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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 16:36:01 UTC

Update Date

2021-09-26 23:11:46 UTC

HMDB ID

HMDB0256254

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Pentaerythritol triacrylate

Description

3-hydroxy-2,2-bis[(prop-2-enoyloxy)methyl]propyl prop-2-enoate belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups. Based on a literature review very few articles have been published on 3-hydroxy-2,2-bis[(prop-2-enoyloxy)methyl]propyl prop-2-enoate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Pentaerythritol triacrylate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Pentaerythritol triacrylate 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

HMDB0256254
     RDKit          3D
Pentaerythritol triacrylate
 39 38  0  0  0  0  0  0  0  0999 V2000
   -4.2270   -4.4549   -0.1423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0485   -3.9198    0.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7960   -2.5585   -0.2956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6859   -1.9140   -0.8864 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5651   -1.9952   -0.0258 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2855   -0.6695   -0.4151 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1669   -0.3505    0.0334 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1768   -0.5225    1.5550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7383    0.3677    2.0761 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0326   -1.3564   -0.6177 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3946   -1.3189   -0.4235 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3264   -0.4201   -0.8364 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9830    0.5630   -1.5261 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7406   -0.5536   -0.5038 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6524    0.3098   -0.8975 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3659    1.0824   -0.2860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6240    1.8946    0.4046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5920    3.2712    0.2234 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2775    3.7694   -0.5202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5644    4.0889    0.8996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5474    5.3925    0.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4344   -5.4794    0.1619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0184   -3.9274   -0.6505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2935   -4.5013    0.6318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9802    0.0734   -0.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2469   -0.6131   -1.5222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1020   -1.5458    1.8533 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1728   -0.2993    1.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2975    1.0566    2.5976 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6939   -2.3708   -0.2198 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7558   -1.4451   -1.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0262   -1.4184    0.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3822    1.1622   -1.4907 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6822    0.1721   -0.6294 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3140    1.4374    0.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3059    1.3778   -1.3348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3200    3.6671    1.5446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2641    6.0525    1.2305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8186    5.8957    0.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  3
  7 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  3
  1 22  1  0
  1 23  1  0
  2 24  1  0
  6 25  1  0
  6 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 20 37  1  0
 21 38  1  0
 21 39  1  0
M  END

  Mrv1572004191603242D          

 21 20  0  0  0  0            999 V2000
    0.3020   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7474    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5395    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7474    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3184    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0  0  0  0
  5  2  2  0  0  0  0
  6  3  2  0  0  0  0
 11  4  1  0  0  0  0
 12  5  1  0  0  0  0
 13  6  1  0  0  0  0
 14  7  1  0  0  0  0
 14  8  1  0  0  0  0
 14  9  1  0  0  0  0
 14 10  1  0  0  0  0
 15  7  1  0  0  0  0
 16 11  2  0  0  0  0
 17 12  2  0  0  0  0
 18 13  2  0  0  0  0
 19  8  1  0  0  0  0
 19 11  1  0  0  0  0
 20  9  1  0  0  0  0
 20 12  1  0  0  0  0
 21 10  1  0  0  0  0
 21 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256254

> <DATABASE_NAME>
hmdb

> <SMILES>
OCC(COC(=O)C=C)(COC(=O)C=C)COC(=O)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C14H18O7/c1-4-11(16)19-8-14(7-15,9-20-12(17)5-2)10-21-13(18)6-3/h4-6,15H,1-3,7-10H2

> <INCHI_KEY>
HVVWZTWDBSEWIH-UHFFFAOYSA-N

> <FORMULA>
C14H18O7

> <MOLECULAR_WEIGHT>
298.291

> <EXACT_MASS>
298.10525292

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
29.394603679658392

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-hydroxy-2,2-bis[(prop-2-enoyloxy)methyl]propyl prop-2-enoate

> <ALOGPS_LOGP>
0.90

> <JCHEM_LOGP>
1.553668739333333

> <ALOGPS_LOGS>
-2.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.894876023673536

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8447812272451944

> <JCHEM_POLAR_SURFACE_AREA>
99.13000000000001

> <JCHEM_REFRACTIVITY>
73.12530000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.58e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pentaerythrityl triacrylate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0256254
     RDKit          3D
Pentaerythritol triacrylate
 39 38  0  0  0  0  0  0  0  0999 V2000
   -4.2270   -4.4549   -0.1423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0485   -3.9198    0.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7960   -2.5585   -0.2956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6859   -1.9140   -0.8864 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5651   -1.9952   -0.0258 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2855   -0.6695   -0.4151 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1669   -0.3505    0.0334 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1768   -0.5225    1.5550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7383    0.3677    2.0761 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0326   -1.3564   -0.6177 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3946   -1.3189   -0.4235 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3264   -0.4201   -0.8364 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9830    0.5630   -1.5261 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7406   -0.5536   -0.5038 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6524    0.3098   -0.8975 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3659    1.0824   -0.2860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6240    1.8946    0.4046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5920    3.2712    0.2234 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2775    3.7694   -0.5202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5644    4.0889    0.8996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5474    5.3925    0.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4344   -5.4794    0.1619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0184   -3.9274   -0.6505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2935   -4.5013    0.6318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9802    0.0734   -0.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2469   -0.6131   -1.5222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1020   -1.5458    1.8533 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1728   -0.2993    1.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2975    1.0566    2.5976 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6939   -2.3708   -0.2198 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7558   -1.4451   -1.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0262   -1.4184    0.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3822    1.1622   -1.4907 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6822    0.1721   -0.6294 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3140    1.4374    0.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3059    1.3778   -1.3348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3200    3.6671    1.5446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2641    6.0525    1.2305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8186    5.8957    0.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  3
  7 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  3
  1 22  1  0
  1 23  1  0
  2 24  1  0
  6 25  1  0
  6 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 20 37  1  0
 21 38  1  0
 21 39  1  0
M  END

HEADER    PROTEIN                                 19-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-16         0                                  
HETATM    1  C   UNK     0       0.564  -5.898   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.976   7.438   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.128   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.206  -4.565   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.206   6.105   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.795   3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.540  -0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.976   2.104   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.127   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.564  -3.231   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.976   4.771   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.795   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -2.874   0.770   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       2.104  -3.231   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -2.516   4.771   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       5.128   0.770   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -0.206  -1.897   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -0.206   3.437   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       2.461   0.770   0.000  0.00  0.00           O+0
CONECT    1    4                                                            
CONECT    2    5                                                            
CONECT    3    6                                                            
CONECT    4    1   11                                                       
CONECT    5    2   12                                                       
CONECT    6    3   13                                                       
CONECT    7   14   15                                                       
CONECT    8   14   19                                                       
CONECT    9   14   20                                                       
CONECT   10   14   21                                                       
CONECT   11    4   16   19                                                  
CONECT   12    5   17   20                                                  
CONECT   13    6   18   21                                                  
CONECT   14    7    8    9   10                                             
CONECT   15    7                                                            
CONECT   16   11                                                            
CONECT   17   12                                                            
CONECT   18   13                                                            
CONECT   19    8   11                                                       
CONECT   20    9   12                                                       
CONECT   21   10   13                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   40    0
END

COMPND    HMDB0256254
HETATM    1  C1  UNL     1      -4.227  -4.455  -0.142  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.049  -3.920   0.118  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.796  -2.559  -0.296  1.00  0.00           C  
HETATM    4  O1  UNL     1      -3.686  -1.914  -0.886  1.00  0.00           O  
HETATM    5  O2  UNL     1      -1.565  -1.995  -0.026  1.00  0.00           O  
HETATM    6  C4  UNL     1      -1.286  -0.669  -0.415  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.167  -0.350   0.033  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.177  -0.523   1.555  1.00  0.00           C  
HETATM    9  O3  UNL     1      -0.738   0.368   2.076  1.00  0.00           O  
HETATM   10  C7  UNL     1       1.033  -1.356  -0.618  1.00  0.00           C  
HETATM   11  O4  UNL     1       2.395  -1.319  -0.423  1.00  0.00           O  
HETATM   12  C8  UNL     1       3.326  -0.420  -0.836  1.00  0.00           C  
HETATM   13  O5  UNL     1       2.983   0.563  -1.526  1.00  0.00           O  
HETATM   14  C9  UNL     1       4.741  -0.554  -0.504  1.00  0.00           C  
HETATM   15  C10 UNL     1       5.652   0.310  -0.898  1.00  0.00           C  
HETATM   16  C11 UNL     1       0.366   1.082  -0.286  1.00  0.00           C  
HETATM   17  O6  UNL     1      -0.624   1.895   0.405  1.00  0.00           O  
HETATM   18  C12 UNL     1      -0.592   3.271   0.223  1.00  0.00           C  
HETATM   19  O7  UNL     1       0.277   3.769  -0.520  1.00  0.00           O  
HETATM   20  C13 UNL     1      -1.564   4.089   0.900  1.00  0.00           C  
HETATM   21  C14 UNL     1      -1.547   5.393   0.739  1.00  0.00           C  
HETATM   22  H1  UNL     1      -4.434  -5.479   0.162  1.00  0.00           H  
HETATM   23  H2  UNL     1      -5.018  -3.927  -0.651  1.00  0.00           H  
HETATM   24  H3  UNL     1      -2.294  -4.501   0.632  1.00  0.00           H  
HETATM   25  H4  UNL     1      -1.980   0.073  -0.023  1.00  0.00           H  
HETATM   26  H5  UNL     1      -1.247  -0.613  -1.522  1.00  0.00           H  
HETATM   27  H6  UNL     1      -0.102  -1.546   1.853  1.00  0.00           H  
HETATM   28  H7  UNL     1       1.173  -0.299   1.965  1.00  0.00           H  
HETATM   29  H8  UNL     1      -0.297   1.057   2.598  1.00  0.00           H  
HETATM   30  H9  UNL     1       0.694  -2.371  -0.220  1.00  0.00           H  
HETATM   31  H10 UNL     1       0.756  -1.445  -1.710  1.00  0.00           H  
HETATM   32  H11 UNL     1       5.026  -1.418   0.100  1.00  0.00           H  
HETATM   33  H12 UNL     1       5.382   1.162  -1.491  1.00  0.00           H  
HETATM   34  H13 UNL     1       6.682   0.172  -0.629  1.00  0.00           H  
HETATM   35  H14 UNL     1       1.314   1.437   0.234  1.00  0.00           H  
HETATM   36  H15 UNL     1       0.306   1.378  -1.335  1.00  0.00           H  
HETATM   37  H16 UNL     1      -2.320   3.667   1.545  1.00  0.00           H  
HETATM   38  H17 UNL     1      -2.264   6.052   1.231  1.00  0.00           H  
HETATM   39  H18 UNL     1      -0.819   5.896   0.106  1.00  0.00           H  
CONECT    1    2    2   22   23
CONECT    2    3   24
CONECT    3    4    4    5
CONECT    5    6
CONECT    6    7   25   26
CONECT    7    8   10   16
CONECT    8    9   27   28
CONECT    9   29
CONECT   10   11   30   31
CONECT   11   12
CONECT   12   13   13   14
CONECT   14   15   15   32
CONECT   15   33   34
CONECT   16   17   35   36
CONECT   17   18
CONECT   18   19   19   20
CONECT   20   21   21   37
CONECT   21   38   39
END

HMDB0256254
     RDKit          3D
Pentaerythritol triacrylate
 39 38  0  0  0  0  0  0  0  0999 V2000
   -4.2270   -4.4549   -0.1423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0485   -3.9198    0.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7960   -2.5585   -0.2956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6859   -1.9140   -0.8864 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5651   -1.9952   -0.0258 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2855   -0.6695   -0.4151 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1669   -0.3505    0.0334 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1768   -0.5225    1.5550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7383    0.3677    2.0761 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0326   -1.3564   -0.6177 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3946   -1.3189   -0.4235 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3264   -0.4201   -0.8364 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9830    0.5630   -1.5261 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7406   -0.5536   -0.5038 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6524    0.3098   -0.8975 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3659    1.0824   -0.2860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6240    1.8946    0.4046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5920    3.2712    0.2234 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2775    3.7694   -0.5202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5644    4.0889    0.8996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5474    5.3925    0.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4344   -5.4794    0.1619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0184   -3.9274   -0.6505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2935   -4.5013    0.6318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9802    0.0734   -0.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2469   -0.6131   -1.5222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1020   -1.5458    1.8533 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1728   -0.2993    1.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2975    1.0566    2.5976 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6939   -2.3708   -0.2198 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7558   -1.4451   -1.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0262   -1.4184    0.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3822    1.1622   -1.4907 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6822    0.1721   -0.6294 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3140    1.4374    0.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3059    1.3778   -1.3348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3200    3.6671    1.5446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2641    6.0525    1.2305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8186    5.8957    0.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  3
  7 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  3
  1 22  1  0
  1 23  1  0
  2 24  1  0
  6 25  1  0
  6 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 20 37  1  0
 21 38  1  0
 21 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Hydroxy-2,2-bis[(prop-2-enoyloxy)methyl]propyl prop-2-enoic acid	Generator
PETA	MeSH
Penta-erythritol triacrylate	MeSH
Pentaerythritol triacrylate	MeSH
Pentaerythrityl triacrylate	MeSH
Tetramethylolmethane triacrylate	MeSH
Pentaerythritol triacrylic acid	Generator

Chemical Formula

C₁₄H₁₈O₇

Average Molecular Weight

298.291

Monoisotopic Molecular Weight

298.10525292

IUPAC Name

3-hydroxy-2,2-bis[(prop-2-enoyloxy)methyl]propyl prop-2-enoate

Traditional Name

pentaerythrityl triacrylate

CAS Registry Number

Not Available

SMILES

OCC(COC(=O)C=C)(COC(=O)C=C)COC(=O)C=C

InChI Identifier

InChI=1S/C14H18O7/c1-4-11(16)19-8-14(7-15,9-20-12(17)5-2)10-21-13(18)6-3/h4-6,15H,1-3,7-10H2

InChI Key

HVVWZTWDBSEWIH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tricarboxylic acids and derivatives

Direct Parent

Tricarboxylic acids and derivatives

Alternative Parents

Substituents

Tricarboxylic acid or derivatives
Acrylic acid ester
Acrylic acid or derivatives
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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 (PMID: 31557052)

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	0.9	ALOGPS
logP	1.55	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	14.89	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	99.13 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	73.13 m³·mol⁻¹	ChemAxon
Polarizability	29.39 Å³	ChemAxon
Number of Rings	0	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]+	179.37	30932474
DeepCCS	[M-H]-	177.012	30932474
DeepCCS	[M-2H]-	209.897	30932474
DeepCCS	[M+Na]+	185.463	30932474
AllCCS	[M+H]+	170.1	32859911
AllCCS	[M+H-H2O]+	167.2	32859911
AllCCS	[M+NH4]+	172.8	32859911
AllCCS	[M+Na]+	173.6	32859911
AllCCS	[M-H]-	165.8	32859911
AllCCS	[M+Na-2H]-	166.3	32859911
AllCCS	[M+HCOO]-	166.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pentaerythritol triacrylate	OCC(COC(=O)C=C)(COC(=O)C=C)COC(=O)C=C	2838.2	Standard polar	33892256
Pentaerythritol triacrylate	OCC(COC(=O)C=C)(COC(=O)C=C)COC(=O)C=C	1972.3	Standard non polar	33892256
Pentaerythritol triacrylate	OCC(COC(=O)C=C)(COC(=O)C=C)COC(=O)C=C	2049.3	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 - Pentaerythritol triacrylate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a6r-9030000000-c9f3d7a1a05e136bab63	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pentaerythritol triacrylate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pentaerythritol triacrylate GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pentaerythritol triacrylate GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	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 - Pentaerythritol triacrylate 10V, Positive-QTOF	splash10-055b-2090000000-c954ae4e31471608e215	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentaerythritol triacrylate 20V, Positive-QTOF	splash10-0a4i-5190000000-3aa6a80803ed06a48c56	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentaerythritol triacrylate 40V, Positive-QTOF	splash10-0a4i-9870000000-fc722a054269ef12f2ce	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentaerythritol triacrylate 10V, Negative-QTOF	splash10-0f6t-5090000000-b04afc0999374c039c8d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentaerythritol triacrylate 20V, Negative-QTOF	splash10-0uk9-9160000000-839cdb40a94401abf1fa	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentaerythritol triacrylate 40V, Negative-QTOF	splash10-0udi-9010000000-33b83b321991827e8b34	2016-08-03	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

Not Available

Chemspider ID

17977

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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 Pentaerythritol triacrylate (HMDB0256254)

MOL for HMDB0256254 (Pentaerythritol triacrylate)

3D MOL for HMDB0256254 (Pentaerythritol triacrylate)

3D SDF for HMDB0256254 (Pentaerythritol triacrylate)

3D-SDF for HMDB0256254 (Pentaerythritol triacrylate)

PDB for HMDB0256254 (Pentaerythritol triacrylate)

3D PDB for HMDB0256254 (Pentaerythritol triacrylate)

SMILES for HMDB0256254 (Pentaerythritol triacrylate)

INCHI for HMDB0256254 (Pentaerythritol triacrylate)

Structure for HMDB0256254 (Pentaerythritol triacrylate)

3D Structure for HMDB0256254 (Pentaerythritol triacrylate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra