NP-MRD: Showing NP-Card for marrulanic acid (NP0032200)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-19 23:04:05 UTC

Updated at

2021-06-30 00:01:14 UTC

NP-MRD ID

NP0032200

Secondary Accession Numbers

None

Natural Product Identification

Common Name

marrulanic acid

Provided By

JEOL Database JEOL Logo

Description

CHEMBL1077925 belongs to the class of organic compounds known as heterocyclic fatty acids. These are fatty acids containing a heterocyclic attached to the acyl chain. marrulanic acid is found in Marrubium globosum, Marrubium globosum ssp. libanoticum and Marrubium globosum ssp.libanoticum. marrulanic acid was first documented in 2006 (Rigano, D., et al.). Based on a literature review very few articles have been published on CHEMBL1077925.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202101043D          

 51 53  0  0  0  0            999 V2000
   -1.2488    0.1391    2.9270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7176   -0.4485    1.6043 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2007   -1.8649    1.9159 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5798   -2.5677    0.8177 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2298   -3.2354   -0.1510 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5183   -3.3943   -1.2989 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1577   -4.0536   -2.2601 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8320   -2.6337   -1.1742 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9313   -3.6436   -0.7920 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2578   -1.8791   -2.4429 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8455   -0.5094   -2.1105 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9287    0.4034   -1.2762 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8213   -0.3260   -0.4607 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4120   -0.4604   -1.4068 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4798   -1.6879   -0.0150 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3598    0.4434    0.8640 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5030    0.5315    1.7236 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2192    1.8808    0.6524 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6638    3.0292    0.1324 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9056    3.3836    0.9466 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5814    3.6999    2.3791 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3279    2.8799    3.2490 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5513    5.0186    2.6369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8496    1.0371    2.7588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9079   -0.5789    3.4290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4398    0.3838    3.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5987   -0.5460    0.9609 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4611   -1.7955    2.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0480   -2.4957    2.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1548   -3.3554    1.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1356   -4.3286   -1.6237 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6546   -4.2733    0.0592 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8656   -3.1299   -0.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4359   -1.7739   -3.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0141   -2.4528   -2.9947 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7819   -0.6595   -1.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1274    0.0072   -3.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5784    0.9813   -0.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4705    1.1217   -1.9652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2178   -1.0651   -0.9873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1752   -0.9005   -2.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8345    0.5209   -1.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3851   -1.4564    0.5636 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2759    1.0892    2.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5967    2.2468    1.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1085    1.8236    0.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0261    3.9241    0.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9489    2.8547   -0.9065 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3961    4.2559    0.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6583    2.5914    0.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3249    5.0821    3.5883 H   0  0  0  0  0  0  0  0  0  0  0  0
 15  4  1  0  0  0  0
  4  3  1  0  0  0  0
  3  2  1  0  0  0  0
  2 16  1  0  0  0  0
 10  8  1  0  0  0  0
  8  6  1  0  0  0  0
  8 15  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  0  0  0  0
 13 12  1  0  0  0  0
  8  9  1  1  0  0  0
 13 15  1  0  0  0  0
  2  1  1  0  0  0  0
 13 14  1  6  0  0  0
 16 18  1  0  0  0  0
 16 17  1  1  0  0  0
  6  7  2  0  0  0  0
 19 18  1  0  0  0  0
 19 20  1  0  0  0  0
 11 10  1  0  0  0  0
 20 21  1  0  0  0  0
 11 12  1  0  0  0  0
 21 23  1  0  0  0  0
 13 16  1  0  0  0  0
 21 22  2  0  0  0  0
 17 44  1  0  0  0  0
 19 47  1  0  0  0  0
 19 48  1  0  0  0  0
 18 45  1  0  0  0  0
 18 46  1  0  0  0  0
 11 36  1  0  0  0  0
 11 37  1  0  0  0  0
 10 34  1  0  0  0  0
 10 35  1  0  0  0  0
 12 38  1  0  0  0  0
 12 39  1  0  0  0  0
 15 43  1  1  0  0  0
  4 30  1  1  0  0  0
  3 28  1  0  0  0  0
  3 29  1  0  0  0  0
  2 27  1  6  0  0  0
  9 31  1  0  0  0  0
  9 32  1  0  0  0  0
  9 33  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
 14 40  1  0  0  0  0
 14 41  1  0  0  0  0
 14 42  1  0  0  0  0
 20 49  1  0  0  0  0
 20 50  1  0  0  0  0
 23 51  1  0  0  0  0
M  END

     RDKit          3D

 51 53  0  0  0  0  0  0  0  0999 V2000
   -1.2488    0.1391    2.9270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7176   -0.4485    1.6043 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2007   -1.8649    1.9159 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5798   -2.5677    0.8177 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2298   -3.2354   -0.1510 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5183   -3.3943   -1.2989 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1577   -4.0536   -2.2601 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8320   -2.6337   -1.1742 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9313   -3.6436   -0.7920 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2578   -1.8791   -2.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8455   -0.5094   -2.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9287    0.4034   -1.2762 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8213   -0.3260   -0.4607 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4120   -0.4604   -1.4068 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4798   -1.6879   -0.0150 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3598    0.4434    0.8640 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5030    0.5315    1.7236 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2192    1.8808    0.6524 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6638    3.0292    0.1324 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9056    3.3836    0.9466 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5814    3.6999    2.3791 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3279    2.8799    3.2490 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5513    5.0186    2.6369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8496    1.0371    2.7588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9079   -0.5789    3.4290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4398    0.3838    3.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5987   -0.5460    0.9609 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4611   -1.7955    2.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0480   -2.4957    2.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1548   -3.3554    1.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1356   -4.3286   -1.6237 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6546   -4.2733    0.0592 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8656   -3.1299   -0.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4359   -1.7739   -3.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0141   -2.4528   -2.9947 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7819   -0.6595   -1.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1274    0.0072   -3.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5784    0.9813   -0.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4705    1.1217   -1.9652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2178   -1.0651   -0.9873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1752   -0.9005   -2.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8345    0.5209   -1.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3851   -1.4564    0.5636 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2759    1.0892    2.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5967    2.2468    1.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1085    1.8236    0.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0261    3.9241    0.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9489    2.8547   -0.9065 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3961    4.2559    0.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6583    2.5914    0.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3249    5.0821    3.5883 H   0  0  0  0  0  0  0  0  0  0  0  0
 15  4  1  0
  4  3  1  0
  3  2  1  0
  2 16  1  0
 10  8  1  0
  8  6  1  0
  8 15  1  0
  4  5  1  0
  6  5  1  0
 13 12  1  0
  8  9  1  1
 13 15  1  0
  2  1  1  0
 13 14  1  6
 16 18  1  0
 16 17  1  1
  6  7  2  0
 19 18  1  0
 19 20  1  0
 11 10  1  0
 20 21  1  0
 11 12  1  0
 21 23  1  0
 13 16  1  0
 21 22  2  0
 17 44  1  0
 19 47  1  0
 19 48  1  0
 18 45  1  0
 18 46  1  0
 11 36  1  0
 11 37  1  0
 10 34  1  0
 10 35  1  0
 12 38  1  0
 12 39  1  0
 15 43  1  1
  4 30  1  1
  3 28  1  0
  3 29  1  0
  2 27  1  6
  9 31  1  0
  9 32  1  0
  9 33  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
 14 40  1  0
 14 41  1  0
 14 42  1  0
 20 49  1  0
 20 50  1  0
 23 51  1  0
M  END


  Mrv1652306202101043D          

 51 53  0  0  0  0            999 V2000
   -1.2488    0.1391    2.9270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7176   -0.4485    1.6043 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2007   -1.8649    1.9159 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5798   -2.5677    0.8177 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2298   -3.2354   -0.1510 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5183   -3.3943   -1.2989 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1577   -4.0536   -2.2601 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8320   -2.6337   -1.1742 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9313   -3.6436   -0.7920 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2578   -1.8791   -2.4429 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8455   -0.5094   -2.1105 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9287    0.4034   -1.2762 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8213   -0.3260   -0.4607 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4120   -0.4604   -1.4068 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4798   -1.6879   -0.0150 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3598    0.4434    0.8640 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5030    0.5315    1.7236 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2192    1.8808    0.6524 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6638    3.0292    0.1324 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9056    3.3836    0.9466 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5814    3.6999    2.3791 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3279    2.8799    3.2490 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5513    5.0186    2.6369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8496    1.0371    2.7588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9079   -0.5789    3.4290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4398    0.3838    3.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5987   -0.5460    0.9609 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4611   -1.7955    2.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0480   -2.4957    2.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1548   -3.3554    1.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1356   -4.3286   -1.6237 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6546   -4.2733    0.0592 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8656   -3.1299   -0.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4359   -1.7739   -3.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0141   -2.4528   -2.9947 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7819   -0.6595   -1.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1274    0.0072   -3.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5784    0.9813   -0.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4705    1.1217   -1.9652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2178   -1.0651   -0.9873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1752   -0.9005   -2.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8345    0.5209   -1.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3851   -1.4564    0.5636 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2759    1.0892    2.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5967    2.2468    1.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1085    1.8236    0.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0261    3.9241    0.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9489    2.8547   -0.9065 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3961    4.2559    0.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6583    2.5914    0.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3249    5.0821    3.5883 H   0  0  0  0  0  0  0  0  0  0  0  0
 15  4  1  0  0  0  0
  4  3  1  0  0  0  0
  3  2  1  0  0  0  0
  2 16  1  0  0  0  0
 10  8  1  0  0  0  0
  8  6  1  0  0  0  0
  8 15  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  0  0  0  0
 13 12  1  0  0  0  0
  8  9  1  1  0  0  0
 13 15  1  0  0  0  0
  2  1  1  0  0  0  0
 13 14  1  6  0  0  0
 16 18  1  0  0  0  0
 16 17  1  1  0  0  0
  6  7  2  0  0  0  0
 19 18  1  0  0  0  0
 19 20  1  0  0  0  0
 11 10  1  0  0  0  0
 20 21  1  0  0  0  0
 11 12  1  0  0  0  0
 21 23  1  0  0  0  0
 13 16  1  0  0  0  0
 21 22  2  0  0  0  0
 17 44  1  0  0  0  0
 19 47  1  0  0  0  0
 19 48  1  0  0  0  0
 18 45  1  0  0  0  0
 18 46  1  0  0  0  0
 11 36  1  0  0  0  0
 11 37  1  0  0  0  0
 10 34  1  0  0  0  0
 10 35  1  0  0  0  0
 12 38  1  0  0  0  0
 12 39  1  0  0  0  0
 15 43  1  1  0  0  0
  4 30  1  1  0  0  0
  3 28  1  0  0  0  0
  3 29  1  0  0  0  0
  2 27  1  6  0  0  0
  9 31  1  0  0  0  0
  9 32  1  0  0  0  0
  9 33  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
 14 40  1  0  0  0  0
 14 41  1  0  0  0  0
 14 42  1  0  0  0  0
 20 49  1  0  0  0  0
 20 50  1  0  0  0  0
 23 51  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0032200

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C([H])([H])C([H])([H])C([H])([H])[C@@]1(O[H])[C@]([H])(C([H])([H])[H])C([H])([H])[C@@]2([H])OC(=O)[C@@]3(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])[C@@]1(C([H])([H])[H])[C@@]23[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H28O5/c1-11-10-12-14-16(2,15(21)23-12)7-5-8-17(14,3)18(11,22)9-4-6-13(19)20/h11-12,14,22H,4-10H2,1-3H3,(H,19,20)/t11-,12-,14+,16+,17+,18-/m1/s1

> <INCHI_KEY>
KRTAGCAAGRLSRQ-GCTGDKDVSA-N

> <FORMULA>
C18H28O5

> <MOLECULAR_WEIGHT>
324.417

> <EXACT_MASS>
324.193674002

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
34.64883665019162

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(1R,4S,8S,9R,10R,12R)-9-hydroxy-4,8,10-trimethyl-3-oxo-2-oxatricyclo[6.3.1.0^{4,12}]dodecan-9-yl]butanoic acid

> <ALOGPS_LOGP>
2.57

> <JCHEM_LOGP>
2.607530260666667

> <ALOGPS_LOGS>
-3.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.183715985927567

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.531957584136625

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1565046990863825

> <JCHEM_POLAR_SURFACE_AREA>
83.83

> <JCHEM_REFRACTIVITY>
83.43599999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.08e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(1R,4S,8S,9R,10R,12R)-9-hydroxy-4,8,10-trimethyl-3-oxo-2-oxatricyclo[6.3.1.0^{4,12}]dodecan-9-yl]butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 51 53  0  0  0  0  0  0  0  0999 V2000
   -1.2488    0.1391    2.9270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7176   -0.4485    1.6043 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2007   -1.8649    1.9159 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5798   -2.5677    0.8177 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2298   -3.2354   -0.1510 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5183   -3.3943   -1.2989 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1577   -4.0536   -2.2601 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8320   -2.6337   -1.1742 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9313   -3.6436   -0.7920 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2578   -1.8791   -2.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8455   -0.5094   -2.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9287    0.4034   -1.2762 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8213   -0.3260   -0.4607 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4120   -0.4604   -1.4068 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4798   -1.6879   -0.0150 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3598    0.4434    0.8640 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5030    0.5315    1.7236 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2192    1.8808    0.6524 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6638    3.0292    0.1324 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9056    3.3836    0.9466 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5814    3.6999    2.3791 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3279    2.8799    3.2490 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5513    5.0186    2.6369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8496    1.0371    2.7588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9079   -0.5789    3.4290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4398    0.3838    3.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5987   -0.5460    0.9609 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4611   -1.7955    2.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0480   -2.4957    2.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1548   -3.3554    1.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1356   -4.3286   -1.6237 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6546   -4.2733    0.0592 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8656   -3.1299   -0.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4359   -1.7739   -3.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0141   -2.4528   -2.9947 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7819   -0.6595   -1.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1274    0.0072   -3.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5784    0.9813   -0.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4705    1.1217   -1.9652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2178   -1.0651   -0.9873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1752   -0.9005   -2.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8345    0.5209   -1.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3851   -1.4564    0.5636 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2759    1.0892    2.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5967    2.2468    1.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1085    1.8236    0.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0261    3.9241    0.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9489    2.8547   -0.9065 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3961    4.2559    0.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6583    2.5914    0.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3249    5.0821    3.5883 H   0  0  0  0  0  0  0  0  0  0  0  0
 15  4  1  0
  4  3  1  0
  3  2  1  0
  2 16  1  0
 10  8  1  0
  8  6  1  0
  8 15  1  0
  4  5  1  0
  6  5  1  0
 13 12  1  0
  8  9  1  1
 13 15  1  0
  2  1  1  0
 13 14  1  6
 16 18  1  0
 16 17  1  1
  6  7  2  0
 19 18  1  0
 19 20  1  0
 11 10  1  0
 20 21  1  0
 11 12  1  0
 21 23  1  0
 13 16  1  0
 21 22  2  0
 17 44  1  0
 19 47  1  0
 19 48  1  0
 18 45  1  0
 18 46  1  0
 11 36  1  0
 11 37  1  0
 10 34  1  0
 10 35  1  0
 12 38  1  0
 12 39  1  0
 15 43  1  1
  4 30  1  1
  3 28  1  0
  3 29  1  0
  2 27  1  6
  9 31  1  0
  9 32  1  0
  9 33  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
 14 40  1  0
 14 41  1  0
 14 42  1  0
 20 49  1  0
 20 50  1  0
 23 51  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      -1.249   0.139   2.927  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.718  -0.449   1.604  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.201  -1.865   1.916  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.580  -2.568   0.818  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.230  -3.235  -0.151  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.518  -3.394  -1.299  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.158  -4.054  -2.260  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.832  -2.634  -1.174  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.931  -3.644  -0.792  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.258  -1.879  -2.443  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.845  -0.509  -2.111  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.929   0.403  -1.276  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.821  -0.326  -0.461  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.412  -0.460  -1.407  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.480  -1.688  -0.015  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.360   0.443   0.864  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.503   0.532   1.724  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.219   1.881   0.652  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.664   3.029   0.132  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.906   3.384   0.947  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.581   3.700   2.379  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.328   2.880   3.249  0.00  0.00           O+0
HETATM   23  O   UNK     0       1.551   5.019   2.637  0.00  0.00           O+0
HETATM   24  H   UNK     0      -1.850   1.037   2.759  0.00  0.00           H+0
HETATM   25  H   UNK     0      -1.908  -0.579   3.429  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.440   0.384   3.622  0.00  0.00           H+0
HETATM   27  H   UNK     0      -1.599  -0.546   0.961  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.461  -1.796   2.791  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.048  -2.496   2.214  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.155  -3.355   1.322  0.00  0.00           H+0
HETATM   31  H   UNK     0       3.136  -4.329  -1.624  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.655  -4.273   0.059  0.00  0.00           H+0
HETATM   33  H   UNK     0       3.866  -3.130  -0.541  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.436  -1.774  -3.157  0.00  0.00           H+0
HETATM   35  H   UNK     0       3.014  -2.453  -2.995  0.00  0.00           H+0
HETATM   36  H   UNK     0       3.782  -0.660  -1.557  0.00  0.00           H+0
HETATM   37  H   UNK     0       3.127   0.007  -3.036  0.00  0.00           H+0
HETATM   38  H   UNK     0       2.578   0.981  -0.613  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.470   1.122  -1.965  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.218  -1.065  -0.987  0.00  0.00           H+0
HETATM   41  H   UNK     0      -0.175  -0.901  -2.374  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.835   0.521  -1.645  0.00  0.00           H+0
HETATM   43  H   UNK     0       2.385  -1.456   0.564  0.00  0.00           H+0
HETATM   44  H   UNK     0       1.276   1.089   2.497  0.00  0.00           H+0
HETATM   45  H   UNK     0      -0.597   2.247   1.612  0.00  0.00           H+0
HETATM   46  H   UNK     0      -1.109   1.824   0.015  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.026   3.924   0.100  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.949   2.855  -0.907  0.00  0.00           H+0
HETATM   49  H   UNK     0       2.396   4.256   0.497  0.00  0.00           H+0
HETATM   50  H   UNK     0       2.658   2.591   0.934  0.00  0.00           H+0
HETATM   51  H   UNK     0       1.325   5.082   3.588  0.00  0.00           H+0
CONECT    1    2   24   25   26                                             
CONECT    2    3   16    1   27                                             
CONECT    3    4    2   28   29                                             
CONECT    4   15    3    5   30                                             
CONECT    5    4    6                                                       
CONECT    6    8    5    7                                                  
CONECT    7    6                                                            
CONECT    8   10    6   15    9                                             
CONECT    9    8   31   32   33                                             
CONECT   10    8   11   34   35                                             
CONECT   11   10   12   36   37                                             
CONECT   12   13   11   38   39                                             
CONECT   13   12   15   14   16                                             
CONECT   14   13   40   41   42                                             
CONECT   15    4    8   13   43                                             
CONECT   16    2   18   17   13                                             
CONECT   17   16   44                                                       
CONECT   18   16   19   45   46                                             
CONECT   19   18   20   47   48                                             
CONECT   20   19   21   49   50                                             
CONECT   21   20   23   22                                                  
CONECT   22   21                                                            
CONECT   23   21   51                                                       
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    2                                                            
CONECT   28    3                                                            
CONECT   29    3                                                            
CONECT   30    4                                                            
CONECT   31    9                                                            
CONECT   32    9                                                            
CONECT   33    9                                                            
CONECT   34   10                                                            
CONECT   35   10                                                            
CONECT   36   11                                                            
CONECT   37   11                                                            
CONECT   38   12                                                            
CONECT   39   12                                                            
CONECT   40   14                                                            
CONECT   41   14                                                            
CONECT   42   14                                                            
CONECT   43   15                                                            
CONECT   44   17                                                            
CONECT   45   18                                                            
CONECT   46   18                                                            
CONECT   47   19                                                            
CONECT   48   19                                                            
CONECT   49   20                                                            
CONECT   50   20                                                            
CONECT   51   23                                                            
MASTER        0    0    0    0    0    0    0    0   51    0  106    0
END

RDKit          3D

51 53  0  0  0  0  0  0  0  0999 V2000
   -1.2488    0.1391    2.9270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7176   -0.4485    1.6043 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2007   -1.8649    1.9159 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5798   -2.5677    0.8177 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2298   -3.2354   -0.1510 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5183   -3.3943   -1.2989 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1577   -4.0536   -2.2601 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8320   -2.6337   -1.1742 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9313   -3.6436   -0.7920 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2578   -1.8791   -2.4429 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8455   -0.5094   -2.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9287    0.4034   -1.2762 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8213   -0.3260   -0.4607 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4120   -0.4604   -1.4068 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4798   -1.6879   -0.0150 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3598    0.4434    0.8640 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5030    0.5315    1.7236 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2192    1.8808    0.6524 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6638    3.0292    0.1324 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9056    3.3836    0.9466 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5814    3.6999    2.3791 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3279    2.8799    3.2490 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5513    5.0186    2.6369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8496    1.0371    2.7588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9079   -0.5789    3.4290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4398    0.3838    3.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5987   -0.5460    0.9609 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4611   -1.7955    2.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0480   -2.4957    2.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1548   -3.3554    1.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1356   -4.3286   -1.6237 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6546   -4.2733    0.0592 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8656   -3.1299   -0.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4359   -1.7739   -3.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0141   -2.4528   -2.9947 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7819   -0.6595   -1.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1274    0.0072   -3.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5784    0.9813   -0.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4705    1.1217   -1.9652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2178   -1.0651   -0.9873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1752   -0.9005   -2.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8345    0.5209   -1.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3851   -1.4564    0.5636 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2759    1.0892    2.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5967    2.2468    1.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1085    1.8236    0.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0261    3.9241    0.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9489    2.8547   -0.9065 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3961    4.2559    0.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6583    2.5914    0.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3249    5.0821    3.5883 H   0  0  0  0  0  0  0  0  0  0  0  0
 15  4  1  0
  4  3  1  0
  3  2  1  0
  2 16  1  0
 10  8  1  0
  8  6  1  0
  8 15  1  0
  4  5  1  0
  6  5  1  0
 13 12  1  0
  8  9  1  1
 13 15  1  0
  2  1  1  0
 13 14  1  6
 16 18  1  0
 16 17  1  1
  6  7  2  0
 19 18  1  0
 19 20  1  0
 11 10  1  0
 20 21  1  0
 11 12  1  0
 21 23  1  0
 13 16  1  0
 21 22  2  0
 17 44  1  0
 19 47  1  0
 19 48  1  0
 18 45  1  0
 18 46  1  0
 11 36  1  0
 11 37  1  0
 10 34  1  0
 10 35  1  0
 12 38  1  0
 12 39  1  0
 15 43  1  1
  4 30  1  1
  3 28  1  0
  3 29  1  0
  2 27  1  6
  9 31  1  0
  9 32  1  0
  9 33  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
 14 40  1  0
 14 41  1  0
 14 42  1  0
 20 49  1  0
 20 50  1  0
 23 51  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₂₈O₅

Average Mass

324.4170 Da

Monoisotopic Mass

324.19367 Da

IUPAC Name

4-[(1R,4S,8S,9R,10R,12R)-9-hydroxy-4,8,10-trimethyl-3-oxo-2-oxatricyclo[6.3.1.0^{4,12}]dodecan-9-yl]butanoic acid

Traditional Name

4-[(1R,4S,8S,9R,10R,12R)-9-hydroxy-4,8,10-trimethyl-3-oxo-2-oxatricyclo[6.3.1.0^{4,12}]dodecan-9-yl]butanoic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)C([H])([H])C([H])([H])C([H])([H])[C@@]1(O[H])[C@]([H])(C([H])([H])[H])C([H])([H])[C@@]2([H])OC(=O)[C@@]3(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])[C@@]1(C([H])([H])[H])[C@@]23[H]

InChI Identifier

InChI=1S/C18H28O5/c1-11-10-12-14-16(2,15(21)23-12)7-5-8-17(14,3)18(11,22)9-4-6-13(19)20/h11-12,14,22H,4-10H2,1-3H3,(H,19,20)/t11-,12-,14+,16+,17+,18-/m1/s1

InChI Key

KRTAGCAAGRLSRQ-GCTGDKDVSA-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
Marrubium globosum	LOTUS Database	35616633
Marrubium globosum ssp. libanoticum	JEOL database	Rigano, D., et al, J. Nat. Prod. 69, 836 (2006)
Marrubium globosum ssp.libanoticum	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as heterocyclic fatty acids. These are fatty acids containing a heterocyclic attached to the acyl chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Heterocyclic fatty acids

Alternative Parents

Substituents

Heterocyclic fatty acid
Hydroxy fatty acid
Dicarboxylic acid or derivatives
Gamma butyrolactone
Cyclic alcohol
Tetrahydrofuran
Tertiary alcohol
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Alcohol
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	2.57	ALOGPS
logP	2.61	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	4.53	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	83.44 m³·mol⁻¹	ChemAxon
Polarizability	34.65 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

24667325

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46883326

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Rigano, D., et al. (2006). Rigano, D., et al, J. Nat. Prod. 69, 836 (2006) . J. Nat. Prod..

Showing NP-Card for marrulanic acid (NP0032200)

MOL for NP0032200 (marrulanic acid)

3D MOL for NP0032200 (marrulanic acid)

3D SDF for NP0032200 (marrulanic acid)

3D-SDF for NP0032200 (marrulanic acid)

PDB for NP0032200 (marrulanic acid)

3D PDB for NP0032200 (marrulanic acid)

SMILES for NP0032200 (marrulanic acid)

INCHI for NP0032200 (marrulanic acid)

Structure for NP0032200 (marrulanic acid)

3D Structure for NP0032200 (marrulanic acid)