Np mrd loader

Showing NP-Card for Bioside (NP0046375)

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Record Information
Version2.0
Created at2022-03-17 19:57:00 UTC
Updated at2022-03-17 19:57:00 UTC
NP-MRD IDNP0046375
Secondary Accession NumbersNone
Natural Product Identification
Common NameBioside
DescriptionBioside 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. Bioside is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0046375 (Bioside)


  Mrv0541 02241220592D          

 53 60  0  0  1  0            999 V2000
   -3.2257   -1.7565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1014   -2.5721    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3685   -2.9509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5022   -3.7650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7693   -4.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1826   -3.5638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5529   -2.8265    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0996   -2.1372    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2760   -2.1852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0943   -2.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3590   -3.6117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0113   -4.3489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8349   -4.3969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2882   -3.7076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9179   -2.9704    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3712   -2.2811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1948   -2.3290    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5651   -3.0662    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1118   -3.7555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3887   -3.1142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7590   -3.8514    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5826   -3.8994    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9529   -4.6366    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4996   -5.3259    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6760   -5.2779    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3057   -4.5407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2227   -5.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3991   -5.9193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8699   -6.0631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4165   -6.7524    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7868   -7.4896    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3335   -8.1789    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5099   -8.1310    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1396   -7.3938    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5929   -6.7045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3160   -7.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9457   -6.6086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0566   -8.8203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7038   -8.9162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6104   -7.5376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7765   -4.6845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0359   -3.2101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6482   -1.6397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5476   -2.2331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4699   -1.4000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9982   -2.1320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3178   -3.8893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6881   -3.1521    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2110   -3.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0251   -3.6564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3163   -2.8845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7934   -2.2464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9793   -2.3802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  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
  3  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
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 10 15  1  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
 14 19  1  0  0  0  0
 18 20  1  6  0  0  0
 21 20  1  1  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
 21 26  1  0  0  0  0
 25 27  1  1  0  0  0
 27 28  1  0  0  0  0
 24 29  1  1  0  0  0
 30 29  1  1  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 30 35  1  0  0  0  0
 34 36  1  1  0  0  0
 36 37  1  0  0  0  0
 33 38  1  6  0  0  0
 32 39  1  1  0  0  0
 31 40  1  6  0  0  0
 23 41  1  1  0  0  0
 22 42  1  6  0  0  0
 17 43  1  1  0  0  0
 15 44  1  6  0  0  0
  8 45  1  1  0  0  0
  7 46  1  6  0  0  0
  4 47  1  0  0  0  0
 48 47  1  1  0  0  0
  2 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
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 48 53  1  0  0  0  0
M  END
Download

3D MOL for NP0046375 (Bioside)

Download
3D SDF for NP0046375 (Bioside)

  Mrv0541 02241220592D          

 53 60  0  0  1  0            999 V2000
   -3.2257   -1.7565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1014   -2.5721    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3685   -2.9509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5022   -3.7650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7693   -4.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1826   -3.5638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5529   -2.8265    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0996   -2.1372    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2760   -2.1852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0943   -2.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3590   -3.6117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0113   -4.3489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8349   -4.3969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2882   -3.7076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9179   -2.9704    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3712   -2.2811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1948   -2.3290    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5651   -3.0662    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1118   -3.7555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3887   -3.1142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7590   -3.8514    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5826   -3.8994    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9529   -4.6366    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4996   -5.3259    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6760   -5.2779    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3057   -4.5407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2227   -5.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3991   -5.9193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8699   -6.0631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4165   -6.7524    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7868   -7.4896    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3335   -8.1789    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5099   -8.1310    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1396   -7.3938    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5929   -6.7045    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3160   -7.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9457   -6.6086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0566   -8.8203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7038   -8.9162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6104   -7.5376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7765   -4.6845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0359   -3.2101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6482   -1.6397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5476   -2.2331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4699   -1.4000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9982   -2.1320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3178   -3.8893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6881   -3.1521    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2110   -3.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0251   -3.6564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3163   -2.8845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7934   -2.2464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9793   -2.3802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  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
  3  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
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 10 15  1  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
 14 19  1  0  0  0  0
 18 20  1  6  0  0  0
 21 20  1  1  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
 21 26  1  0  0  0  0
 25 27  1  1  0  0  0
 27 28  1  0  0  0  0
 24 29  1  1  0  0  0
 30 29  1  1  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 30 35  1  0  0  0  0
 34 36  1  1  0  0  0
 36 37  1  0  0  0  0
 33 38  1  6  0  0  0
 32 39  1  1  0  0  0
 31 40  1  6  0  0  0
 23 41  1  1  0  0  0
 22 42  1  6  0  0  0
 17 43  1  1  0  0  0
 15 44  1  6  0  0  0
  8 45  1  1  0  0  0
  7 46  1  6  0  0  0
  4 47  1  0  0  0  0
 48 47  1  1  0  0  0
  2 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
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 48 53  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0046375

