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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:29:02 UTC

Update Date

2022-03-07 02:55:15 UTC

HMDB ID

HMDB0037243

Secondary Accession Numbers

HMDB37243

Metabolite Identification

Common Name

Sylpin

Description

Sylpin belongs to the class of organic compounds known as 3-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C3 atom of the flavonoid backbone. Thus, sylpin is considered to be a flavonoid. Based on a literature review very few articles have been published on Sylpin.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0037243
     RDKit          3D
Sylpin
 37 39  0  0  0  0  0  0  0  0999 V2000
    1.2635    1.2129    3.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0433    1.8600    1.7432 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1803    1.1574    0.9297 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6301    0.2485    0.0253 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0164   -0.0779   -0.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0635    0.6216    0.2895 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3880    0.2218    0.0656 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6313   -0.8999   -0.6637 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9317   -1.3334   -0.9104 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5923   -1.6540   -1.1891 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3216   -1.2303   -0.9471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2977   -0.4019   -0.7227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5759   -0.1769   -0.5963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4730   -0.8838   -1.4007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9105   -1.8682   -2.3704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8235   -0.6629   -1.2848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3553    0.2573   -0.3791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7188    0.4505   -0.2929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4590    0.9481    0.4086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8762    1.8926    1.3490 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0969    0.7258    0.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1972    1.4098    1.0745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5318    2.2608    1.9254 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3522    1.4490    3.6096 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2887    0.1111    2.8914 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1878    1.5978    3.4958 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9693    1.5318    0.8476 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1977    0.7925    0.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7165   -0.8047   -0.5404 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7798   -2.5472   -1.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5138   -1.8210   -1.3585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9330   -1.4844   -3.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8809   -2.1364   -2.0897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5155   -2.8175   -2.3003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5178   -1.2086   -1.9058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0797    1.1170    0.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8251    2.1426    1.5289 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  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  4 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 22  3  1  0
 11  5  1  0
 21 13  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  6 27  1  0
  7 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 15 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 18 36  1  0
 20 37  1  0
M  END


  Mrv0541 05061309392D          

 23 25  0  0  0  0            999 V2000
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  8  1  1  0  0  0  0
  8  7  2  0  0  0  0
  9  3  2  0  0  0  0
  9  4  1  0  0  0  0
 10  5  2  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 13 11  2  0  0  0  0
 13 12  1  0  0  0  0
 14 12  1  0  0  0  0
 15  8  1  0  0  0  0
 15 12  2  0  0  0  0
 16  9  1  0  0  0  0
 17 14  1  0  0  0  0
 17 16  2  0  0  0  0
 18 10  1  0  0  0  0
 19 11  1  0  0  0  0
 20 13  1  0  0  0  0
 21 14  2  0  0  0  0
 22  2  1  0  0  0  0
 22 17  1  0  0  0  0
 23 15  1  0  0  0  0
 23 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037243

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OC2=C(C(O)=C(O)C=C2C)C1=O)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H14O6/c1-8-7-11(19)13(20)12-14(21)17(22-2)16(23-15(8)12)9-3-5-10(18)6-4-9/h3-7,18-20H,1-2H3

> <INCHI_KEY>
BUWDKAOCACVEON-UHFFFAOYSA-N

> <FORMULA>
C17H14O6

> <MOLECULAR_WEIGHT>
314.2895

> <EXACT_MASS>
314.07903818

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
31.514509252175984

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,6-dihydroxy-2-(4-hydroxyphenyl)-3-methoxy-8-methyl-4H-chromen-4-one

> <ALOGPS_LOGP>
3.27

> <JCHEM_LOGP>
3.086113564333332

> <ALOGPS_LOGS>
-3.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.050125691189825

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.382561359901676

> <JCHEM_PKA_STRONGEST_BASIC>
-4.866769526695593

> <JCHEM_POLAR_SURFACE_AREA>
96.22

> <JCHEM_REFRACTIVITY>
84.6737

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.58e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
sylpin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037243
     RDKit          3D
Sylpin
 37 39  0  0  0  0  0  0  0  0999 V2000
    1.2635    1.2129    3.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0433    1.8600    1.7432 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1803    1.1574    0.9297 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6301    0.2485    0.0253 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0164   -0.0779   -0.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0635    0.6216    0.2895 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3880    0.2218    0.0656 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6313   -0.8999   -0.6637 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9317   -1.3334   -0.9104 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5923   -1.6540   -1.1891 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3216   -1.2303   -0.9471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2977   -0.4019   -0.7227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5759   -0.1769   -0.5963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4730   -0.8838   -1.4007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9105   -1.8682   -2.3704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8235   -0.6629   -1.2848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3553    0.2573   -0.3791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7188    0.4505   -0.2929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4590    0.9481    0.4086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8762    1.8926    1.3490 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0969    0.7258    0.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1972    1.4098    1.0745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5318    2.2608    1.9254 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3522    1.4490    3.6096 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2887    0.1111    2.8914 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1878    1.5978    3.4958 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9693    1.5318    0.8476 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1977    0.7925    0.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7165   -0.8047   -0.5404 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7798   -2.5472   -1.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5138   -1.8210   -1.3585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9330   -1.4844   -3.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8809   -2.1364   -2.0897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5155   -2.8175   -2.3003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5178   -1.2086   -1.9058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0797    1.1170    0.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8251    2.1426    1.5289 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  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  4 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 22  3  1  0
 11  5  1  0
 21 13  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  6 27  1  0
  7 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 15 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 18 36  1  0
 20 37  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       8.002   4.620   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2   22                                                            
CONECT    3    5    9                                                       
CONECT    4    6    9                                                       
CONECT    5    3   10                                                       
CONECT    6    4   10                                                       
CONECT    7    8   11                                                       
CONECT    8    1    7   15                                                  
CONECT    9    3    4   16                                                  
CONECT   10    5    6   18                                                  
CONECT   11    7   13   19                                                  
CONECT   12   13   14   15                                                  
CONECT   13   11   12   20                                                  
CONECT   14   12   17   21                                                  
CONECT   15    8   12   23                                                  
CONECT   16    9   17   23                                                  
CONECT   17   14   16   22                                                  
CONECT   18   10                                                            
CONECT   19   11                                                            
CONECT   20   13                                                            
CONECT   21   14                                                            
CONECT   22    2   17                                                       
CONECT   23   15   16                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0037243
HETATM    1  C1  UNL     1       1.263   1.213   3.021  1.00  0.00           C  
HETATM    2  O1  UNL     1       1.043   1.860   1.743  1.00  0.00           O  
HETATM    3  C2  UNL     1       0.180   1.157   0.930  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.630   0.249   0.025  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.016  -0.078  -0.199  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.063   0.622   0.289  1.00  0.00           C  
HETATM    7  C6  UNL     1       4.388   0.222   0.066  1.00  0.00           C  
HETATM    8  C7  UNL     1       4.631  -0.900  -0.664  1.00  0.00           C  
HETATM    9  O2  UNL     1       5.932  -1.333  -0.910  1.00  0.00           O  
HETATM   10  C8  UNL     1       3.592  -1.654  -1.189  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.322  -1.230  -0.947  1.00  0.00           C  
HETATM   12  O3  UNL     1      -0.298  -0.402  -0.723  1.00  0.00           O  
HETATM   13  C10 UNL     1      -1.576  -0.177  -0.596  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.473  -0.884  -1.401  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.910  -1.868  -2.370  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.824  -0.663  -1.285  1.00  0.00           C  
HETATM   17  C14 UNL     1      -4.355   0.257  -0.379  1.00  0.00           C  
HETATM   18  O4  UNL     1      -5.719   0.451  -0.293  1.00  0.00           O  
HETATM   19  C15 UNL     1      -3.459   0.948   0.409  1.00  0.00           C  
HETATM   20  O5  UNL     1      -3.876   1.893   1.349  1.00  0.00           O  
HETATM   21  C16 UNL     1      -2.097   0.726   0.292  1.00  0.00           C  
HETATM   22  C17 UNL     1      -1.197   1.410   1.075  1.00  0.00           C  
HETATM   23  O6  UNL     1      -1.532   2.261   1.925  1.00  0.00           O  
HETATM   24  H1  UNL     1       0.352   1.449   3.610  1.00  0.00           H  
HETATM   25  H2  UNL     1       1.289   0.111   2.891  1.00  0.00           H  
HETATM   26  H3  UNL     1       2.188   1.598   3.496  1.00  0.00           H  
HETATM   27  H4  UNL     1       2.969   1.532   0.848  1.00  0.00           H  
HETATM   28  H5  UNL     1       5.198   0.792   0.464  1.00  0.00           H  
HETATM   29  H6  UNL     1       6.716  -0.805  -0.540  1.00  0.00           H  
HETATM   30  H7  UNL     1       3.780  -2.547  -1.771  1.00  0.00           H  
HETATM   31  H8  UNL     1       1.514  -1.821  -1.358  1.00  0.00           H  
HETATM   32  H9  UNL     1      -1.933  -1.484  -3.405  1.00  0.00           H  
HETATM   33  H10 UNL     1      -0.881  -2.136  -2.090  1.00  0.00           H  
HETATM   34  H11 UNL     1      -2.516  -2.817  -2.300  1.00  0.00           H  
HETATM   35  H12 UNL     1      -4.518  -1.209  -1.906  1.00  0.00           H  
HETATM   36  H13 UNL     1      -6.080   1.117   0.365  1.00  0.00           H  
HETATM   37  H14 UNL     1      -4.825   2.143   1.529  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4   22
CONECT    4    5   12
CONECT    5    6    6   11
CONECT    6    7   27
CONECT    7    8    8   28
CONECT    8    9   10
CONECT    9   29
CONECT   10   11   11   30
CONECT   11   31
CONECT   12   13
CONECT   13   14   14   21
CONECT   14   15   16
CONECT   15   32   33   34
CONECT   16   17   17   35
CONECT   17   18   19
CONECT   18   36
CONECT   19   20   21   21
CONECT   20   37
CONECT   21   22
CONECT   22   23   23
END

HMDB0037243
     RDKit          3D
Sylpin
 37 39  0  0  0  0  0  0  0  0999 V2000
    1.2635    1.2129    3.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0433    1.8600    1.7432 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1803    1.1574    0.9297 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6301    0.2485    0.0253 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0164   -0.0779   -0.1986 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0635    0.6216    0.2895 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3880    0.2218    0.0656 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6313   -0.8999   -0.6637 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9317   -1.3334   -0.9104 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5923   -1.6540   -1.1891 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3216   -1.2303   -0.9471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2977   -0.4019   -0.7227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5759   -0.1769   -0.5963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4730   -0.8838   -1.4007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9105   -1.8682   -2.3704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8235   -0.6629   -1.2848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3553    0.2573   -0.3791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7188    0.4505   -0.2929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4590    0.9481    0.4086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8762    1.8926    1.3490 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0969    0.7258    0.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1972    1.4098    1.0745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5318    2.2608    1.9254 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3522    1.4490    3.6096 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2887    0.1111    2.8914 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1878    1.5978    3.4958 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9693    1.5318    0.8476 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1977    0.7925    0.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7165   -0.8047   -0.5404 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7798   -2.5472   -1.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5138   -1.8210   -1.3585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9330   -1.4844   -3.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8809   -2.1364   -2.0897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5155   -2.8175   -2.3003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5178   -1.2086   -1.9058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0797    1.1170    0.3652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8251    2.1426    1.5289 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  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
  4 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 22  3  1  0
 11  5  1  0
 21 13  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  6 27  1  0
  7 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 15 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 18 36  1  0
 20 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4',5,6-Trihydroxy-3-methoxy-8-methylflavone	HMDB
Silpin	HMDB

