Isorhamnetin
                        Formula: C16H12O7 (316.0583)
                        
                        Chinese Name:  异鼠李素
                        BioDeep ID: BioDeep_00000001359 
                        ( View LC/MS Profile)
                        SMILES:  COC1=C(C=CC(=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O)O
                    
Found 22 Sample Hits
| m/z | Adducts | Species | Organ | Scanning | Sample | |
|---|---|---|---|---|---|---|
| 281.0421 | [M+H-2H2O]+PPM:8.3 | 
                                    Plant | Root | MALDI (DHB) | 
                                        MPIMM_035_QE_P_PO_6pm - MPIMM_035_QE_P_PO_6pmResolution: 30μm, 165x170
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| 281.0421 | [M+H-2H2O]+PPM:8.3 | 
                                    Vitis vinifera | Fruit | MALDI (DHB) | 
                                        grape_dhb_91_1 - Grape DatabaseResolution: 50μm, 120x114
                                             Grape berries fruit, condition: Ripe  | 
                                    
                                        
                                             | 
                                
| 316.0789 | [M-H2O+NH4]+PPM:8.4 | 
                                    Vitis vinifera | Fruit | MALDI (DHB) | 
                                        grape_dhb_91_1 - Grape DatabaseResolution: 50μm, 120x114
                                             Grape berries fruit, condition: Ripe  | 
                                    
                                        
                                             | 
                                
| 317.0636 | [M+H]+PPM:6.2 | 
                                    Vitis vinifera | Fruit | MALDI (DHB) | 
                                        grape_dhb_91_1 - Grape DatabaseResolution: 50μm, 120x114
                                             Grape berries fruit, condition: Ripe  | 
                                    
                                        
                                             | 
                                
| 334.0895 | [M+NH4]+PPM:7.9 | 
                                    Vitis vinifera | Fruit | MALDI (DHB) | 
                                        grape_dhb_91_1 - Grape DatabaseResolution: 50μm, 120x114
                                             Grape berries fruit, condition: Ripe  | 
                                    
                                        
                                             | 
                                
| 339.0448 | [M+Na]+PPM:8 | 
                                    Vitis vinifera | Fruit | MALDI (DHB) | 
                                        grape_dhb_91_1 - Grape DatabaseResolution: 50μm, 120x114
                                             Grape berries fruit, condition: Ripe  | 
                                    
                                        
                                             | 
                                
| 316.079 | [M-H2O+NH4]+PPM:8.1 | 
                                    Vitis vinifera | Fruit | MALDI (DHB) | 
                                        grape_dhb_164_1 - Grape DatabaseResolution: 17μm, 136x122
                                             Grape berries fruit, condition: Late  | 
                                    
                                        
                                             | 
                                
| 317.0633 | [M+H]+PPM:7.2 | 
                                    Vitis vinifera | Fruit | MALDI (DHB) | 
                                        grape_dhb_164_1 - Grape DatabaseResolution: 17μm, 136x122
                                             Grape berries fruit, condition: Late  | 
                                    
                                        
                                             | 
                                
| 339.0442 | [M+Na]+PPM:9.8 | 
                                    Vitis vinifera | Fruit | MALDI (DHB) | 
                                        grape_dhb_164_1 - Grape DatabaseResolution: 17μm, 136x122
                                             Grape berries fruit, condition: Late  | 
                                    
                                        
                                             | 
                                
| 281.0421 | [M+H-2H2O]+PPM:8.3 | 
                                    Vitis vinifera | Fruit | MALDI (DHB) | 
                                        grape_dhb_163_1 - Grape DatabaseResolution: 17μm, 132x115
                                             Grape berries fruit, condition: Late  | 
                                    
                                        
                                             | 
                                
| 317.0635 | [M+H]+PPM:6.5 | 
                                    Vitis vinifera | Fruit | MALDI (DHB) | 
                                        grape_dhb_163_1 - Grape DatabaseResolution: 17μm, 132x115
                                             Grape berries fruit, condition: Late  | 
                                    
                                        
                                             | 
                                
| 339.0445 | [M+Na]+PPM:8.9 | 
                                    Vitis vinifera | Fruit | MALDI (DHB) | 
                                        grape_dhb_163_1 - Grape DatabaseResolution: 17μm, 132x115
                                             Grape berries fruit, condition: Late  | 
                                    
