NP-MRD: Showing NP-Card for 7-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-1-(2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl)-2-hydroxy-3a,6,6,9b,11a-pentamethyl-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-10-one (NP0307338)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-11 00:24:15 UTC

Updated at

2022-09-11 00:24:16 UTC

NP-MRD ID

NP0307338

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-1-(2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl)-2-hydroxy-3a,6,6,9b,11a-pentamethyl-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-10-one

Description

5-{[4,5-Dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-14-(2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl)-13-hydroxy-1,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-7-en-17-one belongs to the class of organic compounds known as cucurbitacin glycosides. These are polycyclic compounds containing a carbohydrate derivative glycosidically linked to a curcubitane nucleus. 7-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-1-(2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl)-2-hydroxy-3a,6,6,9b,11a-pentamethyl-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-10-one is found in Ibervillea sonorae. 5-{[4,5-Dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-14-(2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl)-13-hydroxy-1,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-7-en-17-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004151514102D          

 57 62  0  0  0  0            999 V2000
   -2.5754    1.5981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2951    0.8222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4830    0.6770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2027   -0.0989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3906   -0.2441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1412    0.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1391    1.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9512    1.3077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3927    1.7932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1124    2.5691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2049    1.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7367    2.2787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5488    2.1335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4852    0.8721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9533    0.2414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2336   -0.5346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0458   -0.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3261   -1.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1382   -1.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6700   -0.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3897   -0.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9215    0.4364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7336    0.2912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0139   -0.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8261   -0.6299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6284    0.1710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4774   -0.1236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1602   -0.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9362   -0.3063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9309   -1.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4373   -2.0304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0886   -1.5240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7859   -2.5367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9436   -2.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6327   -3.4459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7609   -2.5689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2672   -3.2202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0845   -3.1073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9017   -2.9945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9716   -2.2901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1973   -3.9246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1064   -1.4059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4662   -2.1482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5745   -2.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7624   -1.8914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2306   -2.5221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4821   -1.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9503   -1.7461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5776   -0.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6944    0.7676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9658    0.5044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7345   -0.7296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4542   -1.5056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5467   -0.5844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0785   -1.2151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8270    0.1915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6391    0.3367    0.0000 O   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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
  6 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
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 31 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 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
 38 40  1  0  0  0  0
 38 41  1  0  0  0  0
 30 42  1  0  0  0  0
 25 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 45 47  1  0  0  0  0
 20 47  1  0  0  0  0
 24 47  1  0  0  0  0
 47 48  1  0  0  0  0
 21 49  1  0  0  0  0
 17 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  1  0  0  0  0
  4 52  1  0  0  0  0
 52 53  1  0  0  0  0
 52 54  1  0  0  0  0
 54 55  1  0  0  0  0
 54 56  1  0  0  0  0
  2 56  1  0  0  0  0
 56 57  1  0  0  0  0
M  END

     RDKit          3D

125130  0  0  0  0  0  0  0  0999 V2000
   -9.9895   -0.8319    0.8454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4961   -2.0564    1.5885 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.2585   -1.8864    2.1520 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2180   -1.7935    1.2744 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.9299   -0.5155    0.8192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6681   -0.0812    1.1348 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9867    0.3377   -0.1538 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9101    1.1400    0.2017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6848    0.6940   -0.2215 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8023    0.4436    1.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5346   -0.3396    0.6162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0776    0.2596   -0.6912 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5636    1.6589   -0.7416 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2142    2.6593   -0.5547 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6644    2.3360   -0.2748 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1896    1.2869   -1.1727 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6444    1.0881   -1.0380 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3219    2.3855   -1.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2161    0.0359   -1.9971 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6719   -0.1063   -1.5156 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5193    0.7437   -2.1964 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5325    0.1555   -0.0551 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3190   -0.7651    0.7715 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1198   -2.2158    0.7230 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2975   -0.4203    2.1463 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7763   -0.4949    0.3849 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1109   -0.7229   -0.7574 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7243    0.0194    1.3615 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1555    0.0898    1.0560 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9477   -1.1308    0.8306 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5890   -2.0356   -0.2933 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0964   -1.9575    2.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2849   -0.7040    0.5698 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1203    0.4924    0.2710 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1335    1.5323    1.3785 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2465   -0.6396    0.6382 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9833   -0.8230   -0.0632 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3524   -1.8518    0.2184 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3429    0.0492   -1.0708 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3164   -0.6725   -2.4486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0266    1.8559   -0.9791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2504    1.7623   -2.4561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5228    3.1464   -0.4137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9326    0.9780   -0.9245 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5770    2.0185   -0.3727 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.9734    2.0960   -1.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8923    2.2758   -2.3806 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7340    2.0798    1.0889 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5614    3.4070    1.5538 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8190    1.2315    1.8994 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2538    1.0535    3.1829 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3407   -2.6772    0.0507 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.1193   -3.1791   -0.3520 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2984   -3.8261    0.2733 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.7411   -4.7914    1.0823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6102   -3.2907    0.7382 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.4752   -2.9744   -0.3352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4236    0.0937    1.1502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8760   -0.9162   -0.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0501   -0.6003    1.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2195   -2.1923    2.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2979   -2.1564    1.8069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0690   -0.8143    1.7042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6664   -0.5559   -0.7222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7321   -0.2275   -0.7926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3910   -0.1860    1.6862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5388    1.3974    1.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1650   -0.2811    1.4354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8904   -1.3832    0.5149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7600   -0.2892   -1.4332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1694    3.6730   -0.5993 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1541    3.3063   -0.2654 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6376    2.0192    0.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0302    1.6656   -2.2284 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0766    2.7361   -0.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5759    3.2022   -1.6697 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8484    2.3166   -2.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1850    0.3662   -3.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7949   -0.9660   -1.8043 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0389   -1.1354   -1.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9279    0.3563   -2.9892 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0778    1.1608    0.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1355   -2.7215    0.8124 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7312   -2.6441   -0.2149 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6162   -2.6017    1.6446 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6484   -1.1293    2.7090 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5828   -0.4769    2.3813 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3886    1.0900    1.5928 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6522    0.7471    1.8557 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3137    0.7457    0.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7323   -2.6979   -0.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5738   -1.4795   -1.2473 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4556   -2.7812   -0.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9959   -2.6060    1.9530 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3013   -1.2755    2.9445 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2516   -2.6310    2.2619 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1799    0.1081   -0.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9930    2.5581    1.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1352    1.5643    1.9025 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4314    1.2327    2.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7434   -1.6351    0.5911 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9831   -0.5334    1.7375 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8561   -0.0948   -3.2102 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5964   -1.7253   -2.3473 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2554   -0.7055   -2.8421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0391    2.5271   -2.7198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3335    2.1031   -2.9912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5644    0.7475   -2.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5704    3.0166   -0.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5060    3.9272   -1.2110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9444    3.4375    0.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0705    2.9683   -0.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5360    1.1568   -0.8297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5637    2.9163   -0.5497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3831    1.5810   -2.8309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7920    1.8303    1.3991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7354    3.9986    0.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8117    1.7315    1.9422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8171    1.6903    3.8160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7586   -2.0661   -0.7733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8087   -2.6855   -1.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4588   -4.2928   -0.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4343   -5.0729    1.7381 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1294   -4.1258    1.2842 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3673   -2.8148    0.1052 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
  5  6  1  0
  6 50  1  0
 50 51  1  0
 50 48  1  0
 48 49  1  0
 48 45  1  0
 45 46  1  0
 46 47  1  0
 45 44  1  0
 44  7  1  0
  7  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  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  6
 17 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  1
 23 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  1  0
 30 33  1  0
 22 34  1  0
 34 35  1  1
 34 36  1  0
 36 37  1  0
 37 38  2  0
 37 39  1  0
 39 40  1  6
 13 41  1  0
 41 42  1  0
 41 43  1  0
  4 52  1  0
 52 53  1  0
 52 54  1  0
 54 55  1  0
 54 56  1  0
 56 57  1  0
 56  2  1  0
  7  6  1  0
 41  9  1  0
 39 12  1  0
 39 16  1  0
 34 17  1  0
  1 58  1  0
  1 59  1  0
  1 60  1  0
  2 61  1  1
  4 62  1  1
  6 63  1  1
 50118  1  1
 51119  1  0
 48116  1  6
 49117  1  0
 45112  1  6
 46113  1  0
 46114  1  0
 47115  1  0
  7 64  1  6
  9 65  1  6
 10 66  1  0
 10 67  1  0
 11 68  1  0
 11 69  1  0
 12 70  1  6
 14 71  1  0
 15 72  1  0
 15 73  1  0
 16 74  1  6
 18 75  1  0
 18 76  1  0
 18 77  1  0
 19 78  1  0
 19 79  1  0
 20 80  1  1
 21 81  1  0
 22 82  1  6
 24 83  1  0
 24 84  1  0
 24 85  1  0
 25 86  1  0
 28 87  1  0
 28 88  1  0
 29 89  1  0
 29 90  1  0
 31 91  1  0
 31 92  1  0
 31 93  1  0
 32 94  1  0
 32 95  1  0
 32 96  1  0
 33 97  1  0
 35 98  1  0
 35 99  1  0
 35100  1  0
 36101  1  0
 36102  1  0
 40103  1  0
 40104  1  0
 40105  1  0
 42106  1  0
 42107  1  0
 42108  1  0
 43109  1  0
 43110  1  0
 43111  1  0
 52120  1  6
 53121  1  0
 54122  1  6
 55123  1  0
 56124  1  1
 57125  1  0
M  END


  Mrv1533004151514102D          

 57 62  0  0  0  0            999 V2000
   -2.5754    1.5981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2951    0.8222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4830    0.6770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2027   -0.0989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3906   -0.2441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1412    0.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1391    1.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9512    1.3077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3927    1.7932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1124    2.5691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2049    1.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7367    2.2787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5488    2.1335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4852    0.8721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9533    0.2414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2336   -0.5346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0458   -0.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3261   -1.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1382   -1.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6700   -0.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3897   -0.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9215    0.4364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7336    0.2912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0139   -0.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8261   -0.6299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6284    0.1710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4774   -0.1236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1602   -0.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9362   -0.3063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9309   -1.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4373   -2.0304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0886   -1.5240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7859   -2.5367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9436   -2.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6327   -3.4459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7609   -2.5689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2672   -3.2202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0845   -3.1073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9017   -2.9945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9716   -2.2901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1973   -3.9246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1064   -1.4059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4662   -2.1482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5745   -2.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7624   -1.8914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2306   -2.5221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4821   -1.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9503   -1.7461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5776   -0.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6944    0.7676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9658    0.5044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7345   -0.7296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4542   -1.5056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5467   -0.5844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0785   -1.2151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8270    0.1915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6391    0.3367    0.0000 O   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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
  6 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
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 31 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 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
 38 40  1  0  0  0  0
 38 41  1  0  0  0  0
 30 42  1  0  0  0  0
 25 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 45 47  1  0  0  0  0
 20 47  1  0  0  0  0
 24 47  1  0  0  0  0
 47 48  1  0  0  0  0
 21 49  1  0  0  0  0
 17 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  1  0  0  0  0
  4 52  1  0  0  0  0
 52 53  1  0  0  0  0
 52 54  1  0  0  0  0
 54 55  1  0  0  0  0
 54 56  1  0  0  0  0
  2 56  1  0  0  0  0
 56 57  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0307338

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1OC(OC2C(O)C(O)C(CO)OC2OC2CCC3C(=CCC4C5(C)CC(O)C(C(C)(O)C(=O)CCC(C)(C)O)C5(C)CC(=O)C34C)C2(C)C)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C42H68O15/c1-19-28(47)30(49)32(51)35(54-19)57-33-31(50)29(48)23(18-43)55-36(33)56-27-13-11-21-20(38(27,4)5)10-12-24-39(6)16-22(44)34(40(39,7)17-26(46)41(21,24)8)42(9,53)25(45)14-15-37(2,3)52/h10,19,21-24,27-36,43-44,47-53H,11-18H2,1-9H3

> <INCHI_KEY>
SMGHMIULJRIHCP-UHFFFAOYSA-N

> <FORMULA>
C42H68O15

> <MOLECULAR_WEIGHT>
812.991

> <EXACT_MASS>
812.45582149

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
125

> <JCHEM_AVERAGE_POLARIZABILITY>
87.58426789760017

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-14-(2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl)-13-hydroxy-1,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-17-one

> <ALOGPS_LOGP>
1.75

> <JCHEM_LOGP>
0.35100552966666804

> <ALOGPS_LOGS>
-3.25

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.57574213350632

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.042630522661579

> <JCHEM_PKA_STRONGEST_BASIC>
-2.883585051570302

> <JCHEM_POLAR_SURFACE_AREA>
253.12999999999997

> <JCHEM_REFRACTIVITY>
203.5655000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.58e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-14-(2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl)-13-hydroxy-1,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-17-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-APR-15         0                                  
HETATM    1  C   UNK     0      -4.807   2.983   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.284   1.535   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.768   1.264   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -2.245  -0.185   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.729  -0.456   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.264   0.722   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.260   2.170   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.776   2.441   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.733   3.347   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.210   4.796   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.249   3.076   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.242   4.254   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       4.758   3.982   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       2.772   1.628   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.780   0.451   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.303  -0.998   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.819  -1.269   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.342  -2.717   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.858  -2.988   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.851  -1.811   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.327  -0.363   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.320   0.815   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.836   0.544   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.359  -0.905   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.875  -1.176   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.506   0.319   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.091  -0.231   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      13.366  -1.095   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      14.814  -0.572   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      12.938  -2.574   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      13.883  -3.790   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      15.099  -2.845   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      12.667  -4.735   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      14.828  -5.006   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      14.248  -6.432   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      16.354  -4.795   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      17.299  -6.011   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      18.824  -5.800   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      20.350  -5.590   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      18.614  -4.275   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      19.035  -7.326   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      11.399  -2.624   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      12.070  -4.010   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      10.406  -3.802   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       8.890  -3.531   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       7.897  -4.708   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0       8.367  -2.082   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       7.374  -3.259   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       4.811  -0.092   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       5.029   1.433   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       3.670   0.942   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      -3.238  -1.362   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0      -2.715  -2.810   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0      -4.754  -1.091   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0      -5.746  -2.268   0.000  0.00  0.00           O+0
HETATM   56  C   UNK     0      -5.277   0.357   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0      -6.793   0.629   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   56                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   52                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   15                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   11   15                                                       
CONECT   15   14    6   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   49                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   47                                                  
CONECT   21   20   22   49                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   47                                                  
CONECT   25   24   26   27   42                                             
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   42                                                  
CONECT   31   30   32   33   34                                             
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   31   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39   40   41                                             
CONECT   39   38                                                            
CONECT   40   38                                                            
CONECT   41   38                                                            
CONECT   42   30   25   43   44                                             
CONECT   43   42                                                            
CONECT   44   42   45                                                       
CONECT   45   44   46   47                                                  
CONECT   46   45                                                            
CONECT   47   45   20   24   48                                             
CONECT   48   47                                                            
CONECT   49   21   17   50   51                                             
CONECT   50   49                                                            
CONECT   51   49                                                            
CONECT   52    4   53   54                                                  
CONECT   53   52                                                            
CONECT   54   52   55   56                                                  
CONECT   55   54                                                            
CONECT   56   54    2   57                                                  
CONECT   57   56                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  124    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₂H₆₈O₁₅

