NP-MRD: Showing NP-Card for 2-{[(2e,4e,6e,8e,10e)-1-hydroxy-11-{3-hydroxy-2-[(1-hydroxyethylidene)amino]phenyl}undeca-2,4,6,8,10-pentaen-1-ylidene]amino}-4-(c-hydroxycarbonimidoyl)butanoic acid (NP0153670)

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Record Information

Version

2.0

Created at

2022-09-02 10:22:19 UTC

Updated at

2022-09-02 10:22:19 UTC

NP-MRD ID

NP0153670

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-{[(2e,4e,6e,8e,10e)-1-hydroxy-11-{3-hydroxy-2-[(1-hydroxyethylidene)amino]phenyl}undeca-2,4,6,8,10-pentaen-1-ylidene]amino}-4-(c-hydroxycarbonimidoyl)butanoic acid

Description

2-{[(2E,4E,6E,8E,10E)-1-hydroxy-11-{3-hydroxy-2-[(1-hydroxyethylidene)amino]phenyl}undeca-2,4,6,8,10-pentaen-1-ylidene]amino}-4-(C-hydroxycarbonimidoyl)butanoic acid belongs to the class of organic compounds known as glutamine and derivatives. Glutamine and derivatives are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. 2-{[(2e,4e,6e,8e,10e)-1-hydroxy-11-{3-hydroxy-2-[(1-hydroxyethylidene)amino]phenyl}undeca-2,4,6,8,10-pentaen-1-ylidene]amino}-4-(c-hydroxycarbonimidoyl)butanoic acid is found in Physarum polycephalum. Based on a literature review very few articles have been published on 2-{[(2E,4E,6E,8E,10E)-1-hydroxy-11-{3-hydroxy-2-[(1-hydroxyethylidene)amino]phenyl}undeca-2,4,6,8,10-pentaen-1-ylidene]amino}-4-(C-hydroxycarbonimidoyl)butanoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022212222D          

 33 33  0  0  0  0            999 V2000
   14.5697   -2.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3947   -2.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8072   -2.0408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8072   -3.4698    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6322   -3.4698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0447   -2.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6322   -2.0408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8697   -2.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2822   -3.4698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8697   -4.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0447   -4.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6322   -4.8987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8072   -4.8987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3947   -5.6132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5697   -5.6132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1572   -6.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3322   -6.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9197   -7.0421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0947   -7.0421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6822   -7.7566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8572   -7.7566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4447   -8.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8572   -9.1855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6197   -8.4711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2072   -9.1855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3822   -9.1855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9697   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7322  -10.6145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7322   -9.1855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6197   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4447   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2072  -10.6145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  4  5  1  4  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 24 25  1  4  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 25 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
M  END

     RDKit          3D

 60 60  0  0  0  0  0  0  0  0999 V2000
   11.0425   -0.7332    0.3539 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2001   -1.1794   -0.1022 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5426   -2.1113    0.4701 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9228   -2.5770    1.7431 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3827   -2.7394   -0.1430 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0588   -2.1457    0.2100 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8031   -0.7172   -0.1302 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9212   -0.4115   -1.4915 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0398   -0.0336   -2.3742 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6535    0.1829   -3.6525 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7460    0.1720   -2.2355 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5076    0.4055   -2.2420 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1505    0.6649   -2.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4690    0.4383   -1.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1435    0.7056   -0.9526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0282    0.9237   -0.8428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3938    1.2628   -0.8749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2694    0.9072    0.1062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6568    1.3992   -0.1587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6239    1.0957    0.7526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9827    1.5503    0.5431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3262    2.4923   -0.4022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6449    2.9779   -0.5743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5817    2.4898    0.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3041    1.5514    1.1804 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3888    1.1019    1.9660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0392    1.0957    1.3312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7124    0.1255    2.3168 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5109   -1.1087    1.9814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1779   -2.1235    2.9868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6086   -1.5537    0.6405 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4936    0.3100    0.7622 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1901    1.1575    0.1283 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2811    0.1872    2.0961 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4822   -3.4192    1.8710 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3374   -3.7918    0.3541 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4881   -3.0002   -1.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9300   -2.2945    1.3245 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2950   -2.7702   -0.3357 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6867   -0.5928    0.1754 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6557    0.1711   -3.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5804   -0.3176   -0.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7001    0.8842   -3.5523 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4657    0.9642   -3.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1613    0.1105   -0.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0791   -0.2407    0.1194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8472    1.7882   -2.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8712    1.8319   -1.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9248    0.3446    0.8977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9721    1.9451   -0.9847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2949    0.5383    1.6034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5879    2.9101   -1.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8157    3.7274   -1.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6222    2.8618    0.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1000    0.4081    2.6809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2919   -1.7810    4.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1922   -2.5936    2.7474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9180   -2.9699    2.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5755   -1.5111    0.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0113    1.0340    2.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
 30 29  1  0
 29 31  1  0
 29 28  2  0
 28 27  1  0
 27 25  2  0
 25 26  1  0
 25 24  1  0
 24 23  2  0
 23 22  1  0
 22 21  2  0
 21 20  1  0
 20 19  2  0
 19 18  1  0
 18 17  2  0
 17 16  1  0
 16 15  2  0
 15 14  1  0
 14 13  2  0
 13 12  1  0
 12 11  2  0
 11  9  1  0
  9 10  1  0
  9  8  2  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  3  1  0
  3  4  1  0
  3  2  2  0
  7 32  1  0
 32 34  1  0
 32 33  2  0
 21 27  1  0
 30 56  1  0
 30 57  1  0
 30 58  1  0
 31 59  1  0
 26 55  1  0
 24 54  1  0
 23 53  1  0
 22 52  1  0
 20 51  1  0
 19 50  1  0
 18 49  1  0
 17 48  1  0
 16 47  1  0
 15 46  1  0
 14 45  1  0
 13 44  1  0
 12 43  1  0
 11 42  1  0
 10 41  1  0
  7 40  1  1
  6 38  1  0
  6 39  1  0
  5 36  1  0
  5 37  1  0
  4 35  1  0
  2  1  1  0
 34 60  1  0
M  END


  Mrv1652309022212222D          

 33 33  0  0  0  0            999 V2000
   14.5697   -2.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3947   -2.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8072   -2.0408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8072   -3.4698    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6322   -3.4698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0447   -2.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6322   -2.0408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8697   -2.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2822   -3.4698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8697   -4.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0447   -4.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6322   -4.8987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8072   -4.8987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3947   -5.6132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5697   -5.6132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1572   -6.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3322   -6.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9197   -7.0421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0947   -7.0421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6822   -7.7566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8572   -7.7566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4447   -8.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8572   -9.1855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6197   -8.4711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2072   -9.1855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3822   -9.1855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9697   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7322  -10.6145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7322   -9.1855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6197   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4447   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2072  -10.6145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  4  5  1  4  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 24 25  1  4  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 25 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0153670

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(O)=NC1=C(O)C=CC=C1\C=C\C=C\C=C\C=C\C=C\C(O)=NC(CCC(O)=N)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H27N3O6/c1-17(28)26-23-18(12-10-13-20(23)29)11-8-6-4-2-3-5-7-9-14-22(31)27-19(24(32)33)15-16-21(25)30/h2-14,19,29H,15-16H2,1H3,(H2,25,30)(H,26,28)(H,27,31)(H,32,33)/b3-2+,6-4+,7-5+,11-8+,14-9+

> <INCHI_KEY>
RGGPZGKUAMUKLV-QCBGMGOKSA-N

> <FORMULA>
C24H27N3O6

> <MOLECULAR_WEIGHT>
453.495

> <EXACT_MASS>
453.189985601

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
50.02248335373639

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{[(2E,4E,6E,8E,10E)-1-hydroxy-11-{3-hydroxy-2-[(1-hydroxyethylidene)amino]phenyl}undeca-2,4,6,8,10-pentaen-1-ylidene]amino}-4-(C-hydroxycarbonimidoyl)butanoic acid

