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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 12:48:08 UTC

Update Date

2021-09-24 12:48:08 UTC

HMDB ID

HMDB0304826

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Bromelains

Description

Enzymes occurring in pineapple juice (Ananas sativus); used in tenderising meat and chill-proofing beer [DFC]. Along with papain, bromelain is one of the most popular substances to use for meat tenderizing.; Bromelain can refer to one of two protease enzymes extracted from the plant family Bromeliaceae, or it can refer to a combination of those enzymes along with other compounds produced in an extract. [BioSpider]. Bromelains is found in pineapple and fruits.

Structure

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

HMDB0304826
     RDKit          3D
Bromelains
 34 33  0  0  0  0  0  0  0  0999 V2000
    3.8274    0.8974    0.3903 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7103   -0.0306   -0.0050 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3581    0.4644    0.4189 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3526   -0.6242   -0.0782 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5375   -0.6370   -1.5523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0218   -0.2602    0.4302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1178   -1.2262    0.1098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4786   -1.5454   -1.2716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9995   -0.1886    1.9224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6773   -1.3391    2.6754 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.2613    0.8759    2.5490 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6003    2.1101    1.9307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8441    3.1089    2.6311 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6329    2.0982    0.5250 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3768    1.0515   -0.1564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4413    1.1807   -1.5712 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    4.0652    1.5509   -0.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7411    0.2582    0.5343 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6330    1.4675    1.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7595   -0.1866   -1.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8324   -1.0479    0.4479 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1054    1.4217   -0.0542 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2444    0.5504    1.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6650   -1.5391    0.4578 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3005   -1.4163   -1.8081 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0250    0.3256   -1.9307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3404   -0.8105   -2.1449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9448   -2.2155    0.6356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0810   -0.8612    0.6197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6373   -0.6950   -1.9572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9148   -2.4046   -1.7400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5471   -2.0066   -1.2433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2402    1.6734   -1.9886 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 15  6  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  5 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
  8 33  1  0
 16 34  1  0
M  CHG  2  10  -1  17   1
M  END


  Mrv0541 08221314522D          

 17 16  0  0  0  0            999 V2000
   -0.4011    2.7471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4379    0.4214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2476    0.4214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6833    1.9719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6255    0.5647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1530    1.3399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4351    0.5647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8096   -0.4798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6193   -0.4798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0952   -1.7173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0952   -0.0673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8096   -1.3048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6193   -1.3048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5241   -0.0673    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -1.3338   -0.0673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0952   -2.5423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7634    0.0000    0.0000 Na  0  3  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  4  1  0  0  0  0
  7  3  1  0  0  0  0
  7  6  1  0  0  0  0
 11  5  1  0  0  0  0
 11  7  1  0  0  0  0
 11  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12  8  2  0  0  0  0
 12 10  1  0  0  0  0
 13  9  2  0  0  0  0
 13 10  1  0  0  0  0
 14  8  1  0  0  0  0
 15  9  1  0  0  0  0
 16 10  2  0  0  0  0
M  CHG  2  14  -1  17   1
M  END
> <DATABASE_ID>
HMDB0304826

> <DATABASE_NAME>
hmdb

> <SMILES>
[Na+].CCCC(C)C1(CC)C(O)=NC(=O)N=C1[O-]

> <INCHI_IDENTIFIER>
InChI=1S/C11H18N2O3.Na/c1-4-6-7(3)11(5-2)8(14)12-10(16)13-9(11)15;/h7H,4-6H2,1-3H3,(H2,12,13,14,15,16);/q;+1/p-1

> <INCHI_KEY>
QGMRQYFBGABWDR-UHFFFAOYSA-M

> <FORMULA>
C11H17N2NaO3

> <MOLECULAR_WEIGHT>
248.254

> <EXACT_MASS>
248.113687095

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
22.827140491907613

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
sodium 5-ethyl-6-hydroxy-2-oxo-5-(pentan-2-yl)-2,5-dihydropyrimidin-4-olate

> <ALOGPS_LOGP>
2.22

> <JCHEM_LOGP>
2.6282528553333337

> <ALOGPS_LOGS>
-3.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.062877695474928

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.74036738488091

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9856123745231167

> <JCHEM_POLAR_SURFACE_AREA>
85.08000000000001

> <JCHEM_REFRACTIVITY>
69.1966

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.48e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
sodium 5-ethyl-6-hydroxy-2-oxo-5-(pentan-2-yl)pyrimidin-4-olate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304826
     RDKit          3D
Bromelains
 34 33  0  0  0  0  0  0  0  0999 V2000
    3.8274    0.8974    0.3903 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7103   -0.0306   -0.0050 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3581    0.4644    0.4189 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3526   -0.6242   -0.0782 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5375   -0.6370   -1.5523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0218   -0.2602    0.4302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1178   -1.2262    0.1098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4786   -1.5454   -1.2716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9995   -0.1886    1.9224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6773   -1.3391    2.6754 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.2613    0.8759    2.5490 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6003    2.1101    1.9307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8441    3.1089    2.6311 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6329    2.0982    0.5250 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3768    1.0515   -0.1564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4413    1.1807   -1.5712 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    4.0652    1.5509   -0.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7411    0.2582    0.5343 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6330    1.4675    1.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7595   -0.1866   -1.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8324   -1.0479    0.4479 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1054    1.4217   -0.0542 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2444    0.5504    1.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6650   -1.5391    0.4578 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3005   -1.4163   -1.8081 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0250    0.3256   -1.9307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3404   -0.8105   -2.1449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9448   -2.2155    0.6356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0810   -0.8612    0.6197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6373   -0.6950   -1.9572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9148   -2.4046   -1.7400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5471   -2.0066   -1.2433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2402    1.6734   -1.9886 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 15  6  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  5 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
  8 33  1  0
 16 34  1  0
M  CHG  2  10  -1  17   1
M  END

HEADER    PROTEIN                                 22-AUG-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-AUG-13         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   14  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O-1
HETATM   15  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   17 Na   UNK     0       0.000   0.000   0.000  0.00  0.00          Na+1
CONECT    1    4                                                            
CONECT    2    5                                                            
CONECT    3    7                                                            
CONECT    4    1    6                                                       
CONECT    5    2   11                                                       
CONECT    6    4    7                                                       
CONECT    7    3    6   11                                                  
CONECT    8   11   12   14                                                  
CONECT    9   11   13   15                                                  
CONECT   10   12   13   16                                                  
CONECT   11    5    7    8    9                                             
CONECT   12    8   10                                                       
CONECT   13    9   10                                                       
CONECT   14    8                                                            
CONECT   15    9                                                            
CONECT   16   10                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

COMPND    HMDB0304826
HETATM    1  C1  UNL     1       3.827   0.897   0.390  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.710  -0.031  -0.005  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.358   0.464   0.419  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.353  -0.624  -0.078  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.537  -0.637  -1.552  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.022  -0.260   0.430  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.118  -1.226   0.110  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.479  -1.545  -1.272  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.000  -0.189   1.922  1.00  0.00           C  
HETATM   10  O1  UNL     1      -0.677  -1.339   2.675  1.00  0.00           O1-
HETATM   11  N1  UNL     1      -1.261   0.876   2.549  1.00  0.00           N  
HETATM   12  C10 UNL     1      -1.600   2.110   1.931  1.00  0.00           C  
HETATM   13  O2  UNL     1      -1.844   3.109   2.631  1.00  0.00           O  
HETATM   14  N2  UNL     1      -1.633   2.098   0.525  1.00  0.00           N  
HETATM   15  C11 UNL     1      -1.377   1.052  -0.156  1.00  0.00           C  
HETATM   16  O3  UNL     1      -1.441   1.181  -1.571  1.00  0.00           O  
HETATM   17 NA1  UNL     1       0.000   0.000   0.000  1.00  0.00          NA1+
HETATM   18  H1  UNL     1       4.065   1.551  -0.490  1.00  0.00           H  
HETATM   19  H2  UNL     1       4.741   0.258   0.534  1.00  0.00           H  
HETATM   20  H3  UNL     1       3.633   1.467   1.303  1.00  0.00           H  
HETATM   21  H4  UNL     1       2.759  -0.187  -1.095  1.00  0.00           H  
HETATM   22  H5  UNL     1       2.832  -1.048   0.448  1.00  0.00           H  
HETATM   23  H6  UNL     1       1.105   1.422  -0.054  1.00  0.00           H  
HETATM   24  H7  UNL     1       1.244   0.550   1.506  1.00  0.00           H  
HETATM   25  H8  UNL     1       0.665  -1.539   0.458  1.00  0.00           H  
HETATM   26  H9  UNL     1       1.300  -1.416  -1.808  1.00  0.00           H  
HETATM   27  H10 UNL     1       1.025   0.326  -1.931  1.00  0.00           H  
HETATM   28  H11 UNL     1      -0.340  -0.811  -2.145  1.00  0.00           H  
HETATM   29  H12 UNL     1      -1.945  -2.216   0.636  1.00  0.00           H  
HETATM   30  H13 UNL     1      -3.081  -0.861   0.620  1.00  0.00           H  
HETATM   31  H14 UNL     1      -2.637  -0.695  -1.957  1.00  0.00           H  
HETATM   32  H15 UNL     1      -1.915  -2.405  -1.740  1.00  0.00           H  
HETATM   33  H16 UNL     1      -3.547  -2.007  -1.243  1.00  0.00           H  
HETATM   34  H17 UNL     1      -2.240   1.673  -1.989  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3   21   22
CONECT    3    4   23   24
CONECT    4    5    6   25
CONECT    5   26   27   28
CONECT    6    7    9   15
CONECT    7    8   29   30
CONECT    8   31   32   33
CONECT    9   10   11   11
CONECT   11   12
CONECT   12   13   13   14
CONECT   14   15   15
CONECT   15   16
CONECT   16   34
END

HMDB0304826
     RDKit          3D
Bromelains
 34 33  0  0  0  0  0  0  0  0999 V2000
    3.8274    0.8974    0.3903 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7103   -0.0306   -0.0050 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3581    0.4644    0.4189 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3526   -0.6242   -0.0782 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5375   -0.6370   -1.5523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0218   -0.2602    0.4302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1178   -1.2262    0.1098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4786   -1.5454   -1.2716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9995   -0.1886    1.9224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6773   -1.3391    2.6754 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.2613    0.8759    2.5490 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6003    2.1101    1.9307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8441    3.1089    2.6311 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6329    2.0982    0.5250 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3768    1.0515   -0.1564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4413    1.1807   -1.5712 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    4.0652    1.5509   -0.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7411    0.2582    0.5343 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6330    1.4675    1.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7595   -0.1866   -1.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8324   -1.0479    0.4479 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1054    1.4217   -0.0542 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2444    0.5504    1.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6650   -1.5391    0.4578 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3005   -1.4163   -1.8081 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0250    0.3256   -1.9307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3404   -0.8105   -2.1449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9448   -2.2155    0.6356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0810   -0.8612    0.6197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6373   -0.6950   -1.9572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9148   -2.4046   -1.7400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5471   -2.0066   -1.2433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2402    1.6734   -1.9886 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 15  6  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  5 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
  8 33  1  0
 16 34  1  0
M  CHG  2  10  -1  17   1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Nembutal sodium	Kegg
Sodium 5-ethyl-6-hydroxy-2-oxo-5-(pentan-2-yl)-2,5-dihydropyrimidin-4-olic acid	Generator
Monosodium salt pentobarbital	MeSH
Pentobarbital	MeSH
Pentobarbitone	MeSH
Sagatal	MeSH
Diabutal	MeSH
Mebubarbital	MeSH
Nembutal	MeSH
Mebumal	MeSH
Etaminal	MeSH
Ethaminal	MeSH
Pentobarbital, monosodium salt	MeSH

Chemical Formula

C₁₁H₁₇N₂NaO₃

Average Molecular Weight

248.254

Monoisotopic Molecular Weight

248.113687095

IUPAC Name

sodium 5-ethyl-6-hydroxy-2-oxo-5-(pentan-2-yl)-2,5-dihydropyrimidin-4-olate

Traditional Name

sodium 5-ethyl-6-hydroxy-2-oxo-5-(pentan-2-yl)pyrimidin-4-olate

CAS Registry Number

Not Available

SMILES

[Na+].CCCC(C)C1(CC)C(O)=NC(=O)N=C1[O-]

InChI Identifier

InChI=1S/C11H18N2O3.Na/c1-4-6-7(3)11(5-2)8(14)12-10(16)13-9(11)15;/h7H,4-6H2,1-3H3,(H2,12,13,14,15,16);/q;+1/p-1

InChI Key

QGMRQYFBGABWDR-UHFFFAOYSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as barbituric acid derivatives. Barbituric acid derivatives are compounds containing a perhydropyrimidine ring substituted at C-2, -4 and -6 by oxo groups.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazines

Sub Class

Pyrimidines and pyrimidine derivatives

Direct Parent

Barbituric acid derivatives

Alternative Parents

Substituents

Barbiturate
N-acyl urea
Ureide
1,3-diazinane
Dicarboximide
Carbonic acid derivative
Carboxylic acid derivative
Azacycle
Carbene-type 1,3-dipolar compound
Organic 1,3-dipolar compound
Organic alkali metal salt
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Organic salt
Organic sodium salt
Organic oxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

organic molecular entity (CHEBI:7984 )

Ontology

Not Available

Pineapple (FooDB: FOOD00012)

Fruits (FooDB: FOOD00871)

Process

Not Available

Role

Industrial application

Manufacturing industry

Material processing agent

Coloring agent

Fluorescent agent

analgesic (HMDB: HMDB0304826)
hormone antagonist (HMDB: HMDB0304826)
antineoplastic agent (HMDB: HMDB0304826)
laxative (HMDB: HMDB0304826)
mucolytic (HMDB: HMDB0304826)
vulnerary (HMDB: HMDB0304826)

Agriculture

Pesticide

Insecticide

nematicide (HMDB: HMDB0304826)
pesticide (HMDB: HMDB0304826)

Biological role

analgesic (HMDB: HMDB0304826)
anorectic (HMDB: HMDB0304826)
anti aggregant (HMDB: HMDB0304826)
anti anginal (HMDB: HMDB0304826)
anti appetant (HMDB: HMDB0304826)
anti arthritic (HMDB: HMDB0304826)
anti bacterial (HMDB: HMDB0304826)
anti bronchitic (HMDB: HMDB0304826)
anti cellulitic (HMDB: HMDB0304826)
anti dysmenorrheic (HMDB: HMDB0304826)
anti dyspeptic (HMDB: HMDB0304826)
anti ecchymotic (HMDB: HMDB0304826)
anti edemic (HMDB: HMDB0304826)
anti episiotomic (HMDB: HMDB0304826)
anti infective (HMDB: HMDB0304826)
anti inflammatory (HMDB: HMDB0304826)
anti leukemic (HMDB: HMDB0304826)
anti metastatic (HMDB: HMDB0304826)
anti plaque (HMDB: HMDB0304826)
anti pneumonic (HMDB: HMDB0304826)
anti proliferant (HMDB: HMDB0304826)
hormone antagonist (HMDB: HMDB0304826)
anti radiation (HMDB: HMDB0304826)
anti sclerodermic (HMDB: HMDB0304826)
anti sinusitic (HMDB: HMDB0304826)
anti spasmodic (HMDB: HMDB0304826)
anti thrombophlebitic (HMDB: HMDB0304826)
anti thrombotic (HMDB: HMDB0304826)
antitumor (HMDB: HMDB0304826)
anti tussive (HMDB: HMDB0304826)
anti ulcer (HMDB: HMDB0304826)
chitinolytic (HMDB: HMDB0304826)
chitosanolytic (HMDB: HMDB0304826)
differentiator (HMDB: HMDB0304826)
digestive (HMDB: HMDB0304826)
emetic (HMDB: HMDB0304826)
fibrinolytic (HMDB: HMDB0304826)
hypotensive (HMDB: HMDB0304826)
lipolytic (HMDB: HMDB0304826)
myorelaxant (HMDB: HMDB0304826)
proliferant (HMDB: HMDB0304826)
proteolytic (HMDB: HMDB0304826)
vermifuge (HMDB: HMDB0304826)

Modulator

Inhibitor

Enzyme inhibitor

prostaglandin-synthetase inhibitor (HMDB: HMDB0304826)

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	2.22	ALOGPS
logP	2.63	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	5.74	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	85.08 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	69.2 m³·mol⁻¹	ChemAxon
Polarizability	22.83 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	180.611	32859911
AllCCS	[M+H-H2O]+	177.439	32859911
AllCCS	[M+Na]+	184.396	32859911
AllCCS	[M+NH4]+	183.551	32859911
AllCCS	[M-H]-	153.749	32859911
AllCCS	[M+Na-2H]-	154.429	32859911
AllCCS	[M+HCOO]-	155.277	32859911
DeepCCS	[M+H]+	158.551	30932474
DeepCCS	[M-H]-	156.193	30932474
DeepCCS	[M-2H]-	189.935	30932474
DeepCCS	[M+Na]+	165.491	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bromelains 10V, Positive-QTOF	splash10-0002-7190000000-eec15e20d0a156e71f22	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bromelains 20V, Positive-QTOF	splash10-052g-9770000000-bd1aa3d56755cce16058	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bromelains 40V, Positive-QTOF	splash10-0006-9000000000-27b3b12bd8afcfd82ded	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bromelains 10V, Negative-QTOF	splash10-000w-3590000000-c300861382ca87b5ed29	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bromelains 20V, Negative-QTOF	splash10-0006-9300000000-5e32d57457c911eb7d06	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bromelains 40V, Negative-QTOF	splash10-0006-9700000000-5a466fde2779164bb06a	2019-02-23	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

DBSALT000442

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001083

KNApSAcK ID

Not Available

Chemspider ID

5762

KEGG Compound ID

C07423

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5982

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

Not Available

Showing metabocard for Bromelains (HMDB0304826)

MOL for HMDB0304826 (Bromelains)

3D MOL for HMDB0304826 (Bromelains)

3D SDF for HMDB0304826 (Bromelains)

3D-SDF for HMDB0304826 (Bromelains)

PDB for HMDB0304826 (Bromelains)

3D PDB for HMDB0304826 (Bromelains)

SMILES for HMDB0304826 (Bromelains)

INCHI for HMDB0304826 (Bromelains)

Structure for HMDB0304826 (Bromelains)

3D Structure for HMDB0304826 (Bromelains)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra