NP-MRD: Showing NP-Card for (2r)-2-[(2r,3s)-3-[(1r,3as,3bs,7s,9ar,9bs,11as)-7-(acetyloxy)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]-2-(acetyloxy)butyl]-3-hydroxy-3-methylbutyl acetate (NP0325946)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-12 07:05:23 UTC

Updated at

2022-09-12 07:05:23 UTC

NP-MRD ID

NP0325946

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r)-2-[(2r,3s)-3-[(1r,3as,3bs,7s,9ar,9bs,11as)-7-(acetyloxy)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]-2-(acetyloxy)butyl]-3-hydroxy-3-methylbutyl acetate

Description

(2R)-2-[(2R,3S)-2-(acetyloxy)-3-[(1S,2R,5S,10S,11S,14R,15S)-5-(acetyloxy)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-7-en-14-yl]butyl]-3-hydroxy-3-methylbutyl acetate belongs to the class of organic compounds known as monohydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or any of their derivatives bearing a hydroxyl group. (2r)-2-[(2r,3s)-3-[(1r,3as,3bs,7s,9ar,9bs,11as)-7-(acetyloxy)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]-2-(acetyloxy)butyl]-3-hydroxy-3-methylbutyl acetate is found in Lobophytum depressum. Based on a literature review very few articles have been published on (2R)-2-[(2R,3S)-2-(acetyloxy)-3-[(1S,2R,5S,10S,11S,14R,15S)-5-(acetyloxy)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-7-en-14-yl]butyl]-3-hydroxy-3-methylbutyl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122209052D          

 41 44  0  0  1  0            999 V2000
    5.3447    1.4503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7572    0.7359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3447    0.0214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5822    0.7359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9947    0.0214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8197    0.0214    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.2322   -0.6931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8197   -1.4076    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.2322   -2.1220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0572   -2.1220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4697   -1.4076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4697   -2.8365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9947   -1.4076    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5822   -0.6931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5822   -2.1220    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9178   -2.8757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3047   -3.4277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5902   -3.0152    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8056   -3.2702    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6341   -4.0771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495   -4.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2364   -3.7800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4517   -4.0350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8386   -3.4830    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0540   -3.7379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4409   -3.1859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3437   -3.4408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6125   -2.3789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0102   -2.6760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7948   -2.4210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4079   -2.9731    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5794   -2.1661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1925   -2.7181    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3640   -1.9112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1487   -1.6562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7618   -2.2083    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0167   -1.4236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2322    0.7359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5178    1.1484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6447    1.4503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9467    0.3234    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
  4  5  1  0  0  0  0
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  6  0  0  0
 15 13  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 18 17  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 24 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 22 31  1  0  0  0  0
 31 32  1  1  0  0  0
 31 33  1  0  0  0  0
 19 33  1  0  0  0  0
 33 34  1  1  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 18 36  1  0  0  0  0
 15 36  1  0  0  0  0
 36 37  1  1  0  0  0
  6 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 38 41  1  0  0  0  0
M  END

     RDKit          3D

 95 98  0  0  0  0  0  0  0  0999 V2000
   -9.7060    1.6552    1.7843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2219    1.6503    1.8826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6802    1.7263    2.9964 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4563    1.5606    0.7259 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0552    1.5591    0.8630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4210    1.4573   -0.4820 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9250    1.4567   -0.4605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1835    0.4611    0.3044 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4697   -0.8357    0.4298 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8365   -1.5666    1.5421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1313   -3.0175    1.5305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8981   -0.8901    2.5669 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6841    0.7360    0.1045 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3074    2.1034    0.6305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7165   -0.2720    0.4749 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0100   -1.6873    0.0231 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2874   -2.2925   -0.5042 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3010   -1.3233    0.0645 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6603   -1.4749   -0.4893 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3495   -2.6390    0.1210 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7443   -2.3941    0.5563 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4662   -1.3492    0.1816 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8504   -1.2389    0.7006 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4079    0.1566    0.5309 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.7804    0.2245    0.7648 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3239    1.0611    1.7464 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7759    1.1480    2.0105 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5288    1.7589    2.4202 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0400    0.6364   -0.8759 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5571    0.9147   -0.8451 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8170   -0.3710   -0.7302 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7157   -0.9857   -2.1225 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4219   -0.1920   -0.1539 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7286    1.0096   -0.6940 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3815    1.1287    0.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5827   -0.0381   -0.3246 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2755   -0.0087   -1.8032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0686    0.5874   -1.4958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8356   -0.8748   -1.4402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5785    0.8229   -1.6336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5787    1.0806   -2.7688 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0457    2.6759    2.0830 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1280    0.9636    2.5321 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0203    1.4113    0.7536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8257    0.7280    1.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7993    2.5566    1.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7311    2.5339   -0.9139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5629    1.5880   -1.5257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6551    2.4922   -0.0630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3022    0.8515    1.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9942   -3.4953    2.5035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4783   -3.5093    0.7529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1725   -3.1395    1.1300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5908    0.8682   -1.0411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5031    2.0764    1.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2029    2.4296    1.2625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2270    2.8854   -0.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3938   -0.3074    1.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7307   -1.7592   -0.7829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2356   -2.3445    0.9189 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3709   -2.2697   -1.5948 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4575   -3.3244   -0.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2798   -1.4286    1.1606 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6375   -1.6180   -1.5895 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3410   -3.5473   -0.5429 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7879   -2.9697    1.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1819   -3.1326    1.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5087   -1.9792    0.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9164   -1.4843    1.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8942    0.8478    1.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0308    0.6357    2.9602 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3873    0.8109    1.1685 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0302    2.2323    2.1739 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6290    1.5385   -1.1473 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2514   -0.2217   -1.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3045    1.4366   -1.7916 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3936    1.6027    0.0355 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6224   -2.0707   -2.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9067   -0.4910   -2.7124 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6513   -0.7312   -2.6571 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4872   -0.1326    0.9411 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5258    0.9232   -1.7602 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3028    1.9034   -0.4057 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6683    1.2033    1.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9774    2.0818   -0.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1495    1.0552   -2.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1139   -0.3939   -2.4168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6194   -0.5688   -2.0958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9376   -1.2427   -0.4122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5335   -1.4353   -2.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8249   -1.1111   -1.8127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8338    0.4929   -2.6696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8478    1.8808   -1.5142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1775    0.2095   -0.9645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6658    0.3489   -3.4048 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  1  0
 13  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  6 38  1  0
 38 39  1  0
 38 40  1  0
 38 41  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  6
 31 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  6
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 36 15  1  0
 36 18  1  0
 33 19  1  0
 31 22  1  0
 14 55  1  0
 14 56  1  0
 14 57  1  0
 13 54  1  6
  8 50  1  1
  7 48  1  0
  7 49  1  0
  6 47  1  6
  5 45  1  0
  5 46  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
 39 89  1  0
 39 90  1  0
 39 91  1  0
 40 92  1  0
 40 93  1  0
 40 94  1  0
 41 95  1  0
 11 51  1  0
 11 52  1  0
 11 53  1  0
 15 58  1  1
 16 59  1  0
 16 60  1  0
 17 61  1  0
 17 62  1  0
 18 63  1  1
 19 64  1  6
 20 65  1  0
 20 66  1  0
 21 67  1  0
 23 68  1  0
 23 69  1  0
 24 70  1  1
 29 74  1  0
 29 75  1  0
 30 76  1  0
 30 77  1  0
 32 78  1  0
 32 79  1  0
 32 80  1  0
 33 81  1  1
 34 82  1  0
 34 83  1  0
 35 84  1  0
 35 85  1  0
 37 86  1  0
 37 87  1  0
 37 88  1  0
 27 71  1  0
 27 72  1  0
 27 73  1  0
M  END


  Mrv1652309122209052D          

 41 44  0  0  1  0            999 V2000
    5.3447    1.4503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7572    0.7359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3447    0.0214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5822    0.7359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9947    0.0214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8197    0.0214    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.2322   -0.6931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8197   -1.4076    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.2322   -2.1220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0572   -2.1220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4697   -1.4076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4697   -2.8365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9947   -1.4076    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5822   -0.6931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5822   -2.1220    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9178   -2.8757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3047   -3.4277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5902   -3.0152    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8056   -3.2702    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6341   -4.0771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495   -4.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2364   -3.7800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4517   -4.0350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8386   -3.4830    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0540   -3.7379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4409   -3.1859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3437   -3.4408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6125   -2.3789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0102   -2.6760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7948   -2.4210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4079   -2.9731    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5794   -2.1661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1925   -2.7181    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3640   -1.9112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1487   -1.6562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7618   -2.2083    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0167   -1.4236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2322    0.7359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5178    1.1484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6447    1.4503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9467    0.3234    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
  4  5  1  0  0  0  0
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  6  0  0  0
 15 13  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 18 17  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 24 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 22 31  1  0  0  0  0
 31 32  1  1  0  0  0
 31 33  1  0  0  0  0
 19 33  1  0  0  0  0
 33 34  1  1  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 18 36  1  0  0  0  0
 15 36  1  0  0  0  0
 36 37  1  1  0  0  0
  6 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 38 41  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0325946

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]([C@@H](C[C@H](COC(C)=O)C(C)(C)O)OC(C)=O)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@H](CC[C@]4(C)[C@H]3CC[C@]12C)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C34H54O7/c1-20(31(41-23(4)37)18-25(32(5,6)38)19-39-21(2)35)28-11-12-29-27-10-9-24-17-26(40-22(3)36)13-15-33(24,7)30(27)14-16-34(28,29)8/h9,20,25-31,38H,10-19H2,1-8H3/t20-,25+,26-,27-,28+,29-,30-,31+,33-,34+/m0/s1

> <INCHI_KEY>
PDKHSTVXNLVQFG-SWOKVXECSA-N

> <FORMULA>
C34H54O7

> <MOLECULAR_WEIGHT>
574.799

> <EXACT_MASS>
574.386954079

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
95

> <JCHEM_AVERAGE_POLARIZABILITY>
67.12569233803961

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-[(2R,3S)-2-(acetyloxy)-3-[(1S,2R,5S,10S,11S,14R,15S)-5-(acetyloxy)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-14-yl]butyl]-3-hydroxy-3-methylbutyl acetate

> <JCHEM_LOGP>
4.6262367163333336

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.990609137799353

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8029075631265625

> <JCHEM_POLAR_SURFACE_AREA>
99.13000000000001

> <JCHEM_REFRACTIVITY>
157.8011

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-[(2R,3S)-2-(acetyloxy)-3-[(1S,2R,5S,10S,11S,14R,15S)-5-(acetyloxy)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-14-yl]butyl]-3-hydroxy-3-methylbutyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0       9.977   2.707   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.747   1.374   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       9.977   0.040   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      12.287   1.374   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      13.057   0.040   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.597   0.040   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      15.367  -1.294   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      14.597  -2.627   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      15.367  -3.961   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      16.907  -3.961   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.677  -2.627   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      17.677  -5.295   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      13.057  -2.627   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.287  -1.294   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.287  -3.961   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.913  -5.368   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.769  -6.398   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.435  -5.628   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.970  -6.104   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.650  -7.611   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.186  -8.087   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.041  -7.056   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.577  -7.532   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.432  -6.502   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.968  -6.977   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       0.823  -5.947   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.642  -6.423   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       1.143  -4.441   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       3.752  -4.995   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.217  -4.519   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.361  -5.550   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.682  -4.043   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       7.826  -5.074   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       8.146  -3.568   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       9.611  -3.092   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      10.755  -4.122   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      11.231  -2.657   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      15.367   1.374   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      14.033   2.144   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      16.137   2.707   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      16.701   0.604   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                                                       
CONECT    6    5    7   38                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    8   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   36                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   36                                                  
CONECT   19   18   20   33                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   31                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   29                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   24   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   22   32   33                                             
CONECT   32   31                                                            
CONECT   33   31   19   34                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   18   15   37                                             
CONECT   37   36                                                            
CONECT   38    6   39   40   41                                             
CONECT   39   38                                                            
CONECT   40   38                                                            
CONECT   41   38                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   88    0
END

View in JSmol

Synonyms

Value	Source
(2R)-2-[(2R,3S)-2-(Acetyloxy)-3-[(1S,2R,5S,10S,11S,14R,15S)-5-(acetyloxy)-2,15-dimethyltetracyclo[8.7.0.0,.0,]heptadec-7-en-14-yl]butyl]-3-hydroxy-3-methylbutyl acetic acid	Generator

Chemical Formula

C₃₄H₅₄O₇

Average Mass

574.7990 Da

Monoisotopic Mass

574.38695 Da

IUPAC Name

(2R)-2-[(2R,3S)-2-(acetyloxy)-3-[(1S,2R,5S,10S,11S,14R,15S)-5-(acetyloxy)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-14-yl]butyl]-3-hydroxy-3-methylbutyl acetate

Traditional Name

(2R)-2-[(2R,3S)-2-(acetyloxy)-3-[(1S,2R,5S,10S,11S,14R,15S)-5-(acetyloxy)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-14-yl]butyl]-3-hydroxy-3-methylbutyl acetate

CAS Registry Number

Not Available

SMILES

C[C@H]([C@@H](C[C@H](COC(C)=O)C(C)(C)O)OC(C)=O)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@H](CC[C@]4(C)[C@H]3CC[C@]12C)OC(C)=O

InChI Identifier

InChI=1S/C34H54O7/c1-20(31(41-23(4)37)18-25(32(5,6)38)19-39-21(2)35)28-11-12-29-27-10-9-24-17-26(40-22(3)36)13-15-33(24,7)30(27)14-16-34(28,29)8/h9,20,25-31,38H,10-19H2,1-8H3/t20-,25+,26-,27-,28+,29-,30-,31+,33-,34+/m0/s1

InChI Key

PDKHSTVXNLVQFG-SWOKVXECSA-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
Lobophytum depressum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monohydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or any of their derivatives bearing a hydroxyl group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Monohydroxy bile acids, alcohols and derivatives

Alternative Parents

Substituents

25-hydroxysteroid
Monohydroxy bile acid, alcohol, or derivatives
Steroid ester
Delta-5-steroid
Tricarboxylic acid or derivatives
Tertiary alcohol
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
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	4.63	ChemAxon
pKa (Strongest Acidic)	14.99	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	99.13 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	157.8 m³·mol⁻¹	ChemAxon
Polarizability	67.13 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162871506

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r)-2-[(2r,3s)-3-[(1r,3as,3bs,7s,9ar,9bs,11as)-7-(acetyloxy)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]-2-(acetyloxy)butyl]-3-hydroxy-3-methylbutyl acetate (NP0325946)

MOL for NP0325946 ((2r)-2-[(2r,3s)-3-[(1r,3as,3bs,7s,9ar,9bs,11as)-7-(acetyloxy)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]-2-(acetyloxy)butyl]-3-hydroxy-3-methylbutyl acetate)

3D MOL for NP0325946 ((2r)-2-[(2r,3s)-3-[(1r,3as,3bs,7s,9ar,9bs,11as)-7-(acetyloxy)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]-2-(acetyloxy)butyl]-3-hydroxy-3-methylbutyl acetate)

3D SDF for NP0325946 ((2r)-2-[(2r,3s)-3-[(1r,3as,3bs,7s,9ar,9bs,11as)-7-(acetyloxy)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]-2-(acetyloxy)butyl]-3-hydroxy-3-methylbutyl acetate)

3D-SDF for NP0325946 ((2r)-2-[(2r,3s)-3-[(1r,3as,3bs,7s,9ar,9bs,11as)-7-(acetyloxy)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]-2-(acetyloxy)butyl]-3-hydroxy-3-methylbutyl acetate)

PDB for NP0325946 ((2r)-2-[(2r,3s)-3-[(1r,3as,3bs,7s,9ar,9bs,11as)-7-(acetyloxy)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]-2-(acetyloxy)butyl]-3-hydroxy-3-methylbutyl acetate)

3D PDB for NP0325946 ((2r)-2-[(2r,3s)-3-[(1r,3as,3bs,7s,9ar,9bs,11as)-7-(acetyloxy)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]-2-(acetyloxy)butyl]-3-hydroxy-3-methylbutyl acetate)

SMILES for NP0325946 ((2r)-2-[(2r,3s)-3-[(1r,3as,3bs,7s,9ar,9bs,11as)-7-(acetyloxy)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]-2-(acetyloxy)butyl]-3-hydroxy-3-methylbutyl acetate)

INCHI for NP0325946 ((2r)-2-[(2r,3s)-3-[(1r,3as,3bs,7s,9ar,9bs,11as)-7-(acetyloxy)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]-2-(acetyloxy)butyl]-3-hydroxy-3-methylbutyl acetate)

Structure for NP0325946 ((2r)-2-[(2r,3s)-3-[(1r,3as,3bs,7s,9ar,9bs,11as)-7-(acetyloxy)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]-2-(acetyloxy)butyl]-3-hydroxy-3-methylbutyl acetate)

3D Structure for NP0325946 ((2r)-2-[(2r,3s)-3-[(1r,3as,3bs,7s,9ar,9bs,11as)-7-(acetyloxy)-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]-2-(acetyloxy)butyl]-3-hydroxy-3-methylbutyl acetate)