NP-MRD: Showing NP-Card for Auriculol (NP0025448)

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Record Information

Version

2.0

Created at

2021-06-19 17:34:24 UTC

Updated at

2021-06-29 23:50:25 UTC

NP-MRD ID

NP0025448

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Auriculol

Provided By

JEOL Database JEOL Logo

Description

Auriculol is found in Dolabella auricularia. Auriculol was first documented in 2001 (Kigoshi, H., et al.). Based on a literature review very few articles have been published on (3R,4S)-1-[(2S,3R)-3-{2-[(2R,3S)-3-[(3R,4S)-3-(acetyloxy)-4-hydroxy-4,8-dimethylnon-7-en-1-yl]-3-methyloxiran-2-yl]ethyl}-2-methyloxiran-2-yl]-4-hydroxy-4,8-dimethylnon-7-en-3-yl acetate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119343D          

100101  0  0  0  0            999 V2000
    1.6278    0.6046    1.4075 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2237    0.9457    1.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3788    0.4270    0.0833 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2789    1.8983    1.8439 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6063    2.4036    1.5300 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4757    3.4700    0.4223 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5162    4.6215    0.7393 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2879    5.5561   -0.4281 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9313    6.9067   -0.3403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4086    4.9677   -1.7352 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9114    5.3589   -1.3534 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8712    4.2120   -1.2321 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6419    3.9517   -2.5268 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7498    3.5208   -3.6475 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3817    2.6403   -4.5838 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2487    2.0988   -3.8821 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0338    1.9230   -4.7458 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5863    0.9570   -2.9528 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2614   -0.2112   -3.6875 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4891   -1.4243   -2.7656 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1606   -1.9177   -2.4259 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9190   -2.2079   -1.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5024   -2.6494   -0.9479 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7412   -2.1638   -0.2132 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2782   -2.5833   -3.4524 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3751   -3.8180   -2.5422 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5258   -3.0115   -4.6104 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6793   -2.2011   -3.9880 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7571   -1.8292   -2.9621 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6264   -0.4412   -2.4005 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4952   -0.0709   -1.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4105   -1.0075    0.0629 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4199    1.3874   -0.7402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2438    2.8793    2.8720 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4227    1.6836    3.8233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3350    3.7759    3.5376 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5718    3.6473    2.7036 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6977    2.8608    2.0275 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9269    3.7136    1.8688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4205    4.2514    0.7362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8021    4.1280   -0.6293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6871    5.0679    0.7658 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0974    1.4488    1.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2135    0.4055    0.5067 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6235   -0.2691    2.0625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2211    1.5815    1.1408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1135    2.9585   -0.4780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4589    3.8720    0.1560 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4468    4.2347    1.0894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9190    5.2091    1.5712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7727    7.4944   -1.2509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5149    7.4708    0.5003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0111    6.8069   -0.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3486    6.2378   -1.8112 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5891    4.4493   -0.4384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3516    3.2958   -0.9301 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1675    4.8643   -2.8334 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4170    3.2015   -2.3372 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1674    4.3430   -4.0476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8573    1.7980   -4.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1329    2.7886   -5.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1312    1.0427   -5.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6588    0.6197   -2.4769 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2415    1.2856   -2.1402 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6336   -0.5104   -4.5349 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2094    0.1459   -4.0998 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0085   -1.0949   -1.8628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1762   -1.9368   -1.4311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6312   -3.6467   -1.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7471   -2.6792    0.1177 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8206   -3.5782   -1.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3917   -4.2692   -2.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9792   -4.6018   -3.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5949   -3.0784   -4.3276 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0598   -3.0622   -4.5577 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5927   -1.4130   -4.7466 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7263   -1.8608   -3.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8249   -2.5951   -2.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6812    0.3441   -3.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4053   -2.0622   -0.2172 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4904   -0.8210    0.6263 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2618   -0.8473    0.7327 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2192    1.6416   -0.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5259    2.0437   -1.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4568    1.6100   -0.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4568    1.2412    4.0928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8820    2.0032    4.7659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0449    0.8986    3.3830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4659    3.3328    3.5431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9108    3.9848    3.6940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3847    4.5795    2.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3690    2.4563    1.0677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9731    1.9950    2.6407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4649    3.8906    2.8008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8440    3.6049   -0.6293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4772    3.5864   -1.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6226    5.1229   -1.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1146    5.1373    1.7716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4897    6.0871    0.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4431    4.6173    0.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  0  0  0  0
  8  9  1  6  0  0  0
 40 39  2  3  0  0  0
 16 17  1  6  0  0  0
 11  8  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 37 34  1  0  0  0  0
 14 16  1  0  0  0  0
 16 18  1  0  0  0  0
 41 40  1  0  0  0  0
 18 19  1  0  0  0  0
 34  5  1  0  0  0  0
 34 36  1  1  0  0  0
 19 20  1  0  0  0  0
 25 27  1  6  0  0  0
 39 38  1  0  0  0  0
  5  4  1  0  0  0  0
 20 25  1  0  0  0  0
 20 21  1  0  0  0  0
  5  6  1  0  0  0  0
 25 26  1  0  0  0  0
 25 28  1  0  0  0  0
 40 42  1  0  0  0  0
  4  2  1  0  0  0  0
 28 29  1  0  0  0  0
  2  1  1  0  0  0  0
  6  7  1  0  0  0  0
  2  3  2  0  0  0  0
 29 30  1  0  0  0  0
 21 22  1  0  0  0  0
  7  8  1  0  0  0  0
 22 23  1  0  0  0  0
 30 31  2  3  0  0  0
 22 24  2  0  0  0  0
 38 37  1  0  0  0  0
 31 32  1  0  0  0  0
 34 35  1  0  0  0  0
 31 33  1  0  0  0  0
 11 10  1  0  0  0  0
  8 10  1  0  0  0  0
 14 15  1  0  0  0  0
 16 15  1  0  0  0  0
 41 95  1  0  0  0  0
 41 96  1  0  0  0  0
 41 97  1  0  0  0  0
 39 94  1  0  0  0  0
 38 92  1  0  0  0  0
 38 93  1  0  0  0  0
 37 90  1  0  0  0  0
 37 91  1  0  0  0  0
  5 46  1  6  0  0  0
  6 47  1  0  0  0  0
  6 48  1  0  0  0  0
  7 49  1  0  0  0  0
  7 50  1  0  0  0  0
 12 55  1  0  0  0  0
 12 56  1  0  0  0  0
 13 57  1  0  0  0  0
 13 58  1  0  0  0  0
 18 63  1  0  0  0  0
 18 64  1  0  0  0  0
 19 65  1  0  0  0  0
 19 66  1  0  0  0  0
 20 67  1  1  0  0  0
 28 75  1  0  0  0  0
 28 76  1  0  0  0  0
 29 77  1  0  0  0  0
 29 78  1  0  0  0  0
 30 79  1  0  0  0  0
 35 86  1  0  0  0  0
 35 87  1  0  0  0  0
 35 88  1  0  0  0  0
  9 51  1  0  0  0  0
  9 52  1  0  0  0  0
  9 53  1  0  0  0  0
 17 60  1  0  0  0  0
 17 61  1  0  0  0  0
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 11 54  1  6  0  0  0
 14 59  1  6  0  0  0
 36 89  1  0  0  0  0
 27 74  1  0  0  0  0
 26 71  1  0  0  0  0
 26 72  1  0  0  0  0
 26 73  1  0  0  0  0
 42 98  1  0  0  0  0
 42 99  1  0  0  0  0
 42100  1  0  0  0  0
  1 43  1  0  0  0  0
  1 44  1  0  0  0  0
  1 45  1  0  0  0  0
 23 68  1  0  0  0  0
 23 69  1  0  0  0  0
 23 70  1  0  0  0  0
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 32 81  1  0  0  0  0
 32 82  1  0  0  0  0
 33 83  1  0  0  0  0
 33 84  1  0  0  0  0
 33 85  1  0  0  0  0
M  END

     RDKit          3D

100101  0  0  0  0  0  0  0  0999 V2000
    1.6278    0.6046    1.4075 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2237    0.9457    1.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3788    0.4270    0.0833 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2789    1.8983    1.8439 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6063    2.4036    1.5300 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4757    3.4700    0.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5162    4.6215    0.7393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2879    5.5561   -0.4281 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9313    6.9067   -0.3403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4086    4.9677   -1.7352 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9114    5.3589   -1.3534 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8712    4.2120   -1.2321 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6419    3.9517   -2.5268 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7498    3.5208   -3.6475 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3817    2.6403   -4.5838 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2487    2.0988   -3.8821 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0338    1.9230   -4.7458 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5863    0.9570   -2.9528 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2614   -0.2112   -3.6875 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4891   -1.4243   -2.7656 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1606   -1.9177   -2.4259 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9190   -2.2079   -1.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5024   -2.6494   -0.9479 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7412   -2.1638   -0.2132 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2782   -2.5833   -3.4524 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3751   -3.8180   -2.5422 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5258   -3.0115   -4.6104 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6793   -2.2011   -3.9880 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7571   -1.8292   -2.9621 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6264   -0.4412   -2.4005 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4952   -0.0709   -1.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4105   -1.0075    0.0629 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4199    1.3874   -0.7402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2438    2.8793    2.8720 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4227    1.6836    3.8233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3350    3.7759    3.5376 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5718    3.6473    2.7036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6977    2.8608    2.0275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9269    3.7136    1.8688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4205    4.2514    0.7362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8021    4.1280   -0.6293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6871    5.0679    0.7658 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0974    1.4488    1.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2135    0.4055    0.5067 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652306192119343D          

100101  0  0  0  0            999 V2000
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 31 33  1  0  0  0  0
 11 10  1  0  0  0  0
  8 10  1  0  0  0  0
 14 15  1  0  0  0  0
 16 15  1  0  0  0  0
 41 95  1  0  0  0  0
 41 96  1  0  0  0  0
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 39 94  1  0  0  0  0
 38 92  1  0  0  0  0
 38 93  1  0  0  0  0
 37 90  1  0  0  0  0
 37 91  1  0  0  0  0
  5 46  1  6  0  0  0
  6 47  1  0  0  0  0
  6 48  1  0  0  0  0
  7 49  1  0  0  0  0
  7 50  1  0  0  0  0
 12 55  1  0  0  0  0
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 13 57  1  0  0  0  0
 13 58  1  0  0  0  0
 18 63  1  0  0  0  0
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 42100  1  0  0  0  0
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  1 44  1  0  0  0  0
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 23 68  1  0  0  0  0
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 32 80  1  0  0  0  0
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 32 82  1  0  0  0  0
 33 83  1  0  0  0  0
 33 84  1  0  0  0  0
 33 85  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0025448

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@](C([H])([H])[H])(C([H])([H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H])[C@]([H])(OC(=O)C([H])([H])[H])C([H])([H])C([H])([H])[C@@]1(O[C@]1([H])C([H])([H])C([H])([H])[C@@]1([H])O[C@@]1(C([H])([H])[H])C([H])([H])C([H])([H])[C@@]([H])(OC(=O)C([H])([H])[H])[C@](O[H])(C([H])([H])[H])C([H])([H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C34H58O8/c1-23(2)13-11-19-31(7,37)27(39-25(5)35)17-21-33(9)29(41-33)15-16-30-34(10,42-30)22-18-28(40-26(6)36)32(8,38)20-12-14-24(3)4/h13-14,27-30,37-38H,11-12,15-22H2,1-10H3/t27-,28-,29-,30-,31+,32+,33+,34+/m1/s1

> <INCHI_KEY>
OXMCWUYGHSNTPP-NYQMAADGSA-N

> <FORMULA>
C34H58O8

> <MOLECULAR_WEIGHT>
594.83

> <EXACT_MASS>
594.413168828

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
100

> <JCHEM_AVERAGE_POLARIZABILITY>
67.20015331732415

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R,4S)-1-[(2S,3R)-3-{2-[(2R,3S)-3-[(3R,4S)-3-(acetyloxy)-4-hydroxy-4,8-dimethylnon-7-en-1-yl]-3-methyloxiran-2-yl]ethyl}-2-methyloxiran-2-yl]-4-hydroxy-4,8-dimethylnon-7-en-3-yl acetate

> <ALOGPS_LOGP>
5.50

> <JCHEM_LOGP>
5.377729195333331

> <ALOGPS_LOGS>
-5.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.324118922182858

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.722058930854896

> <JCHEM_PKA_STRONGEST_BASIC>
-3.226100903540642

> <JCHEM_POLAR_SURFACE_AREA>
118.12

> <JCHEM_REFRACTIVITY>
164.983

> <JCHEM_ROTATABLE_BOND_COUNT>
21

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.24e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R,4S)-1-[(2S,3R)-3-{2-[(2R,3S)-3-[(3R,4S)-3-(acetyloxy)-4-hydroxy-4,8-dimethylnon-7-en-1-yl]-3-methyloxiran-2-yl]ethyl}-2-methyloxiran-2-yl]-4-hydroxy-4,8-dimethylnon-7-en-3-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

100101  0  0  0  0  0  0  0  0999 V2000
    1.6278    0.6046    1.4075 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2237    0.9457    1.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3788    0.4270    0.0833 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2789    1.8983    1.8439 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6063    2.4036    1.5300 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4757    3.4700    0.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5162    4.6215    0.7393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2879    5.5561   -0.4281 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9313    6.9067   -0.3403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4086    4.9677   -1.7352 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9114    5.3589   -1.3534 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8712    4.2120   -1.2321 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6419    3.9517   -2.5268 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7498    3.5208   -3.6475 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3817    2.6403   -4.5838 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2487    2.0988   -3.8821 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0338    1.9230   -4.7458 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5863    0.9570   -2.9528 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2614   -0.2112   -3.6875 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4891   -1.4243   -2.7656 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1606   -1.9177   -2.4259 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9190   -2.2079   -1.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5024   -2.6494   -0.9479 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7412   -2.1638   -0.2132 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2782   -2.5833   -3.4524 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3751   -3.8180   -2.5422 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5258   -3.0115   -4.6104 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6793   -2.2011   -3.9880 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7571   -1.8292   -2.9621 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6264   -0.4412   -2.4005 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4952   -0.0709   -1.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4105   -1.0075    0.0629 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4199    1.3874   -0.7402 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.9269    3.7136    1.8688 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0974    1.4488    1.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6235   -0.2691    2.0625 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3486    6.2378   -1.8112 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5891    4.4493   -0.4384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3516    3.2958   -0.9301 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1675    4.8643   -2.8334 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4170    3.2015   -2.3372 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.8573    1.7980   -4.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1312    1.0427   -5.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6336   -0.5104   -4.5349 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2094    0.1459   -4.0998 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0085   -1.0949   -1.8628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1762   -1.9368   -1.4311 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.8249   -2.5951   -2.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.4431    4.6173    0.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
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  8  9  1  6
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  6  7  1  0
  2  3  2  0
 29 30  1  0
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 22 23  1  0
 30 31  2  3
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  9 51  1  0
  9 52  1  0
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 17 60  1  0
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 11 54  1  6
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 27 74  1  0
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 26 72  1  0
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 42100  1  0
  1 43  1  0
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 23 68  1  0
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 23 70  1  0
 32 80  1  0
 32 81  1  0
 32 82  1  0
 33 83  1  0
 33 84  1  0
 33 85  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       1.628   0.605   1.408  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.224   0.946   1.012  0.00  0.00           C+0
HETATM    3  O   UNK     0      -0.379   0.427   0.083  0.00  0.00           O+0
HETATM    4  O   UNK     0      -0.279   1.898   1.844  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.606   2.404   1.530  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.476   3.470   0.422  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.516   4.622   0.739  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.288   5.556  -0.428  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.931   6.907  -0.340  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.409   4.968  -1.735  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.911   5.359  -1.353  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.871   4.212  -1.232  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.642   3.952  -2.527  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.750   3.521  -3.648  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.382   2.640  -4.584  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.249   2.099  -3.882  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.034   1.923  -4.746  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.586   0.957  -2.953  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.261  -0.211  -3.688  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.489  -1.424  -2.766  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.161  -1.918  -2.426  0.00  0.00           O+0
HETATM   22  C   UNK     0       0.919  -2.208  -1.118  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.502  -2.649  -0.948  0.00  0.00           C+0
HETATM   24  O   UNK     0       1.741  -2.164  -0.213  0.00  0.00           O+0
HETATM   25  C   UNK     0       3.278  -2.583  -3.452  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.375  -3.818  -2.542  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.526  -3.011  -4.610  0.00  0.00           O+0
HETATM   28  C   UNK     0       4.679  -2.201  -3.988  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.757  -1.829  -2.962  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.626  -0.441  -2.401  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.495  -0.071  -1.111  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.410  -1.008   0.063  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.420   1.387  -0.740  0.00  0.00           C+0
HETATM   34  C   UNK     0      -2.244   2.879   2.872  0.00  0.00           C+0
HETATM   35  C   UNK     0      -2.423   1.684   3.823  0.00  0.00           C+0
HETATM   36  O   UNK     0      -1.335   3.776   3.538  0.00  0.00           O+0
HETATM   37  C   UNK     0      -3.572   3.647   2.704  0.00  0.00           C+0
HETATM   38  C   UNK     0      -4.698   2.861   2.027  0.00  0.00           C+0
HETATM   39  C   UNK     0      -5.927   3.714   1.869  0.00  0.00           C+0
HETATM   40  C   UNK     0      -6.420   4.251   0.736  0.00  0.00           C+0
HETATM   41  C   UNK     0      -5.802   4.128  -0.629  0.00  0.00           C+0
HETATM   42  C   UNK     0      -7.687   5.068   0.766  0.00  0.00           C+0
HETATM   43  H   UNK     0       2.097   1.449   1.921  0.00  0.00           H+0
HETATM   44  H   UNK     0       2.213   0.406   0.507  0.00  0.00           H+0
HETATM   45  H   UNK     0       1.624  -0.269   2.063  0.00  0.00           H+0
HETATM   46  H   UNK     0      -2.221   1.581   1.141  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.113   2.958  -0.478  0.00  0.00           H+0
HETATM   48  H   UNK     0      -2.459   3.872   0.156  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.447   4.235   1.089  0.00  0.00           H+0
HETATM   50  H   UNK     0      -0.919   5.209   1.571  0.00  0.00           H+0
HETATM   51  H   UNK     0      -0.773   7.494  -1.251  0.00  0.00           H+0
HETATM   52  H   UNK     0      -0.515   7.471   0.500  0.00  0.00           H+0
HETATM   53  H   UNK     0      -2.011   6.807  -0.189  0.00  0.00           H+0
HETATM   54  H   UNK     0       1.349   6.238  -1.811  0.00  0.00           H+0
HETATM   55  H   UNK     0       2.589   4.449  -0.438  0.00  0.00           H+0
HETATM   56  H   UNK     0       1.352   3.296  -0.930  0.00  0.00           H+0
HETATM   57  H   UNK     0       3.167   4.864  -2.833  0.00  0.00           H+0
HETATM   58  H   UNK     0       3.417   3.201  -2.337  0.00  0.00           H+0
HETATM   59  H   UNK     0       1.167   4.343  -4.048  0.00  0.00           H+0
HETATM   60  H   UNK     0      -0.857   1.798  -4.122  0.00  0.00           H+0
HETATM   61  H   UNK     0      -0.133   2.789  -5.396  0.00  0.00           H+0
HETATM   62  H   UNK     0       0.131   1.043  -5.388  0.00  0.00           H+0
HETATM   63  H   UNK     0       0.659   0.620  -2.477  0.00  0.00           H+0
HETATM   64  H   UNK     0       2.241   1.286  -2.140  0.00  0.00           H+0
HETATM   65  H   UNK     0       1.634  -0.510  -4.535  0.00  0.00           H+0
HETATM   66  H   UNK     0       3.209   0.146  -4.100  0.00  0.00           H+0
HETATM   67  H   UNK     0       3.009  -1.095  -1.863  0.00  0.00           H+0
HETATM   68  H   UNK     0      -1.176  -1.937  -1.431  0.00  0.00           H+0
HETATM   69  H   UNK     0      -0.631  -3.647  -1.375  0.00  0.00           H+0
HETATM   70  H   UNK     0      -0.747  -2.679   0.118  0.00  0.00           H+0
HETATM   71  H   UNK     0       3.821  -3.578  -1.573  0.00  0.00           H+0
HETATM   72  H   UNK     0       2.392  -4.269  -2.371  0.00  0.00           H+0
HETATM   73  H   UNK     0       3.979  -4.602  -3.014  0.00  0.00           H+0
HETATM   74  H   UNK     0       1.595  -3.078  -4.328  0.00  0.00           H+0
HETATM   75  H   UNK     0       5.060  -3.062  -4.558  0.00  0.00           H+0
HETATM   76  H   UNK     0       4.593  -1.413  -4.747  0.00  0.00           H+0
HETATM   77  H   UNK     0       6.726  -1.861  -3.478  0.00  0.00           H+0
HETATM   78  H   UNK     0       5.825  -2.595  -2.187  0.00  0.00           H+0
HETATM   79  H   UNK     0       5.681   0.344  -3.156  0.00  0.00           H+0
HETATM   80  H   UNK     0       5.405  -2.062  -0.217  0.00  0.00           H+0
HETATM   81  H   UNK     0       4.490  -0.821   0.626  0.00  0.00           H+0
HETATM   82  H   UNK     0       6.262  -0.847   0.733  0.00  0.00           H+0
HETATM   83  H   UNK     0       6.219   1.642  -0.036  0.00  0.00           H+0
HETATM   84  H   UNK     0       5.526   2.044  -1.610  0.00  0.00           H+0
HETATM   85  H   UNK     0       4.457   1.610  -0.270  0.00  0.00           H+0
HETATM   86  H   UNK     0      -1.457   1.241   4.093  0.00  0.00           H+0
HETATM   87  H   UNK     0      -2.882   2.003   4.766  0.00  0.00           H+0
HETATM   88  H   UNK     0      -3.045   0.899   3.383  0.00  0.00           H+0
HETATM   89  H   UNK     0      -0.466   3.333   3.543  0.00  0.00           H+0
HETATM   90  H   UNK     0      -3.911   3.985   3.694  0.00  0.00           H+0
HETATM   91  H   UNK     0      -3.385   4.580   2.154  0.00  0.00           H+0
HETATM   92  H   UNK     0      -4.369   2.456   1.068  0.00  0.00           H+0
HETATM   93  H   UNK     0      -4.973   1.995   2.641  0.00  0.00           H+0
HETATM   94  H   UNK     0      -6.465   3.891   2.801  0.00  0.00           H+0
HETATM   95  H   UNK     0      -4.844   3.605  -0.629  0.00  0.00           H+0
HETATM   96  H   UNK     0      -6.477   3.586  -1.300  0.00  0.00           H+0
HETATM   97  H   UNK     0      -5.623   5.123  -1.051  0.00  0.00           H+0
HETATM   98  H   UNK     0      -8.115   5.137   1.772  0.00  0.00           H+0
HETATM   99  H   UNK     0      -7.490   6.087   0.418  0.00  0.00           H+0
HETATM  100  H   UNK     0      -8.443   4.617   0.114  0.00  0.00           H+0
CONECT    1    2   43   44   45                                             
CONECT    2    4    1    3                                                  
CONECT    3    2                                                            
CONECT    4    5    2                                                       
CONECT    5   34    4    6   46                                             
CONECT    6    5    7   47   48                                             
CONECT    7    6    8   49   50                                             
CONECT    8    9   11    7   10                                             
CONECT    9    8   51   52   53                                             
CONECT   10   11    8                                                       
CONECT   11   12    8   10   54                                             
CONECT   12   11   13   55   56                                             
CONECT   13   12   14   57   58                                             
CONECT   14   13   16   15   59                                             
CONECT   15   14   16                                                       
CONECT   16   17   14   18   15                                             
CONECT   17   16   60   61   62                                             
CONECT   18   16   19   63   64                                             
CONECT   19   18   20   65   66                                             
CONECT   20   19   25   21   67                                             
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22   68   69   70                                             
CONECT   24   22                                                            
CONECT   25   27   20   26   28                                             
CONECT   26   25   71   72   73                                             
CONECT   27   25   74                                                       
CONECT   28   25   29   75   76                                             
CONECT   29   28   30   77   78                                             
CONECT   30   29   31   79                                                  
CONECT   31   30   32   33                                                  
CONECT   32   31   80   81   82                                             
CONECT   33   31   83   84   85                                             
CONECT   34   37    5   36   35                                             
CONECT   35   34   86   87   88                                             
CONECT   36   34   89                                                       
CONECT   37   34   38   90   91                                             
CONECT   38   39   37   92   93                                             
CONECT   39   40   38   94                                                  
CONECT   40   39   41   42                                                  
CONECT   41   40   95   96   97                                             
CONECT   42   40   98   99  100                                             
CONECT   43    1                                                            
CONECT   44    1                                                            
CONECT   45    1                                                            
CONECT   46    5                                                            
CONECT   47    6                                                            
CONECT   48    6                                                            
CONECT   49    7                                                            
CONECT   50    7                                                            
CONECT   51    9                                                            
CONECT   52    9                                                            
CONECT   53    9                                                            
CONECT   54   11                                                            
CONECT   55   12                                                            
CONECT   56   12                                                            
CONECT   57   13                                                            
CONECT   58   13                                                            
CONECT   59   14                                                            
CONECT   60   17                                                            
CONECT   61   17                                                            
CONECT   62   17                                                            
CONECT   63   18                                                            
CONECT   64   18                                                            
CONECT   65   19                                                            
CONECT   66   19                                                            
CONECT   67   20                                                            
CONECT   68   23                                                            
CONECT   69   23                                                            
CONECT   70   23                                                            
CONECT   71   26                                                            
CONECT   72   26                                                            
CONECT   73   26                                                            
CONECT   74   27                                                            
CONECT   75   28                                                            
CONECT   76   28                                                            
CONECT   77   29                                                            
CONECT   78   29                                                            
CONECT   79   30                                                            
CONECT   80   32                                                            
CONECT   81   32                                                            
CONECT   82   32                                                            
CONECT   83   33                                                            
CONECT   84   33                                                            
CONECT   85   33                                                            
CONECT   86   35                                                            
CONECT   87   35                                                            
CONECT   88   35                                                            
CONECT   89   36                                                            
CONECT   90   37                                                            
CONECT   91   37                                                            
CONECT   92   38                                                            
CONECT   93   38                                                            
CONECT   94   39                                                            
CONECT   95   41                                                            
CONECT   96   41                                                            
CONECT   97   41                                                            
CONECT   98   42                                                            
CONECT   99   42                                                            
CONECT  100   42                                                            
MASTER        0    0    0    0    0    0    0    0  100    0  202    0
END

RDKit          3D

100101  0  0  0  0  0  0  0  0999 V2000
    1.6278    0.6046    1.4075 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2237    0.9457    1.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3788    0.4270    0.0833 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2789    1.8983    1.8439 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6063    2.4036    1.5300 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4757    3.4700    0.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5162    4.6215    0.7393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2879    5.5561   -0.4281 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9313    6.9067   -0.3403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4086    4.9677   -1.7352 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9114    5.3589   -1.3534 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8712    4.2120   -1.2321 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6419    3.9517   -2.5268 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7498    3.5208   -3.6475 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3817    2.6403   -4.5838 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2487    2.0988   -3.8821 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0338    1.9230   -4.7458 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5863    0.9570   -2.9528 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2614   -0.2112   -3.6875 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4891   -1.4243   -2.7656 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1606   -1.9177   -2.4259 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9190   -2.2079   -1.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5024   -2.6494   -0.9479 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7412   -2.1638   -0.2132 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2782   -2.5833   -3.4524 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3751   -3.8180   -2.5422 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5258   -3.0115   -4.6104 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6793   -2.2011   -3.9880 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7571   -1.8292   -2.9621 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6264   -0.4412   -2.4005 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4952   -0.0709   -1.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4105   -1.0075    0.0629 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4199    1.3874   -0.7402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2438    2.8793    2.8720 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4227    1.6836    3.8233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3350    3.7759    3.5376 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5718    3.6473    2.7036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6977    2.8608    2.0275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9269    3.7136    1.8688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4205    4.2514    0.7362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8021    4.1280   -0.6293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6871    5.0679    0.7658 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0974    1.4488    1.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2135    0.4055    0.5067 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6235   -0.2691    2.0625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2211    1.5815    1.1408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1135    2.9585   -0.4780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4589    3.8720    0.1560 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4468    4.2347    1.0894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9190    5.2091    1.5712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7727    7.4944   -1.2509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5149    7.4708    0.5003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0111    6.8069   -0.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3486    6.2378   -1.8112 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5891    4.4493   -0.4384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3516    3.2958   -0.9301 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1675    4.8643   -2.8334 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4170    3.2015   -2.3372 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1674    4.3430   -4.0476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8573    1.7980   -4.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1329    2.7886   -5.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1312    1.0427   -5.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6588    0.6197   -2.4769 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2415    1.2856   -2.1402 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6336   -0.5104   -4.5349 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2094    0.1459   -4.0998 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0085   -1.0949   -1.8628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1762   -1.9368   -1.4311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6312   -3.6467   -1.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7471   -2.6792    0.1177 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8206   -3.5782   -1.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3917   -4.2692   -2.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9792   -4.6018   -3.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5949   -3.0784   -4.3276 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0598   -3.0622   -4.5577 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5927   -1.4130   -4.7466 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7263   -1.8608   -3.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8249   -2.5951   -2.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6812    0.3441   -3.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4053   -2.0622   -0.2172 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4904   -0.8210    0.6263 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2618   -0.8473    0.7327 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2192    1.6416   -0.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5259    2.0437   -1.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4568    1.6100   -0.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4568    1.2412    4.0928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8820    2.0032    4.7659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0449    0.8986    3.3830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4659    3.3328    3.5431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9108    3.9848    3.6940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3847    4.5795    2.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3690    2.4563    1.0677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9731    1.9950    2.6407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4649    3.8906    2.8008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8440    3.6049   -0.6293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4772    3.5864   -1.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6226    5.1229   -1.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1146    5.1373    1.7716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4897    6.0871    0.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4431    4.6173    0.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  0
  8  9  1  6
 40 39  2  3
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 33 85  1  0
M  END

View in JSmol

Synonyms

Value	Source
(3R,4S)-1-[(2S,3R)-3-{2-[(2R,3S)-3-[(3R,4S)-3-(acetyloxy)-4-hydroxy-4,8-dimethylnon-7-en-1-yl]-3-methyloxiran-2-yl]ethyl}-2-methyloxiran-2-yl]-4-hydroxy-4,8-dimethylnon-7-en-3-yl acetic acid	Generator

Chemical Formula

C₃₄H₅₈O₈

Average Mass

594.8300 Da

Monoisotopic Mass

594.41317 Da

IUPAC Name

(3R,4S)-1-[(2S,3R)-3-{2-[(2R,3S)-3-[(3R,4S)-3-(acetyloxy)-4-hydroxy-4,8-dimethylnon-7-en-1-yl]-3-methyloxiran-2-yl]ethyl}-2-methyloxiran-2-yl]-4-hydroxy-4,8-dimethylnon-7-en-3-yl acetate

Traditional Name

(3R,4S)-1-[(2S,3R)-3-{2-[(2R,3S)-3-[(3R,4S)-3-(acetyloxy)-4-hydroxy-4,8-dimethylnon-7-en-1-yl]-3-methyloxiran-2-yl]ethyl}-2-methyloxiran-2-yl]-4-hydroxy-4,8-dimethylnon-7-en-3-yl acetate

CAS Registry Number

Not Available

SMILES

[H]O[C@@](C([H])([H])[H])(C([H])([H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H])[C@]([H])(OC(=O)C([H])([H])[H])C([H])([H])C([H])([H])[C@@]1(O[C@]1([H])C([H])([H])C([H])([H])[C@@]1([H])O[C@@]1(C([H])([H])[H])C([H])([H])C([H])([H])[C@@]([H])(OC(=O)C([H])([H])[H])[C@](O[H])(C([H])([H])[H])C([H])([H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C34H58O8/c1-23(2)13-11-19-31(7,37)27(39-25(5)35)17-21-33(9)29(41-33)15-16-30-34(10,42-30)22-18-28(40-26(6)36)32(8,38)20-12-14-24(3)4/h13-14,27-30,37-38H,11-12,15-22H2,1-10H3/t27-,28-,29-,30-,31+,32+,33+,34+/m1/s1

InChI Key

OXMCWUYGHSNTPP-NYQMAADGSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Dolabella auricularia	JEOL database	Kigoshi, H., et al, tetrahedron Letts. 42, 7461 (2001)

Chemical Taxonomy

Classification

Not classified

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	5.5	ALOGPS
logP	5.38	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	13.72	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	118.12 Å²	ChemAxon
Rotatable Bond Count	21	ChemAxon
Refractivity	164.98 m³·mol⁻¹	ChemAxon
Polarizability	67.2 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

101130438

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kigoshi, H., et al. (2001). Kigoshi, H., et al, tetrahedron Letts. 42, 7461 (2001). Tetrahedron Lett.

Showing NP-Card for Auriculol (NP0025448)

MOL for NP0025448 (Auriculol)

3D MOL for NP0025448 (Auriculol)

3D SDF for NP0025448 (Auriculol)

3D-SDF for NP0025448 (Auriculol)

PDB for NP0025448 (Auriculol)

3D PDB for NP0025448 (Auriculol)

SMILES for NP0025448 (Auriculol)

INCHI for NP0025448 (Auriculol)

Structure for NP0025448 (Auriculol)

3D Structure for NP0025448 (Auriculol)