NP-MRD: Showing NP-Card for Iturin C2 (NP0061468)

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Record Information

Version

1.0

Created at

2022-04-28 06:15:11 UTC

Updated at

2022-04-28 06:15:12 UTC

NP-MRD ID

NP0061468

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Iturin C2

Description

2-[(3R,6S,9R,13S,16R,19S,22R,27aS)-1,4,7,11,14,17,20-heptahydroxy-22-[2-(C-hydroxycarbonimidoyl)ethyl]-3,19-bis[(C-hydroxycarbonimidoyl)methyl]-6-(hydroxymethyl)-16-[(4-hydroxyphenyl)methyl]-9-[(9S)-9-methylundecyl]-23-oxo-3H,6H,9H,10H,13H,16H,19H,22H,23H,25H,26H,27H,27aH-pyrrolo[2,1-i]1,4,7,10,13,16,19,22-octaazacyclopentacosan-13-yl]acetic acid belongs to the class of organic compounds known as cyclic peptides. Cyclic peptides are compounds containing a cyclic moiety bearing a peptide backbone. Iturin C2 is found in Bacillus sp. A2822. It was first documented in 2022 (PMID: 35483916). Based on a literature review a significant number of articles have been published on 2-[(3R,6S,9R,13S,16R,19S,22R,27aS)-1,4,7,11,14,17,20-heptahydroxy-22-[2-(C-hydroxycarbonimidoyl)ethyl]-3,19-bis[(C-hydroxycarbonimidoyl)methyl]-6-(hydroxymethyl)-16-[(4-hydroxyphenyl)methyl]-9-[(9S)-9-methylundecyl]-23-oxo-3H,6H,9H,10H,13H,16H,19H,22H,23H,25H,26H,27H,27aH-pyrrolo[2,1-i]1,4,7,10,13,16,19,22-octaazacyclopentacosan-13-yl]acetic acid (PMID: 35483915) (PMID: 35483914) (PMID: 35483913) (PMID: 35483912).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282208152D          

 75 77  0  0  1  0            999 V2000
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M  END

     RDKit          3D

150152  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv1652304282208152D          

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 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 21 20  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
  1 33  1  0  0  0  0
 33 34  1  6  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 42 45  1  1  0  0  0
 29 46  1  1  0  0  0
 46 47  1  0  0  0  0
 25 48  1  1  0  0  0
 48 49  1  0  0  0  0
 49 50  2  0  0  0  0
 49 51  1  0  0  0  0
 21 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 20 54  1  0  0  0  0
 17 55  1  1  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  2  0  0  0  0
 57 59  1  0  0  0  0
 13 60  1  6  0  0  0
 60 61  1  0  0  0  0
 61 62  2  0  0  0  0
 61 63  1  0  0  0  0
  9 64  1  6  0  0  0
 64 65  1  0  0  0  0
 65 66  2  0  0  0  0
 66 67  1  0  0  0  0
 67 68  2  0  0  0  0
 68 69  1  0  0  0  0
 69 70  2  0  0  0  0
 65 70  1  0  0  0  0
 68 71  1  0  0  0  0
  5 72  1  6  0  0  0
 72 73  1  0  0  0  0
 73 74  2  0  0  0  0
 73 75  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0061468

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H](C)CCCCCCCC[C@@H]1CC(=O)N[C@@H](CC(O)=O)C(=O)N[C@H](CC2=CC=C(O)C=C2)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@H](CCC(N)=O)C(=O)N2CCC[C@H]2C(=O)N[C@H](CC(N)=O)C(=O)N[C@@H](CO)C(=O)N1

> <INCHI_IDENTIFIER>
InChI=1S/C49H75N11O15/c1-3-27(2)11-8-6-4-5-7-9-12-29-22-41(66)54-35(25-42(67)68)46(72)56-32(21-28-14-16-30(62)17-15-28)43(69)57-33(23-39(51)64)44(70)55-31(18-19-38(50)63)49(75)60-20-10-13-37(60)48(74)58-34(24-40(52)65)45(71)59-36(26-61)47(73)53-29/h14-17,27,29,31-37,61-62H,3-13,18-26H2,1-2H3,(H2,50,63)(H2,51,64)(H2,52,65)(H,53,73)(H,54,66)(H,55,70)(H,56,72)(H,57,69)(H,58,74)(H,59,71)(H,67,68)/t27-,29+,31+,32+,33-,34+,35-,36-,37-/m0/s1

> <INCHI_KEY>
INOHDOJRSYQZCX-LTRQUZMGSA-N

> <FORMULA>
C49H75N11O15

> <MOLECULAR_WEIGHT>
1058.201

> <EXACT_MASS>
1057.544410759

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
150

> <JCHEM_AVERAGE_POLARIZABILITY>
110.54198970653457

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
13

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(3R,6S,9R,13S,16R,19S,22R,27aS)-22-(2-carbamoylethyl)-3,19-bis(carbamoylmethyl)-6-(hydroxymethyl)-16-[(4-hydroxyphenyl)methyl]-9-[(9S)-9-methylundecyl]-1,4,7,11,14,17,20,23-octaoxo-hexacosahydro-1H-pyrrolo[2,1-i]1,4,7,10,13,16,19,22-octaazacyclopentacosan-13-yl]acetic acid

> <ALOGPS_LOGP>
-0.00

> <JCHEM_LOGP>
-3.5175666026666668

> <ALOGPS_LOGS>
-4.44

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.496717635496998

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.971078359913519

> <JCHEM_PKA_STRONGEST_BASIC>
-5.95833158675923

> <JCHEM_POLAR_SURFACE_AREA>
431.03999999999996

> <JCHEM_REFRACTIVITY>
263.6810000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.80e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(3R,6S,9R,13S,16R,19S,22R,27aS)-22-(2-carbamoylethyl)-3,19-bis(carbamoylmethyl)-6-(hydroxymethyl)-16-[(4-hydroxyphenyl)methyl]-9-[(9S)-9-methylundecyl]-1,4,7,11,14,17,20,23-octaoxo-octadecahydro-2H-pyrrolo[2,1-i]1,4,7,10,13,16,19,22-octaazacyclopentacosan-13-yl]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      -3.964  -4.053   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.958  -5.219   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.424  -5.092   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0      -3.757  -6.536   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -5.256  -6.183   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.767  -6.929   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -5.917  -8.213   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0      -8.084  -6.130   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      -9.434  -6.871   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -10.751  -6.072   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0     -10.717  -4.533   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0     -12.101  -6.813   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0     -13.418  -6.014   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -14.768  -6.755   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0     -14.801  -8.295   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0     -16.084  -5.956   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0     -16.051  -4.417   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -17.367  -3.618   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0     -18.718  -4.359   0.000  0.00  0.00           O+0
HETATM   20  N   UNK     0     -17.334  -2.078   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0     -15.984  -1.337   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -14.667  -2.136   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0     -14.701  -3.676   0.000  0.00  0.00           O+0
HETATM   24  N   UNK     0     -13.317  -1.395   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0     -12.001  -2.194   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -10.651  -1.453   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0     -10.617   0.086   0.000  0.00  0.00           O+0
HETATM   28  N   UNK     0      -9.334  -2.252   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0      -7.984  -1.511   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -6.667  -2.310   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -6.701  -3.850   0.000  0.00  0.00           O+0
HETATM   32  N   UNK     0      -5.317  -1.569   0.000  0.00  0.00           N+0
HETATM   33  C   UNK     0      -4.000  -2.368   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -2.667  -1.598   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -1.333  -2.368   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       0.001  -1.598   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       1.334  -2.368   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       2.668  -1.598   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       4.002  -2.368   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       5.335  -1.598   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       6.669  -2.368   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       8.003  -1.598   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       9.336  -2.368   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      10.670  -1.598   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       8.003  -0.058   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -7.950   0.028   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      -6.600   0.769   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0     -11.967  -0.655   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0     -13.284   0.144   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0     -14.634  -0.597   0.000  0.00  0.00           O+0
HETATM   51  N   UNK     0     -13.250   1.684   0.000  0.00  0.00           N+0
HETATM   52  C   UNK     0     -16.271   0.175   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0     -17.799   0.370   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0     -18.456  -1.023   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0     -17.401  -5.158   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0     -17.434  -6.697   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0     -18.784  -7.438   0.000  0.00  0.00           C+0
HETATM   58  O   UNK     0     -20.101  -6.639   0.000  0.00  0.00           O+0
HETATM   59  N   UNK     0     -18.818  -8.978   0.000  0.00  0.00           N+0
HETATM   60  C   UNK     0     -13.451  -7.554   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0     -12.134  -8.353   0.000  0.00  0.00           C+0
HETATM   62  O   UNK     0     -10.784  -7.612   0.000  0.00  0.00           O+0
HETATM   63  N   UNK     0     -12.168  -9.892   0.000  0.00  0.00           N+0
HETATM   64  C   UNK     0      -9.468  -8.411   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0      -8.151  -9.209   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0      -6.801  -8.469   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0      -5.484  -9.267   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0      -5.518 -10.807   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0      -6.868 -11.548   0.000  0.00  0.00           C+0
HETATM   70  C   UNK     0      -8.184 -10.749   0.000  0.00  0.00           C+0
HETATM   71  O   UNK     0      -4.201 -11.606   0.000  0.00  0.00           O+0
HETATM   72  C   UNK     0      -5.082  -7.713   0.000  0.00  0.00           C+0
HETATM   73  C   UNK     0      -3.669  -8.327   0.000  0.00  0.00           C+0
HETATM   74  O   UNK     0      -2.431  -7.411   0.000  0.00  0.00           O+0
HETATM   75  O   UNK     0      -3.495  -9.857   0.000  0.00  0.00           O+0
CONECT    1    2   33                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   72                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   64                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   60                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   55                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   54                                                  
CONECT   21   20   22   52                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26   48                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30   46                                                  
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32    1   34                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43   45                                                  
CONECT   43   42   44                                                       
CONECT   44   43                                                            
CONECT   45   42                                                            
CONECT   46   29   47                                                       
CONECT   47   46                                                            
CONECT   48   25   49                                                       
CONECT   49   48   50   51                                                  
CONECT   50   49                                                            
CONECT   51   49                                                            
CONECT   52   21   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   20                                                       
CONECT   55   17   56                                                       
CONECT   56   55   57                                                       
CONECT   57   56   58   59                                                  
CONECT   58   57                                                            
CONECT   59   57                                                            
CONECT   60   13   61                                                       
CONECT   61   60   62   63                                                  
CONECT   62   61                                                            
CONECT   63   61                                                            
CONECT   64    9   65                                                       
CONECT   65   64   66   70                                                  
CONECT   66   65   67                                                       
CONECT   67   66   68                                                       
CONECT   68   67   69   71                                                  
CONECT   69   68   70                                                       
CONECT   70   69   65                                                       
CONECT   71   68                                                            
CONECT   72    5   73                                                       
CONECT   73   72   74   75                                                  
CONECT   74   73                                                            
CONECT   75   73                                                            
MASTER        0    0    0    0    0    0    0    0   75    0  154    0
END

View in JSmol

Synonyms

Value	Source
2-[(3R,6S,9R,13S,16R,19S,22R,27AS)-1,4,7,11,14,17,20-heptahydroxy-22-[2-(C-hydroxycarbonimidoyl)ethyl]-3,19-bis[(C-hydroxycarbonimidoyl)methyl]-6-(hydroxymethyl)-16-[(4-hydroxyphenyl)methyl]-9-[(9S)-9-methylundecyl]-23-oxo-3H,6H,9H,10H,13H,16H,19H,22H,23H,25H,26H,27H,27ah-pyrrolo[2,1-i]1,4,7,10,13,16,19,22-octaazacyclopentacosan-13-yl]acetate	Generator

Chemical Formula

C₄₉H₇₅N₁₁O₁₅

Average Mass

1058.2010 Da

Monoisotopic Mass

1057.54441 Da

IUPAC Name

2-[(3R,6S,9R,13S,16R,19S,22R,27aS)-22-(2-carbamoylethyl)-3,19-bis(carbamoylmethyl)-6-(hydroxymethyl)-16-[(4-hydroxyphenyl)methyl]-9-[(9S)-9-methylundecyl]-1,4,7,11,14,17,20,23-octaoxo-hexacosahydro-1H-pyrrolo[2,1-i]1,4,7,10,13,16,19,22-octaazacyclopentacosan-13-yl]acetic acid

Traditional Name

[(3R,6S,9R,13S,16R,19S,22R,27aS)-22-(2-carbamoylethyl)-3,19-bis(carbamoylmethyl)-6-(hydroxymethyl)-16-[(4-hydroxyphenyl)methyl]-9-[(9S)-9-methylundecyl]-1,4,7,11,14,17,20,23-octaoxo-octadecahydro-2H-pyrrolo[2,1-i]1,4,7,10,13,16,19,22-octaazacyclopentacosan-13-yl]acetic acid

CAS Registry Number

Not Available

SMILES

CC[C@H](C)CCCCCCCC[C@@H]1CC(=O)N[C@@H](CC(O)=O)C(=O)N[C@H](CC2=CC=C(O)C=C2)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@H](CCC(N)=O)C(=O)N2CCC[C@H]2C(=O)N[C@H](CC(N)=O)C(=O)N[C@@H](CO)C(=O)N1

InChI Identifier

InChI=1S/C49H75N11O15/c1-3-27(2)11-8-6-4-5-7-9-12-29-22-41(66)54-35(25-42(67)68)46(72)56-32(21-28-14-16-30(62)17-15-28)43(69)57-33(23-39(51)64)44(70)55-31(18-19-38(50)63)49(75)60-20-10-13-37(60)48(74)58-34(24-40(52)65)45(71)59-36(26-61)47(73)53-29/h14-17,27,29,31-37,61-62H,3-13,18-26H2,1-2H3,(H2,50,63)(H2,51,64)(H2,52,65)(H,53,73)(H,54,66)(H,55,70)(H,56,72)(H,57,69)(H,58,74)(H,59,71)(H,67,68)/t27-,29+,31+,32+,33-,34+,35-,36-,37-/m0/s1

InChI Key

INOHDOJRSYQZCX-LTRQUZMGSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Bacillus sp. A2822	Bacteria	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclic peptides. Cyclic peptides are compounds containing a cyclic moiety bearing a peptide backbone.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Cyclic peptides

Alternative Parents

Substituents

Cyclic alpha peptide
Alpha-amino acid or derivatives
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Cyclic carboximidic acid
Tertiary carboxylic acid amide
Pyrrolidine
Lactam
Carboxamide group
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	0	ALOGPS
logP	-3.5	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	3.97	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	431.04 Å²	ChemAxon
Rotatable Bond Count	22	ChemAxon
Refractivity	263.68 m³·mol⁻¹	ChemAxon
Polarizability	110.54 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162917976

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Uchida Y, Kan H, Sakurai K, Horimoto Y, Hayashi E, Iida A, Okamura N, Oishi K, Matsukawa N: APOE varepsilon4 dose associates with increased brain iron and beta-amyloid via blood-brain barrier dysfunction. J Neurol Neurosurg Psychiatry. 2022 Apr 28. pii: jnnp-2021-328519. doi: 10.1136/jnnp-2021-328519. [PubMed:35483916 ]
Cacciaguerra L, Pagani E, Radaelli M, Mesaros S, Martinelli V, Ivanovic J, Drulovic J, Filippi M, Rocca MA: MR T2-relaxation time as an indirect measure of brain water content and disease activity in NMOSD. J Neurol Neurosurg Psychiatry. 2022 Apr 28. pii: jnnp-2022-328956. doi: 10.1136/jnnp-2022-328956. [PubMed:35483915 ]
Broomfield NM, West R, Barber M, Quinn TJ, Gillespie D, Walters M, House A: TEARS: a longitudinal investigation of the prevalence, psychological associations and trajectory of poststroke emotionalism. J Neurol Neurosurg Psychiatry. 2022 Apr 28. pii: jnnp-2022-329042. doi: 10.1136/jnnp-2022-329042. [PubMed:35483914 ]
Khankari J, Yu Y, Ouyang J, Hussein R, Do HM, Heit JJ, Zaharchuk G: Automated detection of arterial landmarks and vascular occlusions in patients with acute stroke receiving digital subtraction angiography using deep learning. J Neurointerv Surg. 2022 Apr 28. pii: neurintsurg-2021-018638. doi: 10.1136/neurintsurg-2021-018638. [PubMed:35483913 ]
Adeeb N, Dibas M, Diestro JDB, Phan K, Cuellar-Saenz HH, Sweid A, Lay SV, Guenego A, Aslan A, Renieri L, Sundararajan SH, Saliou G, Mohlenbruch M, Regenhardt RW, Vranic JE, Lylyk I, Foreman PM, Vachhani JA, Zupancic V, Hafeez MU, Rutledge C, Waqas M, Tutino VM, Rabinov JD, Ren Y, Schirmer CM, Piano M, Kuhn AL, Michelozzi C, Elens S, Starke RM, Hassan A, Salehani A, Brehm A, MohammedAli M, Jones J, Psychogios M, Spears J, Lubicz B, Panni P, Puri AS, Pero G, Griessenauer CJ, Asadi H, Siddiqui A, Ducruet A, Albuquerque FC, Du R, Kan P, Kalousek V, Lylyk P, Stapleton CJ, Boddu S, Knopman J, Aziz-Sultan MA, Limbucci N, Jabbour P, Cognard C, Patel AB, Dmytriw AA: Comparing treatment outcomes of various intracranial bifurcation aneurysms locations using the Woven EndoBridge (WEB) device. J Neurointerv Surg. 2022 Apr 28. pii: neurintsurg-2022-018694. doi: 10.1136/neurintsurg-2022-018694. [PubMed:35483912 ]

Showing NP-Card for Iturin C2 (NP0061468)

MOL for NP0061468 (Iturin C2)

3D MOL for NP0061468 (Iturin C2)

3D SDF for NP0061468 (Iturin C2)

3D-SDF for NP0061468 (Iturin C2)

PDB for NP0061468 (Iturin C2)

3D PDB for NP0061468 (Iturin C2)

SMILES for NP0061468 (Iturin C2)

INCHI for NP0061468 (Iturin C2)

Structure for NP0061468 (Iturin C2)

3D Structure for NP0061468 (Iturin C2)