Details of Natural Product (NP)

General Information of Natural Product (ID: NP1264)
  Natural Product Name
Myricetin
  Synonyms
myricetin; 529-44-2; Cannabiscetin; Myricetol; Myricitin; 3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one; 3,3',4',5,5',7-Hexahydroxyflavone; 3,5,7,3',4',5'-Hexahydroxyflavone; 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)chromen-4-one; 3,3',4,4',5',7-Hexahydro-2-phenyl-4H-chromen-4-one; UNII-76XC01FTOJ; 3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-1-benzopyran-4-one; 4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-; NSC 407290; MFCD00006827; NSC407290; CHEMBL164; NSC-407290; 76XC01FTOJ; CHEBI:18152; C15H10O8; FLAVONE, 3,3',4',5,5',7-HEXAHYDROXY-; MYC; SMR001233193; CCRIS 5838; SR-01000076005; EINECS 208-463-2; BRN 0332331; HSDB 7682; 4gqr; Prestwick_342; Spectrum_001501; SpecPlus_000531; Prestwick0_000465; Prestwick1_000465; Prestwick2_000465; Prestwick3_000465; Spectrum4_001272; Spectrum5_000692; Lopac-M-6760; Myricetin (Cannabiscetin); Myricetin from Myrica cerifera leaf and bark; BIDD:PXR0079; Lopac0_000740; SCHEMBL19302; BSPBio_000570; KBioGR_001884; KBioSS_001981; MLS002153825; MLS006010718; BIDD:ER0142; DivK1c_006627; Myricetin, analytical standard; SPBio_002509; BPBio1_000628; MEGxp0_000357; DTXSID8022400; ACon1_000267; BDBM15236; cid_5281672; KBio1_001571; KBio2_001981; KBio2_004549; KBio2_007117; 2o63; CHEBI: 18152; REGID_for_CID_5281672; HMS1569M12; HMS2096M12; HMS2231L04; HMS3262C22; HMS3656I05; Myricetin - CAS 529-44-2; BCP28295; Myricetin, >=96.0% (HPLC); Myricetin, >=96.0%, crystalline; TNP00286; ZINC3874317; Tox21_500740; LMPK12110001; s2326; STL284709; 3,7,3',4',5'-Hexahydroxyflavone; AKOS015903103; AC-4533; CCG-204825; CS-6221; DB02375; KS-5268; LP00740; MCULE-6299186219; SDCCGSBI-0050718.P003; 3,3',4',5,5',7-hexOH-Flavone; Flavone,3',4',5,5',7-hexahydroxy-; NCGC00015697-01; NCGC00015697-02; NCGC00015697-03; NCGC00015697-04; NCGC00015697-05; NCGC00015697-06; NCGC00015697-07; NCGC00015697-08; NCGC00015697-09; NCGC00015697-10; NCGC00015697-11; NCGC00015697-12; NCGC00015697-13; NCGC00015697-14; NCGC00015697-25; NCGC00094083-01; NCGC00094083-02; NCGC00094083-03; NCGC00094083-04; NCGC00179517-01; NCGC00179517-02; NCGC00261425-01; CAS-529-44-2; HY-15097; NCI60_003870; SY051702; EU-0100740; FT-0672573; M2131; N1850; SW196616-2; M 6760; S00115; 3,3',4',5,5',7-hexahydroxy-(8CI)- flavone; 529M442; A829320; Q951449; C07E0ED2-ABF6-4BD3-A2B2-A98CAEF20FD1; Myricetin, primary pharmaceutical reference standard; Q-100601; SR-01000076005-1; SR-01000076005-6; BRD-K43149758-001-04-5; 3,3',4',5,5',7-Hexahydroxyflavone; Cannabiscetin; HSDB 7682; HSDB7682; HSDB-7682; 3,5,7-Trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-chromen-4-one #; 4H-1-Benzopyran-4-one,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-; 4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)- (9CI)
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  Formula C15H10O8
  Weight 318.23
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C15H10O8/c16-6-3-7(17)11-10(4-6)23-15(14(22)13(11)21)5-1-8(18)12(20)9(19)2-5/h1-4,16-20,22H
  InChI Key IKMDFBPHZNJCSN-UHFFFAOYSA-N
  Isomeric SMILES C1=C(C=C(C(=C1O)O)O)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O
  Canonical SMILES C1=C(C=C(C(=C1O)O)O)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O
  External Links PubChem ID 5281672
CAS ID 529-44-2
NPASS ID NPC169749
HIT ID C0229
CHEMBL ID CHEMBL164
  NP Activity Charts   Click to show/hide
  Activity Info  

