NP-MRD: Showing NP-Card for ethyl (2r)-3-[(1s,2s,4ar,4bs,8as,10ar)-2-formyl-2,4b,8,8,10a-pentamethyl-decahydrophenanthren-1-yl]-2-methylpropanoate (NP0179148)

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Record Information

Version

2.0

Created at

2022-09-03 17:17:08 UTC

Updated at

2022-09-03 17:17:08 UTC

NP-MRD ID

NP0179148

Secondary Accession Numbers

None

Natural Product Identification

Common Name

ethyl (2r)-3-[(1s,2s,4ar,4bs,8as,10ar)-2-formyl-2,4b,8,8,10a-pentamethyl-decahydrophenanthren-1-yl]-2-methylpropanoate

Description

Ethyl (2R)-3-[(1S,2S,4aR,4bS,8aS,10aR)-2-formyl-2,4b,8,8,10a-pentamethyl-tetradecahydrophenanthren-1-yl]-2-methylpropanoate belongs to the class of organic compounds known as isocopalane and spongiane diterpenoids. These are diterpenoids with a structure based on the isocopalane (Tetradecahydro-1,1,4a,7,8,8a-hexamethylphenanthrene) or the 15,16-epoxyisocopalane skeleton. Based on a literature review very few articles have been published on ethyl (2R)-3-[(1S,2S,4aR,4bS,8aS,10aR)-2-formyl-2,4b,8,8,10a-pentamethyl-tetradecahydrophenanthren-1-yl]-2-methylpropanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032219172D          

 29 31  0  0  1  0            999 V2000
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3322   -4.2683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8625   -3.3498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3928   -2.7178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.2881   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.2881   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5329   -7.2320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4723   -7.2320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1447   -5.7750    0.0000 C   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  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  1  0  0  0
 12 13  2  0  0  0  0
 10 14  1  0  0  0  0
 14 15  1  0  0  0  0
 16 15  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 25  1  0  0  0  0
 17 25  1  0  0  0  0
 25 26  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
  9 28  1  0  0  0  0
 16 28  1  0  0  0  0
 28 29  1  6  0  0  0
M  END

     RDKit          3D

 73 75  0  0  0  0  0  0  0  0999 V2000
    5.5240    2.9148    0.7776 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1233    1.5504    0.5138 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0961    0.5792    0.5547 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3153    0.3541    1.6729 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4585    0.9836    2.7135 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2569   -0.7485    1.4996 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1264   -1.9290    1.1849 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3086   -0.2555    0.4557 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.0261    0.0534 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2070   -2.3389   -0.5875 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4828   -2.7098   -1.2994 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1204   -2.6097   -1.6155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2210   -2.0863   -1.3424 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4557   -0.0031   -0.7103 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4785    0.7035   -2.0180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6508   -0.9213   -0.6281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9009   -0.1348   -0.7344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9607    1.1481   -0.0010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7836    1.5132    0.8144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6273    3.0427    0.7319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1604    1.2847    2.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4953    0.8824    0.4957 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3364    1.8294    0.3480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0073    1.1258    0.3485 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0745   -0.0803   -0.5441 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5361    0.2675   -1.9320 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4012    3.0384    1.8640 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1293    3.7224    0.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5412    2.9356    0.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5204    1.5755   -0.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9732    1.3188    1.1706 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7848   -0.8294    2.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6646   -2.9082    1.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0195   -1.8964    1.9322 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6531   -1.7353    0.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0596    0.7901    0.8231 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9823    0.0147   -0.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6113   -1.2551    1.0838 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1206   -1.8380   -1.5323 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1816   -3.0661   -2.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0018   -3.5772   -0.8888 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1056   -3.2522    1.4778 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0362   -3.7398   -1.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5137   -2.3973   -2.6589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8112   -1.9578   -2.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8678   -2.8519   -0.8072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2982   -1.2019    0.5640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4854   -0.0968   -2.8135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7433    1.4866   -2.1773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4653    1.1966   -2.1351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6454   -1.6901   -1.4285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6168   -1.4246    0.3585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1022    0.0307   -1.8348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7412   -0.8389   -0.4469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8956    1.1166    0.6412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2269    1.9805   -0.7230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1093    3.4499    1.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2725    3.3706   -0.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6903    3.4204    0.8124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8778    0.2331    2.5873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2707    1.3262    2.4149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7155    2.0422    2.9422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2078    0.2300    1.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2481    0.9046    1.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7153    1.8701   -0.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7040    1.3748   -2.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5586   -0.1543   -2.1630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1012   -0.1242   -2.7473 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
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  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 14  1  0
 14 15  1  0
 15 16  1  0
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 28 29  1  6
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 27 26  1  0
 26 25  1  0
 25 22  1  0
 22 23  1  0
 22 24  1  0
 22 21  1  0
 21 20  1  0
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 10 12  1  1
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 28  9  1  0
 17 25  1  0
 17 16  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  6 35  1  1
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  7 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  1
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 11 43  1  0
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 14 46  1  0
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 18 51  1  0
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 18 53  1  0
 12 45  1  0
M  END


  Mrv1652309032219172D          

 29 31  0  0  1  0            999 V2000
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.1447   -4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3322   -4.2683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8625   -3.3498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3928   -2.7178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.2881   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.2881   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5329   -7.2320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4723   -7.2320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1447   -5.7750    0.0000 C   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
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 17 25  1  0  0  0  0
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 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
  9 28  1  0  0  0  0
 16 28  1  0  0  0  0
 28 29  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0179148

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCOC(=O)[C@H](C)C[C@@H]1[C@](C)(CC[C@H]2[C@@]1(C)CC[C@H]1C(C)(C)CCC[C@]21C)C=O

> <INCHI_IDENTIFIER>
InChI=1S/C26H44O3/c1-8-29-22(28)18(2)16-21-24(5,17-27)14-10-20-25(6)13-9-12-23(3,4)19(25)11-15-26(20,21)7/h17-21H,8-16H2,1-7H3/t18-,19+,20-,21-,24-,25+,26-/m1/s1

> <INCHI_KEY>
NGQWAZRDNKKWRQ-BPNPYZKISA-N

> <FORMULA>
C26H44O3

> <MOLECULAR_WEIGHT>
404.635

> <EXACT_MASS>
404.329045277

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
48.596346361131395

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
ethyl (2R)-3-[(1S,2S,4aR,4bS,8aS,10aR)-2-formyl-2,4b,8,8,10a-pentamethyl-tetradecahydrophenanthren-1-yl]-2-methylpropanoate

> <JCHEM_LOGP>
6.375217199666667

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.781338897053594

> <JCHEM_POLAR_SURFACE_AREA>
43.370000000000005

> <JCHEM_REFRACTIVITY>
117.8976

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
ethyl (2R)-3-[(1S,2S,4aR,4bS,8aS,10aR)-2-formyl-2,4b,8,8,10a-pentamethyl-decahydrophenanthren-1-yl]-2-methylpropanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       8.002  -9.240   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       9.336 -10.010   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       9.336 -11.550   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.820  -7.967   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.810  -6.253   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      13.800  -5.073   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      14.670  -6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.004  -7.700   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.004  -9.240   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      17.338 -10.010   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      17.338  -8.470   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      18.672  -9.240   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      20.005 -10.010   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      20.005 -11.550   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      18.672 -12.320   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      19.661 -13.500   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      17.682 -13.500   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      17.338 -11.550   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      16.004 -12.320   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      14.670 -11.550   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      14.670 -10.010   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      13.337 -10.780   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   28                                                  
CONECT   10    9   11   12   14                                             
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12                                                            
CONECT   14   10   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   28                                                  
CONECT   17   16   18   19   25                                             
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24   25                                             
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   22   17   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27    9   16   29                                             
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

View in JSmol

Synonyms

Value	Source
Ethyl (2R)-3-[(1S,2S,4ar,4BS,8as,10ar)-2-formyl-2,4b,8,8,10a-pentamethyl-tetradecahydrophenanthren-1-yl]-2-methylpropanoic acid	Generator

Chemical Formula

C₂₆H₄₄O₃

Average Mass

404.6350 Da

Monoisotopic Mass

404.32905 Da

IUPAC Name

ethyl (2R)-3-[(1S,2S,4aR,4bS,8aS,10aR)-2-formyl-2,4b,8,8,10a-pentamethyl-tetradecahydrophenanthren-1-yl]-2-methylpropanoate

Traditional Name

ethyl (2R)-3-[(1S,2S,4aR,4bS,8aS,10aR)-2-formyl-2,4b,8,8,10a-pentamethyl-decahydrophenanthren-1-yl]-2-methylpropanoate

CAS Registry Number

Not Available

SMILES

CCOC(=O)[C@H](C)C[C@@H]1[C@](C)(CC[C@H]2[C@@]1(C)CC[C@H]1C(C)(C)CCC[C@]21C)C=O

InChI Identifier

InChI=1S/C26H44O3/c1-8-29-22(28)18(2)16-21-24(5,17-27)14-10-20-25(6)13-9-12-23(3,4)19(25)11-15-26(20,21)7/h17-21H,8-16H2,1-7H3/t18-,19+,20-,21-,24-,25+,26-/m1/s1

InChI Key

NGQWAZRDNKKWRQ-BPNPYZKISA-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 isocopalane and spongiane diterpenoids. These are diterpenoids with a structure based on the isocopalane (Tetradecahydro-1,1,4a,7,8,8a-hexamethylphenanthrene) or the 15,16-epoxyisocopalane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Isocopalane and spongiane diterpenoids

Alternative Parents

Substituents

Isocopalane diterpenoid
18-oxosteroid
Oxosteroid
Steroid
Hydrophenanthrene
Phenanthrene
Fatty acid ester
Fatty acyl
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aldehyde
Carbonyl group
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	6.38	ChemAxon
pKa (Strongest Basic)	-6.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	43.37 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	117.9 m³·mol⁻¹	ChemAxon
Polarizability	48.6 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	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

163073942

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for ethyl (2r)-3-[(1s,2s,4ar,4bs,8as,10ar)-2-formyl-2,4b,8,8,10a-pentamethyl-decahydrophenanthren-1-yl]-2-methylpropanoate (NP0179148)

MOL for NP0179148 (ethyl (2r)-3-[(1s,2s,4ar,4bs,8as,10ar)-2-formyl-2,4b,8,8,10a-pentamethyl-decahydrophenanthren-1-yl]-2-methylpropanoate)

3D MOL for NP0179148 (ethyl (2r)-3-[(1s,2s,4ar,4bs,8as,10ar)-2-formyl-2,4b,8,8,10a-pentamethyl-decahydrophenanthren-1-yl]-2-methylpropanoate)

3D SDF for NP0179148 (ethyl (2r)-3-[(1s,2s,4ar,4bs,8as,10ar)-2-formyl-2,4b,8,8,10a-pentamethyl-decahydrophenanthren-1-yl]-2-methylpropanoate)

3D-SDF for NP0179148 (ethyl (2r)-3-[(1s,2s,4ar,4bs,8as,10ar)-2-formyl-2,4b,8,8,10a-pentamethyl-decahydrophenanthren-1-yl]-2-methylpropanoate)

PDB for NP0179148 (ethyl (2r)-3-[(1s,2s,4ar,4bs,8as,10ar)-2-formyl-2,4b,8,8,10a-pentamethyl-decahydrophenanthren-1-yl]-2-methylpropanoate)

3D PDB for NP0179148 (ethyl (2r)-3-[(1s,2s,4ar,4bs,8as,10ar)-2-formyl-2,4b,8,8,10a-pentamethyl-decahydrophenanthren-1-yl]-2-methylpropanoate)

SMILES for NP0179148 (ethyl (2r)-3-[(1s,2s,4ar,4bs,8as,10ar)-2-formyl-2,4b,8,8,10a-pentamethyl-decahydrophenanthren-1-yl]-2-methylpropanoate)

INCHI for NP0179148 (ethyl (2r)-3-[(1s,2s,4ar,4bs,8as,10ar)-2-formyl-2,4b,8,8,10a-pentamethyl-decahydrophenanthren-1-yl]-2-methylpropanoate)

Structure for NP0179148 (ethyl (2r)-3-[(1s,2s,4ar,4bs,8as,10ar)-2-formyl-2,4b,8,8,10a-pentamethyl-decahydrophenanthren-1-yl]-2-methylpropanoate)

3D Structure for NP0179148 (ethyl (2r)-3-[(1s,2s,4ar,4bs,8as,10ar)-2-formyl-2,4b,8,8,10a-pentamethyl-decahydrophenanthren-1-yl]-2-methylpropanoate)