NP-MRD: Showing NP-Card for 25-Epiruizgenin 3-[4''-rhamnosylglucoside] (NP0048253)

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Record Information

Version

2.0

Created at

2022-03-17 20:53:32 UTC

Updated at

2022-03-17 20:53:32 UTC

NP-MRD ID

NP0048253

Secondary Accession Numbers

None

Natural Product Identification

Common Name

25-Epiruizgenin 3-[4''-rhamnosylglucoside]

Description

25-Epiruizgenin 3-[4''-rhamnosylglucoside] 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. 25-Epiruizgenin 3-[4''-rhamnosylglucoside] is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 25-epiruizgenin 3-[4''-rhamnosylglucoside] has been detected, but not quantified in, onion-family vegetables. 25-Epiruizgenin 3-[4''-rhamnosylglucoside] is found in Allium tuberosum. This could make 25-epiruizgenin 3-[4''-rhamnosylglucoside] a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241209002D          

 52 59  0  0  0  0            999 V2000
    0.1155    0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1155   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5995   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3131   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3131   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0281   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5995   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1155   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8291   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5441   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5441   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2591   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0430   -0.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5284    0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0430    0.6684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5284    1.3351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2740    2.1203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8291   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8291   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8291    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5441    0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2591    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3445    1.2335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0671    0.7440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7339    1.2294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6472    2.0502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3155    2.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8938    2.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2269    1.9003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3135    1.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3135    0.2558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7431   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4568   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1718   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1718   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4568   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7431   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0281   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4568    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8868   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8868   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6005   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8868    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6005    0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6005    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8868    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1718    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1718    0.8251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3155    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3155    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8868    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4568    2.0625    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
  2  8  1  0  0  0  0
  2 19  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
  5  7  1  0  0  0  0
  6 32  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
  9 18  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 19  1  0  0  0  0
 12 13  1  0  0  0  0
 12 22  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 31  1  0  0  0  0
 15 16  1  0  0  0  0
 15 22  1  0  0  0  0
 16 17  1  0  0  0  0
 16 30  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
 24 25  1  0  0  0  0
 24 30  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
 32 33  1  0  0  0  0
 32 37  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 41  1  0  0  0  0
 35 36  1  0  0  0  0
 35 40  1  0  0  0  0
 36 37  1  0  0  0  0
 36 39  1  0  0  0  0
 37 38  1  0  0  0  0
 40 43  1  0  0  0  0
 41 42  1  0  0  0  0
 43 44  1  0  0  0  0
 43 48  1  0  0  0  0
 44 45  1  0  0  0  0
 44 49  1  0  0  0  0
 45 46  1  0  0  0  0
 45 50  1  0  0  0  0
 46 47  1  0  0  0  0
 46 51  1  0  0  0  0
 47 48  1  0  0  0  0
 47 52  1  0  0  0  0
M  END


  Mrv0541 02241209002D          

 52 59  0  0  0  0            999 V2000
    0.1155    0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1155   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5995   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3131   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3131   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0281   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5995   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1155   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8291   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5441   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5441   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2591   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0430   -0.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5284    0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0430    0.6684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5284    1.3351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2740    2.1203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8291   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8291   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8291    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5441    0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2591    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3445    1.2335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0671    0.7440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7339    1.2294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6472    2.0502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3155    2.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8938    2.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2269    1.9003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3135    1.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3135    0.2558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7431   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4568   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1718   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1718   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4568   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7431   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0281   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4568    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8868   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8868   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6005   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8868    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6005    0.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6005    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8868    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1718    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1718    0.8251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3155    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3155    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8868    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4568    2.0625    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
  2  8  1  0  0  0  0
  2 19  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
  5  7  1  0  0  0  0
  6 32  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
  9 18  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 19  1  0  0  0  0
 12 13  1  0  0  0  0
 12 22  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 31  1  0  0  0  0
 15 16  1  0  0  0  0
 15 22  1  0  0  0  0
 16 17  1  0  0  0  0
 16 30  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
 24 25  1  0  0  0  0
 24 30  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
 32 33  1  0  0  0  0
 32 37  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 41  1  0  0  0  0
 35 36  1  0  0  0  0
 35 40  1  0  0  0  0
 36 37  1  0  0  0  0
 36 39  1  0  0  0  0
 37 38  1  0  0  0  0
 40 43  1  0  0  0  0
 41 42  1  0  0  0  0
 43 44  1  0  0  0  0
 43 48  1  0  0  0  0
 44 45  1  0  0  0  0
 44 49  1  0  0  0  0
 45 46  1  0  0  0  0
 45 50  1  0  0  0  0
 46 47  1  0  0  0  0
 46 51  1  0  0  0  0
 47 48  1  0  0  0  0
 47 52  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0048253

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1C2C(CC3C4CC(O)C5CC(CCC5(C)C4CCC23C)OC2OC(CO)C(OC3OC(C)C(O)C(O)C3O)C(O)C2O)OC11CCC(C)CO1

> <INCHI_IDENTIFIER>
InChI=1S/C39H64O13/c1-17-6-11-39(47-16-17)18(2)28-26(52-39)14-23-21-13-25(41)24-12-20(7-9-37(24,4)22(21)8-10-38(23,28)5)49-36-33(46)31(44)34(27(15-40)50-36)51-35-32(45)30(43)29(42)19(3)48-35/h17-36,40-46H,6-16H2,1-5H3

> <INCHI_KEY>
XZCHKGLKFIFPOH-UHFFFAOYSA-N

> <FORMULA>
C39H64O13

> <MOLECULAR_WEIGHT>
740.9177

> <EXACT_MASS>
740.434692134

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_AVERAGE_POLARIZABILITY>
83.14451967194238

