NP-MRD: Showing NP-Card for lippiolic acid (NP0035696)

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Record Information

Version

2.0

Created at

2021-06-20 19:04:11 UTC

Updated at

2021-06-30 00:06:51 UTC

NP-MRD ID

NP0035696

Secondary Accession Numbers

None

Natural Product Identification

Common Name

lippiolic acid

Provided By

JEOL Database JEOL Logo

Description

Lippiolic Acid, also known as lippiolate, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. lippiolic acid is found in Lippia mexicana. lippiolic acid was first documented in 2010 (PMID: 20942442). Based on a literature review very few articles have been published on Lippiolic Acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202121043D          

 81 84  0  0  0  0            999 V2000
    5.6895   -0.0486    0.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9093   -0.0575    1.1032 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4913    0.3353    2.4381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4497   -0.5307    1.1126 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3173   -1.9072    0.4279 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9335   -2.5184    0.6481 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7609   -1.6401    0.1336 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8331   -1.6497   -1.4228 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9303   -0.1763    0.7140 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2377    0.7322    0.2704 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6163    0.1669    0.6239 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8238   -1.2624    0.1103 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2235   -1.8450    0.4117 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4976   -1.0730   -0.0036 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9258    0.1334    0.8254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7643    0.2384    2.1559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5699    1.2529    0.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5955   -2.1802    0.0256 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3974   -2.1247   -1.1506 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8648   -3.5359    0.0923 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4096   -3.2167   -0.2878 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3026   -3.1942   -1.8346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3790   -4.2047    0.2766 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9369   -3.6901    0.0895 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6790   -2.2337    0.6208 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7355   -2.3562    2.1834 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3669    0.5051    0.6033 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6906    0.9967   -0.8313 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4184    1.8189    1.4795 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0038    1.6972    2.9505 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2570    2.9787    3.7017 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6001    4.0555    3.2466 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0406    2.8338    5.0245 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7275    0.2687    0.0513 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3222   -0.3524   -0.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5548    0.5876    2.3662 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3990   -0.4922    3.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9770    1.2069    2.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2124   -0.7352    2.1665 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0597   -2.5963    0.8533 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5438   -1.8532   -0.6410 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8413   -2.6973    1.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9078   -3.5047    0.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7028   -2.6540   -1.8330 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0919   -1.0035   -1.8960 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8003   -1.3358   -1.8060 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8094   -0.2979    1.7941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1998    0.9108   -0.8090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1652    1.7166    0.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3614    0.8341    0.1779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7634    0.2150    1.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7573   -1.1892   -0.9792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2937   -2.0053    1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3546   -0.7181   -1.0333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0863    1.1242    2.6969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3158   -0.5471    2.7543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4745    0.8983   -0.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8775    1.6380   -0.7067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8563    2.0915    0.6927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2698   -2.0915    0.8854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8718   -1.2763   -1.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9051   -3.9091    1.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3156   -4.2950   -0.5560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3154   -2.8894   -2.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0274   -2.5222   -2.3022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4929   -4.1950   -2.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4795   -5.1808   -0.2145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5680   -4.3885    1.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2564   -4.3941    0.5845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7076   -3.7655   -0.9744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6921   -2.7448    2.5412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5898   -1.4081    2.7032 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0119   -3.0593    2.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5300    1.7028   -0.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8503    1.5327   -1.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9841    0.1977   -1.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311    2.2406    1.4342 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7914    2.5911    1.0135 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9340    1.4833    3.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5691    0.9054    3.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2270    3.7234    5.3918 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 16  2  3  0  0  0
 12 13  1  0  0  0  0
 25 24  1  0  0  0  0
 24 23  1  0  0  0  0
 23 21  1  0  0  0  0
 14 15  1  0  0  0  0
  2  3  1  0  0  0  0
 27  9  1  0  0  0  0
 27 28  1  6  0  0  0
  4  5  1  0  0  0  0
  7  8  1  6  0  0  0
  5  6  1  0  0  0  0
 12 52  1  6  0  0  0
  6  7  1  0  0  0  0
 21 22  1  6  0  0  0
  9  7  1  0  0  0  0
  2  1  2  3  0  0  0
 15 17  1  0  0  0  0
  9 47  1  1  0  0  0
 30 29  1  0  0  0  0
  4 39  1  1  0  0  0
  2  4  1  0  0  0  0
 25 26  1  1  0  0  0
 27 29  1  0  0  0  0
 13 53  1  1  0  0  0
  9 10  1  0  0  0  0
 31 33  1  0  0  0  0
  7 25  1  0  0  0  0
 31 32  2  0  0  0  0
 13 21  1  0  0  0  0
 12 11  1  0  0  0  0
 11 10  1  0  0  0  0
 12 25  1  0  0  0  0
 27  4  1  0  0  0  0
 21 20  1  0  0  0  0
 20 18  1  0  0  0  0
 18 14  1  0  0  0  0
 14 13  1  0  0  0  0
 30 31  1  0  0  0  0
 18 19  1  0  0  0  0
 14 54  1  6  0  0  0
 16 55  1  0  0  0  0
 16 56  1  0  0  0  0
 17 57  1  0  0  0  0
 17 58  1  0  0  0  0
 17 59  1  0  0  0  0
 30 79  1  0  0  0  0
 30 80  1  0  0  0  0
 29 77  1  0  0  0  0
 29 78  1  0  0  0  0
  5 40  1  0  0  0  0
  5 41  1  0  0  0  0
  6 42  1  0  0  0  0
  6 43  1  0  0  0  0
 11 50  1  0  0  0  0
 11 51  1  0  0  0  0
 10 48  1  0  0  0  0
 10 49  1  0  0  0  0
 24 69  1  0  0  0  0
 24 70  1  0  0  0  0
 23 67  1  0  0  0  0
 23 68  1  0  0  0  0
  3 36  1  0  0  0  0
  3 37  1  0  0  0  0
  3 38  1  0  0  0  0
 28 74  1  0  0  0  0
 28 75  1  0  0  0  0
 28 76  1  0  0  0  0
  8 44  1  0  0  0  0
  8 45  1  0  0  0  0
  8 46  1  0  0  0  0
 22 64  1  0  0  0  0
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  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
 26 71  1  0  0  0  0
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 33 81  1  0  0  0  0
 20 62  1  0  0  0  0
 20 63  1  0  0  0  0
 18 60  1  1  0  0  0
 19 61  1  0  0  0  0
M  END

     RDKit          3D

 81 84  0  0  0  0  0  0  0  0999 V2000
    5.6895   -0.0486    0.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9093   -0.0575    1.1032 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4913    0.3353    2.4381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4497   -0.5307    1.1126 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3173   -1.9072    0.4279 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9335   -2.5184    0.6481 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7609   -1.6401    0.1336 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8331   -1.6497   -1.4228 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9303   -0.1763    0.7140 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2377    0.7322    0.2704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6163    0.1669    0.6239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8238   -1.2624    0.1103 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2235   -1.8450    0.4117 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4976   -1.0730   -0.0036 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9258    0.1334    0.8254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7643    0.2384    2.1559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5699    1.2529    0.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5955   -2.1802    0.0256 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3974   -2.1247   -1.1506 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8648   -3.5359    0.0923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4096   -3.2167   -0.2878 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3026   -3.1942   -1.8346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3790   -4.2047    0.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9369   -3.6901    0.0895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6790   -2.2337    0.6208 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7355   -2.3562    2.1834 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3669    0.5051    0.6033 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6906    0.9967   -0.8313 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4184    1.8189    1.4795 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0038    1.6972    2.9505 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2570    2.9787    3.7017 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6001    4.0555    3.2466 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0406    2.8338    5.0245 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7275    0.2687    0.0513 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3222   -0.3524   -0.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5548    0.5876    2.3662 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3990   -0.4922    3.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9770    1.2069    2.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2124   -0.7352    2.1665 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0597   -2.5963    0.8533 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5438   -1.8532   -0.6410 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8413   -2.6973    1.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7028   -2.6540   -1.8330 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0919   -1.0035   -1.8960 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8003   -1.3358   -1.8060 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8094   -0.2979    1.7941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1998    0.9108   -0.8090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1652    1.7166    0.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.8775    1.6380   -0.7067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8563    2.0915    0.6927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2698   -2.0915    0.8854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8718   -1.2763   -1.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9051   -3.9091    1.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3156   -4.2950   -0.5560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3154   -2.8894   -2.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0274   -2.5222   -2.3022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4929   -4.1950   -2.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4795   -5.1808   -0.2145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5680   -4.3885    1.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2564   -4.3941    0.5845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7076   -3.7655   -0.9744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6921   -2.7448    2.5412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5898   -1.4081    2.7032 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0119   -3.0593    2.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5300    1.7028   -0.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8503    1.5327   -1.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9841    0.1977   -1.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311    2.2406    1.4342 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7914    2.5911    1.0135 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9340    1.4833    3.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5691    0.9054    3.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2270    3.7234    5.3918 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 16  2  3
 12 13  1  0
 25 24  1  0
 24 23  1  0
 23 21  1  0
 14 15  1  0
  2  3  1  0
 27  9  1  0
 27 28  1  6
  4  5  1  0
  7  8  1  6
  5  6  1  0
 12 52  1  6
  6  7  1  0
 21 22  1  6
  9  7  1  0
  2  1  2  3
 15 17  1  0
  9 47  1  1
 30 29  1  0
  4 39  1  1
  2  4  1  0
 25 26  1  1
 27 29  1  0
 13 53  1  1
  9 10  1  0
 31 33  1  0
  7 25  1  0
 31 32  2  0
 13 21  1  0
 12 11  1  0
 11 10  1  0
 12 25  1  0
 27  4  1  0
 21 20  1  0
 20 18  1  0
 18 14  1  0
 14 13  1  0
 30 31  1  0
 18 19  1  0
 14 54  1  6
 16 55  1  0
 16 56  1  0
 17 57  1  0
 17 58  1  0
 17 59  1  0
 30 79  1  0
 30 80  1  0
 29 77  1  0
 29 78  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
 11 50  1  0
 11 51  1  0
 10 48  1  0
 10 49  1  0
 24 69  1  0
 24 70  1  0
 23 67  1  0
 23 68  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
 28 74  1  0
 28 75  1  0
 28 76  1  0
  8 44  1  0
  8 45  1  0
  8 46  1  0
 22 64  1  0
 22 65  1  0
 22 66  1  0
  1 34  1  0
  1 35  1  0
 26 71  1  0
 26 72  1  0
 26 73  1  0
 33 81  1  0
 20 62  1  0
 20 63  1  0
 18 60  1  1
 19 61  1  0
M  END


  Mrv1652306202121043D          

 81 84  0  0  0  0            999 V2000
    5.6895   -0.0486    0.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9093   -0.0575    1.1032 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4913    0.3353    2.4381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4497   -0.5307    1.1126 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3173   -1.9072    0.4279 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9335   -2.5184    0.6481 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7609   -1.6401    0.1336 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8331   -1.6497   -1.4228 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9303   -0.1763    0.7140 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2377    0.7322    0.2704 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6163    0.1669    0.6239 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8238   -1.2624    0.1103 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2235   -1.8450    0.4117 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4976   -1.0730   -0.0036 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9258    0.1334    0.8254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7643    0.2384    2.1559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5699    1.2529    0.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5955   -2.1802    0.0256 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3974   -2.1247   -1.1506 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8648   -3.5359    0.0923 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4096   -3.2167   -0.2878 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3026   -3.1942   -1.8346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3790   -4.2047    0.2766 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9369   -3.6901    0.0895 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6790   -2.2337    0.6208 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7355   -2.3562    2.1834 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3669    0.5051    0.6033 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6906    0.9967   -0.8313 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4184    1.8189    1.4795 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0038    1.6972    2.9505 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2570    2.9787    3.7017 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6001    4.0555    3.2466 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0406    2.8338    5.0245 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7275    0.2687    0.0513 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3222   -0.3524   -0.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5548    0.5876    2.3662 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3990   -0.4922    3.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9770    1.2069    2.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2124   -0.7352    2.1665 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0597   -2.5963    0.8533 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5438   -1.8532   -0.6410 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8413   -2.6973    1.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9078   -3.5047    0.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7028   -2.6540   -1.8330 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0919   -1.0035   -1.8960 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8003   -1.3358   -1.8060 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8094   -0.2979    1.7941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1998    0.9108   -0.8090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1652    1.7166    0.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3614    0.8341    0.1779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7634    0.2150    1.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7573   -1.1892   -0.9792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2937   -2.0053    1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3546   -0.7181   -1.0333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0863    1.1242    2.6969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3158   -0.5471    2.7543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4745    0.8983   -0.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8775    1.6380   -0.7067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8563    2.0915    0.6927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2698   -2.0915    0.8854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8718   -1.2763   -1.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9051   -3.9091    1.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3156   -4.2950   -0.5560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3154   -2.8894   -2.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0274   -2.5222   -2.3022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4929   -4.1950   -2.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4795   -5.1808   -0.2145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5680   -4.3885    1.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2564   -4.3941    0.5845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7076   -3.7655   -0.9744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6921   -2.7448    2.5412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5898   -1.4081    2.7032 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0119   -3.0593    2.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5300    1.7028   -0.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8503    1.5327   -1.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9841    0.1977   -1.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311    2.2406    1.4342 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7914    2.5911    1.0135 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9340    1.4833    3.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5691    0.9054    3.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2270    3.7234    5.3918 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 16  2  3  0  0  0
 12 13  1  0  0  0  0
 25 24  1  0  0  0  0
 24 23  1  0  0  0  0
 23 21  1  0  0  0  0
 14 15  1  0  0  0  0
  2  3  1  0  0  0  0
 27  9  1  0  0  0  0
 27 28  1  6  0  0  0
  4  5  1  0  0  0  0
  7  8  1  6  0  0  0
  5  6  1  0  0  0  0
 12 52  1  6  0  0  0
  6  7  1  0  0  0  0
 21 22  1  6  0  0  0
  9  7  1  0  0  0  0
  2  1  2  3  0  0  0
 15 17  1  0  0  0  0
  9 47  1  1  0  0  0
 30 29  1  0  0  0  0
  4 39  1  1  0  0  0
  2  4  1  0  0  0  0
 25 26  1  1  0  0  0
 27 29  1  0  0  0  0
 13 53  1  1  0  0  0
  9 10  1  0  0  0  0
 31 33  1  0  0  0  0
  7 25  1  0  0  0  0
 31 32  2  0  0  0  0
 13 21  1  0  0  0  0
 12 11  1  0  0  0  0
 11 10  1  0  0  0  0
 12 25  1  0  0  0  0
 27  4  1  0  0  0  0
 21 20  1  0  0  0  0
 20 18  1  0  0  0  0
 18 14  1  0  0  0  0
 14 13  1  0  0  0  0
 30 31  1  0  0  0  0
 18 19  1  0  0  0  0
 14 54  1  6  0  0  0
 16 55  1  0  0  0  0
 16 56  1  0  0  0  0
 17 57  1  0  0  0  0
 17 58  1  0  0  0  0
 17 59  1  0  0  0  0
 30 79  1  0  0  0  0
 30 80  1  0  0  0  0
 29 77  1  0  0  0  0
 29 78  1  0  0  0  0
  5 40  1  0  0  0  0
  5 41  1  0  0  0  0
  6 42  1  0  0  0  0
  6 43  1  0  0  0  0
 11 50  1  0  0  0  0
 11 51  1  0  0  0  0
 10 48  1  0  0  0  0
 10 49  1  0  0  0  0
 24 69  1  0  0  0  0
 24 70  1  0  0  0  0
 23 67  1  0  0  0  0
 23 68  1  0  0  0  0
  3 36  1  0  0  0  0
  3 37  1  0  0  0  0
  3 38  1  0  0  0  0
 28 74  1  0  0  0  0
 28 75  1  0  0  0  0
 28 76  1  0  0  0  0
  8 44  1  0  0  0  0
  8 45  1  0  0  0  0
  8 46  1  0  0  0  0
 22 64  1  0  0  0  0
 22 65  1  0  0  0  0
 22 66  1  0  0  0  0
  1 34  1  0  0  0  0
  1 35  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
 33 81  1  0  0  0  0
 20 62  1  0  0  0  0
 20 63  1  0  0  0  0
 18 60  1  1  0  0  0
 19 61  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0035696

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C([H])([H])C([H])([H])[C@@]1(C([H])([H])[H])[C@]([H])(C(=C([H])[H])C([H])([H])[H])C([H])([H])C([H])([H])[C@]2(C([H])([H])[H])[C@]1([H])C([H])([H])C([H])([H])[C@]1([H])[C@@]3([H])[C@]([H])(C(=C([H])[H])C([H])([H])[H])[C@@]([H])(O[H])C([H])([H])[C@]3(C([H])([H])[H])C([H])([H])C([H])([H])[C@@]21C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C30H48O3/c1-18(2)20-11-14-30(8)23(28(20,6)13-12-24(32)33)10-9-21-26-25(19(3)4)22(31)17-27(26,5)15-16-29(21,30)7/h20-23,25-26,31H,1,3,9-17H2,2,4-8H3,(H,32,33)/t20-,21+,22-,23+,25+,26-,27-,28-,29+,30+/m0/s1

> <INCHI_KEY>
CMBZCUVUDFRKAG-HIHFUEEJSA-N

> <FORMULA>
C30H48O3

> <MOLECULAR_WEIGHT>
456.711

> <EXACT_MASS>
456.360345406

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
54.99797711876563

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[(1R,2R,5S,6S,7R,10R,11S,12R,13S,15S)-13-hydroxy-1,2,6,15-tetramethyl-5,12-bis(prop-1-en-2-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-6-yl]propanoic acid

> <ALOGPS_LOGP>
5.44

> <JCHEM_LOGP>
6.310452622666667

> <ALOGPS_LOGS>
-6.17

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.733740631254282

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.900039986587268

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7282628699648995

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
134.35630000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.12e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[(1R,2R,5S,6S,7R,10R,11S,12R,13S,15S)-13-hydroxy-1,2,6,15-tetramethyl-5,12-bis(prop-1-en-2-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-6-yl]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 81 84  0  0  0  0  0  0  0  0999 V2000
    5.6895   -0.0486    0.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9093   -0.0575    1.1032 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4913    0.3353    2.4381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4497   -0.5307    1.1126 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3173   -1.9072    0.4279 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9335   -2.5184    0.6481 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7609   -1.6401    0.1336 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8331   -1.6497   -1.4228 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9303   -0.1763    0.7140 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2377    0.7322    0.2704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6163    0.1669    0.6239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8238   -1.2624    0.1103 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2235   -1.8450    0.4117 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4976   -1.0730   -0.0036 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9258    0.1334    0.8254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7643    0.2384    2.1559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5699    1.2529    0.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5955   -2.1802    0.0256 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3974   -2.1247   -1.1506 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8648   -3.5359    0.0923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4096   -3.2167   -0.2878 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3026   -3.1942   -1.8346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3790   -4.2047    0.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9369   -3.6901    0.0895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6790   -2.2337    0.6208 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7355   -2.3562    2.1834 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3669    0.5051    0.6033 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6906    0.9967   -0.8313 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4184    1.8189    1.4795 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0038    1.6972    2.9505 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2570    2.9787    3.7017 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6001    4.0555    3.2466 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0406    2.8338    5.0245 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7275    0.2687    0.0513 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3222   -0.3524   -0.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5548    0.5876    2.3662 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3990   -0.4922    3.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9770    1.2069    2.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2124   -0.7352    2.1665 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0597   -2.5963    0.8533 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5438   -1.8532   -0.6410 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8413   -2.6973    1.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9078   -3.5047    0.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7028   -2.6540   -1.8330 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0919   -1.0035   -1.8960 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8003   -1.3358   -1.8060 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8094   -0.2979    1.7941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1998    0.9108   -0.8090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1652    1.7166    0.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3614    0.8341    0.1779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7634    0.2150    1.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7573   -1.1892   -0.9792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2937   -2.0053    1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3546   -0.7181   -1.0333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0863    1.1242    2.6969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3158   -0.5471    2.7543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4745    0.8983   -0.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8775    1.6380   -0.7067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8563    2.0915    0.6927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2698   -2.0915    0.8854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8718   -1.2763   -1.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9051   -3.9091    1.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3156   -4.2950   -0.5560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3154   -2.8894   -2.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0274   -2.5222   -2.3022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4929   -4.1950   -2.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4795   -5.1808   -0.2145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5680   -4.3885    1.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2564   -4.3941    0.5845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7076   -3.7655   -0.9744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6921   -2.7448    2.5412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5898   -1.4081    2.7032 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0119   -3.0593    2.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5300    1.7028   -0.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8503    1.5327   -1.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9841    0.1977   -1.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311    2.2406    1.4342 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7914    2.5911    1.0135 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9340    1.4833    3.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5691    0.9054    3.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2270    3.7234    5.3918 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 16  2  3
 12 13  1  0
 25 24  1  0
 24 23  1  0
 23 21  1  0
 14 15  1  0
  2  3  1  0
 27  9  1  0
 27 28  1  6
  4  5  1  0
  7  8  1  6
  5  6  1  0
 12 52  1  6
  6  7  1  0
 21 22  1  6
  9  7  1  0
  2  1  2  3
 15 17  1  0
  9 47  1  1
 30 29  1  0
  4 39  1  1
  2  4  1  0
 25 26  1  1
 27 29  1  0
 13 53  1  1
  9 10  1  0
 31 33  1  0
  7 25  1  0
 31 32  2  0
 13 21  1  0
 12 11  1  0
 11 10  1  0
 12 25  1  0
 27  4  1  0
 21 20  1  0
 20 18  1  0
 18 14  1  0
 14 13  1  0
 30 31  1  0
 18 19  1  0
 14 54  1  6
 16 55  1  0
 16 56  1  0
 17 57  1  0
 17 58  1  0
 17 59  1  0
 30 79  1  0
 30 80  1  0
 29 77  1  0
 29 78  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  6 43  1  0
 11 50  1  0
 11 51  1  0
 10 48  1  0
 10 49  1  0
 24 69  1  0
 24 70  1  0
 23 67  1  0
 23 68  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
 28 74  1  0
 28 75  1  0
 28 76  1  0
  8 44  1  0
  8 45  1  0
  8 46  1  0
 22 64  1  0
 22 65  1  0
 22 66  1  0
  1 34  1  0
  1 35  1  0
 26 71  1  0
 26 72  1  0
 26 73  1  0
 33 81  1  0
 20 62  1  0
 20 63  1  0
 18 60  1  1
 19 61  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       5.689  -0.049   0.008  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.909  -0.058   1.103  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.491   0.335   2.438  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.450  -0.531   1.113  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.317  -1.907   0.428  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.934  -2.518   0.648  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.761  -1.640   0.134  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.833  -1.650  -1.423  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.930  -0.176   0.714  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.238   0.732   0.270  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.616   0.167   0.624  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.824  -1.262   0.110  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.224  -1.845   0.412  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.498  -1.073  -0.004  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.926   0.133   0.825  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.764   0.238   2.156  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.570   1.253   0.049  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.596  -2.180   0.026  0.00  0.00           C+0
HETATM   19  O   UNK     0      -6.397  -2.125  -1.151  0.00  0.00           O+0
HETATM   20  C   UNK     0      -4.865  -3.536   0.092  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.410  -3.217  -0.288  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.303  -3.194  -1.835  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.379  -4.205   0.277  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.937  -3.690   0.090  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.679  -2.234   0.621  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.736  -2.356   2.183  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.367   0.505   0.603  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.691   0.997  -0.831  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.418   1.819   1.480  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.004   1.697   2.950  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.257   2.979   3.702  0.00  0.00           C+0
HETATM   32  O   UNK     0       2.600   4.056   3.247  0.00  0.00           O+0
HETATM   33  O   UNK     0       2.041   2.834   5.024  0.00  0.00           O+0
HETATM   34  H   UNK     0       6.728   0.269   0.051  0.00  0.00           H+0
HETATM   35  H   UNK     0       5.322  -0.352  -0.967  0.00  0.00           H+0
HETATM   36  H   UNK     0       6.555   0.588   2.366  0.00  0.00           H+0
HETATM   37  H   UNK     0       5.399  -0.492   3.149  0.00  0.00           H+0
HETATM   38  H   UNK     0       4.977   1.207   2.850  0.00  0.00           H+0
HETATM   39  H   UNK     0       3.212  -0.735   2.167  0.00  0.00           H+0
HETATM   40  H   UNK     0       4.060  -2.596   0.853  0.00  0.00           H+0
HETATM   41  H   UNK     0       3.544  -1.853  -0.641  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.841  -2.697   1.723  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.908  -3.505   0.169  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.703  -2.654  -1.833  0.00  0.00           H+0
HETATM   45  H   UNK     0       0.092  -1.004  -1.896  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.800  -1.336  -1.806  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.809  -0.298   1.794  0.00  0.00           H+0
HETATM   48  H   UNK     0      -0.200   0.911  -0.809  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.165   1.717   0.742  0.00  0.00           H+0
HETATM   50  H   UNK     0      -2.361   0.834   0.178  0.00  0.00           H+0
HETATM   51  H   UNK     0      -1.763   0.215   1.708  0.00  0.00           H+0
HETATM   52  H   UNK     0      -1.757  -1.189  -0.979  0.00  0.00           H+0
HETATM   53  H   UNK     0      -3.294  -2.005   1.494  0.00  0.00           H+0
HETATM   54  H   UNK     0      -4.355  -0.718  -1.033  0.00  0.00           H+0
HETATM   55  H   UNK     0      -5.086   1.124   2.697  0.00  0.00           H+0
HETATM   56  H   UNK     0      -4.316  -0.547   2.754  0.00  0.00           H+0
HETATM   57  H   UNK     0      -6.474   0.898  -0.454  0.00  0.00           H+0
HETATM   58  H   UNK     0      -4.878   1.638  -0.707  0.00  0.00           H+0
HETATM   59  H   UNK     0      -5.856   2.091   0.693  0.00  0.00           H+0
HETATM   60  H   UNK     0      -6.270  -2.091   0.885  0.00  0.00           H+0
HETATM   61  H   UNK     0      -6.872  -1.276  -1.129  0.00  0.00           H+0
HETATM   62  H   UNK     0      -4.905  -3.909   1.123  0.00  0.00           H+0
HETATM   63  H   UNK     0      -5.316  -4.295  -0.556  0.00  0.00           H+0
HETATM   64  H   UNK     0      -2.315  -2.889  -2.191  0.00  0.00           H+0
HETATM   65  H   UNK     0      -4.027  -2.522  -2.302  0.00  0.00           H+0
HETATM   66  H   UNK     0      -3.493  -4.195  -2.240  0.00  0.00           H+0
HETATM   67  H   UNK     0      -2.479  -5.181  -0.215  0.00  0.00           H+0
HETATM   68  H   UNK     0      -2.568  -4.388   1.341  0.00  0.00           H+0
HETATM   69  H   UNK     0      -0.256  -4.394   0.585  0.00  0.00           H+0
HETATM   70  H   UNK     0      -0.708  -3.765  -0.974  0.00  0.00           H+0
HETATM   71  H   UNK     0      -1.692  -2.745   2.541  0.00  0.00           H+0
HETATM   72  H   UNK     0      -0.590  -1.408   2.703  0.00  0.00           H+0
HETATM   73  H   UNK     0       0.012  -3.059   2.562  0.00  0.00           H+0
HETATM   74  H   UNK     0       3.530   1.703  -0.827  0.00  0.00           H+0
HETATM   75  H   UNK     0       1.850   1.533  -1.281  0.00  0.00           H+0
HETATM   76  H   UNK     0       2.984   0.198  -1.510  0.00  0.00           H+0
HETATM   77  H   UNK     0       3.431   2.241   1.434  0.00  0.00           H+0
HETATM   78  H   UNK     0       1.791   2.591   1.014  0.00  0.00           H+0
HETATM   79  H   UNK     0       0.934   1.483   3.035  0.00  0.00           H+0
HETATM   80  H   UNK     0       2.569   0.905   3.449  0.00  0.00           H+0
HETATM   81  H   UNK     0       2.227   3.723   5.392  0.00  0.00           H+0
CONECT    1    2   34   35                                                  
CONECT    2    3    1    4                                                  
CONECT    3    2   36   37   38                                             
CONECT    4    5   39    2   27                                             
CONECT    5    4    6   40   41                                             
CONECT    6    5    7   42   43                                             
CONECT    7    8    6    9   25                                             
CONECT    8    7   44   45   46                                             
CONECT    9   27    7   47   10                                             
CONECT   10    9   11   48   49                                             
CONECT   11   12   10   50   51                                             
CONECT   12   13   52   11   25                                             
CONECT   13   12   53   21   14                                             
CONECT   14   15   18   13   54                                             
CONECT   15   16   14   17                                                  
CONECT   16   15   55   56                                                  
CONECT   17   15   57   58   59                                             
CONECT   18   20   14   19   60                                             
CONECT   19   18   61                                                       
CONECT   20   21   18   62   63                                             
CONECT   21   23   22   13   20                                             
CONECT   22   21   64   65   66                                             
CONECT   23   24   21   67   68                                             
CONECT   24   25   23   69   70                                             
CONECT   25   24   26    7   12                                             
CONECT   26   25   71   72   73                                             
CONECT   27    9   28   29    4                                             
CONECT   28   27   74   75   76                                             
CONECT   29   30   27   77   78                                             
CONECT   30   29   31   79   80                                             
CONECT   31   33   32   30                                                  
CONECT   32   31                                                            
CONECT   33   31   81                                                       
CONECT   34    1                                                            
CONECT   35    1                                                            
CONECT   36    3                                                            
CONECT   37    3                                                            
CONECT   38    3                                                            
CONECT   39    4                                                            
CONECT   40    5                                                            
CONECT   41    5                                                            
CONECT   42    6                                                            
CONECT   43    6                                                            
CONECT   44    8                                                            
CONECT   45    8                                                            
CONECT   46    8                                                            
CONECT   47    9                                                            
CONECT   48   10                                                            
CONECT   49   10                                                            
CONECT   50   11                                                            
CONECT   51   11                                                            
CONECT   52   12                                                            
CONECT   53   13                                                            
CONECT   54   14                                                            
CONECT   55   16                                                            
CONECT   56   16                                                            
CONECT   57   17                                                            
CONECT   58   17                                                            
CONECT   59   17                                                            
CONECT   60   18                                                            
CONECT   61   19                                                            
CONECT   62   20                                                            
CONECT   63   20                                                            
CONECT   64   22                                                            
CONECT   65   22                                                            
CONECT   66   22                                                            
CONECT   67   23                                                            
CONECT   68   23                                                            
CONECT   69   24                                                            
CONECT   70   24                                                            
CONECT   71   26                                                            
CONECT   72   26                                                            
CONECT   73   26                                                            
CONECT   74   28                                                            
CONECT   75   28                                                            
CONECT   76   28                                                            
CONECT   77   29                                                            
CONECT   78   29                                                            
CONECT   79   30                                                            
CONECT   80   30                                                            
CONECT   81   33                                                            
MASTER        0    0    0    0    0    0    0    0   81    0  168    0
END

RDKit          3D

81 84  0  0  0  0  0  0  0  0999 V2000
    5.6895   -0.0486    0.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9093   -0.0575    1.1032 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4913    0.3353    2.4381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4497   -0.5307    1.1126 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3173   -1.9072    0.4279 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9335   -2.5184    0.6481 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7609   -1.6401    0.1336 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8331   -1.6497   -1.4228 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9303   -0.1763    0.7140 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -1.6163    0.1669    0.6239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8238   -1.2624    0.1103 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2235   -1.8450    0.4117 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4976   -1.0730   -0.0036 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9258    0.1334    0.8254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7643    0.2384    2.1559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5699    1.2529    0.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5955   -2.1802    0.0256 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3974   -2.1247   -1.1506 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8648   -3.5359    0.0923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4096   -3.2167   -0.2878 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3026   -3.1942   -1.8346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3790   -4.2047    0.2766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9369   -3.6901    0.0895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6790   -2.2337    0.6208 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7355   -2.3562    2.1834 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3669    0.5051    0.6033 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6906    0.9967   -0.8313 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4184    1.8189    1.4795 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0038    1.6972    2.9505 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2570    2.9787    3.7017 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.0863    1.1242    2.6969 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.0274   -2.5222   -2.3022 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8503    1.5327   -1.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2270    3.7234    5.3918 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 16  2  3
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M  END

View in JSmol

Synonyms

Value	Source
Lippiolate	Generator

Chemical Formula

C₃₀H₄₈O₃

Average Mass

456.7110 Da

Monoisotopic Mass

456.36035 Da

IUPAC Name

3-[(1R,2R,5S,6S,7R,10R,11S,12R,13S,15S)-13-hydroxy-1,2,6,15-tetramethyl-5,12-bis(prop-1-en-2-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-6-yl]propanoic acid

Traditional Name

3-[(1R,2R,5S,6S,7R,10R,11S,12R,13S,15S)-13-hydroxy-1,2,6,15-tetramethyl-5,12-bis(prop-1-en-2-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-6-yl]propanoic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)C([H])([H])C([H])([H])[C@@]1(C([H])([H])[H])[C@]([H])(C(=C([H])[H])C([H])([H])[H])C([H])([H])C([H])([H])[C@]2(C([H])([H])[H])[C@]1([H])C([H])([H])C([H])([H])[C@]1([H])[C@@]3([H])[C@]([H])(C(=C([H])[H])C([H])([H])[H])[C@@]([H])(O[H])C([H])([H])[C@]3(C([H])([H])[H])C([H])([H])C([H])([H])[C@@]21C([H])([H])[H]

InChI Identifier

InChI=1S/C30H48O3/c1-18(2)20-11-14-30(8)23(28(20,6)13-12-24(32)33)10-9-21-26-25(19(3)4)22(31)17-27(26,5)15-16-29(21,30)7/h20-23,25-26,31H,1,3,9-17H2,2,4-8H3,(H,32,33)/t20-,21+,22-,23+,25+,26-,27-,28-,29+,30+/m0/s1

InChI Key

CMBZCUVUDFRKAG-HIHFUEEJSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃ + DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃ + DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃ + DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃ + DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃ + DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃ + DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃ + DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃ + DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃ + DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃ + DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃ + DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃ + DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃ + DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃ + DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃ + DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃ + DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃ + DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃ + DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃ + DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃ + DMSO-d6, 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
Lippia mexicana	JEOL database	Maldonado, E., et al, J. Nat. Prod. 73, 1969 (2010)

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 acid
Androstane-skeleton
16-hydroxysteroid
16-alpha-hydroxysteroid
Hydroxysteroid
Steroid
Carbocyclic fatty acid
Hydroxy fatty acid
Fatty acyl
Cyclic alcohol
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Alcohol
Carbonyl group
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

steroid acid (CHEBI:70624 )

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	5.44	ALOGPS
logP	6.31	ChemAxon
logS	-6.2	ALOGPS
pKa (Strongest Acidic)	4.9	ChemAxon
pKa (Strongest Basic)	-0.73	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	134.36 m³·mol⁻¹	ChemAxon
Polarizability	55 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	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

26377656

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

50900055

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Maldonado E, Diaz-Arumir H, Toscano RA, Martinez M: Lupane triterpenes with a delta-lactone at ring E, from Lippia mexicana. J Nat Prod. 2010 Nov 29;73(11):1969-72. doi: 10.1021/np100571v. Epub 2010 Oct 13. [PubMed:20942442 ]
Maldonado, E., et al. (2010). Maldonado, E., et al, J. Nat. Prod. 73, 1969 (2010). J. Nat. Prod..

Showing NP-Card for lippiolic acid (NP0035696)

MOL for NP0035696 (lippiolic acid)

3D MOL for NP0035696 (lippiolic acid)

3D SDF for NP0035696 (lippiolic acid)

3D-SDF for NP0035696 (lippiolic acid)

PDB for NP0035696 (lippiolic acid)

3D PDB for NP0035696 (lippiolic acid)

SMILES for NP0035696 (lippiolic acid)

INCHI for NP0035696 (lippiolic acid)

Structure for NP0035696 (lippiolic acid)

3D Structure for NP0035696 (lippiolic acid)