Np mrd loader

Showing NP-Card for beta-D-Glucosyloxydestruxin B (NP0334046)

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Record Information
Version2.0
Created at2024-09-09 21:48:44 UTC
Updated at2024-09-09 21:48:44 UTC
NP-MRD IDNP0334046
Secondary Accession NumbersNone
Natural Product Identification
Common Namebeta-D-Glucosyloxydestruxin B
DescriptionConstituent of the leaves of Brassica napus (rape) infected with Alternaria brassicae [CCD]. Beta-D-Glucosyloxydestruxin B is found in brassicas.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0334046 (beta-D-Glucosyloxydestruxin B)


  Mrv1652305221920432D          

 65 67  0  0  1  0            999 V2000
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M  END
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3D MOL for NP0334046 (beta-D-Glucosyloxydestruxin B)

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3D SDF for NP0334046 (beta-D-Glucosyloxydestruxin B)

  Mrv1652305221920432D          

 65 67  0  0  1  0            999 V2000
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M  END
> <DATABASE_ID>
NP0334046

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@](C)(CC)[C@]1([H])N=C(O)[C@]2([H])CCCN2C(=O)[C@@]([H])(CC(C)(C)O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])O)OC(=O)CCN=C(O)[C@]([H])(C)N(C)C(=O)[C@]([H])(C(C)C)N(C)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C36H61N5O13/c1-10-19(4)25-33(50)40(9)26(18(2)3)34(51)39(8)20(5)30(47)37-14-13-24(43)52-22(32(49)41-15-11-12-21(41)31(48)38-25)16-36(6,7)54-35-29(46)28(45)27(44)23(17-42)53-35/h18-23,25-29,35,42,44-46H,10-17H2,1-9H3,(H,37,47)(H,38,48)/t19-,20-,21-,22+,23+,25-,26-,27+,28-,29+,35-/m0/s1

> <INCHI_KEY>
XPPQPHQJYKEZRT-LIXFPAATSA-N

> <FORMULA>
C36H61N5O13

> <MOLECULAR_WEIGHT>
771.8952

> <EXACT_MASS>
771.426587063

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
115

> <JCHEM_AVERAGE_POLARIZABILITY>
79.44869803259775

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S,6S,9S,16R,21aS)-3-[(2S)-butan-2-yl]-1,10-dihydroxy-5,8,9-trimethyl-16-(2-methyl-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propyl)-6-(propan-2-yl)-3H,4H,5H,6H,7H,8H,9H,12H,13H,14H,16H,17H,19H,20H,21H,21aH-pyrrolo[1,2-d]1-oxa-4,7,10,13,16-pentaazacyclononadecane-4,7,14,17-tetrone

> <ALOGPS_LOGP>
0.74

> <JCHEM_LOGP>
-1.4956085630224742

> <ALOGPS_LOGS>
-3.74

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
4.477660634451013

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.8284855604438315

> <JCHEM_PKA_STRONGEST_BASIC>
5.405063997546505

> <JCHEM_POLAR_SURFACE_AREA>
251.78999999999994

> <JCHEM_REFRACTIVITY>
191.03760000000014

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.40e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S,6S,9S,16R,21aS)-3-[(2S)-butan-2-yl]-1,10-dihydroxy-6-isopropyl-5,8,9-trimethyl-16-(2-methyl-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propyl)-3H,6H,9H,12H,13H,16H,19H,20H,21H,21aH-pyrrolo[1,2-d]1-oxa-4,7,10,13,16-pentaazacyclononadecane-4,7,14,17-tetrone

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0334046 (beta-D-Glucosyloxydestruxin B)
Download
PDB for NP0334046 (beta-D-Glucosyloxydestruxin B)
HEADER    PROTEIN                                 22-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-MAY-19         0                                  
HETATM    1  C   UNK     0       2.632   6.554   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.206   7.913   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.673   7.077   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.648   5.928   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.121   2.690   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.576  -4.731   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.479  -3.703   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.162   3.213   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.169   2.685   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.115   5.091   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.585   1.981   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.446   3.017   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.554  -1.071   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.579   0.078   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.952   0.577   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.513  -2.765   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.599  -9.132   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.181   6.764   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.623   4.778   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.629   2.376   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.891   2.253   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.513  -1.594   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.085  -7.681   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.046  -0.758   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.105   3.316   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.663   5.301   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.084  -6.510   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.570  -5.058   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.056  -4.778   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      10.112   0.914   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.422   2.421   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.916  -0.018   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.131   4.465   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      10.171   4.988   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.056  -5.949   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.027  -4.217   0.000  0.00  0.00           C+0
HETATM   37  N   UNK     0       9.086  -0.235   0.000  0.00  0.00           N+0
HETATM   38  N   UNK     0       3.598   3.629   0.000  0.00  0.00           N+0
HETATM   39  N   UNK     0      10.654   3.526   0.000  0.00  0.00           N+0
HETATM   40  N   UNK     0       7.638   4.152   0.000  0.00  0.00           N+0
HETATM   41  N   UNK     0       0.578   0.745   0.000  0.00  0.00           N+0
HETATM   42  O   UNK     0       8.113  -9.413   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       4.563   0.704   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0       8.599  -6.790   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0       7.570  -3.887   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0       4.541  -3.326   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      11.619   0.601   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0       3.098   1.037   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0       3.338   0.571   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       6.600   5.932   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      11.196   6.137   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       4.021  -1.907   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0       4.570  -7.400   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0       2.542  -5.669   0.000  0.00  0.00           O+0
HETATM   55  H   UNK     0       4.140   6.241   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0       8.604   1.227   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0       1.205   3.761   0.000  0.00  0.00           H+0
HETATM   58  H   UNK     0       0.996  -1.330   0.000  0.00  0.00           H+0
HETATM   59  H   UNK     0       7.599  -7.961   0.000  0.00  0.00           H+0
HETATM   60  H   UNK     0       5.588   1.854   0.000  0.00  0.00           H+0
HETATM   61  H   UNK     0       9.689   6.451   0.000  0.00  0.00           H+0
HETATM   62  H   UNK     0       8.084  -5.338   0.000  0.00  0.00           H+0
HETATM   63  H   UNK     0       5.570  -6.229   0.000  0.00  0.00           H+0
HETATM   64  H   UNK     0       6.056  -3.606   0.000  0.00  0.00           H+0
HETATM   65  H   UNK     0       3.542  -4.497   0.000  0.00  0.00           H+0
CONECT    1   10                                                            
CONECT    2   18                                                            
CONECT    3   18                                                            
CONECT    4   19                                                            
CONECT    5   20                                                            
CONECT    6   36                                                            
CONECT    7   36                                                            
CONECT    8   39                                                            
CONECT    9   40                                                            
CONECT   10    1   19                                                       
CONECT   11   12   15                                                       
CONECT   12   11   21                                                       
CONECT   13   14   24                                                       
CONECT   14   13   37                                                       
CONECT   15   11   41                                                       
CONECT   16   22   36                                                       
CONECT   17   23   42                                                       
CONECT   18    2    3   26                                                  
CONECT   19    4   10   25   55                                             
CONECT   20    5   30   39   56                                             
CONECT   21   12   31   41   57                                             
CONECT   22   16   32   52   58                                             
CONECT   23   17   27   53   59                                             
CONECT   24   13   43   52                                                  
CONECT   25   19   33   38   60                                             
CONECT   26   18   34   40   61                                             
CONECT   27   23   28   44   62                                             
CONECT   28   27   29   45   63                                             
CONECT   29   28   35   46   64                                             
CONECT   30   20   37   47                                                  
CONECT   31   21   38   48                                                  
CONECT   32   22   41   49                                                  
CONECT   33   25   40   50                                                  
CONECT   34   26   39   51                                                  
CONECT   35   29   53   54   65                                             
CONECT   36    6    7   16   54                                             
CONECT   37   14   30                                                       
CONECT   38   25   31                                                       
CONECT   39    8   20   34                                                  
CONECT   40    9   26   33                                                  
CONECT   41   15   21   32                                                  
CONECT   42   17                                                            
CONECT   43   24                                                            
CONECT   44   27                                                            
CONECT   45   28                                                            
CONECT   46   29                                                            
CONECT   47   30                                                            
CONECT   48   31                                                            
CONECT   49   32                                                            
CONECT   50   33                                                            
CONECT   51   34                                                            
CONECT   52   22   24                                                       
CONECT   53   23   35                                                       
CONECT   54   35   36                                                       
CONECT   55   19                                                            
CONECT   56   20                                                            
CONECT   57   21                                                            
CONECT   58   22                                                            
CONECT   59   23                                                            
CONECT   60   25                                                            
CONECT   61   26                                                            
CONECT   62   27                                                            
CONECT   63   28                                                            
CONECT   64   29                                                            
CONECT   65   35                                                            
MASTER        0    0    0    0    0    0    0    0   65    0  134    0
END

Download
3D PDB for NP0334046 (beta-D-Glucosyloxydestruxin B)
Download
SMILES for NP0334046 (beta-D-Glucosyloxydestruxin B)
[H][C@](C)(CC)[C@]1([H])N=C(O)[C@]2([H])CCCN2C(=O)[C@@]([H])(CC(C)(C)O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])O)OC(=O)CCN=C(O)[C@]([H])(C)N(C)C(=O)[C@]([H])(C(C)C)N(C)C1=O
Download
INCHI for NP0334046 (beta-D-Glucosyloxydestruxin B)
InChI=1S/C36H61N5O13/c1-10-19(4)25-33(50)40(9)26(18(2)3)34(51)39(8)20(5)30(47)37-14-13-24(43)52-22(32(49)41-15-11-12-21(41)31(48)38-25)16-36(6,7)54-35-29(46)28(45)27(44)23(17-42)53-35/h18-23,25-29,35,42,44-46H,10-17H2,1-9H3,(H,37,47)(H,38,48)/t19-,20-,21-,22+,23+,25-,26-,27+,28-,29+,35-/m0/s1
Download
View in JSmol
Synonyms
ValueSource
b-D-Glucosyloxydestruxin bGenerator
Β-D-glucosyloxydestruxin bGenerator
Chemical FormulaC36H61N5O13
Average Mass771.8952 Da
Monoisotopic Mass771.42659 Da
IUPAC Name(3S,6S,9S,16R,21aS)-3-[(2S)-butan-2-yl]-1,10-dihydroxy-5,8,9-trimethyl-16-(2-methyl-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propyl)-6-(propan-2-yl)-3H,4H,5H,6H,7H,8H,9H,12H,13H,14H,16H,17H,19H,20H,21H,21aH-pyrrolo[1,2-d]1-oxa-4,7,10,13,16-pentaazacyclononadecane-4,7,14,17-tetrone
Traditional Name(3S,6S,9S,16R,21aS)-3-[(2S)-butan-2-yl]-1,10-dihydroxy-6-isopropyl-5,8,9-trimethyl-16-(2-methyl-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propyl)-3H,6H,9H,12H,13H,16H,19H,20H,21H,21aH-pyrrolo[1,2-d]1-oxa-4,7,10,13,16-pentaazacyclononadecane-4,7,14,17-tetrone
CAS Registry NumberNot Available
SMILES
[H][C@](C)(CC)[C@]1([H])N=C(O)[C@]2([H])CCCN2C(=O)[C@@]([H])(CC(C)(C)O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])O)OC(=O)CCN=C(O)[C@]([H])(C)N(C)C(=O)[C@]([H])(C(C)C)N(C)C1=O
InChI Identifier
InChI=1S/C36H61N5O13/c1-10-19(4)25-33(50)40(9)26(18(2)3)34(51)39(8)20(5)30(47)37-14-13-24(43)52-22(32(49)41-15-11-12-21(41)31(48)38-25)16-36(6,7)54-35-29(46)28(45)27(44)23(17-42)53-35/h18-23,25-29,35,42,44-46H,10-17H2,1-9H3,(H,37,47)(H,38,48)/t19-,20-,21-,22+,23+,25-,26-,27+,28-,29+,35-/m0/s1
InChI KeyXPPQPHQJYKEZRT-LIXFPAATSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cyclic glycodepsipeptides. These are peptidomimetic containing a glycodepisipeptide backbone that lies in a cyclic moiety.
KingdomOrganic compounds  
Super ClassOrganic acids and derivatives  
ClassPeptidomimetics  
Sub ClassDepsipeptides  
Direct ParentCyclic glycodepsipeptides  
Alternative Parents
Substituents
  • Cyclic glycodepsipeptide
    • 

  • Macrolide lactam
    • 

  • Macrolide
    • 

  • Macrolactam
    • 

  • Hexose monosaccharide
    • 

  • O-glycosyl compound
    • 

  • Glycosyl compound
    • 

  • Alpha-amino acid or derivatives
    • 

  • Oxane
    • 

  • Monosaccharide
    • 

  • Tertiary carboxylic acid amide
    • 

  • Pyrrolidine
    • 

  • Secondary carboxylic acid amide
    • 

  • Secondary alcohol
    • 

  • Lactone
    • 

  • Lactam
    • 

  • Carboxylic acid ester
    • 

  • Carboxamide group
    • 

  • Oxacycle
    • 

  • Azacycle
    • 

  • Organoheterocyclic compound
    • 

  • Polyol
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid derivative
    • 

  • Acetal
    • 

  • Organic nitrogen compound
    • 

  • Organic oxygen compound
    • 

  • Organopnictogen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Primary alcohol
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Carbonyl group
    • 

  • Alcohol
    • 

  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.74ALOGPS
logP-1.5ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)2.83ChemAxon
pKa (Strongest Basic)5.41ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count14ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area251.79 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity191.04 m³·mol⁻¹ChemAxon
Polarizability79.45 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB019832  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound102449472  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available