NP-MRD: Showing NP-Card for Syringetin (NP0044785)

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Record Information

Version

2.0

Created at

2022-02-24 21:16:06 UTC

Updated at

2022-02-24 21:16:06 UTC

NP-MRD ID

NP0044785

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Syringetin

Description

Syringetin belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position. Thus, syringetin is considered to be a flavonoid lipid molecule. Syringetin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Syringetin is found in Cedrus atlantica, Cistus symphytifolius, Ginkgo biloba , Lathyrus pratensis, Nelumbo nucifera, Picea abies , Pinus brutia, Pinus halepensis, Rhus salicifolia, Soymida febrifuga and Turnera subulata. Syringetin was first documented in 2009 (PMID: 19784998). A dimethoxyflavone that is myricetin in which the hydroxy groups at positions 3' and 5' have been replaced by methoxy groups (PMID: 22980782) (PMID: 21745360).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 39 41  0  0  0  0  0  0  0  0999 V2000
   -3.9661   -3.2815   -0.6742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3648   -1.9611   -0.3438 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4198   -0.9620   -0.1629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0424   -1.2181   -0.2991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1335   -0.2269   -0.1179 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3030   -0.4136   -0.2410 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1031    0.6370   -0.0406 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3921    0.5840   -0.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1733    1.7237    0.0978 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5425    1.6500    0.0048 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3092    2.8024    0.2307 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1156    0.4424   -0.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3924   -0.7050   -0.5353 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9711   -1.9245   -0.8514 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9997   -0.6188   -0.4381 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2374   -1.7337   -0.6555 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7464   -2.8518   -0.9441 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8429   -1.6226   -0.5524 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0913   -2.7924   -0.7832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5774    1.0608    0.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9193    1.3096    0.3399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4088    2.5682    0.6610 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5652    3.6836    0.8746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8385    0.3084    0.1570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1922    0.5544    0.2895 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5068   -3.2626   -1.6732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1978   -3.5904    0.0752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8063   -3.9873   -0.6589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8133   -2.2291   -0.5480 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6703    2.6551    0.3425 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4938    3.3621   -0.5930 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1924    0.3886   -0.3804 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9835   -1.9586   -0.9154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5335   -3.6557   -1.0087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8340    1.8661    0.3544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7790    3.6504    0.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0486    3.6501    1.8540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1113    4.6371    0.7098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5684    1.4618    0.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  2  0
 24 25  1  0
  5  6  1  0
  6 18  2  0
 18 19  1  0
 18 16  1  0
 16 17  2  0
 16 15  1  0
 15 13  2  0
 13 14  1  0
 13 12  1  0
 12 10  2  0
 10 11  1  0
 10  9  1  0
  9  8  2  0
  8  7  1  0
 24  3  1  0
  7  6  1  0
  8 15  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
 20 35  1  0
 23 36  1  0
 23 37  1  0
 23 38  1  0
 25 39  1  0
 19 34  1  0
 14 33  1  0
 12 32  1  0
 11 31  1  0
  9 30  1  0
M  END


  Mrv1652309272007472D          

 25 27  0  0  0  0            999 V2000
 9999.6614 9997.7072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.0876 9998.5361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.232010001.4279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2367 9997.7072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.807810000.1927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.236710000.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5222 9999.7758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5221 9998.9508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2366 9998.5383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.517710001.0170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.803210001.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.088710001.0170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.088510000.1919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.8030 9999.7795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.517710000.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.662310000.1883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9478 9999.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9478 9998.9508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6623 9998.5384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3768 9998.9508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3768 9999.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.803210002.2545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.2321 9999.7795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.946610000.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.088710002.6670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 10  1  0  0  0  0
  7  5  1  0  0  0  0
  9  4  1  0  0  0  0
 10  3  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 17  1  0  0  0  0
 16 21  1  0  0  0  0
  1 19  2  0  0  0  0
 21 13  1  0  0  0  0
 20  2  1  0  0  0  0
 17  6  2  0  0  0  0
  9 18  2  0  0  0  0
 15 23  1  0  0  0  0
 23 24  1  0  0  0  0
 11 22  1  0  0  0  0
 22 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0044785

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC(OC)=C1O)C1=C(O)C(=O)C2=C(O)C=C(O)C=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C17H14O8/c1-23-11-3-7(4-12(24-2)14(11)20)17-16(22)15(21)13-9(19)5-8(18)6-10(13)25-17/h3-6,18-20,22H,1-2H3

> <INCHI_KEY>
UZMAPBJVXOGOFT-UHFFFAOYSA-N

> <FORMULA>
C17H14O8

> <MOLECULAR_WEIGHT>
346.291

> <EXACT_MASS>
346.068867411

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
33.51445377291752

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,5,7-trihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4H-chromen-4-one

> <ALOGPS_LOGP>
2.01

> <JCHEM_LOGP>
2.1445222543333333

> <ALOGPS_LOGS>
-3.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.829063989161305

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.3783432867679775

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9841379293242243

> <JCHEM_POLAR_SURFACE_AREA>
125.68000000000002

> <JCHEM_REFRACTIVITY>
87.80769999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.37e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
syringetin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  O   UNK     0    8666.0358662.387   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0    8668.6978663.934   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0    8672.7008669.332   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0    8663.3758662.387   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8660.7088667.026   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    8663.3758667.018   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8662.0418666.248   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8662.0418664.708   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8663.3758663.938   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8671.3668668.565   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8670.0338669.335   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8668.6998668.565   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8668.6998667.025   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8670.0328666.255   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8671.3668667.025   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0    8666.0368667.018   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0    8664.7038666.248   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8664.7038664.708   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8666.0368663.938   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8667.3708664.708   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8667.3708666.248   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0    8670.0338670.875   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0    8672.7008666.255   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0    8674.0348667.025   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8668.6998671.645   0.000  0.00  0.00           C+0
CONECT    1   19                                                            
CONECT    2   20                                                            
CONECT    3   10                                                            
CONECT    4    9                                                            
CONECT    5    7                                                            
CONECT    6    7   17                                                       
CONECT    7    6    8    5                                                  
CONECT    8    7    9                                                       
CONECT    9    8    4   18                                                  
CONECT   10   11   15    3                                                  
CONECT   11   10   12   22                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   21                                                  
CONECT   14   13   15                                                       
CONECT   15   14   10   23                                                  
CONECT   16   17   21                                                       
CONECT   17   18   16    6                                                  
CONECT   18   17   19    9                                                  
CONECT   19   18   20    1                                                  
CONECT   20   19   21    2                                                  
CONECT   21   20   16   13                                                  
CONECT   22   11   25                                                       
CONECT   23   15   24                                                       
CONECT   24   23                                                            
CONECT   25   22                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

View in JSmol

Synonyms

Value	Source
3',5'-O-Dimethylmyricetin	ChEBI
3,5,7,4'-Tetrahydroxy-3',5'-dimethoxyflavone	ChEBI
3,5,7,4'-Tetrahydroxy-3',5'dimethoxyflavone	MeSH
3,4',5,7-Tetrahydroxy-3',5'-dimethoxyflavone	PhytoBank
3,4’,5,7-Tetrahydroxy-3’,5’-dimethoxyflavone	PhytoBank
3,5,7-Trihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4H-1-benzopyran-4-one	PhytoBank
Myricetin-3',5'-dimethyl ether	PhytoBank
Myricetin-3’,5’-dimethyl ether	PhytoBank

Chemical Formula

C₁₇H₁₄O₈

Average Mass

346.2910 Da

Monoisotopic Mass

346.06887 Da

IUPAC Name

3,5,7-trihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4H-chromen-4-one

Traditional Name

syringetin

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC(OC)=C1O)C1=C(O)C(=O)C2=C(O)C=C(O)C=C2O1

InChI Identifier

InChI=1S/C17H14O8/c1-23-11-3-7(4-12(24-2)14(11)20)17-16(22)15(21)13-9(19)5-8(18)6-10(13)25-17/h3-6,18-20,22H,1-2H3

InChI Key

UZMAPBJVXOGOFT-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Cedrus atlantica	Plant	KNApSAcK
Cistus symphytifolius	Plant	KNApSAcK
Ginkgo biloba	Plant	KNApSAcK
Lathyrus pratensis	Plant	KNApSAcK
Nelumbo nucifera	LOTUS Database	35616633
Picea abies	Plant	KNApSAcK
Pinus brutia	LOTUS Database	35616633
Pinus halepensis	LOTUS Database	35616633
Rhus salicifolia	Plant	KNApSAcK
Soymida febrifuga	Plant	KNApSAcK
Turnera subulata	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavones

Direct Parent

Flavonols

Alternative Parents

Substituents

3p-methoxyflavonoid-skeleton
3-hydroxyflavone
3-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
Chromone
Benzopyran
M-dimethoxybenzene
Dimethoxybenzene
Methoxyphenol
1-benzopyran
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Phenol
1-hydroxy-2-unsubstituted benzenoid
Pyranone
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Pyran
Monocyclic benzene moiety
Vinylogous acid
Heteroaromatic compound
Polyol
Organoheterocyclic compound
Oxacycle
Ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

tetrahydroxyflavone (CHEBI:18215 )
dimethoxyflavone (CHEBI:18215 )
7-hydroxyflavonol (CHEBI:18215 )
flavonols (C11620 )
Flavones and Flavonols (C11620 )
Flavones and Flavonols (LMPK12112498 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.01	ALOGPS
logP	2.14	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	6.38	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	125.68 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	87.81 m³·mol⁻¹	ChemAxon
Polarizability	33.51 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Syringetin

METLIN ID

Not Available

PubChem Compound

5281953

PDB ID

Not Available

ChEBI ID

18215

Good Scents ID

Not Available

References

General References

Mikulic-Petkovsek M, Slatnar A, Stampar F, Veberic R: HPLC-MSn identification and quantification of flavonol glycosides in 28 wild and cultivated berry species. Food Chem. 2012 Dec 15;135(4):2138-46. doi: 10.1016/j.foodchem.2012.06.115. Epub 2012 Jul 14. [PubMed:22980782 ]
Hsu YL, Liang HL, Hung CH, Kuo PL: Syringetin, a flavonoid derivative in grape and wine, induces human osteoblast differentiation through bone morphogenetic protein-2/extracellular signal-regulated kinase 1/2 pathway. Mol Nutr Food Res. 2009 Nov;53(11):1452-61. doi: 10.1002/mnfr.200800483. [PubMed:19784998 ]
Bojic M, Debeljak Z, Tomicic M, Medic-Saric M, Tomic S: Evaluation of antiaggregatory activity of flavonoid aglycone series. Nutr J. 2011 Jul 11;10:73. doi: 10.1186/1475-2891-10-73. [PubMed:21745360 ]
Jian Guo, Dong-Lei Yu, Lizhen Xu, Min Zhu, Shi-Lin Yang (1998). Jian Guo, Dong-Lei Yu, Lizhen Xu, Min Zhu, Shi-Lin Yang Flavonol glycosides from Lysimachia congestiflora. Phytochemistry, Volume 48, Issue 8, 1998, Pages 1445-1447, DOI: 10.1016/S0031-9422(97)01025-X. Phytochemistry.

Showing NP-Card for Syringetin (NP0044785)

MOL for NP0044785 (Syringetin)

3D MOL for NP0044785 (Syringetin)

3D SDF for NP0044785 (Syringetin)

3D-SDF for NP0044785 (Syringetin)

PDB for NP0044785 (Syringetin)

3D PDB for NP0044785 (Syringetin)

SMILES for NP0044785 (Syringetin)

INCHI for NP0044785 (Syringetin)

Structure for NP0044785 (Syringetin)

3D Structure for NP0044785 (Syringetin)