Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 10:42:43 UTC

Update Date

2021-09-24 10:42:43 UTC

HMDB ID

HMDB0304558

Secondary Accession Numbers

None

Metabolite Identification

Common Name

DIBOA trihexose

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. syringetin is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on syringetin.

Structure

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

HMDB0304558
     RDKit          3D
DIBOA trihexose
 39 41  0  0  0  0  0  0  0  0999 V2000
   -2.6008    2.5454    2.9199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3773    1.6226    2.2199 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9003    0.7325    1.2896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5816    0.6333    0.9226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1067   -0.2780   -0.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2992   -0.3018   -0.3417 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0489    0.5774    0.3228 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3325    0.7048    0.1746 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0452    1.6514    0.9098 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3998    1.7778    0.7458 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1139    2.7162    1.4730 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0271    0.9556   -0.1520 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3250    0.0070   -0.8912 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9503   -0.8314   -1.8038 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9548   -0.1256   -0.7298 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2502   -1.0577   -1.4531 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8140   -1.8254   -2.2869 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8690   -1.1503   -1.2522 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1482   -2.0802   -1.9700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0004   -1.1163   -0.6238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3643   -1.0462   -0.2746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2965   -1.8815   -0.8606 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8663   -2.8127   -1.8195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7854   -0.1349    0.6639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1206   -0.0585    1.0129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6740    2.0882    3.3229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3109    3.4248    2.3282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2196    2.9060    3.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9092    1.3286    1.4320 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5108    2.2892    1.6161 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0942    2.7879    1.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0774    1.0411   -0.2907 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9673   -0.7334   -1.9239 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5611   -2.7018   -2.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7826   -1.8531   -1.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0816   -3.4759   -1.4026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3611   -2.2609   -2.6645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6788   -3.3818   -2.2798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7707   -0.6826    0.5655 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  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
 24  3  1  0
 18  6  2  0
 15  8  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  9 30  1  0
 11 31  1  0
 12 32  1  0
 14 33  1  0
 19 34  1  0
 20 35  1  0
 23 36  1  0
 23 37  1  0
 23 38  1  0
 25 39  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>
HMDB0304558

> <DATABASE_NAME>
hmdb

> <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

$$$$

HMDB0304558
     RDKit          3D
DIBOA trihexose
 39 41  0  0  0  0  0  0  0  0999 V2000
   -2.6008    2.5454    2.9199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3773    1.6226    2.2199 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9003    0.7325    1.2896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5816    0.6333    0.9226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1067   -0.2780   -0.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2992   -0.3018   -0.3417 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0489    0.5774    0.3228 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3325    0.7048    0.1746 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0452    1.6514    0.9098 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3998    1.7778    0.7458 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1139    2.7162    1.4730 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0271    0.9556   -0.1520 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3250    0.0070   -0.8912 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9503   -0.8314   -1.8038 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9548   -0.1256   -0.7298 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2502   -1.0577   -1.4531 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8140   -1.8254   -2.2869 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8690   -1.1503   -1.2522 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1482   -2.0802   -1.9700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0004   -1.1163   -0.6238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3643   -1.0462   -0.2746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2965   -1.8815   -0.8606 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8663   -2.8127   -1.8195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7854   -0.1349    0.6639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1206   -0.0585    1.0129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6740    2.0882    3.3229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3109    3.4248    2.3282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2196    2.9060    3.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9092    1.3286    1.4320 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5108    2.2892    1.6161 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0942    2.7879    1.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0774    1.0411   -0.2907 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9673   -0.7334   -1.9239 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5611   -2.7018   -2.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7826   -1.8531   -1.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0816   -3.4759   -1.4026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3611   -2.2609   -2.6645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6788   -3.3818   -2.2798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7707   -0.6826    0.5655 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  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
 24  3  1  0
 18  6  2  0
 15  8  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  9 30  1  0
 11 31  1  0
 12 32  1  0
 14 33  1  0
 19 34  1  0
 20 35  1  0
 23 36  1  0
 23 37  1  0
 23 38  1  0
 25 39  1  0
M  END

