NP-MRD: Showing NP-Card for (2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-[(1'r,2r,2's,4's,5s,7's,8'r,9's,12's,13's,16's,18'r)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]oxy]oxane-3,4,5-triol (NP0308250)

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Record Information

Version

2.0

Created at

2022-09-11 01:55:12 UTC

Updated at

2022-09-11 01:55:13 UTC

NP-MRD ID

NP0308250

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-[(1'r,2r,2's,4's,5s,7's,8'r,9's,12's,13's,16's,18'r)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]oxy]oxane-3,4,5-triol

Description

(25S)-5beta-spirostan-3beta-yl beta-D-glucoside, also known as (25S)-5β-spirostan-3β-ol 3-O-β-D-glucoside, belongs to the class of organic compounds known as steroidal saponins. These are saponins in which the aglycone moiety is a steroid. (2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-[(1'r,2r,2's,4's,5s,7's,8'r,9's,12's,13's,16's,18'r)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]oxy]oxane-3,4,5-triol is found in Asparagus cochinchinensis. The steroidal aglycone is usually a spirostane, furostane, spirosolane, solanidane, or curcubitacin derivative (25S)-5beta-spirostan-3beta-yl beta-D-glucoside is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

Asparagoside A
  Mrv1572001071617062D          
 
 59 65  0  0  1  0            999 V2000
    4.7263    1.5690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3524    2.4610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0124    6.0069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7221    7.2471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5803    6.8263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5739    8.4763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9997    9.3069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1479    8.0776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6069    3.4127    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3214    3.0002    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0358    3.4127    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9989    2.8623    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0358    4.2377    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3331    2.1135    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7734    4.6788    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1488    2.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6069    4.2377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3214    4.6502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1884    2.7743    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.5209    4.2549    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7734    2.9717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0203    1.9766    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.5209    3.3955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8925    3.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7527    5.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2995    4.6965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0557    5.0858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5209    6.0332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6348    3.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2995    5.5916    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9347    1.1561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1813    0.8199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5990    2.1247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5135    1.3042    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7601    0.9680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0093    6.8319    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.2931    7.2416    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.2900    8.0666    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.7189    8.0721    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0029    8.4819    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4318    8.4874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8882    2.5873    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0305    2.7115    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7117    3.5021    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0305    4.9390    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6175    1.4725    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6946    2.6409    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1268    3.9019    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2966    6.1031    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0994    1.6045    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5672    6.5744    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8492    7.4957    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2880    8.5782    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1629    7.8181    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5589    8.7359    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1363    7.0804    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5719    8.9879    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4417    9.5643    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5899    8.3351    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 14  1  0  0  0  0
 22  1  1  1  0  0  0
  2 22  1  0  0  0  0
  2 33  1  0  0  0  0
 30  3  1  6  0  0  0
 36  3  1  1  0  0  0
  4 36  1  0  0  0  0
  4 39  1  0  0  0  0
 37  5  1  6  0  0  0
  5 56  1  0  0  0  0
 38  6  1  1  0  0  0
  6 57  1  0  0  0  0
 40  7  1  6  0  0  0
  7 58  1  0  0  0  0
  8 41  1  0  0  0  0
  8 59  1  0  0  0  0
  9 10  1  0  0  0  0
  9 12  1  0  0  0  0
  9 17  1  0  0  0  0
  9 24  1  6  0  0  0
 10 11  1  0  0  0  0
 10 16  1  0  0  0  0
 10 42  1  1  0  0  0
 11 13  1  0  0  0  0
 11 21  1  0  0  0  0
 11 43  1  6  0  0  0
 12 14  1  0  0  0  0
 12 19  1  0  0  0  0
 12 44  1  1  0  0  0
 13 15  1  0  0  0  0
 13 18  1  0  0  0  0
 13 45  1  1  0  0  0
 14 16  1  0  0  0  0
 14 46  1  1  0  0  0
 15 20  1  0  0  0  0
 15 25  1  0  0  0  0
 15 27  1  6  0  0  0
 17 18  1  0  0  0  0
 19 22  1  0  0  0  0
 19 29  1  1  0  0  0
 19 47  1  0  0  0  0
 20 23  1  0  0  0  0
 20 26  1  0  0  0  0
 20 48  1  6  0  0  0
 21 23  1  0  0  0  0
 22 31  1  0  0  0  0
 25 28  1  0  0  0  0
 26 30  1  0  0  0  0
 28 30  1  0  0  0  0
 30 49  1  0  0  0  0
 31 32  1  0  0  0  0
 32 34  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  6  0  0  0
 34 50  1  0  0  0  0
 36 37  1  0  0  0  0
 36 51  1  0  0  0  0
 37 38  1  0  0  0  0
 37 52  1  0  0  0  0
 38 40  1  0  0  0  0
 38 53  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  1  0  0  0
 39 54  1  0  0  0  0
 40 55  1  0  0  0  0
M  END

     RDKit          3D

 95101  0  0  0  0  0  0  0  0999 V2000
   -9.3678   -1.7997    1.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0250   -1.2268    0.6700 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.0800   -0.8073   -0.7824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7876   -0.1087   -1.1825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1091    0.4934    0.0095 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.1157    0.9907    0.8625 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6847   -0.0632    1.5712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3384   -0.3987    0.7361 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2860    0.3218    1.2951 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0290   -0.5474    1.4267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9985    0.2226    0.6539 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7837   -0.5176    0.2518 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0894   -0.6461    1.5097 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2903   -1.4302    1.1531 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8184   -1.3242   -0.2130 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3171   -1.4938   -0.2416 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0359   -0.3375    0.3416 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2952   -0.1233   -0.1666 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3579   -0.1804    0.6908 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0347    0.9648    0.9059 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0213    1.1893   -0.0225 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.5830    1.5265   -1.4045 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8410    0.5873   -2.0656 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1001    0.1304   -0.0134 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.2710    0.6867    0.4626 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6603   -0.9331    1.0048 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.4743   -2.0452    0.9695 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2760   -1.3596    0.4957 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8396   -2.4890    1.1970 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1590    0.8937    0.2335 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3828    0.9055   -1.0634 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3217   -0.2036   -1.0616 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1736   -0.6099   -2.5151 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0463    0.4142   -0.6333 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7393    0.9893   -1.7638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9953    1.6767   -1.2857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8503    0.7196   -0.5076 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3240   -0.4085   -1.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9395    1.4043    0.2735 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2067    1.5912   -0.4680 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8186    2.9194   -0.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2691   -2.5392    1.8709 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1093   -1.0136    1.2477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7378   -2.3840    0.1706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2470   -2.0092    0.7610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2013   -1.7462   -1.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9762   -0.1956   -1.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1684   -0.7920   -1.7725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0825    0.7494   -1.8485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6346    0.3077    2.0065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0395   -0.3810    2.4094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5516    0.7788    2.2744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7176   -0.5568    2.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1980   -1.5662    1.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6967    1.0955    1.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9638   -1.4898   -0.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4579   -1.1323    2.3238 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2799    0.3949    1.8329 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0629   -2.5092    1.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0919   -1.1858    1.9160 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4664   -2.2666   -0.7559 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5225   -2.4003    0.3916 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5740   -1.6929   -1.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1713   -0.5233    1.4282 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8553   -0.4129    1.7029 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5370    2.1454    0.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0885    2.5430   -1.4513 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5291    1.6876   -2.0017 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4121    1.0215   -2.8425 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2415   -0.3285   -1.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0643    1.1412    1.3206 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5878   -0.4493    1.9927 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1730   -2.6764    0.2746 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4437   -1.6229   -0.5771 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8314   -2.2586    2.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4694    1.0184    1.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8238    1.7724    0.2111 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0817    0.7541   -1.9106 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9384    1.9052   -1.1766 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3120   -1.3166   -2.6483 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0791   -1.2226   -2.7985 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1371    0.2372   -3.1947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2871    1.2802    0.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0970    1.8082   -2.2036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9276    0.2981   -2.5996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6830    2.4875   -0.5898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5219    2.1068   -2.1496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4301   -0.8532   -1.8514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8207   -1.2142   -0.8295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9439    0.0000   -2.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5304    2.2996    0.7420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1050    1.6458   -1.5686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1081    3.7549   -0.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9478    2.8565    1.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8036    3.0758   -0.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0
 22 21  1  0
 21 20  1  0
 20 19  1  0
 19 18  1  0
 18 17  1  0
 17 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  6
 32 15  1  0
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  5  8  1  1
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  1  0
  2  7  1  0
  7  6  1  0
  5 40  1  0
 40 41  1  0
 40 39  1  0
 39 37  1  0
 37 38  1  6
 37 36  1  0
 36 35  1  0
 35 34  1  0
 15 16  1  0
 19 28  1  0
 28 29  1  0
 28 26  1  0
 26 27  1  0
 26 24  1  0
 24 25  1  0
 24 21  1  0
 16 17  1  0
 34 32  1  0
 34 12  1  0
 37 11  1  0
 39  9  1  0
  6  5  1  0
 23 69  1  0
 22 67  1  0
 22 68  1  0
 21 66  1  1
 19 65  1  1
 17 64  1  1
 30 76  1  0
 30 77  1  0
 31 78  1  0
 31 79  1  0
 33 80  1  0
 33 81  1  0
 33 82  1  0
 15 61  1  6
 14 59  1  0
 14 60  1  0
 13 57  1  0
 13 58  1  0
 12 56  1  6
 11 55  1  1
 10 53  1  0
 10 54  1  0
  9 52  1  1
  4 48  1  0
  4 49  1  0
  3 46  1  0
  3 47  1  0
  2 45  1  6
  1 42  1  0
  1 43  1  0
  1 44  1  0
  7 50  1  0
  7 51  1  0
 40 92  1  6
 41 93  1  0
 41 94  1  0
 41 95  1  0
 39 91  1  1
 38 88  1  0
 38 89  1  0
 38 90  1  0
 36 86  1  0
 36 87  1  0
 35 84  1  0
 35 85  1  0
 34 83  1  1
 16 62  1  0
 16 63  1  0
 28 74  1  6
 29 75  1  0
 26 72  1  1
 27 73  1  0
 24 70  1  6
 25 71  1  0
M  END

Asparagoside A
  Mrv1572001071617062D          
 
 59 65  0  0  1  0            999 V2000
    4.7263    1.5690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3524    2.4610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0124    6.0069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7221    7.2471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5803    6.8263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5739    8.4763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9997    9.3069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1479    8.0776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6069    3.4127    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3214    3.0002    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0358    3.4127    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9989    2.8623    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0358    4.2377    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3331    2.1135    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7734    4.6788    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1488    2.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6069    4.2377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3214    4.6502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1884    2.7743    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.5209    4.2549    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7734    2.9717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0203    1.9766    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.5209    3.3955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8925    3.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7527    5.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2995    4.6965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0557    5.0858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5209    6.0332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6348    3.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2995    5.5916    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9347    1.1561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1813    0.8199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5990    2.1247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5135    1.3042    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7601    0.9680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0093    6.8319    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.2931    7.2416    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.2900    8.0666    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.7189    8.0721    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0029    8.4819    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4318    8.4874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8882    2.5873    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0305    2.7115    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7117    3.5021    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0305    4.9390    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6175    1.4725    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6946    2.6409    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1268    3.9019    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2966    6.1031    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0994    1.6045    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5672    6.5744    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8492    7.4957    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2880    8.5782    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1629    7.8181    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5589    8.7359    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1363    7.0804    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5719    8.9879    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4417    9.5643    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5899    8.3351    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 14  1  0  0  0  0
 22  1  1  1  0  0  0
  2 22  1  0  0  0  0
  2 33  1  0  0  0  0
 30  3  1  6  0  0  0
 36  3  1  1  0  0  0
  4 36  1  0  0  0  0
  4 39  1  0  0  0  0
 37  5  1  6  0  0  0
  5 56  1  0  0  0  0
 38  6  1  1  0  0  0
  6 57  1  0  0  0  0
 40  7  1  6  0  0  0
  7 58  1  0  0  0  0
  8 41  1  0  0  0  0
  8 59  1  0  0  0  0
  9 10  1  0  0  0  0
  9 12  1  0  0  0  0
  9 17  1  0  0  0  0
  9 24  1  6  0  0  0
 10 11  1  0  0  0  0
 10 16  1  0  0  0  0
 10 42  1  1  0  0  0
 11 13  1  0  0  0  0
 11 21  1  0  0  0  0
 11 43  1  6  0  0  0
 12 14  1  0  0  0  0
 12 19  1  0  0  0  0
 12 44  1  1  0  0  0
 13 15  1  0  0  0  0
 13 18  1  0  0  0  0
 13 45  1  1  0  0  0
 14 16  1  0  0  0  0
 14 46  1  1  0  0  0
 15 20  1  0  0  0  0
 15 25  1  0  0  0  0
 15 27  1  6  0  0  0
 17 18  1  0  0  0  0
 19 22  1  0  0  0  0
 19 29  1  1  0  0  0
 19 47  1  0  0  0  0
 20 23  1  0  0  0  0
 20 26  1  0  0  0  0
 20 48  1  6  0  0  0
 21 23  1  0  0  0  0
 22 31  1  0  0  0  0
 25 28  1  0  0  0  0
 26 30  1  0  0  0  0
 28 30  1  0  0  0  0
 30 49  1  0  0  0  0
 31 32  1  0  0  0  0
 32 34  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  6  0  0  0
 34 50  1  0  0  0  0
 36 37  1  0  0  0  0
 36 51  1  0  0  0  0
 37 38  1  0  0  0  0
 37 52  1  0  0  0  0
 38 40  1  0  0  0  0
 38 53  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  1  0  0  0
 39 54  1  0  0  0  0
 40 55  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0308250

