Robinetin (BioDeep_00000002497)

 

Secondary id: BioDeep_00000400514

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


4H-1-Benzopyran-4-one, 3,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)- (9CI)

化学式: C15H10O7 (302.0427)
中文名称: 洋槐黄素
谱图信息: 最多检出来源 Viridiplantae(plant) 71.43%

分子结构信息

SMILES: c1(ccc2c(c1)oc(c(c2=O)O)c1cc(c(c(c1)O)O)O)O
InChI: InChI=1S/C15H10O7/c16-7-1-2-8-11(5-7)22-15(14(21)12(8)19)6-3-9(17)13(20)10(18)4-6/h1-5,16-18,20-21H

描述信息

Robinetin is a pentahydroxyflavone that is flavone substituted by hydroxy groups at positions 3, 7, 3, 4 and 5. It has a role as a plant metabolite. It is a pentahydroxyflavone and a 7-hydroxyflavonol.
Robinetin is a natural product found in Acacia mearnsii, Intsia bijuga, and other organisms with data available.
A pentahydroxyflavone that is flavone substituted by hydroxy groups at positions 3, 7, 3, 4 and 5.
Robinetin (3,3',4',5',7-Pentahydroxyflavone), a naturally occurring flavonoid with remarkable ‘two color’ intrinsic fluorescence properties, has antifungal, antiviral, antibacterial, antimutagenesis, and antioxidant activity. Robinetin also can inhibit lipid peroxidation and protein glycosylation[1][2][3][4][5].
Robinetin (3,3',4',5',7-Pentahydroxyflavone), a naturally occurring flavonoid with remarkable ‘two color’ intrinsic fluorescence properties, has antifungal, antiviral, antibacterial, antimutagenesis, and antioxidant activity. Robinetin also can inhibit lipid peroxidation and protein glycosylation[1][2][3][4][5].

同义名列表

42 个代谢物同义名

4H-1-Benzopyran-4-one, 3,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-; 4H-1-Benzopyran-4-one, 3,7-dihydroxy-2-(3,4,5-trihydroxyphenyl); 3,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-1-benzopyran-4-one; 3,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one; 3,7-Dihydroxy-2-(3,4,5-trihydroxy-phenyl)-chromen-4-one; 3,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-4-benzopyrone; 3,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one; Bis[3,5-bis(trifluoromethyl)phenyl]-phosphine oxide; 5-18-05-00562 (Beilstein Handbook Reference); WLN: T66 BO EVJ CR CQ DQ EQ& DQ IQ; FLAVONE, 3,3,4,5,7-PENTAHYDROXY-; 3,3,4,5,7-pentahydroxy flavone; 3,7,3,4,5-pentahydroxyflavone; Flavone,3,4,5,7-pentahydroxy-; 3,7,3,4,5-Pentahydroxuflavone; 3,3,4,5,7-Pentahydroxyflavone; 3,7,3,4,5-Pentahydroxyflavone; SOEDEYVDCDYMMH-UHFFFAOYSA-N; 5-Hydroxyfisetin; 5-Deoxymyricetin; UNII-KJ6DBC4U7E; KJ6DBC4U7E; Norkanugin; Robinetin; 4H-1-Benzopyran-4-one, 3,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)- (9CI); 3,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-4-chromenone; 3,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chromone; EINECS 207-709-6; NCGC00163615-01; BRN 0308905; AIDS-071290; NSC 407331; CCRIS 7520; AIDS071290; NSC 656274; NSC407331; NSC656274; ST5309242; 490-31-3; C10177; 3,3',4',5',7-Pentahydroxyflavone; Robinetin



数据库引用编号

19 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)

