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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 07:05:23 UTC

Update Date

2021-09-23 07:05:23 UTC

HMDB ID

HMDB0302153

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Tambulin

Description

Tambulin, also known as herbacetin 7,8,4'-trimethyl ether, is a member of the class of 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, tambulin is considered to be a flavonoid lipid molecule. Tambulin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Tambulin can be found in sunflower, which makes tambulin a potential biomarker for the consumption of this food product.

Structure

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

HMDB0302153
     RDKit          3D
Tambulin
 41 43  0  0  0  0  0  0  0  0999 V2000
    6.5296    1.9046   -0.3866 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1066    0.5758   -0.2793 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7799    0.1857   -0.1649 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5063   -1.1569   -0.0671 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1667   -1.5666    0.0493 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1268   -0.6877    0.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6985   -1.0525    0.1893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2030   -0.0782    0.1935 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4778   -0.3076    0.2950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3352    0.8007    0.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7536    2.0610    0.1731 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5781    2.5551   -1.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6992    0.6371    0.3918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4896    1.7781    0.3784 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8829    1.7017    0.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2142   -0.6285    0.5026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3811   -1.7651    0.5128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9421   -2.9983    0.6248 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0069   -1.5853    0.4074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1313   -2.6381    0.4097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5109   -3.8262    0.5066 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2399   -2.3333    0.2971 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1030   -3.3985    0.3010 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4365    0.6738   -0.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7268    1.0788   -0.1449 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5686    1.9505    0.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8987    2.5681    0.2411 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5722    2.2032   -1.4380 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2882   -1.9012   -0.0772 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9923   -2.6314    0.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2284    2.0191   -1.8761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5138    2.5270   -1.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9472    3.6100   -1.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2047    0.9541    1.2082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2490    2.7054    0.8377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3834    1.5499   -0.5023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2744   -0.7606    0.5835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6452   -3.9146    0.6588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7594   -4.3316    0.3802 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5984    1.3795   -0.0159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9538    2.1426   -0.2231 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  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
  6 24  1  0
 24 25  2  0
 25  3  1  0
 22  7  2  0
 19  9  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 18 38  1  0
 23 39  1  0
 24 40  1  0
 25 41  1  0
M  END


  Mrv0541 02241219552D          

 25 27  0  0  0  0            999 V2000
    2.1634   -2.0428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4423   -1.6422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4423   -0.8409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1634   -0.4411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1634   -2.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4423   -1.6422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7211   -2.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7211   -2.9243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0008   -3.3249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4423   -3.3249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7211   -2.9243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7211   -2.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0008   -1.6422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0008   -0.8409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7211   -0.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7211    0.4403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0008    0.8409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0008    1.7223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7211    2.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4423    1.7223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4423    0.8409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4423   -3.3249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1634   -2.9243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7211    2.9243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4423    3.3249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2 12  1  0  0  0  0
  3  4  1  0  0  0  0
  3 15  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7 13  1  0  0  0  0
  8  9  1  0  0  0  0
  8 22  1  0  0  0  0
  9 11  2  0  0  0  0
 10 11  1  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  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 21  2  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 24  1  0  0  0  0
 20 21  1  0  0  0  0
 22 23  1  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302153

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C(C=C1)C1=C(O)C(=O)C2=C(O1)C(OC)=C(OC)C=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C18H16O7/c1-22-10-6-4-9(5-7-10)16-15(21)14(20)13-11(19)8-12(23-2)17(24-3)18(13)25-16/h4-8,19,21H,1-3H3

> <INCHI_KEY>
KAPZSMYEZDLAFB-UHFFFAOYSA-N

> <FORMULA>
C18H16O7

> <MOLECULAR_WEIGHT>
344.3154

> <EXACT_MASS>
344.089602866

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
34.606072476647405

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,5-dihydroxy-7,8-dimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one

> <ALOGPS_LOGP>
2.25

> <JCHEM_LOGP>
2.5939816319999993

> <ALOGPS_LOGS>
-3.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.354729913251841

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.500303487727065

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9039083528457157

> <JCHEM_POLAR_SURFACE_AREA>
94.45000000000002

> <JCHEM_REFRACTIVITY>
90.30910000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.25e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tambulin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302153
     RDKit          3D
Tambulin
 41 43  0  0  0  0  0  0  0  0999 V2000
    6.5296    1.9046   -0.3866 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1066    0.5758   -0.2793 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7799    0.1857   -0.1649 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5063   -1.1569   -0.0671 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1667   -1.5666    0.0493 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1268   -0.6877    0.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6985   -1.0525    0.1893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2030   -0.0782    0.1935 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4778   -0.3076    0.2950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3352    0.8007    0.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7536    2.0610    0.1731 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5781    2.5551   -1.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6992    0.6371    0.3918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4896    1.7781    0.3784 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8829    1.7017    0.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2142   -0.6285    0.5026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3811   -1.7651    0.5128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9421   -2.9983    0.6248 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0069   -1.5853    0.4074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1313   -2.6381    0.4097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5109   -3.8262    0.5066 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2399   -2.3333    0.2971 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1030   -3.3985    0.3010 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4365    0.6738   -0.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7268    1.0788   -0.1449 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5686    1.9505    0.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8987    2.5681    0.2411 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5722    2.2032   -1.4380 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2882   -1.9012   -0.0772 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9923   -2.6314    0.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2284    2.0191   -1.8761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5138    2.5270   -1.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9472    3.6100   -1.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2047    0.9541    1.2082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2490    2.7054    0.8377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3834    1.5499   -0.5023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2744   -0.7606    0.5835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6452   -3.9146    0.6588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7594   -4.3316    0.3802 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5984    1.3795   -0.0159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9538    2.1426   -0.2231 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  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
  6 24  1  0
 24 25  2  0
 25  3  1  0
 22  7  2  0
 19  9  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 18 38  1  0
 23 39  1  0
 24 40  1  0
 25 41  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       4.038  -3.813   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.692  -3.065   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.692  -1.570   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.038  -0.823   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -4.038  -3.963   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -2.692  -3.065   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -1.346  -3.963   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.346  -5.459   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.001  -6.206   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.692  -6.206   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.346  -5.459   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.346  -3.963   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.001  -3.065   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.001  -1.570   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.346  -0.674   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.346   0.822   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.001   1.570   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.001   3.215   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.346   3.963   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.692   3.215   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.692   1.570   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -2.692  -6.206   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -4.038  -5.459   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       1.346   5.459   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       2.692   6.206   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4   15                                                  
CONECT    4    3                                                            
CONECT    5    6                                                            
CONECT    6    5    7                                                       
CONECT    7    6    8   13                                                  
CONECT    8    7    9   22                                                  
CONECT    9    8   11                                                       
CONECT   10   11                                                            
CONECT   11    9   10   12                                                  
CONECT   12    2   11   13                                                  
CONECT   13    7   12   14                                                  
CONECT   14   13   15                                                       
CONECT   15    3   14   16                                                  
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   16   20                                                       
CONECT   22    8   23                                                       
CONECT   23   22                                                            
CONECT   24   19   25                                                       
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0302153
HETATM    1  C1  UNL     1       6.530   1.905  -0.387  1.00  0.00           C  
HETATM    2  O1  UNL     1       6.107   0.576  -0.279  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.780   0.186  -0.165  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.506  -1.157  -0.067  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.167  -1.567   0.049  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.127  -0.688   0.069  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.699  -1.052   0.189  1.00  0.00           C  
HETATM    8  O2  UNL     1      -0.203  -0.078   0.193  1.00  0.00           O  
HETATM    9  C7  UNL     1      -1.478  -0.308   0.295  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.335   0.801   0.288  1.00  0.00           C  
HETATM   11  O3  UNL     1      -1.754   2.061   0.173  1.00  0.00           O  
HETATM   12  C9  UNL     1      -1.578   2.555  -1.146  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.699   0.637   0.392  1.00  0.00           C  
HETATM   14  O4  UNL     1      -4.490   1.778   0.378  1.00  0.00           O  
HETATM   15  C11 UNL     1      -5.883   1.702   0.479  1.00  0.00           C  
HETATM   16  C12 UNL     1      -4.214  -0.629   0.503  1.00  0.00           C  
HETATM   17  C13 UNL     1      -3.381  -1.765   0.513  1.00  0.00           C  
HETATM   18  O5  UNL     1      -3.942  -2.998   0.625  1.00  0.00           O  
HETATM   19  C14 UNL     1      -2.007  -1.585   0.407  1.00  0.00           C  
HETATM   20  C15 UNL     1      -1.131  -2.638   0.410  1.00  0.00           C  
HETATM   21  O6  UNL     1      -1.511  -3.826   0.507  1.00  0.00           O  
HETATM   22  C16 UNL     1       0.240  -2.333   0.297  1.00  0.00           C  
HETATM   23  O7  UNL     1       1.103  -3.398   0.301  1.00  0.00           O  
HETATM   24  C17 UNL     1       2.436   0.674  -0.032  1.00  0.00           C  
HETATM   25  C18 UNL     1       3.727   1.079  -0.145  1.00  0.00           C  
HETATM   26  H1  UNL     1       7.569   1.951   0.054  1.00  0.00           H  
HETATM   27  H2  UNL     1       5.899   2.568   0.241  1.00  0.00           H  
HETATM   28  H3  UNL     1       6.572   2.203  -1.438  1.00  0.00           H  
HETATM   29  H4  UNL     1       5.288  -1.901  -0.077  1.00  0.00           H  
HETATM   30  H5  UNL     1       2.992  -2.631   0.124  1.00  0.00           H  
HETATM   31  H6  UNL     1      -2.228   2.019  -1.876  1.00  0.00           H  
HETATM   32  H7  UNL     1      -0.514   2.527  -1.465  1.00  0.00           H  
HETATM   33  H8  UNL     1      -1.947   3.610  -1.136  1.00  0.00           H  
HETATM   34  H9  UNL     1      -6.205   0.954   1.208  1.00  0.00           H  
HETATM   35  H10 UNL     1      -6.249   2.705   0.838  1.00  0.00           H  
HETATM   36  H11 UNL     1      -6.383   1.550  -0.502  1.00  0.00           H  
HETATM   37  H12 UNL     1      -5.274  -0.761   0.584  1.00  0.00           H  
HETATM   38  H13 UNL     1      -3.645  -3.915   0.659  1.00  0.00           H  
HETATM   39  H14 UNL     1       0.759  -4.332   0.380  1.00  0.00           H  
HETATM   40  H15 UNL     1       1.598   1.379  -0.016  1.00  0.00           H  
HETATM   41  H16 UNL     1       3.954   2.143  -0.223  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3
CONECT    3    4    4   25
CONECT    4    5   29
CONECT    5    6    6   30
CONECT    6    7   24
CONECT    7    8   22   22
CONECT    8    9
CONECT    9   10   10   19
CONECT   10   11   13
CONECT   11   12
CONECT   12   31   32   33
CONECT   13   14   16   16
CONECT   14   15
CONECT   15   34   35   36
CONECT   16   17   37
CONECT   17   18   19   19
CONECT   18   38
CONECT   19   20
CONECT   20   21   21   22
CONECT   22   23
CONECT   23   39
CONECT   24   25   25   40
CONECT   25   41
END

HMDB0302153
     RDKit          3D
Tambulin
 41 43  0  0  0  0  0  0  0  0999 V2000
    6.5296    1.9046   -0.3866 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1066    0.5758   -0.2793 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7799    0.1857   -0.1649 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5063   -1.1569   -0.0671 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1667   -1.5666    0.0493 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1268   -0.6877    0.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6985   -1.0525    0.1893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2030   -0.0782    0.1935 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4778   -0.3076    0.2950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3352    0.8007    0.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7536    2.0610    0.1731 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5781    2.5551   -1.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6992    0.6371    0.3918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4896    1.7781    0.3784 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8829    1.7017    0.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2142   -0.6285    0.5026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3811   -1.7651    0.5128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9421   -2.9983    0.6248 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0069   -1.5853    0.4074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1313   -2.6381    0.4097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5109   -3.8262    0.5066 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2399   -2.3333    0.2971 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1030   -3.3985    0.3010 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4365    0.6738   -0.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7268    1.0788   -0.1449 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5686    1.9505    0.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8987    2.5681    0.2411 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5722    2.2032   -1.4380 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2882   -1.9012   -0.0772 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9923   -2.6314    0.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2284    2.0191   -1.8761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5138    2.5270   -1.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9472    3.6100   -1.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2047    0.9541    1.2082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2490    2.7054    0.8377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3834    1.5499   -0.5023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2744   -0.7606    0.5835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6452   -3.9146    0.6588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7594   -4.3316    0.3802 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5984    1.3795   -0.0159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9538    2.1426   -0.2231 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  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
  6 24  1  0
 24 25  2  0
 25  3  1  0
 22  7  2  0
 19  9  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
 12 31  1  0
 12 32  1  0
 12 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
 18 38  1  0
 23 39  1  0
 24 40  1  0
 25 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Herbacetin 7,8,4'-trimethyl ether	ChEBI
3,5-Dihydroxy-7,8-dimethoxy-2-(4-methoxyphenyl) chromen-4-one	MeSH

Chemical Formula

C₁₈H₁₆O₇

Average Molecular Weight

344.3154

Monoisotopic Molecular Weight

344.089602866

IUPAC Name

3,5-dihydroxy-7,8-dimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one

Traditional Name

tambulin

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C=C1)C1=C(O)C(=O)C2=C(O1)C(OC)=C(OC)C=C2O

InChI Identifier

InChI=1S/C18H16O7/c1-22-10-6-4-9(5-7-10)16-15(21)14(20)13-11(19)8-12(23-2)17(24-3)18(13)25-16/h4-8,19,21H,1-3H3

InChI Key

KAPZSMYEZDLAFB-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

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

dihydroxyflavone (CHEBI:9395 )
flavonols (CHEBI:9395 )
trimethoxyflavone (CHEBI:9395 )
flavonols (C10189 )
Flavones and Flavonols (C10189 )
Flavones and Flavonols (LMPK12113151 )

Ontology

Not Available

Exogenous (HMDB: HMDB0302153)

Food

Herb and spice

Oilseed crop

Sunflower (FooDB: FOOD00086)

Process

Not Available

Role

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	2.25	ALOGPS
logP	2.59	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	8.5	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	94.45 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	90.31 m³·mol⁻¹	ChemAxon
Polarizability	34.61 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]+	179.724	32859911
AllCCS	[M+H-H2O]+	176.365	32859911
AllCCS	[M+Na]+	183.73	32859911
AllCCS	[M+NH4]+	182.836	32859911
AllCCS	[M-H]-	181.292	32859911
AllCCS	[M+Na-2H]-	180.845	32859911
AllCCS	[M+HCOO]-	180.501	32859911
DeepCCS	[M+H]+	180.464	30932474
DeepCCS	[M-H]-	178.106	30932474
DeepCCS	[M-2H]-	212.151	30932474
DeepCCS	[M+Na]+	187.379	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	14.5901 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.22 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1905.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	230.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	135.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	173.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	84.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	438.4 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	411.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	143.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	813.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	386.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1397.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	277.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	352.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	439.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	276.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	126.2 seconds	40023050

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tambulin 10V, Positive-QTOF	splash10-0002-0009000000-518951ba59a298b30bfd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tambulin 20V, Positive-QTOF	splash10-0002-0009000000-af9d7e827f3a1b6d23a2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tambulin 40V, Positive-QTOF	splash10-000b-0982000000-95a517421d3b10627983	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tambulin 10V, Negative-QTOF	splash10-0006-0009000000-5dda734a522e53e8ddf4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tambulin 20V, Negative-QTOF	splash10-0006-0019000000-937bee76e1c08fc19af3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tambulin 40V, Negative-QTOF	splash10-0092-2893000000-e983f3412bbbc2abcdd2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tambulin 10V, Positive-QTOF	splash10-0002-0009000000-5dc8eb0c39637af07086	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tambulin 20V, Positive-QTOF	splash10-0002-0009000000-89d4b94a278c640b6090	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tambulin 40V, Positive-QTOF	splash10-0002-2915000000-b1a2c5dafedadc655cf5	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tambulin 10V, Negative-QTOF	splash10-0006-0009000000-b37ac2e3c620790fe1aa	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tambulin 20V, Negative-QTOF	splash10-0007-0339000000-68c0d2b1899fb5c895a1	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tambulin 40V, Negative-QTOF	splash10-05mk-1921000000-5b28a06866866873394f	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

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5281700

PDB ID

Not Available

ChEBI ID

9395

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1822451

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Tambulin (HMDB0302153)

MOL for HMDB0302153 (Tambulin)

3D MOL for HMDB0302153 (Tambulin)

3D SDF for HMDB0302153 (Tambulin)

3D-SDF for HMDB0302153 (Tambulin)

PDB for HMDB0302153 (Tambulin)

3D PDB for HMDB0302153 (Tambulin)

SMILES for HMDB0302153 (Tambulin)

INCHI for HMDB0302153 (Tambulin)

Structure for HMDB0302153 (Tambulin)

3D Structure for HMDB0302153 (Tambulin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

MS/MS Spectra