Np mrd loader

Showing NP-Card for Avenacin B2 (NP0048000)

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Record Information
Version2.0
Created at2022-03-17 20:49:26 UTC
Updated at2022-03-17 20:49:27 UTC
NP-MRD IDNP0048000
Secondary Accession NumbersNone
Natural Product Identification
Common NameAvenacin B2
DescriptionAvenacin B2 belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Avenacin B2 is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0048000 (Avenacin B2)


  Mrv0541 02241219152D          

 74 83  0  0  0  0            999 V2000
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M  END
Download

3D MOL for NP0048000 (Avenacin B2)

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3D SDF for NP0048000 (Avenacin B2)

  Mrv0541 02241219152D          

 74 83  0  0  0  0            999 V2000
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 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 39  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 41  1  0  0  0  0
 34 45  1  0  0  0  0
 36 37  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 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
 44 45  1  0  0  0  0
 44 51  1  0  0  0  0
 44 74  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 49  1  0  0  0  0
 48 49  1  0  0  0  0
 48 51  1  0  0  0  0
 48 66  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 54 56  1  0  0  0  0
 54 66  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 57 62  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  2  0  0  0  0
 59 68  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 62 65  1  0  0  0  0
 63 64  2  0  0  0  0
 65 66  1  0  0  0  0
 66 67  1  0  0  0  0
 68 69  2  0  0  0  0
 68 73  1  0  0  0  0
 69 70  1  0  0  0  0
 70 71  2  0  0  0  0
 71 72  1  0  0  0  0
 72 73  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0048000

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)C(CCC2(C)C1CCC1(C)C2CC2OC22C1(C)CCC1(C)CC(OC(=O)C3=CC=CC=C3)C(C)(CC21O)C=O)OC1OCC(OC2OC(CO)C(O)C(O)C2O)C(O)C1OC1OC(CO)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C54H80O20/c1-47(2)30-13-16-51(6)31(19-33-54(74-33)52(51,7)18-17-49(4)20-34(48(3,25-57)24-53(49,54)66)71-43(65)26-11-9-8-10-12-26)50(30,5)15-14-32(47)72-46-42(73-45-41(64)39(62)36(59)28(22-56)69-45)37(60)29(23-67-46)70-44-40(63)38(61)35(58)27(21-55)68-44/h8-12,25,27-42,44-46,55-56,58-64,66H,13-24H2,1-7H3

> <INCHI_KEY>
QITTXHVWIJZEEV-UHFFFAOYSA-N

> <FORMULA>
C54H80O20

> <MOLECULAR_WEIGHT>
1049.201

> <EXACT_MASS>
1048.524295

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
112.46349260564821

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
21-formyl-23-hydroxy-9-{[4-hydroxy-3,5-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxan-2-yl]oxy}-6,10,10,14,15,18,21-heptamethyl-2-oxahexacyclo[13.8.0.0¹,³.0⁵,¹⁴.0⁶,¹¹.0¹⁸,²³]tricosan-20-yl benzoate

> <ALOGPS_LOGP>
1.76

> <JCHEM_LOGP>
1.5041288043333363

> <ALOGPS_LOGS>
-4.07

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
10

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.323130506464206

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.855656984664991

> <JCHEM_PKA_STRONGEST_BASIC>
-3.576677996752079

> <JCHEM_POLAR_SURFACE_AREA>
313.5799999999999

> <JCHEM_REFRACTIVITY>
255.06359999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.89e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
21-formyl-23-hydroxy-9-{[4-hydroxy-3,5-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxan-2-yl]oxy}-6,10,10,14,15,18,21-heptamethyl-2-oxahexacyclo[13.8.0.0¹,³.0⁵,¹⁴.0⁶,¹¹.0¹⁸,²³]tricosan-20-yl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0048000 (Avenacin B2)
Download
PDB for NP0048000 (Avenacin B2)
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
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HETATM    2  C   UNK     0      -4.674  -2.051   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.008  -1.281   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -6.008   0.267   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      -0.659   3.337   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.002   2.564   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.339   3.337   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -3.339   4.877   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -0.659   0.267   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -2.002   1.029   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.339   0.267   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -4.674   1.029   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -4.656   2.564   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.008   3.337   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -6.008   4.877   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -8.642  -4.386   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0     -10.005  -3.598   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -11.309  -4.353   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0     -11.309  -5.932   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0     -15.354  -2.105   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0     -13.981  -1.314   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -12.610  -2.105   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0     -11.309  -1.358   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0     -10.005  -2.051   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -8.678  -1.281   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -7.338  -2.051   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -7.338  -3.580   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -6.008  -4.353   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -4.674  -3.580   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -3.339  -4.353   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -2.002  -3.580   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -2.002  -2.051   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -0.675  -1.281   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       0.665  -2.051   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       0.665  -0.523   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -12.610  -3.598   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0     -13.981  -4.386   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      -1.673  -5.547   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -0.675  -4.353   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       0.305  -5.547   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       0.665  -3.598   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       1.992  -4.371   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       3.319  -3.598   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       3.319  -2.074   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       1.992  -1.281   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       1.992   0.241   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       3.319   1.029   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       4.674   0.241   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0       4.674   1.786   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0       4.658  -2.846   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       4.658  -1.299   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       6.001  -2.074   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       7.325  -1.299   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       7.325   0.223   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       8.667  -0.549   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       8.667   0.998   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       8.667   2.531   0.000  0.00  0.00           C+0
HETATM   58  O   UNK     0      10.007   3.303   0.000  0.00  0.00           O+0
HETATM   59  C   UNK     0      11.350   2.531   0.000  0.00  0.00           C+0
HETATM   60  O   UNK     0      11.350   0.981   0.000  0.00  0.00           O+0
HETATM   61  C   UNK     0       8.339   4.481   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0       7.341   3.303   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0       6.360   4.481   0.000  0.00  0.00           C+0
HETATM   64  O   UNK     0       6.892   5.932   0.000  0.00  0.00           O+0
HETATM   65  C   UNK     0       6.001   2.531   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0       6.001   0.998   0.000  0.00  0.00           C+0
HETATM   67  O   UNK     0       4.951   2.287   0.000  0.00  0.00           O+0
HETATM   68  C   UNK     0      12.677   3.303   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0      13.993   2.531   0.000  0.00  0.00           C+0
HETATM   70  C   UNK     0      15.354   3.321   0.000  0.00  0.00           C+0
HETATM   71  C   UNK     0      15.354   4.902   0.000  0.00  0.00           C+0
HETATM   72  C   UNK     0      13.993   5.693   0.000  0.00  0.00           C+0
HETATM   73  C   UNK     0      12.677   4.854   0.000  0.00  0.00           C+0
HETATM   74  C   UNK     0       4.089  -3.408   0.000  0.00  0.00           C+0
CONECT    1    2   11                                                       
CONECT    2    1    3   29                                                  
CONECT    3    2    4   26                                                  
CONECT    4    3                                                            
CONECT    5    6                                                            
CONECT    6    5    7   10                                                  
CONECT    7    6    8   13                                                  
CONECT    8    7                                                            
CONECT    9   10                                                            
CONECT   10    6    9   11                                                  
CONECT   11    1   10   12                                                  
CONECT   12   11   13                                                       
CONECT   13    7   12   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   17                                                            
CONECT   17   16   18   24                                                  
CONECT   18   17   19   36                                                  
CONECT   19   18                                                            
CONECT   20   21                                                            
CONECT   21   20   22                                                       
CONECT   22   21   23   36                                                  
CONECT   23   22   24                                                       
CONECT   24   17   23   25                                                  
CONECT   25   24   26                                                       
CONECT   26    3   25   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29    2   28   30                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   39                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   41   45                                             
CONECT   35   34                                                            
CONECT   36   18   22   37                                                  
CONECT   37   36                                                            
CONECT   38   39                                                            
CONECT   39   31   38   40   41                                             
CONECT   40   39                                                            
CONECT   41   34   39   42                                                  
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45   51   74                                             
CONECT   45   34   44   46                                                  
CONECT   46   45   47                                                       
CONECT   47   46   48   49                                                  
CONECT   48   47   49   51   66                                             
CONECT   49   47   48                                                       
CONECT   50   51                                                            
CONECT   51   44   48   50   52                                             
CONECT   52   51   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55   56   66                                             
CONECT   55   54                                                            
CONECT   56   54   57                                                       
CONECT   57   56   58   62                                                  
CONECT   58   57   59                                                       
CONECT   59   58   60   68                                                  
CONECT   60   59                                                            
CONECT   61   62                                                            
CONECT   62   57   61   63   65                                             
CONECT   63   62   64                                                       
CONECT   64   63                                                            
CONECT   65   62   66                                                       
CONECT   66   48   54   65   67                                             
CONECT   67   66                                                            
CONECT   68   59   69   73                                                  
CONECT   69   68   70                                                       
CONECT   70   69   71                                                       
CONECT   71   70   72                                                       
CONECT   72   71   73                                                       
CONECT   73   68   72                                                       
CONECT   74   44                                                            
MASTER        0    0    0    0    0    0    0    0   74    0  166    0
END

Download
3D PDB for NP0048000 (Avenacin B2)
Download
SMILES for NP0048000 (Avenacin B2)
CC1(C)C(CCC2(C)C1CCC1(C)C2CC2OC22C1(C)CCC1(C)CC(OC(=O)C3=CC=CC=C3)C(C)(CC21O)C=O)OC1OCC(OC2OC(CO)C(O)C(O)C2O)C(O)C1OC1OC(CO)C(O)C(O)C1O
Download
INCHI for NP0048000 (Avenacin B2)
InChI=1S/C54H80O20/c1-47(2)30-13-16-51(6)31(19-33-54(74-33)52(51,7)18-17-49(4)20-34(48(3,25-57)24-53(49,54)66)71-43(65)26-11-9-8-10-12-26)50(30,5)15-14-32(47)72-46-42(73-45-41(64)39(62)36(59)28(22-56)69-45)37(60)29(23-67-46)70-44-40(63)38(61)35(58)27(21-55)68-44/h8-12,25,27-42,44-46,55-56,58-64,66H,13-24H2,1-7H3
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC54H80O20
Average Mass1049.2010 Da
Monoisotopic Mass1048.52430 Da
IUPAC Name21-formyl-23-hydroxy-9-{[4-hydroxy-3,5-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxan-2-yl]oxy}-6,10,10,14,15,18,21-heptamethyl-2-oxahexacyclo[13.8.0.0¹,³.0⁵,¹⁴.0⁶,¹¹.0¹⁸,²³]tricosan-20-yl benzoate
Traditional Name21-formyl-23-hydroxy-9-{[4-hydroxy-3,5-bis({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxan-2-yl]oxy}-6,10,10,14,15,18,21-heptamethyl-2-oxahexacyclo[13.8.0.0¹,³.0⁵,¹⁴.0⁶,¹¹.0¹⁸,²³]tricosan-20-yl benzoate
CAS Registry Number90547-93-6
SMILES
CC1(C)C(CCC2(C)C1CCC1(C)C2CC2OC22C1(C)CCC1(C)CC(OC(=O)C3=CC=CC=C3)C(C)(CC21O)C=O)OC1OCC(OC2OC(CO)C(O)C(O)C2O)C(O)C1OC1OC(CO)C(O)C(O)C1O
InChI Identifier
InChI=1S/C54H80O20/c1-47(2)30-13-16-51(6)31(19-33-54(74-33)52(51,7)18-17-49(4)20-34(48(3,25-57)24-53(49,54)66)71-43(65)26-11-9-8-10-12-26)50(30,5)15-14-32(47)72-46-42(73-45-41(64)39(62)36(59)28(22-56)69-45)37(60)29(23-67-46)70-44-40(63)38(61)35(58)27(21-55)68-44/h8-12,25,27-42,44-46,55-56,58-64,66H,13-24H2,1-7H3
InChI KeyQITTXHVWIJZEEV-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Avena sativa L.FooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassTriterpenoids  
Direct ParentTriterpenoids  
Alternative Parents
Substituents
  • Triterpenoid
    • 

  • Disaccharide
    • 

  • Glycosyl compound
    • 

  • O-glycosyl compound
    • 

  • Benzoate ester
    • 

  • Benzoic acid or derivatives
    • 

  • Benzoyl
    • 

  • Oxepane
    • 

  • Monocyclic benzene moiety
    • 

  • Benzenoid
    • 

  • Oxane
    • 

  • Cyclic alcohol
    • 

  • Tertiary alcohol
    • 

  • Carboxylic acid ester
    • 

  • Secondary alcohol
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Polyol
    • 

  • Ether
    • 

  • Oxirane
    • 

  • Oxacycle
    • 

  • Dialkyl ether
    • 

  • Organoheterocyclic compound
    • 

  • Acetal
    • 

  • Carboxylic acid derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Alcohol
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Organic oxygen compound
    • 

  • Aldehyde
    • 

  • Primary alcohol
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic 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
logP1.76ALOGPS
logP1.5ChemAxon
logS-4.1ALOGPS
pKa (Strongest Acidic)11.86ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count19ChemAxon
Hydrogen Donor Count10ChemAxon
Polar Surface Area313.58 ŲChemAxon
Rotatable Bond Count12ChemAxon
Refractivity255.06 m³·mol⁻¹ChemAxon
Polarizability112.46 ųChemAxon
Number of Rings10ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB013054  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available