                                        
                                             | 
                                
| 281.042 | [M+H-2H2O]+PPM:8.7 | 
                                    Posidonia oceanica | root | MALDI (CHCA) | 
                                        20190614_MS1_A19r-20 - MTBLS1746Resolution: 17μm, 262x276
                                             Seagrasses are one of the most efficient natural sinks of carbon dioxide (CO2) on Earth. Despite covering less than 0.1% of coastal regions, they have the capacity to bury up to 10% of marine organic matter and can bury the same amount of carbon 35 times faster than tropical rainforests. On land, the soil’s ability to sequestrate carbon is intimately linked to microbial metabolism. Despite the growing attention to the link between plant production, microbial communities, and the carbon cycle in terrestrial ecosystems, these processes remain enigmatic in the sea. Here, we show that seagrasses excrete organic sugars, namely in the form of sucrose, into their rhizospheres. Surprisingly, the microbial communities living underneath meadows do not fully use this sugar stock in their metabolism. Instead, sucrose piles up in the sediments to mM concentrations underneath multiple types of seagrass meadows. Sediment incubation experiments show that microbial communities living underneath a meadow use sucrose at low metabolic rates. Our metagenomic analyses revealed that the distinct community of microorganisms occurring underneath meadows is limited in their ability to degrade simple sugars, which allows these compounds to persist in the environment over relatively long periods of time. Our findings reveal how seagrasses form blue carbon stocks despite the relatively small area they occupy. Unfortunately, anthropogenic disturbances are threatening the long-term persistence of seagrass meadows. Given that these sediments contain a large stock of sugars that heterotopic bacteria can degrade, it is even more important to protect these ecosystems from degradation.  | 
                                    
                                        
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| 339.0467 | [M+Na]+PPM:2.4 | 
                                    Posidonia oceanica | root | MALDI (CHCA) | 
                                        20190614_MS1_A19r-20 - MTBLS1746Resolution: 17μm, 262x276
                                             Seagrasses are one of the most efficient natural sinks of carbon dioxide (CO2) on Earth. Despite covering less than 0.1% of coastal regions, they have the capacity to bury up to 10% of marine organic matter and can bury the same amount of carbon 35 times faster than tropical rainforests. On land, the soil’s ability to sequestrate carbon is intimately linked to microbial metabolism. Despite the growing attention to the link between plant production, microbial communities, and the carbon cycle in terrestrial ecosystems, these processes remain enigmatic in the sea. Here, we show that seagrasses excrete organic sugars, namely in the form of sucrose, into their rhizospheres. Surprisingly, the microbial communities living underneath meadows do not fully use this sugar stock in their metabolism. Instead, sucrose piles up in the sediments to mM concentrations underneath multiple types of seagrass meadows. Sediment incubation experiments show that microbial communities living underneath a meadow use sucrose at low metabolic rates. Our metagenomic analyses revealed that the distinct community of microorganisms occurring underneath meadows is limited in their ability to degrade simple sugars, which allows these compounds to persist in the environment over relatively long periods of time. Our findings reveal how seagrasses form blue carbon stocks despite the relatively small area they occupy. Unfortunately, anthropogenic disturbances are threatening the long-term persistence of seagrass meadows. Given that these sediments contain a large stock of sugars that heterotopic bacteria can degrade, it is even more important to protect these ecosystems from degradation.  | 
                                    
                                        
                                             | 
                                
| 281.0419 | [M+H-2H2O]+PPM:9.1 | 
                                    Posidonia oceanica | root | MALDI (CHCA) | 
                                        20190822_MS1_A19r-19 - MTBLS1746Resolution: 17μm, 303x309
                                             Seagrasses are among the most efficient sinks of carbon dioxide on Earth. While carbon sequestration in terrestrial plants is linked to the microorganisms living in their soils, the interactions of seagrasses with their rhizospheres are poorly understood. Here, we show that the seagrass, Posidonia oceanica excretes sugars, mainly sucrose, into its rhizosphere. These sugars accumulate to µM concentrations—nearly 80 times higher than previously observed in marine environments. This finding is unexpected as sugars are readily consumed by microorganisms. Our experiments indicated that under low oxygen conditions, phenolic compounds from P. oceanica inhibited microbial consumption of sucrose. Analyses of the rhizosphere community revealed that many microbes had the genes for degrading sucrose but these were only expressed by a few taxa that also expressed genes for degrading phenolics. Given that we observed high sucrose concentrations underneath three other species of marine plants, we predict that the presence of plant-produced phenolics under low oxygen conditions allows the accumulation of labile molecules across aquatic rhizospheres.  | 
                                    
                                        
                                             | 
                                
| 317.0656 | [M+H]+PPM:0.1 | 
                                    Posidonia oceanica | root | MALDI (CHCA) | 
                                        20190822_MS1_A19r-19 - MTBLS1746Resolution: 17μm, 303x309
                                             Seagrasses are among the most efficient sinks of carbon dioxide on Earth. While carbon sequestration in terrestrial plants is linked to the microorganisms living in their soils, the interactions of seagrasses with their rhizospheres are poorly understood. Here, we show that the seagrass, Posidonia oceanica excretes sugars, mainly sucrose, into its rhizosphere. These sugars accumulate to µM concentrations—nearly 80 times higher than previously observed in marine environments. This finding is unexpected as sugars are readily consumed by microorganisms. Our experiments indicated that under low oxygen conditions, phenolic compounds from P. oceanica inhibited microbial consumption of sucrose. Analyses of the rhizosphere community revealed that many microbes had the genes for degrading sucrose but these were only expressed by a few taxa that also expressed genes for degrading phenolics. Given that we observed high sucrose concentrations underneath three other species of marine plants, we predict that the presence of plant-produced phenolics under low oxygen conditions allows the accumulation of labile molecules across aquatic rhizospheres.  | 
                                    
