NP-MRD: Showing NP-Card for 2-{3-[1-(3-hydroxy-5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-3a,9b-dimethyl-6'-oxo-1,2,3,4,7,8-hexahydrospiro[cyclopenta[a]naphthalene-6,3'-oxan]-7-yl}propan-2-yl acetate (NP0167419)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-03 02:59:37 UTC

Updated at

2022-09-03 02:59:37 UTC

NP-MRD ID

NP0167419

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-{3-[1-(3-hydroxy-5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-3a,9b-dimethyl-6'-oxo-1,2,3,4,7,8-hexahydrospiro[cyclopenta[a]naphthalene-6,3'-oxan]-7-yl}propan-2-yl acetate

Description

2-{3-[1-(3-Hydroxy-5-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]-3a,9b-dimethyl-6'-oxo-1,2,3,3a,4,7,8,9b-octahydrospiro[cyclopenta[a]naphthalene-6,3'-oxane]-7-yl}propan-2-yl acetate belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Based on a literature review very few articles have been published on 2-{3-[1-(3-hydroxy-5-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]-3a,9b-dimethyl-6'-oxo-1,2,3,3a,4,7,8,9b-octahydrospiro[cyclopenta[a]naphthalene-6,3'-oxane]-7-yl}propan-2-yl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032204592D          

 39 43  0  0  0  0            999 V2000
   -3.8036   -1.7915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0449   -1.4673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9463   -0.6483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3849   -1.9623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6262   -1.6382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3021   -2.3968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9503   -0.8795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8675   -1.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2075   -1.8090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5512   -1.4849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6498   -0.6658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0102   -0.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0884    0.6483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8470    0.9724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5071    0.4774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6908    1.2817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3165    0.6367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6635    1.3852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1887    2.0599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4852    1.4591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8321    2.2076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6538    2.2814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0007    3.0299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1285    1.6067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9502    1.6805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7816    0.8582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9599    0.7844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6130    0.0359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7182   -0.0839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1570   -0.6886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4084   -0.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3960   -1.1666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7689   -0.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5276   -0.8191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1876   -0.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0890    0.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7490    0.9899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3303    0.8191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6703    0.3241    0.0000 C   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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 26 27  1  0  0  0  0
 20 27  1  0  0  0  0
 27 28  1  0  0  0  0
 17 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 11 31  1  0  0  0  0
 15 31  1  0  0  0  0
 31 32  1  0  0  0  0
 12 33  1  0  0  0  0
  8 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 33 39  1  0  0  0  0
M  END

     RDKit          3D

 83 87  0  0  0  0  0  0  0  0999 V2000
    7.1514    0.9414   -2.5171 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6055    1.0299   -1.1201 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3477    1.4084   -0.1762 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3013    0.7088   -0.8193 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7281    0.7701    0.4687 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6051    0.2452    1.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6755    2.3011    0.7374 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3269    0.3639    0.4309 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5386    0.7577    1.6986 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1948    1.1981    1.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6498    0.2847    0.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3799   -0.9696    0.1241 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6626   -2.0496    0.0149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7946   -2.0526    0.1313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5280   -0.7703   -0.1470 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1858   -0.9635   -1.4892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4358   -0.4112    0.9847 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8615   -0.7148    0.9343 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1855   -2.1397    0.5295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8278    0.1671    0.2311 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6754    1.5448    0.4703 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6335    2.4784    0.1178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3522    3.6684   -0.1723 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0088    2.0272    0.0935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1249    2.9783   -0.2815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2634    0.7814    0.4025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2169   -0.1651    0.7702 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6573   -1.4293    0.3814 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1159    0.9937    1.4099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4726    1.5938    0.1839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6382    0.4361   -0.2878 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3301    0.7662   -1.7611 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9062   -1.0060    0.0463 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2414   -1.3622   -1.3763 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3908   -2.3404   -1.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9606   -3.5659   -0.7276 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1938   -4.7245   -1.1097 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2682   -3.3429    0.4451 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3292   -2.0662    1.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3013    0.9157   -3.2139 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8729    0.1357   -2.6393 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6618    1.9267   -2.6967 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2901   -0.5821    1.2219 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0410    0.0257    2.4665 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3516    1.0306    1.8921 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8160    2.5104    1.8104 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7352    2.7406    0.4151 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4920    2.8209    0.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8641    1.0239   -0.3747 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0305    1.6108    2.1595 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4629   -0.0702    2.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7165    2.0861    1.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1755   -2.9837   -0.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0753   -2.3862    1.1964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1726   -2.8851   -0.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7917   -0.1424   -1.8481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3144   -1.0025   -2.2203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6120   -1.9792   -1.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0395   -1.0404    1.8566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2104   -0.6681    2.0248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3085   -2.8149    0.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6754   -2.2207   -0.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8982   -2.6389    1.2544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9232    0.0190   -0.8589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0907    2.5020   -0.0468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9517    3.9225    0.2634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9921    3.2001   -1.3590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3282    0.4441    0.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1912   -0.2018    1.8959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0773   -1.3645   -0.5068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9090    1.5639    1.8660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2821    1.0200    2.1859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2026    1.7975   -0.6432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9374    2.5214    0.3389 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2444    1.7422   -1.6734 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3876    0.0746   -2.2054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2132    1.0181   -2.3388 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3738   -1.8840   -1.8822 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4102   -0.4622   -2.0089 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4845   -2.6591   -2.5353 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3411   -1.9772   -1.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3706   -1.9752    1.3831 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6239   -2.0851    1.8907 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 18  1  0
 18 17  1  0
 17 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  6
 31 11  1  0
 11 10  2  0
 10  9  1  0
  9  8  1  0
  8  5  1  0
  5  6  1  0
  5  7  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  8 33  1  0
 33 34  1  6
 34 35  1  0
 35 36  1  0
 36 37  2  0
 36 38  1  0
 38 39  1  0
 33 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  6
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 27 28  1  0
 15 17  1  0
 27 20  1  0
 15 31  1  0
 12 11  1  0
 39 33  1  0
 19 61  1  0
 19 62  1  0
 19 63  1  0
 18 60  1  1
 17 59  1  1
 29 71  1  0
 29 72  1  0
 30 73  1  0
 30 74  1  0
 32 75  1  0
 32 76  1  0
 32 77  1  0
 10 52  1  0
  9 50  1  0
  9 51  1  0
  8 49  1  6
  6 43  1  0
  6 44  1  0
  6 45  1  0
  7 46  1  0
  7 47  1  0
  7 48  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
 34 78  1  0
 34 79  1  0
 35 80  1  0
 35 81  1  0
 39 82  1  0
 39 83  1  0
 13 53  1  0
 14 54  1  0
 14 55  1  0
 16 56  1  0
 16 57  1  0
 16 58  1  0
 20 64  1  6
 25 65  1  0
 25 66  1  0
 25 67  1  0
 26 68  1  0
 27 69  1  1
 28 70  1  0
M  END


  Mrv1652309032204592D          

 39 43  0  0  0  0            999 V2000
   -3.8036   -1.7915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0449   -1.4673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9463   -0.6483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3849   -1.9623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6262   -1.6382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3021   -2.3968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9503   -0.8795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8675   -1.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2075   -1.8090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5512   -1.4849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6498   -0.6658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0102   -0.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0884    0.6483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8470    0.9724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5071    0.4774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6908    1.2817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3165    0.6367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6635    1.3852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1887    2.0599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4852    1.4591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8321    2.2076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6538    2.2814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0007    3.0299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1285    1.6067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9502    1.6805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7816    0.8582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9599    0.7844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6130    0.0359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7182   -0.0839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1570   -0.6886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4084   -0.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3960   -1.1666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7689   -0.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5276   -0.8191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1876   -0.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0890    0.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7490    0.9899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3303    0.8191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6703    0.3241    0.0000 C   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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 26 27  1  0  0  0  0
 20 27  1  0  0  0  0
 27 28  1  0  0  0  0
 17 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 11 31  1  0  0  0  0
 15 31  1  0  0  0  0
 31 32  1  0  0  0  0
 12 33  1  0  0  0  0
  8 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 33 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0167419

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C1CCC2(C)C3=CCC(C(C)(C)OC(C)=O)C4(CCC(=O)OC4)C3=CCC12C)C1OC(=O)C(C)=CC1O

