NP-MRD: Showing NP-Card for Arguside E (NP0081947)

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Record Information

Version

2.0

Created at

2022-04-29 03:00:29 UTC

Updated at

2022-04-29 03:00:29 UTC

NP-MRD ID

NP0081947

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Arguside E

Description

(1S,2S,5S,6R,9S,10S,13S,16S,18R)-16-{[(2S,3R,4S,5S)-3-{[(2S,3R,4S,5R,6R)-5-{[(2S,3R,4S,5R,6R)-4-{[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,5-dihydroxyoxan-2-yl]oxy}-6-[(2S)-5,5-dimethyloxolan-2-yl]-10-hydroxy-2,6,13,17,17-pentamethyl-7-oxapentacyclo[10.8.0.0²,⁹.0⁵,⁹.0¹³,¹⁸]Icos-11-en-8-one belongs to the class of organic compounds known as triterpene saponins. These are glycosylated derivatives of triterpene sapogenins. The sapogenin moiety backbone is usually based on the oleanane, ursane, taraxastane, bauerane, lanostane, lupeol, lupane, dammarane, cycloartane, friedelane, hopane, 9b,19-cyclo-lanostane, cycloartane, or cycloartanol skeleton. Arguside E is found in Bohadschia argus. Based on a literature review very few articles have been published on (1S,2S,5S,6R,9S,10S,13S,16S,18R)-16-{[(2S,3R,4S,5S)-3-{[(2S,3R,4S,5R,6R)-5-{[(2S,3R,4S,5R,6R)-4-{[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,5-dihydroxyoxan-2-yl]oxy}-6-[(2S)-5,5-dimethyloxolan-2-yl]-10-hydroxy-2,6,13,17,17-pentamethyl-7-oxapentacyclo[10.8.0.0²,⁹.0⁵,⁹.0¹³,¹⁸]Icos-11-en-8-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292205002D          

 78 87  0  0  1  0            999 V2000
    1.1483   -0.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  2  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
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  6  7  1  6  0  0  0
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  8  9  1  1  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
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  5 13  1  1  0  0  0
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 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 16 20  1  0  0  0  0
 18 21  1  0  0  0  0
 18 22  1  0  0  0  0
  4 23  1  6  0  0  0
  3 24  1  0  0  0  0
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 26 25  1  1  0  0  0
 26 27  1  0  0  0  0
  2 27  1  0  0  0  0
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 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
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 31 33  1  0  0  0  0
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M  END

     RDKit          3D

164173  0  0  0  0  0  0  0  0999 V2000
   12.2311    4.4714   -0.7337 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7402    3.8094    0.3857 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652304292205002D          

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   -0.1934   -4.1993    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6254   -4.2999    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9477   -5.0594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6900   -4.8581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5088   -4.7575    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8311   -3.9981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6499   -3.8974    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1465   -4.5563    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8242   -5.3157    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0054   -5.4163    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6831   -6.1758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3208   -5.9745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1396   -5.8739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9653   -4.4556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9722   -3.1380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7910   -3.0374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3345   -3.3392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3414   -2.0216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1602   -1.9210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2963   -2.2228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2894   -0.9052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5716   -2.6253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2093   -2.8265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9671   -0.1457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  6  0  0  0
  5  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  5 13  1  1  0  0  0
 13 14  2  0  0  0  0
 11 15  1  6  0  0  0
 11 16  1  1  0  0  0
 16 17  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 16 20  1  0  0  0  0
 18 21  1  0  0  0  0
 18 22  1  0  0  0  0
  4 23  1  6  0  0  0
  3 24  1  0  0  0  0
 24 25  1  0  0  0  0
 26 25  1  1  0  0  0
 26 27  1  0  0  0  0
  2 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  1  0  0  0  0
 26 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 30 34  1  1  0  0  0
 35 34  1  6  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 35 40  1  0  0  0  0
 40 41  1  1  0  0  0
 42 41  1  6  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 42 47  1  0  0  0  0
 46 48  1  6  0  0  0
 48 49  1  0  0  0  0
 45 50  1  6  0  0  0
 51 50  1  1  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 51 56  1  0  0  0  0
 56 57  1  6  0  0  0
 55 58  1  1  0  0  0
 59 58  1  1  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
 63 64  1  0  0  0  0
 59 64  1  0  0  0  0
 64 65  1  6  0  0  0
 63 66  1  1  0  0  0
 66 67  1  0  0  0  0
 62 68  1  6  0  0  0
 61 69  1  1  0  0  0
 69 70  1  0  0  0  0
 54 71  1  6  0  0  0
 53 72  1  1  0  0  0
 72 73  1  0  0  0  0
 44 74  1  1  0  0  0
 43 75  1  1  0  0  0
 39 76  1  6  0  0  0
 38 77  1  6  0  0  0
 27 78  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0081947

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@H]1[C@H](O)[C@@H](CO)O[C@@H](O[C@H]2[C@H](O)[C@@H](CO)O[C@@H](O[C@H]3[C@@H](CO)O[C@@H](O[C@@H]4[C@@H](O)[C@@H](O)CO[C@H]4O[C@H]4CC[C@@]5(C)[C@@H](CC[C@@H]6C5=C[C@H](O)[C@]57[C@H](CC[C@@]65C)[C@@](C)(OC7=O)[C@@H]5CCC(C)(C)O5)C4(C)C)[C@H](O)[C@@H]3O)[C@@H]2O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C54H86O24/c1-49(2)14-12-32(77-49)53(7)29-11-16-52(6)22-9-10-28-50(3,4)31(13-15-51(28,5)23(22)17-30(59)54(29,52)48(67)78-53)73-47-43(33(60)24(58)21-69-47)76-44-37(64)36(63)40(27(20-57)72-44)74-46-39(66)42(35(62)26(19-56)71-46)75-45-38(65)41(68-8)34(61)25(18-55)70-45/h17,22,24-47,55-66H,9-16,18-21H2,1-8H3/t22-,24+,25-,26-,27-,28+,29-,30+,31+,32+,33+,34-,35-,36+,37-,38-,39-,40+,41+,42+,43-,44+,45+,46+,47+,51-,52+,53-,54+/m1/s1

> <INCHI_KEY>
IGGIDIDIRQTJRC-RNBXQOTRSA-N

> <FORMULA>
C54H86O24

> <MOLECULAR_WEIGHT>
1119.258

> <EXACT_MASS>
1118.550903649

> <JCHEM_ACCEPTOR_COUNT>
23

> <JCHEM_ATOM_COUNT>
164

> <JCHEM_AVERAGE_POLARIZABILITY>
118.59069082215103

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
12

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,5S,6R,9S,10S,13S,16S,18R)-16-{[(2S,3R,4S,5S)-3-{[(2S,3R,4S,5R,6R)-5-{[(2S,3R,4S,5R,6R)-4-{[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,5-dihydroxyoxan-2-yl]oxy}-6-[(2S)-5,5-dimethyloxolan-2-yl]-10-hydroxy-2,6,13,17,17-pentamethyl-7-oxapentacyclo[10.8.0.0^{2,9}.0^{5,9}.0^{13,18}]icos-11-en-8-one