Chemical Formula

C₁₇H₁₄O₆

Average Molecular Weight

314.2895

Monoisotopic Molecular Weight

314.07903818

IUPAC Name

5,6-dihydroxy-2-(4-hydroxyphenyl)-3-methoxy-8-methyl-4H-chromen-4-one

Traditional Name

sylpin

CAS Registry Number

65501-41-9

SMILES

COC1=C(OC2=C(C(O)=C(O)C=C2C)C1=O)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C17H14O6/c1-8-7-11(19)13(20)12-14(21)17(22-2)16(23-15(8)12)9-3-5-10(18)6-4-9/h3-7,18-20H,1-2H3

InChI Key

BUWDKAOCACVEON-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C3 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

3-O-methylated flavonoids

Alternative Parents

Substituents

3-methoxyflavonoid-skeleton
4'-hydroxyflavonoid
5-hydroxyflavonoid
6-hydroxyflavonoid
Flavone
Hydroxyflavonoid
3-methoxychromone
Chromone
Benzopyran
1-benzopyran
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Phenol
Monocyclic benzene moiety
Benzenoid
Pyran
Vinylogous acid
Heteroaromatic compound
Ether
Organoheterocyclic compound
Oxacycle
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12111616 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0037243)

Cellular substructure

Membrane (HMDB: HMDB0037243)

Source

Exogenous

Food

Food (HMDB: HMDB0037243)

Endogenous

Plant

Plant (HMDB: HMDB0037243)