> <INCHI_IDENTIFIER>
InChI=1S/C32H44O7/c1-18-16-24(34)27(38-28(18)36)19(2)21-10-13-31(7)22-8-9-25(29(4,5)39-20(3)33)32(15-12-26(35)37-17-32)23(22)11-14-30(21,31)6/h8,11,16,19,21,24-25,27,34H,9-10,12-15,17H2,1-7H3

> <INCHI_KEY>
VFGDKMBGLWJXBN-UHFFFAOYSA-N

> <FORMULA>
C32H44O7

> <MOLECULAR_WEIGHT>
540.697

> <EXACT_MASS>
540.308703757

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
83

> <JCHEM_AVERAGE_POLARIZABILITY>
59.5031583646466

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{3-[1-(3-hydroxy-5-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]-3a,9b-dimethyl-6'-oxo-1,2,3,3a,4,7,8,9b-octahydrospiro[cyclopenta[a]naphthalene-6,3'-oxane]-7-yl}propan-2-yl acetate

> <ALOGPS_LOGP>
5.74

> <JCHEM_LOGP>
4.156968150333334

> <ALOGPS_LOGS>
-5.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.719413408296283

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3589285752112055

> <JCHEM_POLAR_SURFACE_AREA>
99.13000000000001

> <JCHEM_REFRACTIVITY>
147.95740000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.61e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{3-[1-(3-hydroxy-5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-3a,9b-dimethyl-6'-oxo-1,2,3,4,7,8-hexahydrospiro[cyclopenta[a]naphthalene-6,3'-oxane]-7-yl}propan-2-yl acetate

> <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      -7.100  -3.344   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.684  -2.739   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -5.500  -1.210   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -4.452  -3.663   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -3.036  -3.058   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.431  -4.474   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.641  -1.642   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.619  -2.453   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.387  -3.377   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.029  -2.772   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.213  -1.243   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.019  -0.319   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.165   1.210   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.581   1.815   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.813   0.891   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.156   2.393   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.324   1.189   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.972   2.586   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.086   3.845   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.506   2.724   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       7.153   4.121   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       8.687   4.259   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       9.335   5.656   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       9.573   2.999   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.107   3.137   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.926   1.602   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.392   1.464   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       6.744   0.067   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       5.074  -0.157   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.026  -1.285   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.629  -0.638   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.606  -2.178   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -1.435  -0.924   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -2.851  -1.529   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -4.084  -0.605   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -3.899   0.924   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      -5.131   1.848   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      -2.483   1.529   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -1.251   0.605   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7    8                                             
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    5    9   33                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   31                                                  
CONECT   12   11   13   33                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17   31                                             
CONECT   16   15                                                            
CONECT   17   15   18   29                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   27                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   20   28                                                  
CONECT   28   27                                                            
CONECT   29   17   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   11   15   32                                             
CONECT   32   31                                                            
CONECT   33   12    8   34   39                                             
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39                                                       
CONECT   39   38   33                                                       
MASTER        0    0    0    0    0    0    0    0   39    0   86    0
END

View in JSmol

Synonyms

Value	Source
2-{3-[1-(3-hydroxy-5-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]-3a,9b-dimethyl-6'-oxo-1,2,3,3a,4,7,8,9b-octahydrospiro[cyclopenta[a]naphthalene-6,3'-oxane]-7-yl}propan-2-yl acetic acid	Generator

Chemical Formula

C₃₂H₄₄O₇

Average Mass

540.6970 Da

Monoisotopic Mass

540.30870 Da

IUPAC Name

2-{3-[1-(3-hydroxy-5-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl]-3a,9b-dimethyl-6'-oxo-1,2,3,3a,4,7,8,9b-octahydrospiro[cyclopenta[a]naphthalene-6,3'-oxane]-7-yl}propan-2-yl acetate

Traditional Name

2-{3-[1-(3-hydroxy-5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-3a,9b-dimethyl-6'-oxo-1,2,3,4,7,8-hexahydrospiro[cyclopenta[a]naphthalene-6,3'-oxane]-7-yl}propan-2-yl acetate

CAS Registry Number

Not Available

SMILES

CC(C1CCC2(C)C3=CCC(C(C)(C)OC(C)=O)C4(CCC(=O)OC4)C3=CCC12C)C1OC(=O)C(C)=CC1O

InChI Identifier

InChI=1S/C32H44O7/c1-18-16-24(34)27(38-28(18)36)19(2)21-10-13-31(7)22-8-9-25(29(4,5)39-20(3)33)32(15-12-26(35)37-17-32)23(22)11-14-30(21,31)6/h8,11,16,19,21,24-25,27,34H,9-10,12-15,17H2,1-7H3

InChI Key

VFGDKMBGLWJXBN-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 triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Tricarboxylic acid or derivatives
Delta_valerolactone
Dihydropyranone
Delta valerolactone
Pyran
Oxane
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
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	5.74	ALOGPS
logP	4.16	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	13.72	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	99.13 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	147.96 m³·mol⁻¹	ChemAxon
Polarizability	59.5 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

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

162814313

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-{3-[1-(3-hydroxy-5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-3a,9b-dimethyl-6'-oxo-1,2,3,4,7,8-hexahydrospiro[cyclopenta[a]naphthalene-6,3'-oxan]-7-yl}propan-2-yl acetate (NP0167419)

MOL for NP0167419 (2-{3-[1-(3-hydroxy-5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-3a,9b-dimethyl-6'-oxo-1,2,3,4,7,8-hexahydrospiro[cyclopenta[a]naphthalene-6,3'-oxan]-7-yl}propan-2-yl acetate)

3D MOL for NP0167419 (2-{3-[1-(3-hydroxy-5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-3a,9b-dimethyl-6'-oxo-1,2,3,4,7,8-hexahydrospiro[cyclopenta[a]naphthalene-6,3'-oxan]-7-yl}propan-2-yl acetate)

3D SDF for NP0167419 (2-{3-[1-(3-hydroxy-5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-3a,9b-dimethyl-6'-oxo-1,2,3,4,7,8-hexahydrospiro[cyclopenta[a]naphthalene-6,3'-oxan]-7-yl}propan-2-yl acetate)

3D-SDF for NP0167419 (2-{3-[1-(3-hydroxy-5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-3a,9b-dimethyl-6'-oxo-1,2,3,4,7,8-hexahydrospiro[cyclopenta[a]naphthalene-6,3'-oxan]-7-yl}propan-2-yl acetate)

PDB for NP0167419 (2-{3-[1-(3-hydroxy-5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-3a,9b-dimethyl-6'-oxo-1,2,3,4,7,8-hexahydrospiro[cyclopenta[a]naphthalene-6,3'-oxan]-7-yl}propan-2-yl acetate)

3D PDB for NP0167419 (2-{3-[1-(3-hydroxy-5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-3a,9b-dimethyl-6'-oxo-1,2,3,4,7,8-hexahydrospiro[cyclopenta[a]naphthalene-6,3'-oxan]-7-yl}propan-2-yl acetate)

SMILES for NP0167419 (2-{3-[1-(3-hydroxy-5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-3a,9b-dimethyl-6'-oxo-1,2,3,4,7,8-hexahydrospiro[cyclopenta[a]naphthalene-6,3'-oxan]-7-yl}propan-2-yl acetate)

INCHI for NP0167419 (2-{3-[1-(3-hydroxy-5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-3a,9b-dimethyl-6'-oxo-1,2,3,4,7,8-hexahydrospiro[cyclopenta[a]naphthalene-6,3'-oxan]-7-yl}propan-2-yl acetate)

Structure for NP0167419 (2-{3-[1-(3-hydroxy-5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-3a,9b-dimethyl-6'-oxo-1,2,3,4,7,8-hexahydrospiro[cyclopenta[a]naphthalene-6,3'-oxan]-7-yl}propan-2-yl acetate)

3D Structure for NP0167419 (2-{3-[1-(3-hydroxy-5-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-3a,9b-dimethyl-6'-oxo-1,2,3,4,7,8-hexahydrospiro[cyclopenta[a]naphthalene-6,3'-oxan]-7-yl}propan-2-yl acetate)