NP-MRD: Showing NP-Card for Bryononic acid (NP0085426)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-29 05:57:31 UTC

Updated at

2022-04-29 05:57:32 UTC

NP-MRD ID

NP0085426

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Bryononic acid

Description

(2R,4aS,6aS,8aR,12aS,14aS,14bR)-2,4a,6a,9,9,12a,14a-heptamethyl-10-oxo-1,2,3,4,4a,5,6,6a,7,8,8a,9,10,11,12,12a,13,14,14a,14b-icosahydropicene-2-carboxylic acid belongs to the class of organic compounds known as cyclic ketones. These are organic compounds containing a ketone that is conjugated to a cyclic moiety. Bryononic acid is found in Lagenaria siceraria, Sandoricum indicum and Sandoricum koetjape. Based on a literature review very few articles have been published on (2R,4aS,6aS,8aR,12aS,14aS,14bR)-2,4a,6a,9,9,12a,14a-heptamethyl-10-oxo-1,2,3,4,4a,5,6,6a,7,8,8a,9,10,11,12,12a,13,14,14a,14b-icosahydropicene-2-carboxylic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292207572D          

 35 39  0  0  1  0            999 V2000
   -0.4733   -5.5341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -5.2520    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -5.9664    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -4.5375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8395   -4.5375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4270   -5.2520    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -3.8230    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4895   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -5.2520    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8395   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -5.2520    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1895   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1058   -2.9985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4061   -2.5613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8342   -2.6112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7766   -3.3858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -4.5375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9520   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452   -6.0644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  7 21  1  0  0  0  0
 11 21  1  0  0  0  0
 21 22  1  1  0  0  0
 12 18  1  0  0  0  0
 18 23  1  1  0  0  0
 15 24  1  6  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 15 27  1  1  0  0  0
 11 28  1  6  0  0  0
  2 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
  8 32  1  0  0  0  0
  3 32  1  0  0  0  0
 32 33  1  1  0  0  0
 29 34  2  0  0  0  0
  2 35  1  0  0  0  0
M  END

     RDKit          3D

 79 83  0  0  0  0  0  0  0  0999 V2000
    5.7101   -1.5539   -0.2909 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1798   -0.1769    0.0890 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9095    0.8412   -0.7345 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3872   -0.0194    1.5366 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4400    0.3866    1.9628 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2982   -0.3609    2.4743 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9830    0.2933    2.1158 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9268    0.7671    0.6839 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5102    2.1639    0.6239 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5243    0.8431    0.1839 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0735    0.0726   -0.7976 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9497   -0.6570   -1.7568 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3514   -0.0440   -1.6274 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6942   -0.2070   -0.1597 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4041   -0.1213   -1.0199 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7612    0.7374   -2.1967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6009   -1.5729   -1.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9299   -2.1244   -0.9657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0056   -1.1317   -0.7412 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6232   -0.8049   -2.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1204   -1.8399    0.0414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3146   -0.9287    0.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8705    0.2487    1.0473 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2676    1.5130    0.3623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6002    0.1697    2.3514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0110    0.0711    3.4357 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9846    0.2096    2.3274 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3766    0.1850    1.3522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6233    0.0752    0.0381 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1464    0.2452    0.2434 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5977   -0.6108    1.3645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8010    1.6871    0.5507 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6471    1.8534    0.8629 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6942   -1.6602    0.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0364   -2.3617    0.0663 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7833   -1.6097   -1.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4918    1.5582   -0.1202 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1765    1.3506   -1.3931 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6480    0.3659   -1.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2122   -1.4825    2.4567 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5752   -0.1266    3.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2024   -0.4899    2.2359 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7089    1.0952    2.8331 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8504    2.7900    1.2939 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4146    2.6225   -0.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5166    2.2359    1.0616 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5773   -0.5632   -2.7933 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0299   -1.7239   -1.4762 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0205   -0.6566   -2.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2452    1.0011   -1.9387 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3488   -1.2334    0.1303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0545    1.4741   -2.4614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8376    0.0998   -3.1262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6652    1.3303   -2.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3486   -1.7280   -2.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1686   -2.1680   -0.7884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2648   -2.7986   -1.8101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8682   -2.8287   -0.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9079   -1.0911   -2.9229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8170    0.2714   -2.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5337   -1.3942   -2.2994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4381   -2.6871   -0.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7583   -2.2906    0.9650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0912   -1.5421    0.7339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6496   -0.6157   -0.7837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2684    1.8156    0.7322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3619    1.4280   -0.7384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5783    2.3662    0.5927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5261    1.0464    2.1517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2069   -0.6437    2.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1275    1.1508    1.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9625    0.9733   -0.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3346    0.0179    2.2403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3284   -1.3601    1.7347 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2772   -1.2256    1.0171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0615    2.2732   -0.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3974    2.1198    1.3602 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9759    2.8471    0.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7794    1.8385    1.9554 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 10  2  0
 10 33  1  0
 33 32  1  0
 32 30  1  0
 30 31  1  1
 30 29  1  0
 29 28  1  0
 28 23  1  0
 23 24  1  6
 23 22  1  0
 22 21  1  0
 21 19  1  0
 19 20  1  6
 19 18  1  0
 18 17  1  0
 17 15  1  0
 15 16  1  6
 23 25  1  0
 25 27  1  0
 25 26  2  0
 10  8  1  0
  8  9  1  1
  8  7  1  0
  7  6  1  0
  6  4  1  0
  4  5  2  0
  4  2  1  0
  2  1  1  6
  2  3  1  0
  8 14  1  0
  2 14  1  0
 15 11  1  0
 15 30  1  0
 19 29  1  0
 14 51  1  1
 13 49  1  0
 13 50  1  0
 12 47  1  0
 12 48  1  0
 33 78  1  0
 33 79  1  0
 32 76  1  0
 32 77  1  0
 31 73  1  0
 31 74  1  0
 31 75  1  0
 29 72  1  6
 28 70  1  0
 28 71  1  0
 24 66  1  0
 24 67  1  0
 24 68  1  0
 22 64  1  0
 22 65  1  0
 21 62  1  0
 21 63  1  0
 20 59  1  0
 20 60  1  0
 20 61  1  0
 18 57  1  0
 18 58  1  0
 17 55  1  0
 17 56  1  0
 16 52  1  0
 16 53  1  0
 16 54  1  0
 27 69  1  0
  9 44  1  0
  9 45  1  0
  9 46  1  0
  7 42  1  0
  7 43  1  0
  6 40  1  0
  6 41  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  3 37  1  0
  3 38  1  0
  3 39  1  0
M  END


