Phthalide (BioDeep_00000017714)
Secondary id: BioDeep_00000869535
human metabolite PANOMIX_OTCML-2023 Endogenous natural product
代谢物信息卡片
化学式: C8H6O2 (134.0368)
中文名称: 邻苯二甲酸, 苯酞
谱图信息:
最多检出来源 Chinese Herbal Medicine(otcml) 35.76%
分子结构信息
SMILES: C1C2=CC=CC=C2C(=O)O1
InChI: InChI=1S/C8H6O2/c9-8-7-4-2-1-3-6(7)5-10-8/h1-4H,5H2
描述信息
2-benzofuran-1(3H)-one is a gamma-lactone that is 1,3-dihydro-2-benzofuran in which the hydrogens at position 1 are replaced by an oxo group. It is a gamma-lactone and a member of 2-benzofurans.
Phthalide is a natural product found in Ligusticum striatum, Angelica sinensis, and Ligusticum chuanxiong with data available.
Phthalide is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]")
It is used as a food additive .
Phthalide is a promising chemical scaffold with a potent anti-inflammatory efficacy. Phthalide can be used to synthesize a variety of phthalide derivatives including anti-inflammatory agent, antimicrobial, antioxidant[1][2][3].
Phthalide is a promising chemical scaffold with a potent anti-inflammatory efficacy. Phthalide can be used to synthesize a variety of phthalide derivatives including anti-inflammatory agent, antimicrobial, antioxidant[1][2][3].
同义名列表
43 个代谢物同义名
1,3-Dihydrobenzo[C]furan-2-one;2-Benzofuran-1(3H)-one;2-Hydroxymethylbenzoic acid, gamma-lactone;Phthalolactone; 2-Hydroxymethylbenzoic acid, laquo gammaRaquo -lactone; InChI=1/C8H6O2/c9-8-7-4-2-1-3-6(7)5-10-8/h1-4H,5H; 2-Hydroxymethylbenzoic acid, .gamma.-lactone; 5-17-10-00007 (Beilstein Handbook Reference); 2-Hydroxymethylbenzoic acid, gamma-lactone; 2-Hydroxymethylbenzoic acid, γ-lactone; 2-Hydroxymethylbenzoic acid, g-lactone; 2-Hydroxymethylbenzoate, gamma-lactone; 2-Hydroxymethylbenzoate, g-lactone; 2-Hydroxymethylbenzoate, γ-lactone; 3-Butylidene-7-hydroxyphthalide; 3-oxo-1,3-dihydro-isobenzofuran; 1,3-dihydro-2-benzofuran-1-one; Phthalide, analytical standard; 1(3H)-Isobenzofuranone-1-11C; Butylphthalide Impurity 4; isobenzofuran-1 (3H)-one; CHLORTALIDONE IMPURITY 7; 2-Benzofuran-1(3H)-one #; 2-benzofuran-1(3 H)-one; Isobenzofuran-1(3H)-one; 1(3H)-Isobenzofuranone; 3H-isobenzofuran-1-one; 2-Benzofuran-1(3H)-one; 1H-Isobenzofuran-3-one; 3H-2-benzofuran-1-one; (3H)-isobenzofuranone; isobenzofuran-1-one; 1-Isobenzofuranone; PHTHALIDE [FHFI]; Isobenzofuranone; UNII-8VV922U86J; Phthalide, 98\\%; Phthalolactone; 1-Phthalanone; Tox21_303762; CAS-87-41-2; Phthalanone; 8VV922U86J; Phthalide; AI3-05785; Phthalide
数据库引用编号
16 个数据库交叉引用编号
- ChEBI: CHEBI:38085
- PubChem: 6885
- HMDB: HMDB0032469
- ChEMBL: CHEMBL2391738
- Wikipedia: Phthalide
- MeSH: phthalide
- ChemIDplus: 0000087412
- KNApSAcK: C00014972
- foodb: FDB010076
- chemspider: 6621
- CAS: 591234-45-6
- CAS: 87-41-2
- medchemexpress: HY-W015820
- PMhub: MS000094415
- RefMet: Phthalide
- LOTUS: LTS0116386
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)
15 个相关的物种来源信息
- 4037 - Apiaceae: LTS0116386
- 52459 - Conioselinum: LTS0116386
- 2759 - Eukaryota: LTS0116386
- 9606 - Homo sapiens: -
- 49551 - Ligusticum: LTS0116386
- 2689076 - Ligusticum chuanxiong: 10.1093/CHROMSCI/41.8.428
- 2689076 - Ligusticum chuanxiong: LTS0116386
- 49555 - Ligusticum sinense: 10.1093/CHROMSCI/41.8.428
- 49555 - Ligusticum sinense: LTS0116386
- 1508160 - Ligusticum striatum: 10.1093/CHROMSCI/41.8.428
- 3398 - Magnoliopsida: LTS0116386
- 33090 - Plants: -
- 35493 - Streptophyta: LTS0116386
- 58023 - Tracheophyta: LTS0116386
- 33090 - Viridiplantae: LTS0116386
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。
亚细胞结构定位 | 关联基因列表 |
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文献列表
- Toshio Morikawa, Naoki Inoue, Saya Yamamoto, Miyuki Shiotani, Yoshiaki Manse, Kiyofumi Ninomiya. Alkylphthalides with intracellular triglyceride metabolism-promoting activity from the rhizomes of Cnidium officinale Makino.
Journal of natural medicines.
2024 Jun; 78(3):709-721. doi:
10.1007/s11418-024-01799-x
. [PMID: 38575838] - Yu-Zhu Tan, Hong-Ling Yan, Yun-Yun Liu, Yong-Ming Yan, Li Wang, Ji-Xu Qiao, Jing Wu, Yin Tian, Cheng Peng. Structurally diverse phthalides from fibrous roots of Ligusticum chuanxiong Hort. and their biological activities.
Fitoterapia.
2024 Jun; 175(?):105882. doi:
10.1016/j.fitote.2024.105882
. [PMID: 38452906] - Xin-Yu Qi, Guang-Cheng Peng, Qing-Tong Han, Jing Yan, Lu-Zhou Chen, Tian Wang, Lin-Tao Xu, Ming-Jie Liu, Zhen-Peng Xu, Xiao-Ning Wang, Tao Shen. Phthalides from the rhizome of Ligusticum chuanxiong Hort. attenuate diabetic nephropathy in mice.
Journal of ethnopharmacology.
2023 Sep; 319(Pt 2):117247. doi:
10.1016/j.jep.2023.117247
. [PMID: 37777028] - Shiqin Cong, Yichun Shi, Guangjun Yu, Feng Zhong, Jingjing Li, Jing Liu, Chanyuan Ye, Zhenghuai Tan, Yong Deng. Discovery of novel 5-(2-hydroxyphenyl)-2-phthalide-3(3H)-pyrazolones as balanced multifunctional agents against Alzheimer's disease.
European journal of medicinal chemistry.
2023 Mar; 250(?):115216. doi:
10.1016/j.ejmech.2023.115216
. [PMID: 36857812] - Li-Jun Huang, Xin-Ai Li, Meng-Ying Jin, Wen-Xiu Guo, Li-Rong Lei, Ran Liu, Ming-Zhi Zhang, Da-Le Guo, Dong Wang, Yan Zhou, Yun Deng, Jian-Guang Zhang. Two previously undescribed phthalides from Talaromyces amestolkiae, a symbiotic fungus of Syngnathus acus.
Journal of Asian natural products research.
2023 Feb; 25(2):147-155. doi:
10.1080/10286020.2022.2075738
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Pest management science.
2023 Jan; ?(?):. doi:
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Bioorganic chemistry.
2022 10; 127(?):105970. doi:
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Bioorganic chemistry.
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Phytochemistry.
2022 Jun; 198(?):113159. doi:
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Journal of agricultural and food chemistry.
2021 Dec; 69(50):15123-15135. doi:
10.1021/acs.jafc.1c05792
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BMC complementary medicine and therapies.
2021 Apr; 21(1):129. doi:
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Bioorganic & medicinal chemistry.
2021 04; 35(?):116074. doi:
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Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2021 Feb; 46(4):972-980. doi:
10.19540/j.cnki.cjcmm.20201012.201
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Natural product research.
2021 Feb; 35(3):421-427. doi:
10.1080/14786419.2019.1636237
. [PMID: 31274005] - Xin Fang, Qiang Ma, Kai-Xia Zhang, Song-Yun Yao, Yi Feng, Yong-Sheng Jin, Shuang Liang. Synthesis of phthalide derivatives and evaluation on their antiplatelet aggregation and antioxidant activities.
Journal of Asian natural products research.
2020 Dec; 22(12):1176-1187. doi:
10.1080/10286020.2019.1681982
. [PMID: 31755304] - Yu-Miao Gan, Dong-Ling Liu, Chu Chen, Wei Duan, Yu-Xin Yang, Jun-Rong Du. Phthalide derivative CD21 alleviates cerebral ischemia-induced neuroinflammation: Involvement of microglial M2 polarization via AMPK activation.
European journal of pharmacology.
2020 Nov; 886(?):173552. doi:
10.1016/j.ejphar.2020.173552
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Marine drugs.
2020 Oct; 18(11):. doi:
10.3390/md18110547
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Toxicology in vitro : an international journal published in association with BIBRA.
2020 Oct; 68(?):104970. doi:
10.1016/j.tiv.2020.104970
. [PMID: 32805376] - Xin Li, Meng-Qi Shi, Chu Chen, Jun-Rong Du. Phthalide derivative CD21 ameliorates ischemic brain injury in a mouse model of global cerebral ischemia: involvement of inhibition of NLRP3.
International immunopharmacology.
2020 Sep; 86(?):106714. doi:
10.1016/j.intimp.2020.106714
. [PMID: 32593156] - Mohsen Abbod, Naser Safaie, Khodayar Gholivand, Mohammad Mehrabadi, Mahyar Bonsaii. Mode of action of 3-butylidene phthalide as a competent natural pesticide.
Pesticide biochemistry and physiology.
2020 Mar; 164(?):228-236. doi:
10.1016/j.pestbp.2020.02.003
. [PMID: 32284131] - Xiaoqiong Xu, Tiantian Zhu, Tingting Shi, Juan Chen, Ling Jin. Quality suitability regionalization analysis of Angelica sinensis in Gansu, China.
PloS one.
2020; 15(12):e0243750. doi:
10.1371/journal.pone.0243750
. [PMID: 33315941] - Qian Wei, Jianbo Yang, Li Li, Yalun Su, Aiguo Wang. Novel phthalide dimers from the aerial parts of Ligusticum sinense Oliv cv. Chaxiong.
Fitoterapia.
2019 Sep; 137(?):104174. doi:
10.1016/j.fitote.2019.104174
. [PMID: 31100437] - Wei Lei, Yan-Fang Deng, Xue-Yan Hu, Jia-Nan Ni, Min Jiang, Gang Bai. Phthalides, senkyunolide A and ligustilide, show immunomodulatory effect in improving atherosclerosis, through inhibiting AP-1 and NF-κB expression.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
2019 Sep; 117(?):109074. doi:
10.1016/j.biopha.2019.109074
. [PMID: 31177061] - Yan-Ying Liu, Huan Zhao, Jun Xie, Jian Zou, Dan Hu, Liang-Dong Guo, Guo-Dong Chen, Xin-Sheng Yao, Hao Gao. New phthalide derivatives from the Biscogniauxia sp. and their activities.
Fitoterapia.
2019 Sep; 137(?):104184. doi:
10.1016/j.fitote.2019.104184
. [PMID: 31145983] - Muhammad Adil, Xiuxia Ren, Byoung Ryong Jeong. Light elicited growth, antioxidant enzymes activities and production of medicinal compounds in callus culture of Cnidium officinale Makino.
Journal of photochemistry and photobiology. B, Biology.
2019 Jul; 196(?):111509. doi:
10.1016/j.jphotobiol.2019.05.006
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Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2019 Jun; 44(12):2499-2510. doi:
10.19540/j.cnki.cjcmm.20190321.311
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Chemical communications (Cambridge, England).
2019 May; 55(44):6221-6224. doi:
10.1039/c9cc02681a
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Journal of separation science.
2019 May; 42(10):1842-1852. doi:
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Chemistry & biodiversity.
2019 Mar; 16(3):e1800557. doi:
10.1002/cbdv.201800557
. [PMID: 30600913] - Muhammad Adil, Xiuxia Ren, Dong Il Kang, Luc The Thi, Byoung Ryong Jeong. Effect of explant type and plant growth regulators on callus induction, growth and secondary metabolites production in Cnidium officinale Makino.
Molecular biology reports.
2018 Dec; 45(6):1919-1927. doi:
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. [PMID: 30187311] - Chengke Zhao, Yuan Jia, Fachuang Lu. Angelica Stem: A Potential Low-Cost Source of Bioactive Phthalides and Phytosterols.
Molecules (Basel, Switzerland).
2018 Nov; 23(12):. doi:
10.3390/molecules23123065
. [PMID: 30477097] - Jie-Li Lv, Lai-Bin Zhang, Li-Min Guo. Phthalide dimers from Angelica sinensis and their COX-2 inhibition activity.
Fitoterapia.
2018 Sep; 129(?):102-107. doi:
10.1016/j.fitote.2018.06.016
. [PMID: 29935258] - Jakub Pannek, Joanna Gach, Filip Boratyński, Teresa Olejniczak. Antimicrobial activity of extracts and phthalides occurring in Apiaceae plants.
Phytotherapy research : PTR.
2018 Aug; 32(8):1459-1487. doi:
10.1002/ptr.6098
. [PMID: 29732627] - Qingqing Zhang, Mengqi Huo, Yanling Zhang, Yanjiang Qiao, Xiaoyan Gao. A strategy to improve the identification reliability of the chemical constituents by high-resolution mass spectrometry-based isomer structure prediction combined with a quantitative structure retention relationship analysis: Phthalide compounds in Chuanxiong as a test case.
Journal of chromatography. A.
2018 Jun; 1552(?):17-28. doi:
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Drug metabolism and disposition: the biological fate of chemicals.
2018 06; 46(6):823-834. doi:
10.1124/dmd.117.079673
. [PMID: 29523601] - Wei Wei, Wei Xu, Xiu-Wei Yang. Two new phthalide dimers from the rhizomes of Ligusticum chuanxiong.
Journal of Asian natural products research.
2017 Jul; 19(7):704-711. doi:
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Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2017 May; 1052(?):158-168. doi:
10.1016/j.jchromb.2017.03.029
. [PMID: 28390283] - Alejandra León, Mayela Del-Ángel, José Luis Ávila, Guillermo Delgado. Phthalides: Distribution in Nature, Chemical Reactivity, Synthesis, and Biological Activity.
Progress in the chemistry of organic natural products.
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Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2016 Dec; 41(23):4328-4333. doi:
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Pest management science.
2016 Sep; 72(9):1772-7. doi:
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Journal of natural products.
2016 07; 79(7):1857-61. doi:
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Journal of separation science.
2016 Jun; 39(11):2057-67. doi:
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Journal of agricultural and food chemistry.
2015 Nov; 63(43):9558-64. doi:
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Journal of pharmaceutical and biomedical analysis.
2015 Oct; 114(?):376-89. doi:
10.1016/j.jpba.2015.05.030
. [PMID: 26112926] - Lei Zhang, Dong-Hui Yang, Xin Zhao, Feng Xu, Jing Liang, Qi-Le Zhou, Xiao-Yan Yang, Xiu-Wei Yang. Metabolism of Chuanxiong Rhizoma decoction: Identification of the metabolites in WZS-miniature pig urine.
Fitoterapia.
2015 Sep; 105(?):177-86. doi:
10.1016/j.fitote.2015.07.001
. [PMID: 26162556] - Hua Guo, Zheng-Hui Li, Tao Feng, Ji-Kai Liu. One new ergostane-type steroid and three new phthalide derivatives from cultures of the basidiomycete Albatrellus confluens.
Journal of Asian natural products research.
2015; 17(2):107-13. doi:
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Journal of Asian natural products research.
2015; 17(7):705-10. doi:
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. [PMID: 26123347] - Weixia Li, Yuping Tang, Yefei Qian, Erxin Shang, Linyan Wang, Li Zhang, Shulan Su, Jin-ao Duan. Comparative analysis of main aromatic acids and phthalides in Angelicae Sinensis Radix, Chuanxiong Rhizoma, and Fo-Shou-San by a validated UHPLC-TQ-MS/MS.
Journal of pharmaceutical and biomedical analysis.
2014 Oct; 99(?):45-50. doi:
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. [PMID: 25061713] - Ying-Jia Bai, Ming Kong, Jin-Di Xu, Xiao-Lin Zhang, Shan-Shan Zhou, Xiao-Ning Wang, Li-Fang Liu, Song-Lin Li. Effect of different drying methods on the quality of Angelicae Sinensis Radix evaluated through simultaneously determining four types of major bioactive components by high performance liquid chromatography photodiode array detector and ultra-high performance liquid chromatography quadrupole time-of-flight mass spectrometry.
Journal of pharmaceutical and biomedical analysis.
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Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
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