> <ALOGPS_LOGP>
3.20

> <JCHEM_LOGP>
1.753692154427821

> <ALOGPS_LOGS>
-5.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.8954177556279856

> <JCHEM_PKA_STRONGEST_ACIDIC>
-0.46456122734906735

> <JCHEM_PKA_STRONGEST_BASIC>
12.900714192707245

> <JCHEM_POLAR_SURFACE_AREA>
166.79

> <JCHEM_REFRACTIVITY>
143.30160000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.22e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{[(2E,4E,6E,8E,10E)-1-hydroxy-11-{3-hydroxy-2-[(1-hydroxyethylidene)amino]phenyl}undeca-2,4,6,8,10-pentaen-1-ylidene]amino}-4-(C-hydroxycarbonimidoyl)butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0      27.197  -5.143   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      28.737  -5.143   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      29.507  -3.810   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0      29.507  -6.477   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      31.047  -6.477   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      31.817  -5.143   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      31.047  -3.810   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      33.357  -5.143   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      34.127  -6.477   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      33.357  -7.811   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      31.817  -7.811   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      31.047  -9.144   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      29.507  -9.144   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      28.737 -10.478   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      27.197 -10.478   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      26.427 -11.812   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      24.887 -11.812   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      24.117 -13.145   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      22.577 -13.145   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      21.807 -14.479   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      20.267 -14.479   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      19.497 -15.813   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      20.267 -17.146   0.000  0.00  0.00           O+0
HETATM   24  N   UNK     0      17.957 -15.813   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0      17.187 -17.146   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      15.647 -17.146   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      14.877 -18.480   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      13.337 -18.480   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0      12.567 -19.814   0.000  0.00  0.00           N+0
HETATM   30  O   UNK     0      12.567 -17.146   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      17.957 -18.480   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      19.497 -18.480   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      17.187 -19.814   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    5   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26   31                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   25   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   66    0
END

View in JSmol

Synonyms

Value	Source
2-{[(2E,4E,6E,8E,10E)-1-hydroxy-11-{3-hydroxy-2-[(1-hydroxyethylidene)amino]phenyl}undeca-2,4,6,8,10-pentaen-1-ylidene]amino}-4-(C-hydroxycarbonimidoyl)butanoate	Generator

Chemical Formula

C₂₄H₂₇N₃O₆

Average Mass

453.4950 Da

Monoisotopic Mass

453.18999 Da

IUPAC Name

2-{[(2E,4E,6E,8E,10E)-1-hydroxy-11-{3-hydroxy-2-[(1-hydroxyethylidene)amino]phenyl}undeca-2,4,6,8,10-pentaen-1-ylidene]amino}-4-(C-hydroxycarbonimidoyl)butanoic acid

Traditional Name

2-{[(2E,4E,6E,8E,10E)-1-hydroxy-11-{3-hydroxy-2-[(1-hydroxyethylidene)amino]phenyl}undeca-2,4,6,8,10-pentaen-1-ylidene]amino}-4-(C-hydroxycarbonimidoyl)butanoic acid

CAS Registry Number

Not Available

SMILES

CC(O)=NC1=C(O)C=CC=C1\C=C\C=C\C=C\C=C\C=C\C(O)=NC(CCC(O)=N)C(O)=O

InChI Identifier

InChI=1S/C24H27N3O6/c1-17(28)26-23-18(12-10-13-20(23)29)11-8-6-4-2-3-5-7-9-14-22(31)27-19(24(32)33)15-16-21(25)30/h2-14,19,29H,15-16H2,1H3,(H2,25,30)(H,26,28)(H,27,31)(H,32,33)/b3-2+,6-4+,7-5+,11-8+,14-9+

InChI Key

RGGPZGKUAMUKLV-QCBGMGOKSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Physarum polycephalum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glutamine and derivatives. Glutamine and derivatives are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Glutamine and derivatives

Alternative Parents

Substituents

Glutamine or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Acetanilide
Anilide
N-acetylarylamine
Styrene
N-arylamide
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Phenol
N-acyl-amine
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Fatty amide
Acetamide
Secondary carboxylic acid amide
Primary carboxylic acid amide
Carboxamide group
Carboxylic acid
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	3.2	ALOGPS
logP	1.75	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	-0.46	ChemAxon
pKa (Strongest Basic)	12.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	166.79 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	143.3 m³·mol⁻¹	ChemAxon
Polarizability	50.02 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78434867

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13871735

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-{[(2e,4e,6e,8e,10e)-1-hydroxy-11-{3-hydroxy-2-[(1-hydroxyethylidene)amino]phenyl}undeca-2,4,6,8,10-pentaen-1-ylidene]amino}-4-(c-hydroxycarbonimidoyl)butanoic acid (NP0153670)

MOL for NP0153670 (2-{[(2e,4e,6e,8e,10e)-1-hydroxy-11-{3-hydroxy-2-[(1-hydroxyethylidene)amino]phenyl}undeca-2,4,6,8,10-pentaen-1-ylidene]amino}-4-(c-hydroxycarbonimidoyl)butanoic acid)

3D MOL for NP0153670 (2-{[(2e,4e,6e,8e,10e)-1-hydroxy-11-{3-hydroxy-2-[(1-hydroxyethylidene)amino]phenyl}undeca-2,4,6,8,10-pentaen-1-ylidene]amino}-4-(c-hydroxycarbonimidoyl)butanoic acid)

3D SDF for NP0153670 (2-{[(2e,4e,6e,8e,10e)-1-hydroxy-11-{3-hydroxy-2-[(1-hydroxyethylidene)amino]phenyl}undeca-2,4,6,8,10-pentaen-1-ylidene]amino}-4-(c-hydroxycarbonimidoyl)butanoic acid)

3D-SDF for NP0153670 (2-{[(2e,4e,6e,8e,10e)-1-hydroxy-11-{3-hydroxy-2-[(1-hydroxyethylidene)amino]phenyl}undeca-2,4,6,8,10-pentaen-1-ylidene]amino}-4-(c-hydroxycarbonimidoyl)butanoic acid)

PDB for NP0153670 (2-{[(2e,4e,6e,8e,10e)-1-hydroxy-11-{3-hydroxy-2-[(1-hydroxyethylidene)amino]phenyl}undeca-2,4,6,8,10-pentaen-1-ylidene]amino}-4-(c-hydroxycarbonimidoyl)butanoic acid)

3D PDB for NP0153670 (2-{[(2e,4e,6e,8e,10e)-1-hydroxy-11-{3-hydroxy-2-[(1-hydroxyethylidene)amino]phenyl}undeca-2,4,6,8,10-pentaen-1-ylidene]amino}-4-(c-hydroxycarbonimidoyl)butanoic acid)

SMILES for NP0153670 (2-{[(2e,4e,6e,8e,10e)-1-hydroxy-11-{3-hydroxy-2-[(1-hydroxyethylidene)amino]phenyl}undeca-2,4,6,8,10-pentaen-1-ylidene]amino}-4-(c-hydroxycarbonimidoyl)butanoic acid)

INCHI for NP0153670 (2-{[(2e,4e,6e,8e,10e)-1-hydroxy-11-{3-hydroxy-2-[(1-hydroxyethylidene)amino]phenyl}undeca-2,4,6,8,10-pentaen-1-ylidene]amino}-4-(c-hydroxycarbonimidoyl)butanoic acid)

Structure for NP0153670 (2-{[(2e,4e,6e,8e,10e)-1-hydroxy-11-{3-hydroxy-2-[(1-hydroxyethylidene)amino]phenyl}undeca-2,4,6,8,10-pentaen-1-ylidene]amino}-4-(c-hydroxycarbonimidoyl)butanoic acid)

3D Structure for NP0153670 (2-{[(2e,4e,6e,8e,10e)-1-hydroxy-11-{3-hydroxy-2-[(1-hydroxyethylidene)amino]phenyl}undeca-2,4,6,8,10-pentaen-1-ylidene]amino}-4-(c-hydroxycarbonimidoyl)butanoic acid)