NP-MRD: Showing NP-Card for 2-[(2-{[4,5-dihydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-15',19'-dioloxy}oxan-3-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl)oxy]oxane-3,4,5-triol (NP0160466)

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Record Information

Version

2.0

Created at

2022-09-02 18:25:30 UTC

Updated at

2022-09-02 18:25:31 UTC

NP-MRD ID

NP0160466

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-[(2-{[4,5-dihydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-15',19'-dioloxy}oxan-3-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl)oxy]oxane-3,4,5-triol

Description

2-[(2-{[4,5-Dihydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]Icosane]-15',19'-dioloxy}oxan-3-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl)oxy]oxane-3,4,5-triol 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. 2-[(2-{[4,5-dihydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-15',19'-dioloxy}oxan-3-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl)oxy]oxane-3,4,5-triol is found in Allium stipitatum. 2-[(2-{[4,5-Dihydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]Icosane]-15',19'-dioloxy}oxan-3-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl)oxy]oxane-3,4,5-triol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

  Mrv1533004251503552D          

 63 71  0  0  0  0            999 V2000
    4.3030   -3.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1170   -3.1521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4082   -2.3802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2223   -2.2464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7452   -2.8845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4540   -3.6564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6399   -3.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1155   -2.1473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9311   -2.2716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6640   -1.8929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2507   -2.4728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0743   -2.4249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4446   -1.6877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2682   -1.6397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6385   -0.9025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7215   -2.3290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5451   -2.2811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9984   -2.9704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8221   -2.9224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2754   -3.6117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9051   -4.3489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3584   -5.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9881   -5.7755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1645   -5.8234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1820   -4.9903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6353   -5.6796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2651   -6.4168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4415   -6.4648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0712   -7.2020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2476   -7.2499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8773   -7.9872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5245   -7.8913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1542   -8.6285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3481   -7.8433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8014   -8.5326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6250   -8.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9953   -7.7475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8189   -7.6995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2722   -8.3888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0958   -8.3409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9019   -9.1261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3553   -9.8153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0783   -9.1740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7081   -9.9112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184   -7.1061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5420   -7.0582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5523   -4.2531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3759   -4.2051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0990   -3.5638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4693   -2.8265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6282   -3.7076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0815   -4.3969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8046   -3.7555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3512   -3.0662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9810   -3.8035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5276   -3.1142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1573   -3.8514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3337   -3.8994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8804   -3.2101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4351   -3.9046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0648   -3.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3319   -3.4645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2076   -4.2801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  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
 39 41  1  0  0  0  0
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 41 43  1  0  0  0  0
 36 43  1  0  0  0  0
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 34 45  1  0  0  0  0
 27 45  1  0  0  0  0
 45 46  1  0  0  0  0
 25 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 49  1  0  0  0  0
 20 49  1  0  0  0  0
 49 50  1  0  0  0  0
 18 51  1  0  0  0  0
 51 52  1  0  0  0  0
 51 53  1  0  0  0  0
 53 54  1  0  0  0  0
 16 54  1  0  0  0  0
 54 55  1  0  0  0  0
 54 56  1  0  0  0  0
 12 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 11 59  1  0  0  0  0
 59 60  1  0  0  0  0
 59 61  1  0  0  0  0
  9 61  1  0  0  0  0
 61 62  1  0  0  0  0
  5 62  1  0  0  0  0
 62 63  1  0  0  0  0
M  END

     RDKit          3D

135143  0  0  0  0  0  0  0  0999 V2000
  -12.2605    3.9562   -1.6661 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0939    2.4861   -1.2535 C   0  0  2  0  0  0  0  0  0  0  0  0
  -12.3383    2.3070    0.1959 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2689    1.6281    0.9733 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1187    1.1408    0.1896 C   0  0  1  0  0  0  0  0  0  0  0  0
  -10.4350    0.8475   -1.1471 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7596    2.0546   -1.7587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0280    1.9960    0.2631 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8939    1.2864   -0.0977 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.8794    1.3697    0.9879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2178    0.0316    1.0368 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7886    0.0326    0.5944 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4750    0.7874   -0.6254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9985    0.7258   -0.8901 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7330    0.4247   -2.2504 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2092   -0.2056   -0.0323 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9004   -0.4221   -0.7615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0983   -1.5677   -0.1898 C   0  0  2  0  0  0  0  0  0  0  0  0
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    4.1028   -0.1611   -0.5978 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9588    0.5720    0.7245 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.1251   -1.2379   -1.4057 O   0  0  0  0  0  0  0  0  0  0  0  0
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   10.7553   -1.1600    1.0884 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5291   -0.0225   -0.5684 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.8797    1.2387   -0.1007 O   0  0  0  0  0  0  0  0  0  0  0  0
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   12.0129    5.0812   -0.0763 O   0  0  0  0  0  0  0  0  0  0  0  0
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   13.3032    2.3218   -0.1640 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1486    0.0673   -1.1771 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -7.1059   -0.9767    0.3749 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4598   -2.1329    1.3129 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -9.5096   -0.1691    0.7326 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.4703   -0.1467    2.1898 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

  Mrv1533004251503552D          

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M  END
> <DATABASE_ID>
NP0160466

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1C2C(CC3C4CC(O)C5CC(OC6OC(CO)C(OC7OC(CO)C(O)C(OC8OCC(O)C(O)C8O)C7O)C(O)C6O)C(O)CC5(C)C4CCC23C)OC11CCC(C)CO1

> <INCHI_IDENTIFIER>
InChI=1S/C44H72O19/c1-17-5-8-44(57-15-17)18(2)30-27(63-44)10-21-19-9-23(47)22-11-26(24(48)12-43(22,4)20(19)6-7-42(21,30)3)58-40-35(54)33(52)37(29(14-46)60-40)61-41-36(55)38(32(51)28(13-45)59-41)62-39-34(53)31(50)25(49)16-56-39/h17-41,45-55H,5-16H2,1-4H3

> <INCHI_KEY>
FGJZPFDCHLOJPD-UHFFFAOYSA-N

> <FORMULA>
C44H72O19

> <MOLECULAR_WEIGHT>
905.041

> <EXACT_MASS>
904.466780098

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
135

> <JCHEM_AVERAGE_POLARIZABILITY>
96.1738325966747

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
11

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(2-{[4,5-dihydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-15',19'-dioloxy}oxan-3-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl)oxy]oxane-3,4,5-triol

> <ALOGPS_LOGP>
-1.24

> <JCHEM_LOGP>
-1.7329554636666615

> <ALOGPS_LOGS>
-2.86

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.23377076262443

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.786724648325386

> <JCHEM_PKA_STRONGEST_BASIC>
-3.159348162842445

> <JCHEM_POLAR_SURFACE_AREA>
296.36999999999995

> <JCHEM_REFRACTIVITY>
213.6473000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.26e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(2-{[4,5-dihydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-15',19'-dioloxy}oxan-3-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl)oxy]oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0       8.032  -6.134   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.552  -5.884   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.095  -4.443   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.615  -4.193   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.591  -5.384   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      12.048  -6.825   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      10.528  -7.075   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      13.282  -4.008   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      14.805  -4.240   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      16.173  -3.533   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.268  -4.616   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      18.805  -4.526   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      19.497  -3.150   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      21.034  -3.061   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      21.725  -1.685   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      21.880  -4.347   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      23.418  -4.258   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      24.264  -5.545   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      25.801  -5.455   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      26.647  -6.742   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      25.956  -8.118   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      26.802  -9.405   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      26.111 -10.781   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      24.574 -10.870   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      28.340  -9.315   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      29.186 -10.602   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      28.495 -11.978   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      26.957 -12.068   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      26.266 -13.444   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      24.729 -13.533   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      24.038 -14.909   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      27.112 -14.730   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      26.421 -16.107   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      28.650 -14.641   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      29.496 -15.928   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      31.033 -15.838   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      31.725 -14.462   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      33.262 -14.372   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      34.108 -15.659   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      35.646 -15.570   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      33.417 -17.035   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      34.263 -18.322   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      31.880 -17.125   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      31.188 -18.501   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      29.341 -13.265   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      30.878 -13.175   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      29.031  -7.939   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      30.568  -7.850   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      28.185  -6.652   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      28.876  -5.276   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0      23.573  -6.921   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0      24.419  -8.208   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0      22.035  -7.010   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      21.189  -5.724   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      20.498  -7.100   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      19.652  -5.813   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      18.960  -7.189   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      17.423  -7.279   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      16.577  -5.992   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      15.746  -7.289   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      15.054  -5.760   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      13.686  -6.467   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0      13.454  -7.989   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    8   62                                             
CONECT    6    5    7                                                       
CONECT    7    6    2                                                       
CONECT    8    5    9                                                       
CONECT    9    8   10   61                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   59                                                  
CONECT   12   11   13   56                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   54                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   51                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   49                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   22   26   47                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   45                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   32                                                  
CONECT   30   29   31                                                       
CONECT   31   30                                                            
CONECT   32   29   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   45                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37   43                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   36   44                                                  
CONECT   44   43                                                            
CONECT   45   34   27   46                                                  
CONECT   46   45                                                            
CONECT   47   25   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47   20   50                                                  
CONECT   50   49                                                            
CONECT   51   18   52   53                                                  
CONECT   52   51                                                            
CONECT   53   51   54                                                       
CONECT   54   53   16   55   56                                             
CONECT   55   54                                                            
CONECT   56   54   12   57                                                  
CONECT   57   56   58                                                       
CONECT   58   57   59                                                       
CONECT   59   58   11   60   61                                             
CONECT   60   59                                                            
CONECT   61   59    9   62                                                  
CONECT   62   61    5   63                                                  
CONECT   63   62                                                            
MASTER        0    0    0    0    0    0    0    0   63    0  142    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₄H₇₂O₁₉

