NP-MRD: Showing NP-Card for methyl (2r)-2-[(1s,2s,3ar,5as,7r,9as,11as)-7-(acetyloxy)-2-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-6-methyl-5-methylideneheptanoate (NP0290968)

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Record Information

Version

2.0

Created at

2022-09-09 21:53:08 UTC

Updated at

2022-09-09 21:53:08 UTC

NP-MRD ID

NP0290968

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (2r)-2-[(1s,2s,3ar,5as,7r,9as,11as)-7-(acetyloxy)-2-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-6-methyl-5-methylideneheptanoate

Description

Methyl (2R)-2-[(2S,5R,7S,11R,13S,14S,15S)-5-(acetyloxy)-13-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-1(10)-en-14-yl]-6-methyl-5-methylideneheptanoate belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Based on a literature review very few articles have been published on methyl (2R)-2-[(2S,5R,7S,11R,13S,14S,15S)-5-(acetyloxy)-13-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-1(10)-en-14-yl]-6-methyl-5-methylideneheptanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092223532D          

 39 42  0  0  1  0            999 V2000
    1.4500   -3.3202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0375   -4.0347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2125   -4.0347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2000   -3.3202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0250   -3.3202    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4375   -4.0347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2625   -4.0347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0250   -4.7491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4375   -5.4636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4375   -2.6057    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1020   -1.8520    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2950   -1.6805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7151   -1.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4295   -1.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5158   -0.8920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2142   -1.4576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.4404   -2.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.0096   -2.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.5242    0.3692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5680   -0.6928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2181   -0.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1807    0.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7834   -0.9477    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1703   -0.3957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3857   -0.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4500   -4.7491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2750   -4.7491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0375   -5.4636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  5  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 10 20  1  0  0  0  0
 14 20  1  0  0  0  0
 20 21  1  1  0  0  0
 17 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  1  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 26 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 31 34  1  0  0  0  0
 22 34  1  0  0  0  0
 34 35  1  1  0  0  0
 35 36  1  0  0  0  0
 16 36  1  0  0  0  0
  2 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
M  END

     RDKit          3D

 93 96  0  0  0  0  0  0  0  0999 V2000
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   -3.3616    0.3209    0.7600 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -5.5499   -2.7647    1.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4180   -1.8421    0.1118 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.7579   -3.5334    0.7825 H   0  0  0  0  0  0  0  0  0  0  0  0
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  9  8  1  0
  8  6  1  0
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 33 80  1  0
 33 81  1  0
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 35 83  1  0
 35 84  1  0
 36 85  1  0
 36 86  1  0
M  END


  Mrv1652309092223532D          

 39 42  0  0  1  0            999 V2000
    1.4500   -3.3202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0375   -4.0347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2125   -4.0347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2000   -3.3202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0250   -3.3202    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4375   -4.0347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2625   -4.0347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0250   -4.7491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4375   -5.4636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4375   -2.6057    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1020   -1.8520    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2950   -1.6805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7151   -1.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4295   -1.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5158   -0.8920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2142   -1.4576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8273   -2.0096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6557   -2.8166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8711   -3.0715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2580   -2.5195    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0031   -3.3041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6119   -1.7547    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4404   -2.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2250   -2.3067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0096   -2.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1811   -1.2448    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.9657   -0.9899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1373   -0.1829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9219    0.0721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5242    0.3692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5680   -0.6928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2181   -0.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1807    0.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7834   -0.9477    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1703   -0.3957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3857   -0.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4500   -4.7491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2750   -4.7491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0375   -5.4636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  5  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 10 20  1  0  0  0  0
 14 20  1  0  0  0  0
 20 21  1  1  0  0  0
 17 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  1  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 26 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 31 34  1  0  0  0  0
 22 34  1  0  0  0  0
 34 35  1  1  0  0  0
 35 36  1  0  0  0  0
 16 36  1  0  0  0  0
  2 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0290968

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@H](CCC(=C)C(C)C)[C@@H]1[C@@H](O)C[C@@]2(C)C3=C(CC[C@@]12C)[C@@]1(C)CC[C@@H](OC(C)=O)C(C)(C)[C@H]1CC3

> <INCHI_IDENTIFIER>
InChI=1S/C34H54O5/c1-20(2)21(3)11-12-23(30(37)38-10)29-26(36)19-34(9)25-13-14-27-31(5,6)28(39-22(4)35)16-17-32(27,7)24(25)15-18-33(29,34)8/h20,23,26-29,36H,3,11-19H2,1-2,4-10H3/t23-,26+,27-,28-,29-,32-,33+,34+/m1/s1

> <INCHI_KEY>
OOLKLNKJVOLWGM-NJVJUXQSSA-N

> <FORMULA>
C34H54O5

> <MOLECULAR_WEIGHT>
542.801

> <EXACT_MASS>
542.397124839

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
93

> <JCHEM_AVERAGE_POLARIZABILITY>
63.8920266972933

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (2R)-2-[(2S,5R,7S,11R,13S,14S,15S)-5-(acetyloxy)-13-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-yl]-6-methyl-5-methylideneheptanoate

> <JCHEM_LOGP>
6.265605374

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.873376208548969

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8541852463806805

> <JCHEM_POLAR_SURFACE_AREA>
72.83000000000001

> <JCHEM_REFRACTIVITY>
155.22520000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2R)-2-[(2S,5R,7S,11R,13S,14S,15S)-5-(acetyloxy)-13-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-yl]-6-methyl-5-methylideneheptanoate

> <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       2.707  -6.198   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.937  -7.531   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.397  -7.531   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.373  -6.198   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.913  -6.198   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.683  -7.531   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -4.223  -7.531   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -1.913  -8.865   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -2.683 -10.199   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.683  -4.864   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.057  -3.457   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.551  -3.137   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -3.201  -2.427   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.535  -3.197   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.696  -1.665   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -6.000  -2.721   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -7.144  -3.751   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.824  -5.258   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.359  -5.733   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.215  -4.703   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.739  -6.168   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -8.609  -3.275   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -8.289  -4.782   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -9.753  -4.306   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -11.218  -3.830   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -11.538  -2.324   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0     -13.003  -1.848   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0     -13.323  -0.341   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -14.788   0.135   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0     -12.178   0.689   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0     -10.394  -1.293   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -11.607  -0.345   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -9.671   0.067   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -8.929  -1.769   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -7.785  -0.739   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -6.320  -1.214   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.707  -8.865   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       4.247  -8.865   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       1.937 -10.199   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   37                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8                                                            
CONECT   10    5   11   20                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   16   20                                             
CONECT   15   14                                                            
CONECT   16   14   17   36                                                  
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   10   14   21                                             
CONECT   21   20                                                            
CONECT   22   17   23   24   34                                             
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   31                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   26   32   33   34                                             
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   31   22   35                                                  
CONECT   35   34   36                                                       
CONECT   36   35   16                                                       
CONECT   37    2   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   84    0
END

View in JSmol

Synonyms

Value	Source
Methyl (2R)-2-[(2S,5R,7S,11R,13S,14S,15S)-5-(acetyloxy)-13-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0,.0,]heptadec-1(10)-en-14-yl]-6-methyl-5-methylideneheptanoic acid	Generator

Chemical Formula

C₃₄H₅₄O₅

Average Mass

542.8010 Da

Monoisotopic Mass

542.39712 Da

IUPAC Name

methyl (2R)-2-[(2S,5R,7S,11R,13S,14S,15S)-5-(acetyloxy)-13-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-yl]-6-methyl-5-methylideneheptanoate

Traditional Name

methyl (2R)-2-[(2S,5R,7S,11R,13S,14S,15S)-5-(acetyloxy)-13-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-yl]-6-methyl-5-methylideneheptanoate

