NP-MRD: Showing NP-Card for Aquilegioside F (NP0070878)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 16:17:54 UTC

Updated at

2022-04-28 16:17:55 UTC

NP-MRD ID

NP0070878

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Aquilegioside F

Description

(3S)-1-[(1S,4R,5R,6S,7S,9S,11S,12S,15R,17S,20R)-17-{[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-9-methoxy-4,6,11,16,16-pentamethyl-8-oxahexacyclo[10.9.0.0¹,²⁰.0⁴,¹¹.0⁵,⁹.0¹⁵,²⁰]Henicosan-7-yl]-3,4-dihydroxy-3-methylbutan-2-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. Aquilegioside F is found in Aquilegia vulgaris L . Based on a literature review very few articles have been published on (3S)-1-[(1S,4R,5R,6S,7S,9S,11S,12S,15R,17S,20R)-17-{[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-9-methoxy-4,6,11,16,16-pentamethyl-8-oxahexacyclo[10.9.0.0¹,²⁰.0⁴,¹¹.0⁵,⁹.0¹⁵,²⁰]Henicosan-7-yl]-3,4-dihydroxy-3-methylbutan-2-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282218172D          

 59 66  0  0  1  0            999 V2000
   -0.4887   -0.1603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8200   -0.9159    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3313   -1.5806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4887   -1.4897    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8200   -0.7341    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3313   -0.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6400   -0.6433    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1286   -1.3080    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7973   -2.0635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9774   -2.1544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9486   -1.2171    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2799   -0.4616    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7912    0.2031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9713    0.1123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1009   -0.5432    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2770   -1.3492    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5648   -1.7657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4530   -2.1552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2391   -2.4057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0979   -1.4308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4292   -0.6752    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8130   -0.1267    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8946    0.6943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2352   -0.4992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7907   -1.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5402   -1.8952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5967   -0.9331    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.4027   -0.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6532    0.0291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4206   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7727   -1.7390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6884    0.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6981   -2.0032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1513    0.0214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9785   -2.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2691   -2.4032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6400   -1.0067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1286   -0.3420    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7973    0.4135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2860    1.0782    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1060    0.9874    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4373    0.2318    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9486   -0.4329    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2799   -1.1884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0999   -1.2793    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4312   -2.0348    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2512   -2.1257    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7399   -1.4610    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4086   -0.7055    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5886   -0.6146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8972   -0.0408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7172   -0.1316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5599   -1.5519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5825   -2.8813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9425   -2.6995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2573    0.1410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5947    1.6521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9547    1.8338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4434    2.4985    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
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
  4 10  1  1  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  7 14  1  0  0  0  0
 15 12  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 11 17  1  0  0  0  0
 16 18  1  6  0  0  0
 18 19  1  0  0  0  0
 16 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  6  0  0  0
 21 24  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  2  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
 27 30  1  1  0  0  0
 27 31  1  1  0  0  0
 12 32  1  1  0  0  0
 11 33  1  6  0  0  0
  7 34  1  1  0  0  0
  5 34  1  1  0  0  0
  3 35  1  0  0  0  0
  3 36  1  0  0  0  0
  2 37  1  1  0  0  0
 38 37  1  1  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 38 43  1  0  0  0  0
 43 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  6  0  0  0
 47 54  1  1  0  0  0
 46 55  1  6  0  0  0
 42 56  1  1  0  0  0
 41 57  1  1  0  0  0
 40 58  1  1  0  0  0
 58 59  1  0  0  0  0
M  END

