NP-MRD: Showing NP-Card for natamycin (NP0237799)

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Record Information

Version

2.0

Created at

2022-09-06 21:02:47 UTC

Updated at

2022-09-06 21:02:47 UTC

NP-MRD ID

NP0237799

Secondary Accession Numbers

None

Natural Product Identification

Common Name

natamycin

Description

Natamycin belongs to the class of organic compounds known as aminoglycosides. These are molecules or a portion of a molecule composed of amino-modified sugars. Natamycin is a drug which is used for the treatment of fungal blepharitis, conjunctivitis, and keratitis caused by susceptible organisms including fusarium solani keratitis. natamycin is found in Streptomyces chattanoogensis, Streptomyces gilvosporeus, Streptomyces lydicus and Streptomyces natalensis. Natamycin is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1572004101615042D          

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M  END

     RDKit          3D

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M  END


  Mrv1572004101615042D          

 51 54  0  0  0  0            999 V2000
    0.5336   -1.0159    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0613   -1.4545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0429    0.2070    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4571   -0.5092    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3500   -1.0306    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2806   -0.5092    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8892   -1.8442    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0712   -0.6261    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8942   -1.0208    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4571    0.9233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1826   -0.6066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6996    0.2070    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1729   -2.2536    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5383   -1.8345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2806    0.9233    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6055   -2.2585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2450   -0.5969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0808    0.1973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8068    1.4252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6726   -0.5920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3314    0.6310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6103   -0.6115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0955    1.8442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8020    0.6017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6103    0.2119    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9613   -1.0062    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6055   -3.0868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5280    1.8345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6948   -1.2255    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5336    3.0868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1826    2.6774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1826    1.8541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2450    2.6774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8989    1.4447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9613    3.0868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8942    0.6212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5383   -0.1876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0380   -1.2255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6726    2.6726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5280    0.2070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1729   -3.0820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3266   -1.8491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1004    2.6677    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9613   -1.8345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6948    1.6445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3889    3.0820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8215    3.0770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7922   -1.0402    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9406   -1.7517    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843   -0.1924    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3314   -0.2022    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  5  1  0  0  0  0
  3 21  1  0  0  0  0
  4  3  1  0  0  0  0
  5 20  1  0  0  0  0
  6  4  1  0  0  0  0
  7 13  1  0  0  0  0
  8  5  1  0  0  0  0
  9 11  1  0  0  0  0
 10  3  1  0  0  0  0
 11  1  1  0  0  0  0
 12 15  1  0  0  0  0
 13 14  1  0  0  0  0
 14  1  1  0  0  0  0
 15 10  1  0  0  0  0
  7 16  1  1  0  0  0
 17  1  1  0  0  0  0
 18  8  1  0  0  0  0
 19 24  1  0  0  0  0
 20 26  1  0  0  0  0
 25 21  1  1  0  0  0
 22  9  1  0  0  0  0
 23 19  1  0  0  0  0
 24 18  2  0  0  0  0
 25 22  1  0  0  0  0
 26 17  1  0  0  0  0
 27 16  2  0  0  0  0
 28 19  2  0  0  0  0
  6 29  1  1  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 34  1  0  0  0  0
 33 30  2  0  0  0  0
 34 36  2  0  0  0  0
 35 33  1  0  0  0  0
 36 25  1  0  0  0  0
  1 37  1  1  0  0  0
  4 38  1  1  0  0  0
 39 35  2  0  0  0  0
 12 40  1  6  0  0  0
 13 41  1  6  0  0  0
 42 16  1  0  0  0  0
 43 23  1  0  0  0  0
 26 44  1  6  0  0  0
 15 45  1  1  0  0  0
 46 43  1  0  0  0  0
 43 47  1  1  0  0  0
  8 48  1  6  0  0  0
  5 49  1  1  0  0  0
  9 50  1  1  0  0  0
  3 51  1  6  0  0  0
  7  9  1  0  0  0  0
  2  8  1  0  0  0  0
 12  6  1  0  0  0  0
 39 46  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0237799

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12C[C@H](O)C[C@]3(O)C[C@H](O)[C@@H](C(O)=O)[C@]([H])(C[C@@H](O[C@]4([H])O[C@H](C)[C@@H](O)[C@H](N)[C@@H]4O)\C=C\C=C\C=C\C=C\C[C@@H](C)OC(=O)\C=C\[C@@]1([H])O2)O3

> <INCHI_IDENTIFIER>
InChI=1S/C33H47NO13/c1-18-10-8-6-4-3-5-7-9-11-21(45-32-30(39)28(34)29(38)19(2)44-32)15-25-27(31(40)41)22(36)17-33(42,47-25)16-20(35)14-24-23(46-24)12-13-26(37)43-18/h3-9,11-13,18-25,27-30,32,35-36,38-39,42H,10,14-17,34H2,1-2H3,(H,40,41)/b4-3+,7-5+,8-6+,11-9+,13-12+/t18-,19-,20+,21+,22+,23-,24-,25+,27-,28+,29-,30+,32+,33-/m1/s1

> <INCHI_KEY>
NCXMLFZGDNKEPB-FFPOYIOWSA-N

> <FORMULA>
C33H47NO13

> <MOLECULAR_WEIGHT>
665.733

> <EXACT_MASS>
665.304740577

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
94

> <JCHEM_AVERAGE_POLARIZABILITY>
68.57872875871091

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,3S,5R,7R,8E,12R,14E,16E,18E,20E,22R,24S,25R,26S)-22-{[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy}-1,3,26-trihydroxy-12-methyl-10-oxo-6,11,28-trioxatricyclo[22.3.1.0⁵,⁷]octacosa-8,14,16,18,20-pentaene-25-carboxylic acid

> <ALOGPS_LOGP>
-3.46

> <JCHEM_LOGP>
-1.694913093638562

> <ALOGPS_LOGS>
-3.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.830297037788116

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.579739281946898

> <JCHEM_PKA_STRONGEST_BASIC>
9.113107009890703

> <JCHEM_POLAR_SURFACE_AREA>
230.98999999999995

> <JCHEM_REFRACTIVITY>
169.88260000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.78e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
natamycin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-APR-16         0                                  
HETATM    1  C   UNK     0       0.996  -1.896   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       7.581  -2.715   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -5.680   0.386   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.453  -0.951   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.253  -1.924   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -7.990  -0.951   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.660  -3.443   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.600  -1.169   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.669  -1.906   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -6.453   1.723   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -0.341  -1.132   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -8.773   0.386   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.323  -4.207   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.005  -3.424   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -7.990   1.723   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.997  -4.216   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.324  -1.114   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.618   0.368   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.973   2.660   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.989  -1.105   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -4.352   1.178   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -3.006  -1.141   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       7.645   3.443   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       8.964   1.123   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.006   0.396   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.661  -1.878   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -2.997  -5.762   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      10.319   3.424   0.000  0.00  0.00           O+0
HETATM   29  N   UNK     0      -8.764  -2.288   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0       0.996   5.762   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -0.341   4.998   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.341   3.461   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.324   4.998   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -1.678   2.697   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       3.661   5.762   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -1.669   1.160   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       1.005  -0.350   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      -5.671  -2.288   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       4.989   4.989   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0     -10.319   0.386   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      -0.323  -5.753   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -4.343  -3.452   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       7.654   4.980   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       3.661  -3.424   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      -8.764   3.070   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       6.326   5.753   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       9.000   5.744   0.000  0.00  0.00           C+0
HETATM   48  H   UNK     0       8.945  -1.942   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0       5.489  -3.270   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0      -1.651  -0.359   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0      -4.352  -0.377   0.000  0.00  0.00           H+0
CONECT    1   11   14   17   37                                             
CONECT    2    5    8                                                       
CONECT    3   21    4   10   51                                             
CONECT    4    3    6   38                                                  
CONECT    5    2   20    8   49                                             
CONECT    6    4   29   12                                                  
CONECT    7   13   16    9                                                  
CONECT    8    5   18   48    2                                             
CONECT    9   11   22   50    7                                             
CONECT   10    3   15                                                       
CONECT   11    9    1                                                       
CONECT   12   15   40    6                                                  
CONECT   13    7   14   41                                                  
CONECT   14   13    1                                                       
CONECT   15   12   10   45                                                  
CONECT   16    7   27   42                                                  
CONECT   17    1   26                                                       
CONECT   18    8   24                                                       
CONECT   19   24   23   28                                                  
CONECT   20    5   26                                                       
CONECT   21    3   25                                                       
CONECT   22    9   25                                                       
CONECT   23   19   43                                                       
CONECT   24   19   18                                                       
CONECT   25   21   22   36                                                  
CONECT   26   20   17   44                                                  
CONECT   27   16                                                            
CONECT   28   19                                                            
CONECT   29    6                                                            
CONECT   30   31   33                                                       
CONECT   31   30   32                                                       
CONECT   32   31   34                                                       
CONECT   33   30   35                                                       
CONECT   34   32   36                                                       
CONECT   35   33   39                                                       
CONECT   36   34   25                                                       
CONECT   37    1                                                            
CONECT   38    4                                                            
CONECT   39   35   46                                                       
CONECT   40   12                                                            
CONECT   41   13                                                            
CONECT   42   16                                                            
CONECT   43   23   46   47                                                  
CONECT   44   26                                                            
CONECT   45   15                                                            
CONECT   46   43   39                                                       
CONECT   47   43                                                            
CONECT   48    8                                                            
CONECT   49    5                                                            
CONECT   50    9                                                            
CONECT   51    3                                                            
MASTER        0    0    0    0    0    0    0    0   51    0  108    0
END

View in JSmol

Synonyms

Value	Source
Natacyn	ChEMBL
Myprozine	ChEMBL, MeSH
CL-12625Pimaricin	ChEMBL
Antibiotic a-5283E235	ChEMBL
Tennecetin	MeSH
Pimaricin	MeSH
Pimafucin	MeSH
(1R,3S,5R,7R,8E,12R,14E,16E,18E,20E,22R,24S,25R,26S)-22-{[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy}-1,3,26-trihydroxy-12-methyl-10-oxo-6,11,28-trioxatricyclo[22.3.1.0⁵,⁷]octacosa-8,14,16,18,20-pentaene-25-carboxylate	Generator

Chemical Formula

C₃₃H₄₇NO₁₃

Average Mass

665.7330 Da

Monoisotopic Mass

665.30474 Da

IUPAC Name

(1R,3S,5R,7R,8E,12R,14E,16E,18E,20E,22R,24S,25R,26S)-22-{[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy}-1,3,26-trihydroxy-12-methyl-10-oxo-6,11,28-trioxatricyclo[22.3.1.0⁵,⁷]octacosa-8,14,16,18,20-pentaene-25-carboxylic acid

Traditional Name

natamycin

CAS Registry Number

Not Available

SMILES

[H][C@@]12C[C@H](O)C[C@]3(O)C[C@H](O)[C@@H](C(O)=O)[C@]([H])(C[C@@H](O[C@]4([H])O[C@H](C)[C@@H](O)[C@H](N)[C@@H]4O)\C=C\C=C\C=C\C=C\C[C@@H](C)OC(=O)\C=C\[C@@]1([H])O2)O3

InChI Identifier

InChI=1S/C33H47NO13/c1-18-10-8-6-4-3-5-7-9-11-21(45-32-30(39)28(34)29(38)19(2)44-32)15-25-27(31(40)41)22(36)17-33(42,47-25)16-20(35)14-24-23(46-24)12-13-26(37)43-18/h3-9,11-13,18-25,27-30,32,35-36,38-39,42H,10,14-17,34H2,1-2H3,(H,40,41)/b4-3+,7-5+,8-6+,11-9+,13-12+/t18-,19-,20+,21+,22+,23-,24-,25+,27-,28+,29-,30+,32+,33-/m1/s1

InChI Key

NCXMLFZGDNKEPB-FFPOYIOWSA-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
Streptomyces chattanoogensis	LOTUS Database	35616633
Streptomyces gilvosporeus	LOTUS Database	35616633
Streptomyces lydicus	LOTUS Database	35616633
Streptomyces natalensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aminoglycosides. These are molecules or a portion of a molecule composed of amino-modified sugars.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Aminoglycosides

Alternative Parents

Substituents

Aminoglycoside core
Macrolide
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Beta-hydroxy acid
Hydroxy acid
Monosaccharide
Dicarboxylic acid or derivatives
Oxane
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Hemiacetal
Secondary alcohol
Carboxylic acid ester
Amino acid
Amino acid or derivatives
1,2-aminoalcohol
Lactone
Acetal
Carboxylic acid derivative
Oxacycle
Carboxylic acid
Dialkyl ether
Organoheterocyclic compound
Oxirane
Ether
Polyol
Alcohol
Organic nitrogen compound
Amine
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Carbonyl group
Organonitrogen compound
Primary aliphatic amine
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	-3.5	ALOGPS
logP	-1.7	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	3.58	ChemAxon
pKa (Strongest Basic)	9.11	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	230.99 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	169.88 m³·mol⁻¹	ChemAxon
Polarizability	68.58 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	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

DB00826

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

Natamycin

METLIN ID

Not Available

PubChem Compound

5284447

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for natamycin (NP0237799)

MOL for NP0237799 (natamycin)

3D MOL for NP0237799 (natamycin)

3D SDF for NP0237799 (natamycin)

3D-SDF for NP0237799 (natamycin)

PDB for NP0237799 (natamycin)

3D PDB for NP0237799 (natamycin)

SMILES for NP0237799 (natamycin)

INCHI for NP0237799 (natamycin)

Structure for NP0237799 (natamycin)

3D Structure for NP0237799 (natamycin)