NP-MRD: Showing NP-Card for 5-{[1-(5,6-dihydroxy-6-methylheptan-2-yl)-8,11-dihydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-3-hydroxy-n-(1-hydroxy-3-methoxy-3-oxo-1-phenylpropan-2-yl)-3-methyl-5-oxopentanimidic acid (NP0287142)

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Record Information

Version

2.0

Created at

2022-09-09 16:04:05 UTC

Updated at

2022-09-09 16:04:05 UTC

NP-MRD ID

NP0287142

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-{[1-(5,6-dihydroxy-6-methylheptan-2-yl)-8,11-dihydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-3-hydroxy-n-(1-hydroxy-3-methoxy-3-oxo-1-phenylpropan-2-yl)-3-methyl-5-oxopentanimidic acid

Description

5-{[14-(5,6-Dihydroxy-6-methylheptan-2-yl)-4,16-dihydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-1(10)-en-5-yl]oxy}-3-hydroxy-N-(1-hydroxy-3-methoxy-3-oxo-1-phenylpropan-2-yl)-3-methyl-5-oxopentanimidic acid belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. 5-{[1-(5,6-dihydroxy-6-methylheptan-2-yl)-8,11-dihydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-3-hydroxy-n-(1-hydroxy-3-methoxy-3-oxo-1-phenylpropan-2-yl)-3-methyl-5-oxopentanimidic acid is found in Tricholoma pardinum. Based on a literature review very few articles have been published on 5-{[14-(5,6-dihydroxy-6-methylheptan-2-yl)-4,16-dihydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-1(10)-en-5-yl]oxy}-3-hydroxy-N-(1-hydroxy-3-methoxy-3-oxo-1-phenylpropan-2-yl)-3-methyl-5-oxopentanimidic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092218042D          

 58 62  0  0  0  0            999 V2000
    8.5020    7.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9702    6.5686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2505    5.7927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0626    5.6475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7187    5.1620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9990    4.3861    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4672    3.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6551    3.9006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7475    2.9794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2157    2.3487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8464    1.8169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5850    2.8805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6838    1.7180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8717    1.8632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5914    2.6391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399    1.2325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5278    1.3777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2475    2.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7793    2.7844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4354    2.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9035    1.6682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232    2.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0914    1.8134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5596    1.1827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8399    0.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520    0.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1838    0.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9960    0.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8792   -0.0697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.9451    0.5269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962    0.8215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5867    1.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6810    2.6155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1873    3.2668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0046    3.1540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3155    2.3898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4672    2.1038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1073    2.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9990    2.7345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7187    3.5104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8111    2.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9066    5.3072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.8778    7.4897    0.0000 C   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  2  0  0  0  0
  3  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
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 10 13  1  0  0  0  0
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 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
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 20 21  1  0  0  0  0
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 21 27  1  0  0  0  0
 27 28  1  0  0  0  0
 17 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 24 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
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M  END

     RDKit          3D

129133  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv1652309092218042D          

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M  END
> <DATABASE_ID>
NP0287142

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C(N=C(O)CC(C)(O)CC(=O)OC1C(O)CC2(C)C(CCC3=C2CC(O)C2(C)C(CCC32C)C(C)CCC(O)C(C)(C)O)C1(C)C)C(O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C46H71NO11/c1-26(16-19-33(49)42(4,5)55)28-20-21-45(8)29-17-18-32-41(2,3)39(31(48)23-44(32,7)30(29)22-34(50)46(28,45)9)58-36(52)25-43(6,56)24-35(51)47-37(40(54)57-10)38(53)27-14-12-11-13-15-27/h11-15,26,28,31-34,37-39,48-50,53,55-56H,16-25H2,1-10H3,(H,47,51)

> <INCHI_KEY>
DVXZCCHCRYPQLU-UHFFFAOYSA-N

> <FORMULA>
C46H71NO11

> <MOLECULAR_WEIGHT>
814.07

> <EXACT_MASS>
813.50271211

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
129

> <JCHEM_AVERAGE_POLARIZABILITY>
92.47930631635127

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-{[14-(5,6-dihydroxy-6-methylheptan-2-yl)-4,16-dihydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-yl]oxy}-3-hydroxy-N-(1-hydroxy-3-methoxy-3-oxo-1-phenylpropan-2-yl)-3-methyl-5-oxopentanimidic acid

> <JCHEM_LOGP>
4.343058326333335

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.327112464420402

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.135798339352747

> <JCHEM_PKA_STRONGEST_BASIC>
0.2914433707797609

> <JCHEM_POLAR_SURFACE_AREA>
206.56999999999996

> <JCHEM_REFRACTIVITY>
218.82949999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
5-{[14-(5,6-dihydroxy-6-methylheptan-2-yl)-4,16-dihydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-yl]oxy}-3-hydroxy-N-(1-hydroxy-3-methoxy-3-oxo-1-phenylpropan-2-yl)-3-methyl-5-oxopentanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0      15.870  13.439   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      14.878  12.261   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      15.401  10.813   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      16.917  10.542   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      14.408   9.636   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      14.931   8.187   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      13.939   7.010   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      12.423   7.281   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      14.462   5.562   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.469   4.384   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.647   3.392   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      12.292   5.377   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      12.477   3.207   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.961   3.478   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      10.437   4.926   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       9.968   2.301   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       8.452   2.572   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.929   4.020   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       8.921   5.197   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       6.413   4.291   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.420   3.114   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.897   4.562   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.904   3.385   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.911   2.208   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.434   0.759   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.950   0.488   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.943   1.666   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.459   1.394   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.241  -0.130   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.601   0.361   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.395   2.479   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.764   0.984   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       0.179   1.534   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -1.095   2.398   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -0.667   3.877   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -1.612   5.093   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -1.032   6.519   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -3.138   4.882   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -4.083   6.098   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -5.609   5.887   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -6.189   4.461   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      -6.554   7.103   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -7.499   8.319   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -7.770   6.158   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      -5.338   8.048   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0       0.872   3.927   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       0.200   5.313   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       1.865   5.104   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0       1.342   6.553   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0       3.381   4.833   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      12.892   9.907   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0      11.900   8.729   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0      12.369  11.355   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      10.853  11.626   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      10.330  13.075   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      11.323  14.252   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      12.839  13.981   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      13.362  12.532   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   51                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   10   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   28                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   23   27                                             
CONECT   22   21                                                            
CONECT   23   21   24   50                                                  
CONECT   24   23   25   31                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   21   28                                                  
CONECT   28   27   17   29   30                                             
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   24   32   33   46                                             
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   46                                                  
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   43   44   45                                             
CONECT   43   42                                                            
CONECT   44   42                                                            
CONECT   45   42                                                            
CONECT   46   35   31   47   48                                             
CONECT   47   46                                                            
CONECT   48   46   49   50                                                  
CONECT   49   48                                                            
CONECT   50   48   23                                                       
CONECT   51    5   52   53                                                  
CONECT   52   51                                                            
CONECT   53   51   54   58                                                  
CONECT   54   53   55                                                       
CONECT   55   54   56                                                       
CONECT   56   55   57                                                       
CONECT   57   56   58                                                       
CONECT   58   57   53                                                       
MASTER        0    0    0    0    0    0    0    0   58    0  124    0
END

View in JSmol

Synonyms

Value	Source
5-{[14-(5,6-dihydroxy-6-methylheptan-2-yl)-4,16-dihydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0,.0,]heptadec-1(10)-en-5-yl]oxy}-3-hydroxy-N-(1-hydroxy-3-methoxy-3-oxo-1-phenylpropan-2-yl)-3-methyl-5-oxopentanimidate	Generator

Chemical Formula

C₄₆H₇₁NO₁₁

Average Mass

814.0700 Da

Monoisotopic Mass

813.50271 Da

IUPAC Name

5-{[14-(5,6-dihydroxy-6-methylheptan-2-yl)-4,16-dihydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-yl]oxy}-3-hydroxy-N-(1-hydroxy-3-methoxy-3-oxo-1-phenylpropan-2-yl)-3-methyl-5-oxopentanimidic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

COC(=O)C(N=C(O)CC(C)(O)CC(=O)OC1C(O)CC2(C)C(CCC3=C2CC(O)C2(C)C(CCC32C)C(C)CCC(O)C(C)(C)O)C1(C)C)C(O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C46H71NO11/c1-26(16-19-33(49)42(4,5)55)28-20-21-45(8)29-17-18-32-41(2,3)39(31(48)23-44(32,7)30(29)22-34(50)46(28,45)9)58-36(52)25-43(6,56)24-35(51)47-37(40(54)57-10)38(53)27-14-12-11-13-15-27/h11-15,26,28,31-34,37-39,48-50,53,55-56H,16-25H2,1-10H3,(H,47,51)

InChI Key

DVXZCCHCRYPQLU-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, 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
Tricholoma pardinum	LOTUS Database	35616633

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
Tetrahydroxy bile acid, alcohol, or derivatives
25-hydroxysteroid
24-hydroxysteroid
Hydroxy bile acid, alcohol, or derivatives
Bile acid, alcohol, or derivatives
Steroid ester
Hydroxysteroid
2-hydroxysteroid
12-hydroxysteroid
Phenylalanine or derivatives
Steroid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid ester
Alpha-amino acid or derivatives
Beta-hydroxy acid
Fatty acyl
Benzenoid
N-acyl-amine
Hydroxy acid
Fatty amide
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Methyl ester
Tertiary alcohol
Cyclic alcohol
Secondary carboxylic acid amide
Secondary alcohol
Carboxylic acid ester
Carboxamide group
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Aromatic alcohol
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	4.34	ChemAxon
pKa (Strongest Acidic)	5.14	ChemAxon
pKa (Strongest Basic)	0.29	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	206.57 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	218.83 m³·mol⁻¹	ChemAxon
Polarizability	92.48 Å³	ChemAxon
Number of Rings	5	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

162830540

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-{[1-(5,6-dihydroxy-6-methylheptan-2-yl)-8,11-dihydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-3-hydroxy-n-(1-hydroxy-3-methoxy-3-oxo-1-phenylpropan-2-yl)-3-methyl-5-oxopentanimidic acid (NP0287142)

MOL for NP0287142 (5-{[1-(5,6-dihydroxy-6-methylheptan-2-yl)-8,11-dihydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-3-hydroxy-n-(1-hydroxy-3-methoxy-3-oxo-1-phenylpropan-2-yl)-3-methyl-5-oxopentanimidic acid)

3D MOL for NP0287142 (5-{[1-(5,6-dihydroxy-6-methylheptan-2-yl)-8,11-dihydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-3-hydroxy-n-(1-hydroxy-3-methoxy-3-oxo-1-phenylpropan-2-yl)-3-methyl-5-oxopentanimidic acid)

3D SDF for NP0287142 (5-{[1-(5,6-dihydroxy-6-methylheptan-2-yl)-8,11-dihydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-3-hydroxy-n-(1-hydroxy-3-methoxy-3-oxo-1-phenylpropan-2-yl)-3-methyl-5-oxopentanimidic acid)

3D-SDF for NP0287142 (5-{[1-(5,6-dihydroxy-6-methylheptan-2-yl)-8,11-dihydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-3-hydroxy-n-(1-hydroxy-3-methoxy-3-oxo-1-phenylpropan-2-yl)-3-methyl-5-oxopentanimidic acid)

PDB for NP0287142 (5-{[1-(5,6-dihydroxy-6-methylheptan-2-yl)-8,11-dihydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-3-hydroxy-n-(1-hydroxy-3-methoxy-3-oxo-1-phenylpropan-2-yl)-3-methyl-5-oxopentanimidic acid)

3D PDB for NP0287142 (5-{[1-(5,6-dihydroxy-6-methylheptan-2-yl)-8,11-dihydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-3-hydroxy-n-(1-hydroxy-3-methoxy-3-oxo-1-phenylpropan-2-yl)-3-methyl-5-oxopentanimidic acid)

SMILES for NP0287142 (5-{[1-(5,6-dihydroxy-6-methylheptan-2-yl)-8,11-dihydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-3-hydroxy-n-(1-hydroxy-3-methoxy-3-oxo-1-phenylpropan-2-yl)-3-methyl-5-oxopentanimidic acid)

INCHI for NP0287142 (5-{[1-(5,6-dihydroxy-6-methylheptan-2-yl)-8,11-dihydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-3-hydroxy-n-(1-hydroxy-3-methoxy-3-oxo-1-phenylpropan-2-yl)-3-methyl-5-oxopentanimidic acid)

Structure for NP0287142 (5-{[1-(5,6-dihydroxy-6-methylheptan-2-yl)-8,11-dihydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-3-hydroxy-n-(1-hydroxy-3-methoxy-3-oxo-1-phenylpropan-2-yl)-3-methyl-5-oxopentanimidic acid)

3D Structure for NP0287142 (5-{[1-(5,6-dihydroxy-6-methylheptan-2-yl)-8,11-dihydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-7-yl]oxy}-3-hydroxy-n-(1-hydroxy-3-methoxy-3-oxo-1-phenylpropan-2-yl)-3-methyl-5-oxopentanimidic acid)