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Gynostemma pentaphyllum
  Factor Name: Heat Stress Treatment; CO2 Treatment [1]
              Species Info Factor Info
               Experiment Detail
The air temperature was controlled at 23/18 &#8451 or 28/23 &#8451 (day/night). Whilst the CO2 concentration was maintained at 360 or 720 µmol/mol. The temperature and CO2 treatments were randomly assigned in each of the four groups. One G. pentaphyllum plant (5-foliolate) was obtained from Beishan of Jinhua, Zhejiang Province and then planted in Zhejiang Normal University of botany experimental garden. Reproduction of new plants was used by cutting propagation. After 5 years we obtained sufficient plant material for this study. The seedlings were planted in a temperature-controlled greenhouse (24 &#8451) from October to December (2014). Prior to treatment in a growth chamber, healthy plants were transplanted into pots (18 cm × 16 cm). The pots were filled with 3 kg of red soil combined with organic fertilizer of peat (19:1, w/w; total of organic matter content is approximately 60 g/kg). 50 plants were moved to each growth chamber. All plants were watered sparingly twice a week with 100 mL of modified Hoagland nutrient solution. The plant samples were evaluated at 60 days after treatment.
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               Factor Function
Elevated CO2 increased the level of total sugars and gypenoside A, but decreased the total antioxidant capacity and main antioxidant compounds in different organs of G. pentaphyllum. Also, TP content at CT was lower than C. Similarly, TP content of leaves significantly decreased at T compared to CK, with a drop of 25.65%. Furthermore, high temperature and elevated CO2 level significantly decreased the TP contents of leaves and stems. These results suggest that elevated CO2 and increased temperature does not favor accumulation of phenolics in G. pentaphyllum organs.
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               Factor Part Location NP Content
 
Stem: Elevated CO2 (23/18 &#8451, 720 µmol/mol CO2)
 Stem Zhejiang Normal University, Zhejiang Province, China
NP Content: 60.92 mg/g dry weight
 
Leaf: Elevated CO2 (23/18 &#8451, 720 µmol/mol CO2)
 Leaf Zhejiang Normal University, Zhejiang Province, China
NP Content: 36.61 mg/g dry weight
 
Inflorescence: Elevated CO2 (23/18 &#8451, 720 µmol/mol CO2)
 Inflorescence Zhejiang Normal University, Zhejiang Province, China
NP Content: 54.26 mg/g dry weight
 
Stem: Elevated temperature (28/23 &#8451, 360 µmol/mol CO2)
 Stem Zhejiang Normal University, Zhejiang Province, China
NP Content: 56.29 mg/g dry weight
 
Leaf: Elevated temperature (28/23 &#8451, 360 µmol/mol CO2)
 Leaf Zhejiang Normal University, Zhejiang Province, China
NP Content: 3.86 mg/g dry weight
 
Inflorescence: Elevated temperature (28/23 &#8451, 360 µmol/mol CO2)
 Inflorescence Zhejiang Normal University, Zhejiang Province, China
NP Content: 56.93 mg/g dry weight
 
Stem: Elevated temperature and CO2 (28/23 &#8451, 720 µmol/mol CO2)
 Stem Zhejiang Normal University, Zhejiang Province, China
NP Content: 122.84 mg/g dry weight
 
Leaf: Elevated temperature and CO2 (28/23 &#8451, 720 µmol/mol CO2)
 Leaf Zhejiang Normal University, Zhejiang Province, China
NP Content: 68.72 mg/g dry weight
 
