NP-MRD: Showing NP-Card for (2s,3e,5r)-2-(acetyloxy)-10-[(1s,3s,6s)-6-(acetyloxy)-3-hydroxy-2,2,6-trimethylcyclohexyl]-3,8-dimethyl-1-[(1r)-2,6,6-trimethyl-5-oxocyclohex-2-en-1-yl]deca-3,7-dien-5-yl acetate (NP0179840)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-03 18:06:00 UTC

Updated at

2022-09-03 18:06:00 UTC

NP-MRD ID

NP0179840

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,3e,5r)-2-(acetyloxy)-10-[(1s,3s,6s)-6-(acetyloxy)-3-hydroxy-2,2,6-trimethylcyclohexyl]-3,8-dimethyl-1-[(1r)-2,6,6-trimethyl-5-oxocyclohex-2-en-1-yl]deca-3,7-dien-5-yl acetate

Description

(2S,3E,5R)-2-(acetyloxy)-10-[(1S,3S,6S)-6-(acetyloxy)-3-hydroxy-2,2,6-trimethylcyclohexyl]-3,8-dimethyl-1-[(1R)-2,6,6-trimethyl-5-oxocyclohex-2-en-1-yl]deca-3,7-dien-5-yl acetate 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 (2S,3E,5R)-2-(acetyloxy)-10-[(1S,3S,6S)-6-(acetyloxy)-3-hydroxy-2,2,6-trimethylcyclohexyl]-3,8-dimethyl-1-[(1R)-2,6,6-trimethyl-5-oxocyclohex-2-en-1-yl]deca-3,7-dien-5-yl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032220062D          

 44 45  0  0  1  0            999 V2000
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1100   -0.4413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2773   -1.1121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -5.7750    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
   -2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -7.8375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8579   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0454   -8.3933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5757   -7.4748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -9.0750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434   -9.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -8.2500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1113   -8.2212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7240   -7.5504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5485   -7.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9358   -8.3076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9857   -6.8795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
  5 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 21  1  4  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 27 26  1  1  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 28 31  1  0  0  0  0
 31 32  1  1  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 27 35  1  0  0  0  0
 35 36  1  1  0  0  0
 35 37  1  6  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  2  0  0  0  0
 20 41  1  6  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  2  0  0  0  0
M  END

     RDKit          3D

100101  0  0  0  0  0  0  0  0999 V2000
    4.0454   -0.1420    4.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0845    0.3153    2.7271 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9126    1.5416    2.5063 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3044   -0.5919    1.7013 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3488   -0.1961    0.3612 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4465   -0.6672   -0.4787 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8462   -0.3090   -0.2085 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4641   -0.7210    1.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8887   -1.8739    1.8213 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5542   -0.1495    1.4988 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3007    0.9723    0.8279 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6124    1.2986   -0.4715 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2909    1.6353   -1.4070 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1315    1.1663   -0.4576 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6564    2.0464    0.6900 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6056    1.6456   -1.7784 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0741   -0.7754   -0.2422 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9370   -2.2595   -0.3371 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0936    0.0025   -0.6824 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8461   -0.5418   -1.2751 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2817   -0.5818   -0.2643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7022    0.7676    0.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8734    1.3226   -0.0266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0867    2.7253    0.4895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0153    0.6390   -0.7410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1882    0.4882    0.1584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4336   -0.1262   -0.3838 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.3643   -1.5084   -0.8922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5297   -1.5816   -2.1623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7686   -2.4924    0.0862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7775   -1.9206   -1.3248 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.7687   -3.1703   -1.9215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6680   -1.9242   -0.1510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7802   -0.5806    0.5133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5264    0.1644    0.6269 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8834    0.0301    2.0157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8132    1.5614    0.4955 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7753    2.1621    1.2756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0687    3.6242    1.1326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4210    1.4957    2.1179 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4552    0.1617   -2.4476 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3538   -0.4495   -3.6925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0503    0.2693   -4.9132 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6205   -1.6653   -3.7647 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0848   -0.0260    4.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3603    0.5013    4.7028 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6958   -1.1889    4.2388 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1947    0.9085    0.3280 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3818   -1.7939   -0.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2165   -0.3611   -1.5446 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4508   -0.8232   -1.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5309   -1.5649    2.7979 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7162   -2.6229    2.0233 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1763   -2.4334    1.1978 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9490   -0.5275    2.4551 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3309    0.6718    0.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3206    1.8354    1.5052 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5018    1.4637    1.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4437    2.8085    0.9734 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7925    2.6779    0.3933 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6343    2.2064   -1.6541 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2928    2.4071   -2.2508 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5253    0.8393   -2.5360 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0203   -2.5266   -1.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9202   -2.6031   -0.0068 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6581   -2.7862    0.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2576    1.0918   -0.5829 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0301   -1.5912   -1.5826 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1249   -1.0827    0.6520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1426   -1.1778   -0.5694 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0423    1.4161    0.6880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5436    2.7201    1.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1194    3.2820    0.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7390    3.2268   -0.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6680   -0.2439   -1.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3084    1.3876   -1.5315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8132   -0.0556    1.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4681    1.5452    0.4767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7122    0.5173   -1.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4278   -0.6407   -2.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1236   -2.2509   -2.8780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6379   -2.1693   -1.9597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8725   -2.0173    0.5165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3875   -3.3555   -0.5220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4536   -2.9046    0.8173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0914   -1.1173   -2.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2924   -3.1053   -2.7640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4408   -2.7609    0.5353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7085   -2.1686   -0.5275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5830    0.0144   -0.0135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2010   -0.7597    1.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6919    0.0978    2.8036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3198   -0.9077    2.1271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2002    0.8653    2.2467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9644    3.7251    0.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2710    4.0283    2.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2053    4.1217    0.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5801    1.2140   -4.6588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8706    0.5580   -5.4603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6525   -0.3722   -5.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
 43 42  1  0
 42 44  2  0
 42 41  1  0
 41 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 35 37  1  6
 37 38  1  0
 38 39  1  0
 38 40  2  0
 20 19  1  0
 19 17  2  0
 17 18  1  0
 17  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
 35 27  1  0
 14  7  1  0
 43 98  1  0
 43 99  1  0
 43100  1  0
 20 68  1  6
 21 69  1  0
 21 70  1  0
 22 71  1  0
 24 72  1  0
 24 73  1  0
 24 74  1  0
 25 75  1  0
 25 76  1  0
 26 77  1  0
 26 78  1  0
 27 79  1  6
 29 80  1  0
 29 81  1  0
 29 82  1  0
 30 83  1  0
 30 84  1  0
 30 85  1  0
 31 86  1  6
 32 87  1  0
 33 88  1  0
 33 89  1  0
 34 90  1  0
 34 91  1  0
 36 92  1  0
 36 93  1  0
 36 94  1  0
 39 95  1  0
 39 96  1  0
 39 97  1  0
 19 67  1  0
 18 64  1  0
 18 65  1  0
 18 66  1  0
  5 48  1  1
  6 49  1  0
  6 50  1  0
  7 51  1  6
  9 52  1  0
  9 53  1  0
  9 54  1  0
 10 55  1  0
 11 56  1  0
 11 57  1  0
 15 58  1  0
 15 59  1  0
 15 60  1  0
 16 61  1  0
 16 62  1  0
 16 63  1  0
  1 45  1  0
  1 46  1  0
  1 47  1  0
M  END


  Mrv1652309032220062D          

 44 45  0  0  1  0            999 V2000
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1100   -0.4413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2773   -1.1121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -5.7750    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
   -2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -7.8375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8579   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0454   -8.3933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5757   -7.4748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -9.0750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434   -9.4875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -8.2500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1113   -8.2212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7240   -7.5504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5485   -7.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9358   -8.3076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9857   -6.8795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
  5 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 21  1  4  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 27 26  1  1  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 28 31  1  0  0  0  0
 31 32  1  1  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 27 35  1  0  0  0  0
 35 36  1  1  0  0  0
 35 37  1  6  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  2  0  0  0  0
 20 41  1  6  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0179840

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)O[C@H](CC=C(C)CC[C@H]1C(C)(C)[C@@H](O)CC[C@]1(C)OC(C)=O)\C=C(/C)[C@H](C[C@@H]1C(C)=CCC(=O)C1(C)C)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C36H56O8/c1-22(13-16-31-35(9,10)33(41)18-19-36(31,11)44-27(6)39)12-15-28(42-25(4)37)20-24(3)30(43-26(5)38)21-29-23(2)14-17-32(40)34(29,7)8/h12,14,20,28-31,33,41H,13,15-19,21H2,1-11H3/b22-12?,24-20+/t28-,29-,30+,31+,33+,36+/m1/s1

