NP-MRD: Showing NP-Card for Terrestrosin K (NP0139352)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-06-29 19:50:36 UTC

Updated at

2022-06-29 19:50:36 UTC

NP-MRD ID

NP0139352

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Terrestrosin K

Description

Terrestrosin K belongs to the class of organic compounds known as steroidal saponins. These are saponins in which the aglycone moiety is a steroid. The steroidal aglycone is usually a spirostane, furostane, spirosolane, solanidane, or curcubitacin derivative. Terrestrosin K is found in Tribulus terrestris. Terrestrosin K was first documented in 2019 (PMID: 31602886). Based on a literature review a small amount of articles have been published on Terrestrosin K (PMID: 33939847) (PMID: 31944362).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652306292221502D          

 75 83  0  0  1  0            999 V2000
    5.6091    1.9318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5275    1.1108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1437    0.5623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8124   -0.1933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9914   -0.1117    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8154    0.6943    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9944    0.7759    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6631    0.0204    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2793   -0.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8431   -0.0705    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5118   -0.8260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6918   -0.9169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2031   -0.2522    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3832   -0.3431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1055    0.3216    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2258    1.0772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0458    1.1681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5345    0.5034    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3544    0.5942    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6857    1.3498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5057    1.4406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8370    2.1962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8658    1.2589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9255    0.2308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4142    0.8955    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2342    0.8046    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7228    1.4693    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3915    2.2249    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5715    2.3157    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0829    1.6510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2402    3.0713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4203    3.1621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8802    2.8896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5489    3.6451    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0376    4.3098    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7063    5.0654    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8863    5.1562    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3976    4.4915    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7289    3.7360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5776    4.5824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0889    3.9177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5550    5.9118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1949    5.7301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8576    4.2190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3462    4.8837    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1662    4.7928    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6549    5.4575    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3236    6.2130    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5036    6.3039    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0149    5.6392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1723    7.0595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6610    7.7241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8123    6.8777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4749    5.3666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4975    4.0372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5428    1.3785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5655    0.0491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4029    1.4927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9497    0.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5052    0.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2546   -0.6577    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4486   -0.8337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8101   -1.2676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5596   -2.0537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1151   -2.6637    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.9211   -2.4876    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.4766   -3.0976    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.2260   -3.8836    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.4201   -4.0597    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8646   -3.4497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1695   -4.8457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7250   -5.4557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7815   -4.4936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2825   -2.9215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1716   -1.7015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  2  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  5  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 13 12  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 10 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
  7 21  1  0  0  0  0
 21 22  2  0  0  0  0
 18 23  1  1  0  0  0
 15 24  1  1  0  0  0
 25 24  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 25 30  1  0  0  0  0
 29 31  1  1  0  0  0
 31 32  1  0  0  0  0
 28 33  1  1  0  0  0
 34 33  1  1  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 34 39  1  0  0  0  0
 38 40  1  1  0  0  0
 40 41  1  0  0  0  0
 37 42  1  6  0  0  0
 36 43  1  1  0  0  0
 35 44  1  6  0  0  0
 45 44  1  1  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 45 50  1  0  0  0  0
 49 51  1  1  0  0  0
 51 52  1  0  0  0  0
 48 53  1  1  0  0  0
 47 54  1  1  0  0  0
 46 55  1  6  0  0  0
 27 56  1  1  0  0  0
 26 57  1  6  0  0  0
  7 58  1  1  0  0  0
  3 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 61 62  1  6  0  0  0
 61 63  1  0  0  0  0
 63 64  1  0  0  0  0
 65 64  1  1  0  0  0
 65 66  1  0  0  0  0
 66 67  1  0  0  0  0
 67 68  1  0  0  0  0
 68 69  1  0  0  0  0
 69 70  1  0  0  0  0
 65 70  1  0  0  0  0
 69 71  1  1  0  0  0
 71 72  1  0  0  0  0
 68 73  1  6  0  0  0
 67 74  1  1  0  0  0
 66 75  1  6  0  0  0
M  END

     RDKit          3D

157165  0  0  0  0  0  0  0  0999 V2000
    7.1699    0.8801    3.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0324    0.6766    1.8736 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8331   -0.1895    1.2305 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9217   -1.0427    1.7991 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2389   -0.5432    1.2519 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3531   -1.3708    1.7852 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.3968   -1.3534    3.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2759   -2.7657    1.2419 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2384   -2.8254   -0.1506 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3384   -2.3171   -0.7843 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.0355   -1.3002   -1.7234 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2093   -0.5335   -1.8315 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.8707    0.6541   -2.7182 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0200    1.4140   -2.8275 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2700   -1.3588   -2.5288 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.5000   -0.6703   -2.4275 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4454   -2.7106   -1.9235 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.1820   -3.5227   -2.7617 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0925   -3.3588   -1.6251 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.2593   -4.5511   -0.9679 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5360   -0.2276   -0.1227 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3075    0.3692   -0.3076 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1117   -0.5876   -0.0591 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0960    0.4557    0.1257 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7005    0.1270    0.4662 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1061   -0.8596   -0.5491 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7303   -1.2085    0.0088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0840    0.0397   -0.0702 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5130   -0.1368    0.3723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3060    1.0206   -0.2068 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6499    0.9951    0.1390 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4125    0.8288   -0.9869 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1570    1.9600   -1.3147 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2151    2.2322   -0.4972 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8679    2.7153    0.8726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0792    2.9446    1.5644 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1795    1.0648   -0.4758 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.1951    1.3463    0.4013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4465    1.3564   -0.2091 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.0728    2.5667   -0.2332 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7545    2.9683    0.8692 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.3977    4.4157    1.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0778    4.8700    2.3017 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4974    2.1602    2.1148 C   0  0  1  0  0  0  0  0  0  0  0  0
  -11.5337    2.4675    3.0207 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5762    0.6782    1.8517 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.5388    0.0844    2.5983 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3248    0.3142    0.4162 C   0  0  1  0  0  0  0  0  0  0  0  0
  -11.5147    0.2148   -0.3126 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6118   -1.0665   -0.8144 C   0  0  2  0  0  0  0  0  0  0  0  0
  -11.5078   -0.9710   -2.2270 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0404   -2.2248   -2.6285 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.6231   -2.1511   -4.0626 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1565   -3.4000   -4.4868 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1291   -3.2247   -2.3587 C   0  0  2  0  0  0  0  0  0  0  0  0
  -12.5520   -3.8199   -3.5266 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3466   -2.5547   -1.7137 C   0  0  2  0  0  0  0  0  0  0  0  0
  -13.9568   -1.7833   -2.6893 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9460   -1.7043   -0.5324 C   0  0  1  0  0  0  0  0  0  0  0  0
  -12.8605   -2.4352    0.6375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4820   -0.2072   -0.0375 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.2149   -0.2073    1.3119 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2097   -0.4224   -0.8401 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5024   -1.0281   -2.0364 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7276    2.3027    0.2853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2522    2.4404    0.1873 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5004    1.1953    0.7161 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2654    1.0657    2.1778 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9228    1.4098    0.2925 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5506    2.6123    0.8628 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0113    2.6459    0.9985 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6889    3.6512    0.9440 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6848    1.3165    1.2222 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3010    0.8698    2.5922 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1224    1.3199    0.8968 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0332    1.9531    3.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5766    0.1723    3.9486 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2359    0.6794    3.6718 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8399   -1.0544    2.8791 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7694   -2.1036    1.4694 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1785   -0.6688    0.1543 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3713    0.5460    1.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3598   -0.9082    1.4956 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4084   -1.6635    3.6264 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2268   -0.3160    3.6516 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6900   -2.0875    3.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1687   -3.3221    1.6263 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3825   -3.2685    1.6386 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.0641   -1.9619   -0.