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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:58:03 UTC

Update Date

2022-03-07 02:55:51 UTC

HMDB ID

HMDB0038634

Secondary Accession Numbers

HMDB38634

Metabolite Identification

Common Name

(-)-Dioxibrassinin

Description

(-)-Dioxibrassinin belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom (-)-Dioxibrassinin has been detected, but not quantified in, brassicas and cauliflowers (Brassica oleracea var. botrytis). This could make (-)-dioxibrassinin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (-)-Dioxibrassinin.

Structure

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

HMDB0038634
     RDKit          3D
(-)-Dioxibrassinin
 29 30  0  0  0  0  0  0  0  0999 V2000
    3.5973   -1.8132   -0.9002 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6030   -1.4860    0.8733 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.4964   -0.1328    1.2081 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3777    0.3533    2.7508 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.8009    0.4709    0.1541 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8668    1.5568    0.2545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3943    1.1002    0.8943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2881    0.6019    2.1735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3188    2.2640    0.9508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0973    3.2837    1.6227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4192    1.9734    0.1341 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2462    0.6971   -0.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0530   -0.0468   -1.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6924   -1.3111   -1.7021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5143   -1.8852   -1.2824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7247   -1.1458   -0.4327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0813    0.1169   -0.0088 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6684   -2.3978   -1.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4533   -2.4640   -1.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5970   -0.9084   -1.5207 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9469    0.1199   -0.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3356    2.3477    0.9154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7025    2.0692   -0.7172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0408   -0.0404    2.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2222    2.6559   -0.0027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9704    0.4073   -1.6044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3210   -1.8829   -2.3706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2658   -2.8846   -1.6378 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2039   -1.6193   -0.1132 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17  7  1  0
 17 12  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  8 24  1  0
 11 25  1  0
 13 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  0
M  END


  Mrv0541 02241208532D          

 17 18  0  0  0  0            999 V2000
   -1.5780   -0.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7896   -0.6156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1856   -1.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3714   -1.9832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1597   -2.2239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7637   -1.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1637    1.3255    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9438    1.0559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1033    0.2442    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4787   -0.2965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6383   -1.1068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4266   -0.8660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5670    1.5965    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.4102    2.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7637   -2.0519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9588   -1.8662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3356   -2.4068    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3 11  1  0  0  0  0
  4  5  1  0  0  0  0
  4 17  1  0  0  0  0
  5  6  2  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 13  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 16  1  0  0  0  0
 13 14  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038634

> <DATABASE_NAME>
hmdb

> <SMILES>
CSC(=S)NCC1(O)C(=O)NC2=C1C=CC=C2

> <INCHI_IDENTIFIER>
InChI=1S/C11H12N2O2S2/c1-17-10(16)12-6-11(15)7-4-2-3-5-8(7)13-9(11)14/h2-5,15H,6H2,1H3,(H,12,16)(H,13,14)

> <INCHI_KEY>
DXLDPLVGKCAHPY-UHFFFAOYSA-N

> <FORMULA>
C11H12N2O2S2

> <MOLECULAR_WEIGHT>
268.355

> <EXACT_MASS>
268.034019018

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
27.125562145349427

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[(3-hydroxy-2-oxo-2,3-dihydro-1H-indol-3-yl)methyl](methylsulfanyl)carbothioamide

> <ALOGPS_LOGP>
0.95

> <JCHEM_LOGP>
1.7185026793333338

> <ALOGPS_LOGS>
-3.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.395969186048633

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.502335224850136

> <JCHEM_PKA_STRONGEST_BASIC>
-4.315764748461464

> <JCHEM_POLAR_SURFACE_AREA>
61.36

> <JCHEM_REFRACTIVITY>
74.19159999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.32e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[(3-hydroxy-2-oxo-1H-indol-3-yl)methyl]methylsulfanylcarbothioamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038634
     RDKit          3D
(-)-Dioxibrassinin
 29 30  0  0  0  0  0  0  0  0999 V2000
    3.5973   -1.8132   -0.9002 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6030   -1.4860    0.8733 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.4964   -0.1328    1.2081 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3777    0.3533    2.7508 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.8009    0.4709    0.1541 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8668    1.5568    0.2545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3943    1.1002    0.8943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2881    0.6019    2.1735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3188    2.2640    0.9508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0973    3.2837    1.6227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4192    1.9734    0.1341 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2462    0.6971   -0.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0530   -0.0468   -1.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6924   -1.3111   -1.7021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5143   -1.8852   -1.2824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7247   -1.1458   -0.4327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0813    0.1169   -0.0088 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6684   -2.3978   -1.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4533   -2.4640   -1.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5970   -0.9084   -1.5207 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9469    0.1199   -0.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3356    2.3477    0.9154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7025    2.0692   -0.7172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0408   -0.0404    2.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2222    2.6559   -0.0027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9704    0.4073   -1.6044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3210   -1.8829   -2.3706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2658   -2.8846   -1.6378 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2039   -1.6193   -0.1132 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17  7  1  0
 17 12  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  8 24  1  0
 11 25  1  0
 13 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -2.946  -1.598   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.474  -1.149   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.346  -2.202   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.693  -3.702   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.165  -4.151   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.292  -3.103   0.000  0.00  0.00           C+0
HETATM    7  S   UNK     0       0.306   2.474   0.000  0.00  0.00           S+0
HETATM    8  C   UNK     0       1.762   1.971   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       2.059   0.456   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       0.894  -0.553   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.191  -2.066   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.663  -1.617   0.000  0.00  0.00           O+0
HETATM   13  S   UNK     0       2.925   2.980   0.000  0.00  0.00           S+0
HETATM   14  C   UNK     0       2.632   4.493   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       3.292  -3.830   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.790  -3.484   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       0.626  -4.493   0.000  0.00  0.00           N+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   11                                                  
CONECT    4    3    5   17                                                  
CONECT    5    4    6                                                       
CONECT    6    1    5                                                       
CONECT    7    8                                                            
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11    3   10   12   16                                             
CONECT   12   11                                                            
CONECT   13    8   14                                                       
CONECT   14   13                                                            
CONECT   15   16                                                            
CONECT   16   11   15   17                                                  
CONECT   17    4   16                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0038634
HETATM    1  C1  UNL     1       3.597  -1.813  -0.900  1.00  0.00           C  
HETATM    2  S1  UNL     1       3.603  -1.486   0.873  1.00  0.00           S  
HETATM    3  C2  UNL     1       2.496  -0.133   1.208  1.00  0.00           C  
HETATM    4  S2  UNL     1       2.378   0.353   2.751  1.00  0.00           S  
HETATM    5  N1  UNL     1       1.801   0.471   0.154  1.00  0.00           N  
HETATM    6  C3  UNL     1       0.867   1.557   0.255  1.00  0.00           C  
HETATM    7  C4  UNL     1      -0.394   1.100   0.894  1.00  0.00           C  
HETATM    8  O1  UNL     1      -0.288   0.602   2.173  1.00  0.00           O  
HETATM    9  C5  UNL     1      -1.319   2.264   0.951  1.00  0.00           C  
HETATM   10  O2  UNL     1      -1.097   3.284   1.623  1.00  0.00           O  
HETATM   11  N2  UNL     1      -2.419   1.973   0.134  1.00  0.00           N  
HETATM   12  C6  UNL     1      -2.246   0.697  -0.417  1.00  0.00           C  
HETATM   13  C7  UNL     1      -3.053  -0.047  -1.279  1.00  0.00           C  
HETATM   14  C8  UNL     1      -2.692  -1.311  -1.702  1.00  0.00           C  
HETATM   15  C9  UNL     1      -1.514  -1.885  -1.282  1.00  0.00           C  
HETATM   16  C10 UNL     1      -0.725  -1.146  -0.433  1.00  0.00           C  
HETATM   17  C11 UNL     1      -1.081   0.117  -0.009  1.00  0.00           C  
HETATM   18  H1  UNL     1       2.668  -2.398  -1.118  1.00  0.00           H  
HETATM   19  H2  UNL     1       4.453  -2.464  -1.177  1.00  0.00           H  
HETATM   20  H3  UNL     1       3.597  -0.908  -1.521  1.00  0.00           H  
HETATM   21  H4  UNL     1       1.947   0.120  -0.847  1.00  0.00           H  
HETATM   22  H5  UNL     1       1.336   2.348   0.915  1.00  0.00           H  
HETATM   23  H6  UNL     1       0.703   2.069  -0.717  1.00  0.00           H  
HETATM   24  H7  UNL     1      -1.041  -0.040   2.306  1.00  0.00           H  
HETATM   25  H8  UNL     1      -3.222   2.656  -0.003  1.00  0.00           H  
HETATM   26  H9  UNL     1      -3.970   0.407  -1.604  1.00  0.00           H  
HETATM   27  H10 UNL     1      -3.321  -1.883  -2.371  1.00  0.00           H  
HETATM   28  H11 UNL     1      -1.266  -2.885  -1.638  1.00  0.00           H  
HETATM   29  H12 UNL     1       0.204  -1.619  -0.113  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6   21
CONECT    6    7   22   23
CONECT    7    8    9   17
CONECT    8   24
CONECT    9   10   10   11
CONECT   11   12   25
CONECT   12   13   13   17
CONECT   13   14   26
CONECT   14   15   15   27
CONECT   15   16   28
CONECT   16   17   17   29
END

HMDB0038634
     RDKit          3D
(-)-Dioxibrassinin
 29 30  0  0  0  0  0  0  0  0999 V2000
    3.5973   -1.8132   -0.9002 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6030   -1.4860    0.8733 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.4964   -0.1328    1.2081 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3777    0.3533    2.7508 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.8009    0.4709    0.1541 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8668    1.5568    0.2545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3943    1.1002    0.8943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2881    0.6019    2.1735 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3188    2.2640    0.9508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0973    3.2837    1.6227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4192    1.9734    0.1341 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2462    0.6971   -0.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0530   -0.0468   -1.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6924   -1.3111   -1.7021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5143   -1.8852   -1.2824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7247   -1.1458   -0.4327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0813    0.1169   -0.0088 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6684   -2.3978   -1.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4533   -2.4640   -1.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5970   -0.9084   -1.5207 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9469    0.1199   -0.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3356    2.3477    0.9154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7025    2.0692   -0.7172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0408   -0.0404    2.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2222    2.6559   -0.0027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9704    0.4073   -1.6044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3210   -1.8829   -2.3706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2658   -2.8846   -1.6378 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2039   -1.6193   -0.1132 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17  7  1  0
 17 12  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  8 24  1  0
 11 25  1  0
 13 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Dioxibrassinin	HMDB
N-[(2,3-Dihydroxy-3H-indol-3-yl)methyl](methylsulfanyl)carboimidothioate	Generator
N-[(2,3-Dihydroxy-3H-indol-3-yl)methyl](methylsulphanyl)carboimidothioate	Generator
N-[(2,3-Dihydroxy-3H-indol-3-yl)methyl](methylsulphanyl)carboimidothioic acid	Generator

Chemical Formula

C₁₁H₁₂N₂O₂S₂

Average Molecular Weight

268.355

Monoisotopic Molecular Weight

268.034019018

IUPAC Name

N-[(3-hydroxy-2-oxo-2,3-dihydro-1H-indol-3-yl)methyl](methylsulfanyl)carbothioamide

Traditional Name

N-[(3-hydroxy-2-oxo-1H-indol-3-yl)methyl]methylsulfanylcarbothioamide

CAS Registry Number

133761-64-5

SMILES

CSC(=S)NCC1(O)C(=O)NC2=C1C=CC=C2

InChI Identifier

InChI=1S/C11H12N2O2S2/c1-17-10(16)12-6-11(15)7-4-2-3-5-8(7)13-9(11)14/h2-5,15H,6H2,1H3,(H,12,16)(H,13,14)

InChI Key

DXLDPLVGKCAHPY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Beta amino acids and derivatives

Alternative Parents

Substituents

Beta amino acid or derivatives
Indole or derivatives
Dihydroindole
Benzenoid
Tertiary alcohol
Dithiocarbamic acid ester
Carboxamide group
Lactam
Secondary carboxylic acid amide
Azacycle
Organoheterocyclic compound
Sulfenyl compound
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Alcohol
Organopnictogen compound
Organic oxygen compound
Organic oxide
Carbonyl group
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0038634)
Cytoplasm (HMDB: HMDB0038634)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038634)

Source

Exogenous

Food

Food (HMDB: HMDB0038634)

Vegetable

Cabbage

Cauliflower (FooDB: FOOD00031)

Brassica

Brassicas (FooDB: FOOD00857)

Endogenous

Plant

Plant (HMDB: HMDB0038634)

Not Available

Nutrient (HMDB: HMDB0038634)

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	6996 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.063 g/L	ALOGPS
logP	0.95	ALOGPS
logP	1.72	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	7.5	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	61.36 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	74.19 m³·mol⁻¹	ChemAxon
Polarizability	27.13 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
DarkChem	[M+H]+	161.809	31661259
DarkChem	[M-H]-	156.263	31661259
DeepCCS	[M+H]+	160.091	30932474
DeepCCS	[M-H]-	157.733	30932474
DeepCCS	[M-2H]-	190.618	30932474
DeepCCS	[M+Na]+	166.184	30932474
AllCCS	[M+H]+	156.5	32859911
AllCCS	[M+H-H2O]+	153.0	32859911
AllCCS	[M+NH4]+	159.7	32859911
AllCCS	[M+Na]+	160.7	32859911
AllCCS	[M-H]-	158.6	32859911
AllCCS	[M+Na-2H]-	158.7	32859911
AllCCS	[M+HCOO]-	159.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(-)-Dioxibrassinin	CSC(=S)NCC1(O)C(=O)NC2=C1C=CC=C2	4237.4	Standard polar	33892256
(-)-Dioxibrassinin	CSC(=S)NCC1(O)C(=O)NC2=C1C=CC=C2	2439.2	Standard non polar	33892256
(-)-Dioxibrassinin	CSC(=S)NCC1(O)C(=O)NC2=C1C=CC=C2	2735.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(-)-Dioxibrassinin,1TMS,isomer #1	CSC(=S)NCC1(O[Si](C)(C)C)C(=O)NC2=CC=CC=C21	2576.6	Semi standard non polar	33892256
(-)-Dioxibrassinin,1TMS,isomer #2	CSC(=S)N(CC1(O)C(=O)NC2=CC=CC=C21)[Si](C)(C)C	2530.2	Semi standard non polar	33892256
(-)-Dioxibrassinin,1TMS,isomer #3	CSC(=S)NCC1(O)C(=O)N([Si](C)(C)C)C2=CC=CC=C21	2503.6	Semi standard non polar	33892256
(-)-Dioxibrassinin,2TMS,isomer #1	CSC(=S)N(CC1(O[Si](C)(C)C)C(=O)NC2=CC=CC=C21)[Si](C)(C)C	2543.4	Semi standard non polar	33892256
(-)-Dioxibrassinin,2TMS,isomer #1	CSC(=S)N(CC1(O[Si](C)(C)C)C(=O)NC2=CC=CC=C21)[Si](C)(C)C	2426.5	Standard non polar	33892256
(-)-Dioxibrassinin,2TMS,isomer #2	CSC(=S)NCC1(O[Si](C)(C)C)C(=O)N([Si](C)(C)C)C2=CC=CC=C21	2512.2	Semi standard non polar	33892256
(-)-Dioxibrassinin,2TMS,isomer #2	CSC(=S)NCC1(O[Si](C)(C)C)C(=O)N([Si](C)(C)C)C2=CC=CC=C21	2308.7	Standard non polar	33892256
(-)-Dioxibrassinin,2TMS,isomer #3	CSC(=S)N(CC1(O)C(=O)N([Si](C)(C)C)C2=CC=CC=C21)[Si](C)(C)C	2467.2	Semi standard non polar	33892256
(-)-Dioxibrassinin,2TMS,isomer #3	CSC(=S)N(CC1(O)C(=O)N([Si](C)(C)C)C2=CC=CC=C21)[Si](C)(C)C	2404.0	Standard non polar	33892256
(-)-Dioxibrassinin,3TMS,isomer #1	CSC(=S)N(CC1(O[Si](C)(C)C)C(=O)N([Si](C)(C)C)C2=CC=CC=C21)[Si](C)(C)C	2509.8	Semi standard non polar	33892256
(-)-Dioxibrassinin,3TMS,isomer #1	CSC(=S)N(CC1(O[Si](C)(C)C)C(=O)N([Si](C)(C)C)C2=CC=CC=C21)[Si](C)(C)C	2451.3	Standard non polar	33892256
(-)-Dioxibrassinin,1TBDMS,isomer #1	CSC(=S)NCC1(O[Si](C)(C)C(C)(C)C)C(=O)NC2=CC=CC=C21	2799.1	Semi standard non polar	33892256
(-)-Dioxibrassinin,1TBDMS,isomer #2	CSC(=S)N(CC1(O)C(=O)NC2=CC=CC=C21)[Si](C)(C)C(C)(C)C	2762.4	Semi standard non polar	33892256
(-)-Dioxibrassinin,1TBDMS,isomer #3	CSC(=S)NCC1(O)C(=O)N([Si](C)(C)C(C)(C)C)C2=CC=CC=C21	2750.2	Semi standard non polar	33892256
(-)-Dioxibrassinin,2TBDMS,isomer #1	CSC(=S)N(CC1(O[Si](C)(C)C(C)(C)C)C(=O)NC2=CC=CC=C21)[Si](C)(C)C(C)(C)C	2968.5	Semi standard non polar	33892256
(-)-Dioxibrassinin,2TBDMS,isomer #1	CSC(=S)N(CC1(O[Si](C)(C)C(C)(C)C)C(=O)NC2=CC=CC=C21)[Si](C)(C)C(C)(C)C	2872.0	Standard non polar	33892256
(-)-Dioxibrassinin,2TBDMS,isomer #2	CSC(=S)NCC1(O[Si](C)(C)C(C)(C)C)C(=O)N([Si](C)(C)C(C)(C)C)C2=CC=CC=C21	2919.2	Semi standard non polar	33892256
(-)-Dioxibrassinin,2TBDMS,isomer #2	CSC(=S)NCC1(O[Si](C)(C)C(C)(C)C)C(=O)N([Si](C)(C)C(C)(C)C)C2=CC=CC=C21	2757.7	Standard non polar	33892256
