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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:24:52 UTC

Update Date

2021-09-26 23:01:52 UTC

HMDB ID

HMDB0250411

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Combretastatin

Description

Combretastatin belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. Based on a literature review very few articles have been published on Combretastatin. This compound has been identified in human blood as reported by (PMID: 31557052 ). Combretastatin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Combretastatin is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0250411
     RDKit          3D
Combretastatin
 46 47  0  0  0  0  0  0  0  0999 V2000
    7.3196    0.4421    0.4107 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5315    0.1627   -0.7313 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1692   -0.0435   -0.5509 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5578    0.0126    0.6879 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2122   -0.1908    0.8676 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4014   -0.4659   -0.2114 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9419   -0.6874   -0.0312 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1745    0.5863   -0.1430 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5486    1.5368    0.7993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2830    0.3312   -0.0863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8095   -0.9214   -0.0921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1755   -1.1749   -0.0412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6725   -2.4679   -0.0492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7379   -3.5263   -0.1111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0544   -0.1138    0.0185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4246   -0.3786    0.0693 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0316   -0.5331    1.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5474    1.1719    0.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4662    2.2044    0.0866 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0226    3.5491    0.0979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1743    1.3989   -0.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9773   -0.5288   -1.4561 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3273   -0.3214   -1.6105 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9515   -0.3782   -2.8714 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8373    1.3063    0.9182 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3452    0.7006    0.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2929   -0.4648    1.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1972    0.2295    1.5387 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7628   -0.1370    1.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6379   -1.3323   -0.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7352   -1.1741    0.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3963    1.0228   -1.1549 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0271    2.3134    0.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1744   -1.7772   -0.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2252   -4.5091   -0.0192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1419   -3.4247   -1.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0129   -3.4390    0.7269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7102    0.3283    1.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6342   -1.4852    1.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2877   -0.5921    2.1593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2629    3.6765   -0.7031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8515    4.2524   -0.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5985    3.7407    1.1113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8091    2.4204   -0.0185 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4043   -0.7400   -2.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3591   -0.5792   -3.6601 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
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  2  0
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 16 17  1  0
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 18 19  1  0
 19 20  1  0
 18 21  2  0
  6 22  1  0
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 23 24  1  0
 23  3  1  0
 21 10  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  5 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  9 33  1  0
 11 34  1  0
 14 35  1  0
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 14 37  1  0
 17 38  1  0
 17 39  1  0
 17 40  1  0
 20 41  1  0
 20 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  1  0
 24 46  1  0
M  END

  Mrv1533004241500372D          

 24 25  0  0  0  0            999 V2000
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 18 21  2  0  0  0  0
 10 21  1  0  0  0  0
  6 22  1  0  0  0  0
 22 23  2  0  0  0  0
  3 23  1  0  0  0  0
 23 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250411

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C18H22O6/c1-21-15-6-5-11(8-14(15)20)7-13(19)12-9-16(22-2)18(24-4)17(10-12)23-3/h5-6,8-10,13,19-20H,7H2,1-4H3

> <INCHI_KEY>
LGZKGOGODCLQHG-UHFFFAOYSA-N

> <FORMULA>
C18H22O6

> <MOLECULAR_WEIGHT>
334.368

> <EXACT_MASS>
334.141638428

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
34.175583956151634

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[2-hydroxy-2-(3,4,5-trimethoxyphenyl)ethyl]-2-methoxyphenol

> <ALOGPS_LOGP>
2.23

> <JCHEM_LOGP>
2.3445470566666664

> <ALOGPS_LOGS>
-3.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.306262343593033

