NP-MRD: Showing NP-Card for 4,5-bis(acetyloxy)-6-({5-hydroxy-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]-2-{7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-ene-3,4,16'-trioloxy}oxan-3-yl}oxy)-2-methyloxan-3-yl acetate (NP0172658)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-03 09:37:41 UTC

Updated at

2022-09-03 09:37:41 UTC

NP-MRD ID

NP0172658

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4,5-bis(acetyloxy)-6-({5-hydroxy-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]-2-{7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-ene-3,4,16'-trioloxy}oxan-3-yl}oxy)-2-methyloxan-3-yl acetate

Description

4,5-Bis(acetyloxy)-2-({5-hydroxy-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]-2-{7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]Icosan]-18'-ene-3,4,16'-trioloxy}oxan-3-yl}oxy)-6-methyloxan-3-yl acetate 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. 4,5-bis(acetyloxy)-6-({5-hydroxy-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]-2-{7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-ene-3,4,16'-trioloxy}oxan-3-yl}oxy)-2-methyloxan-3-yl acetate is found in Dracaena angustifolia and Sansevieria trifasciata. 4,5-Bis(acetyloxy)-2-({5-hydroxy-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]-2-{7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]Icosan]-18'-ene-3,4,16'-trioloxy}oxan-3-yl}oxy)-6-methyloxan-3-yl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251505522D          

 70 78  0  0  0  0            999 V2000
    3.8281    3.0411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0300    3.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4500    2.6633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6519    2.8722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0720    2.2855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2483    2.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1219    1.5003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3314    0.8110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0389    0.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8625    0.0258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2328   -0.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0564   -0.7594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7795   -1.4007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0441   -1.3528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4975   -2.0421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3211   -1.9941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6913   -1.2569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2380   -0.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6083    0.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4319    0.2176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8852   -0.4717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3306    0.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5150   -1.2090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1017   -1.7889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8346   -1.4101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6502   -1.5345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0204   -0.7973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3116   -0.0254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1257    0.1084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6486   -0.5297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4627   -0.3959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3574   -1.3016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8803   -1.9398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5433   -1.4354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2521   -2.2073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4337   -0.2173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5581    0.5983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7008   -0.5961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4144   -0.6155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7847    0.1217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9455    1.4523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3989    2.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0286    2.8789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4819    3.5682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2050    2.9268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1653    3.6640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2880    4.3533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0823    5.0906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3711    5.7799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1947    5.7319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6480    6.4212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5649    4.9947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3885    4.9467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1116    4.3054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8445    3.9266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4338    3.6678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6357    3.8767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4176    4.6724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1175    5.4409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9975    5.2591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0138    4.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7956    5.0502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3756    5.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1575    6.4326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1737    5.4280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8119    4.0456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3919    4.6324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1900    4.4234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7700    5.0102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4081    3.6278    0.0000 C   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
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  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  1  0  0  0  0
 21 23  1  0  0  0  0
 17 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
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 27 34  1  0  0  0  0
 34 35  1  0  0  0  0
 27 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 21 38  1  0  0  0  0
 25 38  1  0  0  0  0
 18 39  1  0  0  0  0
  9 39  1  0  0  0  0
 14 39  1  0  0  0  0
 39 40  1  0  0  0  0
  7 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
  6 45  1  0  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
 50 51  1  0  0  0  0
 50 52  1  0  0  0  0
 52 53  1  0  0  0  0
 52 54  1  0  0  0  0
 47 54  1  0  0  0  0
 54 55  1  0  0  0  0
  4 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  2  0  0  0  0
 58 60  1  0  0  0  0
 56 61  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 63 64  2  0  0  0  0
 63 65  1  0  0  0  0
 61 66  1  0  0  0  0
  2 66  1  0  0  0  0
 66 67  1  0  0  0  0
 67 68  1  0  0  0  0
 68 69  2  0  0  0  0
 68 70  1  0  0  0  0
M  END

     RDKit          3D

142150  0  0  0  0  0  0  0  0999 V2000
   10.1760    3.9083    0.5694 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0178    2.8043   -0.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2512    2.7937   -1.4291 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4769    1.6784   -1.5799 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2769    0.9350   -0.4125 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.5019   -0.1722   -0.8414 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3451    0.5542   -1.2160 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1792   -0.3085   -1.4586 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4471   -0.4942   -0.1559 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0448   -0.0914   -0.3778 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4083   -1.0845   -1.3258 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0792   -2.2822   -0.5447 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7503   -2.2779    0.7261 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286   -3.5382    1.4513 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1470   -3.4497    2.2193 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8481   -4.1045    1.4981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2450   -2.1130    2.7041 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1579   -0.9434    1.8128 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4963   -1.1475    0.6323 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4384   -0.2175    0.2832 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0575    0.3886   -0.8880 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4062   -0.3649   -1.9807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6757   -1.8095   -1.7361 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9148   -2.4287   -2.9727 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8370   -1.9726   -0.7988 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0714   -2.0277   -1.4140 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8008   -3.1649   -1.1242 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9346   -3.8658   -2.3239 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8541   -4.8868   -2.2508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1010   -5.3955   -0.8679 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.0360   -6.4350   -0.9590 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6589   -4.2881   -0.0284 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.0431   -4.2687    0.0288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1598   -2.9377   -0.5646 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.0258   -2.5601   -1.5858 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8343   -0.7508    0.1076 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6137    0.2683   -0.4402 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6939    0.6374    0.3392 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9106    0.4016   -0.2768 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2394    1.2567   -1.2789 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.4748    0.5908   -2.6231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2830    2.4371   -1.4325 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8357    3.3446   -2.3572 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0975    3.7144   -3.4688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7033    4.6709   -4.4269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9434    3.2872   -3.7144 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2346    3.0574   -0.0287 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.6080    3.1267    0.3854 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2410    4.2931    0.7086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6671    4.2695    1.1274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6348    5.3697    0.6549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5586    2.0561    0.8470 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1190    2.1351    2.1660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3802    2.4475    3.2741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9909    2.5241    4.6426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1443    2.6757    3.1189 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6692   -1.0342    1.5288 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4174   -1.3499    2.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2046    0.1465    0.8231 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9320    1.1545    1.6514 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3636    0.9743    1.8993 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2052    0.2443    0.9070 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0093   -0.7983    1.6590 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0218    1.2021    0.1398 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3697    1.6120    0.5745 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7691    1.5633    1.9728 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5698    0.4289    0.0379 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0863   -0.3582   -1.0256 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6117    1.5065    0.2820 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.7608    1.3254   -0.4907 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7425    4.8395    0.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7383    3.8538    1.4776 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7102    3.7469   -1.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0316    2.7638   -2.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5688    1.3113   -1.9718 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5463    0.1795   -2.2485 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5218   -1.2580   -1.9182 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4396   -1.6134    0.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0642    0.8825   -0.9542 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5420   -0.6126   -1.8179 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449   -1.2963   -2.1280 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1205   -3.2431   -1.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3641   -4.3645    0.6991 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3091   -3.8117    2.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3008   -4.0968    3.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4312   -4.6480    2.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3786   -2.0886    2.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0116   -1.9086    3.7831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1098   -0.0362    2.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5312    0.6099    1.0381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3690    0.0729   -2.3827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6231   -0.2115   -2.7676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8093   -2.3603   -1.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9638   -3.3996   -2.9089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6318   -2.8485   -0.1563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2447   -3.8544   -0.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8359   -4.6199   -2.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4518   -5.7570   -2.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1787   -5.8398   -0.4405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8356   -6.1998   -0.4504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2169   -4.4123    1.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3137   -4.4391    0.9725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1873   -2.2631    0.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7266   -1.9525   -1.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3302   -0.9905    1.0898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6764   -0.0046    1.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2303    1.7318   -1.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9143   -0.3350   -2.7530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5502    0.3713   -2.7844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2087    1.3621   -3.3976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2712    2.1216   -1.7373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3455    4.0904   -5.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9625    5.2503   -4.9958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3664    5.3539   -3.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7875    4.0535   -0.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2988    3.7225    0.3778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8365    3.7804    2.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0619    5.3225    1.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4760    2.2864    0.9085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8841    1.8363    4.6740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2570    2.2867    5.4372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4153    3.5424    4.7563 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9390   -2.2059    3.3003 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4276   -0.5317    3.5324 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4154   -1.7173    2.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2878    0.6911    0.4277 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7806    2.1535    1.1344 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3742    1.2730    2.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4802    0.5478    2.9448 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7974    2.0164    2.0513 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0895   -0.7486    1.4272 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6936   -1.8184    1.3520 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7958   -0.7787    2.7526 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3368    2.0605   -0.1370 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4424    2.7108    0.2654 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9644    1.2985    2.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6232    0.9081    2.2350 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1210    2.5742    2.3518 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5925   -0.2544    0.8958 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8059    0.0739   -1.8697 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8972    1.5468    1.3647 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8481    0.4312   -0.8570 H   0  0  0  0  0  0  0  0  0  0  0  0
 66 65  1  0
 65 64  1  0
 64  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  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 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
 30 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 25 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 40 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  0
 44 46  2  0
 42 47  1  0
 47 48  1  0
 48 49  1  0
 49 50  1  0
 49 51  2  0
 47 52  1  0
 52 53  1  0
 53 54  1  0
 54 55  1  0
 54 56  2  0
 18 57  1  0
 57 58  1  1
 57 59  1  0
 59 60  1  0
 60 61  1  0
 61 62  1  0
 62 63  1  1
  7  6  1  0
  5  6  1  6
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  3
  2 69  1  0
 69 70  1  0
 69 67  1  0
 67 68  1  0
  5 65  1  0
 67  5  1  0
 62 64  1  0
 62  9  1  0
 59 10  1  0
 57 13  1  0
 36 20  1  0
 52 38  1  0
 34 27  1  0
 66136  1  0
 66137  1  0
 66138  1  0
 65135  1  6
 64134  1  6
  7 75  1  6
  8 76  1  0
  8 77  1  0
  9 78  1  1
 10 79  1  6
 11 80  1  0
 11 81  1  0
 12 82  1  0
 14 83  1  0
 14 84  1  0
 15 85  1  1
 16 86  1  0
 17 87  1  0
 17 88  1  0
 18 89  1  1
 20 90  1  1
 22 91  1  0
 22 92  1  0
 23 93  1  1
 24 94  1  0
 25 95  1  1
 27 96  1  1
 29 97  1  0
 29 98  1  0
 30 99  1  1
 31100  1  0
 32101  1  1
 33102  1  0
 34103  1  1
 35104  1  0
 36105  1  1
 38106  1  1
 40107  1  1
 41108  1  0
 41109  1  0
 41110  1  0
 42111  1  6
 45112  1  0
 45113  1  0
 45114  1  0
 47115  1  6
 50116  1  0
 50117  1  0
 50118  1  0
 52119  1  1
 55120  1  0
 55121  1  0
 55122  1  0
 58123  1  0
 58124  1  0
 58125  1  0
 59126  1  6
 60127  1  0
 60128  1  0
 61129  1  0
 61130  1  0
 63131  1  0
 63132  1  0
 63133  1  0
  3 73  1  0
  3 74  1  0
  1 71  1  0
  1 72  1  0
 69141  1  1
 70142  1  0
 67139  1  1
 68140  1  0
M  END


  Mrv1533004251505522D          

 70 78  0  0  0  0            999 V2000
    3.8281    3.0411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0300    3.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4500    2.6633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6519    2.8722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0720    2.2855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2483    2.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1219    1.5003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3314    0.8110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0389    0.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8625    0.0258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2328   -0.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0564   -0.7594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7795   -1.4007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0441   -1.3528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4975   -2.0421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3211   -1.9941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6913   -1.2569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2380   -0.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6083    0.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4319    0.2176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8852   -0.4717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3306    0.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5150   -1.2090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1017   -1.7889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8346   -1.4101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6502   -1.5345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0204   -0.7973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3116   -0.0254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1257    0.1084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6486   -0.5297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4627   -0.3959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3574   -1.3016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8803   -1.9398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5433   -1.4354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2521   -2.2073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4337   -0.2173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5581    0.5983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7008   -0.5961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4144   -0.6155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7847    0.1217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9455    1.4523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3989    2.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0286    2.8789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4819    3.5682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2050    2.9268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1653    3.6640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2880    4.3533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0823    5.0906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3711    5.7799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1947    5.7319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6480    6.4212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5649    4.9947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3885    4.9467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1116    4.3054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8445    3.9266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4338    3.6678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6357    3.8767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4176    4.6724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1175    5.4409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9975    5.2591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0138    4.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7956    5.0502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3756    5.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1575    6.4326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1737    5.4280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8119    4.0456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3919    4.6324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1900    4.4234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7700    5.0102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4081    3.6278    0.0000 C   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
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  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  1  0  0  0  0
 21 23  1  0  0  0  0
 17 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
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 27 34  1  0  0  0  0
 34 35  1  0  0  0  0
 27 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 21 38  1  0  0  0  0
 25 38  1  0  0  0  0
 18 39  1  0  0  0  0
  9 39  1  0  0  0  0
 14 39  1  0  0  0  0
 39 40  1  0  0  0  0
  7 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
  6 45  1  0  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
 50 51  1  0  0  0  0
 50 52  1  0  0  0  0
 52 53  1  0  0  0  0
 52 54  1  0  0  0  0
 47 54  1  0  0  0  0
 54 55  1  0  0  0  0
  4 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  2  0  0  0  0
 58 60  1  0  0  0  0
 56 61  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 63 64  2  0  0  0  0
 63 65  1  0  0  0  0
 61 66  1  0  0  0  0
  2 66  1  0  0  0  0
 66 67  1  0  0  0  0
 67 68  1  0  0  0  0
 68 69  2  0  0  0  0
 68 70  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0172658

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1C2C(CC3C4CC=C5CC(O)CC(OC6OCC(O)C(OC7OCC(O)C(O)C7O)C6OC6OC(C)C(OC(C)=O)C(OC(C)=O)C6OC(C)=O)C5(C)C4CCC23C)OC11OCC(=C)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C49H72O21/c1-19-16-62-49(43(59)35(19)56)20(2)34-32(70-49)15-29-27-10-9-25-13-26(53)14-33(48(25,8)28(27)11-12-47(29,34)7)67-45-41(39(31(55)18-61-45)68-44-37(58)36(57)30(54)17-60-44)69-46-42(66-24(6)52)40(65-23(5)51)38(21(3)63-46)64-22(4)50/h9,20-21,26-46,53-59H,1,10-18H2,2-8H3

> <INCHI_KEY>
VLOZHNLUCRGLMZ-UHFFFAOYSA-N

> <FORMULA>
C49H72O21

> <MOLECULAR_WEIGHT>
997.094

> <EXACT_MASS>
996.456609338

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_ATOM_COUNT>
142

> <JCHEM_AVERAGE_POLARIZABILITY>
103.11485309585329

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4,5-bis(acetyloxy)-2-({5-hydroxy-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]-2-{7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-ene-3,4,16'-trioloxy}oxan-3-yl}oxy)-6-methyloxan-3-yl acetate