Inflorescence: Elevated temperature and CO2 (28/23 &#8451, 720 µmol/mol CO2)
 Inflorescence Zhejiang Normal University, Zhejiang Province, China
NP Content: 60.54 mg/g dry weight
      Species Name: Rubus idaeus
  Factor Name: Cultivar Comparison; Organic Fertilization; Traditional Fertilization [2]
              Species Info Factor Info
               Experiment Detail
The experiment was carried out in 2013. Leaves of five raspberry cultivars ('Polana', 'Polka', 'Tulameen', 'Laszka' and 'Glen Ample') were collected at the time of cultivation. Three organic and neighborhood conventional farms were used for experimental purposes. From one cultivar (one field plot), 3-4 plants were chosen, which were analyzed separately. One sample consisted of 10 leaves. The farm was treated as a replication. [organic farm no. 1 Localization: akroczym(52° 26″ N 20° 36″ E), Type of Soil: sandy middle soil IVa and IVb category (15% floatable particles) pH 5.5, Kind of Fertilizer: cow manure, Dose of Fertilizers and Time of Given: 35 t/ha one year before raspberry planting, Plant Protection System: Grevit 200 SL; organic farm no. 2 Localization: Zaluski (52° 37″ N 20° 22″ E), Type of Soil: sandy middle soil, sandy-clay IV category (20% floatable particles), pH 5.5, Kind of Fertilizer:cow manure, Dose of Fertilizers and Time of Given: 30 t/ha one year before raspberry planting, Plant Protection System: no protection; organic farm no. 3 Localization: Radzanow(51° 33″ N 20° 51″ E), Type of Soil: sandy middle soil IVa and III category (10% floatable particles), pH 6.0, Kind of Fertilizer:sheep manure, green manure, Dose of Fertilizers and Time of Given: 10 t/ha and 15 t/ha one year before raspberry planting, Plant Protection System: Bioczos 33 SL, Grevit 200 SL; conventional farm no. 1 Localization: Czerwinsk nad Wisla (52° 23″ N 20° 20″ E), Type of Soil: sandy-loamy middle soil IV and III category (20% floatable particles), pH 5.5, Kind of Fertilizer: Hydrocomplex 12-11-18; Superba 8-11-36, Dose of Fertilizers and Time of Given: (200 kg/ha, 150 kg/ha) in autumn a year before raspberry planting; 3 doses in time of cultivation, Plant Protection System: Signum 33 WG, Miros 20 SP; conventional farm no. 2 Localization: Czerwinsk nad Wisla (52° 23″ N 20° 20″ E), Type of Soil: sandy-loamy middle soil IV and III category (25% floatable particles), pH 5.5, Kind of Fertilizer: amonium nitrate, polyphosphate, magnesium sulphate, Dose of Fertilizers and Time of Given: in autumn a year before raspberry planting; 3 doses in time of cultivation, Plant Protection System: Calypso 480 SC, Miros 20 SP, Zato 50 WG; conventional farm no. 3 Localization: Czerwinsk nad Wisla(52° 25″ N 20° 23″ E), Type of Soil: sandy-clay middle soil II and III category (20% floatable particles) pH 6.0, Kind of Fertilizer:Rosafert 5-12-24-3, Dose of Fertilizers and Time of Given: 250 kg/ha in autumn a year before raspberry planting; 4 doses in time of cultivation, Plant Protection System: Calypso 480 SC, Miros 20 SP, Zato 50 WG].
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               Factor Function
Compared with conventional raspberry leaves, organic raspberry leaves were characterized by a significantly higher content of dry matter, total polyphenols, total phenolic acids, chlorogenic acid, caffeic acid, salicylic acid and quercetin-3-O-rutinoside; moreover, the organic leaves were characterized by higher antioxidant activity. Among examined cultivars, 'Polka' c. was characterized by the highest antioxidant status. However, raspberry leaves from conventional farms contained more total carotenoids, violaxanthin, alpha-carotene, beta-carotene, total chlorophyll and individual forms of chlorophylls: a and b.
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               Factor Part Location NP Content
 
Cultivation System: organic farm
 Leaves Poland
NP Content: 7.84 ± 1.10 mg/100g fresh weight
 
Cultivation System: conventional farm
 Leaves Poland
NP Content: 6.33 ± 2.78 mg/100g fresh weight
 
Rubus idaeus cv. Polana
 Leaves Poland
NP Content: 4.46 ± 0.42 mg/100g fresh weight
 
Rubus idaeus cv. Polka
 Leaves Poland
NP Content: 9.52 ± 1.79 mg/100g fresh weight
 
Rubus idaeus cv. Tulameen
 Leaves Poland
NP Content: 3.09 ± 0.23 mg/100g fresh weight
 
Rubus idaeus cv. Laszka
 Leaves Poland
NP Content: 8.48 ± 1.96 mg/100g fresh weight
 
Rubus idaeus cv. Glen Ample
 Leaves Poland
NP Content: 8.29 ± 1.91 mg/100g fresh weight
References
1 Effects of elevated CO2 and temperature on Gynostemma pentaphyllum physiology and bioactive compounds
2 Phenolics and Carotenoid Contents in the Leaves of Different Organic and Conventional Raspberry ( Rubus idaeus L. ) Cultivars and Their In Vitro Activity