NP-MRD: Showing NP-Card for methyl (2r,6s)-6-[(1s,3ar,4s,5ar,9as,11r,11ar)-4,11-dihydroxy-3a,6,6,9a,11a-pentamethyl-3,7,10-trioxo-1h,2h,4h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-6-hydroxy-2-methyl-4-oxoheptanoate (NP0260771)

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Record Information

Version

2.0

Created at

2022-09-08 03:01:41 UTC

Updated at

2022-09-08 03:01:41 UTC

NP-MRD ID

NP0260771

Secondary Accession Numbers

None

Natural Product Identification

Common Name

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

Description

Methyl (2R,6S)-6-[(2S,7R,9S,11R,14S,15R,16R)-9,16-dihydroxy-2,6,6,11,15-pentamethyl-5,12,17-trioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-1(10)-en-14-yl]-6-hydroxy-2-methyl-4-oxoheptanoate 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,6S)-6-[(2S,7R,9S,11R,14S,15R,16R)-9,16-dihydroxy-2,6,6,11,15-pentamethyl-5,12,17-trioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-1(10)-en-14-yl]-6-hydroxy-2-methyl-4-oxoheptanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082205012D          

 40 43  0  0  1  0            999 V2000
    9.7710   -3.0597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2647   -2.4083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4474   -2.5212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1365   -3.2854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9411   -1.8698    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2520   -1.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1238   -1.9827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6175   -1.3314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9284   -0.5672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8002   -1.4442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2939   -0.7929    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9452   -0.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6425   -1.2992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875   -0.1416    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0168    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3072    1.9385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826    0.6076    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4850    1.4085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    0.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0872   -1.2846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311   -0.7991    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7114   -1.5750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629   -0.1684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3228   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266    0.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8069   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1827   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976    0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9098    0.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2793    1.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7182    1.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463    1.0432    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7781    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5902    1.5287    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1220    2.1594    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
  3  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  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
 11 12  1  1  0  0  0
 11 13  1  1  0  0  0
 14 11  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 14 26  1  0  0  0  0
 18 26  1  0  0  0  0
 26 27  1  6  0  0  0
 21 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 34 37  1  0  0  0  0
 28 37  1  0  0  0  0
 37 38  1  6  0  0  0
 38 39  1  0  0  0  0
 20 39  1  0  0  0  0
 39 40  1  6  0  0  0
M  END

     RDKit          3D

 84 87  0  0  0  0  0  0  0  0999 V2000
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    8.3943    0.9309   -0.4205 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0465   -0.0687   -1.3290 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6795   -0.1745   -2.4101 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9434   -1.0228   -1.0623 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8306   -1.9623   -2.2367 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6714   -0.2148   -0.9364 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4919   -1.0320   -0.6691 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5723   -2.2320   -0.5743 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1487   -0.3953   -0.5051 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6639   -0.5467    0.9147 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7594    0.1626    1.7580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7109   -1.8690    1.3429 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4154    0.1503    1.2239 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4884    1.6689    0.9950 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0436    2.1012    1.1372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2428    3.2750    1.1610 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7513    0.8853    1.2232 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -4.1700   -0.3903    0.3082 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3430   -1.5622   -0.6169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9341   -0.7019    1.5992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4013   -0.3628    1.4425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8129   -0.1851    0.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7088   -0.8393   -0.4316 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0833    0.8205   -0.7686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7838    2.1611   -0.4991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1307    0.5668   -2.2400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6943    0.9030   -0.2119 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7024    1.5724   -1.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5714    2.0482   -0.2282 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6928    2.8413   -0.9013 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3389    1.1614   -1.0370 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7667    2.4585    0.0343 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1226    2.4282   -1.6172 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1847   -1.5567   -0.1180 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4305   -1.5695   -3.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2392   -2.9536   -1.9566 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7673    0.5635   -0.1466 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9024    1.1499    1.2664 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6496   -2.0896    1.5595 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9838    0.9496    2.9461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2317    1.1542    3.3170 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2470   -2.1512   -0.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1559   -3.1577    1.7828 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2198   -0.9229   -1.4589 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7922    0.7624   -1.3434 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.4063   -1.7679   -1.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.4819   -0.0520    2.3761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8580   -1.7759    1.8607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5824    0.6361    1.9407 H   0  0  0  0  0  0  0  0  0  0  0  0
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  2  3  1  0
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  3  5  1  0
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 39 20  1  0
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 39 83  1  1
 40 84  1  0
M  END


  Mrv1652309082205012D          

 40 43  0  0  1  0            999 V2000
    9.7710   -3.0597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2647   -2.4083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.1365   -3.2854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.2520   -1.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1238   -1.9827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6175   -1.3314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9284   -0.5672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8002   -1.4442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2939   -0.7929    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9452   -0.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6425   -1.2992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875   -0.1416    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0168    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3072    1.9385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826    0.6076    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4850    1.4085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    0.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0872   -1.2846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311   -0.7991    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7114   -1.5750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629   -0.1684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3228   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266    0.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8069   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976    0.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9098    0.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2793    1.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7182    1.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463    1.0432    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7781    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5902    1.5287    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1220    2.1594    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
  3  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  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
 11 12  1  1  0  0  0
 11 13  1  1  0  0  0
 14 11  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 14 26  1  0  0  0  0
 18 26  1  0  0  0  0
 26 27  1  6  0  0  0
 21 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 34 37  1  0  0  0  0
 28 37  1  0  0  0  0
 37 38  1  6  0  0  0
 38 39  1  0  0  0  0
 20 39  1  0  0  0  0
 39 40  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0260771

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@H](C)CC(=O)C[C@](C)(O)[C@H]1CC(=O)[C@@]2(C)C3=C(C(=O)[C@H](O)[C@]12C)[C@@]1(C)CCC(=O)C(C)(C)[C@@H]1C[C@@H]3O

> <INCHI_IDENTIFIER>
InChI=1S/C31H44O9/c1-15(26(38)40-8)11-16(32)14-29(5,39)19-13-21(35)31(7)22-17(33)12-18-27(2,3)20(34)9-10-28(18,4)23(22)24(36)25(37)30(19,31)6/h15,17-19,25,33,37,39H,9-14H2,1-8H3/t15-,17+,18+,19-,25+,28+,29+,30+,31+/m1/s1

> <INCHI_KEY>
XGIKTGNVQMUAHS-MGJBOEJZSA-N

> <FORMULA>
C31H44O9

> <MOLECULAR_WEIGHT>
560.684

> <EXACT_MASS>
560.298532997

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
84

> <JCHEM_AVERAGE_POLARIZABILITY>
60.50637770062406

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (2R,6S)-6-[(2S,7R,9S,11R,14S,15R,16R)-9,16-dihydroxy-2,6,6,11,15-pentamethyl-5,12,17-trioxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-yl]-6-hydroxy-2-methyl-4-oxoheptanoate

> <JCHEM_LOGP>
2.1383454403333357

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.24363430532307

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.87909730455544

> <JCHEM_PKA_STRONGEST_BASIC>
-2.990414668232545

> <JCHEM_POLAR_SURFACE_AREA>
155.27

> <JCHEM_REFRACTIVITY>
145.7424

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2R,6S)-6-[(2S,7R,9S,11R,14S,15R,16R)-9,16-dihydroxy-2,6,6,11,15-pentamethyl-5,12,17-trioxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-yl]-6-hydroxy-2-methyl-4-oxoheptanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0      18.239  -5.711   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      17.294  -4.496   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      15.769  -4.706   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      15.188  -6.133   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      14.823  -3.490   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.404  -2.064   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.298  -3.701   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.353  -2.485   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      12.933  -1.059   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      10.827  -2.696   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.882  -1.480   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.098  -0.535   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       8.666  -2.425   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       8.937  -0.264   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.365   1.215   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.090   2.079   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       8.040   3.618   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       6.874   1.134   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.505   2.629   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.358   1.405   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.366   0.228   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.889  -1.221   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       3.896  -2.398   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       6.405  -1.492   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       6.928  -2.940   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       7.398  -0.314   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.069  -1.700   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.850   0.499   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.373  -0.949   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.857  -0.678   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.341  -0.407   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.182   1.041   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -1.698   1.312   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       0.810   2.218   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -0.521   2.992   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       1.341   3.664   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.326   1.947   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       3.319   3.125   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       4.835   2.854   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       5.828   4.031   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   13   14                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   11   15   26                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20   26                                             
CONECT   19   18                                                            
CONECT   20   18   21   39                                                  
CONECT   21   20   22   28                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   14   18   27                                             
CONECT   27   26                                                            
CONECT   28   21   29   30   37                                             
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   36   37                                             
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   34   28   38                                                  
CONECT   38   37   39                                                       
CONECT   39   38   20   40                                                  
CONECT   40   39                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   86    0
END

View in JSmol

Synonyms

Value	Source
Methyl (2R,6S)-6-[(2S,7R,9S,11R,14S,15R,16R)-9,16-dihydroxy-2,6,6,11,15-pentamethyl-5,12,17-trioxotetracyclo[8.7.0.0,.0,]heptadec-1(10)-en-14-yl]-6-hydroxy-2-methyl-4-oxoheptanoic acid	Generator

Chemical Formula

C₃₁H₄₄O₉

Average Mass

560.6840 Da

Monoisotopic Mass

560.29853 Da

IUPAC Name

methyl (2R,6S)-6-[(2S,7R,9S,11R,14S,15R,16R)-9,16-dihydroxy-2,6,6,11,15-pentamethyl-5,12,17-trioxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-yl]-6-hydroxy-2-methyl-4-oxoheptanoate

Traditional Name

methyl (2R,6S)-6-[(2S,7R,9S,11R,14S,15R,16R)-9,16-dihydroxy-2,6,6,11,15-pentamethyl-5,12,17-trioxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-yl]-6-hydroxy-2-methyl-4-oxoheptanoate

CAS Registry Number

Not Available

SMILES

COC(=O)[C@H](C)CC(=O)C[C@](C)(O)[C@H]1CC(=O)[C@@]2(C)C3=C(C(=O)[C@H](O)[C@]12C)[C@@]1(C)CCC(=O)C(C)(C)[C@@H]1C[C@@H]3O

InChI Identifier

InChI=1S/C31H44O9/c1-15(26(38)40-8)11-16(32)14-29(5,39)19-13-21(35)31(7)22-17(33)12-18-27(2,3)20(34)9-10-28(18,4)23(22)24(36)25(37)30(19,31)6/h15,17-19,25,33,37,39H,9-14H2,1-8H3/t15-,17+,18+,19-,25+,28+,29+,30+,31+/m1/s1

InChI Key

XGIKTGNVQMUAHS-MGJBOEJZSA-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
Trihydroxy bile acid, alcohol, or derivatives
Hydroxy bile acid, alcohol, or derivatives
23-oxosteroid
Bile acid, alcohol, or derivatives
20-hydroxysteroid
3-oxosteroid
12-hydroxysteroid
Hydroxysteroid
11-oxosteroid
15-oxosteroid
Oxosteroid
14-alpha-methylsteroid
7-alpha-hydroxysteroid
7-hydroxysteroid
12-alpha-hydroxysteroid
3-oxo-5-alpha-steroid
Steroid
Gamma-keto acid
Cyclohexenone
Beta-hydroxy ketone
Keto acid
Tertiary alcohol
Methyl ester
Cyclic ketone
Carboxylic acid ester
Secondary alcohol
Ketone
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Organic oxygen compound
Organic oxide
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	2.14	ChemAxon
pKa (Strongest Acidic)	12.88	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	155.27 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	145.74 m³·mol⁻¹	ChemAxon
Polarizability	60.51 Å³	ChemAxon
Number of Rings	4	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

163040243

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,6s)-6-[(1s,3ar,4s,5ar,9as,11r,11ar)-4,11-dihydroxy-3a,6,6,9a,11a-pentamethyl-3,7,10-trioxo-1h,2h,4h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-6-hydroxy-2-methyl-4-oxoheptanoate (NP0260771)

MOL for NP0260771 (methyl (2r,6s)-6-[(1s,3ar,4s,5ar,9as,11r,11ar)-4,11-dihydroxy-3a,6,6,9a,11a-pentamethyl-3,7,10-trioxo-1h,2h,4h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-6-hydroxy-2-methyl-4-oxoheptanoate)

3D MOL for NP0260771 (methyl (2r,6s)-6-[(1s,3ar,4s,5ar,9as,11r,11ar)-4,11-dihydroxy-3a,6,6,9a,11a-pentamethyl-3,7,10-trioxo-1h,2h,4h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-6-hydroxy-2-methyl-4-oxoheptanoate)

3D SDF for NP0260771 (methyl (2r,6s)-6-[(1s,3ar,4s,5ar,9as,11r,11ar)-4,11-dihydroxy-3a,6,6,9a,11a-pentamethyl-3,7,10-trioxo-1h,2h,4h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-6-hydroxy-2-methyl-4-oxoheptanoate)

3D-SDF for NP0260771 (methyl (2r,6s)-6-[(1s,3ar,4s,5ar,9as,11r,11ar)-4,11-dihydroxy-3a,6,6,9a,11a-pentamethyl-3,7,10-trioxo-1h,2h,4h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-6-hydroxy-2-methyl-4-oxoheptanoate)

PDB for NP0260771 (methyl (2r,6s)-6-[(1s,3ar,4s,5ar,9as,11r,11ar)-4,11-dihydroxy-3a,6,6,9a,11a-pentamethyl-3,7,10-trioxo-1h,2h,4h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-6-hydroxy-2-methyl-4-oxoheptanoate)

3D PDB for NP0260771 (methyl (2r,6s)-6-[(1s,3ar,4s,5ar,9as,11r,11ar)-4,11-dihydroxy-3a,6,6,9a,11a-pentamethyl-3,7,10-trioxo-1h,2h,4h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-6-hydroxy-2-methyl-4-oxoheptanoate)

SMILES for NP0260771 (methyl (2r,6s)-6-[(1s,3ar,4s,5ar,9as,11r,11ar)-4,11-dihydroxy-3a,6,6,9a,11a-pentamethyl-3,7,10-trioxo-1h,2h,4h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-6-hydroxy-2-methyl-4-oxoheptanoate)

INCHI for NP0260771 (methyl (2r,6s)-6-[(1s,3ar,4s,5ar,9as,11r,11ar)-4,11-dihydroxy-3a,6,6,9a,11a-pentamethyl-3,7,10-trioxo-1h,2h,4h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-6-hydroxy-2-methyl-4-oxoheptanoate)

Structure for NP0260771 (methyl (2r,6s)-6-[(1s,3ar,4s,5ar,9as,11r,11ar)-4,11-dihydroxy-3a,6,6,9a,11a-pentamethyl-3,7,10-trioxo-1h,2h,4h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-6-hydroxy-2-methyl-4-oxoheptanoate)

3D Structure for NP0260771 (methyl (2r,6s)-6-[(1s,3ar,4s,5ar,9as,11r,11ar)-4,11-dihydroxy-3a,6,6,9a,11a-pentamethyl-3,7,10-trioxo-1h,2h,4h,5h,5ah,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-6-hydroxy-2-methyl-4-oxoheptanoate)