NP-MRD: Showing NP-Card for (1e,6s,9r)-9-[(1r,3as,3br,9as,9bs,11ar)-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-1-yl]-4-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-6-isopropyldec-1-en-3-one (NP0280069)

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Record Information

Version

2.0

Created at

2022-09-09 05:40:55 UTC

Updated at

2022-09-09 05:40:55 UTC

NP-MRD ID

NP0280069

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1e,6s,9r)-9-[(1r,3as,3br,9as,9bs,11ar)-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-1-yl]-4-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-6-isopropyldec-1-en-3-one

Description

Trans-feruloyl stigmastanol belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24. (1e,6s,9r)-9-[(1r,3as,3br,9as,9bs,11ar)-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-1-yl]-4-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-6-isopropyldec-1-en-3-one is found in Coix lacryma-jobi. Based on a literature review very few articles have been published on trans-feruloyl stigmastanol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092207402D          

 43 47  0  0  1  0            999 V2000
    6.2116    1.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9260    0.7698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9260   -0.0552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6405   -0.4677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6405   -1.2927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3550   -1.7052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3550   -2.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0694   -2.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0694   -3.7677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7839   -2.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7839   -1.7052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4984   -2.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2128   -2.5302    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.9273   -2.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.3563   -2.9427    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    6.9260   -1.7052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.2116   -0.4677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4971   -0.0552    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  1  0  0  0  0
  6  7  2  0  0  0  0
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  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
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  5 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
  3 42  1  0  0  0  0
 42 43  1  0  0  0  0
M  END

     RDKit          3D

103107  0  0  0  0  0  0  0  0999 V2000
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 24 72  1  0
 24 73  1  0
 25 74  1  1
 26 75  1  0
 26 76  1  0
 27 77  1  0
 27 78  1  0
 28 79  1  0
 28 80  1  0
 29 81  1  0
 29 82  1  0
 31 83  1  0
 31 84  1  0
 31 85  1  0
 32 86  1  6
 33 87  1  0
 33 88  1  0
 34 89  1  0
 34 90  1  0
 36 91  1  0
 36 92  1  0
 36 93  1  0
 37 94  1  0
 38 95  1  0
 38 96  1  0
 38 97  1  0
 39 98  1  0
 39 99  1  0
 39100  1  0
 40101  1  0
 41102  1  0
 43103  1  0
M  END


  Mrv1652309092207402D          

 43 47  0  0  1  0            999 V2000
    6.2116    1.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9260    0.7698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9260   -0.0552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6405   -0.4677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6405   -1.2927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3550   -1.7052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3550   -2.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0694   -2.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0694   -3.7677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7839   -2.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7839   -1.7052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4984   -2.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2128   -2.5302    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.9273   -2.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6418   -2.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3563   -2.9427    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.3563   -3.7677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0707   -2.5302    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.1570   -1.7097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9639   -1.5382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3764   -2.2527    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.1834   -2.4242    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.7354   -1.8111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5424   -1.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7974   -2.7673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6043   -2.9388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8593   -3.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3072   -4.3365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5003   -4.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2453   -3.3803    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.6933   -3.9934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4383   -3.2088    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.8863   -3.8219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0793   -3.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8244   -2.8658    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.2113   -3.4178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2128   -1.7052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9273   -1.2927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4984   -1.2927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9260   -1.7052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2116   -1.2927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2116   -0.4677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4971   -0.0552    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  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 13 12  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  6  0  0  0
 18 16  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 20  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  6  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
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 25 30  1  0  0  0  0
 30 31  1  1  0  0  0
 30 32  1  0  0  0  0
 22 32  1  0  0  0  0
 32 33  1  1  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 21 35  1  0  0  0  0
 18 35  1  0  0  0  0
 35 36  1  1  0  0  0
 13 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
  5 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
  3 42  1  0  0  0  0
 42 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0280069

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(\C=C\C(=O)C(O)C[C@H](CC[C@@H](C)[C@H]2CC[C@H]3[C@@H]4CCC5CCCC[C@]5(C)[C@H]4CC[C@]23C)C(C)C)=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C39H60O4/c1-25(2)28(24-36(42)34(40)18-11-27-12-19-35(41)37(23-27)43-6)13-10-26(3)31-16-17-32-30-15-14-29-9-7-8-21-38(29,4)33(30)20-22-39(31,32)5/h11-12,18-19,23,25-26,28-33,36,41-42H,7-10,13-17,20-22,24H2,1-6H3/b18-11+/t26-,28+,29?,30+,31-,32+,33+,36?,38+,39-/m1/s1

> <INCHI_KEY>
WMAKRJDWSGWHCN-HBACRJDKSA-N

> <FORMULA>
C39H60O4

> <MOLECULAR_WEIGHT>
592.905

> <EXACT_MASS>
592.449160412

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
103

> <JCHEM_AVERAGE_POLARIZABILITY>
73.49368100257064

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1E,6S,9R)-9-[(1S,2S,10R,11S,14R,15R)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]-4-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-6-(propan-2-yl)dec-1-en-3-one

> <JCHEM_LOGP>
10.117856689333335

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.403560855007932

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.505852703816945

> <JCHEM_PKA_STRONGEST_BASIC>
-3.497112690619982

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
177.4166

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1E,6S,9R)-9-[(1S,2S,10R,11S,14R,15R)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]-4-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-6-isopropyldec-1-en-3-one

> <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      11.595   2.207   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      12.929   1.437   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      12.929  -0.103   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.262  -0.873   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.262  -2.413   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.596  -3.183   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      15.596  -4.723   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      16.930  -5.493   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      16.930  -7.033   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      18.263  -4.723   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      18.263  -3.183   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      19.597  -5.493   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      20.931  -4.723   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      22.264  -5.493   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      23.598  -4.723   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      24.932  -5.493   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      24.932  -7.033   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      26.265  -4.723   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      26.426  -3.191   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      27.933  -2.871   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      28.703  -4.205   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      30.209  -4.525   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      31.239  -3.381   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      32.746  -3.701   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      33.222  -5.166   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      34.728  -5.486   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      35.204  -6.950   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      34.174  -8.095   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      32.667  -7.775   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      32.191  -6.310   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      31.161  -7.454   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      30.685  -5.990   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      29.654  -7.134   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      28.148  -6.814   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      27.672  -5.349   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      26.528  -6.380   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      20.931  -3.183   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      22.264  -2.413   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      19.597  -2.413   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      12.929  -3.183   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      11.595  -2.413   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      11.595  -0.873   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      10.261  -0.103   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   42                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   40                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   37                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   35                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   35                                                  
CONECT   22   21   23   32                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   25   31   32                                             
CONECT   31   30                                                            
CONECT   32   30   22   33                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   21   18   36                                             
CONECT   36   35                                                            
CONECT   37   13   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37                                                            
CONECT   40    5   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41    3   43                                                  
CONECT   43   42                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   94    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₉H₆₀O₄

Average Mass

592.9050 Da

Monoisotopic Mass

592.44916 Da

IUPAC Name

(1E,6S,9R)-9-[(1S,2S,10R,11S,14R,15R)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]-4-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-6-(propan-2-yl)dec-1-en-3-one

Traditional Name

(1E,6S,9R)-9-[(1S,2S,10R,11S,14R,15R)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]-4-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-6-isopropyldec-1-en-3-one

CAS Registry Number

Not Available

SMILES

COC1=CC(\C=C\C(=O)C(O)C[C@H](CC[C@@H](C)[C@H]2CC[C@H]3[C@@H]4CCC5CCCC[C@]5(C)[C@H]4CC[C@]23C)C(C)C)=CC=C1O

InChI Identifier

InChI=1S/C39H60O4/c1-25(2)28(24-36(42)34(40)18-11-27-12-19-35(41)37(23-27)43-6)13-10-26(3)31-16-17-32-30-15-14-29-9-7-8-21-38(29,4)33(30)20-22-39(31,32)5/h11-12,18-19,23,25-26,28-33,36,41-42H,7-10,13-17,20-22,24H2,1-6H3/b18-11+/t26-,28+,29?,30+,31-,32+,33+,36?,38+,39-/m1/s1

InChI Key

WMAKRJDWSGWHCN-HBACRJDKSA-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
Coix lacryma-jobi	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Stigmastanes and derivatives

Direct Parent

Stigmastanes and derivatives

Alternative Parents

Substituents

Triterpenoid
Stigmastane-skeleton
Hydroxycinnamic acid or derivatives
Methoxyphenol
Fatty alcohol
Phenoxy compound
Methoxybenzene
Styrene
Phenol ether
Anisole
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Fatty acyl
Benzenoid
Monocyclic benzene moiety
Acyloin
Alpha,beta-unsaturated ketone
Enone
Alpha-hydroxy ketone
Acryloyl-group
Secondary alcohol
Ketone
Ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen 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	10.12	ChemAxon
pKa (Strongest Acidic)	9.51	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	177.42 m³·mol⁻¹	ChemAxon
Polarizability	73.49 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

129847783

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1e,6s,9r)-9-[(1r,3as,3br,9as,9bs,11ar)-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-1-yl]-4-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-6-isopropyldec-1-en-3-one (NP0280069)

MOL for NP0280069 ((1e,6s,9r)-9-[(1r,3as,3br,9as,9bs,11ar)-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-1-yl]-4-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-6-isopropyldec-1-en-3-one)

3D MOL for NP0280069 ((1e,6s,9r)-9-[(1r,3as,3br,9as,9bs,11ar)-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-1-yl]-4-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-6-isopropyldec-1-en-3-one)

3D SDF for NP0280069 ((1e,6s,9r)-9-[(1r,3as,3br,9as,9bs,11ar)-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-1-yl]-4-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-6-isopropyldec-1-en-3-one)

3D-SDF for NP0280069 ((1e,6s,9r)-9-[(1r,3as,3br,9as,9bs,11ar)-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-1-yl]-4-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-6-isopropyldec-1-en-3-one)

PDB for NP0280069 ((1e,6s,9r)-9-[(1r,3as,3br,9as,9bs,11ar)-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-1-yl]-4-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-6-isopropyldec-1-en-3-one)

3D PDB for NP0280069 ((1e,6s,9r)-9-[(1r,3as,3br,9as,9bs,11ar)-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-1-yl]-4-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-6-isopropyldec-1-en-3-one)

SMILES for NP0280069 ((1e,6s,9r)-9-[(1r,3as,3br,9as,9bs,11ar)-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-1-yl]-4-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-6-isopropyldec-1-en-3-one)

INCHI for NP0280069 ((1e,6s,9r)-9-[(1r,3as,3br,9as,9bs,11ar)-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-1-yl]-4-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-6-isopropyldec-1-en-3-one)

Structure for NP0280069 ((1e,6s,9r)-9-[(1r,3as,3br,9as,9bs,11ar)-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-1-yl]-4-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-6-isopropyldec-1-en-3-one)

3D Structure for NP0280069 ((1e,6s,9r)-9-[(1r,3as,3br,9as,9bs,11ar)-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-1-yl]-4-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-6-isopropyldec-1-en-3-one)