> <ALOGPS_LOGP>
0.75

> <JCHEM_LOGP>
-1.5722331379999988

> <ALOGPS_LOGS>
-2.83

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
10

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.181485883644129

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.761676659878482

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5268774588364247

> <JCHEM_POLAR_SURFACE_AREA>
361.36000000000007

> <JCHEM_REFRACTIVITY>
263.3593

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.66e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,5S,6R,9S,10S,13S,16S,18R)-16-{[(2S,3R,4S,5S)-3-{[(2S,3R,4S,5R,6R)-5-{[(2S,3R,4S,5R,6R)-4-{[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,5-dihydroxyoxan-2-yl]oxy}-6-[(2S)-5,5-dimethyloxolan-2-yl]-10-hydroxy-2,6,13,17,17-pentamethyl-7-oxapentacyclo[10.8.0.0^{2,9}.0^{5,9}.0^{13,18}]icos-11-en-8-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0       2.143  -0.084   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.070   1.146   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.469   2.563   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.940   2.751   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.013   1.521   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.615   0.104   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.312  -1.126   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.443   2.023   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.416   3.563   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.057   4.013   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.370   0.793   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.486  -0.469   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.014  -0.018   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.216  -0.945   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -3.698   1.572   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.724   0.061   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -5.113   0.726   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -6.175  -0.389   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.443  -1.744   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.928  -1.466   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -7.405   0.538   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -7.605  -0.961   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.734   4.071   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.396   3.793   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.924   3.605   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.526   2.188   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.599   0.958   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.200  -0.460   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.729  -0.648   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.656   0.582   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.054   2.000   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       8.450   2.651   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       7.295   3.521   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       9.184   0.394   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       9.786  -1.023   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      11.314  -1.211   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      11.916  -2.629   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      10.989  -3.859   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       9.461  -3.671   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       8.859  -2.253   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       7.331  -2.065   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       6.404  -3.295   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       4.875  -3.107   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       3.948  -4.337   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       4.550  -5.755   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       6.078  -5.943   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0       7.005  -4.713   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0       6.680  -7.360   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0       5.753  -8.590   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       3.623  -6.985   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0       2.094  -6.797   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0       1.493  -5.379   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0      -0.036  -5.191   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      -0.963  -6.421   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      -0.361  -7.839   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       1.167  -8.027   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0       1.769  -9.444   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0      -1.288  -9.068   0.000  0.00  0.00           O+0
HETATM   59  C   UNK     0      -2.816  -8.881   0.000  0.00  0.00           C+0
HETATM   60  O   UNK     0      -3.418  -7.463   0.000  0.00  0.00           O+0
HETATM   61  C   UNK     0      -4.947  -7.275   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      -5.873  -8.505   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0      -5.272  -9.923   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0      -3.743 -10.110   0.000  0.00  0.00           C+0
HETATM   65  O   UNK     0      -3.142 -11.528   0.000  0.00  0.00           O+0
HETATM   66  O   UNK     0      -6.199 -11.152   0.000  0.00  0.00           O+0
HETATM   67  C   UNK     0      -7.727 -10.965   0.000  0.00  0.00           C+0
HETATM   68  O   UNK     0      -7.402  -8.317   0.000  0.00  0.00           O+0
HETATM   69  C   UNK     0      -5.548  -5.858   0.000  0.00  0.00           C+0
HETATM   70  O   UNK     0      -7.077  -5.670   0.000  0.00  0.00           O+0
HETATM   71  O   UNK     0      -2.491  -6.233   0.000  0.00  0.00           O+0
HETATM   72  C   UNK     0      -0.637  -3.774   0.000  0.00  0.00           C+0
HETATM   73  O   UNK     0      -2.166  -3.586   0.000  0.00  0.00           O+0
HETATM   74  O   UNK     0       2.420  -4.149   0.000  0.00  0.00           O+0
HETATM   75  O   UNK     0       4.274  -1.690   0.000  0.00  0.00           O+0
HETATM   76  O   UNK     0       8.534  -4.901   0.000  0.00  0.00           O+0
HETATM   77  O   UNK     0      11.591  -5.276   0.000  0.00  0.00           O+0
HETATM   78  C   UNK     0       3.672  -0.272   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   27                                                  
CONECT    3    2    4   24                                                  
CONECT    4    3    5   10   23                                             
CONECT    5    4    6    8   13                                             
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    5    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9    4                                                       
CONECT   11    8   12   15   16                                             
CONECT   12   11   13                                                       
CONECT   13   12    5   14                                                  
CONECT   14   13                                                            
CONECT   15   11                                                            
CONECT   16   11   17   20                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   21   22                                             
CONECT   19   18   20                                                       
CONECT   20   19   16                                                       
CONECT   21   18                                                            
CONECT   22   18                                                            
CONECT   23    4                                                            
CONECT   24    3   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   31                                                  
CONECT   27   26    2   28   78                                             
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   34                                                  
CONECT   31   30   26   32   33                                             
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   30   35                                                       
CONECT   35   34   36   40                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39   77                                                  
CONECT   39   38   40   76                                                  
CONECT   40   39   35   41                                                  
CONECT   41   40   42                                                       
CONECT   42   41   43   47                                                  
CONECT   43   42   44   75                                                  
CONECT   44   43   45   74                                                  
CONECT   45   44   46   50                                                  
CONECT   46   45   47   48                                                  
CONECT   47   46   42                                                       
CONECT   48   46   49                                                       
CONECT   49   48                                                            
CONECT   50   45   51                                                       
CONECT   51   50   52   56                                                  
CONECT   52   51   53                                                       
CONECT   53   52   54   72                                                  
CONECT   54   53   55   71                                                  
CONECT   55   54   56   58                                                  
CONECT   56   55   51   57                                                  
CONECT   57   56                                                            
CONECT   58   55   59                                                       
CONECT   59   58   60   64                                                  
CONECT   60   59   61                                                       
CONECT   61   60   62   69                                                  
CONECT   62   61   63   68                                                  
CONECT   63   62   64   66                                                  
CONECT   64   63   59   65                                                  
CONECT   65   64                                                            
CONECT   66   63   67                                                       
CONECT   67   66                                                            
CONECT   68   62                                                            
CONECT   69   61   70                                                       
CONECT   70   69                                                            
CONECT   71   54                                                            
CONECT   72   53   73                                                       
CONECT   73   72                                                            
CONECT   74   44                                                            
CONECT   75   43                                                            
CONECT   76   39                                                            
CONECT   77   38                                                            
CONECT   78   27                                                            
MASTER        0    0    0    0    0    0    0    0   78    0  174    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₅₄H₈₆O₂₄

Average Mass

1119.2580 Da

Monoisotopic Mass

1118.55090 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

CO[C@H]1[C@H](O)[C@@H](CO)O[C@@H](O[C@H]2[C@H](O)[C@@H](CO)O[C@@H](O[C@H]3[C@@H](CO)O[C@@H](O[C@@H]4[C@@H](O)[C@@H](O)CO[C@H]4O[C@H]4CC[C@@]5(C)[C@@H](CC[C@@H]6C5=C[C@H](O)[C@]57[C@H](CC[C@@]65C)[C@@](C)(OC7=O)[C@@H]5CCC(C)(C)O5)C4(C)C)[C@H](O)[C@@H]3O)[C@@H]2O)[C@@H]1O

InChI Identifier

InChI=1S/C54H86O24/c1-49(2)14-12-32(77-49)53(7)29-11-16-52(6)22-9-10-28-50(3,4)31(13-15-51(28,5)23(22)17-30(59)54(29,52)48(67)78-53)73-47-43(33(60)24(58)21-69-47)76-44-37(64)36(63)40(27(20-57)72-44)74-46-39(66)42(35(62)26(19-56)71-46)75-45-38(65)41(68-8)34(61)25(18-55)70-45/h17,22,24-47,55-66H,9-16,18-21H2,1-8H3/t22-,24+,25-,26-,27-,28+,29-,30+,31+,32+,33+,34-,35-,36+,37-,38-,39-,40+,41+,42+,43-,44+,45+,46+,47+,51-,52+,53-,54+/m1/s1

InChI Key

IGGIDIDIRQTJRC-RNBXQOTRSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Bohadschia argus	Animalia	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpene saponins. These are glycosylated derivatives of triterpene sapogenins. The sapogenin moiety backbone is usually based on the oleanane, ursane, taraxastane, bauerane, lanostane, lupeol, lupane, dammarane, cycloartane, friedelane, hopane, 9b,19-cyclo-lanostane, cycloartane, or cycloartanol skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Triterpene saponins

Alternative Parents

Substituents

Triterpene saponin
Triterpenoid
Steroidal glycoside
Oligosaccharide
Steroid lactone
Hydroxysteroid
12-hydroxysteroid
Steroid
O-glycosyl compound
Glycosyl compound
Oxane
Gamma butyrolactone
Tetrahydrofuran
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	0.75	ALOGPS
logP	-1.6	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	11.76	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	23	ChemAxon
Hydrogen Donor Count	12	ChemAxon
Polar Surface Area	361.36 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	263.36 m³·mol⁻¹	ChemAxon
Polarizability	118.59 Å³	ChemAxon
Number of Rings	10	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

163104412

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Arguside E (NP0081947)

MOL for NP0081947 (Arguside E)

3D MOL for NP0081947 (Arguside E)

3D SDF for NP0081947 (Arguside E)

3D-SDF for NP0081947 (Arguside E)

PDB for NP0081947 (Arguside E)

3D PDB for NP0081947 (Arguside E)

SMILES for NP0081947 (Arguside E)

INCHI for NP0081947 (Arguside E)

Structure for NP0081947 (Arguside E)

3D Structure for NP0081947 (Arguside E)