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

COMPND    HMDB0304558
HETATM    1  C1  UNL     1      -2.601   2.545   2.920  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.377   1.623   2.220  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.900   0.732   1.290  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.582   0.633   0.923  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.107  -0.278  -0.027  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.299  -0.302  -0.342  1.00  0.00           C  
HETATM    7  O2  UNL     1       1.049   0.577   0.323  1.00  0.00           O  
HETATM    8  C6  UNL     1       2.333   0.705   0.175  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.045   1.651   0.910  1.00  0.00           C  
HETATM   10  C8  UNL     1       4.400   1.778   0.746  1.00  0.00           C  
HETATM   11  O3  UNL     1       5.114   2.716   1.473  1.00  0.00           O  
HETATM   12  C9  UNL     1       5.027   0.956  -0.152  1.00  0.00           C  
HETATM   13  C10 UNL     1       4.325   0.007  -0.891  1.00  0.00           C  
HETATM   14  O4  UNL     1       4.950  -0.831  -1.804  1.00  0.00           O  
HETATM   15  C11 UNL     1       2.955  -0.126  -0.730  1.00  0.00           C  
HETATM   16  C12 UNL     1       2.250  -1.058  -1.453  1.00  0.00           C  
HETATM   17  O5  UNL     1       2.814  -1.825  -2.287  1.00  0.00           O  
HETATM   18  C13 UNL     1       0.869  -1.150  -1.252  1.00  0.00           C  
HETATM   19  O6  UNL     1       0.148  -2.080  -1.970  1.00  0.00           O  
HETATM   20  C14 UNL     1      -2.000  -1.116  -0.624  1.00  0.00           C  
HETATM   21  C15 UNL     1      -3.364  -1.046  -0.275  1.00  0.00           C  
HETATM   22  O7  UNL     1      -4.296  -1.881  -0.861  1.00  0.00           O  
HETATM   23  C16 UNL     1      -3.866  -2.813  -1.820  1.00  0.00           C  
HETATM   24  C17 UNL     1      -3.785  -0.135   0.664  1.00  0.00           C  
HETATM   25  O8  UNL     1      -5.121  -0.058   1.013  1.00  0.00           O  
HETATM   26  H1  UNL     1      -1.674   2.088   3.323  1.00  0.00           H  
HETATM   27  H2  UNL     1      -2.311   3.425   2.328  1.00  0.00           H  
HETATM   28  H3  UNL     1      -3.220   2.906   3.786  1.00  0.00           H  
HETATM   29  H4  UNL     1      -0.909   1.329   1.432  1.00  0.00           H  
HETATM   30  H5  UNL     1       2.511   2.289   1.616  1.00  0.00           H  
HETATM   31  H6  UNL     1       6.094   2.788   1.336  1.00  0.00           H  
HETATM   32  H7  UNL     1       6.077   1.041  -0.291  1.00  0.00           H  
HETATM   33  H8  UNL     1       5.967  -0.733  -1.924  1.00  0.00           H  
HETATM   34  H9  UNL     1       0.561  -2.702  -2.636  1.00  0.00           H  
HETATM   35  H10 UNL     1      -1.783  -1.853  -1.357  1.00  0.00           H  
HETATM   36  H11 UNL     1      -3.082  -3.476  -1.403  1.00  0.00           H  
HETATM   37  H12 UNL     1      -3.361  -2.261  -2.665  1.00  0.00           H  
HETATM   38  H13 UNL     1      -4.679  -3.382  -2.280  1.00  0.00           H  
HETATM   39  H14 UNL     1      -5.771  -0.683   0.565  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3
CONECT    3    4    4   24
CONECT    4    5   29
CONECT    5    6   20   20
CONECT    6    7   18   18
CONECT    7    8
CONECT    8    9    9   15
CONECT    9   10   30
CONECT   10   11   12   12
CONECT   11   31
CONECT   12   13   32
CONECT   13   14   15   15
CONECT   14   33
CONECT   15   16
CONECT   16   17   17   18
CONECT   18   19
CONECT   19   34
CONECT   20   21   35
CONECT   21   22   24   24
CONECT   22   23
CONECT   23   36   37   38
CONECT   24   25
CONECT   25   39
END

HMDB0304558
     RDKit          3D
DIBOA trihexose
 39 41  0  0  0  0  0  0  0  0999 V2000
   -2.6008    2.5454    2.9199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3773    1.6226    2.2199 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9003    0.7325    1.2896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5816    0.6333    0.9226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1067   -0.2780   -0.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2992   -0.3018   -0.3417 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0489    0.5774    0.3228 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3325    0.7048    0.1746 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0452    1.6514    0.9098 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3998    1.7778    0.7458 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1139    2.7162    1.4730 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0271    0.9556   -0.1520 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3250    0.0070   -0.8912 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9503   -0.8314   -1.8038 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9548   -0.1256   -0.7298 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2502   -1.0577   -1.4531 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8140   -1.8254   -2.2869 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8690   -1.1503   -1.2522 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1482   -2.0802   -1.9700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0004   -1.1163   -0.6238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3643   -1.0462   -0.2746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2965   -1.8815   -0.8606 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8663   -2.8127   -1.8195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7854   -0.1349    0.6639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1206   -0.0585    1.0129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6740    2.0882    3.3229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3109    3.4248    2.3282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2196    2.9060    3.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9092    1.3286    1.4320 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5108    2.2892    1.6161 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0942    2.7879    1.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0774    1.0411   -0.2907 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9673   -0.7334   -1.9239 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5611   -2.7018   -2.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7826   -1.8531   -1.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0816   -3.4759   -1.4026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3611   -2.2609   -2.6645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6788   -3.3818   -2.2798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7707   -0.6826    0.5655 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  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
 24  3  1  0
 18  6  2  0
 15  8  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  9 30  1  0
 11 31  1  0
 12 32  1  0
 14 33  1  0
 19 34  1  0
 20 35  1  0
 23 36  1  0
 23 37  1  0
 23 38  1  0
 25 39  1  0
M  END

View in JSmol View Stereo Labels

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 Molecular Weight

346.291

Monoisotopic Molecular Weight

346.068867411

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

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 )

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	178.457	32859911
AllCCS	[M+H-H2O]+	175.087	32859911
AllCCS	[M+Na]+	182.475	32859911
AllCCS	[M+NH4]+	181.578	32859911
AllCCS	[M-H]-	178.59	32859911
AllCCS	[M+Na-2H]-	178.06	32859911
AllCCS	[M+HCOO]-	177.623	32859911
DeepCCS	[M+H]+	177.249	30932474
DeepCCS	[M-H]-	174.891	30932474
DeepCCS	[M-2H]-	208.838	30932474
DeepCCS	[M+Na]+	184.066	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - DIBOA trihexose LC-ESI-QFT 24V, positive-QTOF	splash10-0fs6-0695000000-18f9143e2b56e17055a8	2020-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - DIBOA trihexose LC-ESI-IT 24V, positive-QTOF	splash10-0uy3-0894000000-20a17916dbb6cad07e80	2020-07-24	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DIBOA trihexose 10V, Positive-QTOF	splash10-0002-0009000000-24b80c82c41a998b9ea5	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DIBOA trihexose 20V, Positive-QTOF	splash10-0002-0009000000-0a8f1eaac7c979919364	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DIBOA trihexose 40V, Positive-QTOF	splash10-0uxs-1912000000-969d2fab7848cf3cea48	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DIBOA trihexose 10V, Negative-QTOF	splash10-0002-0009000000-7e62ac49e1412b92e86f	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DIBOA trihexose 20V, Negative-QTOF	splash10-0002-0619000000-70921f66206d8e0b0bcf	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - DIBOA trihexose 40V, Negative-QTOF	splash10-0uki-1920000000-78bf68a0c3491f2d93f7	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

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

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1698681

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for DIBOA trihexose (HMDB0304558)

MOL for HMDB0304558 (DIBOA trihexose)

3D MOL for HMDB0304558 (DIBOA trihexose)

3D SDF for HMDB0304558 (DIBOA trihexose)

3D-SDF for HMDB0304558 (DIBOA trihexose)

PDB for HMDB0304558 (DIBOA trihexose)

3D PDB for HMDB0304558 (DIBOA trihexose)

SMILES for HMDB0304558 (DIBOA trihexose)

INCHI for HMDB0304558 (DIBOA trihexose)

Structure for HMDB0304558 (DIBOA trihexose)

3D Structure for HMDB0304558 (DIBOA trihexose)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra