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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-05-22 14:17:48 UTC

Update Date

2022-03-07 02:49:14 UTC

HMDB ID

HMDB0002336

Secondary Accession Numbers

HMDB02336

Metabolite Identification

Common Name

Biflorin

Description

Biflorin is an o-naphthoquinone isolated from Capraria biflora L. (Scrophulariaceae, a perennial shrub widely distributed in several countries of tropical America). Biflorin has cytotoxic and antioxidant potential, strongly inhibiting the growth of five tested tumor cell lines, especially the skin, breast and colon cancer cells with IC50 of 0.40, 0.43 and 0.88 micro/ml for B16, MCF-7 and HCT-8, respectively, while the antioxidant activity was assayed against autoxidation of oleic acid in a water/alcohol system. (PMID: 16042338 ).

Structure

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

HMDB0002336
     RDKit          3D
Biflorin
 43 45  0  0  0  0  0  0  0  0999 V2000
    6.5062    0.4173    1.0794 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1539    0.2238    0.4591 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0059   -0.1376   -0.8490 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7234   -0.3158   -1.4114 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5808   -0.6504   -2.5980 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6532   -0.1051   -0.5707 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3789   -0.2865   -1.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0629   -0.6350   -2.3532 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2724   -0.1013   -0.2425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1246   -0.1555   -0.7491 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7571    0.9045   -0.1462 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0630    1.0191   -0.1616 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5716    1.9366    0.9963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0477    3.1914    0.9538 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8285   -0.2645    0.0991 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1432   -0.0993   -0.1853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2304   -1.3390   -0.7624 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9154   -2.5255   -0.6451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7622   -1.4725   -0.3385 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2284   -2.4427   -1.2176 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4940    0.2562    1.0447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5848    0.4602    1.9239 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7511    0.4461    1.5849 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8542    0.2546    0.7360 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0693    0.4032    1.1781 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5562   -0.2827    1.9577 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5771    1.4472    1.4551 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3111    0.1929    0.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8602   -0.3087   -1.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4878   -0.8690   -3.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1353   -0.0431   -1.8252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4139    1.5388   -1.0867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6709    1.9924    0.7843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4372    1.3566    1.9099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0116    3.4946    1.9309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6614   -0.4850    1.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6308   -0.6711    0.5007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1591   -0.9583   -1.8141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0704   -2.9067   -1.5551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7314   -1.7124    0.7053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6351   -2.2607   -2.0993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4486    0.7397    2.8879 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9643    0.7530    2.5929 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  9 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25  2  1  0
 24  6  1  0
 19 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  8 30  1  0
 10 31  1  6
 12 32  1  6
 13 33  1  0
 13 34  1  0
 14 35  1  0
 15 36  1  1
 16 37  1  0
 17 38  1  6
 18 39  1  0
 19 40  1  1
 20 41  1  0
 22 42  1  0
 23 43  1  0
M  END


  Mrv0541 02231219292D          

 25 27  0  0  1  0            999 V2000
   14.1659   -9.7990    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.7534  -10.5134    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.7534   -9.0845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9284  -10.5134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.9284   -9.0845    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.5159   -9.7990    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.8409  -11.2654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5159  -11.2279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6909   -9.7990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5159   -8.3700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6909   -8.3700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6409   -9.7990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2284  -10.5134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2284   -9.0845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4034  -10.5134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4034   -9.0845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9909   -9.7990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9909   -8.3700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2284  -11.2279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4659   -9.7990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8784  -10.5134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4659  -11.2279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6409  -11.2279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2284  -11.9424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7034  -10.5134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  6  1  0  0  0  0
  2  7  1  6  0  0  0
  4  8  1  1  0  0  0
  6  9  1  6  0  0  0
  5 10  1  1  0  0  0
 11 10  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 13 15  2  0  0  0  0
 14 16  1  0  0  0  0
 15 17  1  0  0  0  0
 16 17  2  0  0  0  0
  1 17  1  1  0  0  0
 18 16  1  0  0  0  0
 19 15  1  0  0  0  0
 20 12  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  2  0  0  0  0
 23 22  1  0  0  0  0
 23 13  1  0  0  0  0
 24 23  2  0  0  0  0
 25 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002336

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=C(O)C=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C16H18O9/c1-5-2-6(18)10-8(24-5)3-7(19)11(13(10)21)16-15(23)14(22)12(20)9(4-17)25-16/h2-3,9,12,14-17,19-23H,4H2,1H3/t9-,12-,14+,15-,16+/m1/s1

> <INCHI_KEY>
XTZWWMZDVUKEDJ-SPEJKDPOSA-N

> <FORMULA>
C16H18O9

> <MOLECULAR_WEIGHT>
354.3087

> <EXACT_MASS>
354.095082174

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
33.173457057255874

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5,7-dihydroxy-2-methyl-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-chromen-4-one

> <ALOGPS_LOGP>
-0.72

> <JCHEM_LOGP>
-0.8428982790000001

> <ALOGPS_LOGS>
-1.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.91331035435709

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.21475083130368

> <JCHEM_PKA_STRONGEST_BASIC>
-2.979192626943843

> <JCHEM_POLAR_SURFACE_AREA>
156.91

> <JCHEM_REFRACTIVITY>
84.1873

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.31e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
biflorin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002336
     RDKit          3D
Biflorin
 43 45  0  0  0  0  0  0  0  0999 V2000
    6.5062    0.4173    1.0794 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1539    0.2238    0.4591 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0059   -0.1376   -0.8490 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7234   -0.3158   -1.4114 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5808   -0.6504   -2.5980 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6532   -0.1051   -0.5707 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3789   -0.2865   -1.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0629   -0.6350   -2.3532 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2724   -0.1013   -0.2425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1246   -0.1555   -0.7491 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7571    0.9045   -0.1462 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0630    1.0191   -0.1616 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5716    1.9366    0.9963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0477    3.1914    0.9538 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8285   -0.2645    0.0991 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1432   -0.0993   -0.1853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2304   -1.3390   -0.7624 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9154   -2.5255   -0.6451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7622   -1.4725   -0.3385 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2284   -2.4427   -1.2176 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4940    0.2562    1.0447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5848    0.4602    1.9239 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7511    0.4461    1.5849 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8542    0.2546    0.7360 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0693    0.4032    1.1781 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5562   -0.2827    1.9577 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5771    1.4472    1.4551 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3111    0.1929    0.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8602   -0.3087   -1.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4878   -0.8690   -3.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1353   -0.0431   -1.8252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4139    1.5388   -1.0867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6709    1.9924    0.7843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4372    1.3566    1.9099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0116    3.4946    1.9309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6614   -0.4850    1.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6308   -0.6711    0.5007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1591   -0.9583   -1.8141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0704   -2.9067   -1.5551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7314   -1.7124    0.7053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6351   -2.2607   -2.0993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4486    0.7397    2.8879 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9643    0.7530    2.5929 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  9 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25  2  1  0
 24  6  1  0
 19 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  8 30  1  0
 10 31  1  6
 12 32  1  6
 13 33  1  0
 13 34  1  0
 14 35  1  0
 15 36  1  1
 16 37  1  0
 17 38  1  6
 18 39  1  0
 19 40  1  1
 20 41  1  0
 22 42  1  0
 23 43  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      26.443 -18.291   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      25.673 -19.625   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      25.673 -16.958   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      24.133 -19.625   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      24.133 -16.958   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      23.363 -18.291   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      25.836 -21.029   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      23.363 -20.959   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      21.823 -18.291   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      23.363 -15.624   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      21.823 -15.624   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      31.063 -18.291   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      30.293 -19.625   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      30.293 -16.958   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      28.753 -19.625   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      28.753 -16.958   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      27.983 -18.291   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      27.983 -15.624   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      28.426 -20.959   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      32.603 -18.291   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      33.373 -19.625   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      32.603 -20.959   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      31.063 -20.959   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      30.293 -22.292   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      34.913 -19.625   0.000  0.00  0.00           C+0
CONECT    1    2    3   17                                                  
CONECT    2    1    4    7                                                  
CONECT    3    1    5                                                       
CONECT    4    2    6    8                                                  
CONECT    5    3    6   10                                                  
CONECT    6    4    5    9                                                  
CONECT    7    2                                                            
CONECT    8    4                                                            
CONECT    9    6                                                            
CONECT   10    5   11                                                       
CONECT   11   10                                                            
CONECT   12   13   14   20                                                  
CONECT   13   12   15   23                                                  
CONECT   14   12   16                                                       
CONECT   15   13   17   19                                                  
CONECT   16   14   17   18                                                  
CONECT   17   15   16    1                                                  
CONECT   18   16                                                            
CONECT   19   15                                                            
CONECT   20   12   21                                                       
CONECT   21   20   22   25                                                  
CONECT   22   21   23                                                       
CONECT   23   22   13   24                                                  
CONECT   24   23                                                            
CONECT   25   21                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0002336
HETATM    1  C1  UNL     1       6.506   0.417   1.079  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.154   0.224   0.459  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.006  -0.138  -0.849  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.723  -0.316  -1.411  1.00  0.00           C  
HETATM    5  O1  UNL     1       3.581  -0.650  -2.598  1.00  0.00           O  
HETATM    6  C5  UNL     1       2.653  -0.105  -0.571  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.379  -0.287  -1.087  1.00  0.00           C  
HETATM    8  O2  UNL     1       1.063  -0.635  -2.353  1.00  0.00           O  
HETATM    9  C7  UNL     1       0.272  -0.101  -0.243  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.125  -0.155  -0.749  1.00  0.00           C  
HETATM   11  O3  UNL     1      -1.757   0.904  -0.146  1.00  0.00           O  
HETATM   12  C9  UNL     1      -3.063   1.019  -0.162  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.572   1.937   0.996  1.00  0.00           C  
HETATM   14  O4  UNL     1      -3.048   3.191   0.954  1.00  0.00           O  
HETATM   15  C11 UNL     1      -3.829  -0.265   0.099  1.00  0.00           C  
HETATM   16  O5  UNL     1      -5.143  -0.099  -0.185  1.00  0.00           O  
HETATM   17  C12 UNL     1      -3.230  -1.339  -0.762  1.00  0.00           C  
HETATM   18  O6  UNL     1      -3.915  -2.525  -0.645  1.00  0.00           O  
HETATM   19  C13 UNL     1      -1.762  -1.472  -0.339  1.00  0.00           C  
HETATM   20  O7  UNL     1      -1.228  -2.443  -1.218  1.00  0.00           O  
HETATM   21  C14 UNL     1       0.494   0.256   1.045  1.00  0.00           C  
HETATM   22  O8  UNL     1      -0.585   0.460   1.924  1.00  0.00           O  
HETATM   23  C15 UNL     1       1.751   0.446   1.585  1.00  0.00           C  
HETATM   24  C16 UNL     1       2.854   0.255   0.736  1.00  0.00           C  
HETATM   25  O9  UNL     1       4.069   0.403   1.178  1.00  0.00           O  
HETATM   26  H1  UNL     1       6.556  -0.283   1.958  1.00  0.00           H  
HETATM   27  H2  UNL     1       6.577   1.447   1.455  1.00  0.00           H  
HETATM   28  H3  UNL     1       7.311   0.193   0.402  1.00  0.00           H  
HETATM   29  H4  UNL     1       5.860  -0.309  -1.498  1.00  0.00           H  
HETATM   30  H5  UNL     1       1.488  -0.869  -3.179  1.00  0.00           H  
HETATM   31  H6  UNL     1      -1.135  -0.043  -1.825  1.00  0.00           H  
HETATM   32  H7  UNL     1      -3.414   1.539  -1.087  1.00  0.00           H  
HETATM   33  H8  UNL     1      -4.671   1.992   0.784  1.00  0.00           H  
HETATM   34  H9  UNL     1      -3.437   1.357   1.910  1.00  0.00           H  
HETATM   35  H10 UNL     1      -3.012   3.495   1.931  1.00  0.00           H  
HETATM   36  H11 UNL     1      -3.661  -0.485   1.193  1.00  0.00           H  
HETATM   37  H12 UNL     1      -5.631  -0.671   0.501  1.00  0.00           H  
HETATM   38  H13 UNL     1      -3.159  -0.958  -1.814  1.00  0.00           H  
HETATM   39  H14 UNL     1      -4.070  -2.907  -1.555  1.00  0.00           H  
HETATM   40  H15 UNL     1      -1.731  -1.712   0.705  1.00  0.00           H  
HETATM   41  H16 UNL     1      -1.635  -2.261  -2.099  1.00  0.00           H  
HETATM   42  H17 UNL     1      -0.449   0.740   2.888  1.00  0.00           H  
HETATM   43  H18 UNL     1       1.964   0.753   2.593  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3    3   25
CONECT    3    4   29
CONECT    4    5    5    6
CONECT    6    7    7   24
CONECT    7    8    9
CONECT    8   30
CONECT    9   10   21   21
CONECT   10   11   19   31
CONECT   11   12
CONECT   12   13   15   32
CONECT   13   14   33   34
CONECT   14   35
CONECT   15   16   17   36
CONECT   16   37
CONECT   17   18   19   38
CONECT   18   39
CONECT   19   20   40
CONECT   20   41
CONECT   21   22   23
CONECT   22   42
CONECT   23   24   24   43
CONECT   24   25
END

HMDB0002336
     RDKit          3D
Biflorin
 43 45  0  0  0  0  0  0  0  0999 V2000
    6.5062    0.4173    1.0794 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1539    0.2238    0.4591 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0059   -0.1376   -0.8490 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7234   -0.3158   -1.4114 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5808   -0.6504   -2.5980 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6532   -0.1051   -0.5707 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3789   -0.2865   -1.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0629   -0.6350   -2.3532 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2724   -0.1013   -0.2425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1246   -0.1555   -0.7491 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7571    0.9045   -0.1462 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0630    1.0191   -0.1616 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5716    1.9366    0.9963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0477    3.1914    0.9538 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8285   -0.2645    0.0991 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1432   -0.0993   -0.1853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2304   -1.3390   -0.7624 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9154   -2.5255   -0.6451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7622   -1.4725   -0.3385 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2284   -2.4427   -1.2176 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4940    0.2562    1.0447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5848    0.4602    1.9239 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7511    0.4461    1.5849 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8542    0.2546    0.7360 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0693    0.4032    1.1781 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5562   -0.2827    1.9577 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5771    1.4472    1.4551 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3111    0.1929    0.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8602   -0.3087   -1.4982 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4878   -0.8690   -3.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1353   -0.0431   -1.8252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4139    1.5388   -1.0867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6709    1.9924    0.7843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4372    1.3566    1.9099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0116    3.4946    1.9309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6614   -0.4850    1.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6308   -0.6711    0.5007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1591   -0.9583   -1.8141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0704   -2.9067   -1.5551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7314   -1.7124    0.7053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6351   -2.2607   -2.0993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4486    0.7397    2.8879 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9643    0.7530    2.5929 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  9 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25  2  1  0
 24  6  1  0
 19 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  8 30  1  0
 10 31  1  6
 12 32  1  6
 13 33  1  0
 13 34  1  0
 14 35  1  0
 15 36  1  1
 16 37  1  0
 17 38  1  6
 18 39  1  0
 19 40  1  1
 20 41  1  0
 22 42  1  0
 23 43  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
6beta-C-Glucopyranosyl-5,7-dihydroxy-2-methylchromone	HMDB
6,9-Dimethyl-3-(4-methyl-3-pentenyl)naphtho(1,8-BC)pyran-7,8-dione	HMDB

Chemical Formula

C₁₆H₁₈O₉

Average Molecular Weight

354.3087

Monoisotopic Molecular Weight

354.095082174

IUPAC Name

5,7-dihydroxy-2-methyl-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-4H-chromen-4-one

Traditional Name

biflorin

CAS Registry Number

89701-85-9

SMILES

CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=C(O)C=C2O1

InChI Identifier

InChI=1S/C16H18O9/c1-5-2-6(18)10-8(24-5)3-7(19)11(13(10)21)16-15(23)14(22)12(20)9(4-17)25-16/h2-3,9,12,14-17,19-23H,4H2,1H3/t9-,12-,14+,15-,16+/m1/s1

InChI Key

XTZWWMZDVUKEDJ-SPEJKDPOSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
Hexose monosaccharide
C-glycosyl compound
Chromone
Benzopyran
1-benzopyran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Benzenoid
Pyran
Monosaccharide
Oxane
Heteroaromatic compound
Vinylogous acid
Secondary alcohol
Oxacycle
Dialkyl ether
Ether
Organoheterocyclic compound
Polyol
Organic oxide
Hydrocarbon derivative
Primary alcohol
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

chromones (CHEBI:3094 )
chromones (C08996 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	688.10 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	50580 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	0.760 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	13.1 g/L	ALOGPS
logP	-0.72	ALOGPS
logP	-0.84	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	6.21	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	156.91 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	84.19 m³·mol⁻¹	ChemAxon
Polarizability	33.17 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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
DeepCCS	[M+H]+	181.298	30932474
DeepCCS	[M-H]-	178.903	30932474
DeepCCS	[M-2H]-	211.936	30932474
DeepCCS	[M+Na]+	187.211	30932474
AllCCS	[M+H]+	183.8	32859911
AllCCS	[M+H-H2O]+	180.6	32859911
AllCCS	[M+NH4]+	186.8	32859911
AllCCS	[M+Na]+	187.6	32859911
AllCCS	[M-H]-	182.1	32859911
AllCCS	[M+Na-2H]-	182.1	32859911
AllCCS	[M+HCOO]-	182.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.03 minutes	32390414
Predicted by Siyang on May 30, 2022	10.8715 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	5.66 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	117.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1270.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	213.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	79.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	156.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	63.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	295.0 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	394.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	475.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	647.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	202.9 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	1305.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	207.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	221.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	443.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	258.4 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	219.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Biflorin	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=C(O)C=C2O1	4446.4	Standard polar	33892256
Biflorin	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=C(O)C=C2O1	2971.5	Standard non polar	33892256
Biflorin	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=C(O)C=C2O1	3288.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Biflorin,1TMS,isomer #1	CC1=CC(=O)C2=C(O[Si](C)(C)C)C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=C(O)C=C2O1	3179.1	Semi standard non polar	33892256
Biflorin,1TMS,isomer #2	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]3O)=C(O)C=C2O1	3118.9	Semi standard non polar	33892256
Biflorin,1TMS,isomer #3	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]3O)=C(O)C=C2O1	3122.9	Semi standard non polar	33892256
Biflorin,1TMS,isomer #4	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O)=C(O)C=C2O1	3124.2	Semi standard non polar	33892256
Biflorin,1TMS,isomer #5	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O[Si](C)(C)C)=C(O)C=C2O1	3095.5	Semi standard non polar	33892256
Biflorin,1TMS,isomer #6	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=C(O[Si](C)(C)C)C=C2O1	3187.5	Semi standard non polar	33892256
Biflorin,2TMS,isomer #1	CC1=CC(=O)C2=C(O[Si](C)(C)C)C([C@@H]3O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]3O)=C(O)C=C2O1	3065.5	Semi standard non polar	33892256
Biflorin,2TMS,isomer #10	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]3O)=C(O)C=C2O1	3051.0	Semi standard non polar	33892256
Biflorin,2TMS,isomer #11	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]3O[Si](C)(C)C)=C(O)C=C2O1	3040.2	Semi standard non polar	33892256
Biflorin,2TMS,isomer #12	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]3O)=C(O[Si](C)(C)C)C=C2O1	3099.5	Semi standard non polar	33892256
Biflorin,2TMS,isomer #13	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)=C(O)C=C2O1	3035.6	Semi standard non polar	33892256
Biflorin,2TMS,isomer #14	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O)=C(O[Si](C)(C)C)C=C2O1	3112.3	Semi standard non polar	33892256
Biflorin,2TMS,isomer #15	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C2O1	3095.4	Semi standard non polar	33892256
Biflorin,2TMS,isomer #2	CC1=CC(=O)C2=C(O[Si](C)(C)C)C([C@@H]3O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]3O)=C(O)C=C2O1	3068.7	Semi standard non polar	33892256
Biflorin,2TMS,isomer #3	CC1=CC(=O)C2=C(O[Si](C)(C)C)C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O)=C(O)C=C2O1	3085.6	Semi standard non polar	33892256
Biflorin,2TMS,isomer #4	CC1=CC(=O)C2=C(O[Si](C)(C)C)C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O[Si](C)(C)C)=C(O)C=C2O1	3067.1	Semi standard non polar	33892256
Biflorin,2TMS,isomer #5	CC1=CC(=O)C2=C(O[Si](C)(C)C)C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=C(O[Si](C)(C)C)C=C2O1	3174.0	Semi standard non polar	33892256
Biflorin,2TMS,isomer #6	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]3O)=C(O)C=C2O1	3058.5	Semi standard non polar	33892256
Biflorin,2TMS,isomer #7	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O)=C(O)C=C2O1	3045.8	Semi standard non polar	33892256
Biflorin,2TMS,isomer #8	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]3O[Si](C)(C)C)=C(O)C=C2O1	3025.2	Semi standard non polar	33892256
Biflorin,2TMS,isomer #9	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]3O)=C(O[Si](C)(C)C)C=C2O1	3103.8	Semi standard non polar	33892256
Biflorin,3TMS,isomer #1	CC1=CC(=O)C2=C(O[Si](C)(C)C)C([C@@H]3O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]3O)=C(O)C=C2O1	3017.4	Semi standard non polar	33892256
Biflorin,3TMS,isomer #10	CC1=CC(=O)C2=C(O[Si](C)(C)C)C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C2O1	3098.0	Semi standard non polar	33892256
Biflorin,3TMS,isomer #11	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]3O)=C(O)C=C2O1	3025.4	Semi standard non polar	33892256
Biflorin,3TMS,isomer #12	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]3O[Si](C)(C)C)=C(O)C=C2O1	3025.5	Semi standard non polar	33892256
Biflorin,3TMS,isomer #13	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]3O)=C(O[Si](C)(C)C)C=C2O1	3059.3	Semi standard non polar	33892256
Biflorin,3TMS,isomer #14	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)=C(O)C=C2O1	3012.5	Semi standard non polar	33892256
Biflorin,3TMS,isomer #15	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O)=C(O[Si](C)(C)C)C=C2O1	3066.3	Semi standard non polar	33892256
Biflorin,3TMS,isomer #16	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]3O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C2O1	3054.1	Semi standard non polar	33892256
Biflorin,3TMS,isomer #17	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)=C(O)C=C2O1	3043.2	Semi standard non polar	33892256
Biflorin,3TMS,isomer #18	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]3O)=C(O[Si](C)(C)C)C=C2O1	3096.5	Semi standard non polar	33892256
Biflorin,3TMS,isomer #19	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]3O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C2O1	3091.0	Semi standard non polar	33892256
Biflorin,3TMS,isomer #2	CC1=CC(=O)C2=C(O[Si](C)(C)C)C([C@@H]3O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O)=C(O)C=C2O1	3025.8	Semi standard non polar	33892256
Biflorin,3TMS,isomer #20	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C2O1	3087.4	Semi standard non polar	33892256
Biflorin,3TMS,isomer #3	CC1=CC(=O)C2=C(O[Si](C)(C)C)C([C@@H]3O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]3O[Si](C)(C)C)=C(O)C=C2O1	3019.7	Semi standard non polar	33892256
Biflorin,3TMS,isomer #4	CC1=CC(=O)C2=C(O[Si](C)(C)C)C([C@@H]3O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]3O)=C(O[Si](C)(C)C)C=C2O1	3077.8	Semi standard non polar	33892256
Biflorin,3TMS,isomer #5	CC1=CC(=O)C2=C(O[Si](C)(C)C)C([C@@H]3O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]3O)=C(O)C=C2O1	3041.9	Semi standard non polar	33892256
Biflorin,3TMS,isomer #6	CC1=CC(=O)C2=C(O[Si](C)(C)C)C([C@@H]3O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]3O[Si](C)(C)C)=C(O)C=C2O1	3043.0	Semi standard non polar	33892256
Biflorin,3TMS,isomer #7	CC1=CC(=O)C2=C(O[Si](C)(C)C)C([C@@H]3O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]3O)=C(O[Si](C)(C)C)C=C2O1	3101.2	Semi standard non polar	33892256
Biflorin,3TMS,isomer #8	CC1=CC(=O)C2=C(O[Si](C)(C)C)C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)=C(O)C=C2O1	3051.4	Semi standard non polar	33892256
Biflorin,3TMS,isomer #9	CC1=CC(=O)C2=C(O[Si](C)(C)C)C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O)=C(O[Si](C)(C)C)C=C2O1	3117.1	Semi standard non polar	33892256
Biflorin,4TMS,isomer #1	CC1=CC(=O)C2=C(O[Si](C)(C)C)C([C@@H]3O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]3O)=C(O)C=C2O1	3036.0	Semi standard non polar	33892256
Biflorin,4TMS,isomer #10	CC1=CC(=O)C2=C(O[Si](C)(C)C)C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C2O1	3107.8	Semi standard non polar	33892256
Biflorin,4TMS,isomer #11	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)=C(O)C=C2O1	3041.1	Semi standard non polar	33892256
Biflorin,4TMS,isomer #12	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]3O)=C(O[Si](C)(C)C)C=C2O1	3066.9	Semi standard non polar	33892256
Biflorin,4TMS,isomer #13	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]3O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C2O1	3067.9	Semi standard non polar	33892256
Biflorin,4TMS,isomer #14	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C2O1	3061.3	Semi standard non polar	33892256
Biflorin,4TMS,isomer #15	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C2O1	3092.0	Semi standard non polar	33892256
Biflorin,4TMS,isomer #2	CC1=CC(=O)C2=C(O[Si](C)(C)C)C([C@@H]3O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]3O[Si](C)(C)C)=C(O)C=C2O1	3037.8	Semi standard non polar	33892256
Biflorin,4TMS,isomer #3	CC1=CC(=O)C2=C(O[Si](C)(C)C)C([C@@H]3O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]3O)=C(O[Si](C)(C)C)C=C2O1	3068.2	Semi standard non polar	33892256
Biflorin,4TMS,isomer #4	CC1=CC(=O)C2=C(O[Si](C)(C)C)C([C@@H]3O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)=C(O)C=C2O1	3033.5	Semi standard non polar	33892256
Biflorin,4TMS,isomer #5	CC1=CC(=O)C2=C(O[Si](C)(C)C)C([C@@H]3O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O)=C(O[Si](C)(C)C)C=C2O1	3080.3	Semi standard non polar	33892256
Biflorin,4TMS,isomer #6	CC1=CC(=O)C2=C(O[Si](C)(C)C)C([C@@H]3O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O)[C@H]3O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C2O1	3070.2	Semi standard non polar	33892256
Biflorin,4TMS,isomer #7	CC1=CC(=O)C2=C(O[Si](C)(C)C)C([C@@H]3O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)=C(O)C=C2O1	3061.0	Semi standard non polar	33892256
Biflorin,4TMS,isomer #8	CC1=CC(=O)C2=C(O[Si](C)(C)C)C([C@@H]3O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]3O)=C(O[Si](C)(C)C)C=C2O1	3099.2	Semi standard non polar	33892256
Biflorin,4TMS,isomer #9	CC1=CC(=O)C2=C(O[Si](C)(C)C)C([C@@H]3O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]3O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C2O1	3096.1	Semi standard non polar	33892256
Biflorin,5TMS,isomer #1	CC1=CC(=O)C2=C(O[Si](C)(C)C)C([C@@H]3O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)=C(O)C=C2O1	3051.1	Semi standard non polar	33892256
Biflorin,5TMS,isomer #2	CC1=CC(=O)C2=C(O[Si](C)(C)C)C([C@@H]3O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]3O)=C(O[Si](C)(C)C)C=C2O1	3081.2	Semi standard non polar	33892256
Biflorin,5TMS,isomer #3	CC1=CC(=O)C2=C(O[Si](C)(C)C)C([C@@H]3O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)[C@H]3O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C2O1	3076.9	Semi standard non polar	33892256
Biflorin,5TMS,isomer #4	CC1=CC(=O)C2=C(O[Si](C)(C)C)C([C@@H]3O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C2O1	3072.3	Semi standard non polar	33892256
Biflorin,5TMS,isomer #5	CC1=CC(=O)C2=C(O[Si](C)(C)C)C([C@@H]3O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C2O1	3101.8	Semi standard non polar	33892256
Biflorin,5TMS,isomer #6	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C2O1	3076.0	Semi standard non polar	33892256
Biflorin,6TMS,isomer #1	CC1=CC(=O)C2=C(O[Si](C)(C)C)C([C@@H]3O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H]3O[Si](C)(C)C)=C(O[Si](C)(C)C)C=C2O1	3095.2	Semi standard non polar	33892256
Biflorin,1TBDMS,isomer #1	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=C(O)C=C2O1	3422.2	Semi standard non polar	33892256
Biflorin,1TBDMS,isomer #2	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]3O)=C(O)C=C2O1	3381.5	Semi standard non polar	33892256
Biflorin,1TBDMS,isomer #3	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]3O)=C(O)C=C2O1	3365.4	Semi standard non polar	33892256
Biflorin,1TBDMS,isomer #4	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O)=C(O)C=C2O1	3374.0	Semi standard non polar	33892256
Biflorin,1TBDMS,isomer #5	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O[Si](C)(C)C(C)(C)C)=C(O)C=C2O1	3348.6	Semi standard non polar	33892256
Biflorin,1TBDMS,isomer #6	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=C(O[Si](C)(C)C(C)(C)C)C=C2O1	3426.9	Semi standard non polar	33892256
Biflorin,2TBDMS,isomer #1	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C([C@@H]3O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]3O)=C(O)C=C2O1	3567.9	Semi standard non polar	33892256
Biflorin,2TBDMS,isomer #10	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O)=C(O)C=C2O1	3539.6	Semi standard non polar	33892256
Biflorin,2TBDMS,isomer #11	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]3O[Si](C)(C)C(C)(C)C)=C(O)C=C2O1	3533.6	Semi standard non polar	33892256
Biflorin,2TBDMS,isomer #12	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]3O)=C(O[Si](C)(C)C(C)(C)C)C=C2O1	3596.2	Semi standard non polar	33892256
Biflorin,2TBDMS,isomer #13	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O[Si](C)(C)C(C)(C)C)=C(O)C=C2O1	3535.6	Semi standard non polar	33892256
Biflorin,2TBDMS,isomer #14	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O)=C(O[Si](C)(C)C(C)(C)C)C=C2O1	3607.1	Semi standard non polar	33892256
Biflorin,2TBDMS,isomer #15	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C2O1	3589.8	Semi standard non polar	33892256
Biflorin,2TBDMS,isomer #2	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C([C@@H]3O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]3O)=C(O)C=C2O1	3579.1	Semi standard non polar	33892256
Biflorin,2TBDMS,isomer #3	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O)=C(O)C=C2O1	3588.9	Semi standard non polar	33892256
Biflorin,2TBDMS,isomer #4	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O[Si](C)(C)C(C)(C)C)=C(O)C=C2O1	3571.4	Semi standard non polar	33892256
Biflorin,2TBDMS,isomer #5	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=C(O[Si](C)(C)C(C)(C)C)C=C2O1	3662.4	Semi standard non polar	33892256
Biflorin,2TBDMS,isomer #6	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]3O)=C(O)C=C2O1	3564.8	Semi standard non polar	33892256
Biflorin,2TBDMS,isomer #7	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O)=C(O)C=C2O1	3544.1	Semi standard non polar	33892256
Biflorin,2TBDMS,isomer #8	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]3O[Si](C)(C)C(C)(C)C)=C(O)C=C2O1	3537.9	Semi standard non polar	33892256
Biflorin,2TBDMS,isomer #9	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]3O)=C(O[Si](C)(C)C(C)(C)C)C=C2O1	3601.9	Semi standard non polar	33892256
Biflorin,3TBDMS,isomer #1	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C([C@@H]3O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]3O)=C(O)C=C2O1	3748.2	Semi standard non polar	33892256
Biflorin,3TBDMS,isomer #10	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C2O1	3834.1	Semi standard non polar	33892256
Biflorin,3TBDMS,isomer #11	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O)=C(O)C=C2O1	3763.6	Semi standard non polar	33892256
Biflorin,3TBDMS,isomer #12	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]3O[Si](C)(C)C(C)(C)C)=C(O)C=C2O1	3766.8	Semi standard non polar	33892256
Biflorin,3TBDMS,isomer #13	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]3O)=C(O[Si](C)(C)C(C)(C)C)C=C2O1	3801.1	Semi standard non polar	33892256
Biflorin,3TBDMS,isomer #14	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O[Si](C)(C)C(C)(C)C)=C(O)C=C2O1	3747.7	Semi standard non polar	33892256
Biflorin,3TBDMS,isomer #15	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O)=C(O[Si](C)(C)C(C)(C)C)C=C2O1	3803.7	Semi standard non polar	33892256
Biflorin,3TBDMS,isomer #16	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]3O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C2O1	3796.3	Semi standard non polar	33892256
Biflorin,3TBDMS,isomer #17	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O[Si](C)(C)C(C)(C)C)=C(O)C=C2O1	3753.5	Semi standard non polar	33892256
Biflorin,3TBDMS,isomer #18	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O)=C(O[Si](C)(C)C(C)(C)C)C=C2O1	3800.3	Semi standard non polar	33892256
Biflorin,3TBDMS,isomer #19	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]3O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C2O1	3803.0	Semi standard non polar	33892256
Biflorin,3TBDMS,isomer #2	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C([C@@H]3O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O)=C(O)C=C2O1	3753.9	Semi standard non polar	33892256
Biflorin,3TBDMS,isomer #20	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C2O1	3800.9	Semi standard non polar	33892256
Biflorin,3TBDMS,isomer #3	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C([C@@H]3O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]3O[Si](C)(C)C(C)(C)C)=C(O)C=C2O1	3744.2	Semi standard non polar	33892256
Biflorin,3TBDMS,isomer #4	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C([C@@H]3O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]3O)=C(O[Si](C)(C)C(C)(C)C)C=C2O1	3816.8	Semi standard non polar	33892256
Biflorin,3TBDMS,isomer #5	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C([C@@H]3O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O)=C(O)C=C2O1	3760.7	Semi standard non polar	33892256
Biflorin,3TBDMS,isomer #6	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C([C@@H]3O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]3O[Si](C)(C)C(C)(C)C)=C(O)C=C2O1	3769.8	Semi standard non polar	33892256
Biflorin,3TBDMS,isomer #7	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C([C@@H]3O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]3O)=C(O[Si](C)(C)C(C)(C)C)C=C2O1	3840.1	Semi standard non polar	33892256
Biflorin,3TBDMS,isomer #8	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O[Si](C)(C)C(C)(C)C)=C(O)C=C2O1	3765.4	Semi standard non polar	33892256
Biflorin,3TBDMS,isomer #9	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O)=C(O[Si](C)(C)C(C)(C)C)C=C2O1	3856.2	Semi standard non polar	33892256
Biflorin,4TBDMS,isomer #1	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C([C@@H]3O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O)=C(O)C=C2O1	3916.3	Semi standard non polar	33892256
Biflorin,4TBDMS,isomer #10	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C2O1	3994.1	Semi standard non polar	33892256
Biflorin,4TBDMS,isomer #11	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O[Si](C)(C)C(C)(C)C)=C(O)C=C2O1	3955.7	Semi standard non polar	33892256
Biflorin,4TBDMS,isomer #12	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O)=C(O[Si](C)(C)C(C)(C)C)C=C2O1	3990.2	Semi standard non polar	33892256
Biflorin,4TBDMS,isomer #13	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]3O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C2O1	3991.5	Semi standard non polar	33892256
Biflorin,4TBDMS,isomer #14	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C2O1	3981.8	Semi standard non polar	33892256
Biflorin,4TBDMS,isomer #15	CC1=CC(=O)C2=C(O)C([C@@H]3O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C2O1	3996.0	Semi standard non polar	33892256
Biflorin,4TBDMS,isomer #2	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C([C@@H]3O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]3O[Si](C)(C)C(C)(C)C)=C(O)C=C2O1	3918.4	Semi standard non polar	33892256
Biflorin,4TBDMS,isomer #3	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C([C@@H]3O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]3O)=C(O[Si](C)(C)C(C)(C)C)C=C2O1	3972.0	Semi standard non polar	33892256
Biflorin,4TBDMS,isomer #4	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C([C@@H]3O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O[Si](C)(C)C(C)(C)C)=C(O)C=C2O1	3914.1	Semi standard non polar	33892256
Biflorin,4TBDMS,isomer #5	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C([C@@H]3O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O)=C(O[Si](C)(C)C(C)(C)C)C=C2O1	3990.0	Semi standard non polar	33892256
Biflorin,4TBDMS,isomer #6	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C([C@@H]3O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)[C@H]3O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C2O1	3977.6	Semi standard non polar	33892256
Biflorin,4TBDMS,isomer #7	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C([C@@H]3O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O[Si](C)(C)C(C)(C)C)=C(O)C=C2O1	3925.8	Semi standard non polar	33892256
Biflorin,4TBDMS,isomer #8	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C([C@@H]3O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]3O)=C(O[Si](C)(C)C(C)(C)C)C=C2O1	3992.5	Semi standard non polar	33892256
Biflorin,4TBDMS,isomer #9	CC1=CC(=O)C2=C(O[Si](C)(C)C(C)(C)C)C([C@@H]3O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H]3O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)C=C2O1	3993.0	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 - Biflorin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0kmi-3192000000-e33e8f253345c2343a74	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Biflorin GC-MS (4 TMS) - 70eV, Positive	splash10-004i-1419677000-b4a1b6c9dc61bf5c2ab8	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Biflorin GC-MS (TBDMS_3_8) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Biflorin GC-MS (TBDMS_4_4) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Biflorin GC-MS (TBDMS_4_7) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Biflorin GC-MS (TBDMS_4_10) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Biflorin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Biflorin GC-MS ("Biflorin,3TBDMS,#8" TMS) - 70eV, Positive	Not Available	2021-10-14	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 - Biflorin 10V, Positive-QTOF	splash10-0a4r-0009000000-7c5bdd4b83da338563e5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biflorin 20V, Positive-QTOF	splash10-052r-2339000000-efa2aee989a1b303bd5d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biflorin 40V, Positive-QTOF	splash10-1003-3491000000-bcec539929c90bbb1f98	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biflorin 10V, Negative-QTOF	splash10-0udi-0119000000-b4342b47a45b898abb77	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biflorin 20V, Negative-QTOF	splash10-0fdx-7698000000-8e6d1ffb6b7a82e1ff5a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biflorin 40V, Negative-QTOF	splash10-0006-9871000000-9f847b72eada14bbedeb	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biflorin 10V, Positive-QTOF	splash10-0a4i-0009000000-fa0d0cea9f3a0dddc092	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biflorin 20V, Positive-QTOF	splash10-0a4r-0493000000-d885fa6857eddd99f2dd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biflorin 40V, Positive-QTOF	splash10-0a4i-2190000000-5a9f5c000a1a6f5d8a6d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biflorin 10V, Negative-QTOF	splash10-0udi-0097000000-9bf75d857b266986f629	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biflorin 20V, Negative-QTOF	splash10-0k96-1392000000-8519fc20d910122e985d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Biflorin 40V, Negative-QTOF	splash10-0a4l-9761000000-be06594f51c9e872150d	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	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

441959

PDB ID

Not Available

ChEBI ID

563990

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1681211

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Vasconcellos MC, Montenegro RC, Militao GC, Fonseca AM, Pessoa OD, Lemos TL, Pessoa C, Moraes MO, Costa-Lotufo LV: Bioactivity of biflorin, a typical o-naphthoquinone isolated from Capraria biflora L. Z Naturforsch C. 2005 May-Jun;60(5-6):394-8. [PubMed:16042338 ]

Showing metabocard for Biflorin (HMDB0002336)

MOL for HMDB0002336 (Biflorin)

3D MOL for HMDB0002336 (Biflorin)

3D SDF for HMDB0002336 (Biflorin)

3D-SDF for HMDB0002336 (Biflorin)

PDB for HMDB0002336 (Biflorin)

3D PDB for HMDB0002336 (Biflorin)

SMILES for HMDB0002336 (Biflorin)

INCHI for HMDB0002336 (Biflorin)

Structure for HMDB0002336 (Biflorin)

3D Structure for HMDB0002336 (Biflorin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra