NP-MRD: Showing NP-Card for Antibiotic C 076B2a (NP0061476)

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Record Information

Version

2.0

Created at

2022-04-28 06:15:32 UTC

Updated at

2022-04-28 06:15:32 UTC

NP-MRD ID

NP0061476

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Antibiotic C 076B2a

Description

(1'R,2R,4S,4'R,5S,6R,8'R,10'E,12'S,13'S,14'E,20'R,21'R,24'S)-6-[(2S)-butan-2-yl]-4,21',24'-trihydroxy-12'-{[(2R,4S,5S,6S)-5-{[(2S,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-4-methoxy-6-methyloxan-2-yl]oxy}-5,11',13',22'-tetramethyl-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1⁴,⁸.0²⁰,²⁴]Pentacosane]-10',14',16',22'-tetraen-2'-one belongs to the class of organic compounds known as milbemycins. These are a group of macrolides with a structure containing a 16-membered lactone ring fused to a 1,7-dioxaspiroundecane ring system and to either a benzofuran (or hydrogenated derivative thereof). In some cases (e.G. Milbemycin E), the tetrahydrofuranyl ring is missing. Milbemycins can be o-glycosylated at C13 to form Avermectins. Milbemycins are produced by Streptomyces species. Antibiotic C 076B2a is found in Streptomyces avermitilis. Based on a literature review very few articles have been published on (1'R,2R,4S,4'R,5S,6R,8'R,10'E,12'S,13'S,14'E,20'R,21'R,24'S)-6-[(2S)-butan-2-yl]-4,21',24'-trihydroxy-12'-{[(2R,4S,5S,6S)-5-{[(2S,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-4-methoxy-6-methyloxan-2-yl]oxy}-5,11',13',22'-tetramethyl-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1⁴,⁸.0²⁰,²⁴]Pentacosane]-10',14',16',22'-tetraen-2'-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282208152D          

 63 69  0  0  1  0            999 V2000
    1.3218   -2.7652    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2086   -3.5824    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    2.0861   -2.4546    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1992   -1.6374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5481   -1.1308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.5681   -3.3531    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    9.7290    0.6516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1444    0.4557    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.9087    0.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0218    1.5835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0313   -0.3615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3707    2.0901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0684    3.1033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0873   -0.7868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.8610   -2.4212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9705    3.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5849    1.6340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  4  9  1  6  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
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 16 17  1  0  0  0  0
 13 18  1  1  0  0  0
 19 18  1  1  0  0  0
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 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
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 20 60  1  1  0  0  0
 11 61  1  6  0  0  0
  2 62  1  1  0  0  0
  1 63  1  6  0  0  0
M  END

     RDKit          3D

137143  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv1652304282208152D          

 63 69  0  0  1  0            999 V2000
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  2 62  1  1  0  0  0
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M  END
> <DATABASE_ID>
NP0061476

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H](C)[C@H]1O[C@@]2(C[C@H]3C[C@@H](C\C=C(C)\[C@@H](O[C@H]4C[C@H](OC)[C@@H](O[C@H]5C[C@H](OC)[C@@H](O)[C@H](C)O5)[C@H](C)O4)[C@@H](C)\C=C\C=C4/CO[C@@H]5[C@H](O)C(C)=C[C@@H](C(=O)O3)[C@]45O)O2)C[C@H](O)[C@@H]1C

> <INCHI_IDENTIFIER>
InChI=1S/C48H74O15/c1-11-24(2)43-28(6)35(49)22-47(63-43)21-33-18-32(62-47)16-15-26(4)42(25(3)13-12-14-31-23-56-45-40(50)27(5)17-34(46(52)59-33)48(31,45)53)60-39-20-37(55-10)44(30(8)58-39)61-38-19-36(54-9)41(51)29(7)57-38/h12-15,17,24-25,28-30,32-45,49-51,53H,11,16,18-23H2,1-10H3/b13-12+,26-15+,31-14+/t24-,25-,28-,29-,30-,32+,33+,34-,35-,36-,37-,38-,39-,40+,41-,42-,43+,44-,45+,47-,48+/m0/s1

> <INCHI_KEY>
CWGATOJEFAKFBK-QQBZONRLSA-N

> <FORMULA>
C48H74O15

> <MOLECULAR_WEIGHT>
891.105

> <EXACT_MASS>
890.502771683

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
137

> <JCHEM_AVERAGE_POLARIZABILITY>
96.09283617799733

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1'R,2R,4S,4'R,5S,6R,8'R,10'E,12'S,13'S,14'E,16'E,20'R,21'R,24'S)-6-[(2S)-butan-2-yl]-4,21',24'-trihydroxy-12'-{[(2R,4S,5S,6S)-5-{[(2S,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-4-methoxy-6-methyloxan-2-yl]oxy}-5,11',13',22'-tetramethyl-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1^{4,8}.0^{20,24}]pentacosane]-10',14',16',22'-tetraen-2'-one

> <ALOGPS_LOGP>
3.54

> <JCHEM_LOGP>
4.846834697666666

> <ALOGPS_LOGS>
-4.75

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.159085315191298

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.465381576730142

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9289493922791

> <JCHEM_POLAR_SURFACE_AREA>
190.29

> <JCHEM_REFRACTIVITY>
231.33070000000015

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.58e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1'R,2R,4S,4'R,5S,6R,8'R,10'E,12'S,13'S,14'E,16'E,20'R,21'R,24'S)-6-[(2S)-butan-2-yl]-4,21',24'-trihydroxy-12'-{[(2R,4S,5S,6S)-5-{[(2S,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-4-methoxy-6-methyloxan-2-yl]oxy}-5,11',13',22'-tetramethyl-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1^{4,8}.0^{20,24}]pentacosane]-10',14',16',22'-tetraen-2'-one

> <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       2.467  -5.162   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.256  -6.687   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       3.472  -7.633   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       4.898  -7.053   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.109  -5.527   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.894  -4.582   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.105  -3.056   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.890  -2.111   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       6.114  -7.999   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       7.540  -7.419   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.752  -5.893   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       9.178  -5.313   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      10.394  -6.259   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.183  -7.785   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.756  -8.364   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.545  -9.890   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       7.118 -10.470   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      11.820  -5.679   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      12.032  -4.154   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.816  -3.208   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.027  -1.683   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.812  -0.737   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.023   0.788   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.808   1.734   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.019   3.259   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.445   3.839   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.661   2.894   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      11.450   1.368   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      13.088   3.473   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      14.303   2.528   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      14.092   1.002   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      15.307   0.057   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      16.734   0.637   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      16.945   2.162   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      15.730   3.108   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      17.156   3.687   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      18.583   4.267   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      19.799   3.322   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      19.587   1.796   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      18.161   1.216   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      20.803   0.851   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      22.230   1.430   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      22.441   2.956   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      20.592  -0.675   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      21.225   3.902   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      18.794   5.793   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      15.096  -1.469   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      13.670  -2.049   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      13.458  -3.574   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      14.674  -4.520   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      10.586   5.494   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       9.278   6.307   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       7.920   5.582   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       7.869   4.042   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0       6.692   3.050   0.000  0.00  0.00           O+0
HETATM   56  C   UNK     0       7.272   1.623   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0       6.612   6.395   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0       9.329   7.846   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0       9.182   4.791   0.000  0.00  0.00           O+0
HETATM   60  C   UNK     0       9.390  -3.788   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0       6.536  -4.948   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0       0.829  -7.267   0.000  0.00  0.00           C+0
HETATM   63  O   UNK     0       1.252  -4.216   0.000  0.00  0.00           O+0
CONECT    1    2    6   63                                                  
CONECT    2    1    3   62                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    4   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12   61                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   10   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   13   19                                                       
CONECT   19   18   20   49                                                  
CONECT   20   19   21   60                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   56                                                  
CONECT   25   24   26   54   59                                             
CONECT   26   25   27   51                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31   35                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   47                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   36   40                                             
CONECT   35   34   30                                                       
CONECT   36   34   37                                                       
CONECT   37   36   38   46                                                  
CONECT   38   37   39   45                                                  
CONECT   39   38   40   41                                                  
CONECT   40   39   34                                                       
CONECT   41   39   42   44                                                  
CONECT   42   41   43                                                       
CONECT   43   42                                                            
CONECT   44   41                                                            
CONECT   45   38                                                            
CONECT   46   37                                                            
CONECT   47   32   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   19   50                                                  
CONECT   50   49                                                            
CONECT   51   26   52                                                       
CONECT   52   51   53   58                                                  
CONECT   53   52   54   57                                                  
CONECT   54   53   25   55                                                  
CONECT   55   54   56                                                       
CONECT   56   55   24                                                       
CONECT   57   53                                                            
CONECT   58   52                                                            
CONECT   59   25                                                            
CONECT   60   20                                                            
CONECT   61   11                                                            
CONECT   62    2                                                            
CONECT   63    1                                                            
MASTER        0    0    0    0    0    0    0    0   63    0  138    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₈H₇₄O₁₅

Average Mass

891.1050 Da

Monoisotopic Mass

890.50277 Da

IUPAC Name

(1'R,2R,4S,4'R,5S,6R,8'R,10'E,12'S,13'S,14'E,16'E,20'R,21'R,24'S)-6-[(2S)-butan-2-yl]-4,21',24'-trihydroxy-12'-{[(2R,4S,5S,6S)-5-{[(2S,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-4-methoxy-6-methyloxan-2-yl]oxy}-5,11',13',22'-tetramethyl-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1^{4,8}.0^{20,24}]pentacosane]-10',14',16',22'-tetraen-2'-one

Traditional Name

CAS Registry Number

Not Available

SMILES

CC[C@H](C)[C@H]1O[C@@]2(C[C@H]3C[C@@H](C\C=C(C)\[C@@H](O[C@H]4C[C@H](OC)[C@@H](O[C@H]5C[C@H](OC)[C@@H](O)[C@H](C)O5)[C@H](C)O4)[C@@H](C)\C=C\C=C4/CO[C@@H]5[C@H](O)C(C)=C[C@@H](C(=O)O3)[C@]45O)O2)C[C@H](O)[C@@H]1C

InChI Identifier

InChI=1S/C48H74O15/c1-11-24(2)43-28(6)35(49)22-47(63-43)21-33-18-32(62-47)16-15-26(4)42(25(3)13-12-14-31-23-56-45-40(50)27(5)17-34(46(52)59-33)48(31,45)53)60-39-20-37(55-10)44(30(8)58-39)61-38-19-36(54-9)41(51)29(7)57-38/h12-15,17,24-25,28-30,32-45,49-51,53H,11,16,18-23H2,1-10H3/b13-12+,26-15+,31-14+/t24-,25-,28-,29-,30-,32+,33+,34-,35-,36-,37-,38-,39-,40+,41-,42-,43+,44-,45+,47-,48+/m0/s1

InChI Key

CWGATOJEFAKFBK-QQBZONRLSA-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
Streptomyces avermitilis	Bacteria	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as milbemycins. These are a group of macrolides with a structure containing a 16-membered lactone ring fused to a 1,7-dioxaspiroundecane ring system and to either a benzofuran (or hydrogenated derivative thereof). In some cases (e.G. Milbemycin E), the tetrahydrofuranyl ring is missing. Milbemycins can be o-glycosylated at C13 to form Avermectins. Milbemycins are produced by Streptomyces species.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolides and analogues

Sub Class

Milbemycins

Direct Parent

Milbemycins

Alternative Parents

Substituents

Milbemycin
O-glycosyl compound
Glycosyl compound
Disaccharide
Ketal
Oxane
Tetrahydrofuran
Tertiary alcohol
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
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	3.54	ALOGPS
logP	4.85	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	12.47	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	190.29 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	231.33 m³·mol⁻¹	ChemAxon
Polarizability	96.09 Å³	ChemAxon
Number of Rings	7	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

162925927

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Antibiotic C 076B2a (NP0061476)

MOL for NP0061476 (Antibiotic C 076B2a)

3D MOL for NP0061476 (Antibiotic C 076B2a)

3D SDF for NP0061476 (Antibiotic C 076B2a)

3D-SDF for NP0061476 (Antibiotic C 076B2a)

PDB for NP0061476 (Antibiotic C 076B2a)

3D PDB for NP0061476 (Antibiotic C 076B2a)

SMILES for NP0061476 (Antibiotic C 076B2a)

INCHI for NP0061476 (Antibiotic C 076B2a)

Structure for NP0061476 (Antibiotic C 076B2a)

3D Structure for NP0061476 (Antibiotic C 076B2a)