NP-MRD: Showing NP-Card for 1-(3,3-dimethyloxiran-2-yl)-3-{10-hydroxy-2-methoxy-3a,3b,6,6,9a-pentamethyl-7-oxo-2h,3h,4h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}butyl acetate (NP0214399)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 13:41:30 UTC

Updated at

2022-09-05 13:41:30 UTC

NP-MRD ID

NP0214399

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-(3,3-dimethyloxiran-2-yl)-3-{10-hydroxy-2-methoxy-3a,3b,6,6,9a-pentamethyl-7-oxo-2h,3h,4h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}butyl acetate

Description

1-(3,3-Dimethyloxiran-2-yl)-3-{17-hydroxy-13-methoxy-2,6,6,10,11-pentamethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-14-en-14-yl}butyl acetate belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. 1-(3,3-dimethyloxiran-2-yl)-3-{10-hydroxy-2-methoxy-3a,3b,6,6,9a-pentamethyl-7-oxo-2h,3h,4h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}butyl acetate is found in Alisma plantago-aquatica. 1-(3,3-Dimethyloxiran-2-yl)-3-{17-hydroxy-13-methoxy-2,6,6,10,11-pentamethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-14-en-14-yl}butyl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 04121518212D          

 39 43  0  0  0  0            999 V2000
   -0.2256   -4.5038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0804   -3.6917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6955   -3.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3784   -3.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0297   -3.3680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2274   -4.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7494   -2.5921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9249   -2.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4185   -1.9676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7294   -1.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3987   -2.0804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9051   -1.4291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7223   -1.5419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2287   -0.8906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0459   -1.0035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9178   -0.1264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5942   -0.6649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7071    0.1523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0571   -0.1585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6618    0.4026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7913   -0.5349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2812   -1.9614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0934   -2.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6252   -1.4759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3737   -2.8825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1858   -3.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9055   -2.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7176   -2.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5297   -2.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8100   -3.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6221   -3.4634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2782   -3.9489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9917   -4.3631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9942   -4.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4661   -3.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9343   -4.4344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1221   -4.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8418   -3.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5309   -4.2774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
  7 22  1  0  0  0  0
 22 23  1  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
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 32 35  1  0  0  0  0
 26 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
  5 38  1  0  0  0  0
 25 38  1  0  0  0  0
 38 39  1  0  0  0  0
M  END

     RDKit          3D

 91 95  0  0  0  0  0  0  0  0999 V2000
    2.5669    3.2850    1.5341 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9446    2.0454    1.6039 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1970    1.8508    0.4888 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2848    1.7654    0.9403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3651    0.3012    1.2157 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0312    0.0049    2.6228 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4957   -0.3354    0.1791 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3800    0.5592   -0.2224 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4074    0.3266   -1.2626 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1245    1.1663   -2.5056 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8297    0.5018   -0.8382 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3084   -0.3858    0.2444 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2658   -1.7510   -0.0250 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5147   -2.6234    0.6873 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4313   -4.0884    0.4344 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8430   -2.1659    1.6247 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6308    0.0316    0.8507 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8088   -0.2410   -0.0153 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4680    1.1027    0.5821 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5142    2.0935   -0.5205 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5047    1.4591    1.6766 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2161   -1.7629   -0.2446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2049   -1.8337   -0.8429 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9881   -2.0901   -2.1953 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8458   -0.5150   -0.5593 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1420   -0.1768   -1.1996 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1418    1.3111   -1.6119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5405   -0.8980   -2.4196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3639   -2.1386   -2.0814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7088   -1.6027   -1.6557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7485   -2.1019   -2.0091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6466   -0.3936   -0.7536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5308   -0.8065    0.4444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2344    0.8219   -1.3251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2640   -0.3126   -0.1945 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1432    0.6288    0.9630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7321    0.7957    1.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7812   -0.2667    0.9218 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9012   -1.4365    1.8084 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1998    3.4800    2.4377 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2152    3.4356    0.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7811    4.0961    1.5814 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2952    2.6986   -0.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4522    2.3265    1.8740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8464    2.1212    0.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8397   -0.0646    3.3162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7476   -0.8294    2.7204 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6025    0.8985    3.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3315   -0.7351   -1.6351 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3054    0.6048   -3.4432 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1148    1.5748   -2.5242 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8867    1.9998   -2.5185 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9572    1.5373   -0.5252 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4225    0.4120   -1.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5713   -0.2289    1.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3751   -4.6718    1.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3939   -4.3682   -0.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6276   -4.3405   -0.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8373   -0.5876    1.7823 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3728    1.7140   -1.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5356    2.5880   -0.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8397    2.9866   -0.3662 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4823    1.1996    1.2166 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3524    0.8311    2.5742 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4020    2.5330    1.8472 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3590   -2.4894    0.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9949   -2.0321   -0.9809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6787   -2.7203   -0.4394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1069   -3.0234   -2.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1021    0.2091   -1.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8344    1.4994   -2.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1129    1.5130   -2.0255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3572    1.9958   -0.8156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2788   -0.2587   -3.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7833   -1.0798   -3.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9212   -2.7439   -1.2914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4859   -2.6862   -3.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8579    0.0877    0.9975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4009   -1.3178    0.0328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9536   -1.5172    1.0595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3126    0.8586   -2.4381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7298    1.7518   -0.9951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3086    0.9679   -0.9924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1288   -1.3508    0.2418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8163    0.2090    1.7698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5899    1.6407    0.7625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3500    1.8296    1.3350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7636    0.6629    2.5473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9843   -1.7759    2.3334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5801   -1.2034    2.6939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3423   -2.3624    1.4154 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  1
  5  7  1  0
  7 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  6
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 32 33  1  0
 32 34  1  0
 32 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  1
  7  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 12 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
  8  3  1  0
 19 17  1  0
 38  5  1  0
 38 25  1  0
 35 26  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  3 43  1  6
  4 44  1  0
  4 45  1  0
  6 46  1  0
  6 47  1  0
  6 48  1  0
 22 66  1  0
 22 67  1  0
 23 68  1  1
 24 69  1  0
 25 70  1  6
 27 71  1  0
 27 72  1  0
 27 73  1  0
 28 74  1  0
 28 75  1  0
 29 76  1  0
 29 77  1  0
 33 78  1  0
 33 79  1  0
 33 80  1  0
 34 81  1  0
 34 82  1  0
 34 83  1  0
 35 84  1  1
 36 85  1  0
 36 86  1  0
 37 87  1  0
 37 88  1  0
 39 89  1  0
 39 90  1  0
 39 91  1  0
  9 49  1  6
 10 50  1  0
 10 51  1  0
 10 52  1  0
 11 53  1  0
 11 54  1  0
 12 55  1  1
 15 56  1  0
 15 57  1  0
 15 58  1  0
 17 59  1  1
 20 60  1  0
 20 61  1  0
 20 62  1  0
 21 63  1  0
 21 64  1  0
 21 65  1  0
M  END


  Mrv0541 04121518212D          

 39 43  0  0  0  0            999 V2000
   -0.2256   -4.5038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0804   -3.6917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6955   -3.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3784   -3.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0297   -3.3680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2274   -4.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7494   -2.5921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9249   -2.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4185   -1.9676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7294   -1.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3987   -2.0804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9051   -1.4291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7223   -1.5419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2287   -0.8906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0459   -1.0035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9178   -0.1264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5942   -0.6649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7071    0.1523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0571   -0.1585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6618    0.4026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7913   -0.5349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2812   -1.9614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0934   -2.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6252   -1.4759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3737   -2.8825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1858   -3.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9055   -2.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7176   -2.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5297   -2.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8100   -3.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6221   -3.4634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2782   -3.9489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9917   -4.3631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9942   -4.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4661   -3.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9343   -4.4344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1221   -4.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8418   -3.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5309   -4.2774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
  7 22  1  0  0  0  0
 22 23  1  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
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 32 35  1  0  0  0  0
 26 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
  5 38  1  0  0  0  0
 25 38  1  0  0  0  0
 38 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0214399

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1CC2(C)C(CC(O)C3C4(C)CCC(=O)C(C)(C)C4CCC23C)=C1C(C)CC(OC(C)=O)C1OC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C33H52O6/c1-18(15-22(38-19(2)34)28-30(5,6)39-28)26-20-16-21(35)27-31(7)13-12-25(36)29(3,4)24(31)11-14-32(27,8)33(20,9)17-23(26)37-10/h18,21-24,27-28,35H,11-17H2,1-10H3

> <INCHI_KEY>
UJRPGLKPBYUOLM-UHFFFAOYSA-N

> <FORMULA>
C33H52O6

> <MOLECULAR_WEIGHT>
544.773

> <EXACT_MASS>
544.376389394

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
91

> <JCHEM_AVERAGE_POLARIZABILITY>
61.72453958484661

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-(3,3-dimethyloxiran-2-yl)-3-{17-hydroxy-13-methoxy-2,6,6,10,11-pentamethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-14-en-14-yl}butyl acetate

> <ALOGPS_LOGP>
5.15

> <JCHEM_LOGP>
4.761237431333333

> <ALOGPS_LOGS>
-5.50

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.937443785304623

> <JCHEM_PKA_STRONGEST_BASIC>
-0.3392609340952436

> <JCHEM_POLAR_SURFACE_AREA>
85.36000000000001

> <JCHEM_REFRACTIVITY>
150.93210000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.73e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(3,3-dimethyloxiran-2-yl)-3-{17-hydroxy-13-methoxy-2,6,6,10,11-pentamethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-14-en-14-yl}butyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-APR-15         0                                  
HETATM    1  C   UNK     0      -0.421  -8.407   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.150  -6.891   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.298  -6.368   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.573  -7.232   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.789  -6.287   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.158  -7.782   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.266  -4.839   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.726  -4.889   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.781  -3.673   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.362  -2.246   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.744  -3.883   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.690  -2.668   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -3.215  -2.878   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -4.160  -1.662   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -5.686  -1.873   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -3.580  -0.236   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.109  -1.241   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.320   0.284   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.107  -0.296   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.235   0.752   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.477  -0.998   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.258  -3.661   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.774  -3.932   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       6.767  -2.755   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       6.297  -5.381   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.813  -5.652   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.290  -4.203   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.806  -4.474   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.322  -4.746   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      10.845  -6.194   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      12.361  -6.465   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       9.853  -7.371   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      11.184  -8.144   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       9.322  -8.817   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       8.337  -7.100   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       7.344  -8.277   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       5.828  -8.006   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       5.305  -6.558   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       4.724  -7.984   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7   38                                             
CONECT    6    5                                                            
CONECT    7    5    8   22                                                  
CONECT    8    7    3    9                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   12   18   19                                                  
CONECT   18   17   19                                                       
CONECT   19   18   17   20   21                                             
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22    7   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   38                                                  
CONECT   26   25   27   28   35                                             
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   34   35                                             
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35   32   26   36                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37    5   25   39                                             
CONECT   39   38                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   86    0
END

View in JSmol

Synonyms

Value	Source
1-(3,3-Dimethyloxiran-2-yl)-3-{17-hydroxy-13-methoxy-2,6,6,10,11-pentamethyl-5-oxotetracyclo[8.7.0.0,.0,]heptadec-14-en-14-yl}butyl acetic acid	Generator
1-(3,3-Dimethyloxiran-2-yl)-3-{17-hydroxy-13-methoxy-2,6,6,10,11-pentamethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-14-en-14-yl}butyl acetic acid	Generator

Chemical Formula

C₃₃H₅₂O₆

Average Mass

544.7730 Da

Monoisotopic Mass

544.37639 Da

IUPAC Name

1-(3,3-dimethyloxiran-2-yl)-3-{17-hydroxy-13-methoxy-2,6,6,10,11-pentamethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-14-en-14-yl}butyl acetate

Traditional Name

1-(3,3-dimethyloxiran-2-yl)-3-{17-hydroxy-13-methoxy-2,6,6,10,11-pentamethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-14-en-14-yl}butyl acetate

CAS Registry Number

Not Available

SMILES

COC1CC2(C)C(CC(O)C3C4(C)CCC(=O)C(C)(C)C4CCC23C)=C1C(C)CC(OC(C)=O)C1OC1(C)C

InChI Identifier

InChI=1S/C33H52O6/c1-18(15-22(38-19(2)34)28-30(5,6)39-28)26-20-16-21(35)27-31(7)13-12-25(36)29(3,4)24(31)11-14-32(27,8)33(20,9)17-23(26)37-10/h18,21-24,27-28,35H,11-17H2,1-10H3

InChI Key

UJRPGLKPBYUOLM-UHFFFAOYSA-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
Alisma plantago-aquatica	LOTUS Database	35616633

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
Steroid ester
3-oxosteroid
Hydroxysteroid
Oxosteroid
11-hydroxysteroid
Steroid
Cyclic alcohol
Cyclic ketone
Carboxylic acid ester
Secondary alcohol
Ketone
Organoheterocyclic compound
Carboxylic acid derivative
Oxacycle
Dialkyl ether
Oxirane
Ether
Monocarboxylic acid or derivatives
Carbonyl group
Alcohol
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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	5.15	ALOGPS
logP	4.76	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	19.94	ChemAxon
pKa (Strongest Basic)	-0.34	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	85.36 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	150.93 m³·mol⁻¹	ChemAxon
Polarizability	61.72 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14036814

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1-(3,3-dimethyloxiran-2-yl)-3-{10-hydroxy-2-methoxy-3a,3b,6,6,9a-pentamethyl-7-oxo-2h,3h,4h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}butyl acetate (NP0214399)

MOL for NP0214399 (1-(3,3-dimethyloxiran-2-yl)-3-{10-hydroxy-2-methoxy-3a,3b,6,6,9a-pentamethyl-7-oxo-2h,3h,4h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}butyl acetate)

3D MOL for NP0214399 (1-(3,3-dimethyloxiran-2-yl)-3-{10-hydroxy-2-methoxy-3a,3b,6,6,9a-pentamethyl-7-oxo-2h,3h,4h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}butyl acetate)

3D SDF for NP0214399 (1-(3,3-dimethyloxiran-2-yl)-3-{10-hydroxy-2-methoxy-3a,3b,6,6,9a-pentamethyl-7-oxo-2h,3h,4h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}butyl acetate)

3D-SDF for NP0214399 (1-(3,3-dimethyloxiran-2-yl)-3-{10-hydroxy-2-methoxy-3a,3b,6,6,9a-pentamethyl-7-oxo-2h,3h,4h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}butyl acetate)

PDB for NP0214399 (1-(3,3-dimethyloxiran-2-yl)-3-{10-hydroxy-2-methoxy-3a,3b,6,6,9a-pentamethyl-7-oxo-2h,3h,4h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}butyl acetate)

3D PDB for NP0214399 (1-(3,3-dimethyloxiran-2-yl)-3-{10-hydroxy-2-methoxy-3a,3b,6,6,9a-pentamethyl-7-oxo-2h,3h,4h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}butyl acetate)

SMILES for NP0214399 (1-(3,3-dimethyloxiran-2-yl)-3-{10-hydroxy-2-methoxy-3a,3b,6,6,9a-pentamethyl-7-oxo-2h,3h,4h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}butyl acetate)

INCHI for NP0214399 (1-(3,3-dimethyloxiran-2-yl)-3-{10-hydroxy-2-methoxy-3a,3b,6,6,9a-pentamethyl-7-oxo-2h,3h,4h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}butyl acetate)

Structure for NP0214399 (1-(3,3-dimethyloxiran-2-yl)-3-{10-hydroxy-2-methoxy-3a,3b,6,6,9a-pentamethyl-7-oxo-2h,3h,4h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}butyl acetate)

3D Structure for NP0214399 (1-(3,3-dimethyloxiran-2-yl)-3-{10-hydroxy-2-methoxy-3a,3b,6,6,9a-pentamethyl-7-oxo-2h,3h,4h,5h,5ah,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}butyl acetate)