NP-MRD: Showing NP-Card for 1-acetyl-1,3a,3b-trihydroxy-7-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-9a,11a-dimethyl-2h,3h,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl 4-hydroxybenzoate (NP0280623)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-09 06:31:23 UTC

Updated at

2022-09-09 06:31:23 UTC

NP-MRD ID

NP0280623

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-acetyl-1,3a,3b-trihydroxy-7-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-9a,11a-dimethyl-2h,3h,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl 4-hydroxybenzoate

Description

14-Acetyl-10,11,14-trihydroxy-5-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-7-en-16-yl 4-hydroxybenzoate belongs to the class of organic compounds known as steroidal glycosides. These are sterol lipids containing a carbohydrate moiety glycosidically linked to the steroid skeleton. 1-acetyl-1,3a,3b-trihydroxy-7-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-9a,11a-dimethyl-2h,3h,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl 4-hydroxybenzoate is found in Cynanchum wilfordii. 14-Acetyl-10,11,14-trihydroxy-5-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-7-en-16-yl 4-hydroxybenzoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241507542D          

 65 72  0  0  0  0            999 V2000
    1.0811    5.2611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2690    5.1159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0113    4.3399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8234    4.1947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1037    3.4188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9158    3.2736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1961    2.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6643    1.8670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8522    2.0122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9446    1.0910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7567    0.9458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2886    1.5765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0083    2.3525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5401    2.9832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2598    3.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0370    0.1699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5052   -0.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6931   -0.3156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4128    0.4603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1613   -0.9463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4416   -1.7222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9098   -2.3529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976   -2.2077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827   -1.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948   -1.2866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266   -1.9173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8069   -1.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387   -1.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190   -0.9961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311   -0.8509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7114   -0.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1796    0.5557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3675    0.4105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4599    1.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9281    1.9623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2084    2.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0205    2.8835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3008    3.6594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5523    2.2528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2720    1.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629   -1.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3228   -0.7393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875   -1.5084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7280   -0.6856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0168   -2.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340   -2.7639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826   -2.2576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4850   -3.0585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705   -2.4028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1814   -3.1670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5902   -3.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781   -3.3239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463   -2.6932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342   -2.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5996   -1.3632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1315   -1.9939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8799   -0.5873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2537   -1.8674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7855   -1.2367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5976   -1.3819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5719    2.7881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2402    2.9333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7720    2.3026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5205    3.7092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3326    3.8545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  7 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11 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
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  2  0  0  0  0
 34 40  1  0  0  0  0
 30 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 41 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 49  1  0  0  0  0
 28 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  2  0  0  0  0
 26 53  1  0  0  0  0
 53 54  1  0  0  0  0
 23 54  1  0  0  0  0
 43 55  1  0  0  0  0
 55 56  2  0  0  0  0
 55 57  1  0  0  0  0
 21 58  1  0  0  0  0
 58 59  1  0  0  0  0
 17 59  1  0  0  0  0
 59 60  1  0  0  0  0
  5 61  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 62 64  1  0  0  0  0
  3 64  1  0  0  0  0
 64 65  1  0  0  0  0
M  END

