MiMeDB: Showing metabocard for Agrobactin (MMDBc0018905)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 09:02:33 UTC

Update Date

2022-08-31 06:44:39 UTC

Metabolite ID

MMDBc0018905

Metabolite Identification

Common Name

Agrobactin

Description

Agrobactin, also known as ferriagrobactin, belongs to the class of organic compounds known as salicylamides. These are carboxamide derivatives of salicylic acid. Salicylic acid is the ortho-hydroxylated derivative of benzoic acid. Agrobactin is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152111022D          

 48 51  0  0  1  0            999 V2000
    4.5411   -1.8789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8721    1.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1576    0.7311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4445    2.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5853    4.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5826   -1.2789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2998    0.7311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7300    1.9686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5853    3.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4031   -1.3652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1589    1.9686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2998    4.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2471   -0.5253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5866    0.7311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5853    1.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4432    1.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0142    1.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9280   -1.3269    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.7300    1.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2998    3.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8880   -0.6977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1589    1.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0142    4.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7320    0.1422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0142   -0.5064    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.4445    0.7311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0142    3.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5525    0.0560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0155    0.7311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2998    2.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7085   -0.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7287   -0.0939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3011    1.1436    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5853    1.9686    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2606   -0.1709    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7287    0.7311    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8734    0.7311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7287    4.8561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3964    0.8959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4445   -0.0939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7287    3.2061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0374    0.7234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0155   -0.0939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0142    1.9686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4432   -0.5064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1210   -1.4984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6982   -1.0312    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9710    0.3174    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  8  4  2  0  0  0  0
  9  5  2  0  0  0  0
 10  6  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  2  1  0  0  0  0
 15  7  1  0  0  0  0
 16  3  1  0  0  0  0
 17  7  1  0  0  0  0
 18  1  1  1  0  0  0
 19  8  1  0  0  0  0
 20  9  1  0  0  0  0
 21 10  1  0  0  0  0
 22 11  2  0  0  0  0
 23 12  2  0  0  0  0
 24 13  2  0  0  0  0
 25 18  1  0  0  0  0
 26 19  2  0  0  0  0
 26 22  1  0  0  0  0
 27 20  2  0  0  0  0
 27 23  1  0  0  0  0
 28 21  2  0  0  0  0
 28 24  1  0  0  0  0
 29 19  1  0  0  0  0
 30 20  1  0  0  0  0
 31 21  1  0  0  0  0
 25 32  1  6  0  0  0
 33 14  1  4  0  0  0
 33 29  2  0  0  0  0
 34 15  1  4  0  0  0
 34 30  2  0  0  0  0
 35 25  1  0  0  0  0
 35 31  2  0  0  0  0
 36 16  1  0  0  0  0
 36 17  1  0  0  0  0
 36 32  1  0  0  0  0
 37 22  1  0  0  0  0
 38 23  1  0  0  0  0
 39 24  1  0  0  0  0
 40 26  1  0  0  0  0
 41 27  1  0  0  0  0
 42 28  1  0  0  0  0
 43 29  1  0  0  0  0
 44 30  1  0  0  0  0
 45 32  2  0  0  0  0
 46 18  1  0  0  0  0
 46 31  1  0  0  0  0
 18 47  1  6  0  0  0
 25 48  1  1  0  0  0
M  END


  Mrv1652305152111022D          

 48 51  0  0  1  0            999 V2000
    4.5411   -1.8789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8721    1.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1576    0.7311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4445    2.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5853    4.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5826   -1.2789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2998    0.7311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7300    1.9686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5853    3.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4031   -1.3652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1589    1.9686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2998    4.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2471   -0.5253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5866    0.7311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5853    1.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4432    1.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0142    1.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9280   -1.3269    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.7300    1.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2998    3.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8880   -0.6977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1589    1.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0142    4.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7320    0.1422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0142   -0.5064    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.4445    0.7311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0142    3.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5525    0.0560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0155    0.7311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2998    2.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7085   -0.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7287   -0.0939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3011    1.1436    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5853    1.9686    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2606   -0.1709    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7287    0.7311    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8734    0.7311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7287    4.8561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3964    0.8959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4445   -0.0939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7287    3.2061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0374    0.7234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0155   -0.0939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0142    1.9686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4432   -0.5064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1210   -1.4984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6982   -1.0312    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9710    0.3174    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  8  4  2  0  0  0  0
  9  5  2  0  0  0  0
 10  6  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  2  1  0  0  0  0
 15  7  1  0  0  0  0
 16  3  1  0  0  0  0
 17  7  1  0  0  0  0
 18  1  1  1  0  0  0
 19  8  1  0  0  0  0
 20  9  1  0  0  0  0
 21 10  1  0  0  0  0
 22 11  2  0  0  0  0
 23 12  2  0  0  0  0
 24 13  2  0  0  0  0
 25 18  1  0  0  0  0
 26 19  2  0  0  0  0
 26 22  1  0  0  0  0
 27 20  2  0  0  0  0
 27 23  1  0  0  0  0
 28 21  2  0  0  0  0
 28 24  1  0  0  0  0
 29 19  1  0  0  0  0
 30 20  1  0  0  0  0
 31 21  1  0  0  0  0
 25 32  1  6  0  0  0
 33 14  1  4  0  0  0
 33 29  2  0  0  0  0
 34 15  1  4  0  0  0
 34 30  2  0  0  0  0
 35 25  1  0  0  0  0
 35 31  2  0  0  0  0
 36 16  1  0  0  0  0
 36 17  1  0  0  0  0
 36 32  1  0  0  0  0
 37 22  1  0  0  0  0
 38 23  1  0  0  0  0
 39 24  1  0  0  0  0
 40 26  1  0  0  0  0
 41 27  1  0  0  0  0
 42 28  1  0  0  0  0
 43 29  1  0  0  0  0
 44 30  1  0  0  0  0
 45 32  2  0  0  0  0
 46 18  1  0  0  0  0
 46 31  1  0  0  0  0
 18 47  1  6  0  0  0
 25 48  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0018905

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]1(C)OC(=N[C@]1([H])C(=O)N(CCCCN=C(O)C1=C(O)C(O)=CC=C1)CCCN=C(O)C1=C(O)C(O)=CC=C1)C1=C(O)C(O)=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C32H36N4O10/c1-18-25(35-31(46-18)21-10-6-13-24(39)28(21)42)32(45)36(17-7-15-34-30(44)20-9-5-12-23(38)27(20)41)16-3-2-14-33-29(43)19-8-4-11-22(37)26(19)40/h4-6,8-13,18,25,37-42H,2-3,7,14-17H2,1H3,(H,33,43)(H,34,44)/t18-,25+/m1/s1

> <INCHI_KEY>
BWPMKVHHFNGYEN-CJAUYULYSA-N

> <FORMULA>
C32H36N4O10

> <MOLECULAR_WEIGHT>
636.658

> <EXACT_MASS>
636.243143375

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
65.90867892804377

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-{3-[N-(4-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}butyl)-1-[(4S,5R)-2-(2,3-dihydroxyphenyl)-5-methyl-4,5-dihydro-1,3-oxazol-4-yl]formamido]propyl}-2,3-dihydroxybenzene-1-carboximidic acid

> <ALOGPS_LOGP>
3.13

> <JCHEM_LOGP>
5.712565825666666

> <ALOGPS_LOGS>
-4.33

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
7.621888585768167

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.031583579823215

> <JCHEM_PKA_STRONGEST_BASIC>
-4.526346455461568

> <JCHEM_POLAR_SURFACE_AREA>
228.45999999999995

> <JCHEM_REFRACTIVITY>
168.63370000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.99e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-{3-[N-(4-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}butyl)-1-[(4S,5R)-2-(2,3-dihydroxyphenyl)-5-methyl-4,5-dihydro-1,3-oxazol-4-yl]formamido]propyl}-2,3-dihydroxybenzenecarboximidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0       8.477  -3.507   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.828   2.135   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.494   1.365   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      19.496   4.445   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.826   8.295   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.088  -2.387   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.160   1.365   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      18.163   3.675   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.826   6.755   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.619  -2.548   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      20.830   3.675   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.160   9.065   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.461  -0.980   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.162   1.365   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.826   2.135   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.161   2.135   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.493   2.135   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.332  -2.477   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      18.163   2.135   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.160   5.985   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.524  -1.302   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      20.830   2.135   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.493   8.295   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.366   0.265   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.493  -0.945   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      19.496   1.365   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.493   6.755   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.898   0.104   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      16.829   1.365   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.160   4.445   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.056  -1.463   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       8.827  -0.175   0.000  0.00  0.00           C+0
HETATM   33  N   UNK     0      15.495   2.135   0.000  0.00  0.00           N+0
HETATM   34  N   UNK     0       4.826   3.675   0.000  0.00  0.00           N+0
HETATM   35  N   UNK     0       6.086  -0.319   0.000  0.00  0.00           N+0
HETATM   36  N   UNK     0       8.827   1.365   0.000  0.00  0.00           N+0
HETATM   37  O   UNK     0      22.164   1.365   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       8.827   9.065   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       0.740   1.672   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      19.496  -0.175   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       8.827   5.985   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       3.803   1.350   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      16.829  -0.175   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0       7.493   3.675   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      10.161  -0.945   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0       5.826  -2.797   0.000  0.00  0.00           O+0
HETATM   47  H   UNK     0       8.770  -1.925   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0       7.413   0.593   0.000  0.00  0.00           H+0
CONECT    1   18                                                            
CONECT    2    3   14                                                       
CONECT    3    2   16                                                       
CONECT    4    8   11                                                       
CONECT    5    9   12                                                       
CONECT    6   10   13                                                       
CONECT    7   15   17                                                       
CONECT    8    4   19                                                       
CONECT    9    5   20                                                       
CONECT   10    6   21                                                       
CONECT   11    4   22                                                       
CONECT   12    5   23                                                       
CONECT   13    6   24                                                       
CONECT   14    2   33                                                       
CONECT   15    7   34                                                       
CONECT   16    3   36                                                       
CONECT   17    7   36                                                       
CONECT   18    1   25   46   47                                             
CONECT   19    8   26   29                                                  
CONECT   20    9   27   30                                                  
CONECT   21   10   28   31                                                  
CONECT   22   11   26   37                                                  
CONECT   23   12   27   38                                                  
CONECT   24   13   28   39                                                  
CONECT   25   18   32   35   48                                             
CONECT   26   19   22   40                                                  
CONECT   27   20   23   41                                                  
CONECT   28   21   24   42                                                  
CONECT   29   19   33   43                                                  
CONECT   30   20   34   44                                                  
CONECT   31   21   35   46                                                  
CONECT   32   25   36   45                                                  
CONECT   33   14   29                                                       
CONECT   34   15   30                                                       
CONECT   35   25   31                                                       
CONECT   36   16   17   32                                                  
CONECT   37   22                                                            
CONECT   38   23                                                            
CONECT   39   24                                                            
CONECT   40   26                                                            
CONECT   41   27                                                            
CONECT   42   28                                                            
CONECT   43   29                                                            
CONECT   44   30                                                            
CONECT   45   32                                                            
CONECT   46   18   31                                                       
CONECT   47   18                                                            
CONECT   48   25                                                            
MASTER        0    0    0    0    0    0    0    0   48    0  102    0
END

Synonyms

Value	Source
Ferriagrobactin	MeSH
N-(3-(2,3-Dihydroxybenzamido)propyl)-N-(4-(2,3- dihydroxybenzamido)butyl)-2-(2,3-dihydroxyphenyl)- trans-5-methyl-oxazoline-4-carboxamide	MeSH

Molecular Formula

C₃₂H₃₆N₄O₁₀

Average Mass

636.658

Monoisotopic Mass

636.243143375

IUPAC Name

N-{3-[N-(4-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}butyl)-1-[(4S,5R)-2-(2,3-dihydroxyphenyl)-5-methyl-4,5-dihydro-1,3-oxazol-4-yl]formamido]propyl}-2,3-dihydroxybenzene-1-carboximidic acid

Traditional Name

N-{3-[N-(4-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}butyl)-1-[(4S,5R)-2-(2,3-dihydroxyphenyl)-5-methyl-4,5-dihydro-1,3-oxazol-4-yl]formamido]propyl}-2,3-dihydroxybenzenecarboximidic acid

CAS Registry Number

Not Available

SMILES

[H][C@]1(C)OC(=N[C@]1([H])C(=O)N(CCCCN=C(O)C1=C(O)C(O)=CC=C1)CCCN=C(O)C1=C(O)C(O)=CC=C1)C1=C(O)C(O)=CC=C1

InChI Identifier

InChI=1S/C32H36N4O10/c1-18-25(35-31(46-18)21-10-6-13-24(39)28(21)42)32(45)36(17-7-15-34-30(44)20-9-5-12-23(38)27(20)41)16-3-2-14-33-29(43)19-8-4-11-22(37)26(19)40/h4-6,8-13,18,25,37-42H,2-3,7,14-17H2,1H3,(H,33,43)(H,34,44)/t18-,25+/m1/s1

InChI Key

BWPMKVHHFNGYEN-CJAUYULYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as salicylamides. These are carboxamide derivatives of salicylic acid. Salicylic acid is the ortho-hydroxylated derivative of benzoic acid.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Salicylamides

Alternative Parents

Substituents

Alpha-amino acid or derivatives
Salicylamide
Benzamide
Benzoyl
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Oxazoline
Tertiary carboxylic acid amide
Vinylogous acid
Secondary carboxylic acid amide
Carboxamide group
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Azacycle
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Hydrocarbon derivative
Organonitrogen compound
Organic oxide
Organooxygen compound
Organic nitrogen compound
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.03 g/L	ALOGPS
logP	3.13	ALOGPS
logP	5.71	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	7.03	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	228.46 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	168.63 m³·mol⁻¹	ChemAxon
Polarizability	65.91 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	1	Human	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

20130128

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

172540

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for Agrobactin (MMDBc0018905)

MOL for #<Metabolite:0x00005634c2c38028>

3D MOL for #<Metabolite:0x00005634c2c38028>

3D SDF for #<Metabolite:0x00005634c2c38028>

3D-SDF for #<Metabolite:0x00005634c2c38028>

PDB for #<Metabolite:0x00005634c2c38028>

3D PDB for #<Metabolite:0x00005634c2c38028>

SMILES for #<Metabolite:0x00005634c2c38028>

INCHI for #<Metabolite:0x00005634c2c38028>

Structure for #<Metabolite:0x00005634c2c38028>

3D Structure for #<Metabolite:0x00005634c2c38028>