NP-MRD: Showing NP-Card for (1r,2s,3as,3bs,4s,5ar,7s,9ar,11ar)-9a-(hydroxymethyl)-3a,6,6,11a-tetramethyl-1-[(2r,4s,5s)-4,5,6-trihydroxy-6-methylheptan-2-yl]-1h,2h,3h,3bh,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthrene-2,4,7-triol (NP0263832)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-08 07:08:20 UTC

Updated at

2022-09-08 07:08:20 UTC

NP-MRD ID

NP0263832

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2s,3as,3bs,4s,5ar,7s,9ar,11ar)-9a-(hydroxymethyl)-3a,6,6,11a-tetramethyl-1-[(2r,4s,5s)-4,5,6-trihydroxy-6-methylheptan-2-yl]-1h,2h,3h,3bh,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthrene-2,4,7-triol

Description

(2R,5S,7R,9S,10S,11S,13S,14R,15R)-2-(hydroxymethyl)-6,6,11,15-tetramethyl-14-[(2R,4S,5S)-4,5,6-trihydroxy-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-1(17)-ene-5,9,13-triol 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 (2R,5S,7R,9S,10S,11S,13S,14R,15R)-2-(hydroxymethyl)-6,6,11,15-tetramethyl-14-[(2R,4S,5S)-4,5,6-trihydroxy-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-1(17)-ene-5,9,13-triol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082209082D          

 37 40  0  0  1  0            999 V2000
    4.9830   -1.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2939   -0.7929    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1111   -0.6800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6175   -1.3314    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3066   -2.0955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4347   -1.2185    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7456   -0.4543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9411   -1.8698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4474   -2.5212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5924   -1.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2897   -2.3762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875   -0.1416    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0168    0.6509    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7927    0.9312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826    0.6076    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4850    1.4085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705    0.7528    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3387    0.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629   -0.1684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3228   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266    0.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8069   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2751   -1.1393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976    0.5577    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9098    0.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2793    1.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7182    1.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463    1.0432    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7781    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5902    1.5287    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1220    2.1594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  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  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
 12  2  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 12 22  1  0  0  0  0
 16 22  1  0  0  0  0
 22 23  1  6  0  0  0
 19 24  1  0  0  0  0
 24 25  1  6  0  0  0
 25 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 31 34  1  0  0  0  0
 24 34  1  0  0  0  0
 34 35  1  6  0  0  0
 35 36  1  0  0  0  0
 18 36  1  0  0  0  0
 36 37  1  6  0  0  0
M  END

     RDKit          3D

 89 92  0  0  0  0  0  0  0  0999 V2000
    3.3048    1.1382   -2.1228 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2494    0.6137   -0.7229 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7664   -0.8231   -0.6310 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1705   -0.9570   -1.0638 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5623   -2.2921   -0.9738 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1980   -0.1675   -0.3126 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4149   -0.3804   -1.0393 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5243   -0.7208    1.0602 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5242   -0.3815    2.1231 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8397   -0.0155    1.4497 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8459   -2.0770    0.9991 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0145    0.8480    0.0412 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8010    2.3597    0.1425 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6989    3.0742   -0.6131 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3543    2.5545   -0.3356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2699    1.2871    0.1454 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2852    1.3318    1.6642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6538    1.0271   -0.3235 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9917   -0.4143   -0.1321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0767   -1.3126    0.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3629   -1.0100    0.4339 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7493    0.2490   -0.3571 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5003   -0.0087   -1.7871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4335   -0.8122   -0.3549 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7471   -0.8716   -1.8201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6147    0.2960   -2.5131 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6475   -2.2162    0.1848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1009   -2.5848    0.1406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0347   -1.6208    0.7642 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.3222   -1.8760    0.2852 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7268   -0.1738    0.4966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5150    0.3269   -0.6671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2481    0.5882    1.7318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2624    0.1203    0.4459 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0460    1.5756    0.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5940    1.8537    0.5354 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3328    3.1967    0.4698 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5718    0.2612   -2.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4198    1.6791   -2.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1676    1.8477   -2.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0485    1.2083   -0.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1204   -1.5123   -1.2123 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6718   -1.1017    0.4356 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2831   -0.7176   -2.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1698   -2.5637   -1.7038 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0623    0.8947   -0.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6610    0.4564   -1.5262 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9355    0.5010    1.8731 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9190   -1.2643    2.4364 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0916   -0.0893    3.0659 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5807    0.9373    1.9661 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4205    0.2575    0.5450 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4306   -0.6462    2.1434 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5877   -2.1530    0.3483 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2467    0.5080    1.0982 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8798    2.7262    1.1842 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4825    3.3252   -0.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0130    3.4613    0.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3195    2.7055   -1.4160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8238    0.4771    2.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7102    1.3474    2.1203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7425    2.3264    1.9440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7197    1.3253   -1.3893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3862   -2.3410    0.3333 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5909   -0.8592    1.5070 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9466   -1.8783    0.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3183   -0.7859   -1.8747 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0498    0.8894   -2.3051 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3235   -0.4419   -2.3686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7472   -1.2760   -1.9582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0376   -1.6118   -2.2664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2920    0.3529   -3.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2936   -2.3215    1.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1285   -2.9712   -0.4719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1916   -3.5564    0.7134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4418   -2.8716   -0.8980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0827   -1.8254    1.8698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9355   -1.1376    0.5858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4498    0.8768   -0.3473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9228   -0.5286   -1.2825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9858    1.0185   -1.3291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5403    1.6025    1.4188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1630    0.0779    2.1048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4533    0.6062    2.5060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8996   -0.0025    1.5148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6626    2.1618    0.8502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1650    1.8732   -0.8960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5331    1.4373    1.5831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7404    3.6591    1.2370 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  1
 16 18  1  0
 18 36  1  0
 36 37  1  0
 36 35  1  0
 35 34  1  0
 34 31  1  0
 31 32  1  0
 31 33  1  0
 31 29  1  0
 29 30  1  0
 29 28  1  0
 28 27  1  0
 27 24  1  0
 24 25  1  6
 25 26  1  0
 24 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  6
 22 12  1  0
 22 16  1  0
 19 18  1  0
 24 34  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  2 41  1  1
  3 42  1  0
  3 43  1  0
  4 44  1  6
  5 45  1  0
  6 46  1  1
  7 47  1  0
  9 48  1  0
  9 49  1  0
  9 50  1  0
 10 51  1  0
 10 52  1  0
 10 53  1  0
 11 54  1  0
 12 55  1  1
 13 56  1  1
 14 57  1  0
 15 58  1  0
 15 59  1  0
 17 60  1  0
 17 61  1  0
 17 62  1  0
 18 63  1  6
 36 88  1  1
 37 89  1  0
 35 86  1  0
 35 87  1  0
 34 85  1  1
 32 79  1  0
 32 80  1  0
 32 81  1  0
 33 82  1  0
 33 83  1  0
 33 84  1  0
 29 77  1  1
 30 78  1  0
 28 75  1  0
 28 76  1  0
 27 73  1  0
 27 74  1  0
 25 70  1  0
 25 71  1  0
 26 72  1  0
 20 64  1  0
 21 65  1  0
 21 66  1  0
 23 67  1  0
 23 68  1  0
 23 69  1  0
M  END


  Mrv1652309082209082D          

 37 40  0  0  1  0            999 V2000
    4.9830   -1.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2939   -0.7929    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1111   -0.6800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6175   -1.3314    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3066   -2.0955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4347   -1.2185    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7456   -0.4543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9411   -1.8698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4474   -2.5212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5924   -1.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2897   -2.3762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875   -0.1416    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0168    0.6509    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7927    0.9312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826    0.6076    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4850    1.4085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705    0.7528    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3387    0.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629   -0.1684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3228   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266    0.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8069   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2751   -1.1393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976    0.5577    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9098    0.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2793    1.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7182    1.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463    1.0432    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7781    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5902    1.5287    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1220    2.1594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  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  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
 12  2  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 12 22  1  0  0  0  0
 16 22  1  0  0  0  0
 22 23  1  6  0  0  0
 19 24  1  0  0  0  0
 24 25  1  6  0  0  0
 25 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 31 34  1  0  0  0  0
 24 34  1  0  0  0  0
 34 35  1  6  0  0  0
 35 36  1  0  0  0  0
 18 36  1  0  0  0  0
 36 37  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0263832

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H](C[C@H](O)[C@H](O)C(C)(C)O)[C@H]1[C@@H](O)C[C@@]2(C)[C@@H]3[C@@H](O)C[C@H]4C(C)(C)[C@@H](O)CC[C@]4(CO)C3=CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C30H52O7/c1-16(12-19(33)25(36)27(4,5)37)23-20(34)14-29(7)24-17(8-10-28(23,29)6)30(15-31)11-9-22(35)26(2,3)21(30)13-18(24)32/h8,16,18-25,31-37H,9-15H2,1-7H3/t16-,18+,19+,20+,21+,22+,23+,24+,25+,28-,29+,30+/m1/s1