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1C2C(CC3C4CCC5C[C@@H](O[C@@H]6O[C@H](CO)[C@H](O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)[C@H](O)[C@H]6O)[C@H](O)C[C@]5(C)C4C[C@H](O)[C@]23C)O[C@]11CCCCO1

> <INCHI_IDENTIFIER>
InChI=1S/C38H62O15/c1-16-27-23(53-38(16)8-4-5-9-48-38)11-20-18-7-6-17-10-22(21(41)13-36(17,2)19(18)12-26(42)37(20,27)3)49-34-32(47)30(45)33(25(15-40)51-34)52-35-31(46)29(44)28(43)24(14-39)50-35/h16-35,39-47H,4-15H2,1-3H3/t16-,17?,18?,19?,20?,21+,22+,23?,24+,25+,26-,27?,28+,29-,30+,31+,32+,33-,34+,35-,36-,37+,38+/m0/s1

> <INCHI_KEY>
MTZLHTRAIKFJLJ-PYUCPRTRSA-N

> <FORMULA>
C38H62O15

> <MOLECULAR_WEIGHT>
758.8899

> <EXACT_MASS>
758.408871314

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
81.11152093390956

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4S,5S,6R)-2-{[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(2R,7'S,9'S,10'S,13'S,15'R,16'R)-7',9',13'-trimethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-10',15'-dioloxy]oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
-0.51

> <JCHEM_LOGP>
-0.8794738563333354

> <ALOGPS_LOGS>
-2.88

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.479667059387108

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.937172647178622

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810835652988272

> <JCHEM_POLAR_SURFACE_AREA>
237.44999999999996

> <JCHEM_REFRACTIVITY>
182.64790000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.00e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4S,5S,6R)-2-{[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(2R,7'S,9'S,10'S,13'S,15'R,16'R)-7',9',13'-trimethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-10',15'-dioloxy]oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0046375 (Bioside)
Download
PDB for NP0046375 (Bioside)
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -6.021  -3.279   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.789  -4.801   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.421  -5.508   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.671  -7.028   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.303  -7.735   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.208  -6.652   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.899  -5.276   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.053  -3.989   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.515  -4.079   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.176  -5.455   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.670  -6.742   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.021  -8.118   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.558  -8.208   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.405  -6.921   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.713  -5.545   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.560  -4.258   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.097  -4.347   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.788  -5.724   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.942  -7.010   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       6.326  -5.813   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       7.017  -7.189   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.554  -7.279   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.245  -8.655   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.399  -9.942   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.862  -9.852   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       6.171  -8.476   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       6.016 -11.139   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       4.478 -11.049   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       9.090 -11.318   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       8.244 -12.604   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.935 -13.981   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       8.089 -15.267   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.552 -15.178   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       5.861 -13.802   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       6.707 -12.515   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       4.323 -13.712   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       3.632 -12.336   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       5.706 -16.465   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       8.780 -16.644   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      10.473 -14.070   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      10.783  -8.744   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       9.400  -5.992   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       4.943  -3.061   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       1.022  -4.168   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      -2.744  -2.613   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      -3.730  -3.980   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      -6.193  -7.260   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0      -6.884  -5.884   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      -7.861  -7.075   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      -9.380  -6.825   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      -9.924  -5.384   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      -8.948  -4.193   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0      -7.428  -4.443   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   48                                                  
CONECT    3    2    4    7                                                  
CONECT    4    3    5   47                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    3    8   46                                             
CONECT    8    7    9   45                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10    6   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   10   16   44                                             
CONECT   16   15   17                                                       
CONECT   17   16   18   43                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18   14                                                       
CONECT   20   18   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   23   42                                                  
CONECT   23   22   24   41                                                  
CONECT   24   23   25   29                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25   21                                                       
CONECT   27   25   28                                                       
CONECT   28   27                                                            
CONECT   29   24   30                                                       
CONECT   30   29   31   35                                                  
CONECT   31   30   32   40                                                  
CONECT   32   31   33   39                                                  
CONECT   33   32   34   38                                                  
CONECT   34   33   35   36                                                  
CONECT   35   34   30                                                       
CONECT   36   34   37                                                       
CONECT   37   36                                                            
CONECT   38   33                                                            
CONECT   39   32                                                            
CONECT   40   31                                                            
CONECT   41   23                                                            
CONECT   42   22                                                            
CONECT   43   17                                                            
CONECT   44   15                                                            
CONECT   45    8                                                            
CONECT   46    7                                                            
CONECT   47    4   48                                                       
CONECT   48   47    2   49   53                                             
CONECT   49   48   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   53                                                       
CONECT   53   52   48                                                       
MASTER        0    0    0    0    0    0    0    0   53    0  120    0
END