Not Available

Nutrient (HMDB: HMDB0037243)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	301 - 303 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	197 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.046 g/L	ALOGPS
logP	3.27	ALOGPS
logP	3.09	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	8.38	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	84.67 m³·mol⁻¹	ChemAxon
Polarizability	31.51 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	173.115	31661259
DarkChem	[M-H]-	174.036	31661259
DeepCCS	[M+H]+	179.975	30932474
DeepCCS	[M-H]-	177.617	30932474
DeepCCS	[M-2H]-	211.898	30932474
DeepCCS	[M+Na]+	187.125	30932474
AllCCS	[M+H]+	171.9	32859911
AllCCS	[M+H-H2O]+	168.3	32859911
AllCCS	[M+NH4]+	175.2	32859911
AllCCS	[M+Na]+	176.2	32859911
AllCCS	[M-H]-	172.4	32859911
AllCCS	[M+Na-2H]-	171.6	32859911
AllCCS	[M+HCOO]-	170.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Sylpin	COC1=C(OC2=C(C(O)=C(O)C=C2C)C1=O)C1=CC=C(O)C=C1	4776.7	Standard polar	33892256
Sylpin	COC1=C(OC2=C(C(O)=C(O)C=C2C)C1=O)C1=CC=C(O)C=C1	3125.0	Standard non polar	33892256
Sylpin	COC1=C(OC2=C(C(O)=C(O)C=C2C)C1=O)C1=CC=C(O)C=C1	3093.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Sylpin,1TMS,isomer #1	COC1=C(C2=CC=C(O)C=C2)OC2=C(C)C=C(O)C(O[Si](C)(C)C)=C2C1=O	3085.4	Semi standard non polar	33892256
Sylpin,1TMS,isomer #2	COC1=C(C2=CC=C(O)C=C2)OC2=C(C)C=C(O[Si](C)(C)C)C(O)=C2C1=O	3086.2	Semi standard non polar	33892256
Sylpin,1TMS,isomer #3	COC1=C(C2=CC=C(O[Si](C)(C)C)C=C2)OC2=C(C)C=C(O)C(O)=C2C1=O	3126.7	Semi standard non polar	33892256
Sylpin,2TMS,isomer #1	COC1=C(C2=CC=C(O[Si](C)(C)C)C=C2)OC2=C(C)C=C(O)C(O[Si](C)(C)C)=C2C1=O	3076.2	Semi standard non polar	33892256
Sylpin,2TMS,isomer #2	COC1=C(C2=CC=C(O)C=C2)OC2=C(C)C=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2C1=O	2982.2	Semi standard non polar	33892256
Sylpin,2TMS,isomer #3	COC1=C(C2=CC=C(O[Si](C)(C)C)C=C2)OC2=C(C)C=C(O[Si](C)(C)C)C(O)=C2C1=O	3117.8	Semi standard non polar	33892256
Sylpin,3TMS,isomer #1	COC1=C(C2=CC=C(O[Si](C)(C)C)C=C2)OC2=C(C)C=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C2C1=O	3013.0	Semi standard non polar	33892256
Sylpin,1TBDMS,isomer #1	COC1=C(C2=CC=C(O)C=C2)OC2=C(C)C=C(O)C(O[Si](C)(C)C(C)(C)C)=C2C1=O	3337.4	Semi standard non polar	33892256
Sylpin,1TBDMS,isomer #2	COC1=C(C2=CC=C(O)C=C2)OC2=C(C)C=C(O[Si](C)(C)C(C)(C)C)C(O)=C2C1=O	3356.6	Semi standard non polar	33892256
Sylpin,1TBDMS,isomer #3	COC1=C(C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)OC2=C(C)C=C(O)C(O)=C2C1=O	3377.1	Semi standard non polar	33892256
Sylpin,2TBDMS,isomer #1	COC1=C(C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)OC2=C(C)C=C(O)C(O[Si](C)(C)C(C)(C)C)=C2C1=O	3603.5	Semi standard non polar	33892256
Sylpin,2TBDMS,isomer #2	COC1=C(C2=CC=C(O)C=C2)OC2=C(C)C=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2C1=O	3499.3	Semi standard non polar	33892256
Sylpin,2TBDMS,isomer #3	COC1=C(C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)OC2=C(C)C=C(O[Si](C)(C)C(C)(C)C)C(O)=C2C1=O	3631.4	Semi standard non polar	33892256
Sylpin,3TBDMS,isomer #1	COC1=C(C2=CC=C(O[Si](C)(C)C(C)(C)C)C=C2)OC2=C(C)C=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C2C1=O	3715.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Sylpin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f81-0491000000-145068cee867ee07cf69	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sylpin GC-MS (3 TMS) - 70eV, Positive	splash10-06fu-1440950000-c1c2f92416a69b5954a3	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sylpin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sylpin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sylpin 10V, Positive-QTOF	splash10-014i-0029000000-13e538bead2f4cfdd36a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sylpin 20V, Positive-QTOF	splash10-014i-1079000000-62b45a8fa3bf38264920	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sylpin 40V, Positive-QTOF	splash10-014i-7960000000-a93e073d8a2e30a68088	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sylpin 10V, Negative-QTOF	splash10-03di-0009000000-1226f4a71183f3d64d8d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sylpin 20V, Negative-QTOF	splash10-03di-1249000000-2810a453f2428a65042e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sylpin 40V, Negative-QTOF	splash10-00dl-4930000000-06f6c358689a1cda4d9b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sylpin 10V, Negative-QTOF	splash10-03di-0009000000-e053e3cf4873f577eb25	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sylpin 20V, Negative-QTOF	splash10-03di-0419000000-91fe3d186aba24f5b9cd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sylpin 40V, Negative-QTOF	splash10-066u-2921000000-703b3e57133777008c11	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sylpin 10V, Positive-QTOF	splash10-014i-0009000000-2ba875095a8aafa31ef7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sylpin 20V, Positive-QTOF	splash10-014i-0009000000-be71b0016972c6450e38	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sylpin 40V, Positive-QTOF	splash10-014i-1912000000-e06267278dcb1a6cbb2d	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016254

KNApSAcK ID

C00004888

Chemspider ID

24844380

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44258710

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1859481

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Sylpin (HMDB0037243)

MOL for HMDB0037243 (Sylpin)

3D MOL for HMDB0037243 (Sylpin)

3D SDF for HMDB0037243 (Sylpin)

3D-SDF for HMDB0037243 (Sylpin)

PDB for HMDB0037243 (Sylpin)

3D PDB for HMDB0037243 (Sylpin)

SMILES for HMDB0037243 (Sylpin)

INCHI for HMDB0037243 (Sylpin)

Structure for HMDB0037243 (Sylpin)

3D Structure for HMDB0037243 (Sylpin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra