NP-MRD: Showing NP-Card for (2e,4s,6r)-6-[(1r,1'ar,3'r,3ar,3'ar,5r,7as,7'as)-5-hydroxy-3',3'a,4,4,7a-pentamethyl-6'-oxo-decahydrospiro[indene-1,7'-indeno[1,7a-b]oxiren]-3'-yl]-4-hydroxy-2-methylhept-2-enoic acid (NP0180974)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-03 19:25:05 UTC

Updated at

2022-09-03 19:25:05 UTC

NP-MRD ID

NP0180974

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2e,4s,6r)-6-[(1r,1'ar,3'r,3ar,3'ar,5r,7as,7'as)-5-hydroxy-3',3'a,4,4,7a-pentamethyl-6'-oxo-decahydrospiro[indene-1,7'-indeno[1,7a-b]oxiren]-3'-yl]-4-hydroxy-2-methylhept-2-enoic acid

Description

CHEMBL486815 belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. (2e,4s,6r)-6-[(1r,1'ar,3'r,3ar,3'ar,5r,7as,7'as)-5-hydroxy-3',3'a,4,4,7a-pentamethyl-6'-oxo-decahydrospiro[indene-1,7'-indeno[1,7a-b]oxiren]-3'-yl]-4-hydroxy-2-methylhept-2-enoic acid is found in Garcinia speciosa. Based on a literature review very few articles have been published on CHEMBL486815.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032221252D          

 36 40  0  0  1  0            999 V2000
   -3.7851   -0.2051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4701   -0.9675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6522   -1.0759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1494   -0.4218    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4645    0.3406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3316   -0.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8288    0.1239    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1439    0.8863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0109    0.0155    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2042   -0.7865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0114    0.8402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8026    1.0738    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5226    1.1936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2693    0.3935    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0871    0.2851    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8535    1.0764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5338    1.5431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1879    1.0403    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9992    1.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7104    1.6081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7109    1.9629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5345    0.5622    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3458    0.7118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2584   -0.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4471   -0.3649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9118    0.2628    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8035   -0.5550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4022   -0.4773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0001   -1.0457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8994   -1.1314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0816   -1.0230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7665   -0.2606    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1981   -0.8585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9729   -1.6216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6578   -2.3841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7907   -1.5132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  9  7  1  1  0  0  0
  9 10  1  6  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 14 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  1  0  0  0  0
 18 17  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 18 26  1  0  0  0  0
 15 26  1  0  0  0  0
 26 27  1  1  0  0  0
 15 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 14 32  1  0  0  0  0
  9 32  1  0  0  0  0
 32 33  1  1  0  0  0
  2 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
M  END

     RDKit          2D

 82 86  0  0  0  0  0  0  0  0999 V2000
   -7.0125   -5.8643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5453   -5.5524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0817   -4.1258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0854   -3.0111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0891   -1.8964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9707   -2.0074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8560   -1.0037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8523   -2.1184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7413    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8560    1.0037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8596    1.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4330    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8660    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4330   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6817   -1.7537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3998   -1.5756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3907   -1.5756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1088   -1.7537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4791   -2.3638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8420   -0.9084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9754   -2.4684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6359   -3.8556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2934   -5.2038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4223   -4.7373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0520   -4.1272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8952   -2.6354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5962   -3.3854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3698   -3.2209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0507   -4.5575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0567   -3.6844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1715   -2.6807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8596   -1.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3268   -1.5254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5416   -6.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0743   -6.3552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0051   -8.0937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7006   -7.3315    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5009   -4.4460    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4797   -6.1761    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5874   -3.9951    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3142   -3.8714    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5563   -2.2082    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9670   -3.1221    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9744   -0.8927    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9881   -0.0196    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9670   -3.1221    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5278   -1.4143    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1482   -3.4429    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9881    0.0196    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9957    2.2324    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9707    2.0074    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2495    2.5838    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0575    2.1163    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1771    2.1203    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0037    0.6372    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3020    1.1647    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4884    1.1647    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.3305    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9475   -0.5101    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3308   -1.0911    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7273    0.0955    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2048    0.5471    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0540   -3.9664    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2617   -0.9960    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4718   -2.5731    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1174   -3.6210    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7898   -5.3084    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5014   -5.7792    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5836   -5.9808    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6891   -5.5826    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5748   -4.3877    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4989   -4.5833    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1538   -2.0863    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4828   -4.4274    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3525   -5.0089    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2388   -4.6079    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8054   -4.0402    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6632   -2.8377    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6387   -0.0582    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0150   -2.9926    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6750   -2.1830    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0014   -9.2084    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0
  7  6  1  0
  6  4  1  0
  4  5  1  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  2 34  1  0
 34 36  1  0
 34 35  2  0
  7  9  1  0
  9 10  1  6
  9 11  1  0
 11 12  1  0
 12 13  1  0
 14 13  1  6
 14 32  1  0
 32 33  1  1
 32 31  1  0
 31 30  1  0
 30 28  1  0
 28 29  2  0
 15 28  1  6
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 26  1  0
 26 27  1  1
 26 25  1  0
 25 24  1  0
 24 22  1  0
 22 23  1  0
 22 19  1  0
 19 20  1  0
 19 21  1  0
 32  9  1  0
 26 15  1  0
 14 12  1  0
 15 14  1  0
 19 18  1  0
  8 46  1  0
  8 47  1  0
  8 48  1  0
  7 45  1  1
  6 43  1  0
  6 44  1  0
  4 41  1  6
  5 42  1  0
  3 40  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
 36 82  1  0
 10 49  1  0
 10 50  1  0
 10 51  1  0
 11 52  1  0
 11 53  1  0
 12 54  1  6
 33 79  1  0
 33 80  1  0
 33 81  1  0
 31 77  1  0
 31 78  1  0
 30 75  1  0
 30 76  1  0
 16 55  1  0
 16 56  1  0
 17 57  1  0
 17 58  1  0
 18 59  1  6
 27 72  1  0
 27 73  1  0
 27 74  1  0
 25 70  1  0
 25 71  1  0
 24 68  1  0
 24 69  1  0
 22 66  1  1
 23 67  1  0
 20 60  1  0
 20 61  1  0
 20 62  1  0
 21 63  1  0
 21 64  1  0
 21 65  1  0
M  END


  Mrv1652309032221252D          

 36 40  0  0  1  0            999 V2000
   -3.7851   -0.2051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4701   -0.9675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6522   -1.0759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1494   -0.4218    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4645    0.3406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3316   -0.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8288    0.1239    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1439    0.8863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0109    0.0155    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2042   -0.7865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0114    0.8402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8026    1.0738    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5226    1.1936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2693    0.3935    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0871    0.2851    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8535    1.0764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5338    1.5431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1879    1.0403    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9992    1.1899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7104    1.6081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7109    1.9629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5345    0.5622    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3458    0.7118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2584   -0.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4471   -0.3649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9118    0.2628    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8035   -0.5550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4022   -0.4773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0001   -1.0457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8994   -1.1314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0816   -1.0230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7665   -0.2606    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1981   -0.8585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9729   -1.6216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6578   -2.3841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7907   -1.5132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  9  7  1  1  0  0  0
  9 10  1  6  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 14 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  1  0  0  0  0
 18 17  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 18 26  1  0  0  0  0
 15 26  1  0  0  0  0
 26 27  1  1  0  0  0
 15 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 14 32  1  0  0  0  0
  9 32  1  0  0  0  0
 32 33  1  1  0  0  0
  2 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0180974

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H](C[C@H](O)\C=C(/C)C(O)=O)[C@@]1(C)C[C@H]2O[C@]22[C@]1(C)CCC(=O)[C@@]21CC[C@@H]2[C@]1(C)CC[C@@H](O)C2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C30H46O6/c1-17(24(34)35)14-19(31)15-18(2)27(6)16-23-30(36-23)28(27,7)12-10-22(33)29(30)13-8-20-25(3,4)21(32)9-11-26(20,29)5/h14,18-21,23,31-32H,8-13,15-16H2,1-7H3,(H,34,35)/b17-14+/t18-,19-,20+,21-,23-,26+,27-,28-,29-,30+/m1/s1

> <INCHI_KEY>
NIFNGUMMVACBEH-HQIFYQGKSA-N

> <FORMULA>
C30H46O6

> <MOLECULAR_WEIGHT>
502.692

> <EXACT_MASS>
502.329439201

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
0.0

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E,4S,6R)-6-[(1R,1R,1'bR,3aR,5R,5'aS,5'bR,7aS)-5-hydroxy-1,1'b,4,4,7a-pentamethyl-4'-oxo-tetradecahydro-1H-spiro[indene-1,5'-indeno[1,7a-b]oxirene]-1-yl]-4-hydroxy-2-methylhept-2-enoic acid

> <JCHEM_LOGP>
4.5459436816666665

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.881755564574764

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.56005212745773

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8349638546033592

> <JCHEM_POLAR_SURFACE_AREA>
107.36

> <JCHEM_REFRACTIVITY>
137.03920000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2E,4S,6R)-6-[(1R,1R,1'bR,3aR,5R,5'aS,5'bR,7aS)-5-hydroxy-1,1'b,4,4,7a-pentamethyl-4'-oxo-decahydrospiro[indene-1,5'-indeno[1,7a-b]oxirene]-1-yl]-4-hydroxy-2-methylhept-2-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0      -7.066  -0.383   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.477  -1.806   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.951  -2.008   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.012  -0.787   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -4.600   0.636   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.486  -0.990   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.547   0.231   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.135   1.655   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.020   0.029   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.381  -1.468   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.021   1.568   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.498   2.004   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.842   2.228   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.369   0.735   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.896   0.532   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.460   2.009   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.730   2.880   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.951   1.942   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.465   2.221   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.793   3.002   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.927   3.664   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.464   1.049   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       9.979   1.329   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       7.949  -0.402   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.435  -0.681   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.435   0.491   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.233  -1.036   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.484  -0.891   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       5.600  -1.952   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       3.546  -2.112   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.019  -1.910   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.431  -0.486   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       0.370  -1.603   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -7.416  -3.027   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -6.828  -4.450   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -8.943  -2.825   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   34                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11   32                                             
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12   14                                                       
CONECT   14   13   12   15   32                                             
CONECT   15   14   16   26   28                                             
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   26                                                  
CONECT   19   18   20   21   22                                             
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   19   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   18   15   27                                             
CONECT   27   26                                                            
CONECT   28   15   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   14    9   33                                             
CONECT   33   32                                                            
CONECT   34    2   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   80    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₄₆O₆

Average Mass

502.6920 Da

Monoisotopic Mass

502.32944 Da

IUPAC Name

(2E,4S,6R)-6-[(1R,1R,1'bR,3aR,5R,5'aS,5'bR,7aS)-5-hydroxy-1,1'b,4,4,7a-pentamethyl-4'-oxo-tetradecahydro-1H-spiro[indene-1,5'-indeno[1,7a-b]oxirene]-1-yl]-4-hydroxy-2-methylhept-2-enoic acid

Traditional Name

(2E,4S,6R)-6-[(1R,1R,1'bR,3aR,5R,5'aS,5'bR,7aS)-5-hydroxy-1,1'b,4,4,7a-pentamethyl-4'-oxo-decahydrospiro[indene-1,5'-indeno[1,7a-b]oxirene]-1-yl]-4-hydroxy-2-methylhept-2-enoic acid

CAS Registry Number

Not Available

SMILES

C[C@H](C[C@H](O)\C=C(/C)C(O)=O)[C@@]1(C)C[C@H]2O[C@]22[C@]1(C)CCC(=O)[C@@]21CC[C@@H]2[C@]1(C)CC[C@@H](O)C2(C)C

InChI Identifier

InChI=1S/C30H46O6/c1-17(24(34)35)14-19(31)15-18(2)27(6)16-23-30(36-23)28(27,7)12-10-22(33)29(30)13-8-20-25(3,4)21(32)9-11-26(20,29)5/h14,18-21,23,31-32H,8-13,15-16H2,1-7H3,(H,34,35)/b17-14+/t18-,19-,20+,21-,23-,26+,27-,28-,29-,30+/m1/s1

InChI Key

NIFNGUMMVACBEH-HQIFYQGKSA-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

Species Name	Source	Reference
Garcinia speciosa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Medium-chain hydroxy acid
Medium-chain fatty acid
Branched fatty acid
Heterocyclic fatty acid
Hydroxy fatty acid
Methyl-branched fatty acid
Fatty acyl
Fatty acid
Unsaturated fatty acid
Oxane
Cyclic alcohol
Ketone
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Oxirane
Ether
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carbonyl group
Alcohol
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen 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	4.55	ChemAxon
pKa (Strongest Acidic)	4.56	ChemAxon
pKa (Strongest Basic)	-0.83	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	107.36 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	137.04 m³·mol⁻¹	ChemAxon
Polarizability	0 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

