Wighteone (BioDeep_00000004042)

   

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


4H-1-BENZOPYRAN-4-ONE, 5,7-DIHYDROXY-3-(4-HYDROXYPHENYL)-6-(3-METHYL-2-BUTEN-1-YL)-

化学式: C20H18O5 (338.1154)
中文名称:
谱图信息: 最多检出来源 Viridiplantae(plant) 96.65%

分子结构信息

SMILES: C(c(c(O)1)c(O)cc(O3)c1C(C(=C3)c(c2)ccc(O)c2)=O)C=C(C)C
InChI: InChI=1S/C20H18O5/c1-11(2)3-8-14-16(22)9-17-18(19(14)23)20(24)15(10-25-17)12-4-6-13(21)7-5-12/h3-7,9-10,21-23H,8H2,1-2H3

描述信息

A natural product found in Ficus mucuso.
Wighteone is a member of the class of 7-hydroxyisoflavones that is isoflavone substituted by hydroxy groups at positions 5, 7 and 4 and a prenyl group at position 6. It has been isolated from Ficus mucuso. It has a role as a plant metabolite and an antifungal agent. It is functionally related to an isoflavone.
Wighteone is a natural product found in Genista ephedroides, Erythrina suberosa, and other organisms with data available.
A member of the class of 7-hydroxyisoflavones that is isoflavone substituted by hydroxy groups at positions 5, 7 and 4 and a prenyl group at position 6. It has been isolated from Ficus mucuso.
Wighteone is a compound isolated from the aerial parts of Genista ephedroides[1].
Wighteone is a compound isolated from the aerial parts of Genista ephedroides[1].

同义名列表

22 个代谢物同义名

Wighteone; 4H-1-BENZOPYRAN-4-ONE, 5,7-DIHYDROXY-3-(4-HYDROXYPHENYL)-6-(3-METHYL-2-BUTEN-1-YL)-; 5,7-DIHYDROXY-3-(4-HYDROXYPHENYL)-6-(3-METHYL-2-BUTEN-1-YL)-4H-1-BENZOPYRAN-4-ONE; 4H-1-Benzopyran-4-one, 5,7-dihydroxy-3-(4-hydroxyphenyl)-6-(3-methyl-2-butenyl)-; 5,7-dihydroxy-3-(4-hydroxyphenyl)-6-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one; 5,7-dihydroxy-3-(4-hydroxyphenyl)-6-(3-methylbut-2-en-1-yl)-4H-chromen-4-one; 5,7-Dihydroxy-3-(4-hydroxyphenyl)-6-(3-methylbut-2-enyl)chromen-4-one; 5,7,4-trihydroxy-6-prenyl-isoflavone; 5,7,4-Trihydroxy-6-prenylisoflavone; Isoflavone base + 3O, 1Prenyl; UNII-48ZS74CB9A; Erythrinin B; 48ZS74CB9A; 5,7-dihydroxy-3-(4-hydroxyphenyl)-6-(3-methylbut-2-enyl)-4-chromenone; 5,7-dihydroxy-3-(4-hydroxyphenyl)-6-(3-methylbut-2-enyl)chromone; AIDS-071696; 51225-30-0; AIDS071696; C10542; 5,7-Dihydroxy-3- (4-hydroxyphenyl) -6- (3-methylbut-2-enyl) chromen-4-one; 6-Isopentenylgenistein; Wighteone



数据库引用编号

22 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(2)

代谢反应

4 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(4)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

119 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。

亚细胞结构定位 关联基因列表
Cytoplasm 12 AIMP2, CCND1, CTNNB1, EGFR, FDPS, MYC, PIK3CA, PTGS2, STAT3, TGFB1, TNK1, VEGFA
Peripheral membrane protein 2 PTGS2, TNK1
Endosome membrane 1 EGFR
Endoplasmic reticulum membrane 3 EGFR, HSP90B1, PTGS2
Nucleus 10 AIMP2, CCND1, CD274, CTNNB1, EGFR, HSP90B1, MYC, STAT3, TGFB1, VEGFA
cytosol 7 AIMP2, CCND1, CTNNB1, FDPS, HSP90B1, PIK3CA, STAT3
centrosome 2 CCND1, CTNNB1
nucleoplasm 6 CCND1, CD274, CTNNB1, FDPS, MYC, STAT3
RNA polymerase II transcription regulator complex 1 STAT3
Cell membrane 4 CD274, CTNNB1, EGFR, PDCD1
lamellipodium 2 CTNNB1, PIK3CA
ruffle membrane 1 EGFR
Early endosome membrane 2 CD274, EGFR
Synapse 1 CTNNB1
cell cortex 1 CTNNB1
cell junction 2 CTNNB1, EGFR
cell surface 3 EGFR, TGFB1, VEGFA
glutamatergic synapse 2 CTNNB1, EGFR
Golgi apparatus 1 VEGFA
Golgi membrane 1 EGFR
neuronal cell body 1 TGFB1
presynaptic membrane 1 CTNNB1
smooth endoplasmic reticulum 1 HSP90B1
Cytoplasm, cytosol 1 AIMP2
endosome 1 EGFR
plasma membrane 8 CD274, CTNNB1, EGFR, PDCD1, PIK3CA, STAT3, TGFB1, TNK1
Membrane 9 AIMP2, CTNNB1, EGFR, FDPS, HSP90B1, MYC, PDCD1, TNK1, VEGFA
apical plasma membrane 1 EGFR
axon 2 CCK, TGFB1
basolateral plasma membrane 2 CTNNB1, EGFR
caveola 1 PTGS2
extracellular exosome 4 CD274, CTNNB1, HSP90B1, MMP7
endoplasmic reticulum 3 HSP90B1, PTGS2, VEGFA
extracellular space 7 CCK, EGFR, IL17A, IL6, MMP7, TGFB1, VEGFA
perinuclear region of cytoplasm 4 CTNNB1, EGFR, HSP90B1, PIK3CA
Schaffer collateral - CA1 synapse 1 CTNNB1
adherens junction 2 CTNNB1, VEGFA
apicolateral plasma membrane 1 CTNNB1
bicellular tight junction 2 CCND1, CTNNB1
intercalated disc 1 PIK3CA
protein-containing complex 5 CTNNB1, EGFR, HSP90B1, MYC, PTGS2
Microsome membrane 1 PTGS2
Single-pass type I membrane protein 2 CD274, EGFR
Secreted 5 CCK, IL17A, IL6, TGFB1, VEGFA
extracellular region 7 CCK, HSP90B1, IL17A, IL6, MMP7, TGFB1, VEGFA
mitochondrial matrix 1 FDPS
transcription regulator complex 2 CTNNB1, STAT3
Nucleus membrane 1 CCND1
nuclear membrane 2 CCND1, EGFR
external side of plasma membrane 3 CD274, IL17A, PDCD1
Secreted, extracellular space, extracellular matrix 3 MMP7, TGFB1, VEGFA
actin cytoskeleton 1 CD274
Z disc 1 CTNNB1
beta-catenin destruction complex 1 CTNNB1
nucleolus 1 MYC
Wnt signalosome 1 CTNNB1
midbody 1 HSP90B1
apical part of cell 1 CTNNB1
cell-cell junction 1 CTNNB1
postsynaptic membrane 1 CTNNB1
Membrane raft 1 EGFR
Cytoplasm, cytoskeleton 1 CTNNB1
focal adhesion 3 CTNNB1, EGFR, HSP90B1
Cell junction, adherens junction 1 CTNNB1
flotillin complex 1 CTNNB1
extracellular matrix 3 MMP7, TGFB1, VEGFA
Peroxisome 1 FDPS
intracellular vesicle 1 EGFR
collagen-containing extracellular matrix 2 HSP90B1, TGFB1
secretory granule 2 TGFB1, VEGFA
fascia adherens 1 CTNNB1
lateral plasma membrane 1 CTNNB1
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
receptor complex 1 EGFR
neuron projection 1 PTGS2
chromatin 2 MYC, STAT3
cell periphery 1 CTNNB1
Cytoplasm, cytoskeleton, cilium basal body 1 CTNNB1
Nucleus, nucleolus 1 MYC
spindle pole 1 CTNNB1
blood microparticle 1 TGFB1
postsynaptic density, intracellular component 1 CTNNB1
microvillus membrane 1 CTNNB1
nuclear envelope 1 MYC
Recycling endosome membrane 1 CD274
Endomembrane system 1 CTNNB1
Nucleus, nucleoplasm 1 MYC
Melanosome 1 HSP90B1
euchromatin 1 CTNNB1
sperm plasma membrane 1 HSP90B1
basal plasma membrane 1 EGFR
synaptic membrane 1 EGFR
Golgi lumen 1 TGFB1
endoplasmic reticulum lumen 3 HSP90B1, IL6, PTGS2
transcription repressor complex 1 CCND1
platelet alpha granule lumen 2 TGFB1, VEGFA
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
RNA polymerase II transcription repressor complex 1 MYC
beta-catenin-TCF complex 1 CTNNB1
presynaptic active zone cytoplasmic component 1 CTNNB1
clathrin-coated endocytic vesicle membrane 1 EGFR
Sarcoplasmic reticulum lumen 1 HSP90B1
protein-DNA complex 1 CTNNB1
[Isoform 1]: Cell membrane 1 CD274
[Isoform 4]: Secreted 1 CD274
aminoacyl-tRNA synthetase multienzyme complex 1 AIMP2
Rough endoplasmic reticulum 1 MYC
catenin complex 1 CTNNB1
cyclin-dependent protein kinase holoenzyme complex 1 CCND1
multivesicular body, internal vesicle lumen 1 EGFR
Shc-EGFR complex 1 EGFR
endocytic vesicle lumen 1 HSP90B1
Myc-Max complex 1 MYC
[Latency-associated peptide]: Secreted, extracellular space, extracellular matrix 1 TGFB1
[Transforming growth factor beta-1]: Secreted 1 TGFB1
interleukin-6 receptor complex 1 IL6
endoplasmic reticulum chaperone complex 1 HSP90B1
cyclin D1-CDK4 complex 1 CCND1
[N-VEGF]: Cytoplasm 1 VEGFA
[VEGFA]: Secreted 1 VEGFA
[Isoform L-VEGF189]: Endoplasmic reticulum 1 VEGFA
[Isoform VEGF121]: Secreted 1 VEGFA
[Isoform VEGF165]: Secreted 1 VEGFA
VEGF-A complex 1 VEGFA
beta-catenin-TCF7L2 complex 1 CTNNB1
cyclin D1-CDK6 complex 1 CCND1
beta-catenin-ICAT complex 1 CTNNB1
Scrib-APC-beta-catenin complex 1 CTNNB1
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
[Isoform 2]: Endomembrane system 1 CD274
nucleoplasmic reticulum 1 MYC


文献列表

  • 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]
  • 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]
  • Yang Hee Jo, Seon Beom Kim, Qing Liu, Jin Woo Lee, Bang Yeon Hwang, Mi Kyeong Lee. Benzylated and prenylated flavonoids from the root barks of Cudrania tricuspidata with pancreatic lipase inhibitory activity. Bioorganic & medicinal chemistry letters. 2015 Sep; 25(17):3455-7. doi: 10.1016/j.bmcl.2015.07.017. [PMID: 26227773]
  • Shaopeng Wei, Wenjun Wu, Zhiqin Ji. New antifungal pyranoisoflavone from Ficus tikoua Bur. International journal of molecular sciences. 2012; 13(6):7375-7382. doi: 10.3390/ijms13067375. [PMID: 22837700]
  • A Kumar, S Lingadurai, A Jain, N R Barman. Erythrina variegata Linn: A review on morphology, phytochemistry, and pharmacological aspects. Pharmacognosy reviews. 2010 Jul; 4(8):147-52. doi: 10.4103/0973-7847.70908. [PMID: 22228954]
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  • Phongsak Innok, Thitima Rukachaisirikul, Apichart Suksamrarn. Flavanoids and pterocarpans from the bark of Erythrina fusca. Chemical & pharmaceutical bulletin. 2009 Sep; 57(9):993-6. doi: 10.1248/cpb.57.993. [PMID: 19721263]
  • 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]
  • Haihua Feng, Hua Xiang, Jiyu Zhang, Guowen Liu, Na Guo, Xuelin Wang, Xiuping Wu, Xuming Deng, Lu Yu. Genome-wide transcriptional profiling of the response of Staphylococcus aureus to cryptotanshinone. Journal of biomedicine & biotechnology. 2009; 2009(?):617509. doi: 10.1155/2009/617509. [PMID: 19707532]
  • Yan Zhang, Xiao-Li Li, Xin-Sheng Yao, Man-Sau Wong. Osteogenic activities of genistein derivatives were influenced by the presence of prenyl group at ring A. Archives of pharmacal research. 2008 Dec; 31(12):1534-9. doi: 10.1007/s12272-001-2147-5. [PMID: 19099220]
  • 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]
  • M Sato, H Tanaka, N Tani, M Nagayama, R Yamaguchi. Different antibacterial actions of isoflavones isolated from Erythrina poeppigiana against methicillin-resistant Staphylococcus aureus. Letters in applied microbiology. 2006 Sep; 43(3):243-8. doi: 10.1111/j.1472-765x.2006.01963.x. [PMID: 16910926]
  • Li Xiaoli, Wang Naili, Wong Man Sau, Albert S C Chen, Yao Xinsheng. Four new isoflavonoids from the stem bark of Erythrina variegata. Chemical & pharmaceutical bulletin. 2006 Apr; 54(4):570-3. doi: 10.1248/cpb.54.570. [PMID: 16595969]
  • Hongying Yin, Yongchao Zhao, Yan Zhang, Hongwu Zhang, Lizhen Xu, Zhongmei Zou, Weiping Yang, Jing Cheng, Yuxiang Zhou. Genome-wide analysis of the expression profile of Saccharomyces cerevisiae in response to treatment with the plant isoflavone, wighteone, as a potential antifungal agent. Biotechnology letters. 2006 Jan; 28(2):99-105. doi: 10.1007/s10529-005-4954-0. [PMID: 16369693]
  • Iwona Morkunas, Łukasz Marczak, Jerzy Stachowiak, Maciej Stobiecki. Sucrose-induced lupine defense against Fusarium oxysporum. Sucrose-stimulated accumulation of isoflavonoids as a defense response of lupine to Fusarium oxysporum. Plant physiology and biochemistry : PPB. 2005 Apr; 43(4):363-73. doi: 10.1016/j.plaphy.2005.02.011. [PMID: 15907688]
  • Yong-Hong Wang, Ai-Jun Hou, Guo-Fu Zhu, Dao-Feng Chen, Han-Dong Sun. Cytotoxic and antifungal isoprenylated xanthones and flavonoids from Cudrania fruticosa. Planta medica. 2005 Mar; 71(3):273-4. doi: 10.1055/s-2005-837829. [PMID: 15770550]
  • Paul Erasto, Gomotsang Bojase-Moleta, Runner R T Majinda. Antimicrobial and antioxidant flavonoids from the root wood of Bolusanthus speciosus. Phytochemistry. 2004 Apr; 65(7):875-80. doi: 10.1016/j.phytochem.2004.02.011. [PMID: 15081287]
  • Toshio Fukai, Makiko Yonekawa, Ai-Jun Hou, Taro Nomura, Han-Dong Sun, Jun Uno. Antifungal agents from the roots of Cudrania cochinchinensis against Candida, Cryptococcus, and Aspergillus species. Journal of natural products. 2003 Aug; 66(8):1118-20. doi: 10.1021/np030024u. [PMID: 12932139]
  • Daniela M Biondi, Concetta Rocco, Giuseppe Ruberto. New dihydrostilbene derivatives from the leaves of Glycyrrhiza glabra and evaluation of their antioxidant activity. Journal of natural products. 2003 Apr; 66(4):477-80. doi: 10.1021/np020365s. [PMID: 12713396]
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