NP-MRD: Showing NP-Card for methyl (4as,6as,6br,8ar,10s,12ar,12br)-10-(acetyloxy)-2,2,6a,6b,9,9,12a-heptamethyl-1-oxo-4,5,6,7,8,8a,10,11,12,12b,13,14-dodecahydro-3h-picene-4a-carboxylate (NP0229494)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 09:34:33 UTC

Updated at

2022-09-06 09:34:33 UTC

NP-MRD ID

NP0229494

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (4as,6as,6br,8ar,10s,12ar,12br)-10-(acetyloxy)-2,2,6a,6b,9,9,12a-heptamethyl-1-oxo-4,5,6,7,8,8a,10,11,12,12b,13,14-dodecahydro-3h-picene-4a-carboxylate

Description

Methyl (4aS,6aS,6bR,8aR,10S,12aR,12bR)-10-(acetyloxy)-2,2,6a,6b,9,9,12a-heptamethyl-1-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14-icosahydropicene-4a-carboxylate belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups. methyl (4as,6as,6br,8ar,10s,12ar,12br)-10-(acetyloxy)-2,2,6a,6b,9,9,12a-heptamethyl-1-oxo-4,5,6,7,8,8a,10,11,12,12b,13,14-dodecahydro-3h-picene-4a-carboxylate is found in Gardenia latifolia. Based on a literature review very few articles have been published on methyl (4aS,6aS,6bR,8aR,10S,12aR,12bR)-10-(acetyloxy)-2,2,6a,6b,9,9,12a-heptamethyl-1-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14-icosahydropicene-4a-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062211342D          

 38 42  0  0  1  0            999 V2000
   -0.5230   -6.6809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -5.9664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -6.6809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -5.2520    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3020   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452   -3.0106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4733   -3.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -3.1086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -4.5375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8395   -4.5375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4270   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895   -4.5375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3145   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145   -3.1086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5520   -3.8230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8522   -5.5341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9337   -6.0644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -5.2520    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8395   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -5.2520    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1895   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -5.2520    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6907   -6.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -5.9664    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  2  0  0  0  0
  5  3  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 16  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  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
 24 26  2  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
 18 30  1  0  0  0  0
 30 31  1  6  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 17 33  1  0  0  0  0
 33 34  1  6  0  0  0
 33 35  1  0  0  0  0
 14 35  1  0  0  0  0
 35 36  1  1  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
  5 38  1  0  0  0  0
M  END

     RDKit          3D

 88 92  0  0  0  0  0  0  0  0999 V2000
   -5.4647    3.3267    2.3195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1097    2.0181    1.9584 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3890    1.6842    0.8388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0188    2.6156    0.0804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0987    0.2539    0.6030 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4502   -0.4302    0.4813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4640   -1.5450   -0.5077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3185   -0.9478   -1.9094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4643   -0.0660   -2.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1522   -2.1282   -2.8506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0116   -0.1950   -1.8669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4968    0.2703   -2.9367 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2744    0.0422   -0.6330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9288    0.0804   -0.5843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2430   -0.1463   -1.8774 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2141   -0.5287   -1.7502 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8425    0.0831   -0.5317 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3234   -0.0509   -0.5837 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8178   -1.3143   -1.2132 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8642    1.0756   -1.4648 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3462    1.1264   -1.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0457    1.0828   -0.2135 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3375    0.4972   -0.4410 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5196    1.1485   -0.2432 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8340    0.4662   -0.5043 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5143    2.3228    0.1585 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3868    0.2777    0.8545 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0384   -1.0920    0.9726 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6925    0.9920    2.1873 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9066    0.2257    0.7703 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3123   -0.7462    1.7298 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8697   -0.2787    1.9452 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1234   -0.4293    0.6541 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3137   -1.8737    0.5560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2114    0.3450    0.7029 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9332    1.8394    0.7255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9681   -0.0358    1.9155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3934   -0.3870    1.7340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2159    4.0722    1.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5369    3.3199    2.5927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9114    3.5681    3.2668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7612   -0.8623    1.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2530    0.2823    0.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6318   -2.2624   -0.3833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4010   -2.0964   -0.4060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3860   -0.5006   -1.8268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3252    0.9813   -1.9874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6040   -0.1572   -3.3923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1237   -2.4693   -3.2667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7244   -3.0119   -2.3230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4225   -1.8696   -3.6448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2865    0.7822   -2.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6860   -1.0389   -2.4161 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7672   -0.0971   -2.6366 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3964   -1.6193   -1.8298 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6170    1.1900   -0.6142 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9131   -1.2335   -1.3536 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3812   -1.3817   -2.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6222   -2.2313   -0.6762 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4740    1.0056   -2.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5056    2.0214   -0.9932 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6052    2.1150   -2.0061 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7887    0.3759   -2.2391 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2746    2.1318    0.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6384    1.2151   -0.5605 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8125   -0.0687   -1.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0775   -0.2680    0.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6458   -1.2020    1.9016 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7867   -1.2530    0.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2908   -1.9103    1.0138 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8983    1.6843    2.4616 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7657    0.2316    3.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6444    1.5408    2.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5250    1.2492    1.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8130   -0.6378    2.7115 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2848   -1.7927    1.3651 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4924   -0.9347    2.7495 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9309    0.7303    2.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3726   -2.3284    1.5895 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3448   -2.5184   -0.0070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3371   -1.9975    0.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0972    2.3201   -0.2529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6425    2.3371    1.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0651    2.0969    1.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5140   -0.9029    2.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9039    0.8026    2.6721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5573   -1.5018    1.6481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9513   -0.1206    2.6785 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  5  3  1  1
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  6
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 22 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  6
 33 35  1  0
 35 36  1  1
 35 37  1  0
 37 38  1  0
 13  5  1  0
 35 14  1  0
 38  5  1  0
 33 17  1  0
 30 18  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  6 42  1  0
  6 43  1  0
  7 44  1  0
  7 45  1  0
  9 46  1  0
  9 47  1  0
  9 48  1  0
 10 49  1  0
 10 50  1  0
 10 51  1  0
 15 52  1  0
 15 53  1  0
 16 54  1  0
 16 55  1  0
 17 56  1  6
 19 57  1  0
 19 58  1  0
 19 59  1  0
 20 60  1  0
 20 61  1  0
 21 62  1  0
 21 63  1  0
 22 64  1  1
 25 65  1  0
 25 66  1  0
 25 67  1  0
 28 68  1  0
 28 69  1  0
 28 70  1  0
 29 71  1  0
 29 72  1  0
 29 73  1  0
 30 74  1  1
 31 75  1  0
 31 76  1  0
 32 77  1  0
 32 78  1  0
 34 79  1  0
 34 80  1  0
 34 81  1  0
 36 82  1  0
 36 83  1  0
 36 84  1  0
 37 85  1  0
 37 86  1  0
 38 87  1  0
 38 88  1  0
M  END


  Mrv1652309062211342D          

 38 42  0  0  1  0            999 V2000
   -0.5230   -6.6809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -5.9664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -6.6809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -5.2520    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3020   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452   -3.0106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4733   -3.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -3.1086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -4.5375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8395   -4.5375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4270   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895   -4.5375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3145   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145   -3.1086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5520   -3.8230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8522   -5.5341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9337   -6.0644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -5.2520    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8395   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -5.2520    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1895   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -5.2520    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6907   -6.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -5.9664    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  2  0  0  0  0
  5  3  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 16  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  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
 24 26  2  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
 18 30  1  0  0  0  0
 30 31  1  6  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 17 33  1  0  0  0  0
 33 34  1  6  0  0  0
 33 35  1  0  0  0  0
 14 35  1  0  0  0  0
 35 36  1  1  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
  5 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0229494

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@@]12CCC(C)(C)C(=O)C1=C1CC[C@@H]3[C@@]4(C)CC[C@H](OC(C)=O)C(C)(C)[C@@H]4CC[C@@]3(C)[C@]1(C)CC2

> <INCHI_IDENTIFIER>
InChI=1S/C33H50O5/c1-20(34)38-24-13-14-30(6)22(29(24,4)5)12-15-32(8)23(30)11-10-21-25-26(35)28(2,3)16-18-33(25,27(36)37-9)19-17-31(21,32)7/h22-24H,10-19H2,1-9H3/t22-,23+,24-,30-,31+,32+,33+/m0/s1

> <INCHI_KEY>
GCRXQWHNYFZSCQ-GTFZWYKXSA-N

> <FORMULA>
C33H50O5

> <MOLECULAR_WEIGHT>
526.758

> <EXACT_MASS>
526.36582471

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
88

> <JCHEM_AVERAGE_POLARIZABILITY>
61.339555371095116

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (4aS,6aS,6bR,8aR,10S,12aR,12bR)-10-(acetyloxy)-2,2,6a,6b,9,9,12a-heptamethyl-1-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14-icosahydropicene-4a-carboxylate

> <JCHEM_LOGP>
6.982846077666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-5.966275290075978

> <JCHEM_POLAR_SURFACE_AREA>
69.67000000000002

> <JCHEM_REFRACTIVITY>
148.0235

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl (4aS,6aS,6bR,8aR,10S,12aR,12bR)-10-(acetyloxy)-2,2,6a,6b,9,9,12a-heptamethyl-1-oxo-4,5,6,7,8,8a,10,11,12,12b,13,14-dodecahydro-3H-picene-4a-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      -0.976 -12.471   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.206 -11.137   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334 -11.137   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.104 -12.471   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.104  -9.804   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.564  -9.804   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.206  -8.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.564  -7.136   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.831  -5.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.883  -6.610   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.104  -7.136   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.874  -5.803   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.874  -8.470   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.414  -8.470   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.184  -7.136   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.724  -7.136   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.494  -8.470   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.034  -8.470   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.264  -7.136   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.804  -7.136   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.344  -7.136   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.114  -8.470   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      13.654  -8.470   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      14.424  -7.136   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.654  -5.803   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      15.964  -7.136   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      11.344  -9.804   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.791 -10.330   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      11.076 -11.320   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.804  -9.804   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.034 -11.137   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       7.494 -11.137   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.724  -9.804   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       5.954 -11.137   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.184  -9.804   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       5.023 -11.335   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       4.414 -11.137   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       2.874 -11.137   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   13   38                                             
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11    5   14                                                  
CONECT   14   13   15   35                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   33                                                  
CONECT   18   17   19   20   30                                             
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   22   28   29   30                                             
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   27   18   31                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   17   34   35                                             
CONECT   34   33                                                            
CONECT   35   33   14   36   37                                             
CONECT   36   35                                                            
CONECT   37   35   38                                                       
CONECT   38   37    5                                                       
MASTER        0    0    0    0    0    0    0    0   38    0   84    0
END

View in JSmol

Synonyms

Value	Source
Methyl (4as,6as,6BR,8ar,10S,12ar,12BR)-10-(acetyloxy)-2,2,6a,6b,9,9,12a-heptamethyl-1-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14-icosahydropicene-4a-carboxylic acid	Generator

Chemical Formula

C₃₃H₅₀O₅

Average Mass

526.7580 Da

Monoisotopic Mass

526.36582 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC(=O)[C@@]12CCC(C)(C)C(=O)C1=C1CC[C@@H]3[C@@]4(C)CC[C@H](OC(C)=O)C(C)(C)[C@@H]4CC[C@@]3(C)[C@]1(C)CC2

InChI Identifier

InChI=1S/C33H50O5/c1-20(34)38-24-13-14-30(6)22(29(24,4)5)12-15-32(8)23(30)11-10-21-25-26(35)28(2,3)16-18-33(25,27(36)37-9)19-17-31(21,32)7/h22-24H,10-19H2,1-9H3/t22-,23+,24-,30-,31+,32+,33+/m0/s1

InChI Key

GCRXQWHNYFZSCQ-GTFZWYKXSA-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
Gardenia latifolia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Dicarboxylic acids and derivatives

Direct Parent

Dicarboxylic acids and derivatives

Alternative Parents

Substituents

Dicarboxylic acid or derivatives
Methyl ester
Ketone
Carboxylic acid ester
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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

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

162936669

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (4as,6as,6br,8ar,10s,12ar,12br)-10-(acetyloxy)-2,2,6a,6b,9,9,12a-heptamethyl-1-oxo-4,5,6,7,8,8a,10,11,12,12b,13,14-dodecahydro-3h-picene-4a-carboxylate (NP0229494)

MOL for NP0229494 (methyl (4as,6as,6br,8ar,10s,12ar,12br)-10-(acetyloxy)-2,2,6a,6b,9,9,12a-heptamethyl-1-oxo-4,5,6,7,8,8a,10,11,12,12b,13,14-dodecahydro-3h-picene-4a-carboxylate)

3D MOL for NP0229494 (methyl (4as,6as,6br,8ar,10s,12ar,12br)-10-(acetyloxy)-2,2,6a,6b,9,9,12a-heptamethyl-1-oxo-4,5,6,7,8,8a,10,11,12,12b,13,14-dodecahydro-3h-picene-4a-carboxylate)

3D SDF for NP0229494 (methyl (4as,6as,6br,8ar,10s,12ar,12br)-10-(acetyloxy)-2,2,6a,6b,9,9,12a-heptamethyl-1-oxo-4,5,6,7,8,8a,10,11,12,12b,13,14-dodecahydro-3h-picene-4a-carboxylate)

3D-SDF for NP0229494 (methyl (4as,6as,6br,8ar,10s,12ar,12br)-10-(acetyloxy)-2,2,6a,6b,9,9,12a-heptamethyl-1-oxo-4,5,6,7,8,8a,10,11,12,12b,13,14-dodecahydro-3h-picene-4a-carboxylate)

PDB for NP0229494 (methyl (4as,6as,6br,8ar,10s,12ar,12br)-10-(acetyloxy)-2,2,6a,6b,9,9,12a-heptamethyl-1-oxo-4,5,6,7,8,8a,10,11,12,12b,13,14-dodecahydro-3h-picene-4a-carboxylate)

3D PDB for NP0229494 (methyl (4as,6as,6br,8ar,10s,12ar,12br)-10-(acetyloxy)-2,2,6a,6b,9,9,12a-heptamethyl-1-oxo-4,5,6,7,8,8a,10,11,12,12b,13,14-dodecahydro-3h-picene-4a-carboxylate)

SMILES for NP0229494 (methyl (4as,6as,6br,8ar,10s,12ar,12br)-10-(acetyloxy)-2,2,6a,6b,9,9,12a-heptamethyl-1-oxo-4,5,6,7,8,8a,10,11,12,12b,13,14-dodecahydro-3h-picene-4a-carboxylate)

INCHI for NP0229494 (methyl (4as,6as,6br,8ar,10s,12ar,12br)-10-(acetyloxy)-2,2,6a,6b,9,9,12a-heptamethyl-1-oxo-4,5,6,7,8,8a,10,11,12,12b,13,14-dodecahydro-3h-picene-4a-carboxylate)

Structure for NP0229494 (methyl (4as,6as,6br,8ar,10s,12ar,12br)-10-(acetyloxy)-2,2,6a,6b,9,9,12a-heptamethyl-1-oxo-4,5,6,7,8,8a,10,11,12,12b,13,14-dodecahydro-3h-picene-4a-carboxylate)

3D Structure for NP0229494 (methyl (4as,6as,6br,8ar,10s,12ar,12br)-10-(acetyloxy)-2,2,6a,6b,9,9,12a-heptamethyl-1-oxo-4,5,6,7,8,8a,10,11,12,12b,13,14-dodecahydro-3h-picene-4a-carboxylate)