Not Available

Chemspider ID

23327168

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44559610

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2e,4s,6r)-6-[(1r,1'ar,3'r,3ar,3'ar,5r,7as,7'as)-5-hydroxy-3',3'a,4,4,7a-pentamethyl-6'-oxo-decahydrospiro[indene-1,7'-indeno[1,7a-b]oxiren]-3'-yl]-4-hydroxy-2-methylhept-2-enoic acid (NP0180974)

MOL for NP0180974 ((2e,4s,6r)-6-[(1r,1'ar,3'r,3ar,3'ar,5r,7as,7'as)-5-hydroxy-3',3'a,4,4,7a-pentamethyl-6'-oxo-decahydrospiro[indene-1,7'-indeno[1,7a-b]oxiren]-3'-yl]-4-hydroxy-2-methylhept-2-enoic acid)

3D MOL for NP0180974 ((2e,4s,6r)-6-[(1r,1'ar,3'r,3ar,3'ar,5r,7as,7'as)-5-hydroxy-3',3'a,4,4,7a-pentamethyl-6'-oxo-decahydrospiro[indene-1,7'-indeno[1,7a-b]oxiren]-3'-yl]-4-hydroxy-2-methylhept-2-enoic acid)

3D SDF for NP0180974 ((2e,4s,6r)-6-[(1r,1'ar,3'r,3ar,3'ar,5r,7as,7'as)-5-hydroxy-3',3'a,4,4,7a-pentamethyl-6'-oxo-decahydrospiro[indene-1,7'-indeno[1,7a-b]oxiren]-3'-yl]-4-hydroxy-2-methylhept-2-enoic acid)

3D-SDF for NP0180974 ((2e,4s,6r)-6-[(1r,1'ar,3'r,3ar,3'ar,5r,7as,7'as)-5-hydroxy-3',3'a,4,4,7a-pentamethyl-6'-oxo-decahydrospiro[indene-1,7'-indeno[1,7a-b]oxiren]-3'-yl]-4-hydroxy-2-methylhept-2-enoic acid)

PDB for NP0180974 ((2e,4s,6r)-6-[(1r,1'ar,3'r,3ar,3'ar,5r,7as,7'as)-5-hydroxy-3',3'a,4,4,7a-pentamethyl-6'-oxo-decahydrospiro[indene-1,7'-indeno[1,7a-b]oxiren]-3'-yl]-4-hydroxy-2-methylhept-2-enoic acid)

3D PDB for NP0180974 ((2e,4s,6r)-6-[(1r,1'ar,3'r,3ar,3'ar,5r,7as,7'as)-5-hydroxy-3',3'a,4,4,7a-pentamethyl-6'-oxo-decahydrospiro[indene-1,7'-indeno[1,7a-b]oxiren]-3'-yl]-4-hydroxy-2-methylhept-2-enoic acid)

SMILES for NP0180974 ((2e,4s,6r)-6-[(1r,1'ar,3'r,3ar,3'ar,5r,7as,7'as)-5-hydroxy-3',3'a,4,4,7a-pentamethyl-6'-oxo-decahydrospiro[indene-1,7'-indeno[1,7a-b]oxiren]-3'-yl]-4-hydroxy-2-methylhept-2-enoic acid)

INCHI for NP0180974 ((2e,4s,6r)-6-[(1r,1'ar,3'r,3ar,3'ar,5r,7as,7'as)-5-hydroxy-3',3'a,4,4,7a-pentamethyl-6'-oxo-decahydrospiro[indene-1,7'-indeno[1,7a-b]oxiren]-3'-yl]-4-hydroxy-2-methylhept-2-enoic acid)

Structure for NP0180974 ((2e,4s,6r)-6-[(1r,1'ar,3'r,3ar,3'ar,5r,7as,7'as)-5-hydroxy-3',3'a,4,4,7a-pentamethyl-6'-oxo-decahydrospiro[indene-1,7'-indeno[1,7a-b]oxiren]-3'-yl]-4-hydroxy-2-methylhept-2-enoic acid)

3D Structure for NP0180974 ((2e,4s,6r)-6-[(1r,1'ar,3'r,3ar,3'ar,5r,7as,7'as)-5-hydroxy-3',3'a,4,4,7a-pentamethyl-6'-oxo-decahydrospiro[indene-1,7'-indeno[1,7a-b]oxiren]-3'-yl]-4-hydroxy-2-methylhept-2-enoic acid)