NP-MRD: Showing NP-Card for (3b,5a,25R)-3-Hydroxyspirostan-6-one 3-[2-acetylarabinosyl-(1->6)-glucoside] (NP0049801)

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Record Information

Version

2.0

Created at

2022-03-17 21:18:21 UTC

Updated at

2022-03-17 21:18:21 UTC

NP-MRD ID

NP0049801

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3b,5a,25R)-3-Hydroxyspirostan-6-one 3-[2-acetylarabinosyl-(1->6)-glucoside]

Description

(3B,5a,25R)-3-Hydroxyspirostan-6-one 3-[2-acetylarabinosyl-(1->6)-glucoside] 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 (3b,5a,25R)-3-Hydroxyspirostan-6-one 3-[2-acetylarabinosyl-(1->6)-glucoside] is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, (3b,5a,25R)-3-hydroxyspirostan-6-one 3-[2-acetylarabinosyl-(1->6)-glucoside] has been detected, but not quantified in, onion-family vegetables. (3b,5a,25R)-3-Hydroxyspirostan-6-one 3-[2-acetylarabinosyl-(1->6)-glucoside] is found in Allium chinense. This could make (3b,5a,25R)-3-hydroxyspirostan-6-one 3-[2-acetylarabinosyl-(1->6)-glucoside] a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241209322D          

 54 61  0  0  0  0            999 V2000
    0.4716   -0.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2419   -0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2419   -1.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4716   -1.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1867   -1.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9017   -1.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6153   -1.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6153   -0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3303   -0.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1141   -0.2853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5996    0.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3847    0.6373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9569   -1.6796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6719   -1.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6719   -0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9569   -0.0295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9017   -2.5046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3452    2.5018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5996    1.7180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1141    1.0499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3303    0.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4170    1.6149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6153    1.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9017    0.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9017   -0.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1867   -0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1867    0.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3867    2.9171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7198    2.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9650    2.7686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2980    2.2832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3847    1.4623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1382    1.1267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8051    1.6149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3856   -1.6796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1006   -1.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8144   -1.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5294   -1.2670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2444   -1.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9580   -1.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6731   -1.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3867   -1.2670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8144   -0.0295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1006   -0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3856   -0.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3856    0.7954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2444   -2.5046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9580   -2.9171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6731   -2.5046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3867   -2.9171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9580   -0.4420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5410    0.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3279    0.9385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3386   -0.0721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 26  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 13  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 26  1  0  0  0  0
  6  7  1  0  0  0  0
  6 17  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 25  1  0  0  0  0
  9 10  1  0  0  0  0
  9 21  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 20  1  0  0  0  0
 12 32  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 35  1  0  0  0  0
 15 16  1  0  0  0  0
 15 45  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 32  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 34  1  0  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
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 44  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 47  1  0  0  0  0
 40 41  1  0  0  0  0
 40 51  1  0  0  0  0
 41 42  1  0  0  0  0
 41 49  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
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  2  0  0  0  0
 52 54  1  0  0  0  0
M  END


  Mrv0541 02241209322D          

 54 61  0  0  0  0            999 V2000
    0.4716   -0.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2419   -0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2419   -1.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4716   -1.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1867   -1.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9017   -1.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6153   -1.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6153   -0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3303   -0.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1141   -0.2853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5996    0.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3847    0.6373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9569   -1.6796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6719   -1.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6719   -0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9569   -0.0295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9017   -2.5046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3452    2.5018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5996    1.7180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1141    1.0499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3303    0.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4170    1.6149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6153    1.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9017    0.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9017   -0.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1867   -0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1867    0.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3867    2.9171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7198    2.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9650    2.7686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2980    2.2832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3847    1.4623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1382    1.1267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8051    1.6149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3856   -1.6796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.8144   -1.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5294   -1.2670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2444   -1.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9580   -1.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6731   -1.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3867   -1.2670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8144   -0.0295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1006   -0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3856   -0.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3856    0.7954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2444   -2.5046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9580   -2.9171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6731   -2.5046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3867   -2.9171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9580   -0.4420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5410    0.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3279    0.9385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3386   -0.0721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
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  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 26  1  0  0  0  0
  6  7  1  0  0  0  0
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 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
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 29 30  1  0  0  0  0
 29 34  1  0  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
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 44  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 47  1  0  0  0  0
 40 41  1  0  0  0  0
 40 51  1  0  0  0  0
 41 42  1  0  0  0  0
 41 49  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
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  2  0  0  0  0
 52 54  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0049801

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1C2C(CC3C4CC(=O)C5CC(CCC5(C)C4CCC23C)OC2OC(COC3OCC(O)C(O)C3OC(C)=O)C(O)C(O)C2O)OC11CCC(C)CO1