  Mrv1652304292207572D          

 35 39  0  0  1  0            999 V2000
   -0.4733   -5.5341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -5.2520    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -5.9664    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -4.5375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8395   -4.5375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4270   -5.2520    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -3.8230    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4895   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -5.2520    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8395   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -5.2520    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1895   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1058   -2.9985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4061   -2.5613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8342   -2.6112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7766   -3.3858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -4.5375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9520   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452   -6.0644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  7 21  1  0  0  0  0
 11 21  1  0  0  0  0
 21 22  1  1  0  0  0
 12 18  1  0  0  0  0
 18 23  1  1  0  0  0
 15 24  1  6  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 15 27  1  1  0  0  0
 11 28  1  6  0  0  0
  2 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
  8 32  1  0  0  0  0
  3 32  1  0  0  0  0
 32 33  1  1  0  0  0
 29 34  2  0  0  0  0
  2 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0085426

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CCC3=C(CC[C@@]4(C)[C@]5([H])C[C@@](C)(CC[C@]5(C)CC[C@]34C)C(O)=O)[C@@]1(C)CCC(=O)C2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C30H46O3/c1-25(2)21-9-8-20-19(28(21,5)12-11-23(25)31)10-13-30(7)22-18-27(4,24(32)33)15-14-26(22,3)16-17-29(20,30)6/h21-22H,8-18H2,1-7H3,(H,32,33)/t21-,22+,26+,27+,28+,29+,30-/m0/s1

> <INCHI_KEY>
XKLPFWHBIRYSNP-VZJYYLGYSA-N

> <FORMULA>
C30H46O3

> <MOLECULAR_WEIGHT>
454.695

> <EXACT_MASS>
454.344695341

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
79

> <JCHEM_AVERAGE_POLARIZABILITY>
54.11981990000341

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,4aS,6aS,8aR,12aS,14aS,14bR)-2,4a,6a,9,9,12a,14a-heptamethyl-10-oxo-1,2,3,4,4a,5,6,6a,7,8,8a,9,10,11,12,12a,13,14,14a,14b-icosahydropicene-2-carboxylic acid

> <ALOGPS_LOGP>
6.60

> <JCHEM_LOGP>
7.114703314333335

> <ALOGPS_LOGS>
-5.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.69285621740435

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.615564205719523

> <JCHEM_PKA_STRONGEST_BASIC>
-7.471290151345441

> <JCHEM_POLAR_SURFACE_AREA>
54.37

> <JCHEM_REFRACTIVITY>
132.53559999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.48e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,4aS,6aS,8aR,12aS,14aS,14bR)-2,4a,6a,9,9,12a,14a-heptamethyl-10-oxo-3,4,5,6,7,8,8a,11,12,13,14,14b-dodecahydro-1H-picene-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0      -0.883 -10.330   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.564  -9.804   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.104  -9.804   0.000  0.00  0.00           C+0
HETATM    4  H   UNK     0       1.334 -11.137   0.000  0.00  0.00           H+0
HETATM    5  C   UNK     0       2.874 -11.137   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.414 -11.137   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.184  -9.804   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.414  -8.470   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.184  -7.136   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.724  -7.136   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.494  -8.470   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.034  -8.470   0.000  0.00  0.00           C+0
HETATM   13  H   UNK     0       8.264  -9.804   0.000  0.00  0.00           H+0
HETATM   14  C   UNK     0       9.804  -7.136   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.344  -7.136   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.114  -8.470   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.344  -9.804   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.804  -9.804   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.034 -11.137   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.494 -11.137   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.724  -9.804   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.954 -11.137   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.574 -11.137   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.397  -5.597   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      10.091  -4.781   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      12.757  -4.874   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      12.650  -6.320   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.264  -7.136   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.206  -8.470   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.564  -7.136   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.104  -7.136   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.874  -8.470   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.644  -7.136   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -1.746  -8.470   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       0.831 -11.320   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   29   35                                             
CONECT    3    2    4    5   32                                             
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   21                                                  
CONECT    8    7    9   32                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   21   28                                             
CONECT   12   11   13   14   18                                             
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   24   27                                             
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   12   23                                             
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20    7   11   22                                             
CONECT   22   21                                                            
CONECT   23   18                                                            
CONECT   24   15   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   15                                                            
CONECT   28   11                                                            
CONECT   29    2   30   34                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31    8    3   33                                             
CONECT   33   32                                                            
CONECT   34   29                                                            
CONECT   35    2                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   78    0
END

View in JSmol

Synonyms

Value	Source
(2R,4AS,6as,8ar,12as,14as,14BR)-2,4a,6a,9,9,12a,14a-heptamethyl-10-oxo-1,2,3,4,4a,5,6,6a,7,8,8a,9,10,11,12,12a,13,14,14a,14b-icosahydropicene-2-carboxylate	Generator

Chemical Formula

C₃₀H₄₆O₃

Average Mass

454.6950 Da

Monoisotopic Mass

454.34470 Da

IUPAC Name

(2R,4aS,6aS,8aR,12aS,14aS,14bR)-2,4a,6a,9,9,12a,14a-heptamethyl-10-oxo-1,2,3,4,4a,5,6,6a,7,8,8a,9,10,11,12,12a,13,14,14a,14b-icosahydropicene-2-carboxylic acid

Traditional Name

(2R,4aS,6aS,8aR,12aS,14aS,14bR)-2,4a,6a,9,9,12a,14a-heptamethyl-10-oxo-3,4,5,6,7,8,8a,11,12,13,14,14b-dodecahydro-1H-picene-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H][C@@]12CCC3=C(CC[C@@]4(C)[C@]5([H])C[C@@](C)(CC[C@]5(C)CC[C@]34C)C(O)=O)[C@@]1(C)CCC(=O)C2(C)C

InChI Identifier

InChI=1S/C30H46O3/c1-25(2)21-9-8-20-19(28(21,5)12-11-23(25)31)10-13-30(7)22-18-27(4,24(32)33)15-14-26(22,3)16-17-29(20,30)6/h21-22H,8-18H2,1-7H3,(H,32,33)/t21-,22+,26+,27+,28+,29+,30-/m0/s1

InChI Key

XKLPFWHBIRYSNP-VZJYYLGYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Lagenaria siceraria	LOTUS Database	35616633
Sandoricum indicum	Plant	KNApSAcK
Sandoricum koetjape	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclic ketones. These are organic compounds containing a ketone that is conjugated to a cyclic moiety.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Cyclic ketones

Alternative Parents

Substituents

Cyclic ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxide
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	6.6	ALOGPS
logP	7.11	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	4.62	ChemAxon
pKa (Strongest Basic)	-7.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	132.54 m³·mol⁻¹	ChemAxon
Polarizability	54.12 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00055280

Chemspider ID

103883957

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15756414

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Bryononic acid (NP0085426)

MOL for NP0085426 (Bryononic acid)

3D MOL for NP0085426 (Bryononic acid)

3D SDF for NP0085426 (Bryononic acid)

3D-SDF for NP0085426 (Bryononic acid)

PDB for NP0085426 (Bryononic acid)

3D PDB for NP0085426 (Bryononic acid)

SMILES for NP0085426 (Bryononic acid)

INCHI for NP0085426 (Bryononic acid)

Structure for NP0085426 (Bryononic acid)

3D Structure for NP0085426 (Bryononic acid)