> <ALOGPS_LOGP>
1.22

> <JCHEM_LOGP>
-0.09274084333333421

> <ALOGPS_LOGS>
-3.16

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.457816845787058

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.914059833040044

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7504752716130296

> <JCHEM_POLAR_SURFACE_AREA>
294.34999999999997

> <JCHEM_REFRACTIVITY>
235.12260000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.86e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,5-bis(acetyloxy)-2-({5-hydroxy-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]-2-{7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-ene-3,4,16'-trioloxy}oxan-3-yl}oxy)-6-methyloxan-3-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0       7.146   5.677   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.656   6.067   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       4.573   4.971   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       3.084   5.361   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.001   4.266   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.464   4.177   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.228   2.801   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.619   1.514   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.073   0.138   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.610   0.048   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.301  -1.328   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -3.839  -1.417   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -1.455  -2.615   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.082  -2.525   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.929  -3.812   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.466  -3.722   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.157  -2.346   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.311  -1.060   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.002   0.317   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.540   0.406   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.386  -0.881   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.217   0.416   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.695  -2.257   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.790  -3.339   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.158  -2.632   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       8.680  -2.864   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       9.371  -1.488   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       9.915  -0.047   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      11.435   0.202   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      12.411  -0.989   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      13.930  -0.739   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      11.867  -2.430   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      12.843  -3.621   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      10.348  -2.679   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       9.804  -4.120   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       8.276  -0.406   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       8.508   1.117   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       6.908  -1.113   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       0.774  -1.149   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       1.465   0.227   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -1.765   2.711   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      -2.611   3.998   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -1.920   5.374   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      -2.766   6.661   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      -0.383   5.463   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       0.309   6.840   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      -0.538   8.126   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0       0.154   9.502   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      -0.693  10.789   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      -2.230  10.700   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      -3.076  11.986   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      -2.921   9.323   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0      -4.459   9.234   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0      -2.075   8.037   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0      -3.443   7.330   0.000  0.00  0.00           O+0
HETATM   56  C   UNK     0       2.676   6.847   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0       1.187   7.237   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0       0.779   8.722   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0       0.219  10.156   0.000  0.00  0.00           O+0
HETATM   60  C   UNK     0       1.862   9.817   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0       3.759   7.942   0.000  0.00  0.00           C+0
HETATM   62  O   UNK     0       3.352   9.427   0.000  0.00  0.00           O+0
HETATM   63  C   UNK     0       4.435  10.522   0.000  0.00  0.00           C+0
HETATM   64  O   UNK     0       4.027  12.007   0.000  0.00  0.00           O+0
HETATM   65  C   UNK     0       5.924  10.132   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0       5.249   7.552   0.000  0.00  0.00           C+0
HETATM   67  O   UNK     0       6.331   8.647   0.000  0.00  0.00           O+0
HETATM   68  C   UNK     0       7.821   8.257   0.000  0.00  0.00           C+0
HETATM   69  O   UNK     0       8.904   9.352   0.000  0.00  0.00           O+0
HETATM   70  C   UNK     0       8.228   6.772   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   66                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   56                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   45                                                  
CONECT    7    6    8   41                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   39                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   39                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   23                                                  
CONECT   18   17   19   39                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23   38                                             
CONECT   22   21                                                            
CONECT   23   21   17   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   38                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   34   36                                             
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   27   35                                                  
CONECT   35   34                                                            
CONECT   36   27   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   21   25                                                  
CONECT   39   18    9   14   40                                             
CONECT   40   39                                                            
CONECT   41    7   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43    6   46                                                  
CONECT   46   45   47                                                       
CONECT   47   46   48   54                                                  
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51   52                                                  
CONECT   51   50                                                            
CONECT   52   50   53   54                                                  
CONECT   53   52                                                            
CONECT   54   52   47   55                                                  
CONECT   55   54                                                            
CONECT   56    4   57   61                                                  
CONECT   57   56   58                                                       
CONECT   58   57   59   60                                                  
CONECT   59   58                                                            
CONECT   60   58                                                            
CONECT   61   56   62   66                                                  
CONECT   62   61   63                                                       
CONECT   63   62   64   65                                                  
CONECT   64   63                                                            
CONECT   65   63                                                            
CONECT   66   61    2   67                                                  
CONECT   67   66   68                                                       
CONECT   68   67   69   70                                                  
CONECT   69   68                                                            
CONECT   70   68                                                            
MASTER        0    0    0    0    0    0    0    0   70    0  156    0
END

View in JSmol

Synonyms

Value	Source
4,5-Bis(acetyloxy)-2-({5-hydroxy-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]-2-{7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0,.0,.0,]icosan]-18'-ene-3,4,16'-trioloxy}oxan-3-yl}oxy)-6-methyloxan-3-yl acetic acid	Generator
4,5-Bis(acetyloxy)-2-({5-hydroxy-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]-2-{7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-ene-3,4,16'-trioloxy}oxan-3-yl}oxy)-6-methyloxan-3-yl acetic acid	Generator

Chemical Formula

C₄₉H₇₂O₂₁

Average Mass

997.0940 Da

Monoisotopic Mass

996.45661 Da

IUPAC Name

4,5-bis(acetyloxy)-2-({5-hydroxy-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]-2-{7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-ene-3,4,16'-trioloxy}oxan-3-yl}oxy)-6-methyloxan-3-yl acetate

Traditional Name

CAS Registry Number

Not Available

SMILES

CC1C2C(CC3C4CC=C5CC(O)CC(OC6OCC(O)C(OC7OCC(O)C(O)C7O)C6OC6OC(C)C(OC(C)=O)C(OC(C)=O)C6OC(C)=O)C5(C)C4CCC23C)OC11OCC(=C)C(O)C1O

InChI Identifier

InChI=1S/C49H72O21/c1-19-16-62-49(43(59)35(19)56)20(2)34-32(70-49)15-29-27-10-9-25-13-26(53)14-33(48(25,8)28(27)11-12-47(29,34)7)67-45-41(39(31(55)18-61-45)68-44-37(58)36(57)30(54)17-60-44)69-46-42(66-24(6)52)40(65-23(5)51)38(21(3)63-46)64-22(4)50/h9,20-21,26-46,53-59H,1,10-18H2,2-8H3

InChI Key

VLOZHNLUCRGLMZ-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
Dracaena angustifolia	LOTUS Database	35616633
Sansevieria trifasciata	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
24-hydroxysteroid
23-hydroxysteroid
3-hydroxy-delta-5-steroid
3-hydroxysteroid
Hydroxysteroid
Delta-5-steroid
Disaccharide
Glycosyl compound
O-glycosyl compound
Tricarboxylic acid or derivatives
Ketal
Oxane
Cyclic alcohol
Tetrahydrofuran
Secondary alcohol
Carboxylic acid ester
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Acetal
Polyol
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Alcohol
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	1.22	ALOGPS
logP	-0.093	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	11.91	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	294.35 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	235.12 m³·mol⁻¹	ChemAxon
Polarizability	103.11 Å³	ChemAxon
Number of Rings	9	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

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

75072331

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4,5-bis(acetyloxy)-6-({5-hydroxy-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]-2-{7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-ene-3,4,16'-trioloxy}oxan-3-yl}oxy)-2-methyloxan-3-yl acetate (NP0172658)

MOL for NP0172658 (4,5-bis(acetyloxy)-6-({5-hydroxy-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]-2-{7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-ene-3,4,16'-trioloxy}oxan-3-yl}oxy)-2-methyloxan-3-yl acetate)

3D MOL for NP0172658 (4,5-bis(acetyloxy)-6-({5-hydroxy-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]-2-{7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-ene-3,4,16'-trioloxy}oxan-3-yl}oxy)-2-methyloxan-3-yl acetate)

3D SDF for NP0172658 (4,5-bis(acetyloxy)-6-({5-hydroxy-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]-2-{7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-ene-3,4,16'-trioloxy}oxan-3-yl}oxy)-2-methyloxan-3-yl acetate)

3D-SDF for NP0172658 (4,5-bis(acetyloxy)-6-({5-hydroxy-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]-2-{7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-ene-3,4,16'-trioloxy}oxan-3-yl}oxy)-2-methyloxan-3-yl acetate)

PDB for NP0172658 (4,5-bis(acetyloxy)-6-({5-hydroxy-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]-2-{7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-ene-3,4,16'-trioloxy}oxan-3-yl}oxy)-2-methyloxan-3-yl acetate)

3D PDB for NP0172658 (4,5-bis(acetyloxy)-6-({5-hydroxy-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]-2-{7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-ene-3,4,16'-trioloxy}oxan-3-yl}oxy)-2-methyloxan-3-yl acetate)

SMILES for NP0172658 (4,5-bis(acetyloxy)-6-({5-hydroxy-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]-2-{7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-ene-3,4,16'-trioloxy}oxan-3-yl}oxy)-2-methyloxan-3-yl acetate)

INCHI for NP0172658 (4,5-bis(acetyloxy)-6-({5-hydroxy-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]-2-{7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-ene-3,4,16'-trioloxy}oxan-3-yl}oxy)-2-methyloxan-3-yl acetate)

Structure for NP0172658 (4,5-bis(acetyloxy)-6-({5-hydroxy-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]-2-{7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-ene-3,4,16'-trioloxy}oxan-3-yl}oxy)-2-methyloxan-3-yl acetate)

3D Structure for NP0172658 (4,5-bis(acetyloxy)-6-({5-hydroxy-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]-2-{7',9',13'-trimethyl-5-methylidene-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-ene-3,4,16'-trioloxy}oxan-3-yl}oxy)-2-methyloxan-3-yl acetate)