MiMeDB: Showing metabocard for Versicoloritide C (MMDBc0012060)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 03:41:48 UTC

Update Date

2022-08-31 06:33:56 UTC

Metabolite ID

MMDBc0012060

Metabolite Identification

Common Name

Versicoloritide C

Description

Versicoloritide C belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. Based on a literature review a significant number of articles have been published on Versicoloritide C.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152105412D          

 47 51  0  0  1  0            999 V2000
    4.8920   -0.3290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4728   -5.4832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5830    0.4359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3840   -0.9791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7732   -5.9205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4439   -4.6587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0560   -2.2353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1079   -2.8618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7661    0.5508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5670   -0.8642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0447   -5.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7154   -4.2715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6942   -2.9767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2510   -2.0494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4626   -1.6621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2909   -2.9767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4411    0.0157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2874   -4.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6293    0.7911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2581   -0.0992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0158   -4.7088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9331   -0.6343    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2585   -3.4970    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1681    0.1071    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8773   -2.8618    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5226   -1.6621    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6549    0.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2452   -3.3921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3229   -0.8617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2421   -1.3993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9581   -3.0598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1162   -0.5194    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4700   -3.1098    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5298   -0.6343    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7341   -2.0494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9292   -2.2353    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4523    0.7337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0167    0.9060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3884   -4.2045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9163   -0.2885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0590   -1.5142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6865   -3.4470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7501   -0.7493    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4411   -3.9343    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9911    0.0497    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1046   -3.6549    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1726   -1.1541    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  1  1  0  0  0  0
  5  2  2  0  0  0  0
  6  2  1  0  0  0  0
  9  3  1  0  0  0  0
 10  4  2  0  0  0  0
 11  5  1  0  0  0  0
 12  6  2  0  0  0  0
 13  7  1  0  0  0  0
 14  8  1  0  0  0  0
 15  7  1  0  0  0  0
 16  8  1  0  0  0  0
 20  9  2  0  0  0  0
 20 10  1  0  0  0  0
 20 17  1  0  0  0  0
 21 11  2  0  0  0  0
 21 12  1  0  0  0  0
 21 18  1  0  0  0  0
 22 17  1  1  0  0  0
 23 18  1  1  0  0  0
 24 19  1  1  0  0  0
 25 13  1  0  0  0  0
 26 14  1  0  0  0  0
 27 24  1  0  0  0  0
 28 25  1  0  0  0  0
 29 26  1  0  0  0  0
 30 22  1  0  0  0  0
 31 23  1  0  0  0  0
 32 22  1  0  0  0  0
 32 27  2  0  0  0  0
 33 23  1  0  0  0  0
 33 28  2  0  0  0  0
 34 24  1  0  0  0  0
 34 29  2  0  0  0  0
 35 15  1  0  0  0  0
 35 25  1  0  0  0  0
 35 30  1  0  0  0  0
 36 16  1  0  0  0  0
 36 26  1  0  0  0  0
 36 31  1  0  0  0  0
 37 19  1  0  0  0  0
 27 38  1  4  0  0  0
 28 39  1  4  0  0  0
 29 40  1  4  0  0  0
 41 30  2  0  0  0  0
 42 31  2  0  0  0  0
 22 43  1  6  0  0  0
 23 44  1  6  0  0  0
 24 45  1  6  0  0  0
 25 46  1  6  0  0  0
 26 47  1  6  0  0  0
M  END


  Mrv1652305152105412D          

 47 51  0  0  1  0            999 V2000
    4.8920   -0.3290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4728   -5.4832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5830    0.4359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3840   -0.9791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7732   -5.9205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4439   -4.6587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0560   -2.2353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1079   -2.8618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7661    0.5508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5670   -0.8642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0447   -5.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7154   -4.2715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6942   -2.9767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2510   -2.0494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4626   -1.6621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2909   -2.9767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4411    0.0157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2874   -4.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6293    0.7911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2581   -0.0992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0158   -4.7088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9331   -0.6343    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2585   -3.4970    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1681    0.1071    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8773   -2.8618    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5226   -1.6621    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6549    0.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2452   -3.3921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3229   -0.8617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2421   -1.3993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9581   -3.0598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1162   -0.5194    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4700   -3.1098    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5298   -0.6343    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7341   -2.0494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9292   -2.2353    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4523    0.7337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0167    0.9060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3884   -4.2045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9163   -0.2885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0590   -1.5142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6865   -3.4470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7501   -0.7493    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4411   -3.9343    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9911    0.0497    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1046   -3.6549    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1726   -1.1541    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  1  1  0  0  0  0
  5  2  2  0  0  0  0
  6  2  1  0  0  0  0
  9  3  1  0  0  0  0
 10  4  2  0  0  0  0
 11  5  1  0  0  0  0
 12  6  2  0  0  0  0
 13  7  1  0  0  0  0
 14  8  1  0  0  0  0
 15  7  1  0  0  0  0
 16  8  1  0  0  0  0
 20  9  2  0  0  0  0
 20 10  1  0  0  0  0
 20 17  1  0  0  0  0
 21 11  2  0  0  0  0
 21 12  1  0  0  0  0
 21 18  1  0  0  0  0
 22 17  1  1  0  0  0
 23 18  1  1  0  0  0
 24 19  1  1  0  0  0
 25 13  1  0  0  0  0
 26 14  1  0  0  0  0
 27 24  1  0  0  0  0
 28 25  1  0  0  0  0
 29 26  1  0  0  0  0
 30 22  1  0  0  0  0
 31 23  1  0  0  0  0
 32 22  1  0  0  0  0
 32 27  2  0  0  0  0
 33 23  1  0  0  0  0
 33 28  2  0  0  0  0
 34 24  1  0  0  0  0
 34 29  2  0  0  0  0
 35 15  1  0  0  0  0
 35 25  1  0  0  0  0
 35 30  1  0  0  0  0
 36 16  1  0  0  0  0
 36 26  1  0  0  0  0
 36 31  1  0  0  0  0
 37 19  1  0  0  0  0
 27 38  1  4  0  0  0
 28 39  1  4  0  0  0
 29 40  1  4  0  0  0
 41 30  2  0  0  0  0
 42 31  2  0  0  0  0
 22 43  1  6  0  0  0
 23 44  1  6  0  0  0
 24 45  1  6  0  0  0
 25 46  1  6  0  0  0
 26 47  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0012060

