Senkyunolide A (BioDeep_00000861233)

Main id: BioDeep_00000000202

 

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


1(3H)-Isobenzofuranone, 3-butyl-4,5-dihydro-, (S)-

化学式: C12H16O2 (192.115)
中文名称: 洋川芎内酯A, 参酮内酯A
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCCCC1C2=C(C=CCC2)C(=O)O1
InChI: InChI=1S/C12H16O2/c1-2-3-8-11-9-6-4-5-7-10(9)12(13)14-11/h5,7,11H,2-4,6,8H2,1H3/t11-/m0/s1

描述信息

Senkyunolide A, isolated from Ligusticum chuanxiong Hort, has cytoprotective and antiproliferative activities. Anti-tumor activity[1][2].
Senkyunolide A, isolated from Ligusticum chuanxiong Hort, has cytoprotective and antiproliferative activities. Anti-tumor activity[1][2].

同义名列表

7 个代谢物同义名

1(3H)-Isobenzofuranone, 3-butyl-4,5-dihydro-, (S)-; (3S)-3-butyl-4,5-dihydro-3H-isobenzofuran-1-one; (3S)-3-butyl-4,5-dihydro-3H-2-benzofuran-1-one; Senkyunolide A; 63038-10-8; Senkyunolide; Senkyunolide A



数据库引用编号

9 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)

70 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。
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  • 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。

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亚细胞结构定位 关联基因列表
Cytoplasm 9 AKT1, APOE, BTK, CASP1, IL18, IVL, NLRP3, PTGS2, SNCA
Peripheral membrane protein 2 BTK, PTGS2
Endoplasmic reticulum membrane 2 HMOX1, PTGS2
Nucleus 8 AKT1, APOE, BTK, FLG, FOS, HMOX1, NLRP3, SNCA
cytosol 10 AKT1, BTK, CASP1, FLG, FOS, HMOX1, IL18, IVL, NLRP3, SNCA
dendrite 1 APOE
nuclear body 1 IVL
centrosome 1 IVL
nucleoplasm 3 AKT1, FOS, HMOX1
RNA polymerase II transcription regulator complex 1 FOS
Cell membrane 4 AKT1, BTK, CASP1, TNF
Cytoplasmic side 1 HMOX1
lamellipodium 1 AKT1
Cell projection, axon 1 SNCA
Cytoplasmic granule 1 FLG
Golgi apparatus membrane 1 NLRP3
Synapse 2 ACAN, SNCA
cell cortex 2 AKT1, SNCA
cell surface 1 TNF
glutamatergic synapse 4 ACAN, AKT1, APOE, FLG
Golgi apparatus 1 APOE
Golgi membrane 1 NLRP3
growth cone 1 SNCA
neuronal cell body 3 APOE, SNCA, TNF
postsynapse 3 AKT1, FLG, SNCA
Cytoplasm, cytosol 2 IL18, NLRP3
Lysosome 1 SNCA
plasma membrane 8 AKT1, APOE, BTK, CASP1, FLG, SNCA, TNF, TNFRSF9
synaptic vesicle membrane 1 SNCA
Membrane 9 ADAMTS4, AKT1, APOE, FLG, HMOX1, MMP13, NLRP3, SNCA, TNFRSF9
axon 1 SNCA
caveola 1 PTGS2
extracellular exosome 2 APOE, IVL
endoplasmic reticulum 5 APOE, FOS, HMOX1, NLRP3, PTGS2
extracellular space 11 ACAN, ADAMTS4, ADAMTS5, APOE, COL2A1, HMOX1, IL18, MMP13, PNLIP, SNCA, TNF
lysosomal lumen 1 ACAN
perinuclear region of cytoplasm 3 BTK, HMOX1, SNCA
mitochondrion 2 NLRP3, SNCA
protein-containing complex 4 AKT1, CASP1, PTGS2, SNCA
Microsome membrane 1 PTGS2
Single-pass type I membrane protein 1 TNFRSF9
Secreted 7 APOE, COL2A1, IL18, MMP13, NLRP3, PNLIP, SNCA
extracellular region 12 ACAN, ADAMTS4, ADAMTS5, APOE, COL2A1, FLG, IL18, MMP13, NLRP3, PNLIP, SNCA, TNF
mitochondrial outer membrane 1 HMOX1
external side of plasma membrane 2 TNF, TNFRSF9
Endosome, multivesicular body 1 APOE
Extracellular vesicle 1 APOE
Secreted, extracellular space, extracellular matrix 6 ACAN, ADAMTS4, ADAMTS5, APOE, COL2A1, MMP13
chylomicron 1 APOE
high-density lipoprotein particle 1 APOE
low-density lipoprotein particle 1 APOE
multivesicular body 1 APOE
very-low-density lipoprotein particle 1 APOE
actin cytoskeleton 1 SNCA
cytoplasmic vesicle 2 BTK, FLG
microtubule cytoskeleton 1 AKT1
nucleolus 1 CASP1
Early endosome 1 APOE
cell-cell junction 1 AKT1
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
vesicle 1 AKT1
Membrane raft 2 BTK, TNF
microtubule 1 CASP1
spindle 1 AKT1
GABA-ergic synapse 1 ACAN
extracellular matrix 4 ADAMTS4, ADAMTS5, APOE, MMP13
basement membrane 2 ACAN, COL2A1
collagen trimer 1 COL2A1
Mitochondrion intermembrane space 1 AKT1
mitochondrial intermembrane space 1 AKT1
collagen-containing extracellular matrix 6 ACAN, ADAMTS4, ADAMTS5, APOE, COL2A1, FLG
nuclear speck 1 ADAMTS4
Cytoplasm, cytoskeleton, microtubule organizing center 1 NLRP3
Inflammasome 1 NLRP3
interphase microtubule organizing center 1 NLRP3
NLRP3 inflammasome complex 2 CASP1, NLRP3
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
receptor complex 1 FLG
neuron projection 1 PTGS2
ciliary basal body 1 AKT1
chromatin 1 FOS
phagocytic cup 1 TNF
supramolecular fiber 1 SNCA
cytoplasmic ribonucleoprotein granule 1 FLG
Secreted, extracellular space 1 APOE
blood microparticle 1 APOE
Endomembrane system 1 NLRP3
Cornified envelope 2 FLG, IVL
microtubule organizing center 1 NLRP3
Melanosome 1 APOE
Golgi lumen 1 ACAN
endoplasmic reticulum lumen 4 ADAMTS5, APOE, COL2A1, PTGS2
nuclear matrix 1 FOS
axon terminus 1 SNCA
perineuronal net 1 ACAN
Single-pass type IV membrane protein 1 HMOX1
AIM2 inflammasome complex 1 CASP1
clathrin-coated endocytic vesicle membrane 1 APOE
synaptic cleft 1 APOE
protein-DNA complex 1 FOS
canonical inflammasome complex 1 CASP1
discoidal high-density lipoprotein particle 1 APOE
endocytic vesicle lumen 1 APOE
transcription factor AP-1 complex 1 FOS
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
collagen type II trimer 1 COL2A1
collagen type XI trimer 1 COL2A1
chylomicron remnant 1 APOE
intermediate-density lipoprotein particle 1 APOE
lipoprotein particle 1 APOE
multivesicular body, internal vesicle 1 APOE
inclusion body 1 SNCA
keratohyalin granule 1 FLG
perisynaptic extracellular matrix 1 ACAN
IPAF inflammasome complex 1 CASP1
NLRP1 inflammasome complex 1 CASP1
protease inhibitor complex 1 CASP1
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Junfeng Tan, Junwei Yang, Nuerbiye Aobulikasimu, Chen Zhang, Bixuan Cao, Hang Lv, Mingguo Jiang, Li Han, Xueshi Huang. Senkyunolide B exhibits broad-spectrum antifungal activity against plant and human pathogenic fungi via inhibiting spore germination and destroying the mature biofilm. Pest management science. 2023 Aug; ?(?):. doi: 10.1002/ps.7696. [PMID: 37531560]
  • Tae Y Kim, Hyuk C Kwon, Sang Y Lee, Chun M Lee, Kwang S Lee, Kun K Lee. Antibacterial Activity of Senkyunolide A Isolated from Cnidium Officinale Extract. Journal of cosmetic science. 2020 Nov; 71(6):377-383. doi: . [PMID: 33413782]
  • Xiaoxiao Wang, Yixin Yao, Chang An, Xi Li, Fangtao Xiang, Yangli Dong, Maosen Li. Simultaneous determination of 20 bioactive components in Chuanxiong Rhizoma from different production origins in Sichuan province by ultra-high-performance liquid chromatography coupled with triple quadrupole mass spectrometry combined with multivariate statistical analysis. Electrophoresis. 2020 10; 41(18-19):1606-1616. doi: 10.1002/elps.202000082. [PMID: 32557720]
  • 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]
  • Qinhui Wang, Tao Yan, Wei Jiang, Na Hu, Song Zhang, Peng Yang, Wenjuan Zhang, Lei Shi, Linna Liu. Simultaneous quantification of ligustilide, dl-3-n-butylphthalide and senkyunolide A in rat plasma by GC-MS and its application to comparative pharmacokinetic studies of Rhizoma Chuanxiong extract alone and Baizhi Chuanxiong Decoction. Biomedical chromatography : BMC. 2019 Oct; 33(10):e4625. doi: 10.1002/bmc.4625. [PMID: 31222844]
  • 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]
  • Yuanying Fang, Rikang Wang, Qi Wang, Yongbing Sun, Saisai Xie, Zunhua Yang, Min Li, Yi Jin, Shilin Yang. Design and synthesis of novel senkyunolide analogues as neuroprotective agents. Bioorganic & medicinal chemistry letters. 2018 02; 28(4):668-672. doi: 10.1016/j.bmcl.2018.01.018. [PMID: 29370975]
  • P Mondon, C Ringenbach, E Doridot, V Genet. Reinforcement of barrier function and scalp homeostasis by Senkyunolide A to fight against dandruff. International journal of cosmetic science. 2017 Dec; 39(6):617-621. doi: 10.1111/ics.12417. [PMID: 28833273]
  • Peng-Yi Hu, Dan Liu, Qin Zheng, Qing Wu, Yu Tang, Ming Yang. Elucidation of Transport Mechanism of Paeoniflorin and the Influence of Ligustilide, Senkyunolide I and Senkyunolide A on Paeoniflorin Transport through Mdck-Mdr1 Cells as Blood-Brain Barrier in Vitro Model. Molecules (Basel, Switzerland). 2016 Mar; 21(3):300. doi: 10.3390/molecules21030300. [PMID: 26950101]
  • Yan Yang, Jin-hai Yi, Zhi-fang Huang, Yun-hua Liu, Yu-hong Liu, Yan Chen. [Comparative Study on Volatile Oil Composition of Chuanxiong Rhizoma, Angelicae Sinensis Radix and Ligustici Rhizoma et Radix]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2015 Jun; 38(6):1212-6. doi: . [PMID: 26762063]
  • Jin-Liang Liu, Shun-Lin Zheng, Qiao-Jia Fan, Ji-Chao Yuan, Shi-Min Yang, Fan-Lei Kong. Optimization of high-pressure ultrasonic-assisted simultaneous extraction of six major constituents from Ligusticum chuanxiong rhizome using response surface methodology. Molecules (Basel, Switzerland). 2014 Feb; 19(2):1887-911. doi: 10.3390/molecules19021887. [PMID: 24518807]
  • Sang Min Lee, Hye-Jin Kim, Young Pyo Jang. Chemometric classification of morphologically similar Umbelliferae medicinal herbs by DART-TOF-MS fingerprint. Phytochemical analysis : PCA. 2012 Sep; 23(5):508-12. doi: 10.1002/pca.2348. [PMID: 22271502]
  • Wen Ding, Dawei Qian, Pei Liu, Jin'ao Duan, Erxin Shang, Yuping Tang, Jing Wu. [Influence of different solutions on extracting of active components in Danggui Chishao drug pair]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2012 Apr; 37(7):916-9. doi: . [PMID: 22792788]
  • Ki-Eun Bae, Young-Woong Choi, Sang-Tae Kim, Young-Kyoon Kim. Components of rhizome extract of Cnidium officinale Makino and their in vitro biological effects. Molecules (Basel, Switzerland). 2011 Oct; 16(10):8833-47. doi: 10.3390/molecules16108833. [PMID: 22019572]
  • Yuan-feng Wei, Ning Zhang, Xiao Lin, Yi Feng. [Release characteristics in vitro and pharmacokinetics of da chuanxiong fang multiunit drug delivery system in rats]. Yao xue xue bao = Acta pharmaceutica Sinica. 2011 Sep; 46(9):1150-5. doi: ". [PMID: 22121790]
  • Terry C T Or, Cindy L H Yang, Anna H Y Law, James C B Li, Allan S Y Lau. Isolation and identification of anti-inflammatory constituents from Ligusticum chuanxiong and their underlying mechanisms of action on microglia. Neuropharmacology. 2011 May; 60(6):823-31. doi: 10.1016/j.neuropharm.2010.12.002. [PMID: 21146552]
  • Yuanfeng Wei, Xiao Lin, Ning Zhang, Yi Feng. [UPLC-MS analysis of constituents of dachuanxiong fang active parts absorbed into blood]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2011 May; 36(9):1245-8. doi: NULL. [PMID: 21842659]
  • Yi-Han Wang, Shuang Liang, De-Sheng Xu, Xiao Lin, Chun-Yong He, Yi Feng, Yan-Long Hong. Effect and mechanism of senkyunolide I as an anti-migraine compound from Ligusticum chuanxiong. The Journal of pharmacy and pharmacology. 2011 Feb; 63(2):261-6. doi: 10.1111/j.2042-7158.2010.01191.x. [PMID: 21235591]
  • Min Zhu, Yuping Tang, Jin-Ao Duan, Jianming Guo, Sheng Guo, Shulan Su, Erxin Shang, Dawei Qian, Anwei Ding. Roles of paeoniflorin and senkyunolide I in SiWu decoction on antiplatelet and anticoagulation activities. Journal of separation science. 2010 Nov; 33(21):3335-40. doi: 10.1002/jssc.201000340. [PMID: 20878657]
  • Hongyi Qi, Shiu On Siu, Yan Chen, Yifan Han, Ivan K Chu, Yao Tong, Allan S Y Lau, Jianhui Rong. Senkyunolides reduce hydrogen peroxide-induced oxidative damage in human liver HepG2 cells via induction of heme oxygenase-1. Chemico-biological interactions. 2010 Feb; 183(3):380-9. doi: 10.1016/j.cbi.2009.11.029. [PMID: 19961840]
  • M Nurul Islam, Hye Hyun Yoo, Chung-Ki Sung, Mi-sook Dong, Young In Park, Changbae Jin, Dong-Hyun Kim. Simultaneous determination of phenolic acids and phthalide compounds by liquid chromatography for quality assessment of Rhizoma cnidii. Journal of AOAC International. 2009 Mar; 92(2):375-81. doi: . [PMID: 19485194]
  • Xin-Hua Lu, Jin-Juan Zhang, Xue-Xia Zhang, Hong Liang, Yu-Ying Zhao. [Study on biligustilides from Angelica sinensis]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2008 Oct; 33(19):2196-201. doi: ". [PMID: 19166005]
  • Sunny Sun-Kin Chan, Tin-Yan Cheng, Ge Lin. Relaxation effects of ligustilide and senkyunolide A, two main constituents of Ligusticum chuanxiong, in rat isolated aorta. Journal of ethnopharmacology. 2007 May; 111(3):677-80. doi: 10.1016/j.jep.2006.12.018. [PMID: 17222996]
  • Ru Yan, Ge Lin, Nga Ling Ko, Yun Kau Tam. Low oral bioavailability and pharmacokinetics of senkyunolide a, a major bioactive component in Rhizoma Chuanxiong, in the rat. Therapeutic drug monitoring. 2007 Feb; 29(1):49-56. doi: 10.1097/ftd.0b013e31802c5862. [PMID: 17304150]
  • Fan Yang, Yuan-sheng Xiao, Fei-fang Zhang, Xing-ya Xue, Qing Xu, Xin-miao Liang. [High performance liquid chromatography-mass spectrometry analysis of radix Angelica sciensis]. Yao xue xue bao = Acta pharmaceutica Sinica. 2006 Nov; 41(11):1078-83. doi: ". [PMID: 17262951]
  • Tao Yi, Kelvin Sze-Yin Leung, Guang-Hua Lu, Hao Zhang, Kelvin Chan. Identification and comparative determination of senkyunolide A in traditional Chinese medicinal plants Ligusticum chuanxiong and Angelica sinensis by HPLC coupled with DAD and ESI-MS. Chemical & pharmaceutical bulletin. 2005 Nov; 53(11):1480-3. doi: 10.1248/cpb.53.1480. [PMID: 16272738]
  • Ya-Li Wang, Yi-Zeng Liang, Ben-Mei Chen, Yong-Kang He, Bo-Yan Li, Qian-Nan Hu. LC-DAD-APCI-MS-based screening and analysis of the absorption and metabolite components in plasma from a rabbit administered an oral solution of danggui. Analytical and bioanalytical chemistry. 2005 Sep; 383(2):247-54. doi: 10.1007/s00216-005-0008-7. [PMID: 16132135]
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  • S Kobayashi, Y Mimura, T Naitoh, I Kimura, M Kimura. Chemical structure-activity of cnidium rhizome-derived phthalides for the competence inhibition of proliferation in primary cultures of mouse aorta smooth muscle cells. Japanese journal of pharmacology. 1993 Nov; 63(3):353-9. doi: 10.1254/jjp.63.353. [PMID: 8107327]