Alpinumisoflavone (BioDeep_00000268670)

   

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


InChI=1/C20H16O5/c1-20(2)8-7-13-15(25-20)9-16-17(18(13)22)19(23)14(10-24-16)11-3-5-12(21)6-4-11/h3-10,21-22H,1-2H

化学式: C20H16O5 (336.0997686)
中文名称: 猫尾草异黄酮, ALPINUMISOFLAVONE
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 7.69%

分子结构信息

SMILES: c(C3=O)(c2O)c(OC=C3c(c4)ccc(O)c4)cc(c12)OC(C=C1)(C)C
InChI: InChI=1S/C20H16O5/c1-20(2)8-7-13-15(25-20)9-16-17(18(13)22)19(23)14(10-24-16)11-3-5-12(21)6-4-11/h3-10,21-22H,1-2H3

描述信息

Alpinumisoflavone is a member of isoflavanones. It has a role as a metabolite.
Alpinumisoflavone is a natural product found in Genista ephedroides, Erythrina suberosa, and other organisms with data available.
A natural product found in Ficus mucuso.
Alpinumisoflavone (compound 2) is a flavonoid derivative isolated from the stem bark of Erythrina lysistemon Hutch[1].
Alpinumisoflavone (compound 2) is a flavonoid derivative isolated from the stem bark of Erythrina lysistemon Hutch[1].

同义名列表

15 个代谢物同义名

InChI=1/C20H16O5/c1-20(2)8-7-13-15(25-20)9-16-17(18(13)22)19(23)14(10-24-16)11-3-5-12(21)6-4-11/h3-10,21-22H,1-2H; 5-hydroxy-7-(4-hydroxyphenyl)-2,2- dimethyl-2H,6H-benzo[1,2-b:5,4-b]dipyran-6-one; 5-hydroxy-7-(4-hydroxyphenyl)-2,2-dimethyl-2h,6h-benzo[1,2-b:5,4-b]dipyran-6-one; 5-Hydroxy-7-(4-hydroxyphenyl)-2,2-dimethyl-2H,6H-pyrano[3,2-g]chromen-6-one; 5-hydroxy-3-(4-hydroxy-phenyl)-8,8-dimethyl-8H-pyrano[3,2-g]chromen-4-one; 2H,6H-Benzodipyran-6-one, 5-hydroxy-7-(4-hydroxyphenyl)-2,2-dimethyl-; 5-hydroxy-7-(4-hydroxyphenyl)-2,2-dimethyl-pyrano[3,2-g]chromen-6-one; 5-HYDROXY-3-(4-HYDROXYPHENYL)-8,8-DIMETHYLPYRANO(3,2-G)CHROMEN-4-ONE; 5-hydroxy-7-(4-hydroxyphenyl)-2,2-dimethylpyrano[3,2-g]chromen-6-one; 5-Hydroxy-7-(p-hydroxyphenyl)-2,2-dimethyl-2H,6H-benzodipyran-6-one; Alpinum Isoflavone; Alpinumisoflavone; UNII-6Q33HOF94Z; 6Q33HOF94Z; 5-Hydroxy-7- (4-hydroxyphenyl) -2,2-dimethyl-2H,6H-benzo [ 1,2-b:5,4-b ] dipyran-6-one



数据库引用编号

15 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)

79 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

  • Cui-Cui Qi, Yan-Hui Fu, Wen-Hao Chen, Guang-Ying Chen, Chun-Yan Dai, Xiao-Ping Song, Chang-Ri Han. A new isoflavone from the roots of Ficus auriculata. Natural product research. 2018 Jan; 32(1):43-47. doi: 10.1080/14786419.2017.1329728. [PMID: 28521555]
  • Yan Lin, Yi Kuang, Kai Li, Shuang Wang, Shuai Ji, Kuan Chen, Wei Song, Xue Qiao, Min Ye. Nrf2 activators from Glycyrrhiza inflata and their hepatoprotective activities against CCl4-induced liver injury in mice. Bioorganic & medicinal chemistry. 2017 10; 25(20):5522-5530. doi: 10.1016/j.bmc.2017.08.018. [PMID: 28835349]
  • Binh Thi Dieu Trinh, Anna K Jäger, Dan Staerk. High-Resolution Inhibition Profiling Combined with HPLC-HRMS-SPE-NMR for Identification of PTP1B Inhibitors from Vietnamese Plants. Molecules (Basel, Switzerland). 2017 Jul; 22(7):. doi: 10.3390/molecules22071228. [PMID: 28726759]
  • Yan Lin, Yi Kuang, Kai Li, Shuang Wang, Wei Song, Xue Qiao, Gulnar Sabir, Min Ye. Screening for bioactive natural products from a 67-compound library of Glycyrrhiza inflata. Bioorganic & medicinal chemistry. 2017 07; 25(14):3706-3713. doi: 10.1016/j.bmc.2017.05.009. [PMID: 28522265]
  • Marie A Mvondo, Dieudonné Njamen, Georg Kretzschmar, Manuela Imma Bader, Stephen Tanee Fomum, Jean Wandji, Günter Vollmer. Alpinumisoflavone and abyssinone V 4'-methylether derived from Erythrina lysistemon (Fabaceae) promote HDL-cholesterol synthesis and prevent cholesterol gallstone formation in ovariectomized rats. The Journal of pharmacy and pharmacology. 2015 Jul; 67(7):990-6. doi: 10.1111/jphp.12386. [PMID: 25683903]
  • Dieudonné Njamen, Marie Alfrede Mvondo, Telesphore Nanbo Gueyo, Stéphane Zingue, Stephen Tanee Fomum, Jean Wandji. Erythrina lysistemon-derived flavonoids account only in part for the plant's specific effects on rat uterus and vagina. Journal of basic and clinical physiology and pharmacology. 2015 May; 26(3):287-94. doi: 10.1515/jbcpp-2014-0034. [PMID: 25153589]
  • Luisa Quesada, Carlos Areche, Luis Astudillo, Margarita Gutierrez, Beatriz Sepúlveda, Aurelio San-Martín. Biological activity of isoflavonoids from Azorella madreporica. Natural product communications. 2012 Sep; 7(9):1187-8. doi: . [PMID: 23074904]
  • M A Mvondo, D Njamen, S Tanee Fomum, J Wandji. Effects of alpinumisoflavone and abyssinone V-4'-methyl ether derived from Erythrina lysistemon (Fabaceae) on the genital tract of ovariectomized female Wistar rat. Phytotherapy research : PTR. 2012 Jul; 26(7):1029-36. doi: 10.1002/ptr.3685. [PMID: 22183714]
  • Chantal Beatrice Magne Nde, Dieudonne Njamen, Stephen Tanee Fomum, Jean Wandji, Evan Simpson, Colin Clyne, Günter Vollmer. In vitro estrogenic activity of two major compounds from the stem bark of Erythrina lysistemon (Fabaceae). European journal of pharmacology. 2012 Jan; 674(2-3):87-94. doi: 10.1016/j.ejphar.2011.10.031. [PMID: 22079771]
  • Frederic Nana, Louis Pergaud Sandjo, Felix Keumedjio, Victor Kuete, Bonaventure Tchaleu Ngadjui. A new fatty aldol ester from the aerial part of Mimosa invisa (Mimosaceae). Natural product research. 2012; 26(19):1831-6. doi: 10.1080/14786419.2011.639073. [PMID: 22117104]
  • J C Chukwujekwu, F R Van Heerden, J Van Staden. Antibacterial activity of flavonoids from the stem bark of Erythrina caffra thunb. Phytotherapy research : PTR. 2011 Jan; 25(1):46-8. doi: 10.1002/ptr.3159. [PMID: 20623615]
  • Sim Namkoong, Tack-Joong Kim, Ik-Soon Jang, Keon-Wook Kang, Won-Keun Oh, Junsoo Park. Alpinumisoflavone induces apoptosis and suppresses extracellular signal-regulated kinases/mitogen activated protein kinase and nuclear factor-κB pathways in lung tumor cells. Biological & pharmaceutical bulletin. 2011; 34(2):203-8. doi: 10.1248/bpb.34.203. [PMID: 21415528]
  • Kohki Akiyama, Fumiaki Tanigawa, Takanori Kashihara, Hideo Hayashi. Lupin pyranoisoflavones inhibiting hyphal development in arbuscular mycorrhizal fungi. Phytochemistry. 2010 Nov; 71(16):1865-71. doi: 10.1016/j.phytochem.2010.08.010. [PMID: 20813384]
  • Victor Kuete, Thomas Efferth. Cameroonian medicinal plants: pharmacology and derived natural products. Frontiers in pharmacology. 2010; 1(?):123. doi: 10.3389/fphar.2010.00123. [PMID: 21833168]
  • Sefirin Djiogue, Maria Halabalaki, Xanthippi Alexi, Dieudonne Njamen, Zacharias Tanee Fomum, Michael N Alexis, Alexios-Leandros Skaltsounis. Isoflavonoids from Erythrina poeppigiana: evaluation of their binding affinity for the estrogen receptor. Journal of natural products. 2009 Sep; 72(9):1603-7. doi: 10.1021/np900271m. [PMID: 19705860]
  • Myung Sun Lee, Chung Hee Kim, Duc Manh Hoang, Bo Yeon Kim, Cheon Bae Sohn, Mee Ree Kim, Jong Seog Ahn. Genistein-derivatives from Tetracera scandens stimulate glucose-uptake in L6 myotubes. Biological & pharmaceutical bulletin. 2009 Mar; 32(3):504-8. doi: 10.1248/bpb.32.504. [PMID: 19252305]
  • Yang Liu, Coothan K Veena, J Brian Morgan, Kaleem A Mohammed, Mika B Jekabsons, Dale G Nagle, Yu-Dong Zhou. Methylalpinumisoflavone inhibits hypoxia-inducible factor-1 (HIF-1) activation by simultaneously targeting multiple pathways. The Journal of biological chemistry. 2009 Feb; 284(9):5859-68. doi: 10.1074/jbc.m806744200. [PMID: 19091749]
  • Jisuk Lee, Won Keun Oh, Jong Seog Ahn, Yong Hae Kim, J Tanyi Mbafor, Jean Wandji, Z Tanee Fomum. Prenylisoflavonoids from Erythrina senegalensis as novel HIV-1 protease inhibitors. Planta medica. 2009 Feb; 75(3):268-70. doi: 10.1055/s-0028-1088395. [PMID: 19097000]
  • V Kuete, B Ngameni, C C Fotso Simo, R Kengap Tankeu, B Tchaleu Ngadjui, J J M Meyer, N Lall, J R Kuiate. Antimicrobial activity of the crude extracts and compounds from Ficus chlamydocarpa and Ficus cordata (Moraceae). Journal of ethnopharmacology. 2008 Oct; 120(1):17-24. doi: 10.1016/j.jep.2008.07.026. [PMID: 18718518]
  • Adiaratou Togola, Ingvild Austarheim, Annette Theïs, Drissa Diallo, Berit Smestad Paulsen. Ethnopharmacological uses of Erythrina senegalensis: a comparison of three areas in Mali, and a link between traditional knowledge and modern biological science. Journal of ethnobiology and ethnomedicine. 2008 Mar; 4(?):6. doi: 10.1186/1746-4269-4-6. [PMID: 18321374]
  • Nicole Darbour, Christine Bayet, Sylvie Rodin-Bercion, Zackariae Elkhomsi, Felix Lurel, Annie Chaboud, David Guilet. Isoflavones from Ficus nymphaefolia. Natural product research. 2007 May; 21(5):461-4. doi: 10.1080/14786410601086871. [PMID: 17487619]
  • Hisashi Matsuda, Kazutoshi Yoshida, Katsutoshi Miyagawa, Yasunobu Asao, Saya Takayama, Souichi Nakashima, Fengming Xu, Masayuki Yoshikawa. Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa. Bioorganic & medicinal chemistry. 2007 Feb; 15(3):1539-46. doi: 10.1016/j.bmc.2006.09.024. [PMID: 17158054]
  • MinKyun Na, JunPil Jang, Dieudonné Njamen, Joseph Tanyi Mbafor, Zacharias Tanee Fomum, Bo Yeon Kim, Won Keun Oh, Jong Seog Ahn. Protein tyrosine phosphatase-1B inhibitory activity of isoprenylated flavonoids isolated from Erythrina mildbraedii. Journal of natural products. 2006 Nov; 69(11):1572-6. doi: 10.1021/np0601861. [PMID: 17125223]
  • Robert Kingsford-Adaboh, Birger Dittrich, Christian B Hübschle, Winfred S K Gbewonyo, Hideki Okamoto, Masaro Kimura, Hiroyuki Ishida. Invariom structure refinement, electrostatic potential and toxicity of 4-O-methylalpinumisoflavone, O,O-dimethylalpinumisoflavone and 5-O-methyl-4-O-(3-methylbut-2-en-1-yl)alpinumisoflavone. Acta crystallographica. Section B, Structural science. 2006 Oct; 62(Pt 5):843-9. doi: 10.1107/s0108768106019616. [PMID: 16983165]
  • Xiang Hua Han, Seong Su Hong, Ji Sang Hwang, Seon Hwa Jeong, Ji Hye Hwang, Min Hee Lee, Myung Koo Lee, Dongho Lee, Jai Seup Ro, Bang Yeon Hwang. Monoamine oxidase inhibitory constituents from the fruits of Cudrania tricuspidata. Archives of pharmacal research. 2005 Dec; 28(12):1324-7. doi: 10.1007/bf02977895. [PMID: 16392662]
  • Won Keun Oh, Bo Yeon Kim, Hyuncheol Oh, Beom Seok Kim, Jong Seog Ahn. Phospholipase Cgamma1 inhibitory activities of prenylated flavonoids isolated from Erythrina senegalensis. Planta medica. 2005 Aug; 71(8):780-2. doi: 10.1055/s-2005-864183. [PMID: 16142647]
  • J R A Lyddiard, P J Whitfield, A Bartlett. Antischistosomal bioactivity of isoflavonoids from Millettia thonningii (Leguminosae). The Journal of parasitology. 2002 Feb; 88(1):163-70. doi: 10.1645/0022-3395(2002)088[0163:aboifm]2.0.co;2. [PMID: 12053958]
  • H Tanaka, H Etoh, H Shimizu, T Oh-Uchi, Y Terada, Y Tateishi. Erythrinan alkaloids and isoflavonoids from Erythrina poeppigiana. Planta medica. 2001 Dec; 67(9):871-3. doi: 10.1055/s-2001-18852. [PMID: 11745029]
  • J R Lyddiard, P J Whitfield. Inhibition of Site I mitochondrial electron transport by an extract of the seeds of Millettia thonningii: a potential mechanism for the plant's molluscicidal and schistosome larvicidal activity. Journal of helminthology. 2001 Sep; 75(3):259-65. doi: ". [PMID: 11551316]
  • M Stewart, B Bartholomew, F Currie, D K Abbiw, Z Latif, S D Sarker, R J Nash. Pyranoisoflavones from Rinorea welwitschii. Fitoterapia. 2000 Sep; 71(5):595-7. doi: 10.1016/s0367-326x(00)00210-0. [PMID: 11449519]
  • D L Yu, X D Yang, J Guo, L Z Xu, S L Yang. [Studies on chemical constituents of Erythrina arborescens Roxb]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2000 Jun; 25(6):353-5. doi: . [PMID: 12512422]