CAS Registry Number

Not Available

SMILES

COC(=O)[C@H](CCC(=C)C(C)C)[C@@H]1[C@@H](O)C[C@@]2(C)C3=C(CC[C@@]12C)[C@@]1(C)CC[C@@H](OC(C)=O)C(C)(C)[C@H]1CC3

InChI Identifier

InChI=1S/C34H54O5/c1-20(2)21(3)11-12-23(30(37)38-10)29-26(36)19-34(9)25-13-14-27-31(5,6)28(39-22(4)35)16-17-32(27,7)24(25)15-18-33(29,34)8/h20,23,26-29,36H,3,11-19H2,1-2,4-10H3/t23-,26+,27-,28-,29-,32-,33+,34+/m1/s1

InChI Key

OOLKLNKJVOLWGM-NJVJUXQSSA-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

Not Available

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
Hydroxy bile acid, alcohol, or derivatives
Monohydroxy bile acid, alcohol, or derivatives
Bile acid, alcohol, or derivatives
Steroid ester
14-alpha-methylsteroid
16-hydroxysteroid
16-beta-hydroxysteroid
Hydroxysteroid
Steroid
Dicarboxylic acid or derivatives
Cyclic alcohol
Methyl ester
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organic oxygen compound
Organooxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic 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	6.27	ChemAxon
pKa (Strongest Acidic)	14.87	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.83 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	155.23 m³·mol⁻¹	ChemAxon
Polarizability	63.89 Å³	ChemAxon
Number of Rings	4	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

162905779

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (2r)-2-[(1s,2s,3ar,5as,7r,9as,11as)-7-(acetyloxy)-2-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-6-methyl-5-methylideneheptanoate (NP0290968)

MOL for NP0290968 (methyl (2r)-2-[(1s,2s,3ar,5as,7r,9as,11as)-7-(acetyloxy)-2-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-6-methyl-5-methylideneheptanoate)

3D MOL for NP0290968 (methyl (2r)-2-[(1s,2s,3ar,5as,7r,9as,11as)-7-(acetyloxy)-2-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-6-methyl-5-methylideneheptanoate)

3D SDF for NP0290968 (methyl (2r)-2-[(1s,2s,3ar,5as,7r,9as,11as)-7-(acetyloxy)-2-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-6-methyl-5-methylideneheptanoate)

3D-SDF for NP0290968 (methyl (2r)-2-[(1s,2s,3ar,5as,7r,9as,11as)-7-(acetyloxy)-2-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-6-methyl-5-methylideneheptanoate)

PDB for NP0290968 (methyl (2r)-2-[(1s,2s,3ar,5as,7r,9as,11as)-7-(acetyloxy)-2-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-6-methyl-5-methylideneheptanoate)

3D PDB for NP0290968 (methyl (2r)-2-[(1s,2s,3ar,5as,7r,9as,11as)-7-(acetyloxy)-2-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-6-methyl-5-methylideneheptanoate)

SMILES for NP0290968 (methyl (2r)-2-[(1s,2s,3ar,5as,7r,9as,11as)-7-(acetyloxy)-2-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-6-methyl-5-methylideneheptanoate)

INCHI for NP0290968 (methyl (2r)-2-[(1s,2s,3ar,5as,7r,9as,11as)-7-(acetyloxy)-2-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-6-methyl-5-methylideneheptanoate)

Structure for NP0290968 (methyl (2r)-2-[(1s,2s,3ar,5as,7r,9as,11as)-7-(acetyloxy)-2-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-6-methyl-5-methylideneheptanoate)

3D Structure for NP0290968 (methyl (2r)-2-[(1s,2s,3ar,5as,7r,9as,11as)-7-(acetyloxy)-2-hydroxy-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,4h,5h,5ah,7h,8h,9h,10h,11h-cyclopenta[a]phenanthren-1-yl]-6-methyl-5-methylideneheptanoate)