     RDKit          3D

129136  0  0  0  0  0  0  0  0999 V2000
    6.0244    1.6686   -2.5090 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7768    1.3428   -1.2010 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5966   -0.0259   -1.0638 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3025   -0.4066   -1.7472 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3392   -0.4021   -0.5724 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1229    0.9533   -0.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9832   -0.9901   -0.8728 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2473   -0.2385   -1.9031 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0263    0.4870   -1.5603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3908    0.5416   -0.1326 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8286    0.9495    0.0439 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9308    2.3837    0.6058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5396    1.0623   -1.3138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6629    0.0792    0.9023 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3934   -0.9079    0.2327 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7637   -0.8117    0.4140 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.1028   -1.9059    1.2291 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4170   -2.2848    1.1323 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5850   -3.4748    2.0880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2626   -3.0580    3.4003 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7646   -2.7897   -0.2523 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5711   -4.1592   -0.3026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8516   -2.1535   -1.3036 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6475   -2.8339   -1.2739 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5972   -0.7243   -0.8021 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.8660   -0.2512   -0.4295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2110    0.8883   -1.1515 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.3596    1.9619   -0.3151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4836    2.7335   -0.5973 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.5647    3.8096    0.4765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6530    4.6410    0.2937 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7582    1.9092   -0.4951 C   0  0  1  0  0  0  0  0  0  0  0  0
  -10.8163    2.6681   -0.9732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6598    0.6268   -1.2558 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.6466   -0.4659   -0.3732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3853    0.6055   -2.0354 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.4070    1.4334   -3.1577 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9554   -0.4992    2.1095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4687   -0.4157    2.0681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0095   -0.6681    0.6681 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0590   -2.0279    0.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2627   -1.2812    0.3885 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1264   -1.9647    1.4074 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4441   -1.2977    1.6693 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1760   -1.2417    0.3578 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4210   -2.6387   -0.0732 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4332   -0.4318    0.3873 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6707   -1.1888    0.6862 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3431   -0.7772    1.9712 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4884   -1.1595   -0.5149 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.8901   -0.6795   -0.4237 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1829    0.6527    0.0324 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3639    1.4747    0.3800 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5937    1.1497    0.1165 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.8943    1.6416    1.5119 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4900    0.1821   -0.2889 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6819    2.3681   -0.8080 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7931    3.3451   -0.4176 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7205   -0.6226   -1.5106 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2794    1.4408   -3.2549 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1057    2.8044   -2.5187 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0644    1.3653   -2.8269 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3544   -1.4506   -2.1543 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9684    0.2782   -2.5143 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4880    0.9071    0.9019 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4957    1.5699   -0.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9707    1.5696    0.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2054   -2.0052   -1.3284 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0244   -0.8688   -2.8266 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9760    0.5026   -2.3590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8634    0.0828   -2.1322 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0576    1.5634   -1.9152 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2108    1.3844    0.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8635    3.1250   -0.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0471    2.5784    1.2734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8175    2.5036    1.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0346    1.7390   -1.9977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5166    1.5698   -1.0548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8101    0.0755   -1.7029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4638    0.7306    1.3739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9499    0.0970    1.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1318   -1.5221    1.5072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5956   -3.8797    2.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7959   -4.2028    1.8011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9311   -2.1248    3.3963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8185   -2.5182   -0.4579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3995   -4.6326   -0.5964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3408   -2.1534   -2.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5924   -3.4661   -0.5085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1520   -0.1013   -1.5748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3515    1.1171   -1.8478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4145    3.2561   -1.5741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6571    4.4657    0.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6167    3.3895    1.4942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4313    5.5709    0.0846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9585    1.7280    0.5929 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5589    2.7349   -0.3248 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5460    0.5068   -1.9124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4275   -0.1262    0.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2558   -0.4327   -2.4287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3355    1.6581   -3.3928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2591   -1.5826    2.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2792   -0.0569    3.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0969   -1.1752    2.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0791    0.5532    2.4463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3976   -2.2215   -0.8680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3318   -2.8522    0.8560 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6371   -2.1214    2.3675 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3544   -3.0030    1.0248 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3945   -0.3618    2.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0258   -2.0123    2.3175 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2858   -2.7436   -0.7896 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5989   -3.2587    0.8606 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6094   -3.1782   -0.5611 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3940    0.4239    1.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3427   -2.2585    0.8814 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9850    0.1984    2.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4303   -0.8506    1.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1014   -1.4898    2.7932 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6083   -2.2611   -0.8627 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3328   -0.7949   -1.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4937   -1.4231    0.1810 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9664    1.9570    1.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6705    0.8817    2.2839 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2849    2.5239    1.7286 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2804    0.6498   -0.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7049    2.7949   -0.7933 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4386    2.0631   -1.8425 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1981    3.9887    0.2388 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  1
  3  4  1  0
  4  5  1  0
  5  6  1  1
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 40  1  0
 40 41  1  6
 42 41  1  6
 42 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  6
 45 47  1  0
 47 48  1  0
 48 49  1  0
 48 50  1  0
 50 51  1  0
 51 52  1  0
 52 53  2  0
 52 54  1  0
 54 55  1  0
 54 56  1  6
 54 57  1  0
 57 58  1  0
 50 59  1  0
 40 39  1  0
 39 38  1  0
 38 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 29 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 34 36  1  0
 36 37  1  0
 14 11  1  0
 11 12  1  1
 11 13  1  0
 47  3  1  0
 25 16  1  0
 36 27  1  0
 59  3  1  0
 45  5  1  0
 42  7  1  0
 11 10  1  0
 42 40  1  0
  1 60  1  0
  1 61  1  0
  1 62  1  0
  4 63  1  0
  4 64  1  0
  6 65  1  0
  6 66  1  0
  6 67  1  0
  7 68  1  6
  8 69  1  0
  8 70  1  0
  9 71  1  0
  9 72  1  0
 10 73  1  1
 41106  1  0
 41107  1  0
 43108  1  0
 43109  1  0
 44110  1  0
 44111  1  0
 46112  1  0
 46113  1  0
 46114  1  0
 47115  1  1
 48116  1  1
 49117  1  0
 49118  1  0
 49119  1  0
 50120  1  6
 51121  1  0
 51122  1  0
 55123  1  0
 55124  1  0
 55125  1  0
 56126  1  0
 57127  1  0
 57128  1  0
 58129  1  0
 39104  1  0
 39105  1  0
 38102  1  0
 38103  1  0
 14 80  1  1
 16 81  1  1
 18 82  1  1
 19 83  1  0
 19 84  1  0
 20 85  1  0
 21 86  1  6
 22 87  1  0
 23 88  1  6
 24 89  1  0
 25 90  1  6
 27 91  1  6
 29 92  1  6
 30 93  1  0
 30 94  1  0
 31 95  1  0
 32 96  1  1
 33 97  1  0
 34 98  1  6
 35 99  1  0
 36100  1  6
 37101  1  0
 12 74  1  0
 12 75  1  0
 12 76  1  0
 13 77  1  0
 13 78  1  0
 13 79  1  0
M  END