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.5639   -0.1522   -0.8658 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5849    0.3264   -3.7458 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0128    1.2290   -2.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.1293    2.0962   -2.1304 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.9920   -1.3838   -3.6015 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.4315   -0.0592   -1.6536 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.9543   -2.5970   -0.9350 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.1535   -3.3259   -2.5725 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5438   -3.4589   -2.5756 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.7261   -5.1617   -1.5952 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1509    0.8910   -1.2583 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3289   -1.2015    0.8194 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0367   -1.2012   -0.9694 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0773    1.0818   -0.7990 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5614   -0.3598    1.4465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9693   -0.3140   -1.5028 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7276   -1.7390   -0.7074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8581   -1.5443    1.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2641   -1.9783   -0.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1151    0.3557   -1.1346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6211   -0.0914    1.4720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9312   -1.1168    0.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1684    0.9328   -1.3169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7174    0.7082   -1.8715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7857    3.0701   -0.9911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3948    3.7191    0.7756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2626    2.0178    1.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0750    2.4452    2.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5516    0.9011   -1.5141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2435    1.0967   -1.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8636    2.9409    0.6714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3220    4.5134    1.3650 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6328    5.0967    0.3343 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8681    5.8150    2.4235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5661    2.4665    2.6338 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2486    2.0288    3.8718 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5130    0.2373    2.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3056   -0.8135    2.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7605   -0.6664    0.3683 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7600   -1.6995   -0.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1234   -2.4314   -2.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4309   -1.7901   -4.7406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7537   -1.4624   -4.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1006   -4.0479   -3.7326 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7918   -3.9815   -1.6153 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4399   -4.2361   -3.4196 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9966   -3.3645   -1.3356 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.4493   -1.0368   -2.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7191   -0.9040   -0.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7068   -2.4312    1.1538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1519   -1.0599   -0.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0950   -1.1377    1.6069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6085   -1.1438   -0.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6777   -1.4353   -2.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0873    2.5338    1.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1633    3.1168   -0.3694 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0831    2.5029   -0.8799 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1056    3.2925    0.7635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7694    1.4680    2.4116 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9262    1.6525    2.8325 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3153    0.0148    2.5445 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8685    1.5473   -0.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0477    2.9349    1.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2973    3.4824    0.1760 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1942    1.0898    2.6885 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5118   -0.1878    2.8263 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7450    1.5804    3.3196 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4994    2.3173    0.5766 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  2 75  1  0
 75 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 65  1  0
 65 66  1  0
 66 67  1  0
 67 68  1  1
 67 69  1  0
 69 70  1  0
 70 71  1  0
 71 72  2  0
 71 73  1  0
 73 74  1  1
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 34 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 41 44  1  0
 44 45  1  0
 44 46  1  0
 46 47  1  0
 46 48  1  0
 48 49  1  0
 49 50  1  0
 50 51  1  0
 51 52  1  0
 52 53  1  0
 53 54  1  0
 52 55  1  0
 55 56  1  0
 55 57  1  0
 57 58  1  0
 57 59  1  0
 59 60  1  0
 37 61  1  0
 61 62  1  0
 61 63  1  0
 63 64  1  0
 22 21  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 21  3  1  0
 19 10  1  0
 73 75  1  0
 63 32  1  0
 73 24  1  0
 48 39  1  0
 59 50  1  0
 69 25  1  0
 67 28  1  0
  7 84  1  0
  7 85  1  0
  7 86  1  0
  6 83  1  6
  5 81  1  0
  5 82  1  0
  4 79  1  0
  4 80  1  0
  1 76  1  0
  1 77  1  0
  1 78  1  0
 75157  1  6
 22100  1  6
 23101  1  0
 23102  1  0
 24103  1  6
 25104  1  1
 26105  1  0
 26106  1  0
 27107  1  0
 27108  1  0
 28109  1  6
 29110  1  0
 29111  1  0
 30112  1  6
 65144  1  0
 65145  1  0
 66146  1  0
 66147  1  0
 68148  1  0
 68149  1  0
 68150  1  0
 69151  1  6
 70152  1  0
 70153  1  0
 74154  1  0
 74155  1  0
 74156  1  0
 32113  1  6
 34114  1  6
 35115  1  0
 35116  1  0
 36117  1  0
 37118  1  6
 39119  1  6
 41120  1  6
 42121  1  0
 42122  1  0
 43123  1  0
 44124  1  1
 45125  1  0
 46126  1  1
 47127  1  0
 48128  1  1
 50129  1  1
 52130  1  1
 53131  1  0
 53132  1  0
 54133  1  0
 55134  1  1
 56135  1  0
 57136  1  1
 58137  1  0
 59138  1  1
 60139  1  0
 61140  1  1
 62141  1  0
 63142  1  1
 64143  1  0
  8 87  1  0
  8 88  1  0
 10 89  1  1
 12 90  1  1
 13 91  1  0
 13 92  1  0
 14 93  1  0
 15 94  1  6
 16 95  1  0
 17 96  1  1
 18 97  1  0
 19 98  1  6
 20 99  1  0
M  END


  Mrv1652306292221502D          

 75 83  0  0  1  0            999 V2000
    5.6091    1.9318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5275    1.1108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1437    0.5623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8124   -0.1933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9914   -0.1117    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8154    0.6943    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9944    0.7759    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6631    0.0204    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2793   -0.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8431   -0.0705    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5118   -0.8260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6918   -0.9169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2031   -0.2522    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3832   -0.3431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1055    0.3216    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2258    1.0772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0458    1.1681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5345    0.5034    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3544    0.5942    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6857    1.3498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5057    1.4406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8370    2.1962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8658    1.2589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9255    0.2308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4142    0.8955    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2342    0.8046    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7228    1.4693    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3915    2.2249    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5715    2.3157    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0829    1.6510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2402    3.0713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4203    3.1621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8802    2.8896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5489    3.6451    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0376    4.3098    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7063    5.0654    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8863    5.1562    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3976    4.4915    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7289    3.7360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5776    4.5824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0889    3.9177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5550    5.9118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1949    5.7301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8576    4.2190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3462    4.8837    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1662    4.7928    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6549    5.4575    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3236    6.2130    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5036    6.3039    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0149    5.6392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1723    7.0595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6610    7.7241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8123    6.8777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4749    5.3666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4975    4.0372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5428    1.3785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5655    0.0491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4029    1.4927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9497    0.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5052    0.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2546   -0.6577    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4486   -0.8337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8101   -1.2676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5596   -2.0537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1151   -2.6637    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.9211   -2.4876    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.4766   -3.0976    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.2260   -3.8836    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.4201   -4.0597    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8646   -3.4497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1695   -4.8457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7250   -5.4557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7815   -4.4936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2825   -2.9215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1716   -1.7015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  2  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  5  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 13 12  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 10 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
  7 21  1  0  0  0  0
 21 22  2  0  0  0  0
 18 23  1  1  0  0  0
 15 24  1  1  0  0  0
 25 24  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 25 30  1  0  0  0  0
 29 31  1  1  0  0  0
 31 32  1  0  0  0  0
 28 33  1  1  0  0  0
 34 33  1  1  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 34 39  1  0  0  0  0
 38 40  1  1  0  0  0
 40 41  1  0  0  0  0
 37 42  1  6  0  0  0
 36 43  1  1  0  0  0
 35 44  1  6  0  0  0
 45 44  1  1  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 45 50  1  0  0  0  0
 49 51  1  1  0  0  0
 51 52  1  0  0  0  0
 48 53  1  1  0  0  0
 47 54  1  1  0  0  0
 46 55  1  6  0  0  0
 27 56  1  1  0  0  0
 26 57  1  6  0  0  0
  7 58  1  1  0  0  0
  3 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 61 62  1  6  0  0  0
 61 63  1  0  0  0  0
 63 64  1  0  0  0  0
 65 64  1  1  0  0  0
 65 66  1  0  0  0  0
 66 67  1  0  0  0  0
 67 68  1  0  0  0  0
 68 69  1  0  0  0  0
 69 70  1  0  0  0  0
 65 70  1  0  0  0  0
 69 71  1  1  0  0  0
 71 72  1  0  0  0  0
 68 73  1  6  0  0  0
 67 74  1  1  0  0  0
 66 75  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0139352