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.98786823758629

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1147028540248414

> <JCHEM_POLAR_SURFACE_AREA>
77.38000000000001

> <JCHEM_REFRACTIVITY>
89.7454

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.45e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
combretastatin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0250411
     RDKit          3D
Combretastatin
 46 47  0  0  0  0  0  0  0  0999 V2000
    7.3196    0.4421    0.4107 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5315    0.1627   -0.7313 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1692   -0.0435   -0.5509 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5578    0.0126    0.6879 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2122   -0.1908    0.8676 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4014   -0.4659   -0.2114 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9419   -0.6874   -0.0312 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1745    0.5863   -0.1430 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5486    1.5368    0.7993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2830    0.3312   -0.0863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8095   -0.9214   -0.0921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1755   -1.1749   -0.0412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6725   -2.4679   -0.0492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7379   -3.5263   -0.1111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0544   -0.1138    0.0185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4246   -0.3786    0.0693 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0316   -0.5331    1.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5474    1.1719    0.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4662    2.2044    0.0866 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0226    3.5491    0.0979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1743    1.3989   -0.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9773   -0.5288   -1.4561 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3273   -0.3214   -1.6105 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9515   -0.3782   -2.8714 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8373    1.3063    0.9182 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3452    0.7006    0.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2929   -0.4648    1.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1972    0.2295    1.5387 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7628   -0.1370    1.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6379   -1.3323   -0.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7352   -1.1741    0.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3963    1.0228   -1.1549 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0271    2.3134    0.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1744   -1.7772   -0.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2252   -4.5091   -0.0192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1419   -3.4247   -1.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0129   -3.4390    0.7269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7102    0.3283    1.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6342   -1.4852    1.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2877   -0.5921    2.1593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2629    3.6765   -0.7031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8515    4.2524   -0.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5985    3.7407    1.1113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8091    2.4204   -0.0185 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4043   -0.7400   -2.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3591   -0.5792   -3.6601 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
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  2  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
  6 22  1  0
 22 23  2  0
 23 24  1  0
 23  3  1  0
 21 10  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  5 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  9 33  1  0
 11 34  1  0
 14 35  1  0
 14 36  1  0
 14 37  1  0
 17 38  1  0
 17 39  1  0
 17 40  1  0
 20 41  1  0
 20 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  1  0
 24 46  1  0
M  END

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.335  -9.240   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335 -12.320   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335 -13.860   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       6.668 -14.630   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.668 -16.170   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001 -14.630   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       4.001 -16.170   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.335 -16.940   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667 -13.860   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.334 -14.630   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -0.000 -13.860   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   23                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   22                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   21                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   15   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   18   10                                                       
CONECT   22    6   23                                                       
CONECT   23   22    3   24                                                  
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

COMPND    HMDB0250411
HETATM    1  C1  UNL     1       7.320   0.442   0.411  1.00  0.00           C  
HETATM    2  O1  UNL     1       6.531   0.163  -0.731  1.00  0.00           O  
HETATM    3  C2  UNL     1       5.169  -0.044  -0.551  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.558   0.013   0.688  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.212  -0.191   0.868  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.401  -0.466  -0.211  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.942  -0.687  -0.031  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.174   0.586  -0.143  1.00  0.00           C  
HETATM    9  O2  UNL     1       0.549   1.537   0.799  1.00  0.00           O  
HETATM   10  C8  UNL     1      -1.283   0.331  -0.086  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.809  -0.921  -0.092  1.00  0.00           C  
HETATM   12  C10 UNL     1      -3.176  -1.175  -0.041  1.00  0.00           C  
HETATM   13  O3  UNL     1      -3.673  -2.468  -0.049  1.00  0.00           O  
HETATM   14  C11 UNL     1      -2.738  -3.526  -0.111  1.00  0.00           C  
HETATM   15  C12 UNL     1      -4.054  -0.114   0.018  1.00  0.00           C  
HETATM   16  O4  UNL     1      -5.425  -0.379   0.069  1.00  0.00           O  
HETATM   17  C13 UNL     1      -6.032  -0.533   1.344  1.00  0.00           C  
HETATM   18  C14 UNL     1      -3.547   1.172   0.026  1.00  0.00           C  
HETATM   19  O5  UNL     1      -4.466   2.204   0.087  1.00  0.00           O  
HETATM   20  C15 UNL     1      -4.023   3.549   0.098  1.00  0.00           C  
HETATM   21  C16 UNL     1      -2.174   1.399  -0.026  1.00  0.00           C  
HETATM   22  C17 UNL     1       2.977  -0.529  -1.456  1.00  0.00           C  
HETATM   23  C18 UNL     1       4.327  -0.321  -1.611  1.00  0.00           C  
HETATM   24  O6  UNL     1       4.951  -0.378  -2.871  1.00  0.00           O  
HETATM   25  H1  UNL     1       6.837   1.306   0.918  1.00  0.00           H  
HETATM   26  H2  UNL     1       8.345   0.701   0.087  1.00  0.00           H  
HETATM   27  H3  UNL     1       7.293  -0.465   1.055  1.00  0.00           H  
HETATM   28  H4  UNL     1       5.197   0.230   1.539  1.00  0.00           H  
HETATM   29  H5  UNL     1       2.763  -0.137   1.876  1.00  0.00           H  
HETATM   30  H6  UNL     1       0.638  -1.332  -0.906  1.00  0.00           H  
HETATM   31  H7  UNL     1       0.735  -1.174   0.940  1.00  0.00           H  
HETATM   32  H8  UNL     1       0.396   1.023  -1.155  1.00  0.00           H  
HETATM   33  H9  UNL     1       1.027   2.313   0.376  1.00  0.00           H  
HETATM   34  H10 UNL     1      -1.174  -1.777  -0.136  1.00  0.00           H  
HETATM   35  H11 UNL     1      -3.225  -4.509  -0.019  1.00  0.00           H  
HETATM   36  H12 UNL     1      -2.142  -3.425  -1.058  1.00  0.00           H  
HETATM   37  H13 UNL     1      -2.013  -3.439   0.727  1.00  0.00           H  
HETATM   38  H14 UNL     1      -6.710   0.328   1.514  1.00  0.00           H  
HETATM   39  H15 UNL     1      -6.634  -1.485   1.333  1.00  0.00           H  
HETATM   40  H16 UNL     1      -5.288  -0.592   2.159  1.00  0.00           H  
HETATM   41  H17 UNL     1      -3.263   3.677  -0.703  1.00  0.00           H  
HETATM   42  H18 UNL     1      -4.851   4.252  -0.132  1.00  0.00           H  
HETATM   43  H19 UNL     1      -3.599   3.741   1.111  1.00  0.00           H  
HETATM   44  H20 UNL     1      -1.809   2.420  -0.018  1.00  0.00           H  
HETATM   45  H21 UNL     1       2.404  -0.740  -2.349  1.00  0.00           H  
HETATM   46  H22 UNL     1       4.359  -0.579  -3.660  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3
CONECT    3    4    4   23
CONECT    4    5   28
CONECT    5    6    6   29
CONECT    6    7   22
CONECT    7    8   30   31
CONECT    8    9   10   32
CONECT    9   33
CONECT   10   11   11   21
CONECT   11   12   34
CONECT   12   13   15   15
CONECT   13   14
CONECT   14   35   36   37
CONECT   15   16   18
CONECT   16   17
CONECT   17   38   39   40
CONECT   18   19   21   21
CONECT   19   20
CONECT   20   41   42   43
CONECT   21   44
CONECT   22   23   23   45
CONECT   23   24
CONECT   24   46
END

HMDB0250411
     RDKit          3D
Combretastatin
 46 47  0  0  0  0  0  0  0  0999 V2000
    7.3196    0.4421    0.4107 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5315    0.1627   -0.7313 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1692   -0.0435   -0.5509 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5578    0.0126    0.6879 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2122   -0.1908    0.8676 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4014   -0.4659   -0.2114 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9419   -0.6874   -0.0312 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1745    0.5863   -0.1430 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5486    1.5368    0.7993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2830    0.3312   -0.0863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8095   -0.9214   -0.0921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1755   -1.1749   -0.0412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6725   -2.4679   -0.0492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7379   -3.5263   -0.1111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0544   -0.1138    0.0185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4246   -0.3786    0.0693 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0316   -0.5331    1.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5474    1.1719    0.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4662    2.2044    0.0866 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0226    3.5491    0.0979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1743    1.3989   -0.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9773   -0.5288   -1.4561 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3273   -0.3214   -1.6105 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9515   -0.3782   -2.8714 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8373    1.3063    0.9182 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3452    0.7006    0.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2929   -0.4648    1.0549 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1972    0.2295    1.5387 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7628   -0.1370    1.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6379   -1.3323   -0.9062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7352   -1.1741    0.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3963    1.0228   -1.1549 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0271    2.3134    0.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1744   -1.7772   -0.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2252   -4.5091   -0.0192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1419   -3.4247   -1.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0129   -3.4390    0.7269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7102    0.3283    1.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6342   -1.4852    1.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2877   -0.5921    2.1593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2629    3.6765   -0.7031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8515    4.2524   -0.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5985    3.7407    1.1113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8091    2.4204   -0.0185 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4043   -0.7400   -2.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3591   -0.5792   -3.6601 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
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  2  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  2  0
  6 22  1  0
 22 23  2  0
 23 24  1  0
 23  3  1  0
 21 10  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  5 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  9 33  1  0
 11 34  1  0
 14 35  1  0
 14 36  1  0
 14 37  1  0
 17 38  1  0
 17 39  1  0
 17 40  1  0
 20 41  1  0
 20 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  1  0
 24 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Hydroxy-4-methoxy-alpha-(3,4,5-trimethoxyphenyl)benzeneethanol	MeSH

Chemical Formula

C₁₈H₂₂O₆

Average Molecular Weight

334.368

Monoisotopic Molecular Weight

334.141638428

IUPAC Name

5-[2-hydroxy-2-(3,4,5-trimethoxyphenyl)ethyl]-2-methoxyphenol

Traditional Name

combretastatin

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C18H22O6/c1-21-15-6-5-11(8-14(15)20)7-13(19)12-9-16(22-2)18(24-4)17(10-12)23-3/h5-6,8-10,13,19-20H,7H2,1-4H3

InChI Key

LGZKGOGODCLQHG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Not Available

Direct Parent

Stilbenes

Alternative Parents

Substituents

Stilbene
Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Benzenoid
Monocyclic benzene moiety
Secondary alcohol
Ether
Alcohol
Aromatic alcohol
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0250411)

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	2.23	ALOGPS
logP	2.34	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	9.99	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	77.38 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	89.75 m³·mol⁻¹	ChemAxon
Polarizability	34.18 Å³	ChemAxon
Number of Rings	2	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
DeepCCS	[M+H]+	173.881	30932474
DeepCCS	[M-H]-	171.523	30932474
DeepCCS	[M-2H]-	205.572	30932474
DeepCCS	[M+Na]+	181.244	30932474
AllCCS	[M+H]+	180.9	32859911
AllCCS	[M+H-H2O]+	177.7	32859911
AllCCS	[M+NH4]+	184.0	32859911
AllCCS	[M+Na]+	184.8	32859911
AllCCS	[M-H]-	183.2	32859911
AllCCS	[M+Na-2H]-	183.4	32859911
AllCCS	[M+HCOO]-	183.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Combretastatin	COC1=CC=C(CC(O)C2=CC(OC)=C(OC)C(OC)=C2)C=C1O	4340.4	Standard polar	33892256
Combretastatin	COC1=CC=C(CC(O)C2=CC(OC)=C(OC)C(OC)=C2)C=C1O	2730.0	Standard non polar	33892256
Combretastatin	COC1=CC=C(CC(O)C2=CC(OC)=C(OC)C(OC)=C2)C=C1O	2772.6	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 - Combretastatin GC-MS (Non-derivatized) - 70eV, Positive	splash10-014j-0902000000-b061e9f99a813c252d3e	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Combretastatin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Combretastatin GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Combretastatin GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Combretastatin GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Combretastatin GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Combretastatin GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Combretastatin GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	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 - Combretastatin 10V, Positive-QTOF	splash10-014r-0906000000-649633c80f55d6852a31	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Combretastatin 20V, Positive-QTOF	splash10-014r-1932000000-7a27d25254d137963042	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Combretastatin 40V, Positive-QTOF	splash10-0002-1492000000-8e1ecee2634c3f3cc5e4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Combretastatin 10V, Negative-QTOF	splash10-001i-0009000000-329c077f77b5e51ff321	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Combretastatin 20V, Negative-QTOF	splash10-0fs9-0795000000-f84c0f4ce2295185c261	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Combretastatin 40V, Negative-QTOF	splash10-001u-1792000000-2d59074f3dfbaca9f6b0	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

C00015203

Chemspider ID

297705

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Combretastatin

METLIN ID

Not Available

PubChem Compound

335929

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Combretastatin (HMDB0250411)

MOL for HMDB0250411 (Combretastatin)

3D MOL for HMDB0250411 (Combretastatin)

3D SDF for HMDB0250411 (Combretastatin)

3D-SDF for HMDB0250411 (Combretastatin)

PDB for HMDB0250411 (Combretastatin)

3D PDB for HMDB0250411 (Combretastatin)

SMILES for HMDB0250411 (Combretastatin)

INCHI for HMDB0250411 (Combretastatin)

Structure for HMDB0250411 (Combretastatin)

3D Structure for HMDB0250411 (Combretastatin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra