Nodakenetic (BioDeep_00000000470)
Main id: BioDeep_00000861000
human metabolite PANOMIX_OTCML-2023
代谢物信息卡片
化学式: C14H14O4 (246.0892)
中文名称: 紫花前胡苷元, 异紫花前胡内酯
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC(C)(C1CC2=C(O1)C=C3C(=C2)C=CC(=O)O3)O
InChI: InChI=1S/C14H14O4/c1-14(2,16)12-6-9-5-8-3-4-13(15)18-10(8)7-11(9)17-12/h3-5,7,12,16H,6H2,1-2H3/t12-/m1/s1
描述信息
Nodakenetic, also known as (-)-marmesin or marmesin, (R)-isomer, is a member of the class of compounds known as psoralens. Psoralens are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one. Nodakenetic is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Nodakenetic can be found in wild celery, which makes nodakenetic a potential biomarker for the consumption of this food product.
Nodakenetin is a marmesin with R-configuration. It has a role as a plant metabolite, a rat metabolite and a xenobiotic metabolite. It is an enantiomer of a (+)-marmesin.
Nodakenetin is a natural product found in Zanthoxylum beecheyanum, Melicope barbigera, and other organisms with data available.
Nodakenetin, isolated from Angelica decursiva, possesses antioxidant anti-inflammatory activities. Nodakenetin has the potential to be an antiarthritic and nerve tonic[1][2].
Nodakenetin, isolated from Angelica decursiva, possesses antioxidant anti-inflammatory activities. Nodakenetin has the potential to be an antiarthritic and nerve tonic[1][2].
S-(+)-Marmesin is a natural coumarin, exhibiting COX-2/5-LOX dual inhibitory activity.
S-(+)-Marmesin is a natural coumarin, exhibiting COX-2/5-LOX dual inhibitory activity.
S-(+)-Marmesin is a natural coumarin, exhibiting COX-2/5-LOX dual inhibitory activity.
同义名列表
31 个代谢物同义名
7H-Furo[3,2g][1]-benzopyran-7-one, (-2,3-dihydro-2-(1-hydroxy-1-hydroxymethylethyl)-, (R); 7H-FURO(3,2-G)(1)BENZOPYRAN-7-ONE, 2,3-DIHYDRO-2-(1-HYDROXY-1-METHYLETHYL)-, (2R)-; 7H-Furo(3,2-g)(1)benzopyran-7-one, 2,3-dihydro-2-(1-hydroxy-1-methylethyl)-, (R)-; 7H-FURO(3,2-G)(1)BENZOPYRAN-7-ONE, 2,3-DIHYDRO-2-(1-HYDROXY-1-METHYLETHYL)-, (-)-; (R)-2-(1-Hydroxy-1-methylethyl)-2,3-dihydro-7H-furo(3,2-g)(1)benzopyran-7-one; (2R)-2-(1-hydroxy-1-methylethyl)-2,3-dihydro-7H-furo[3,2-g]chromen-7-one; (R,S)-2-(1-Hydroxy-1-methyl-ethyl)-2,3-dihydro-furo[3,2-g]chromen-7-one; 2-(2-Hydroxypropan-2-yl)-2,3-dihydro-7H-furo[3,2-g][1]benzopyran-7-one; (2R)-2-(1-hydroxy-1-methyl-ethyl)-2,3-dihydrofuro[3,2-g]chromen-7-one; (R)-2-(2-Hydroxypropan-2-yl)-2,3-dihydro-7H-furo[3,2-g]chromen-7-one; (2R)-2-(2-hydroxypropan-2-yl)-2,3-dihydrofuro[3,2-g]chromen-7-one; 2-(2-Hydroxy-2-propanyl)-2,3-dihydro-7H-furo(3,2-g)chromen-7-one; (2R)-2-(2-hydroxypropan-2-yl)-2H,3H,7H-furo[3,2-g]chromen-7-one; marmesin, (R)-isomer; (R)-(-)-NODAKENETIN; (-)-Prangeferol; UNII-PKL4EW8LPQ; (-)-Marmesin; Prangeferol; Nodakenetic; Nodakenitin; nodakenetin; PKL4EW8LPQ; NODAKATIN; Marmesin; NANI; (+)-Marmesin; (S)-Marmesin; S-(+)-Marmesin; Nodakenetin; Marmesin
数据库引用编号
25 个数据库交叉引用编号
- ChEBI: CHEBI:132623
- ChEBI: CHEBI:49083
- KEGG: C09278
- PubChem: 26305
- HMDB: HMDB0302268
- Metlin: METLIN44034
- ChEMBL: CHEMBL1464240
- MeSH: marmesin
- ChemIDplus: 0000495329
- KNApSAcK: C00002485
- foodb: FDB003969
- chemspider: 24509
- CAS: 13849-08-6
- CAS: 495-32-9
- medchemexpress: HY-N2276
- PubChem: 11469
- 3DMET: B02823
- NIKKAJI: J15.206D
- medchemexpress: HY-N2176
- KNApSAcK: 132623
- KEGG: C09276
- PubChem: 11467
- KNApSAcK: 6695
- LOTUS: LTS0034561
- wikidata: Q27121472
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)
30 个相关的物种来源信息
- 68527 - Aegle marmelos: 10.1590/S0103-50532011000100024
- 231460 - Afraegle paniculata: 10.1016/0031-9422(73)85149-0
- 48026 - Ammi majus: 10.1021/JO01060A039
- 1465234 - Amyris elemifera: 10.3987/R-1981-06-0897
- 48101 - Angelica dahurica: 10.1016/J.PHYMED.2016.06.015
- 48101 - Angelica dahurica ( Fisch.ex Hoffm. ) Benth. et Hook.f.: -
- 48101 - Angelica dahurica (Fisch.ex Hoffm.)Benth .et Hook.f.var.formosana(Boiss.）Shsn et Yuan: -
- 52491 - Angelica decursiva:
- 85712 - Angelica gigas:
- 2788934 - Angelica glauca: 10.1080/10286020701273759
- 312530 - Angelica pubescens Maxim.f. biserata Shan et Yuan: -
- 172644 - Broussonetia papyrifera: 10.1016/0031-9422(94)00594-J
- 37690 - Citrus trifoliata:
- 161865 - Dendrobium chrysotoxum Lindl.: -
- 117953 - Dendrobium fimbriatum Hook.: -
- 94219 - Dendrobium nobile Lindl.: -
- 239644 - Halosciastrum melanotilingia:
- 165499 - Hansenia forbesii: 10.1248/CPB.38.2498
- 54724 - Hansenia weberbaueriana: 10.1248/CPB.38.2498
- 9606 - Homo sapiens: -
- 2749842 - Leionema ambiens: 10.1016/0031-9422(92)83450-D
- 159053 - Limonia acidissima: 10.1016/S0031-9422(00)84671-3
- 1336615 - Melicope barbigera: 10.1039/P19740001350
- 909277 - Oreoseris gossypina: 10.1002/HLCA.200790013
- 33090 - Plants: -
- 282620 - Rhadinothamnus anceps: 10.1016/0031-9422(92)83450-D
- 203717 - Saposhnikovia divaricata:
- 197987 - Scaevola spinescens: 10.1055/S-2006-957961
- 63039 - Seseli peucedanoides: 10.1007/BF00579495
- 1056465 - Zanthoxylum beecheyanum: 10.1002/JCCS.200400159
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
- Zhaoxin Wang, Ying Zhou, Yuefei Wang, Xiaohui Yan. Reconstitution and Optimization of the Marmesin Biosynthetic Pathway in Yeast.
ACS synthetic biology.
2023 Sep; ?(?):. doi:
10.1021/acssynbio.3c00267. [PMID: 37767718] - Ifeoma C Ezenyi, Jersley D Chirawurah, Nekpen Erhunse, Prakhar Agrawal, Dinkar Sahal, John O Igoli. Marmesin isolated from Celtis durandii Engl. root bioactive fraction inhibits β-hematin formation and contributes to antiplasmodial activity.
Journal of ethnopharmacology.
2023 Jun; 317(?):116804. doi:
10.1016/j.jep.2023.116804. [PMID: 37352945] - C Hemakumar, B S Ravindranath, G A Ravishankar, D C Ramirez, S V Kiran. Marmesin and Marmelosin Interact with the Heparan Sulfatase-2 Active Site: Potential Mechanism for Phytochemicals from Bael Fruit Extract as Antitumor Therapeutics.
Oxidative medicine and cellular longevity.
2023; 2023(?):9982194. doi:
10.1155/2023/9982194. [PMID: 36644581] - Yiqin Lin, Yingle Chen, Jingyang Zeng, Shunyuan Li. Nodakenetin Alleviates Inflammatory Pain Hypersensitivity by Suppressing NF-κB Signal Pathway.
Neuroimmunomodulation.
2022; 29(4):486-492. doi:
10.1159/000525690. [PMID: 35995035] - Xiangyun Jian, Yucheng Zhao, Ziwen Wang, Shan Li, Li Li, Jun Luo, Lingyi Kong. Two CYP71AJ enzymes function as psoralen synthase and angelicin synthase in the biosynthesis of furanocoumarins in Peucedanum praeruptorum Dunn.
Plant molecular biology.
2020 Oct; 104(3):327-337. doi:
10.1007/s11103-020-01045-4. [PMID: 32761540] - Ping Lei, Chushu Liao, Jianjun Chen, Ming Zhou. In vitro and in vivo growth inhibition of human leukemia cells by Nodakenetin are mediated via mitochondrial apoptosis, cell cycle arrest and inhibition of cell migration and invasion.
Journal of B.U.ON. : official journal of the Balkan Union of Oncology.
2019 May; 24(3):1219-1224. doi:
. [PMID: 31424682] - Mahendra Jain, Rakhee Kapadia, Ravirajsinh N Jadeja, Menaka C Thounaojam, Ranjitsinh V Devkar, Shri H Mishra. Hepatoprotective activity of Feronia limonia root.
The Journal of pharmacy and pharmacology.
2012 Jun; 64(6):888-96. doi:
10.1111/j.2042-7158.2012.01481.x. [PMID: 22571268] - Xian Ding, Bo Yin, Li Qian, Zhirui Zeng, Zeliang Yang, Huixian Li, Yongjun Lu, Shining Zhou. Screening for novel quorum-sensing inhibitors to interfere with the formation of Pseudomonas aeruginosa biofilm.
Journal of medical microbiology.
2011 Dec; 60(Pt 12):1827-1834. doi:
10.1099/jmm.0.024166-0. [PMID: 21852522] - Peng Zhang, Xiu-Wei Yang. A new metabolite of nodakenetin by rat liver microsomes and its quantification by RP-HPLC method.
Biomedical chromatography : BMC.
2010 Feb; 24(2):216-21. doi:
10.1002/bmc.1276. [PMID: 19572262] - Wen Li, Shilan Feng, Fangdi Hu, Erlin Chen. [Coumarins from Peucedanum harry-smithii var. subglabrum].
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2009 May; 34(10):1231-4. doi:
. [PMID: 19673384] - Peng Zhang, Xiu-Wei Yang. Biotransformation of nodakenin and simultaneous quantification of nodakenin and its aglycone in incubated system of human intestinal bacteria by HPLC method.
Journal of Asian natural products research.
2009; 11(4):371-9. doi:
10.1080/10286020902767716. [PMID: 19431019] - Xi-Fei Ding, Xu Feng, Yun-Fa Dong, Xing-Zeng Zhao, Yu Chen, Ming Wang. [Studies on chemical constituents of the roots of Angelica pubescens].
Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials.
2008 Apr; 31(4):516-8. doi:
. [PMID: 18661821] - Yan-Yan Jiang, Bin Liu, Ren-Bing Shi, Guang-Zhong Tu. [Isolation and structure identification of chemical constituents from Saposhnikovia divaricata (Turcz.) Schischk].
Yao xue xue bao = Acta pharmaceutica Sinica.
2007 May; 42(5):505-10. doi:
. [PMID: 17703773] - Y Q Xiao, L Li, B Yang, L Q Huang. [Studies on chemical constituents from root of Saposhnikovia divaricata (Turcz.) Schischk].
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2001 Feb; 26(2):117-9. doi:
". [PMID: 12525107] - Y F Sun. [Isolation and identification of chemical constituents from an alcoholic extract of Notopterygium incisium].
Zhong yao tong bao (Beijing, China : 1981).
1985 Mar; 10(3):31-3. doi:
". [PMID: 2931199] - G Innocenti, A Bettero, G Caporale. [Determination of the coumarinic constituents of Ficus carica leaves by HPLC].
Il Farmaco; edizione scientifica.
1982 Jul; 37(7):475-85. doi:
. [PMID: 7128806]