  Mrv1652304282218172D          

 59 66  0  0  1  0            999 V2000
   -0.4887   -0.1603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8200   -0.9159    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3313   -1.5806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4887   -1.4897    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8200   -0.7341    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3313   -0.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6400   -0.6433    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1286   -1.3080    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7973   -2.0635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9774   -2.1544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9486   -1.2171    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2799   -0.4616    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7912    0.2031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9713    0.1123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1009   -0.5432    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2770   -1.3492    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5648   -1.7657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4530   -2.1552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2391   -2.4057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0979   -1.4308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4292   -0.6752    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8130   -0.1267    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8946    0.6943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2352   -0.4992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7907   -1.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5402   -1.8952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5967   -0.9331    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.4027   -0.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6532    0.0291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4206   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7727   -1.7390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6884    0.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6981   -2.0032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1513    0.0214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9785   -2.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2691   -2.4032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6400   -1.0067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1286   -0.3420    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7973    0.4135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2860    1.0782    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1060    0.9874    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4373    0.2318    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9486   -0.4329    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2799   -1.1884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0999   -1.2793    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4312   -2.0348    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2512   -2.1257    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7399   -1.4610    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4086   -0.7055    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5886   -0.6146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8972   -0.0408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7172   -0.1316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5599   -1.5519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5825   -2.8813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9425   -2.6995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2573    0.1410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5947    1.6521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9547    1.8338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4434    2.4985    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
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
  4 10  1  1  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  7 14  1  0  0  0  0
 15 12  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 11 17  1  0  0  0  0
 16 18  1  6  0  0  0
 18 19  1  0  0  0  0
 16 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  6  0  0  0
 21 24  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  2  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
 27 30  1  1  0  0  0
 27 31  1  1  0  0  0
 12 32  1  1  0  0  0
 11 33  1  6  0  0  0
  7 34  1  1  0  0  0
  5 34  1  1  0  0  0
  3 35  1  0  0  0  0
  3 36  1  0  0  0  0
  2 37  1  1  0  0  0
 38 37  1  1  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 38 43  1  0  0  0  0
 43 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  6  0  0  0
 47 54  1  1  0  0  0
 46 55  1  6  0  0  0
 42 56  1  1  0  0  0
 41 57  1  1  0  0  0
 40 58  1  1  0  0  0
 58 59  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0070878