Average Mass

812.9910 Da

Monoisotopic Mass

812.45582 Da

IUPAC Name

5-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-14-(2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl)-13-hydroxy-1,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-17-one

Traditional Name

CAS Registry Number

Not Available

SMILES

CC1OC(OC2C(O)C(O)C(CO)OC2OC2CCC3C(=CCC4C5(C)CC(O)C(C(C)(O)C(=O)CCC(C)(C)O)C5(C)CC(=O)C34C)C2(C)C)C(O)C(O)C1O

InChI Identifier

InChI=1S/C42H68O15/c1-19-28(47)30(49)32(51)35(54-19)57-33-31(50)29(48)23(18-43)55-36(33)56-27-13-11-21-20(38(27,4)5)10-12-24-39(6)16-22(44)34(40(39,7)17-26(46)41(21,24)8)42(9,53)25(45)14-15-37(2,3)52/h10,19,21-24,27-36,43-44,47-53H,11-18H2,1-9H3

InChI Key

SMGHMIULJRIHCP-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Ibervillea sonorae	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cucurbitacin glycosides. These are polycyclic compounds containing a carbohydrate derivative glycosidically linked to a curcubitane nucleus.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal glycosides

Direct Parent

Cucurbitacin glycosides

Alternative Parents

Substituents

Cucurbitacin glycoside skeleton
Cucurbitacin skeleton
Triterpenoid
25-hydroxysteroid
22-oxosteroid
21-oxosteroid
20-hydroxysteroid
Hydroxysteroid
16-hydroxysteroid
11-oxosteroid
Oxosteroid
Delta-5-steroid
O-glycosyl compound
Disaccharide
Glycosyl compound
Oxane
Acyloin
Cyclic alcohol
Tertiary alcohol
Alpha-hydroxy ketone
Secondary alcohol
Ketone
Polyol
Acetal
Organoheterocyclic compound
Oxacycle
Primary alcohol
Hydrocarbon derivative
Carbonyl group
Organic oxide
Alcohol
Organooxygen compound
Organic oxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	1.75	ALOGPS
logP	0.35	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	12.04	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	253.13 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	203.57 m³·mol⁻¹	ChemAxon
Polarizability	87.58 Å³	ChemAxon
Number of Rings	6	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 7-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-1-(2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl)-2-hydroxy-3a,6,6,9b,11a-pentamethyl-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-10-one (NP0307338)

MOL for NP0307338 (7-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-1-(2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl)-2-hydroxy-3a,6,6,9b,11a-pentamethyl-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-10-one)

3D MOL for NP0307338 (7-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-1-(2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl)-2-hydroxy-3a,6,6,9b,11a-pentamethyl-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-10-one)

3D SDF for NP0307338 (7-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-1-(2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl)-2-hydroxy-3a,6,6,9b,11a-pentamethyl-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-10-one)

3D-SDF for NP0307338 (7-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-1-(2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl)-2-hydroxy-3a,6,6,9b,11a-pentamethyl-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-10-one)

PDB for NP0307338 (7-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-1-(2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl)-2-hydroxy-3a,6,6,9b,11a-pentamethyl-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-10-one)

3D PDB for NP0307338 (7-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-1-(2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl)-2-hydroxy-3a,6,6,9b,11a-pentamethyl-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-10-one)

SMILES for NP0307338 (7-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-1-(2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl)-2-hydroxy-3a,6,6,9b,11a-pentamethyl-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-10-one)

INCHI for NP0307338 (7-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-1-(2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl)-2-hydroxy-3a,6,6,9b,11a-pentamethyl-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-10-one)

Structure for NP0307338 (7-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-1-(2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl)-2-hydroxy-3a,6,6,9b,11a-pentamethyl-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-10-one)

3D Structure for NP0307338 (7-{[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl]oxy}-1-(2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl)-2-hydroxy-3a,6,6,9b,11a-pentamethyl-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-10-one)