NP-MRD: Showing NP-Card for Avenacin B1 (NP0084653)

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Record Information

Version

2.0

Created at

2022-04-29 05:19:52 UTC

Updated at

2022-04-29 05:19:52 UTC

NP-MRD ID

NP0084653

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Avenacin B1

Description

21-Formyl-17-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 2-(methylamino)benzoate belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Avenacin B1 is found in Avena sativa . 21-Formyl-17-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 2-(methylamino)benzoate is a moderately basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251503042D          

 76 85  0  0  0  0            999 V2000
   -0.4421    2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0296    1.3184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2079    2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329    2.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7954   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

159168  0  0  0  0  0  0  0  0999 V2000
   14.2234    2.8827   -0.1646 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9002    2.2894    0.0667 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7833    0.8804    0.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.9571   -1.2451   -0.1008 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7743   -1.9088    0.1173 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.3615    0.8705    0.5720 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.3153    0.4304    2.3054 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.0510   -0.8116    2.8189 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4319    1.4299    3.3968 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.6984   -4.6037    4.4732 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4176   -2.9262    1.1028 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.8407   -0.9854    0.7253 C   0  0  2  0  0  0  0  0  0  0  0  0
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    0.4635    1.1205    1.2627 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290    0.8971    0.0841 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8902    1.7315   -1.0320 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8112    1.3691    0.3781 C   0  0  1  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1533004251503042D          

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    6.9829   -5.1118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9829   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579   -3.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3954   -2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9829   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 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
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 25 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 21 34  1  0  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
 19 38  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 14 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 12 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 43 44  2  0  0  0  0
 29 45  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
 48 49  1  0  0  0  0
 49 50  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
 53 56  1  0  0  0  0
 56 57  1  0  0  0  0
 56 58  1  0  0  0  0
 58 59  1  0  0  0  0
 58 60  1  0  0  0  0
 51 60  1  0  0  0  0
 60 61  1  0  0  0  0
 49 62  1  0  0  0  0
 62 63  1  0  0  0  0
 62 64  1  0  0  0  0
 46 64  1  0  0  0  0
 64 65  1  0  0  0  0
 65 66  1  0  0  0  0
 66 67  1  0  0  0  0
 67 68  1  0  0  0  0
 68 69  1  0  0  0  0
 69 70  1  0  0  0  0
 68 71  1  0  0  0  0
 71 72  1  0  0  0  0
 71 73  1  0  0  0  0
 73 74  1  0  0  0  0
 73 75  1  0  0  0  0
 66 75  1  0  0  0  0
 75 76  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0084653

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CNC1=CC=CC=C1C(=O)OC1CC2(C)C(O)CC3(C)C4(OC4CC4C5(C)CCC(OC6OCC(OC7OC(CO)C(O)C(O)C7O)C(O)C6OC6OC(CO)C(O)C(O)C6O)C(C)(C)C5CCC34C)C2CC1(C)C=O

> <INCHI_IDENTIFIER>
InChI=1S/C55H83NO20/c1-49(2)30-13-16-53(6)31(17-35-55(76-35)32-18-50(3,24-59)36(20-52(32,5)33(60)19-54(53,55)7)73-45(68)25-11-9-10-12-26(25)56-8)51(30,4)15-14-34(49)74-48-44(75-47-43(67)41(65)38(62)28(22-58)71-47)39(63)29(23-69-48)72-46-42(66)40(64)37(61)27(21-57)70-46/h9-12,24,27-44,46-48,56-58,60-67H,13-23H2,1-8H3

> <INCHI_KEY>
YYSBRPJSMBHDDU-UHFFFAOYSA-N

> <FORMULA>
C55H83NO20

> <MOLECULAR_WEIGHT>
1078.256

> <EXACT_MASS>
1077.550844077

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_ATOM_COUNT>
159

> <JCHEM_AVERAGE_POLARIZABILITY>
115.93401944483114

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
11

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
21-formyl-17-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 2-(methylamino)benzoate

> <ALOGPS_LOGP>
1.68

> <JCHEM_LOGP>
1.3215344396666695

> <ALOGPS_LOGS>
-3.89

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
10

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.359977434638285

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.87477210995021

> <JCHEM_PKA_STRONGEST_BASIC>
2.131699965973757

> <JCHEM_POLAR_SURFACE_AREA>
325.61

> <JCHEM_REFRACTIVITY>
265.47580000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.38e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
21-formyl-17-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 2-(methylamino)benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0      -0.825   3.795   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -0.055   2.461   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       1.485   2.461   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.255   3.795   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.795   3.795   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.565   2.461   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.795   1.127   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.255   1.127   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.485  -0.206   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.055  -0.206   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       2.255  -1.540   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       3.795  -1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.565  -0.206   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.105  -0.206   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   1.127   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.875   1.127   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.105   2.461   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       8.415   1.127   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.185  -0.206   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.955   1.127   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.725  -0.206   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.886   1.325   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.495   1.127   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.035   1.127   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.805  -0.206   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      15.345  -0.206   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      15.077   1.310   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      16.792   0.320   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      16.115  -1.540   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      15.345  -2.874   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      13.805  -2.874   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      13.035  -1.540   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      12.265  -2.874   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      11.495  -1.540   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      10.725  -2.874   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       9.185  -2.874   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       7.645  -2.874   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       8.415  -1.540   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       6.875  -1.540   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       6.105  -2.874   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       4.565  -2.874   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       3.259  -3.690   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       4.511  -4.413   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       5.817  -5.229   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      17.655  -1.540   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      18.425  -2.874   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      19.965  -2.874   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0      20.735  -4.207   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      19.965  -5.541   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      20.735  -6.875   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0      22.275  -6.875   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0      23.045  -5.541   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0      24.585  -5.541   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      25.355  -4.207   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0      24.585  -2.874   0.000  0.00  0.00           O+0
HETATM   56  C   UNK     0      25.355  -6.875   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0      26.895  -6.875   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0      24.585  -8.208   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0      25.355  -9.542   0.000  0.00  0.00           O+0
HETATM   60  C   UNK     0      23.045  -8.208   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0      22.275  -9.542   0.000  0.00  0.00           O+0
HETATM   62  C   UNK     0      18.425  -5.541   0.000  0.00  0.00           C+0
HETATM   63  O   UNK     0      17.655  -6.875   0.000  0.00  0.00           O+0
HETATM   64  C   UNK     0      17.655  -4.207   0.000  0.00  0.00           C+0
HETATM   65  O   UNK     0      16.115  -4.207   0.000  0.00  0.00           O+0
HETATM   66  C   UNK     0      15.345  -5.541   0.000  0.00  0.00           C+0
HETATM   67  O   UNK     0      16.115  -6.875   0.000  0.00  0.00           O+0
HETATM   68  C   UNK     0      15.345  -8.208   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0      16.115  -9.542   0.000  0.00  0.00           C+0
HETATM   70  O   UNK     0      15.345 -10.876   0.000  0.00  0.00           O+0
HETATM   71  C   UNK     0      13.805  -8.208   0.000  0.00  0.00           C+0
HETATM   72  O   UNK     0      13.035  -9.542   0.000  0.00  0.00           O+0
HETATM   73  C   UNK     0      13.035  -6.875   0.000  0.00  0.00           C+0
HETATM   74  O   UNK     0      11.495  -6.875   0.000  0.00  0.00           O+0
HETATM   75  C   UNK     0      13.805  -5.541   0.000  0.00  0.00           C+0
HETATM   76  O   UNK     0      13.035  -4.207   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   41                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16   39                                             
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   21   38                                             
CONECT   20   19                                                            
CONECT   21   19   22   23   34                                             
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   32                                                  
CONECT   26   25   27   28   29                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   26   30   45                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   25   33   34                                             
CONECT   33   32                                                            
CONECT   34   32   21   35                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36   38                                                       
CONECT   38   37   19   36   39                                             
CONECT   39   38   14   40                                                  
CONECT   40   39   41                                                       
CONECT   41   40   12   42   43                                             
CONECT   42   41                                                            
CONECT   43   41   44                                                       
CONECT   44   43                                                            
CONECT   45   29   46                                                       
CONECT   46   45   47   64                                                  
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50   62                                                  
CONECT   50   49   51                                                       
CONECT   51   50   52   60                                                  
CONECT   52   51   53                                                       
CONECT   53   52   54   56                                                  
CONECT   54   53   55                                                       
CONECT   55   54                                                            
CONECT   56   53   57   58                                                  
CONECT   57   56                                                            
CONECT   58   56   59   60                                                  
CONECT   59   58                                                            
CONECT   60   58   51   61                                                  
CONECT   61   60                                                            
CONECT   62   49   63   64                                                  
CONECT   63   62                                                            
CONECT   64   62   46   65                                                  
CONECT   65   64   66                                                       
CONECT   66   65   67   75                                                  
CONECT   67   66   68                                                       
CONECT   68   67   69   71                                                  
CONECT   69   68   70                                                       
CONECT   70   69                                                            
CONECT   71   68   72   73                                                  
CONECT   72   71                                                            
CONECT   73   71   74   75                                                  
CONECT   74   73                                                            
CONECT   75   73   66   76                                                  
CONECT   76   75                                                            
MASTER        0    0    0    0    0    0    0    0   76    0  170    0
END

View in JSmol

Synonyms

Value	Source
21-Formyl-17-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[13.8.0.0,.0,.0,.0,]tricosan-20-yl 2-(methylamino)benzoic acid	Generator
21-Formyl-17-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 2-(methylamino)benzoic acid	Generator

Chemical Formula

C₅₅H₈₃NO₂₀

Average Mass

1078.2560 Da

Monoisotopic Mass

1077.55084 Da

IUPAC Name

21-formyl-17-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 2-(methylamino)benzoate

Traditional Name

CAS Registry Number

Not Available

SMILES

CNC1=CC=CC=C1C(=O)OC1CC2(C)C(O)CC3(C)C4(OC4CC4C5(C)CCC(OC6OCC(OC7OC(CO)C(O)C(O)C7O)C(O)C6OC6OC(CO)C(O)C(O)C6O)C(C)(C)C5CCC34C)C2CC1(C)C=O

InChI Identifier

InChI=1S/C55H83NO20/c1-49(2)30-13-16-53(6)31(17-35-55(76-35)32-18-50(3,24-59)36(20-52(32,5)33(60)19-54(53,55)7)73-45(68)25-11-9-10-12-26(25)56-8)51(30,4)15-14-34(49)74-48-44(75-47-43(67)41(65)38(62)28(22-58)71-47)39(63)29(23-69-48)72-46-42(66)40(64)37(61)27(21-57)70-46/h9-12,24,27-44,46-48,56-58,60-67H,13-23H2,1-8H3

InChI Key

YYSBRPJSMBHDDU-UHFFFAOYSA-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
Avena sativa L.	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Disaccharide
Glycosyl compound
O-glycosyl compound
Aminobenzoic acid or derivatives
Benzoate ester
Benzoic acid or derivatives
Phenylalkylamine
Aniline or substituted anilines
Benzoyl
Secondary aliphatic/aromatic amine
Oxepane
Monocyclic benzene moiety
Benzenoid
Oxane
Vinylogous amide
Cyclic alcohol
Amino acid or derivatives
Carboxylic acid ester
Secondary alcohol
Polyol
Oxacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Ether
Oxirane
Acetal
Dialkyl ether
Secondary amine
Carboxylic acid derivative
Organonitrogen compound
Organopnictogen compound
Carbonyl group
Organic oxide
Organic nitrogen compound
Alcohol
Aldehyde
Hydrocarbon derivative
Organic oxygen compound
Amine
Organooxygen compound
Primary 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	1.68	ALOGPS
logP	1.32	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	11.87	ChemAxon
pKa (Strongest Basic)	2.13	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	325.61 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	265.48 m³·mol⁻¹	ChemAxon
Polarizability	115.93 Å³	ChemAxon
Number of Rings	10	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Avenacin B1 (NP0084653)

MOL for NP0084653 (Avenacin B1)

3D MOL for NP0084653 (Avenacin B1)

3D SDF for NP0084653 (Avenacin B1)

3D-SDF for NP0084653 (Avenacin B1)

PDB for NP0084653 (Avenacin B1)

3D PDB for NP0084653 (Avenacin B1)

SMILES for NP0084653 (Avenacin B1)

INCHI for NP0084653 (Avenacin B1)

Structure for NP0084653 (Avenacin B1)

3D Structure for NP0084653 (Avenacin B1)