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]12CCCN1C(=O)[C@]([H])(CC1=CC=CC=C1)N=C(O)[C@]1([H])CCCN1C(=O)[C@]([H])(CC1=CC=CC=C1)N=C(O)[C@]([H])(CO)N=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C31H37N5O6/c37-19-24-27(38)32-22(17-20-9-3-1-4-10-20)30(41)35-15-7-13-25(35)28(39)33-23(18-21-11-5-2-6-12-21)31(42)36-16-8-14-26(36)29(40)34-24/h1-6,9-12,22-26,37H,7-8,13-19H2,(H,32,38)(H,33,39)(H,34,40)/t22-,23-,24-,25-,26-/m0/s1

> <INCHI_KEY>
DNTOQRXOEOKTNW-LROMGURASA-N

> <FORMULA>
C31H37N5O6

> <MOLECULAR_WEIGHT>
575.666

> <EXACT_MASS>
575.274383931

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
79

> <JCHEM_AVERAGE_POLARIZABILITY>
59.15310303998144

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S,6S,12S,15S,18S)-3,12-dibenzyl-5,14,17-trihydroxy-15-(hydroxymethyl)-1,4,10,13,16-pentaazatricyclo[16.3.0.0^{6,10}]henicosa-4,13,16-triene-2,11-dione

> <ALOGPS_LOGP>
1.04

> <JCHEM_LOGP>
1.1807143568479994

> <ALOGPS_LOGS>
-3.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
2.6371228056794536

> <JCHEM_PKA_STRONGEST_ACIDIC>
-0.14084953117220422

> <JCHEM_PKA_STRONGEST_BASIC>
5.201602515900429

> <JCHEM_POLAR_SURFACE_AREA>
158.62

> <JCHEM_REFRACTIVITY>
154.21200000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.50e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S,6S,12S,15S,18S)-3,12-dibenzyl-5,14,17-trihydroxy-15-(hydroxymethyl)-1,4,10,13,16-pentaazatricyclo[16.3.0.0^{6,10}]henicosa-4,13,16-triene-2,11-dione

> <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       9.132  -0.614   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.616 -10.235   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.555   0.814   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.183  -1.828   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.310 -11.052   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.562  -8.696   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.704  -4.173   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.935  -5.342   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.030   1.028   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.658  -1.613   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.950 -10.329   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.202  -7.973   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.029  -5.557   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.202  -3.825   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.597  -3.103   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.410  -5.557   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.557   0.029   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.536  -8.067   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.175   1.477   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.082  -0.185   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.896  -8.790   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.608  -1.184   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.482  -6.528   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.314   0.200   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.504  -5.342   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.842  -3.103   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.222   0.307   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.324  -6.332   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.469  -1.608   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.185  -2.612   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -1.788  -5.712   0.000  0.00  0.00           C+0
HETATM   32  N   UNK     0       2.084  -0.970   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0       0.877  -5.805   0.000  0.00  0.00           N+0
HETATM   34  N   UNK     0      -0.989  -1.184   0.000  0.00  0.00           N+0
HETATM   35  N   UNK     0       3.237  -3.825   0.000  0.00  0.00           N+0
HETATM   36  N   UNK     0      -1.734  -4.173   0.000  0.00  0.00           N+0
HETATM   37  O   UNK     0      -2.711   1.370   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       1.898   1.691   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       2.592  -7.848   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      -3.577  -0.539   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       5.710  -2.827   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -3.148  -6.434   0.000  0.00  0.00           O+0
HETATM   43  H   UNK     0       5.133  -1.399   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.823  -7.344   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.850   0.093   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0       3.929  -6.822   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0      -4.056  -2.154   0.000  0.00  0.00           H+0
CONECT    1    3    4                                                       
CONECT    2    5    6                                                       
CONECT    3    1    9                                                       
CONECT    4    1   10                                                       
CONECT    5    2   11                                                       
CONECT    6    2   12                                                       
CONECT    7   13   15                                                       
CONECT    8   14   16                                                       
CONECT    9    3   20                                                       
CONECT   10    4   20                                                       
CONECT   11    5   21                                                       
CONECT   12    6   21                                                       
CONECT   13    7   25                                                       
CONECT   14    8   26                                                       
CONECT   15    7   35                                                       
CONECT   16    8   36                                                       
CONECT   17   20   22                                                       
CONECT   18   21   23                                                       
CONECT   19   24   37                                                       
CONECT   20    9   10   17                                                  
CONECT   21   11   12   18                                                  
CONECT   22   17   30   32   43                                             
CONECT   23   18   31   33   44                                             
CONECT   24   19   27   34   45                                             
CONECT   25   13   28   35   46                                             
CONECT   26   14   29   36   47                                             
CONECT   27   24   32   38                                                  
CONECT   28   25   33   39                                                  
CONECT   29   26   34   40                                                  
CONECT   30   22   35   41                                                  
CONECT   31   23   36   42                                                  
CONECT   32   22   27                                                       
CONECT   33   23   28                                                       
CONECT   34   24   29                                                       
CONECT   35   15   25   30                                                  
CONECT   36   16   26   31                                                  
CONECT   37   19                                                            
CONECT   38   27                                                            
CONECT   39   28                                                            
CONECT   40   29                                                            
CONECT   41   30                                                            
CONECT   42   31                                                            
CONECT   43   22                                                            
CONECT   44   23                                                            
CONECT   45   24                                                            
CONECT   46   25                                                            
CONECT   47   26                                                            
MASTER        0    0    0    0    0    0    0    0   47    0  102    0
END

Synonyms

Not Available

Molecular Formula

C₃₁H₃₇N₅O₆

Average Mass

575.666

Monoisotopic Mass

575.274383931

IUPAC Name

(3S,6S,12S,15S,18S)-3,12-dibenzyl-5,14,17-trihydroxy-15-(hydroxymethyl)-1,4,10,13,16-pentaazatricyclo[16.3.0.0^{6,10}]henicosa-4,13,16-triene-2,11-dione

Traditional Name

(3S,6S,12S,15S,18S)-3,12-dibenzyl-5,14,17-trihydroxy-15-(hydroxymethyl)-1,4,10,13,16-pentaazatricyclo[16.3.0.0^{6,10}]henicosa-4,13,16-triene-2,11-dione

CAS Registry Number

Not Available

SMILES

[H][C@@]12CCCN1C(=O)[C@]([H])(CC1=CC=CC=C1)N=C(O)[C@]1([H])CCCN1C(=O)[C@]([H])(CC1=CC=CC=C1)N=C(O)[C@]([H])(CO)N=C2O

InChI Identifier

InChI=1S/C31H37N5O6/c37-19-24-27(38)32-22(17-20-9-3-1-4-10-20)30(41)35-15-7-13-25(35)28(39)33-23(18-21-11-5-2-6-12-21)31(42)36-16-8-14-26(36)29(40)34-24/h1-6,9-12,22-26,37H,7-8,13-19H2,(H,32,38)(H,33,39)(H,34,40)/t22-,23-,24-,25-,26-/m0/s1

InChI Key

DNTOQRXOEOKTNW-LROMGURASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
Cyclic alpha peptide
Macrolactam
Alpha-amino acid or derivatives
Monocyclic benzene moiety
Benzenoid
Pyrrolidine
Tertiary carboxylic acid amide
Secondary carboxylic acid amide
Lactam
Carboxamide group
Organoheterocyclic compound
Azacycle
Hydrocarbon derivative
Organic nitrogen compound
Alcohol
Primary alcohol
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.075 g/L	ALOGPS
logP	1.04	ALOGPS
logP	1.18	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	-0.14	ChemAxon
pKa (Strongest Basic)	5.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	158.62 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	154.21 m³·mol⁻¹	ChemAxon
Polarizability	59.15 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-10	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

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
Eukaryota/Fungi	Ascomycota	1	Human feces	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

29214487

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

54672121

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 Versicoloritide C (MMDBc0012060)

MOL for #<Metabolite:0x00007f470421bba8>

3D MOL for #<Metabolite:0x00007f470421bba8>

3D SDF for #<Metabolite:0x00007f470421bba8>

3D-SDF for #<Metabolite:0x00007f470421bba8>

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Structure for #<Metabolite:0x00007f470421bba8>

3D Structure for #<Metabolite:0x00007f470421bba8>