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC[C@@]1([H])O[C@@]([H])(O[C@@]2([H])CC[C@@]3(C)[C@]([H])(CC[C@@]4([H])[C@]5([H])C[C@]6([H])O[C@]7(CC[C@]([H])(C)CO7)[C@@]([H])(C)[C@]6([H])[C@@]5(C)CC[C@]34[H])C2)[C@]([H])(O[H])[C@@]([H])(O[H])[C@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C33H54O8/c1-17-7-12-33(38-16-17)18(2)26-24(41-33)14-23-21-6-5-19-13-20(8-10-31(19,3)22(21)9-11-32(23,26)4)39-30-29(37)28(36)27(35)25(15-34)40-30/h17-30,34-37H,5-16H2,1-4H3/t17-,18-,19+,20-,21+,22-,23-,24-,25+,26-,27+,28-,29+,30+,31-,32-,33+/m0/s1

> <INCHI_KEY>
ZNEIIZNXGCIAAL-TXUJEBAWSA-N

> <FORMULA>
C33H54O8

> <MOLECULAR_WEIGHT>
578.787

> <EXACT_MASS>
578.381868699

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
95

> <JCHEM_AVERAGE_POLARIZABILITY>
66.4168728133998

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(1'R,2R,2'S,4'S,5S,7'S,8'R,9'S,12'S,13'S,16'S,18'R)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]oxy]oxane-3,4,5-triol

> <ALOGPS_LOGP>
2.79

> <JCHEM_LOGP>
3.562049289666666

> <ALOGPS_LOGS>
-5.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.200095771124033

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.210576079649135

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981083541525649

> <JCHEM_POLAR_SURFACE_AREA>
117.84000000000002

> <JCHEM_REFRACTIVITY>
151.8292

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.50e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
asparagoside A

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-JAN-16   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Asparagoside A                                    
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-JAN-16         0                                  
HETATM    1  O   UNK     0       8.822   2.929   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       6.258   4.594   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      18.690  11.213   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      20.015  13.528   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      16.017  12.742   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      16.005  15.822   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      18.666  17.373   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      22.676  15.078   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      10.466   6.370   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.800   5.600   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.133   6.370   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.331   5.343   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.133   7.910   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.955   3.945   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      14.510   8.734   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.478   4.104   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.466   7.910   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.800   8.680   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.818   5.179   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      15.906   7.942   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      14.510   5.547   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.505   3.690   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      15.906   6.338   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.133   7.140   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      14.472  10.404   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      17.359   8.767   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      13.171   9.493   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      15.906  11.262   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.785   6.321   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      17.359  10.438   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.345   2.158   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.938   1.530   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.851   3.966   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.692   2.435   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       3.286   1.807   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      18.684  12.753   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      17.347  13.518   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      17.341  15.058   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      20.009  15.068   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      18.672  15.833   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      21.339  15.843   0.000  0.00  0.00           C+0
HETATM   42  H   UNK     0      12.858   4.830   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0      13.124   5.061   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0       8.795   6.537   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0      13.124   9.219   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0      10.486   2.749   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0       6.897   4.930   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0      17.037   7.284   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0      17.354  11.392   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0       3.919   2.995   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0      17.859  12.272   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0      16.519  13.992   0.000  0.00  0.00           H+0
HETATM   53  H   UNK     0      17.338  16.013   0.000  0.00  0.00           H+0
HETATM   54  H   UNK     0      20.837  14.594   0.000  0.00  0.00           H+0
HETATM   55  H   UNK     0      17.843  16.307   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0      15.188  13.217   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0      16.001  16.777   0.000  0.00  0.00           H+0
HETATM   58  H   UNK     0      19.491  17.853   0.000  0.00  0.00           H+0
HETATM   59  H   UNK     0      23.501  15.559   0.000  0.00  0.00           H+0
CONECT    1   14   22                                                       
CONECT    2   22   33                                                       
CONECT    3   30   36                                                       
CONECT    4   36   39                                                       
CONECT    5   37   56                                                       
CONECT    6   38   57                                                       
CONECT    7   40   58                                                       
CONECT    8   41   59                                                       
CONECT    9   10   12   17   24                                             
CONECT   10    9   11   16   42                                             
CONECT   11   10   13   21   43                                             
CONECT   12    9   14   19   44                                             
CONECT   13   11   15   18   45                                             
CONECT   14    1   12   16   46                                             
CONECT   15   13   20   25   27                                             
CONECT   16   10   14                                                       
CONECT   17    9   18                                                       
CONECT   18   13   17                                                       
CONECT   19   12   22   29   47                                             
CONECT   20   15   23   26   48                                             
CONECT   21   11   23                                                       
CONECT   22    1    2   19   31                                             
CONECT   23   20   21                                                       
CONECT   24    9                                                            
CONECT   25   15   28                                                       
CONECT   26   20   30                                                       
CONECT   27   15                                                            
CONECT   28   25   30                                                       
CONECT   29   19                                                            
CONECT   30    3   26   28   49                                             
CONECT   31   22   32                                                       
CONECT   32   31   34                                                       
CONECT   33    2   34                                                       
CONECT   34   32   33   35   50                                             
CONECT   35   34                                                            
CONECT   36    3    4   37   51                                             
CONECT   37    5   36   38   52                                             
CONECT   38    6   37   40   53                                             
CONECT   39    4   40   41   54                                             
CONECT   40    7   38   39   55                                             
CONECT   41    8   39                                                       
CONECT   42   10                                                            
CONECT   43   11                                                            
CONECT   44   12                                                            
CONECT   45   13                                                            
CONECT   46   14                                                            
CONECT   47   19                                                            
CONECT   48   20                                                            
CONECT   49   30                                                            
CONECT   50   34                                                            
CONECT   51   36                                                            
CONECT   52   37                                                            
CONECT   53   38                                                            
CONECT   54   39                                                            
CONECT   55   40                                                            
CONECT   56    5                                                            
CONECT   57    6                                                            
CONECT   58    7                                                            
CONECT   59    8                                                            
MASTER        0    0    0    0    0    0    0    0   59    0  130    0
END

View in JSmol

Synonyms

Value	Source
(25S)-5beta-Spirostan-3beta-ol 3-O-beta-D-glucoside	ChEBI
(25S)-5b-Spirostan-3b-ol 3-O-b-D-glucoside	Generator
(25S)-5Β-spirostan-3β-ol 3-O-β-D-glucoside	Generator
(25S)-5b-Spirostan-3b-yl b-D-glucoside	Generator
(25S)-5Β-spirostan-3β-yl β-D-glucoside	Generator

Chemical Formula

C₃₃H₅₄O₈

Average Mass

578.7870 Da

Monoisotopic Mass

578.38187 Da

IUPAC Name

(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(1'R,2R,2'S,4'S,5S,7'S,8'R,9'S,12'S,13'S,16'S,18'R)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]oxy]oxane-3,4,5-triol