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
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]-19'-oloxy}oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol

> <ALOGPS_LOGP>
1.20

> <JCHEM_LOGP>
1.5293588136666667

> <ALOGPS_LOGS>
-3.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.49792197359093

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.946636526131154

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8342134509521424

> <JCHEM_POLAR_SURFACE_AREA>
196.98999999999998

> <JCHEM_REFRACTIVITY>
184.29130000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.88e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
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]-19'-oloxy}oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

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       0.216   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.216  -1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.119  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.451  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.451  -3.080   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -3.786  -3.850   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -1.119  -3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.216  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.548  -3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.882  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.882  -1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.217  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.680  -1.245   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.586   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.680   1.248   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.586   2.492   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.111   3.958   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.548  -5.390   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.548  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.548   0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.882   1.540   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.217   0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.376   2.303   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       9.459   1.389   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      10.703   2.295   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.541   3.827   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.789   4.733   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.135   4.453   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.890   3.547   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.052   2.017   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       8.052   0.477   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -5.120  -3.080   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -6.453  -3.850   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -7.787  -3.080   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -7.787  -1.540   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -6.453  -0.770   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -5.120  -1.540   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -3.786  -0.770   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      -6.453   0.770   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      -9.122  -0.770   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      -9.122  -3.850   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0     -10.454  -3.080   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      -9.122   0.770   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0     -10.454   1.540   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0     -10.454   3.080   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -9.122   3.850   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -7.787   3.080   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      -7.787   1.540   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0     -11.789   0.770   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0     -11.789   3.850   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      -9.122   5.390   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      -6.453   3.850   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    8   19                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5   32                                                       
CONECT    7    5    8                                                       
CONECT    8    2    7    9                                                  
CONECT    9    8   10   18                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   19                                                  
CONECT   12   11   13   22                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   31                                                  
CONECT   15   14   16   22                                                  
CONECT   16   15   17   30                                                  
CONECT   17   16                                                            
CONECT   18    9                                                            
CONECT   19    2   11   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   12   15   21   23                                             
CONECT   23   22                                                            
CONECT   24   25   30                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30                                                       
CONECT   30   16   24   29   31                                             
CONECT   31   14   30                                                       
CONECT   32    6   33   37                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   41                                                  
CONECT   35   34   36   40                                                  
CONECT   36   35   37   39                                                  
CONECT   37   32   36   38                                                  
CONECT   38   37                                                            
CONECT   39   36                                                            
CONECT   40   35   43                                                       
CONECT   41   34   42                                                       
CONECT   42   41                                                            
CONECT   43   40   44   48                                                  
CONECT   44   43   45   49                                                  
CONECT   45   44   46   50                                                  
CONECT   46   45   47   51                                                  
CONECT   47   46   48   52                                                  
CONECT   48   43   47                                                       
CONECT   49   44                                                            
CONECT   50   45                                                            
CONECT   51   46                                                            
CONECT   52   47                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  118    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₉H₆₄O₁₃

Average Mass

740.9177 Da

Monoisotopic Mass

740.43469 Da

IUPAC Name

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]-19'-oloxy}oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol

Traditional Name

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]-19'-oloxy}oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol

CAS Registry Number

265092-99-7

SMILES

CC1C2C(CC3C4CC(O)C5CC(CCC5(C)C4CCC23C)OC2OC(CO)C(OC3OC(C)C(O)C(O)C3O)C(O)C2O)OC11CCC(C)CO1

InChI Identifier

InChI=1S/C39H64O13/c1-17-6-11-39(47-16-17)18(2)28-26(52-39)14-23-21-13-25(41)24-12-20(7-9-37(24,4)22(21)8-10-38(23,28)5)49-36-33(46)31(44)34(27(15-40)50-36)51-35-32(45)30(43)29(42)19(3)48-35/h17-36,40-46H,6-16H2,1-5H3

InChI Key

XZCHKGLKFIFPOH-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Allium cepa	FooDB	Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Allium fistulosum	FooDB	Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Allium tuberosum	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

Not Available

Substituents

Not Available

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	1.53	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	11.95	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	196.99 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	184.29 m³·mol⁻¹	ChemAxon
Polarizability	83.14 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	No	ChemAxon

External Links

HMDB ID

HMDB0035490

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB014176

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

75056631

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for 25-Epiruizgenin 3-[4''-rhamnosylglucoside] (NP0048253)

MOL for NP0048253 (25-Epiruizgenin 3-[4''-rhamnosylglucoside])

3D MOL for NP0048253 (25-Epiruizgenin 3-[4''-rhamnosylglucoside])

3D SDF for NP0048253 (25-Epiruizgenin 3-[4''-rhamnosylglucoside])

3D-SDF for NP0048253 (25-Epiruizgenin 3-[4''-rhamnosylglucoside])

PDB for NP0048253 (25-Epiruizgenin 3-[4''-rhamnosylglucoside])

3D PDB for NP0048253 (25-Epiruizgenin 3-[4''-rhamnosylglucoside])

SMILES for NP0048253 (25-Epiruizgenin 3-[4''-rhamnosylglucoside])

INCHI for NP0048253 (25-Epiruizgenin 3-[4''-rhamnosylglucoside])

Structure for NP0048253 (25-Epiruizgenin 3-[4''-rhamnosylglucoside])

3D Structure for NP0048253 (25-Epiruizgenin 3-[4''-rhamnosylglucoside])