> <INCHI_KEY>
LOUNPPZOBFGBQD-VXRWXFGQSA-N

> <FORMULA>
C36H56O8

> <MOLECULAR_WEIGHT>
616.836

> <EXACT_MASS>
616.397518763

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
100

> <JCHEM_AVERAGE_POLARIZABILITY>
70.05652021261882

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3E,5R)-2-(acetyloxy)-10-[(1S,3S,6S)-6-(acetyloxy)-3-hydroxy-2,2,6-trimethylcyclohexyl]-3,8-dimethyl-1-[(1R)-2,6,6-trimethyl-5-oxocyclohex-2-en-1-yl]deca-3,7-dien-5-yl acetate

> <JCHEM_LOGP>
5.755608407666665

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.93785747910226

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.675962301776238

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9291659755177024

> <JCHEM_POLAR_SURFACE_AREA>
116.20000000000002

> <JCHEM_REFRACTIVITY>
172.48310000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3E,5R)-2-(acetyloxy)-10-[(1S,3S,6S)-6-(acetyloxy)-3-hydroxy-2,2,6-trimethylcyclohexyl]-3,8-dimethyl-1-[(1R)-2,6,6-trimethyl-5-oxocyclohex-2-en-1-yl]deca-3,7-dien-5-yl acetate

> <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      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.668  -3.850   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -8.002  -3.080   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -5.335  -3.080   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -4.001  -3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667  -1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.335  -1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.001   0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.205  -0.824   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.518  -2.076   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.335  -6.160   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.667  -6.160   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.001  -8.470   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -5.335 -10.780   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -5.335 -12.320   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -6.668 -13.090   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -6.668 -14.630   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -5.335 -15.400   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -3.818 -15.667   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -4.808 -13.953   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -5.335 -16.940   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -4.001 -17.710   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -6.668 -17.710   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -8.002 -16.940   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -8.002 -15.400   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -9.541 -15.346   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      -8.818 -14.094   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0     -10.357 -14.148   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -11.080 -15.507   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0     -11.173 -12.842   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      -1.334  -8.470   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       0.000  -6.160   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       1.334  -8.470   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   17                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   14                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12    7   15   16                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17    5   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   41                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   35                                                  
CONECT   28   27   29   30   31                                             
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   28   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   27   36   37                                             
CONECT   36   35                                                            
CONECT   37   35   38                                                       
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38                                                            
CONECT   41   20   42                                                       
CONECT   42   41   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   90    0
END

View in JSmol

Synonyms

Value	Source
(2S,3E,5R)-2-(Acetyloxy)-10-[(1S,3S,6S)-6-(acetyloxy)-3-hydroxy-2,2,6-trimethylcyclohexyl]-3,8-dimethyl-1-[(1R)-2,6,6-trimethyl-5-oxocyclohex-2-en-1-yl]deca-3,7-dien-5-yl acetic acid	Generator

Chemical Formula

C₃₆H₅₆O₈

Average Mass

616.8360 Da

Monoisotopic Mass

616.39752 Da

IUPAC Name

(2S,3E,5R)-2-(acetyloxy)-10-[(1S,3S,6S)-6-(acetyloxy)-3-hydroxy-2,2,6-trimethylcyclohexyl]-3,8-dimethyl-1-[(1R)-2,6,6-trimethyl-5-oxocyclohex-2-en-1-yl]deca-3,7-dien-5-yl acetate

Traditional Name

(2S,3E,5R)-2-(acetyloxy)-10-[(1S,3S,6S)-6-(acetyloxy)-3-hydroxy-2,2,6-trimethylcyclohexyl]-3,8-dimethyl-1-[(1R)-2,6,6-trimethyl-5-oxocyclohex-2-en-1-yl]deca-3,7-dien-5-yl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@H](CC=C(C)CC[C@H]1C(C)(C)[C@@H](O)CC[C@]1(C)OC(C)=O)\C=C(/C)[C@H](C[C@@H]1C(C)=CCC(=O)C1(C)C)OC(C)=O

InChI Identifier

InChI=1S/C36H56O8/c1-22(13-16-31-35(9,10)33(41)18-19-36(31,11)44-27(6)39)12-15-28(42-25(4)37)20-24(3)30(43-26(5)38)21-29-23(2)14-17-32(40)34(29,7)8/h12,14,20,28-31,33,41H,13,15-19,21H2,1-11H3/b22-12?,24-20+/t28-,29-,30+,31+,33+,36+/m1/s1

InChI Key

LOUNPPZOBFGBQD-VXRWXFGQSA-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
Fatty alcohol ester
Tricarboxylic acid or derivatives
Cyclohexenone
Cyclohexanol
Cyclic alcohol
Cyclic ketone
Secondary alcohol
Ketone
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic 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	5.76	ChemAxon
pKa (Strongest Acidic)	14.68	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	116.2 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	172.48 m³·mol⁻¹	ChemAxon
Polarizability	70.06 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

163063306

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,3e,5r)-2-(acetyloxy)-10-[(1s,3s,6s)-6-(acetyloxy)-3-hydroxy-2,2,6-trimethylcyclohexyl]-3,8-dimethyl-1-[(1r)-2,6,6-trimethyl-5-oxocyclohex-2-en-1-yl]deca-3,7-dien-5-yl acetate (NP0179840)

MOL for NP0179840 ((2s,3e,5r)-2-(acetyloxy)-10-[(1s,3s,6s)-6-(acetyloxy)-3-hydroxy-2,2,6-trimethylcyclohexyl]-3,8-dimethyl-1-[(1r)-2,6,6-trimethyl-5-oxocyclohex-2-en-1-yl]deca-3,7-dien-5-yl acetate)

3D MOL for NP0179840 ((2s,3e,5r)-2-(acetyloxy)-10-[(1s,3s,6s)-6-(acetyloxy)-3-hydroxy-2,2,6-trimethylcyclohexyl]-3,8-dimethyl-1-[(1r)-2,6,6-trimethyl-5-oxocyclohex-2-en-1-yl]deca-3,7-dien-5-yl acetate)

3D SDF for NP0179840 ((2s,3e,5r)-2-(acetyloxy)-10-[(1s,3s,6s)-6-(acetyloxy)-3-hydroxy-2,2,6-trimethylcyclohexyl]-3,8-dimethyl-1-[(1r)-2,6,6-trimethyl-5-oxocyclohex-2-en-1-yl]deca-3,7-dien-5-yl acetate)

3D-SDF for NP0179840 ((2s,3e,5r)-2-(acetyloxy)-10-[(1s,3s,6s)-6-(acetyloxy)-3-hydroxy-2,2,6-trimethylcyclohexyl]-3,8-dimethyl-1-[(1r)-2,6,6-trimethyl-5-oxocyclohex-2-en-1-yl]deca-3,7-dien-5-yl acetate)

PDB for NP0179840 ((2s,3e,5r)-2-(acetyloxy)-10-[(1s,3s,6s)-6-(acetyloxy)-3-hydroxy-2,2,6-trimethylcyclohexyl]-3,8-dimethyl-1-[(1r)-2,6,6-trimethyl-5-oxocyclohex-2-en-1-yl]deca-3,7-dien-5-yl acetate)

3D PDB for NP0179840 ((2s,3e,5r)-2-(acetyloxy)-10-[(1s,3s,6s)-6-(acetyloxy)-3-hydroxy-2,2,6-trimethylcyclohexyl]-3,8-dimethyl-1-[(1r)-2,6,6-trimethyl-5-oxocyclohex-2-en-1-yl]deca-3,7-dien-5-yl acetate)

SMILES for NP0179840 ((2s,3e,5r)-2-(acetyloxy)-10-[(1s,3s,6s)-6-(acetyloxy)-3-hydroxy-2,2,6-trimethylcyclohexyl]-3,8-dimethyl-1-[(1r)-2,6,6-trimethyl-5-oxocyclohex-2-en-1-yl]deca-3,7-dien-5-yl acetate)

INCHI for NP0179840 ((2s,3e,5r)-2-(acetyloxy)-10-[(1s,3s,6s)-6-(acetyloxy)-3-hydroxy-2,2,6-trimethylcyclohexyl]-3,8-dimethyl-1-[(1r)-2,6,6-trimethyl-5-oxocyclohex-2-en-1-yl]deca-3,7-dien-5-yl acetate)

Structure for NP0179840 ((2s,3e,5r)-2-(acetyloxy)-10-[(1s,3s,6s)-6-(acetyloxy)-3-hydroxy-2,2,6-trimethylcyclohexyl]-3,8-dimethyl-1-[(1r)-2,6,6-trimethyl-5-oxocyclohex-2-en-1-yl]deca-3,7-dien-5-yl acetate)

3D Structure for NP0179840 ((2s,3e,5r)-2-(acetyloxy)-10-[(1s,3s,6s)-6-(acetyloxy)-3-hydroxy-2,2,6-trimethylcyclohexyl]-3,8-dimethyl-1-[(1r)-2,6,6-trimethyl-5-oxocyclohex-2-en-1-yl]deca-3,7-dien-5-yl acetate)