                                        
                                             | 
                                
| 281.0428 | [M+H-2H2O]+PPM:5.9 | 
                                    Posidonia oceanica | root | MALDI (CHCA) | 
                                        20190613_MS1_A19r-18 - MTBLS1746Resolution: 17μm, 246x264
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| 316.0818 | [M-H2O+NH4]+PPM:0.8 | 
                                    Posidonia oceanica | root | MALDI (CHCA) | 
                                        20190613_MS1_A19r-18 - MTBLS1746Resolution: 17μm, 246x264
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| 281.0421 | [M+H-2H2O]+PPM:8.3 | 
                                    Posidonia oceanica | root | MALDI (CHCA) | 
                                        MS1_20180404_PO_1200 - MTBLS1746Resolution: 17μm, 193x208
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| 317.0651 | [M+H]+PPM:1.5 | 
                                    Posidonia oceanica | root | MALDI (CHCA) | 
                                        MS1_20180404_PO_1200 - MTBLS1746Resolution: 17μm, 193x208
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| 281.0454 | [M+H-2H2O]+PPM:3.4 | 
                                    Homo sapiens | esophagus | DESI () | 
                                        LNTO22_1_8 - MTBLS385Resolution: 75μm, 69x61
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| 281.0445 | [M+H-2H2O]+PPM:0.2 | 
                                    Drosophila melanogaster | brain | MALDI (DHB) | 
                                        Drosophila18 - 2019-10-16_14h26m34sResolution: 5μm, 686x685
                                             Sample information
Organism: Drosophila melanogaster
Organism part: Brain
Condition: Healthy
Sample preparation
Sample stabilisation: Frozen
Tissue modification: Frozen
MALDI matrix: 2,5-dihydroxybenzoic acid (DHB)
MALDI matrix application: TM sprayer
Solvent: Aceton/water
MS analysis
Polarity: Positive
Ionisation source: Prototype
Analyzer: Orbitrap
Pixel size: 5μm × 5μm
Annotation settings
m/z tolerance (ppm): 3
Analysis version: Original MSM
Pixel count: 469910
Imzml file size: 696.23 MB
Ibd file size: 814.11 MB  | 
                                    
                                        
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Isorhamnetin is the methylated metabolite of quercetin. Quercetin is an important dietary flavonoid with in vitro antioxidant activity. However, it is found in human plasma as conjugates with glucuronic acid, sulfate or methyl groups, with no significant amounts of free quercetin present. Isorhamnetin prevents endothelial cell injuries from oxidized LDL via inhibition of lectin-like ox-LDL receptor-1 upregulation, interference of ox-LDL-mediated intracellular signaling pathway (p38MAPK activation, NF-kappaB nuclear translocation, eNOS expression) and the antioxidant activity of isorhamnetin. Isorhamnetin prevents endothelial dysfunction, superoxide production, and overexpression of p47phox induced by angiotensin II. Isorhamnetin appears to be a potent drug against esophageal cancer due to its in vitro potential to not only inhibit proliferation but also induce apoptosis of Eca-109 cells. (PMID: 15493462, 17368593, 17374653, 16963021). Isorhamnetin is a monomethoxyflavone that is quercetin in which the hydroxy group at position 3 is replaced by a methoxy group. It has a role as an EC 1.14.18.1 (tyrosinase) inhibitor, an anticoagulant and a metabolite. It is a 7-hydroxyflavonol, a tetrahydroxyflavone and a monomethoxyflavone. It is functionally related to a quercetin. It is a conjugate acid of an isorhamnetin(1-). Isorhamnetin is a natural product found in Lotus ucrainicus, Strychnos pseudoquina, and other organisms with data available. Isorhamnetin is a metabolite found in or produced by Saccharomyces cerevisiae. See also: Peumus boldus leaf (part of). Widespread flavonol found especially in bee pollen, chives, corn poppy leaves, garden cress, fennel, hartwort, red onions, pears, dillweed, parsley and tarragon. Isorhamnetin is found in many foods, some of which are italian sweet red pepper, carrot, yellow wax bean, and lemon balm. A monomethoxyflavone that is quercetin in which the hydroxy group at position 3 is replaced by a methoxy group. Acquisition and generation of the data is financially supported in part by CREST/JST. Isorhamnetin is a flavonoid compound extracted from the Chinese herb Hippophae rhamnoides L.. Isorhamnetin suppresses skin cancer through direct inhibition of MEK1 and PI3K. Isorhamnetin is a flavonoid compound extracted from the Chinese herb Hippophae rhamnoides L.. Isorhamnetin suppresses skin cancer through direct inhibition of MEK1 and PI3K.