     RDKit          3D

135142  0  0  0  0  0  0  0  0999 V2000
   14.0754    2.0247   -1.0746 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3585    0.8417   -0.9600 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3216    0.9951   -0.0302 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.9761    0.9000   -0.6828 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2762   -0.4138   -0.5072 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.0502   -0.1484    0.1129 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9714   -0.5556   -0.6364 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1769   -1.5299    0.2002 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.9898   -2.7702    0.5201 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0688   -1.9239   -0.4799 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1620   -0.9208   -0.7449 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0382   -1.5422   -1.2592 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8765   -1.2549   -0.6232 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4216   -2.4803    0.1815 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3314   -3.6127   -0.6242 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0519   -2.2462    0.7681 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1735   -1.6332   -0.2673 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1557   -0.3027   -0.0743 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4969   -0.0384    0.0810 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0573    0.6536   -1.1641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5857    0.4730   -1.0698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0743    1.3053    0.1315 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7581    2.7386   -0.1900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3519    0.8200    1.3301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9774    0.4268    2.3946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4766    0.4064    2.5535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0020    1.5220    1.6341 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.3007    2.6666    2.0779 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5676    1.1333    0.2586 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3231    1.8783   -0.7817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8428    1.5431   -0.5106 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.8516    0.1234   -0.3041 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3054   -0.7313   -1.2828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7008   -0.1877   -2.3548 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3359   -2.1738   -1.1083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8930   -2.8414    0.0073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9710   -4.2356    0.1079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4977   -4.9946   -0.9137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5775   -6.3783   -0.8191 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9415   -4.3258   -2.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8692   -2.9584   -2.1402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2428    2.2534    0.7023 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.0367    3.7641    0.6078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4395    1.6983    1.8825 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.5510    2.6960    2.9046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2079    0.5249    2.4121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6174    0.6707    1.8456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6237    2.0347    1.1882 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.7825    3.0167    2.2501 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7022    2.2764    0.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0671    1.3524   -0.8425 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3615    3.3300    0.3627 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8784    0.7638    1.2751 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7516   -1.8298   -1.5220 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8217   -0.9107   -1.6358 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3470   -0.9611   -3.0365 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8136    0.0580   -1.7105 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0714    0.5810   -1.0182 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7388    1.4523   -1.8674 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7697    2.7508   -1.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0159   -1.3908    0.1163 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5883   -1.0285    1.3041 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.3678   -2.2241    1.8312 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5492    0.1122    1.1435 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.5399    0.8265    2.3523 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3416    2.7913   -1.4083 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.4656    2.3147   -0.0990 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.8642    1.9390   -1.8531 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3877    2.0634    0.3584 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1693    1.0595   -1.7904 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3305    1.7655   -0.3736 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9982   -0.8586   -1.5130 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2836   -1.0515   -1.5844 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8828   -1.0796    1.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2725   -3.5941    0.7012 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5807   -3.0522   -0.3754 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6065   -2.6690    1.4209 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9680   -0.3387    0.1614 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0065   -0.4727    0.1306 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1194   -2.6612    1.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1331   -4.1592   -0.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6689   -3.2286    1.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1898   -1.5366    1.6261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7937   -2.2004   -0.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0321   -1.0036    0.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862    1.7046   -1.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7546    0.1272   -2.0807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1028    0.7944   -1.9721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7735   -0.5858   -0.8087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5171    3.4674    0.0964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4957    2.8008   -1.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8100    3.0737    0.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4283    0.0703    3.2792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8528   -0.5911    2.2160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7955    0.6117    3.5712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5730    2.8153    2.9977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8134    0.0490    0.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1554    1.5172   -1.8083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3050    2.9773   -0.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3047    1.7935   -1.4573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4677   -2.2820    0.8227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6128   -4.7389    1.0086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3458   -6.8981   -0.4486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3637   -4.9230   -2.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2175   -2.4426   -3.0181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0117    3.9749    0.9701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7342    4.3062    1.2773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1169    4.1255   -0.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6304    2.2779    3.7756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3090    0.5768    3.5413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7999   -0.4568    2.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3567    0.6111    2.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8280   -0.0898    1.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7270    3.2918    2.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8851    0.2905   -0.6096 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1859    1.4902   -1.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5971    1.6758   -1.7886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4813    0.3199    2.2335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4420    1.7909    1.2711 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4087    0.0861   -1.4376 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1326   -1.9415   -3.5246 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4451   -0.8601   -3.0421 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9353   -0.1158   -3.6399 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0056   -0.4500   -2.6473 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1463    0.9294   -1.8441 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7560    1.1423   -0.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3196    3.3784   -2.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7174    3.1379   -1.3927 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2151    2.8542   -0.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8058   -0.7771    2.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.7196   -1.9804    2.8494 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7736   -3.1566    1.8212 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.2743   -2.3283    1.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.6000   -0.3032    1.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6121    0.7619    2.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 57  1  0
 57 58  1  0
 58 59  1  0
 59 60  1  0
 11 12  1  0
 12 13  1  0
 13 55  1  0
 55 56  1  0
 55 54  1  0
 54 17  1  0
 17 16  1  0
 16 14  1  0
 14 15  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  6
 22 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  2  0
 33 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 38 40  1  0
 40 41  2  0
 31 42  1  0
 42 43  1  6
 42 48  1  0
 48 49  1  1
 48 47  1  0
 47 46  1  0
 46 44  1  0
 44 45  1  1
 44 27  1  0
 27 28  1  1
 27 26  1  0
 26 25  1  0
 25 24  2  0
 24 53  1  0
 48 50  1  0
 50 51  1  0
 50 52  2  0
  5 61  1  0
 61 62  1  0
 62 63  1  0
 62 64  1  0
 64 65  1  0
 64  3  1  0
 58  7  1  0
 14 13  1  0
 53 19  1  0
 24 22  1  0
 27 29  1  0
 41 35  1  0
 44 42  1  0
  1 66  1  0
  1 67  1  0
  1 68  1  0
  3 69  1  1
  4 70  1  0
  4 71  1  0
  5 72  1  6
  7 73  1  6
  8 74  1  1
  9 75  1  0
  9 76  1  0
  9 77  1  0
 11 78  1  1
 57124  1  0
 57125  1  0
 58126  1  1
 60127  1  0
 60128  1  0
 60129  1  0
 13 79  1  1
 55120  1  1
 56121  1  0
 56122  1  0
 56123  1  0
 17 84  1  6
 16 82  1  0
 16 83  1  0
 14 80  1  1
 15 81  1  0
 19 85  1  1
 20 86  1  0
 20 87  1  0
 21 88  1  0
 21 89  1  0
 23 90  1  0
 23 91  1  0
 23 92  1  0
 29 97  1  6
 30 98  1  0
 30 99  1  0
 31100  1  6
 36101  1  0
 37102  1  0
 39103  1  0
 40104  1  0
 41105  1  0
 43106  1  0
 43107  1  0
 43108  1  0
 49114  1  0
 47112  1  0
 47113  1  0
 46110  1  0
 46111  1  0
 45109  1  0
 28 96  1  0
 26 94  1  0
 26 95  1  0
 25 93  1  0
 53118  1  0
 53119  1  0
 51115  1  0
 51116  1  0
 51117  1  0
 62130  1  1
 63131  1  0
 63132  1  0
 63133  1  0
 64134  1  6
 65135  1  0
M  END


  Mrv1533004241507542D          

 65 72  0  0  0  0            999 V2000
    1.0811    5.2611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2690    5.1159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0113    4.3399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8234    4.1947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1037    3.4188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9158    3.2736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1961    2.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6643    1.8670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8522    2.0122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9446    1.0910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7567    0.9458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2886    1.5765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0083    2.3525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5401    2.9832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2598    3.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0370    0.1699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5052   -0.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6931   -0.3156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4128    0.4603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1613   -0.9463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4416   -1.7222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9098   -2.3529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976   -2.2077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827   -1.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948   -1.2866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266   -1.9173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8069   -1.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387   -1.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190   -0.9961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311   -0.8509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7114   -0.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1796    0.5557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3675    0.4105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4599    1.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9281    1.9623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2084    2.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0205    2.8835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3008    3.6594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5523    2.2528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2720    1.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629   -1.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3228   -0.7393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875   -1.5084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7280   -0.6856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0168   -2.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340   -2.7639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826   -2.2576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4850   -3.0585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705   -2.4028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1814   -3.1670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5902   -3.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781   -3.3239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463   -2.6932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342   -2.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5996   -1.3632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1315   -1.9939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8799   -0.5873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2537   -1.8674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7855   -1.2367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5976   -1.3819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5719    2.7881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2402    2.9333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7720    2.3026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5205    3.7092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3326    3.8545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  7 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11 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
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  2  0  0  0  0
 34 40  1  0  0  0  0
 30 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 41 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 49  1  0  0  0  0
 28 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  2  0  0  0  0
 26 53  1  0  0  0  0
 53 54  1  0  0  0  0
 23 54  1  0  0  0  0
 43 55  1  0  0  0  0
 55 56  2  0  0  0  0
 55 57  1  0  0  0  0
 21 58  1  0  0  0  0
 58 59  1  0  0  0  0
 17 59  1  0  0  0  0
 59 60  1  0  0  0  0
  5 61  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 62 64  1  0  0  0  0
  3 64  1  0  0  0  0
 64 65  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0280623

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1CC(OC2C(C)OC(CC2OC)OC2C(C)OC(CC2O)OC2CCC3(C)C4CC(OC(=O)C5=CC=C(O)C=C5)C5(C)C(O)(CCC5(O)C4(O)CC=C3C2)C(C)=O)OC(C)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C48H70O17/c1-24-40(52)33(57-7)21-38(59-24)65-42-26(3)61-39(22-34(42)58-8)64-41-25(2)60-37(20-32(41)51)62-31-14-15-44(5)29(19-31)13-16-47(55)35(44)23-36(63-43(53)28-9-11-30(50)12-10-28)45(6)46(54,27(4)49)17-18-48(45,47)56/h9-13,24-26,31-42,50-52,54-56H,14-23H2,1-8H3

> <INCHI_KEY>
NMHNNGLQZHGFFA-UHFFFAOYSA-N

> <FORMULA>
C48H70O17

> <MOLECULAR_WEIGHT>
919.071

> <EXACT_MASS>
918.461300794

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
135

> <JCHEM_AVERAGE_POLARIZABILITY>
99.24520230914379

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
14-acetyl-10,11,14-trihydroxy-5-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-16-yl 4-hydroxybenzoate

> <ALOGPS_LOGP>
2.11

> <JCHEM_LOGP>
3.5265086089999977

> <ALOGPS_LOGS>
-4.23

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.321359820192303

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.496207006208662

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2593431879650607

> <JCHEM_POLAR_SURFACE_AREA>
238.58999999999997

> <JCHEM_REFRACTIVITY>
228.8794

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.40e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14-acetyl-10,11,14-trihydroxy-5-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-16-yl 4-hydroxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       2.018   9.821   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.502   9.550   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.021   8.101   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.537   7.830   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.060   6.382   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -3.576   6.111   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -4.099   4.662   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.107   3.485   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.591   3.756   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -3.630   2.037   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -5.146   1.766   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.139   2.943   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.615   4.391   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -6.608   5.569   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -6.085   7.017   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -5.669   0.317   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -4.676  -0.860   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.160  -0.589   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -2.637   0.859   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.168  -1.766   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.691  -3.215   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.698  -4.392   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -0.182  -4.121   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.341  -2.673   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.857  -2.402   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.850  -3.579   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.373  -2.131   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.366  -3.308   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.889  -1.859   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.405  -1.588   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       6.928  -0.140   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       5.935   1.037   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       4.419   0.766   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       6.458   2.486   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.466   3.663   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       5.989   5.111   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       7.505   5.382   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       8.028   6.831   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       8.498   4.205   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       7.974   2.757   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       7.398  -2.766   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       8.069  -1.380   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       8.937  -2.816   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       8.826  -1.280   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0       9.365  -4.295   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       8.090  -5.159   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       6.874  -4.214   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0       6.505  -5.709   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0       5.358  -4.485   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0       5.939  -5.912   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0       4.835  -5.934   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       3.319  -6.205   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       2.326  -5.027   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       0.810  -5.298   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      10.453  -2.545   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0      11.445  -3.722   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0      10.976  -1.096   0.000  0.00  0.00           C+0
HETATM   58  O   UNK     0      -4.207  -3.486   0.000  0.00  0.00           O+0
HETATM   59  C   UNK     0      -5.200  -2.309   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      -6.716  -2.580   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0      -1.068   5.204   0.000  0.00  0.00           O+0
HETATM   62  C   UNK     0       0.448   5.476   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0       1.441   4.298   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0       0.972   6.924   0.000  0.00  0.00           C+0
HETATM   65  O   UNK     0       2.488   7.195   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   64                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   61                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   13                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12    7   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   11   17                                                       
CONECT   17   16   18   59                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   58                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   54                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28   53                                             
CONECT   27   26                                                            
CONECT   28   26   29   49                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   41                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   40                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39   34                                                       
CONECT   41   30   42   43   47                                             
CONECT   42   41                                                            
CONECT   43   41   44   45   55                                             
CONECT   44   43                                                            
CONECT   45   43   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   41   48   49                                             
CONECT   48   47                                                            
CONECT   49   47   28   50   51                                             
CONECT   50   49                                                            
CONECT   51   49   52                                                       
CONECT   52   51   53                                                       
CONECT   53   52   26   54                                                  
CONECT   54   53   23                                                       
CONECT   55   43   56   57                                                  
CONECT   56   55                                                            
CONECT   57   55                                                            
CONECT   58   21   59                                                       
CONECT   59   58   17   60                                                  
CONECT   60   59                                                            
CONECT   61    5   62                                                       
CONECT   62   61   63   64                                                  
CONECT   63   62                                                            
CONECT   64   62    3   65                                                  
CONECT   65   64                                                            
MASTER        0    0    0    0    0    0    0    0   65    0  144    0
END

View in JSmol

Synonyms

Value	Source
14-Acetyl-10,11,14-trihydroxy-5-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-2,15-dimethyltetracyclo[8.7.0.0,.0,]heptadec-7-en-16-yl 4-hydroxybenzoic acid	Generator
14-Acetyl-10,11,14-trihydroxy-5-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-16-yl 4-hydroxybenzoic acid	Generator

Chemical Formula

C₄₈H₇₀O₁₇

Average Mass

919.0710 Da

Monoisotopic Mass

918.46130 Da

IUPAC Name

14-acetyl-10,11,14-trihydroxy-5-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-16-yl 4-hydroxybenzoate

Traditional Name

CAS Registry Number

Not Available

SMILES

COC1CC(OC2C(C)OC(CC2OC)OC2C(C)OC(CC2O)OC2CCC3(C)C4CC(OC(=O)C5=CC=C(O)C=C5)C5(C)C(O)(CCC5(O)C4(O)CC=C3C2)C(C)=O)OC(C)C1O

InChI Identifier

InChI=1S/C48H70O17/c1-24-40(52)33(57-7)21-38(59-24)65-42-26(3)61-39(22-34(42)58-8)64-41-25(2)60-37(20-32(41)51)62-31-14-15-44(5)29(19-31)13-16-47(55)35(44)23-36(63-43(53)28-9-11-30(50)12-10-28)45(6)46(54,27(4)49)17-18-48(45,47)56/h9-13,24-26,31-42,50-52,54-56H,14-23H2,1-8H3

InChI Key

NMHNNGLQZHGFFA-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
Cynanchum wilfordii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroidal glycosides. These are sterol lipids containing a carbohydrate moiety glycosidically linked to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal glycosides

Direct Parent

Steroidal glycosides

Alternative Parents

Substituents

Steroidal glycoside
Oligosaccharide
20-oxosteroid
Pregnane-skeleton
14-hydroxysteroid
Hydroxysteroid
Oxosteroid
17-hydroxysteroid
Delta-5-steroid
Glycosyl compound
O-glycosyl compound
P-hydroxybenzoic acid alkyl ester
P-hydroxybenzoic acid ester
Benzoate ester
Benzoic acid or derivatives
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Phenol
Oxane
Monocyclic benzene moiety
Benzenoid
Alpha-hydroxy ketone
Cyclic alcohol
Tertiary alcohol
Carboxylic acid ester
Ketone
Secondary alcohol
Polyol
Acetal
Carboxylic acid derivative
Ether
Dialkyl ether
Organoheterocyclic compound
Oxacycle
Monocarboxylic acid or derivatives
Organic oxide
Carbonyl group
Alcohol
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	2.11	ALOGPS
logP	3.53	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	8.5	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	238.59 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	228.88 m³·mol⁻¹	ChemAxon
Polarizability	99.25 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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1-acetyl-1,3a,3b-trihydroxy-7-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-9a,11a-dimethyl-2h,3h,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl 4-hydroxybenzoate (NP0280623)

MOL for NP0280623 (1-acetyl-1,3a,3b-trihydroxy-7-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-9a,11a-dimethyl-2h,3h,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl 4-hydroxybenzoate)

3D MOL for NP0280623 (1-acetyl-1,3a,3b-trihydroxy-7-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-9a,11a-dimethyl-2h,3h,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl 4-hydroxybenzoate)

3D SDF for NP0280623 (1-acetyl-1,3a,3b-trihydroxy-7-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-9a,11a-dimethyl-2h,3h,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl 4-hydroxybenzoate)

3D-SDF for NP0280623 (1-acetyl-1,3a,3b-trihydroxy-7-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-9a,11a-dimethyl-2h,3h,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl 4-hydroxybenzoate)

PDB for NP0280623 (1-acetyl-1,3a,3b-trihydroxy-7-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-9a,11a-dimethyl-2h,3h,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl 4-hydroxybenzoate)

3D PDB for NP0280623 (1-acetyl-1,3a,3b-trihydroxy-7-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-9a,11a-dimethyl-2h,3h,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl 4-hydroxybenzoate)

SMILES for NP0280623 (1-acetyl-1,3a,3b-trihydroxy-7-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-9a,11a-dimethyl-2h,3h,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl 4-hydroxybenzoate)

INCHI for NP0280623 (1-acetyl-1,3a,3b-trihydroxy-7-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-9a,11a-dimethyl-2h,3h,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl 4-hydroxybenzoate)

Structure for NP0280623 (1-acetyl-1,3a,3b-trihydroxy-7-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-9a,11a-dimethyl-2h,3h,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl 4-hydroxybenzoate)

3D Structure for NP0280623 (1-acetyl-1,3a,3b-trihydroxy-7-{[4-hydroxy-5-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-6-methyloxan-2-yl]oxy}-9a,11a-dimethyl-2h,3h,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-11-yl 4-hydroxybenzoate)