39 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 9 ANG, BCL2L1, CASP8, CAT, CDK1, CFLAR, EP300, MAPK8, SP1
Endoplasmic reticulum membrane 1 CDK1
Mitochondrion membrane 2 ABCG2, BCL2L1
Nucleus 6 ANG, CASP8, CDK1, EP300, MAPK8, SP1
cytosol 10 ANG, BCL2L1, CASP8, CAT, CDK1, CFLAR, EP300, GPT, HCCS, MAPK8
mitochondrial membrane 1 ABCG2
centrosome 2 BCL2L1, CDK1
nucleoplasm 6 ABCG2, CASP8, CDK1, EP300, MAPK8, SP1
Cell membrane 1 ABCG2
Lipid-anchor 1 HCCS
Cytoplasmic side 1 BCL2L1
lamellipodium 1 CASP8
Multi-pass membrane protein 1 ABCG2
Synapse 1 MAPK8
cell surface 2 CD38, TNFRSF10B
Golgi membrane 1 INS
growth cone 1 ANG
lysosomal membrane 1 EGF
mitochondrial inner membrane 2 BCL2L1, HCCS
neuronal cell body 1 ANG
Cytoplasm, cytosol 1 BCL2L1
plasma membrane 4 ABCG2, CD38, EGF, TNFRSF10B
synaptic vesicle membrane 1 BCL2L1
Membrane 7 ABCG2, CAT, CD38, CDK1, EGF, HCCS, TNFRSF10B
apical plasma membrane 1 ABCG2
axon 1 MAPK8
basolateral plasma membrane 1 CD38
extracellular exosome 6 CAT, CD38, CDK1, EGF, GPT, SHBG
endoplasmic reticulum 1 BCL2L1
extracellular space 4 ANG, EGF, INS, SP1
mitochondrion 5 BCL2L1, CASP8, CAT, CDK1, HCCS
protein-containing complex 2 CASP8, CAT
intracellular membrane-bounded organelle 1 CAT
Secreted 4 ANG, INS, SHBG, SP1
extracellular region 6 ANG, CAT, EGF, INS, SHBG, SP1
Mitochondrion outer membrane 1 BCL2L1
Single-pass membrane protein 1 BCL2L1
mitochondrial outer membrane 2 BCL2L1, CASP8
Mitochondrion matrix 1 BCL2L1
mitochondrial matrix 3 BCL2L1, CAT, CDK1
transcription regulator complex 1 EP300
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 2 BCL2L1, CDK1
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 BCL2L1
Nucleus membrane 1 BCL2L1
Bcl-2 family protein complex 1 BCL2L1
nuclear membrane 2 BCL2L1, CD38
actin cytoskeleton 1 ANG
nucleolus 1 ANG
midbody 1 CDK1
Single-pass type II membrane protein 1 CD38
Apical cell membrane 1 ABCG2
Cell projection, lamellipodium 1 CASP8
Mitochondrion inner membrane 1 HCCS
Membrane raft 1 ABCG2
focal adhesion 1 CAT
Peroxisome 1 CAT
basement membrane 1 ANG
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
chromatin 2 EP300, SP1
mitotic spindle 1 CDK1
Chromosome 2 ANG, EP300
cytoskeleton 1 CASP8
brush border membrane 1 ABCG2
Nucleus, nucleolus 1 ANG
chromosome, telomeric region 1 CDK1
endosome lumen 1 INS
Cytoplasm, Stress granule 1 ANG
cytoplasmic stress granule 1 ANG
euchromatin 1 SP1
cell body 1 CASP8
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 2 CAT, INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 1 INS
transcription repressor complex 1 SP1
platelet alpha granule lumen 1 EGF
endocytic vesicle 1 ANG
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
clathrin-coated endocytic vesicle membrane 1 EGF
histone acetyltransferase complex 1 EP300
protein-DNA complex 2 EP300, SP1
spindle microtubule 1 CDK1
external side of apical plasma membrane 1 ABCG2
basal dendrite 1 MAPK8
CD95 death-inducing signaling complex 2 CASP8, CFLAR
death-inducing signaling complex 2 CASP8, CFLAR
ripoptosome 2 CASP8, CFLAR
cyclin-dependent protein kinase holoenzyme complex 1 CDK1
angiogenin-PRI complex 1 ANG
catalase complex 1 CAT
cyclin A1-CDK1 complex 1 CDK1
cyclin A2-CDK1 complex 1 CDK1
cyclin B1-CDK1 complex 1 CDK1
[Isoform Bcl-X(L)]: Mitochondrion inner membrane 1 BCL2L1


文献列表

  • Biswa Pathik Pahari, Sudip Chaudhuri, Sandipan Chakraborty, Pradeep K Sengupta. Ground and excited state proton transfer of the bioactive plant flavonol robinetin in a protein environment: spectroscopic and molecular modeling studies. The journal of physical chemistry. B. 2015 Feb; 119(6):2533-45. doi: 10.1021/jp508410v. [PMID: 25313717]
  • Maria Paola Germanò, Giovanna Certo, Valeria D'Angelo, Rokia Sanogo, Nicola Malafronte, Nunziatina De Tommasi, Antonio Rapisarda. Anti-angiogenic activity of Entada africana root. Natural product research. 2015; 29(16):1551-6. doi: 10.1080/14786419.2014.987773. [PMID: 25482106]
  • Elizabeth A Mazzio, Fran Close, Karam F A Soliman. The biochemical and cellular basis for nutraceutical strategies to attenuate neurodegeneration in Parkinson's disease. International journal of molecular sciences. 2011 Jan; 12(1):506-69. doi: 10.3390/ijms12010506. [PMID: 21340000]
  • Sudip Chaudhuri, Biswapathik Pahari, Bidisha Sengupta, Pradeep K Sengupta. Binding of the bioflavonoid robinetin with model membranes and hemoglobin: Inhibition of lipid peroxidation and protein glycosylation. Journal of photochemistry and photobiology. B, Biology. 2010 Jan; 98(1):12-9. doi: 10.1016/j.jphotobiol.2009.10.002. [PMID: 19914085]
  • Anwesha Banerjee, Kaushik Basu, Pradeep K Sengupta. Effect of beta-cyclodextrin nanocavity confinement on the photophysics of robinetin. Journal of photochemistry and photobiology. B, Biology. 2007 Dec; 89(2-3):88-97. doi: 10.1016/j.jphotobiol.2007.09.001. [PMID: 17951065]
  • Habib Nasir, Zahida Iqbal, Syuntaro Hiradate, Yoshiharu Fujii. Allelopathic potential of Robinia pseudo-acacia L. Journal of chemical ecology. 2005 Sep; 31(9):2179-92. doi: 10.1007/s10886-005-6084-5. [PMID: 16132219]
  • D F Birt, B Walker, M G Tibbels, E Bresnick. Anti-mutagenesis and anti-promotion by apigenin, robinetin and indole-3-carbinol. Carcinogenesis. 1986 Jun; 7(6):959-63. doi: 10.1093/carcin/7.6.959. [PMID: 3708757]
  • R L Chang, M T Huang, A W Wood, C Q Wong, H L Newmark, H Yagi, J M Sayer, D M Jerina, A H Conney. Effect of ellagic acid and hydroxylated flavonoids on the tumorigenicity of benzo[a]pyrene and (+/-)-7 beta, 8 alpha-dihydroxy-9 alpha, 10 alpha-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene on mouse skin and in the newborn mouse. Carcinogenesis. 1985 Aug; 6(8):1127-33. doi: 10.1093/carcin/6.8.1127. [PMID: 3926336]
  • M T Huang, A W Wood, H L Newmark, J M Sayer, H Yagi, D M Jerina, A H Conney. Inhibition of the mutagenicity of bay-region diol-epoxides of polycyclic aromatic hydrocarbons by phenolic plant flavonoids. Carcinogenesis. 1983 Dec; 4(12):1631-7. doi: 10.1093/carcin/4.12.1631. [PMID: 6360409]