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H](CCC1=C(C)[C@H]2[C@H](C[C@H]3[C@@H]4CC[C@H]5C[C@H](CC[C@]5(C)[C@H]4CC(=O)[C@]23C)O[C@@H]2O[C@H](CO)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)O1)CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C51H82O24/c1-19(18-67-46-41(64)37(60)34(57)28(14-52)70-46)5-8-26-20(2)33-27(69-26)12-25-23-7-6-21-11-22(9-10-50(21,3)24(23)13-32(56)51(25,33)4)68-47-43(66)40(63)44(31(17-55)73-47)74-49-45(39(62)36(59)30(16-54)72-49)75-48-42(65)38(61)35(58)29(15-53)71-48/h19,21-25,27-31,33-49,52-55,57-66H,5-18H2,1-4H3/t19-,21+,22+,23-,24+,25+,27+,28-,29-,30-,31-,33+,34-,35+,36-,37+,38+,39+,40-,41-,42-,43-,44+,45-,46-,47-,48+,49+,50+,51-/m1/s1

> <INCHI_KEY>
TVRRDUXJKROMDX-CXLJPAHDSA-N

> <FORMULA>
C51H82O24

> <MOLECULAR_WEIGHT>
1079.193

> <EXACT_MASS>
1078.51960352

> <JCHEM_ACCEPTOR_COUNT>
24

> <JCHEM_ATOM_COUNT>
157

> <JCHEM_AVERAGE_POLARIZABILITY>
113.98522881833135

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
14

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,4S,8R,9S,12S,13S,16S,18S)-16-{[(2R,3R,4R,5R,6R)-5-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-7,9,13-trimethyl-6-[(3R)-3-methyl-4-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butyl]-5-oxapentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icos-6-en-10-one

> <ALOGPS_LOGP>
-0.87

> <JCHEM_LOGP>
-3.5005764979999983

> <ALOGPS_LOGS>
-2.79

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.184229094607243

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.75070465046566

> <JCHEM_PKA_STRONGEST_BASIC>
-3.648674410357108

> <JCHEM_POLAR_SURFACE_AREA>
383.36000000000007

> <JCHEM_REFRACTIVITY>
252.94330000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.74e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,4S,8R,9S,12S,13S,16S,18S)-16-{[(2R,3R,4R,5R,6R)-5-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-7,9,13-trimethyl-6-[(3R)-3-methyl-4-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butyl]-5-oxapentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icos-6-en-10-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-JUN-22         0                                  
HETATM    1  C   UNK     0      10.470   3.606   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.318   2.074   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.468   1.050   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      10.850  -0.361   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       9.317  -0.208   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.989   1.296   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.456   1.448   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.838   0.038   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.988  -0.986   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.307  -0.132   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.689  -1.542   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.158  -1.712   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.246  -0.471   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.715  -0.640   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.197   0.600   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.421   2.011   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.952   2.180   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.864   0.940   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.395   1.109   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.013   2.520   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.544   2.689   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       7.162   4.100   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.483   2.350   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -1.728   0.431   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -2.640   1.672   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -4.170   1.502   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -5.083   2.743   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -4.464   4.153   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.934   4.323   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -2.021   3.082   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -2.315   5.733   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -0.784   5.903   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -5.376   5.394   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -4.758   6.804   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -5.670   8.045   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -5.052   9.455   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -3.521   9.625   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -2.609   8.384   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -3.227   6.974   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -1.078   8.554   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -0.166   7.313   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -2.903  11.035   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      -5.964  10.696   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      -7.201   7.875   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      -8.113   9.116   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -9.644   8.947   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0     -10.556  10.187   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      -9.937  11.598   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      -8.407  11.767   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      -7.495  10.527   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0      -7.788  13.178   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0      -8.700  14.418   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0     -10.850  12.838   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0     -12.086  10.018   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0     -10.262   7.536   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0      -6.613   2.573   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      -4.789   0.092   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0       8.219   2.786   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      12.973   1.378   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      14.010   0.240   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      13.542  -1.228   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      12.037  -1.556   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0      14.579  -2.366   0.000  0.00  0.00           C+0
HETATM   64  O   UNK     0      14.111  -3.834   0.000  0.00  0.00           O+0
HETATM   65  C   UNK     0      15.148  -4.972   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0      16.653  -4.644   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0      17.690  -5.782   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0      17.222  -7.249   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0      15.717  -7.578   0.000  0.00  0.00           C+0
HETATM   70  O   UNK     0      14.681  -6.439   0.000  0.00  0.00           O+0
HETATM   71  C   UNK     0      15.250  -9.045   0.000  0.00  0.00           C+0
HETATM   72  O   UNK     0      16.287 -10.184   0.000  0.00  0.00           O+0
HETATM   73  O   UNK     0      18.259  -8.388   0.000  0.00  0.00           O+0
HETATM   74  O   UNK     0      19.194  -5.453   0.000  0.00  0.00           O+0
HETATM   75  O   UNK     0      17.120  -3.176   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4   59                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    2    7                                                  
CONECT    7    6    8   21   58                                             
CONECT    8    7    9   10                                                  
CONECT    9    8    5                                                       
CONECT   10    8   11   19                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   24                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13   19   23                                             
CONECT   19   18   10   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20    7   22                                                  
CONECT   22   21                                                            
CONECT   23   18                                                            
CONECT   24   15   25                                                       
CONECT   25   24   26   30                                                  
CONECT   26   25   27   57                                                  
CONECT   27   26   28   56                                                  
CONECT   28   27   29   33                                                  
CONECT   29   28   30   31                                                  
CONECT   30   29   25                                                       
CONECT   31   29   32                                                       
CONECT   32   31                                                            
CONECT   33   28   34                                                       
CONECT   34   33   35   39                                                  
CONECT   35   34   36   44                                                  
CONECT   36   35   37   43                                                  
CONECT   37   36   38   42                                                  
CONECT   38   37   39   40                                                  
CONECT   39   38   34                                                       
CONECT   40   38   41                                                       
CONECT   41   40                                                            
CONECT   42   37                                                            
CONECT   43   36                                                            
CONECT   44   35   45                                                       
CONECT   45   44   46   50                                                  
CONECT   46   45   47   55                                                  
CONECT   47   46   48   54                                                  
CONECT   48   47   49   53                                                  
CONECT   49   48   50   51                                                  
CONECT   50   49   45                                                       
CONECT   51   49   52                                                       
CONECT   52   51                                                            
CONECT   53   48                                                            
CONECT   54   47                                                            
CONECT   55   46                                                            
CONECT   56   27                                                            
CONECT   57   26                                                            
CONECT   58    7                                                            
CONECT   59    3   60                                                       
CONECT   60   59   61                                                       
CONECT   61   60   62   63                                                  
CONECT   62   61                                                            
CONECT   63   61   64                                                       
CONECT   64   63   65                                                       
CONECT   65   64   66   70                                                  
CONECT   66   65   67   75                                                  
CONECT   67   66   68   74                                                  
CONECT   68   67   69   73                                                  
CONECT   69   68   70   71                                                  
CONECT   70   69   65                                                       
CONECT   71   69   72                                                       
CONECT   72   71                                                            
CONECT   73   68                                                            
CONECT   74   67                                                            
CONECT   75   66                                                            
MASTER        0    0    0    0    0    0    0    0   75    0  166    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₅₁H₈₂O₂₄

Average Mass

1079.1930 Da

Monoisotopic Mass

1078.51960 Da

IUPAC Name

(1R,2S,4S,8R,9S,12S,13S,16S,18S)-16-{[(2R,3R,4R,5R,6R)-5-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-7,9,13-trimethyl-6-[(3R)-3-methyl-4-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butyl]-5-oxapentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icos-6-en-10-one

