NP-MRD: Showing NP-Card for methyl (2r,4ar,6s,6as,12bs,14as,14br)-6,10-dihydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-1,3,4,5,6,13,14,14b-octahydropicene-2-carboxylate (NP0288077)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-09 17:37:42 UTC

Updated at

2022-09-09 17:37:42 UTC

NP-MRD ID

NP0288077

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (2r,4ar,6s,6as,12bs,14as,14br)-6,10-dihydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-1,3,4,5,6,13,14,14b-octahydropicene-2-carboxylate

Description

15Alpha-Hydroxypristimerin 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 15alpha-Hydroxypristimerin.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092219372D          

 35 39  0  0  1  0            999 V2000
   -5.6786    0.0288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9034   -0.2534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7601   -1.0659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3921   -1.5962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9849   -1.3480    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8416   -0.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3974   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9849   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1599   -2.7770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5724   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7474   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9224   -3.4914    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5099   -4.2059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5099   -2.7770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0974   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6849   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2724   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5526   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9651   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5526   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9651   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7901   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2026   -0.6336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2026   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0276   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7901   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2026   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2724   -2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1401   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6849   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5099   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9224   -2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3349   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7474   -2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1599   -1.3480    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  2  0  0  0  0
  5  3  1  1  0  0  0
  5  6  1  6  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  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
 12 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  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
 19 26  1  0  0  0  0
 26 27  1  0  0  0  0
 20 28  1  0  0  0  0
 16 28  1  0  0  0  0
 28 29  1  6  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
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
  9 34  1  0  0  0  0
 34 35  1  1  0  0  0
  5 35  1  0  0  0  0
M  END

     RDKit          3D

 75 79  0  0  0  0  0  0  0  0999 V2000
   -5.6657    3.1218    2.0127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9280    1.9781    1.6250 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0590    1.4593    0.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8456    2.0428   -0.4402 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2723    0.2402   -0.0725 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6414   -0.0507   -1.4979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5609   -0.9157    0.8368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3477   -1.5629    1.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2266   -1.7420    0.3503 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8765   -2.6312   -0.7275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1647   -2.4935    1.0444 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2604   -2.1114    0.8120 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8230   -1.5908    1.9725 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4822   -1.1111   -0.2943 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3442   -1.8330   -1.5804 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9190   -0.6353   -0.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8111   -1.3386    0.4535 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2044   -0.8692    0.5782 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6068    0.2643    0.0648 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6634    1.0892   -0.6417 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0759    2.2629   -1.1546 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4403    2.6863   -1.0017 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7478    3.8093   -1.5164 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4041    1.8692   -0.2972 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7011    2.2641   -0.1497 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0044    0.7194    0.2079 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9215   -0.1866    0.9469 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2932    0.6190   -0.8824 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2980    0.2983   -2.4003 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2771    1.6798   -0.6895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1424    1.1632   -0.9614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4554    0.0277   -0.0599 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3025    0.5446    1.3560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8674   -0.4725   -0.2985 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8052    0.6746    0.0745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0308    3.8171    2.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0780    3.6010    1.0978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5187    2.8226    2.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7950   -0.1138   -2.1881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3348    0.7140   -1.9289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1884   -1.0240   -1.5460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2879   -1.6182    0.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1338   -0.5023    1.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9690   -1.1205    2.3203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6303   -2.6260    1.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3680   -3.6253   -0.7202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9314   -2.8150   -0.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7308   -2.2157   -1.7363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2991   -2.5514    2.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2616   -3.5863    0.7623 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8597   -3.0067    0.5458 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7083   -2.2332    2.7252 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2989   -2.0495   -2.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3414   -1.3884   -2.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0880   -2.8735   -1.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5999   -2.3245    0.9193 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9353   -1.4746    1.1127 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3340    2.8407   -1.6761 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1415    2.5114    0.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0246   -1.1528    0.4130 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8991    0.2728    1.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5072   -0.4307    1.9669 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7476    1.2407   -2.8471 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3220    0.1992   -2.8247 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0146   -0.4940   -2.6244 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2906    2.1211    0.3369 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4387    2.5324   -1.3779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7700    2.0734   -0.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2399    1.0047   -2.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7793    1.5763    1.3474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8502   -0.0054    2.1125 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7377    0.6670    1.6540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9501   -0.5210   -1.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6896    0.9693    1.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7100    1.5192   -0.6373 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  5  3  1  1
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  6
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  6
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 26  1  0
 26 27  1  0
 26 24  2  0
 24 25  1  0
 24 22  1  0
 22 23  2  0
 22 21  1  0
 21 20  2  0
 20 28  1  0
 28 29  1  6
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  1
 32 34  1  0
 34 35  1  0
 35  5  1  0
 34  9  1  0
 32 14  1  0
 28 16  1  0
 20 19  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  6 39  1  0
  6 40  1  0
  6 41  1  0
  7 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
 10 46  1  0
 10 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  6
 13 52  1  0
 15 53  1  0
 15 54  1  0
 15 55  1  0
 17 56  1  0
 18 57  1  0
 27 60  1  0
 27 61  1  0
 27 62  1  0
 25 59  1  0
 21 58  1  0
 29 63  1  0
 29 64  1  0
 29 65  1  0
 30 66  1  0
 30 67  1  0
 31 68  1  0
 31 69  1  0
 33 70  1  0
 33 71  1  0
 33 72  1  0
 34 73  1  6
 35 74  1  0
 35 75  1  0
M  END