> <INCHI_KEY>
LVIPPMJGCMNCBO-PWPIOPEJSA-N

> <FORMULA>
C30H52O7

> <MOLECULAR_WEIGHT>
524.739

> <EXACT_MASS>
524.371304014

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
89

> <JCHEM_AVERAGE_POLARIZABILITY>
59.612111981466754

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,5S,7R,9S,10S,11S,13S,14R,15R)-2-(hydroxymethyl)-6,6,11,15-tetramethyl-14-[(2R,4S,5S)-4,5,6-trihydroxy-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(17)-ene-5,9,13-triol

> <JCHEM_LOGP>
0.6366871773333331

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.685730913458553

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.028234943978088

> <JCHEM_PKA_STRONGEST_BASIC>
-0.012194546712696597

> <JCHEM_POLAR_SURFACE_AREA>
141.61

> <JCHEM_REFRACTIVITY>
143.48010000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R,5S,7R,9S,10S,11S,13S,14R,15R)-2-(hydroxymethyl)-6,6,11,15-tetramethyl-14-[(2R,4S,5S)-4,5,6-trihydroxy-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(17)-ene-5,9,13-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       9.302  -2.907   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.882  -1.480   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.407  -1.269   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.353  -2.485   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      11.772  -3.912   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      13.878  -2.275   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      14.458  -0.848   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      14.823  -3.490   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.769  -4.706   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      16.039  -2.545   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      13.608  -4.436   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       8.937  -0.264   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.365   1.215   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      10.813   1.738   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       8.090   2.079   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.874   1.134   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.505   2.629   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.358   1.405   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.366   0.228   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.889  -1.221   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.405  -1.492   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.398  -0.314   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.069  -1.700   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.850   0.499   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.373  -0.949   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       2.380  -2.127   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.857  -0.678   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.341  -0.407   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.182   1.041   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -1.698   1.312   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       0.810   2.218   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -0.521   2.992   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.341   3.664   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.326   1.947   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       3.319   3.125   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       4.835   2.854   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       5.828   4.031   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8                                                            
CONECT   12    2   13   22                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   18   22                                             
CONECT   17   16                                                            
CONECT   18   16   19   36                                                  
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   12   16   23                                             
CONECT   23   22                                                            
CONECT   24   19   25   27   34                                             
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   24   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   33   34                                             
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   31   24   35                                                  
CONECT   35   34   36                                                       
CONECT   36   35   18   37                                                  
CONECT   37   36                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   80    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₅₂O₇

Average Mass

524.7390 Da

Monoisotopic Mass

524.37130 Da

IUPAC Name

(2R,5S,7R,9S,10S,11S,13S,14R,15R)-2-(hydroxymethyl)-6,6,11,15-tetramethyl-14-[(2R,4S,5S)-4,5,6-trihydroxy-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(17)-ene-5,9,13-triol

Traditional Name

(2R,5S,7R,9S,10S,11S,13S,14R,15R)-2-(hydroxymethyl)-6,6,11,15-tetramethyl-14-[(2R,4S,5S)-4,5,6-trihydroxy-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(17)-ene-5,9,13-triol

CAS Registry Number

Not Available

SMILES

C[C@H](C[C@H](O)[C@H](O)C(C)(C)O)[C@H]1[C@@H](O)C[C@@]2(C)[C@@H]3[C@@H](O)C[C@H]4C(C)(C)[C@@H](O)CC[C@]4(CO)C3=CC[C@]12C

InChI Identifier

InChI=1S/C30H52O7/c1-16(12-19(33)25(36)27(4,5)37)23-20(34)14-29(7)24-17(8-10-28(23,29)6)30(15-31)11-9-22(35)26(2,3)21(30)13-18(24)32/h8,16,18-25,31-37H,9-15H2,1-7H3/t16-,18+,19+,20+,21+,22+,23+,24+,25+,28-,29+,30+/m1/s1

InChI Key

LVIPPMJGCMNCBO-PWPIOPEJSA-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
Hexahydroxy bile acid, alcohol, or derivatives
25-hydroxysteroid
24-hydroxysteroid
Hydroxy bile acid, alcohol, or derivatives
Cholane-skeleton
23-hydroxysteroid
Bile acid, alcohol, or derivatives
19-hydroxysteroid
3-hydroxysteroid
14-alpha-methylsteroid
7-hydroxysteroid
7-alpha-hydroxysteroid
3-beta-hydroxysteroid
16-hydroxysteroid
Hydroxysteroid
16-beta-hydroxysteroid
Steroid
Cyclic alcohol
Tertiary alcohol
Secondary alcohol
Polyol
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Primary alcohol
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	0.64	ChemAxon
pKa (Strongest Acidic)	13.03	ChemAxon
pKa (Strongest Basic)	-0.012	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	141.61 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	143.48 m³·mol⁻¹	ChemAxon
Polarizability	59.61 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

162977010

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,2s,3as,3bs,4s,5ar,7s,9ar,11ar)-9a-(hydroxymethyl)-3a,6,6,11a-tetramethyl-1-[(2r,4s,5s)-4,5,6-trihydroxy-6-methylheptan-2-yl]-1h,2h,3h,3bh,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthrene-2,4,7-triol (NP0263832)

MOL for NP0263832 ((1r,2s,3as,3bs,4s,5ar,7s,9ar,11ar)-9a-(hydroxymethyl)-3a,6,6,11a-tetramethyl-1-[(2r,4s,5s)-4,5,6-trihydroxy-6-methylheptan-2-yl]-1h,2h,3h,3bh,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthrene-2,4,7-triol)

3D MOL for NP0263832 ((1r,2s,3as,3bs,4s,5ar,7s,9ar,11ar)-9a-(hydroxymethyl)-3a,6,6,11a-tetramethyl-1-[(2r,4s,5s)-4,5,6-trihydroxy-6-methylheptan-2-yl]-1h,2h,3h,3bh,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthrene-2,4,7-triol)

3D SDF for NP0263832 ((1r,2s,3as,3bs,4s,5ar,7s,9ar,11ar)-9a-(hydroxymethyl)-3a,6,6,11a-tetramethyl-1-[(2r,4s,5s)-4,5,6-trihydroxy-6-methylheptan-2-yl]-1h,2h,3h,3bh,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthrene-2,4,7-triol)

3D-SDF for NP0263832 ((1r,2s,3as,3bs,4s,5ar,7s,9ar,11ar)-9a-(hydroxymethyl)-3a,6,6,11a-tetramethyl-1-[(2r,4s,5s)-4,5,6-trihydroxy-6-methylheptan-2-yl]-1h,2h,3h,3bh,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthrene-2,4,7-triol)

PDB for NP0263832 ((1r,2s,3as,3bs,4s,5ar,7s,9ar,11ar)-9a-(hydroxymethyl)-3a,6,6,11a-tetramethyl-1-[(2r,4s,5s)-4,5,6-trihydroxy-6-methylheptan-2-yl]-1h,2h,3h,3bh,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthrene-2,4,7-triol)

3D PDB for NP0263832 ((1r,2s,3as,3bs,4s,5ar,7s,9ar,11ar)-9a-(hydroxymethyl)-3a,6,6,11a-tetramethyl-1-[(2r,4s,5s)-4,5,6-trihydroxy-6-methylheptan-2-yl]-1h,2h,3h,3bh,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthrene-2,4,7-triol)

SMILES for NP0263832 ((1r,2s,3as,3bs,4s,5ar,7s,9ar,11ar)-9a-(hydroxymethyl)-3a,6,6,11a-tetramethyl-1-[(2r,4s,5s)-4,5,6-trihydroxy-6-methylheptan-2-yl]-1h,2h,3h,3bh,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthrene-2,4,7-triol)

INCHI for NP0263832 ((1r,2s,3as,3bs,4s,5ar,7s,9ar,11ar)-9a-(hydroxymethyl)-3a,6,6,11a-tetramethyl-1-[(2r,4s,5s)-4,5,6-trihydroxy-6-methylheptan-2-yl]-1h,2h,3h,3bh,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthrene-2,4,7-triol)

Structure for NP0263832 ((1r,2s,3as,3bs,4s,5ar,7s,9ar,11ar)-9a-(hydroxymethyl)-3a,6,6,11a-tetramethyl-1-[(2r,4s,5s)-4,5,6-trihydroxy-6-methylheptan-2-yl]-1h,2h,3h,3bh,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthrene-2,4,7-triol)

3D Structure for NP0263832 ((1r,2s,3as,3bs,4s,5ar,7s,9ar,11ar)-9a-(hydroxymethyl)-3a,6,6,11a-tetramethyl-1-[(2r,4s,5s)-4,5,6-trihydroxy-6-methylheptan-2-yl]-1h,2h,3h,3bh,4h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthrene-2,4,7-triol)