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@]12C[C@@]3(C)[C@@H]4CC[C@@H]5[C@]6(C[C@@]46CC[C@]3(C)[C@H]1[C@H](C)[C@H](CC(=O)[C@@](C)(O)CO)O2)CC[C@H](O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C5(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C43H70O16/c1-20-21(14-26(47)40(6,53)19-46)59-43(54-7)17-39(5)25-9-8-24-37(2,3)27(10-11-41(24)18-42(25,41)13-12-38(39,4)34(20)43)57-36-33(31(51)29(49)23(16-45)56-36)58-35-32(52)30(50)28(48)22(15-44)55-35/h20-25,27-36,44-46,48-53H,8-19H2,1-7H3/t20-,21+,22-,23-,24+,25+,27+,28-,29+,30+,31+,32-,33-,34-,35+,36+,38-,39+,40+,41-,42+,43+/m1/s1

> <INCHI_KEY>
KHFAHPBEWUVDKE-AAARBPOCSA-N

> <FORMULA>
C43H70O16

> <MOLECULAR_WEIGHT>
843.017

> <EXACT_MASS>
842.466386174

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
129

> <JCHEM_AVERAGE_POLARIZABILITY>
91.81765045953178

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S)-1-[(1S,4R,5R,6S,7S,9S,11S,12S,15R,17S,20R)-17-{[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-9-methoxy-4,6,11,16,16-pentamethyl-8-oxahexacyclo[10.9.0.0^{1,20}.0^{4,11}.0^{5,9}.0^{15,20}]henicosan-7-yl]-3,4-dihydroxy-3-methylbutan-2-one

> <ALOGPS_LOGP>
0.79

> <JCHEM_LOGP>
0.19264171766666738

> <ALOGPS_LOGS>
-3.71

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.436556536640257

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.951801471259595

> <JCHEM_PKA_STRONGEST_BASIC>
-2.98108376939566

> <JCHEM_POLAR_SURFACE_AREA>
254.51999999999995

> <JCHEM_REFRACTIVITY>
205.83380000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.65e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S)-1-[(1S,4R,5R,6S,7S,9S,11S,12S,15R,17S,20R)-17-{[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-9-methoxy-4,6,11,16,16-pentamethyl-8-oxahexacyclo[10.9.0.0^{1,20}.0^{4,11}.0^{5,9}.0^{15,20}]henicosan-7-yl]-3,4-dihydroxy-3-methylbutan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      -0.912  -0.299   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.531  -1.710   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.618  -2.950   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.912  -2.781   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.531  -1.370   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.618  -0.130   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.061  -1.201   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.973  -2.442   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.355  -3.852   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.824  -4.022   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.504  -2.272   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.123  -0.862   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.210   0.379   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.680   0.210   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.655  -1.014   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.984  -2.518   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.654  -3.296   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       8.312  -4.023   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       9.780  -4.491   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       9.516  -2.671   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      10.135  -1.260   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.984  -0.236   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.137   1.296   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.639  -0.932   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.676  -2.070   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      12.208  -3.538   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      14.180  -1.742   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      15.685  -1.413   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      16.153   0.054   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      13.852  -0.237   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      14.509  -3.246   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       6.885   0.476   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.036  -3.739   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.149   0.040   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -1.827  -3.905   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.502  -4.486   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      -3.061  -1.879   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      -3.973  -0.638   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -3.355   0.772   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -4.267   2.013   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -5.798   1.843   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -6.416   0.433   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -5.504  -0.808   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      -6.123  -2.218   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      -7.653  -2.388   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -8.272  -3.798   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -9.802  -3.968   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0     -10.714  -2.727   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0     -10.096  -1.317   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      -8.565  -1.147   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0     -11.008  -0.076   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0     -12.539  -0.246   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0     -12.245  -2.897   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0     -10.421  -5.378   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      -7.359  -5.039   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0      -7.947   0.263   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      -6.710   3.084   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0      -3.649   3.423   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0      -4.561   4.664   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   37                                                  
CONECT    3    2    4   35   36                                             
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7   34                                             
CONECT    6    5    1                                                       
CONECT    7    5    8   14   34                                             
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9    4                                                       
CONECT   11    8   12   17   33                                             
CONECT   12   11   13   15   32                                             
CONECT   13   12   14                                                       
CONECT   14   13    7                                                       
CONECT   15   12   16   22                                                  
CONECT   16   15   17   18   20                                             
CONECT   17   16   11                                                       
CONECT   18   16   19                                                       
CONECT   19   18                                                            
CONECT   20   16   21                                                       
CONECT   21   20   22   24                                                  
CONECT   22   21   15   23                                                  
CONECT   23   22                                                            
CONECT   24   21   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   30   31                                             
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   27                                                            
CONECT   31   27                                                            
CONECT   32   12                                                            
CONECT   33   11                                                            
CONECT   34    7    5                                                       
CONECT   35    3                                                            
CONECT   36    3                                                            
CONECT   37    2   38                                                       
CONECT   38   37   39   43                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41   58                                                  
CONECT   41   40   42   57                                                  
CONECT   42   41   43   56                                                  
CONECT   43   42   38   44                                                  
CONECT   44   43   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   42                                                            
CONECT   57   41                                                            
CONECT   58   40   59                                                       
CONECT   59   58                                                            
MASTER        0    0    0    0    0    0    0    0   59    0  132    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₃H₇₀O₁₆

Average Mass

843.0170 Da

Monoisotopic Mass

842.46639 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

CO[C@]12C[C@@]3(C)[C@@H]4CC[C@@H]5[C@]6(C[C@@]46CC[C@]3(C)[C@H]1[C@H](C)[C@H](CC(=O)[C@@](C)(O)CO)O2)CC[C@H](O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C5(C)C

InChI Identifier

InChI=1S/C43H70O16/c1-20-21(14-26(47)40(6,53)19-46)59-43(54-7)17-39(5)25-9-8-24-37(2,3)27(10-11-41(24)18-42(25,41)13-12-38(39,4)34(20)43)57-36-33(31(51)29(49)23(16-45)56-36)58-35-32(52)30(50)28(48)22(15-44)55-35/h20-25,27-36,44-46,48-53H,8-19H2,1-7H3/t20-,21+,22-,23-,24+,25+,27+,28-,29+,30+,31+,32-,33-,34-,35+,36+,38-,39+,40+,41-,42+,43+/m1/s1

InChI Key

KHFAHPBEWUVDKE-AAARBPOCSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Aquilegia vulgaris L	Plant	KNApSAcK

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
Triterpene saponin
Triterpene glycoside
Cycloartanol-skeleton
Triterpenoid
Cycloartane-skeleton
9b,19-cyclo-lanostane-skeleton
O-glycosyl compound
Glycosyl compound
Disaccharide
Ketal
Oxane
Beta-hydroxy ketone
Acyloin
Tetrahydrofuran
Tertiary alcohol
Alpha-hydroxy ketone
Secondary alcohol
Ketone
Oxacycle
Organoheterocyclic compound
Polyol
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	0.79	ALOGPS
logP	0.19	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	11.95	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	254.52 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	205.83 m³·mol⁻¹	ChemAxon
Polarizability	91.82 Å³	ChemAxon
Number of Rings	8	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

162992659

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Aquilegioside F (NP0070878)

MOL for NP0070878 (Aquilegioside F)

3D MOL for NP0070878 (Aquilegioside F)

3D SDF for NP0070878 (Aquilegioside F)

3D-SDF for NP0070878 (Aquilegioside F)

PDB for NP0070878 (Aquilegioside F)

3D PDB for NP0070878 (Aquilegioside F)

SMILES for NP0070878 (Aquilegioside F)

INCHI for NP0070878 (Aquilegioside F)

Structure for NP0070878 (Aquilegioside F)

3D Structure for NP0070878 (Aquilegioside F)