(-)-Dioxibrassinin,2TBDMS,isomer #3	CSC(=S)N(CC1(O)C(=O)N([Si](C)(C)C(C)(C)C)C2=CC=CC=C21)[Si](C)(C)C(C)(C)C	2944.5	Semi standard non polar	33892256
(-)-Dioxibrassinin,2TBDMS,isomer #3	CSC(=S)N(CC1(O)C(=O)N([Si](C)(C)C(C)(C)C)C2=CC=CC=C21)[Si](C)(C)C(C)(C)C	2834.6	Standard non polar	33892256
(-)-Dioxibrassinin,3TBDMS,isomer #1	CSC(=S)N(CC1(O[Si](C)(C)C(C)(C)C)C(=O)N([Si](C)(C)C(C)(C)C)C2=CC=CC=C21)[Si](C)(C)C(C)(C)C	3129.7	Semi standard non polar	33892256
(-)-Dioxibrassinin,3TBDMS,isomer #1	CSC(=S)N(CC1(O[Si](C)(C)C(C)(C)C)C(=O)N([Si](C)(C)C(C)(C)C)C2=CC=CC=C21)[Si](C)(C)C(C)(C)C	3063.1	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Dioxibrassinin GC-MS (Non-derivatized) - 70eV, Positive	splash10-00xs-4920000000-a5f063a35aef4786117e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Dioxibrassinin GC-MS (1 TMS) - 70eV, Positive	splash10-00di-5191000000-f2c3cefa052e8100f94d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Dioxibrassinin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - (-)-Dioxibrassinin 10V, Positive-QTOF	splash10-014i-1590000000-e78bec86dcf343acc64c	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Dioxibrassinin 20V, Positive-QTOF	splash10-004i-1930000000-0ecb55d2ec13fef6d2ab	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Dioxibrassinin 40V, Positive-QTOF	splash10-07l6-4900000000-25f2be0639ba6b9e147a	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Dioxibrassinin 10V, Negative-QTOF	splash10-014i-4290000000-42299a002f8efeb41dd2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Dioxibrassinin 20V, Negative-QTOF	splash10-014m-9780000000-bc1c5f3cf05d8fca6f8a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Dioxibrassinin 40V, Negative-QTOF	splash10-052f-9300000000-4f3a90c1e6f1fa25f5f6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Dioxibrassinin 10V, Positive-QTOF	splash10-014i-0090000000-fc264598587d2b8ae50c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Dioxibrassinin 20V, Positive-QTOF	splash10-01di-0790000000-6cb964256e4bbe3b4355	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Dioxibrassinin 40V, Positive-QTOF	splash10-009g-7910000000-0fec0c7df407beca0ee2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Dioxibrassinin 10V, Negative-QTOF	splash10-014i-0090000000-bcc6d510502be955bfaf	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Dioxibrassinin 20V, Negative-QTOF	splash10-014j-3970000000-1b9c697cfb245ff8367d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Dioxibrassinin 40V, Negative-QTOF	splash10-0007-9320000000-d2ce65cb5b35363c3566	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB018029

KNApSAcK ID

C00037061

Chemspider ID

9982363

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11807698

PDB ID

Not Available

ChEBI ID

173897

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1870031

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for (-)-Dioxibrassinin (HMDB0038634)

MOL for HMDB0038634 ((-)-Dioxibrassinin)

3D MOL for HMDB0038634 ((-)-Dioxibrassinin)

3D SDF for HMDB0038634 ((-)-Dioxibrassinin)

3D-SDF for HMDB0038634 ((-)-Dioxibrassinin)

PDB for HMDB0038634 ((-)-Dioxibrassinin)

3D PDB for HMDB0038634 ((-)-Dioxibrassinin)

SMILES for HMDB0038634 ((-)-Dioxibrassinin)

INCHI for HMDB0038634 ((-)-Dioxibrassinin)

Structure for HMDB0038634 ((-)-Dioxibrassinin)

3D Structure for HMDB0038634 ((-)-Dioxibrassinin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra