, Ala Nozari, Hongyun Huang, Lin Chen, Igor Manzhulo, Lars Wiklund, Hari Shanker Sharma. Co-administration of dl-3-n-butylphthalide and neprilysin is neuroprotective in Alzheimer disease associated with mild traumatic brain injury. International review of neurobiology. 2023; 172(?):145-185. doi: 10.1016/bs.irn.2023.06.006. [PMID: 37833011]
  • Lianyuan Feng, Aruna Sharma, Zhenguo Wang, Dafin F Muresanu, Z Ryan Tian, José Vicente Lafuente, Anca D Buzoianu, Ala Nozari, Cong Li, Ziquiang Zhang, Chen Lin, Hongyun Huang, Igor Manzhulo, Lars Wiklund, Hari Shanker Sharma. Nanowired delivery of dl-3-n-butylphthalide with antibodies to alpha synuclein potentiated neuroprotection in Parkinson's disease with emotional stress. International review of neurobiology. 2023; 171(?):47-82. doi: 10.1016/bs.irn.2023.06.005. [PMID: 37783563]
  • Shengtao Tang, Kunyu Wang, Xiaokun Qi. Neuro-protective effects of n-butylphthalide on carbon monoxide poisoning rats by modulating IL-2, AKT and BCL-2. The Journal of toxicological sciences. 2023; 48(9):495-505. doi: 10.2131/jts.48.495. [PMID: 37661366]
  • Jian Jia, Jianbing Wu, Duorui Ji, Weijie Jiao, Xiaoli Wang, Zhangjian Huang, Yihua Zhang. Synthesis and biological evaluation of hybrids from optically active ring-opened 3-N-butylphthalide derivatives and 4-fluro-edaravone as potential anti-acute ischemic stroke agents. Bioorganic & medicinal chemistry. 2022 09; 69(?):116891. doi: 10.1016/j.bmc.2022.116891. [PMID: 35764031]
  • Zhichao Zhong, Xingrui He, Jiamin Ge, Junlong Zhu, Chuansheng Yao, Hong Cai, Xiang-Yang Ye, Tian Xie, Renren Bai. Discovery of small-molecule compounds and natural products against Parkinson's disease: Pathological mechanism and structural modification. European journal of medicinal chemistry. 2022 Jul; 237(?):114378. doi: 10.1016/j.ejmech.2022.114378. [PMID: 35462165]
  • Hai-Yan Xiao, Shu-Xian Yang, Wen Han, Li Cao, Gui-Bo Sun. [Research progress on pharmacology of butylphthalide and its derivatives]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2022 Jul; 47(13):3425-3431. doi: 10.19540/j.cnki.cjcmm.20220117.701. [PMID: 35850792]
  • Beibei Fu, Shuqing Meng, Genshan Gao. A combination of tetramethylpyrazine hydrochloride and butylphthalide on serum S100B, CRP, Hcy levels and NIHSS score in patients with acute cerebral infarction: A retrospective study. Pakistan journal of pharmaceutical sciences. 2022 May; 35(3(Special)):945-951. doi: . [PMID: 35791592]
  • Zhuoling Liu, Yichun Shi, Xiaoyu Zhang, Guangjun Yu, Jingjing Li, Shiqin Cong, Yong Deng. Discovery of novel 3-butyl-6-benzyloxyphthalide Mannich base derivatives as multifunctional agents against Alzheimer's disease. Bioorganic & medicinal chemistry. 2022 03; 58(?):116660. doi: 10.1016/j.bmc.2022.116660. [PMID: 35183029]
  • Yanli Guo, Huaiqiang Hu, Guigang Xu, Yang Liu, Jinbo Yan, Hui Liu. Cerebral hemodynamic changes assessment by transcranial doppler ultrasound in patients with acute cerebral infarction before and after treatment with butylphthalide. Pakistan journal of pharmaceutical sciences. 2022 Mar; 35(2(Special)):613-618. doi: . [PMID: 35668561]
  • Chaoqun Lin, Shiying Huang, Jianfeng Zhang, Huaitao Yuan, Tuchao Yao, Lukui Chen. Dl-3-N-Butylphthalide Attenuates Hypoxic Injury of Neural Stem Cells by Increasing Hypoxia-Inducible Factor-1alpha. Journal of stroke and cerebrovascular diseases : the official journal of National Stroke Association. 2022 Feb; 31(2):106221. doi: 10.1016/j.jstrokecerebrovasdis.2021.106221. [PMID: 34837757]
  • Jing Qian, Qing Pei, Runting Jing, Lixi Xue, Xiaoying Dong, Guojin Ren, Lijuan Feng, Feng Che. Effects of butylphthalide on the levels of serum C-reactive protein, Parkinson disease protein 7 and neurotrophin-3 and neurological function in patients with acute cerebral infarction. Pakistan journal of pharmaceutical sciences. 2022 Jan; 35(1(Special)):349-354. doi: . [PMID: 35236646]
  • Keliang Li, Qiting Zhang, Xuesheng Lu, Shengqi Yao. Effects of Butylphthalide Sodium Chloride Injection Combined with Edaravone Dexborneol on Neurological Function and Serum Inflammatory Factor Levels in Sufferers Having Acute Ischemic Stroke. Journal of healthcare engineering. 2022; 2022(?):1509407. doi: 10.1155/2022/1509407. [PMID: 35463675]
  • Zhengqian Wang, Junshuang Che. Effectiveness of alteplase intravenous thrombolysis combined with butylphthalide in patients with acute severe cerebral infarction. Folia neuropathologica. 2022; 60(4):421-426. doi: 10.5114/fn.2022.118787. [PMID: 36734384]
  • Li-Shu Lin, Li-Ling Lin, Tao Lin, Yan-An Wu. Simultaneous determination of 3-n-butylphthalide and its metabolite 10-hydroxy-butylphthalide in rat plasma using liquid chromatography-tandem mass spectrometry and application to a pharmacokinetic study. Biomedical chromatography : BMC. 2021 Nov; 35(11):e5184. doi: 10.1002/bmc.5184. [PMID: 34060121]
  • Junjun Tian, Peng Lei, Yifei He, Ning Zhang, Xinyu Ge, Liqiang Luo, Shu Yan, Xingxing Diao. Absorption, distribution, metabolism, and excretion of [14C]NBP (3-n-butylphthalide) in rats. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2021 Sep; 1181(?):122915. doi: 10.1016/j.jchromb.2021.122915. [PMID: 34500404]
  • Honglin Xiang, Qiang Zhang, Yikun Han, Lan Yang, Yan Zhang, Qiang Liu, Zhirong Zhang, Ling Zhang. Novel brain-targeting 3-n-butylphthalide prodrugs for ischemic stroke treatment. Journal of controlled release : official journal of the Controlled Release Society. 2021 07; 335(?):498-514. doi: 10.1016/j.jconrel.2021.05.045. [PMID: 34087248]
  • Wanjun Li, Song Cang, Zheng Sun, Kaishun Bi, Qing Li, Zuojing Li, Ran Liu. Development of an LC-MS/MS method for simultaneous quantitative analysis of macromolecular pharmaceutical adjuvant 2-hydroxypropyl-β-cyclodextrin and active pharmaceutical ingredients butylphthalide in rat plasma. Journal of separation science. 2021 Jul; 44(14):2680-2692. doi: 10.1002/jssc.202100141. [PMID: 33971083]
  • Kang-Yun Lu, Shinn-Zong Lin, Kingsley Theras Primus Dass, Wei-Ju Lin, Shih-Ping Liu, Horng-Jyh Harn. 3-N-butylphthalide protects against high-fat-diet-induced obesity in C57BL/6 mice and increases metabolism in lipid-accumulating cells. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2021 Jul; 139(?):111687. doi: 10.1016/j.biopha.2021.111687. [PMID: 34243611]
  • Yijing Guo, Idriss Ali Abdoulaye, Fei Liu, Jiamin Wang, Xiuxiu Tian, Dafan Yu, Kai Le. N-Butylphthalide vs. Human Urinary Kallidinogenase for the Treatment of Acute Ischemic Stroke: Functional Outcome and Impact on Serum VEGF and TNF-α Expressions. Annals of clinical and laboratory science. 2021 Jul; 51(4):503-511. doi: NULL. [PMID: 34452888]
  • Yang Dong, Jianyong Yin, Teng Chen, Jiejun Wen, Qunzi Zhang, Xiaomei Li, Wenjun Lin, Feng Liu, Ying Fan, Niansong Wang. Dl-3-n-butylphthalide pretreatment attenuates renal ischemia/reperfusion injury. Biochemical and biophysical research communications. 2021 06; 557(?):166-173. doi: 10.1016/j.bbrc.2021.04.006. [PMID: 33865225]
  • Zhongcheng Cao, Qing Song, Guangjun Yu, Zhuoling Liu, Shiqing Cong, Zhenghuai Tan, Yong Deng. Novel 3-benzylidene/benzylphthalide Mannich base derivatives as potential multifunctional agents for the treatment of Alzheimer's disease. Bioorganic & medicinal chemistry. 2021 04; 35(?):116074. doi: 10.1016/j.bmc.2021.116074. [PMID: 33640707]
  • Mengyao Qu, Jingjie Zhao, Yingying Zhao, Jinmei Sun, Liping Liu, Ling Wei, Yongbo Zhang. Vascular protection and regenerative effects of intranasal DL-3-N-butylphthalide treatment after ischaemic stroke in mice. Stroke and vascular neurology. 2021 03; 6(1):74-79. doi: 10.1136/svn-2020-000364. [PMID: 32958696]
  • Xi Liu, Runzhe Liu, Dongxu Fu, Hao Wu, Xin Zhao, Yi Sun, Meng Wang, Xiaoping Pu. Dl-3-n-butylphthalide inhibits neuroinflammation by stimulating foxp3 and Ki-67 in an ischemic stroke model. Aging. 2021 01; 13(3):3763-3778. doi: 10.18632/aging.202338. [PMID: 33461169]
  • Wenqin Zou, Yanqing Deng, Guanghui Chen, Shouqin Shangguan, Faming Zhou, Wenxin Jiang, Xiaoli Li. Influence of butyphthalide combined with urinary kallikrein in ACI treatment on neuro-cytokines and vascular endothelial function and its clinical effect. The International journal of neuroscience. 2021 Jan; 131(1):25-30. doi: 10.1080/00207454.2020.1732972. [PMID: 32075474]
  • Jie Yin, Hong Chang, Dongmei Wang, Haifei Li, Aibing Yin. Fuzzy C-Means Clustering Algorithm-Based Magnetic Resonance Imaging Image Segmentation for Analyzing the Effect of Edaravone on the Vascular Endothelial Function in Patients with Acute Cerebral Infarction. Contrast media & molecular imaging. 2021; 2021(?):4080305. doi: 10.1155/2021/4080305. [PMID: 34354551]
  • Kai Xie, Shuzhi Zhao, Xiaoning Li. Efficacy and Mechanism of Butylphthalide Combined with Atorvastatin Calcium Tablets in the Diagnosis of Cerebral Infarction Using Iodol/Fe₃O₄ Nanometric Contrast Agent. Journal of nanoscience and nanotechnology. 2020 12; 20(12):7356-7361. doi: 10.1166/jnn.2020.18605. [PMID: 32711601]
  • Weiping Wang, Pengyan Li, Mengna Fang, Xiaoting Li, Yu Zhang, Tianhong Zhang. SFC-MS/MS method for simultaneous determination of nimodipine and 3-n-butylphthalide in beagle plasma: application to pharmacokinetic interaction study. Bioanalysis. 2020 Nov; 12(21):1509-1519. doi: 10.4155/bio-2020-0229. [PMID: 33078962]
  • Chunmei Geng, Guoxian Hao, Qiao Yi, Yujin Guo, Dan Chen, Wenxiu Han, Jun Zhang, Mengqi Yang, Pei Jiang. The impact of Dl-3-n-butylphthalide on the lipidomics of the hippocampus in a rat model of lipopolysaccharide-induced depression. Prostaglandins & other lipid mediators. 2020 10; 150(?):106464. doi: 10.1016/j.prostaglandins.2020.106464. [PMID: 32464175]
  • Yan Ma, Wenping Sun. Effects of Dengzhan Shengmai Capsule combined with butylphthalide soft capsule on oxidative stress indexes and serum Hcy and CRP levels in patients with vascular dementia. Cellular and molecular biology (Noisy-le-Grand, France). 2020 Sep; 66(6):8-14. doi: . [PMID: 33040778]
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  • Li Luo, Qing Song, Yan Li, Zhongcheng Cao, Xiaoming Qiang, Zhenghuai Tan, Yong Deng. Design, synthesis and evaluation of phthalide alkyl tertiary amine derivatives as promising acetylcholinesterase inhibitors with high potency and selectivity against Alzheimer's disease. Bioorganic & medicinal chemistry. 2020 04; 28(8):115400. doi: 10.1016/j.bmc.2020.115400. [PMID: 32146060]
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