Traditional Name

asparagoside A

CAS Registry Number

Not Available

SMILES

[H]OC[C@@]1([H])O[C@@]([H])(O[C@@]2([H])CC[C@@]3(C)[C@]([H])(CC[C@@]4([H])[C@]5([H])C[C@]6([H])O[C@]7(CC[C@]([H])(C)CO7)[C@@]([H])(C)[C@]6([H])[C@@]5(C)CC[C@]34[H])C2)[C@]([H])(O[H])[C@@]([H])(O[H])[C@]1([H])O[H]

InChI Identifier

InChI=1S/C33H54O8/c1-17-7-12-33(38-16-17)18(2)26-24(41-33)14-23-21-6-5-19-13-20(8-10-31(19,3)22(21)9-11-32(23,26)4)39-30-29(37)28(36)27(35)25(15-34)40-30/h17-30,34-37H,5-16H2,1-4H3/t17-,18-,19+,20-,21+,22-,23-,24-,25+,26-,27+,28-,29+,30+,31-,32-,33+/m0/s1

InChI Key

ZNEIIZNXGCIAAL-TXUJEBAWSA-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
Asparagus cochinchinensis	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
Triterpenoid
Spirostane skeleton
Glycosyl compound
O-glycosyl compound
Ketal
Monosaccharide
Oxane
Tetrahydrofuran
Secondary alcohol
Polyol
Organoheterocyclic compound
Oxacycle
Acetal
Primary alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

monosaccharide derivative (CHEBI:15579 )
sterol 3-beta-D-glucoside (CHEBI:15579 )
spirostan (C08886 )
Spirostanols and derivatives (C08886 )

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	2.79	ALOGPS
logP	3.56	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	117.84 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	151.83 m³·mol⁻¹	ChemAxon
Polarizability	66.42 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00003563

Chemspider ID

Not Available

KEGG Compound ID

C08886

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

440454

PDB ID

Not Available

ChEBI ID

15579

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-[(1'r,2r,2's,4's,5s,7's,8'r,9's,12's,13's,16's,18'r)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]oxy]oxane-3,4,5-triol (NP0308250)

MOL for NP0308250 ((2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-[(1'r,2r,2's,4's,5s,7's,8'r,9's,12's,13's,16's,18'r)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]oxy]oxane-3,4,5-triol)

3D MOL for NP0308250 ((2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-[(1'r,2r,2's,4's,5s,7's,8'r,9's,12's,13's,16's,18'r)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]oxy]oxane-3,4,5-triol)

3D SDF for NP0308250 ((2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-[(1'r,2r,2's,4's,5s,7's,8'r,9's,12's,13's,16's,18'r)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]oxy]oxane-3,4,5-triol)

3D-SDF for NP0308250 ((2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-[(1'r,2r,2's,4's,5s,7's,8'r,9's,12's,13's,16's,18'r)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]oxy]oxane-3,4,5-triol)

PDB for NP0308250 ((2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-[(1'r,2r,2's,4's,5s,7's,8'r,9's,12's,13's,16's,18'r)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]oxy]oxane-3,4,5-triol)

3D PDB for NP0308250 ((2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-[(1'r,2r,2's,4's,5s,7's,8'r,9's,12's,13's,16's,18'r)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]oxy]oxane-3,4,5-triol)

SMILES for NP0308250 ((2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-[(1'r,2r,2's,4's,5s,7's,8'r,9's,12's,13's,16's,18'r)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]oxy]oxane-3,4,5-triol)

INCHI for NP0308250 ((2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-[(1'r,2r,2's,4's,5s,7's,8'r,9's,12's,13's,16's,18'r)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]oxy]oxane-3,4,5-triol)

Structure for NP0308250 ((2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-[(1'r,2r,2's,4's,5s,7's,8'r,9's,12's,13's,16's,18'r)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]oxy]oxane-3,4,5-triol)

3D Structure for NP0308250 ((2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-[(1'r,2r,2's,4's,5s,7's,8'r,9's,12's,13's,16's,18'r)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]oxy]oxane-3,4,5-triol)