  Mrv1652309092219372D          

 35 39  0  0  1  0            999 V2000
   -5.6786    0.0288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9034   -0.2534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7601   -1.0659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3921   -1.5962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9849   -1.3480    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8416   -0.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3974   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9849   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1599   -2.7770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5724   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7474   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9224   -3.4914    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5099   -4.2059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5099   -2.7770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0974   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6849   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2724   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5526   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9651   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5526   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9651   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7901   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2026   -0.6336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2026   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0276   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7901   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2026   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2724   -2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1401   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6849   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5099   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9224   -2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3349   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7474   -2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1599   -1.3480    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  2  0  0  0  0
  5  3  1  1  0  0  0
  5  6  1  6  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  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
 12 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  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
 19 26  1  0  0  0  0
 26 27  1  0  0  0  0
 20 28  1  0  0  0  0
 16 28  1  0  0  0  0
 28 29  1  6  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
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
  9 34  1  0  0  0  0
 34 35  1  1  0  0  0
  5 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0288077

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@]1(C)CC[C@]2(C)C[C@H](O)[C@]3(C)C4=CC=C5C(C)=C(O)C(=O)C=C5[C@]4(C)CC[C@@]3(C)[C@@H]2C1

> <INCHI_IDENTIFIER>
InChI=1S/C30H40O5/c1-17-18-8-9-21-28(4,19(18)14-20(31)24(17)33)12-13-29(5)22-15-27(3,25(34)35-7)11-10-26(22,2)16-23(32)30(21,29)6/h8-9,14,22-23,32-33H,10-13,15-16H2,1-7H3/t22-,23+,26-,27-,28+,29+,30+/m1/s1

> <INCHI_KEY>
ILMLHSVOUAEQID-GJDUSITCSA-N

> <FORMULA>
C30H40O5

> <MOLECULAR_WEIGHT>
480.645

> <EXACT_MASS>
480.287574388

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
53.999079036162485

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (2R,4aR,6S,6aS,12bS,14aS,14bR)-6,10-dihydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-1,2,3,4,4a,5,6,6a,11,12b,13,14,14a,14b-tetradecahydropicene-2-carboxylate

> <JCHEM_LOGP>
4.2455568113333335

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.66297293407815

> <JCHEM_PKA_STRONGEST_BASIC>
-0.05522617144692832

> <JCHEM_POLAR_SURFACE_AREA>
83.83

> <JCHEM_REFRACTIVITY>
139.0307

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2R,4aR,6S,6aS,12bS,14aS,14bR)-6,10-dihydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-1,3,4,5,6,13,14,14b-octahydropicene-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0     -10.600   0.054   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -9.153  -0.473   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -8.886  -1.990   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0     -10.065  -2.980   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -7.438  -2.516   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -7.171  -1.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -8.208  -3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -7.438  -5.184   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.898  -5.184   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.668  -6.517   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.128  -6.517   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.588  -6.517   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.818  -7.851   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.818  -5.184   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.048  -6.517   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.278  -5.184   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.508  -6.517   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.032  -6.517   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.802  -5.184   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.032  -3.850   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.802  -2.516   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.342  -2.516   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       4.112  -1.183   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       4.112  -3.850   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.652  -3.850   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       3.342  -5.184   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.112  -6.517   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.508  -3.850   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.262  -2.516   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.278  -2.516   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.818  -2.516   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -3.588  -3.850   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -4.358  -2.516   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -5.128  -3.850   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -5.898  -2.516   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7   35                                             
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   34                                             
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16   32                                             
CONECT   15   14                                                            
CONECT   16   14   17   28                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   26                                                  
CONECT   20   19   21   28                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   19   27                                                  
CONECT   27   26                                                            
CONECT   28   20   16   29   30                                             
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   14   33   34                                             
CONECT   33   32                                                            
CONECT   34   32    9   35                                                  
CONECT   35   34    5                                                       
MASTER        0    0    0    0    0    0    0    0   35    0   78    0
END

View in JSmol

Synonyms

Value	Source
15a-Hydroxypristimerin	Generator
15Α-hydroxypristimerin	Generator

Chemical Formula

C₃₀H₄₀O₅

Average Mass

480.6450 Da

Monoisotopic Mass

480.28757 Da

IUPAC Name

methyl (2R,4aR,6S,6aS,12bS,14aS,14bR)-6,10-dihydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-1,2,3,4,4a,5,6,6a,11,12b,13,14,14a,14b-tetradecahydropicene-2-carboxylate

Traditional Name

methyl (2R,4aR,6S,6aS,12bS,14aS,14bR)-6,10-dihydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-1,3,4,5,6,13,14,14b-octahydropicene-2-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)[C@]1(C)CC[C@]2(C)C[C@H](O)[C@]3(C)C4=CC=C5C(C)=C(O)C(=O)C=C5[C@]4(C)CC[C@@]3(C)[C@@H]2C1

InChI Identifier

InChI=1S/C30H40O5/c1-17-18-8-9-21-28(4,19(18)14-20(31)24(17)33)12-13-29(5)22-15-27(3,25(34)35-7)11-10-26(22,2)16-23(32)30(21,29)6/h8-9,14,22-23,32-33H,10-13,15-16H2,1-7H3/t22-,23+,26-,27-,28+,29+,30+/m1/s1

InChI Key

ILMLHSVOUAEQID-GJDUSITCSA-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
3-hydroxysteroid
Hydroxysteroid
Steroid
Cyclic alcohol
Methyl ester
Carboxylic acid ester
Ketone
Secondary alcohol
Cyclic ketone
Enol
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	4.25	ChemAxon
pKa (Strongest Acidic)	9.66	ChemAxon
pKa (Strongest Basic)	-0.055	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	139.03 m³·mol⁻¹	ChemAxon
Polarizability	54 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

100931312

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (2r,4ar,6s,6as,12bs,14as,14br)-6,10-dihydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-1,3,4,5,6,13,14,14b-octahydropicene-2-carboxylate (NP0288077)

MOL for NP0288077 (methyl (2r,4ar,6s,6as,12bs,14as,14br)-6,10-dihydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-1,3,4,5,6,13,14,14b-octahydropicene-2-carboxylate)

3D MOL for NP0288077 (methyl (2r,4ar,6s,6as,12bs,14as,14br)-6,10-dihydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-1,3,4,5,6,13,14,14b-octahydropicene-2-carboxylate)

3D SDF for NP0288077 (methyl (2r,4ar,6s,6as,12bs,14as,14br)-6,10-dihydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-1,3,4,5,6,13,14,14b-octahydropicene-2-carboxylate)

3D-SDF for NP0288077 (methyl (2r,4ar,6s,6as,12bs,14as,14br)-6,10-dihydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-1,3,4,5,6,13,14,14b-octahydropicene-2-carboxylate)

PDB for NP0288077 (methyl (2r,4ar,6s,6as,12bs,14as,14br)-6,10-dihydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-1,3,4,5,6,13,14,14b-octahydropicene-2-carboxylate)

3D PDB for NP0288077 (methyl (2r,4ar,6s,6as,12bs,14as,14br)-6,10-dihydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-1,3,4,5,6,13,14,14b-octahydropicene-2-carboxylate)

SMILES for NP0288077 (methyl (2r,4ar,6s,6as,12bs,14as,14br)-6,10-dihydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-1,3,4,5,6,13,14,14b-octahydropicene-2-carboxylate)

INCHI for NP0288077 (methyl (2r,4ar,6s,6as,12bs,14as,14br)-6,10-dihydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-1,3,4,5,6,13,14,14b-octahydropicene-2-carboxylate)

Structure for NP0288077 (methyl (2r,4ar,6s,6as,12bs,14as,14br)-6,10-dihydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-1,3,4,5,6,13,14,14b-octahydropicene-2-carboxylate)

3D Structure for NP0288077 (methyl (2r,4ar,6s,6as,12bs,14as,14br)-6,10-dihydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-1,3,4,5,6,13,14,14b-octahydropicene-2-carboxylate)