Traditional Name

CAS Registry Number

Not Available

SMILES

C[C@H](CCC1=C(C)[C@H]2[C@H](C[C@H]3[C@@H]4CC[C@H]5C[C@H](CC[C@]5(C)[C@H]4CC(=O)[C@]23C)O[C@@H]2O[C@H](CO)[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)O1)CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C51H82O24/c1-19(18-67-46-41(64)37(60)34(57)28(14-52)70-46)5-8-26-20(2)33-27(69-26)12-25-23-7-6-21-11-22(9-10-50(21,3)24(23)13-32(56)51(25,33)4)68-47-43(66)40(63)44(31(17-55)73-47)74-49-45(39(62)36(59)30(16-54)72-49)75-48-42(65)38(61)35(58)29(15-53)71-48/h19,21-25,27-31,33-49,52-55,57-66H,5-18H2,1-4H3/t19-,21+,22+,23-,24+,25+,27+,28-,29-,30-,31-,33+,34-,35+,36-,37+,38+,39+,40-,41-,42-,43-,44+,45-,46-,47-,48+,49+,50+,51-/m1/s1

InChI Key

TVRRDUXJKROMDX-CXLJPAHDSA-N

Experimental Spectra

Not Available

Predicted Spectra

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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Tribulus terrestris	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroidal saponins. These are saponins in which the aglycone moiety is a steroid. The steroidal aglycone is usually a spirostane, furostane, spirosolane, solanidane, or curcubitacin derivative.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal glycosides

Direct Parent

Steroidal saponins

Alternative Parents

Substituents

Steroidal saponin
Diterpene glycoside
Furostane-skeleton
Oligosaccharide
Diterpenoid
Oxosteroid
12-oxosteroid
Terpene glycoside
Fatty acyl glycoside
Alkyl glycoside
Glycosyl compound
O-glycosyl compound
Fatty acyl
Oxane
Dihydrofuran
Ketone
Secondary alcohol
Polyol
Organoheterocyclic compound
Acetal
Oxacycle
Primary alcohol
Alcohol
Organic oxygen compound
Organic oxide
Carbonyl group
Aldehyde
Hydrocarbon derivative
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	-0.87	ALOGPS
logP	-3.5	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	11.75	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	24	ChemAxon
Hydrogen Donor Count	14	ChemAxon
Polar Surface Area	383.36 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	252.94 m³·mol⁻¹	ChemAxon
Polarizability	113.99 Å³	ChemAxon
Number of Rings	9	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

60600614

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101707500

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Song X, Yuan Y, Wang S, Sun X, Zhang C, Gao P, Shi L: Pharmacokinetic comparisons of six steroid saponins in rat plasma following oral administration of crude and stir-fried Fructus Tribuli extracts by UHPLC-MS/MS. Biomed Chromatogr. 2021 Oct;35(10):e5151. doi: 10.1002/bmc.5151. Epub 2021 May 27. [PubMed:33939847 ]
Zhang C, Wang S, Guo F, Ma T, Zhang L, Sun L, Wang Y, Zhang X: Analysis of variations in the contents of steroidal saponins in Fructus Tribuli during stir-frying treatment. Biomed Chromatogr. 2020 Apr;34(4):e4794. doi: 10.1002/bmc.4794. Epub 2020 Jan 31. [PubMed:31944362 ]
Yuan R, Wang LL, Zhang LF, Zhang C, Yuan YH, Song X, Ma BP: [Changes and mechanisms of terrestroside B and terrestrosin K in stir-frying Tribuli Fructus]. Zhongguo Zhong Yao Za Zhi. 2019 Aug;44(15):3297-3304. doi: 10.19540/j.cnki.cjcmm.20190410.301. [PubMed:31602886 ]

Showing NP-Card for Terrestrosin K (NP0139352)

MOL for NP0139352 (Terrestrosin K)

3D MOL for NP0139352 (Terrestrosin K)

3D SDF for NP0139352 (Terrestrosin K)

3D-SDF for NP0139352 (Terrestrosin K)

PDB for NP0139352 (Terrestrosin K)

3D PDB for NP0139352 (Terrestrosin K)

SMILES for NP0139352 (Terrestrosin K)

INCHI for NP0139352 (Terrestrosin K)

Structure for NP0139352 (Terrestrosin K)

3D Structure for NP0139352 (Terrestrosin K)