Average Mass

905.0410 Da

Monoisotopic Mass

904.46678 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

CC1C2C(CC3C4CC(O)C5CC(OC6OC(CO)C(OC7OC(CO)C(O)C(OC8OCC(O)C(O)C8O)C7O)C(O)C6O)C(O)CC5(C)C4CCC23C)OC11CCC(C)CO1

InChI Identifier

InChI=1S/C44H72O19/c1-17-5-8-44(57-15-17)18(2)30-27(63-44)10-21-19-9-23(47)22-11-26(24(48)12-43(22,4)20(19)6-7-42(21,30)3)58-40-35(54)33(52)37(29(14-46)60-40)61-41-36(55)38(32(51)28(13-45)59-41)62-39-34(53)31(50)25(49)16-56-39/h17-41,45-55H,5-16H2,1-4H3

InChI Key

FGJZPFDCHLOJPD-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
Allium stipitatum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroidal saponins. These are saponins in which the aglycone moiety is a steroid. The steroidal aglycone is usually a spirostane, furostane, spirosolane, solanidane, or curcubitacin derivative.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal glycosides

Direct Parent

Steroidal saponins

Alternative Parents

Substituents

Steroidal saponin
Triterpenoid
Spirostane skeleton
Oligosaccharide
2-hydroxysteroid
6-hydroxysteroid
Hydroxysteroid
Glycosyl compound
O-glycosyl compound
Ketal
Oxane
Cyclic alcohol
Tetrahydrofuran
Secondary alcohol
Polyol
Oxacycle
Acetal
Organoheterocyclic compound
Primary alcohol
Organooxygen compound
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	-1.2	ALOGPS
logP	-1.7	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	11.79	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	296.37 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	213.65 m³·mol⁻¹	ChemAxon
Polarizability	96.17 Å³	ChemAxon
Number of Rings	9	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

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 2-[(2-{[4,5-dihydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-15',19'-dioloxy}oxan-3-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl)oxy]oxane-3,4,5-triol (NP0160466)

MOL for NP0160466 (2-[(2-{[4,5-dihydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-15',19'-dioloxy}oxan-3-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl)oxy]oxane-3,4,5-triol)

3D MOL for NP0160466 (2-[(2-{[4,5-dihydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-15',19'-dioloxy}oxan-3-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl)oxy]oxane-3,4,5-triol)

3D SDF for NP0160466 (2-[(2-{[4,5-dihydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-15',19'-dioloxy}oxan-3-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl)oxy]oxane-3,4,5-triol)

3D-SDF for NP0160466 (2-[(2-{[4,5-dihydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-15',19'-dioloxy}oxan-3-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl)oxy]oxane-3,4,5-triol)

PDB for NP0160466 (2-[(2-{[4,5-dihydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-15',19'-dioloxy}oxan-3-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl)oxy]oxane-3,4,5-triol)

3D PDB for NP0160466 (2-[(2-{[4,5-dihydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-15',19'-dioloxy}oxan-3-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl)oxy]oxane-3,4,5-triol)

SMILES for NP0160466 (2-[(2-{[4,5-dihydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-15',19'-dioloxy}oxan-3-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl)oxy]oxane-3,4,5-triol)

INCHI for NP0160466 (2-[(2-{[4,5-dihydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-15',19'-dioloxy}oxan-3-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl)oxy]oxane-3,4,5-triol)

Structure for NP0160466 (2-[(2-{[4,5-dihydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-15',19'-dioloxy}oxan-3-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl)oxy]oxane-3,4,5-triol)

3D Structure for NP0160466 (2-[(2-{[4,5-dihydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-15',19'-dioloxy}oxan-3-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl)oxy]oxane-3,4,5-triol)