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3D PDB for NP0046375 (Bioside)
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SMILES for NP0046375 (Bioside)
C[C@H]1C2C(CC3C4CCC5C[C@@H](O[C@@H]6O[C@H](CO)[C@H](O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)[C@H](O)[C@H]6O)[C@H](O)C[C@]5(C)C4C[C@H](O)[C@]23C)O[C@]11CCCCO1
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INCHI for NP0046375 (Bioside)
InChI=1S/C38H62O15/c1-16-27-23(53-38(16)8-4-5-9-48-38)11-20-18-7-6-17-10-22(21(41)13-36(17,2)19(18)12-26(42)37(20,27)3)49-34-32(47)30(45)33(25(15-40)51-34)52-35-31(46)29(44)28(43)24(14-39)50-35/h16-35,39-47H,4-15H2,1-3H3/t16-,17?,18?,19?,20?,21+,22+,23?,24+,25+,26-,27?,28+,29-,30+,31+,32+,33-,34+,35-,36-,37+,38+/m0/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC38H62O15
Average Mass758.8899 Da
Monoisotopic Mass758.40887 Da
IUPAC Name(2S,3R,4S,5S,6R)-2-{[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(2R,7'S,9'S,10'S,13'S,15'R,16'R)-7',9',13'-trimethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-10',15'-dioloxy]oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
Traditional Name(2S,3R,4S,5S,6R)-2-{[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(2R,7'S,9'S,10'S,13'S,15'R,16'R)-7',9',13'-trimethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-10',15'-dioloxy]oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
CAS Registry Number92622-05-4
SMILES
C[C@H]1C2C(CC3C4CCC5C[C@@H](O[C@@H]6O[C@H](CO)[C@H](O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)[C@H](O)[C@H]6O)[C@H](O)C[C@]5(C)C4C[C@H](O)[C@]23C)O[C@]11CCCCO1
InChI Identifier
InChI=1S/C38H62O15/c1-16-27-23(53-38(16)8-4-5-9-48-38)11-20-18-7-6-17-10-22(21(41)13-36(17,2)19(18)12-26(42)37(20,27)3)49-34-32(47)30(45)33(25(15-40)51-34)52-35-31(46)29(44)28(43)24(14-39)50-35/h16-35,39-47H,4-15H2,1-3H3/t16-,17?,18?,19?,20?,21+,22+,23?,24+,25+,26-,27?,28+,29-,30+,31+,32+,33-,34+,35-,36-,37+,38+/m0/s1
InChI KeyMTZLHTRAIKFJLJ-PYUCPRTRSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Armoracia rusticanaFooDB
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.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassSteroids and steroid derivatives  
Sub ClassSteroidal glycosides  
Direct ParentSteroidal saponins  
Alternative Parents
Substituents
  • Steroidal saponin
    • 

  • 12-hydroxysteroid
    • 

  • 2-hydroxysteroid
    • 

  • Hydroxysteroid
    • 

  • Disaccharide
    • 

  • Glycosyl compound
    • 

  • O-glycosyl compound
    • 

  • Ketal
    • 

  • Oxane
    • 

  • Tetrahydrofuran
    • 

  • Cyclic alcohol
    • 

  • Secondary alcohol
    • 

  • Polyol
    • 

  • Acetal
    • 

  • Organoheterocyclic compound
    • 

  • Oxacycle
    • 

  • Organooxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxygen compound
    • 

  • Alcohol
    • 

  • Primary alcohol
    • 

  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-0.51ALOGPS
logP-0.88ChemAxon
logS-2.9ALOGPS
pKa (Strongest Acidic)11.94ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count15ChemAxon
Hydrogen Donor Count9ChemAxon
Polar Surface Area237.45 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity182.65 m³·mol⁻¹ChemAxon
Polarizability81.11 ųChemAxon
Number of Rings8ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB004142  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkDisaccharide  
METLIN IDNot Available
PubChem Compound3084119  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available