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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 12:54:44 UTC

Update Date

2021-09-26 23:07:40 UTC

HMDB ID

HMDB0253996

Secondary Accession Numbers

None

Metabolite Identification

Common Name

lavendustin c

Description

lavendustin c, also known as HBABA, belongs to the class of organic compounds known as phenylbenzamines. These are aromatic compounds consisting of a benzyl group that is N-linked to a benzamine. Based on a literature review a significant number of articles have been published on lavendustin c. This compound has been identified in human blood as reported by (PMID: 31557052 ). Lavendustin c is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically lavendustin c 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

HMDB0253996
     RDKit          3D
lavendustin c
 33 34  0  0  0  0  0  0  0  0999 V2000
   -5.8194   -1.2170    0.4083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7155   -1.0844    0.9241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5463   -1.3592    2.2759 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5683   -0.6363    0.1526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3583   -0.4371    0.7590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3010    0.0329    0.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0027    0.1782    0.6119 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8779    1.2841    0.1667 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2118    0.6534    0.0771 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0174    0.3569    1.1482 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2654   -0.1881    0.8527 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1376   -0.4938    1.9065 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6878   -0.4335   -0.4263 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8712   -0.1281   -1.5179 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6496    0.4147   -1.2303 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7907    0.7350   -2.2237 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4813    0.3093   -1.3063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7163    0.1046   -1.9382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7439   -0.3668   -1.1943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9649   -0.5707   -1.7932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2970   -0.6053    2.8695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2319   -0.6435    1.8119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3245   -0.5325    1.2907 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4747    1.8175   -0.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9041    1.9412    1.1366 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6999    0.5796    2.1653 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8209    0.2032    2.2465 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6491   -0.8614   -0.5730 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1666   -0.3348   -2.5343 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7757    0.6652   -3.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7222    0.6905   -1.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7966    0.3303   -3.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0589   -0.4039   -2.7937 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
  6 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19  4  1  0
 15  9  1  0
  3 21  1  0
  5 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
 10 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 20 33  1  0
M  END


  Mrv1533004241521442D          

 20 21  0  0  0  0            999 V2000
    0.7145   -2.8875    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
    0.0000   -4.1250    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   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 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  1  6  1  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
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 13 15  1  0  0  0  0
 10 16  1  0  0  0  0
  4 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
  3 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253996

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C1=C(O)C=CC(NCC2=C(O)C=CC(O)=C2)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H13NO5/c16-10-2-4-12(17)8(5-10)7-15-9-1-3-13(18)11(6-9)14(19)20/h1-6,15-18H,7H2,(H,19,20)

> <INCHI_KEY>
LULATDWLDJOKCX-UHFFFAOYSA-N

> <FORMULA>
C14H13NO5

> <MOLECULAR_WEIGHT>
275.26

> <EXACT_MASS>
275.079372523

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
27.40464215502397

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-{[(2,5-dihydroxyphenyl)methyl]amino}-2-hydroxybenzoic acid

> <ALOGPS_LOGP>
2.45

> <JCHEM_LOGP>
0.878456649623685

> <ALOGPS_LOGS>
-2.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.459067074239872

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.5421986836370327

> <JCHEM_PKA_STRONGEST_BASIC>
5.739499140502606

> <JCHEM_POLAR_SURFACE_AREA>
110.02000000000001

> <JCHEM_REFRACTIVITY>
74.0633

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.53e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-{[(2,5-dihydroxyphenyl)methyl]amino}-2-hydroxybenzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253996
     RDKit          3D
lavendustin c
 33 34  0  0  0  0  0  0  0  0999 V2000
   -5.8194   -1.2170    0.4083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7155   -1.0844    0.9241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5463   -1.3592    2.2759 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5683   -0.6363    0.1526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3583   -0.4371    0.7590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3010    0.0329    0.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0027    0.1782    0.6119 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8779    1.2841    0.1667 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2118    0.6534    0.0771 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0174    0.3569    1.1482 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2654   -0.1881    0.8527 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1376   -0.4938    1.9065 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6878   -0.4335   -0.4263 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8712   -0.1281   -1.5179 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6496    0.4147   -1.2303 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7907    0.7350   -2.2237 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4813    0.3093   -1.3063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7163    0.1046   -1.9382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7439   -0.3668   -1.1943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9649   -0.5707   -1.7932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2970   -0.6053    2.8695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2319   -0.6435    1.8119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3245   -0.5325    1.2907 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4747    1.8175   -0.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9041    1.9412    1.1366 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6999    0.5796    2.1653 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8209    0.2032    2.2465 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6491   -0.8614   -0.5730 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1666   -0.3348   -2.5343 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7757    0.6652   -3.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7222    0.6905   -1.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7966    0.3303   -3.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0589   -0.4039   -2.7937 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
  6 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19  4  1  0
 15  9  1  0
  3 21  1  0
  5 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
 10 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 20 33  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  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       0.000  -3.080   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -0.770   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   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.667  -9.240   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.000  -9.240   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   20                                                  
CONECT    4    3    5   17                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11   16                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13    9                                                       
CONECT   15   13                                                            
CONECT   16   10                                                            
CONECT   17    4   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20    3                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0253996
HETATM    1  O1  UNL     1      -5.819  -1.217   0.408  1.00  0.00           O  
HETATM    2  C1  UNL     1      -4.716  -1.084   0.924  1.00  0.00           C  
HETATM    3  O2  UNL     1      -4.546  -1.359   2.276  1.00  0.00           O  
HETATM    4  C2  UNL     1      -3.568  -0.636   0.153  1.00  0.00           C  
HETATM    5  C3  UNL     1      -2.358  -0.437   0.759  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.301   0.033   0.049  1.00  0.00           C  
HETATM    7  N1  UNL     1      -0.003   0.178   0.612  1.00  0.00           N  
HETATM    8  C5  UNL     1       0.878   1.284   0.167  1.00  0.00           C  
HETATM    9  C6  UNL     1       2.212   0.653   0.077  1.00  0.00           C  
HETATM   10  C7  UNL     1       3.017   0.357   1.148  1.00  0.00           C  
HETATM   11  C8  UNL     1       4.265  -0.188   0.853  1.00  0.00           C  
HETATM   12  O3  UNL     1       5.138  -0.494   1.907  1.00  0.00           O  
HETATM   13  C9  UNL     1       4.688  -0.434  -0.426  1.00  0.00           C  
HETATM   14  C10 UNL     1       3.871  -0.128  -1.518  1.00  0.00           C  
HETATM   15  C11 UNL     1       2.650   0.415  -1.230  1.00  0.00           C  
HETATM   16  O4  UNL     1       1.791   0.735  -2.224  1.00  0.00           O  
HETATM   17  C12 UNL     1      -1.481   0.309  -1.306  1.00  0.00           C  
HETATM   18  C13 UNL     1      -2.716   0.105  -1.938  1.00  0.00           C  
HETATM   19  C14 UNL     1      -3.744  -0.367  -1.194  1.00  0.00           C  
HETATM   20  O5  UNL     1      -4.965  -0.571  -1.793  1.00  0.00           O  
HETATM   21  H1  UNL     1      -4.297  -0.605   2.869  1.00  0.00           H  
HETATM   22  H2  UNL     1      -2.232  -0.644   1.812  1.00  0.00           H  
HETATM   23  H3  UNL     1       0.325  -0.532   1.291  1.00  0.00           H  
HETATM   24  H4  UNL     1       0.475   1.818  -0.633  1.00  0.00           H  
HETATM   25  H5  UNL     1       0.904   1.941   1.137  1.00  0.00           H  
HETATM   26  H6  UNL     1       2.700   0.580   2.165  1.00  0.00           H  
HETATM   27  H7  UNL     1       5.821   0.203   2.246  1.00  0.00           H  
HETATM   28  H8  UNL     1       5.649  -0.861  -0.573  1.00  0.00           H  
HETATM   29  H9  UNL     1       4.167  -0.335  -2.534  1.00  0.00           H  
HETATM   30  H10 UNL     1       1.776   0.665  -3.196  1.00  0.00           H  
HETATM   31  H11 UNL     1      -0.722   0.690  -1.945  1.00  0.00           H  
HETATM   32  H12 UNL     1      -2.797   0.330  -3.026  1.00  0.00           H  
HETATM   33  H13 UNL     1      -5.059  -0.404  -2.794  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   21
CONECT    4    5    5   19
CONECT    5    6   22
CONECT    6    7   17   17
CONECT    7    8   23
CONECT    8    9   24   25
CONECT    9   10   10   15
CONECT   10   11   26
CONECT   11   12   13   13
CONECT   12   27
CONECT   13   14   28
CONECT   14   15   15   29
CONECT   15   16
CONECT   16   30
CONECT   17   18   31
CONECT   18   19   19   32
CONECT   19   20
CONECT   20   33
END

HMDB0253996
     RDKit          3D
lavendustin c
 33 34  0  0  0  0  0  0  0  0999 V2000
   -5.8194   -1.2170    0.4083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7155   -1.0844    0.9241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5463   -1.3592    2.2759 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5683   -0.6363    0.1526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3583   -0.4371    0.7590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3010    0.0329    0.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0027    0.1782    0.6119 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8779    1.2841    0.1667 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2118    0.6534    0.0771 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0174    0.3569    1.1482 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2654   -0.1881    0.8527 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1376   -0.4938    1.9065 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6878   -0.4335   -0.4263 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8712   -0.1281   -1.5179 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6496    0.4147   -1.2303 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7907    0.7350   -2.2237 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4813    0.3093   -1.3063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7163    0.1046   -1.9382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7439   -0.3668   -1.1943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9649   -0.5707   -1.7932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2970   -0.6053    2.8695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2319   -0.6435    1.8119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3245   -0.5325    1.2907 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4747    1.8175   -0.6328 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9041    1.9412    1.1366 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6999    0.5796    2.1653 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8209    0.2032    2.2465 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6491   -0.8614   -0.5730 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1666   -0.3348   -2.5343 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7757    0.6652   -3.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7222    0.6905   -1.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7966    0.3303   -3.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0589   -0.4039   -2.7937 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
  6 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19  4  1  0
 15  9  1  0
  3 21  1  0
  5 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
 10 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 20 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Hydroxy-5-(2,5-dihydrobenzyl) aminobenzoic acid	MeSH
2-Hydroxy-5-(2,5-dihydrobenzyl)aminobenzoic acid	MeSH
HBABA	MeSH
5-{[(2,5-dihydroxyphenyl)methyl]amino}-2-hydroxybenzoate	Generator

Chemical Formula

C₁₄H₁₃NO₅

Average Molecular Weight

275.26

Monoisotopic Molecular Weight

275.079372523

IUPAC Name

5-{[(2,5-dihydroxyphenyl)methyl]amino}-2-hydroxybenzoic acid

Traditional Name

5-{[(2,5-dihydroxyphenyl)methyl]amino}-2-hydroxybenzoic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C1=C(O)C=CC(NCC2=C(O)C=CC(O)=C2)=C1

InChI Identifier

InChI=1S/C14H13NO5/c16-10-2-4-12(17)8(5-10)7-15-9-1-3-13(18)11(6-9)14(19)20/h1-6,15-18H,7H2,(H,19,20)

InChI Key

LULATDWLDJOKCX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylbenzamines. These are aromatic compounds consisting of a benzyl group that is N-linked to a benzamine.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenylmethylamines

Direct Parent

Phenylbenzamines

Alternative Parents

Substituents

Phenylbenzamine
Aminobenzoic acid
Aminobenzoic acid or derivatives
Hydroxybenzoic acid
Salicylic acid or derivatives
Salicylic acid
Benzoic acid or derivatives
Benzoic acid
P-aminophenol
Aminophenol
Benzoyl
Benzylamine
Hydroquinone
Aniline or substituted anilines
Phenylalkylamine
1-hydroxy-2-unsubstituted benzenoid
Phenol
Aralkylamine
Secondary aliphatic/aromatic amine
Vinylogous acid
Amino acid
Amino acid or derivatives
Secondary amine
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Carboxylic acid
Organic nitrogen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Amine
Organooxygen compound
Organopnictogen 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 (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	2.45	ALOGPS
logP	0.88	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	2.54	ChemAxon
pKa (Strongest Basic)	5.74	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	110.02 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	74.06 m³·mol⁻¹	ChemAxon
Polarizability	27.4 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]+	168.055	30932474
DeepCCS	[M-H]-	165.697	30932474
DeepCCS	[M-2H]-	198.583	30932474
DeepCCS	[M+Na]+	174.148	30932474
AllCCS	[M+H]+	162.2	32859911
AllCCS	[M+H-H2O]+	158.7	32859911
AllCCS	[M+NH4]+	165.6	32859911
AllCCS	[M+Na]+	166.5	32859911
AllCCS	[M-H]-	162.0	32859911
AllCCS	[M+Na-2H]-	161.6	32859911
AllCCS	[M+HCOO]-	161.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	9.9545 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.48 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1307.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	214.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	96.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	143.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	65.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	421.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	369.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	187.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	649.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	310.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1049.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	239.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	267.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	473.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	316.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	240.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
lavendustin c	OC(=O)C1=C(O)C=CC(NCC2=C(O)C=CC(O)=C2)=C1	4258.7	Standard polar	33892256
lavendustin c	OC(=O)C1=C(O)C=CC(NCC2=C(O)C=CC(O)=C2)=C1	3029.4	Standard non polar	33892256
lavendustin c	OC(=O)C1=C(O)C=CC(NCC2=C(O)C=CC(O)=C2)=C1	2986.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
lavendustin c,5TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC(N(CC2=CC(O[Si](C)(C)C)=CC=C2O[Si](C)(C)C)[Si](C)(C)C)=CC=C1O[Si](C)(C)C	2890.8	Semi standard non polar	33892256
lavendustin c,5TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC(N(CC2=CC(O[Si](C)(C)C)=CC=C2O[Si](C)(C)C)[Si](C)(C)C)=CC=C1O[Si](C)(C)C	2659.5	Standard non polar	33892256
lavendustin c,5TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC(N(CC2=CC(O[Si](C)(C)C)=CC=C2O[Si](C)(C)C)[Si](C)(C)C)=CC=C1O[Si](C)(C)C	2807.2	Standard polar	33892256
lavendustin c,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC(N(CC2=CC(O[Si](C)(C)C(C)(C)C)=CC=C2O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	3922.9	Semi standard non polar	33892256
lavendustin c,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC(N(CC2=CC(O[Si](C)(C)C(C)(C)C)=CC=C2O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	3435.8	Standard non polar	33892256
lavendustin c,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC(N(CC2=CC(O[Si](C)(C)C(C)(C)C)=CC=C2O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	3263.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - lavendustin c GC-MS (Non-derivatized) - 70eV, Positive	splash10-0aea-0390000000-01d0dfba5010945cd593	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lavendustin c GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lavendustin c GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lavendustin c GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lavendustin c GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lavendustin c GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lavendustin c GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lavendustin c GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lavendustin c GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lavendustin c GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lavendustin c GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lavendustin c GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lavendustin c GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lavendustin c GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lavendustin c GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lavendustin c GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lavendustin c GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lavendustin c GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lavendustin c GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lavendustin c GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lavendustin c GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lavendustin c GC-MS (TMS_3_5) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lavendustin c GC-MS (TMS_3_6) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lavendustin c GC-MS (TMS_3_7) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - lavendustin c GC-MS (TMS_3_8) - 70eV, Positive	Not Available	2021-11-04	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 - lavendustin c 10V, Positive-QTOF	splash10-05i0-0980000000-f6451881caee31075217	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - lavendustin c 20V, Positive-QTOF	splash10-059j-0930000000-ced0871dc08d50a5e20b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - lavendustin c 40V, Positive-QTOF	splash10-0a4i-3910000000-5f66fd933bc1be477b8d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - lavendustin c 10V, Negative-QTOF	splash10-0kmi-0960000000-ff888f0788a495c79f40	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - lavendustin c 20V, Negative-QTOF	splash10-0a4i-0900000000-f49fbe24c97a437d417b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - lavendustin c 40V, Negative-QTOF	splash10-0a4i-1900000000-db0b8c3a0a4c69721f3c	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

Not Available

Chemspider ID

3759

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3896

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 lavendustin c (HMDB0253996)

MOL for HMDB0253996 (lavendustin c)

3D MOL for HMDB0253996 (lavendustin c)

3D SDF for HMDB0253996 (lavendustin c)

3D-SDF for HMDB0253996 (lavendustin c)

PDB for HMDB0253996 (lavendustin c)

3D PDB for HMDB0253996 (lavendustin c)

SMILES for HMDB0253996 (lavendustin c)

INCHI for HMDB0253996 (lavendustin c)

Structure for HMDB0253996 (lavendustin c)

3D Structure for HMDB0253996 (lavendustin c)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra