NP-MRD: Showing NP-Card for {8,14-dihydroxy-16-[3-hydroxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-9,13-dimethyl-2-oxo-1-oxacyclohexadeca-3,10,12-trien-6-yl}acetic acid (NP0230302)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 10:42:44 UTC

Updated at

2022-09-06 10:42:44 UTC

NP-MRD ID

NP0230302

Secondary Accession Numbers

None

Natural Product Identification

Common Name

{8,14-dihydroxy-16-[3-hydroxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-9,13-dimethyl-2-oxo-1-oxacyclohexadeca-3,10,12-trien-6-yl}acetic acid

Description

2-{8,14-Dihydroxy-16-[3-hydroxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-9,13-dimethyl-2-oxo-1-oxacyclohexadeca-3,10,12-trien-6-yl}acetic acid belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. 2-{8,14-Dihydroxy-16-[3-hydroxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-9,13-dimethyl-2-oxo-1-oxacyclohexadeca-3,10,12-trien-6-yl}acetic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241501152D          

 43 44  0  0  0  0            999 V2000
   -4.8946    2.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1801    3.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4656    2.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7512    3.2384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4656    2.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1801    1.5884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1801    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8946    0.3509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8946   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6091   -0.8866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6091   -1.7116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9416   -2.1965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1966   -2.9812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0216   -2.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5065   -3.6486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2765   -2.1965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1801   -0.8866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7512    1.5884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1801    4.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8946    3.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6091    4.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3235    3.6509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6091    4.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8946    5.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8946    6.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1801    6.5384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1801    7.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8946    7.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4656    7.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4656    8.6009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7512    7.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7512    6.5384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    6.9509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    7.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7512    8.1884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    8.1884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    6.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    5.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7512    4.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7512    4.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    3.6509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4656    3.6509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3235    5.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  4  0  0  0
  7  8  2  0  0  0  0
  8  9  1  4  0  0  0
  9 10  2  0  0  0  0
 10 11  1  4  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 11 16  1  0  0  0  0
  9 17  1  0  0  0  0
  5 18  1  0  0  0  0
  2 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  4  0  0  0
 25 26  2  0  0  0  0
 26 27  1  4  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 32 37  1  0  0  0  0
 38 37  1  4  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
 19 42  1  0  0  0  0
 23 43  1  0  0  0  0
M  END

     RDKit          3D

 90 91  0  0  0  0  0  0  0  0999 V2000
   -2.8794   -2.5104    1.3631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3286   -2.0722   -0.0011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6851   -2.1302   -0.1523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5147   -1.8385   -1.2797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2077   -0.7590   -1.6050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3517    0.5214   -0.8791 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7733    1.0364   -0.9352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4621    1.6085   -1.3863 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0998    2.8250   -1.2374 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1119    1.6035   -0.7288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0618    2.8009    0.2143 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6173    2.5081    1.5601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9584    1.4580    2.3334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9226    0.9331    1.8960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5068    1.0493    3.5699 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6586    3.3566    0.2665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9644    3.1540   -1.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8481    2.5384   -1.2589 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0568    1.8669   -0.3267 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    2.3897   -0.4028 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1879    0.8648    0.5287 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4698   -0.5269    0.3491 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8121   -1.3255    0.5318 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6389   -2.7915    0.5509 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5134   -0.8621    1.7762 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7697    0.4678    1.8620 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6427   -1.7766    2.1979 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3682   -2.9207    3.0708 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7930   -1.5722    1.6932 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1115   -2.1915    1.8233 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0853   -1.7805    1.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2625   -1.3596    0.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5102   -2.1443    0.6455 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1899   -0.3735   -0.3354 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9455    0.4218   -1.2407 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8033    0.0439   -2.2757 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2678    1.1619   -2.8323 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7852    2.1993   -2.2466 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0071    3.6650   -2.5051 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9803    1.7856   -1.2759 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2434   -0.7823   -0.8699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3791   -1.6847   -1.0087 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1156   -1.1489   -2.1501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5200   -3.4005    1.6831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0381   -1.7181    2.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8948   -2.9528    1.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2225   -2.5339    0.7623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6673   -2.7251   -2.0125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7603   -0.7880   -2.5756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1789    0.3237    0.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3689    0.5309   -0.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2326    0.7836   -1.9238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8010    2.1527   -0.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3884    1.4682   -2.5191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3378    3.2815   -2.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3801    1.8279   -1.5291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8412    0.6797   -0.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6933    3.5821   -0.2412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5706    3.4416    2.1629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7316    2.3117    1.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9578    0.1332    3.5881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6711    4.4450    0.5270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0739    2.8472    1.0427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5097    3.6051   -1.8807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4776    2.5093   -2.3169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0680   -0.7867    1.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4438   -1.0860   -0.3609 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5956   -3.2582    0.1900 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4497   -3.2423    1.5123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0975   -3.1610   -0.2231 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6875   -1.0048    2.6165 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5179    0.7057    1.2727 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6269   -3.8886    2.6202 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3743   -2.9003    3.5732 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0832   -2.8305    3.9602 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8048   -0.7074    0.9490 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2194   -3.0396    2.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2723   -1.1425    0.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3756   -2.8131    1.5541 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7751   -2.7906   -0.2469 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3095   -1.4488    0.9384 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0628    0.1164   -0.3146 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0049   -0.9767   -2.5228 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4264    3.8364   -3.4868 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6195    4.0823   -1.6974 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0138    4.1987   -2.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6280    0.2282   -1.3057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4798   -1.0035   -1.7383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0452   -2.6907   -1.4827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4920   -1.9102   -2.6731 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 23  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  1  0
 32 34  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 38 40  2  0
 23 22  1  0
 22 41  1  0
 41 42  1  0
 42 43  1  0
 42  2  1  0
  2  1  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 15  1  0
 13 14  2  0
 11 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 40 35  1  0
 21 22  1  0
 24 68  1  0
 24 69  1  0
 24 70  1  0
 23 67  1  6
 25 71  1  1
 26 72  1  0
 28 73  1  0
 28 74  1  0
 28 75  1  0
 29 76  1  0
 30 77  1  0
 31 78  1  0
 33 79  1  0
 33 80  1  0
 33 81  1  0
 34 82  1  0
 36 83  1  0
 39 84  1  0
 39 85  1  0
 39 86  1  0
 22 66  1  1
 41 87  1  0
 41 88  1  0
 42 89  1  6
 43 90  1  0
  1 44  1  0
  1 45  1  0
  1 46  1  0
  3 47  1  0
  4 48  1  0
  5 49  1  0
  6 50  1  1
  7 51  1  0
  7 52  1  0
  7 53  1  0
  8 54  1  6
  9 55  1  0
 10 56  1  0
 10 57  1  0
 11 58  1  6
 12 59  1  0
 12 60  1  0
 15 61  1  0
 16 62  1  0
 16 63  1  0
 17 64  1  0
 18 65  1  0
M  END


  Mrv1533004241501152D          

 43 44  0  0  0  0            999 V2000
   -4.8946    2.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1801    3.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4656    2.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7512    3.2384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4656    2.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1801    1.5884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1801    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8946    0.3509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8946   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6091   -0.8866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6091   -1.7116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9416   -2.1965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1966   -2.9812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0216   -2.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5065   -3.6486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2765   -2.1965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1801   -0.8866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7512    1.5884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1801    4.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8946    3.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6091    4.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3235    3.6509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6091    4.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8946    5.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8946    6.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1801    6.5384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1801    7.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8946    7.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4656    7.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4656    8.6009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7512    7.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7512    6.5384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    6.9509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    7.7759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7512    8.1884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    8.1884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    6.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    5.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7512    4.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7512    4.0634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    3.6509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4656    3.6509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3235    5.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  4  0  0  0
  7  8  2  0  0  0  0
  8  9  1  4  0  0  0
  9 10  2  0  0  0  0
 10 11  1  4  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 11 16  1  0  0  0  0
  9 17  1  0  0  0  0
  5 18  1  0  0  0  0
  2 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  4  0  0  0
 25 26  2  0  0  0  0
 26 27  1  4  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 32 37  1  0  0  0  0
 38 37  1  4  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
 19 42  1  0  0  0  0
 23 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0230302

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C(O)C(C)=CC=CC(C)=CC1=COC(C)=N1)C1CC(O)C(C)=CC=CC(C)C(O)CC(CC(O)=O)CC=CC(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C34H47NO8/c1-21(16-28-20-42-26(6)35-28)10-7-13-24(4)34(41)25(5)31-19-30(37)23(3)12-8-11-22(2)29(36)17-27(18-32(38)39)14-9-15-33(40)43-31/h7-13,15-16,20,22,25,27,29-31,34,36-37,41H,14,17-19H2,1-6H3,(H,38,39)

> <INCHI_KEY>
RUSPDHDYUAUHKZ-UHFFFAOYSA-N

> <FORMULA>
C34H47NO8

> <MOLECULAR_WEIGHT>
597.749

> <EXACT_MASS>
597.330167477

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
90

> <JCHEM_AVERAGE_POLARIZABILITY>
65.78406178563895

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{8,14-dihydroxy-16-[3-hydroxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-9,13-dimethyl-2-oxo-1-oxacyclohexadeca-3,10,12-trien-6-yl}acetic acid

> <ALOGPS_LOGP>
4.51

> <JCHEM_LOGP>
4.019351954999999

> <ALOGPS_LOGS>
-4.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.083161461038145

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.325535170256875

> <JCHEM_PKA_STRONGEST_BASIC>
0.595904668931601

> <JCHEM_POLAR_SURFACE_AREA>
150.32000000000002

> <JCHEM_REFRACTIVITY>
170.70550000000011

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.26e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{8,14-dihydroxy-16-[3-hydroxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-9,13-dimethyl-2-oxo-1-oxacyclohexadeca-3,10,12-trien-6-yl}acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -9.137   5.275   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.803   6.045   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.469   5.275   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -5.136   6.045   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -6.469   3.735   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -7.803   2.965   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -7.803   1.425   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -9.137   0.655   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -9.137  -0.885   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -10.470  -1.655   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -10.470  -3.195   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -9.224  -4.100   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -9.700  -5.565   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0     -11.240  -5.565   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -12.145  -6.811   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0     -11.716  -4.100   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      -7.803  -1.655   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.136   2.965   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -7.803   7.585   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -9.137   6.815   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -10.470   7.585   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0     -11.804   6.815   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0     -10.470   9.125   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -9.137   9.895   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -9.137  11.435   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -7.803  12.205   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -7.803  13.745   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -9.137  14.515   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -6.469  14.515   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -6.469  16.055   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -5.136  13.745   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -5.136  12.205   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -3.802  12.975   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -3.802  14.515   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -5.136  15.285   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -2.468  15.285   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -3.802  11.435   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -3.802   9.895   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -5.136   9.125   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -5.136   7.585   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -3.802   6.815   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -6.469   6.815   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0     -11.804   9.895   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   19                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   18                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   17                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   11                                                       
CONECT   17    9                                                            
CONECT   18    5                                                            
CONECT   19    2   20   42                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   43                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   33   37                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   32   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   19                                                       
CONECT   43   23                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   88    0
END

View in JSmol

Synonyms

Value	Source
2-{8,14-dihydroxy-16-[3-hydroxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-9,13-dimethyl-2-oxo-1-oxacyclohexadeca-3,10,12-trien-6-yl}acetate	Generator

Chemical Formula

C₃₄H₄₇NO₈

Average Mass

597.7490 Da

Monoisotopic Mass

597.33017 Da

IUPAC Name

2-{8,14-dihydroxy-16-[3-hydroxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-9,13-dimethyl-2-oxo-1-oxacyclohexadeca-3,10,12-trien-6-yl}acetic acid

Traditional Name

{8,14-dihydroxy-16-[3-hydroxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-9,13-dimethyl-2-oxo-1-oxacyclohexadeca-3,10,12-trien-6-yl}acetic acid

CAS Registry Number

Not Available

SMILES

CC(C(O)C(C)=CC=CC(C)=CC1=COC(C)=N1)C1CC(O)C(C)=CC=CC(C)C(O)CC(CC(O)=O)CC=CC(=O)O1

InChI Identifier

InChI=1S/C34H47NO8/c1-21(16-28-20-42-26(6)35-28)10-7-13-24(4)34(41)25(5)31-19-30(37)23(3)12-8-11-22(2)29(36)17-27(18-32(38)39)14-9-15-33(40)43-31/h7-13,15-16,20,22,25,27,29-31,34,36-37,41H,14,17-19H2,1-6H3,(H,38,39)

InChI Key

RUSPDHDYUAUHKZ-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Terpene lactones

Alternative Parents

Substituents

Terpene lactone
Macrolide
Aromatic monoterpenoid
Monocyclic monoterpenoid
Monoterpenoid
2,4-disubstituted 1,3-oxazole
Dicarboxylic acid or derivatives
Azole
Heteroaromatic compound
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Oxazole
Carboxylic acid ester
Lactone
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Alcohol
Organic oxide
Organic nitrogen compound
Carbonyl group
Organic oxygen compound
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	4.51	ALOGPS
logP	4.02	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	4.33	ChemAxon
pKa (Strongest Basic)	0.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	150.32 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	170.71 m³·mol⁻¹	ChemAxon
Polarizability	65.78 Å³	ChemAxon
Number of Rings	2	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for {8,14-dihydroxy-16-[3-hydroxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-9,13-dimethyl-2-oxo-1-oxacyclohexadeca-3,10,12-trien-6-yl}acetic acid (NP0230302)

MOL for NP0230302 ({8,14-dihydroxy-16-[3-hydroxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-9,13-dimethyl-2-oxo-1-oxacyclohexadeca-3,10,12-trien-6-yl}acetic acid)

3D MOL for NP0230302 ({8,14-dihydroxy-16-[3-hydroxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-9,13-dimethyl-2-oxo-1-oxacyclohexadeca-3,10,12-trien-6-yl}acetic acid)

3D SDF for NP0230302 ({8,14-dihydroxy-16-[3-hydroxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-9,13-dimethyl-2-oxo-1-oxacyclohexadeca-3,10,12-trien-6-yl}acetic acid)

3D-SDF for NP0230302 ({8,14-dihydroxy-16-[3-hydroxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-9,13-dimethyl-2-oxo-1-oxacyclohexadeca-3,10,12-trien-6-yl}acetic acid)

PDB for NP0230302 ({8,14-dihydroxy-16-[3-hydroxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-9,13-dimethyl-2-oxo-1-oxacyclohexadeca-3,10,12-trien-6-yl}acetic acid)

3D PDB for NP0230302 ({8,14-dihydroxy-16-[3-hydroxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-9,13-dimethyl-2-oxo-1-oxacyclohexadeca-3,10,12-trien-6-yl}acetic acid)

SMILES for NP0230302 ({8,14-dihydroxy-16-[3-hydroxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-9,13-dimethyl-2-oxo-1-oxacyclohexadeca-3,10,12-trien-6-yl}acetic acid)

INCHI for NP0230302 ({8,14-dihydroxy-16-[3-hydroxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-9,13-dimethyl-2-oxo-1-oxacyclohexadeca-3,10,12-trien-6-yl}acetic acid)

Structure for NP0230302 ({8,14-dihydroxy-16-[3-hydroxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-9,13-dimethyl-2-oxo-1-oxacyclohexadeca-3,10,12-trien-6-yl}acetic acid)

3D Structure for NP0230302 ({8,14-dihydroxy-16-[3-hydroxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-9,13-dimethyl-2-oxo-1-oxacyclohexadeca-3,10,12-trien-6-yl}acetic acid)