> <INCHI_IDENTIFIER>
InChI=1S/C40H62O14/c1-18-6-11-40(50-15-18)19(2)30-28(54-40)14-24-22-13-26(42)25-12-21(7-9-38(25,4)23(22)8-10-39(24,30)5)52-36-34(47)33(46)32(45)29(53-36)17-49-37-35(51-20(3)41)31(44)27(43)16-48-37/h18-19,21-25,27-37,43-47H,6-17H2,1-5H3

> <INCHI_KEY>
LYOWCAVVHJOCKI-UHFFFAOYSA-N

> <FORMULA>
C40H62O14

> <MOLECULAR_WEIGHT>
766.9119

> <EXACT_MASS>
766.413956692

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_AVERAGE_POLARIZABILITY>
83.96675031881887

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4,5-dihydroxy-2-[(3,4,5-trihydroxy-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-19'-oneoxy}oxan-2-yl)methoxy]oxan-3-yl acetate

> <ALOGPS_LOGP>
1.56

> <JCHEM_LOGP>
1.9394234530000025

> <ALOGPS_LOGS>
-3.90

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.762843083330097

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.115091252114192

> <JCHEM_PKA_STRONGEST_BASIC>
-3.527302526518267

> <JCHEM_POLAR_SURFACE_AREA>
199.89999999999998

> <JCHEM_REFRACTIVITY>
188.09880000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.57e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,5-dihydroxy-2-[(3,4,5-trihydroxy-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-19'-oneoxy}oxan-2-yl)methoxy]oxan-3-yl acetate

> <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       0.880  -0.055   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.452  -0.825   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.452  -2.365   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.880  -3.135   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.215  -2.365   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.550  -3.135   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.882  -2.365   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.882  -0.825   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.217  -0.055   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.680  -0.533   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.586   0.715   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      10.051   1.190   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -1.786  -3.135   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -3.121  -2.365   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.121  -0.825   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.786  -0.055   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       3.550  -4.675   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       8.111   4.670   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.586   3.207   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.680   1.960   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.217   1.485   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.378   3.014   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.882   2.255   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.550   1.485   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.550  -0.055   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.215  -0.825   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.215   0.715   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      13.789   5.445   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      12.544   4.539   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      11.135   5.168   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       9.890   4.262   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      10.051   2.730   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      11.458   2.103   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      12.703   3.014   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -4.453  -3.135   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      -5.788  -2.365   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -7.120  -3.135   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -8.455  -2.365   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -9.790  -3.135   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -11.122  -2.365   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -12.456  -3.135   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0     -13.789  -2.365   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      -7.120  -0.055   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      -5.788  -0.825   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -4.453  -0.055   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      -4.453   1.485   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      -9.790  -4.675   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0     -11.122  -5.445   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0     -12.456  -4.675   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0     -13.789  -5.445   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0     -11.122  -0.825   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0     -12.210   0.263   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0     -11.812   1.752   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0     -13.699  -0.135   0.000  0.00  0.00           C+0
CONECT    1    2   26                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   13                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   26                                                  
CONECT    6    5    7   17                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   25                                                  
CONECT    9    8   10   21                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   20                                                  
CONECT   12   11   32                                                       
CONECT   13    3   14                                                       
CONECT   14   13   15   35                                                  
CONECT   15   14   16   45                                                  
CONECT   16   15                                                            
CONECT   17    6                                                            
CONECT   18   19                                                            
CONECT   19   18   20   32                                                  
CONECT   20   11   19   21                                                  
CONECT   21    9   20   22   23                                             
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25    8   24   26                                                  
CONECT   26    1    5   25   27                                             
CONECT   27   26                                                            
CONECT   28   29                                                            
CONECT   29   28   30   34                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   12   19   31   33                                             
CONECT   33   32   34                                                       
CONECT   34   29   33                                                       
CONECT   35   14   36                                                       
CONECT   36   35   37   44                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40   47                                                  
CONECT   40   39   41   51                                                  
CONECT   41   40   42   49                                                  
CONECT   42   41                                                            
CONECT   43   44                                                            
CONECT   44   36   43   45                                                  
CONECT   45   15   44   46                                                  
CONECT   46   45                                                            
CONECT   47   39   48                                                       
CONECT   48   47   49                                                       
CONECT   49   41   48   50                                                  
CONECT   50   49                                                            
CONECT   51   40   52                                                       
CONECT   52   51   53   54                                                  
CONECT   53   52                                                            
CONECT   54   52                                                            
MASTER        0    0    0    0    0    0    0    0   54    0  122    0
END

View in JSmol

Synonyms

Value	Source
4,5-Dihydroxy-2-[(3,4,5-trihydroxy-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-19'-oneoxy}oxan-2-yl)methoxy]oxan-3-yl acetic acid	Generator

Chemical Formula

C₄₀H₆₂O₁₄

Average Mass

766.9119 Da

Monoisotopic Mass

766.41396 Da

IUPAC Name

4,5-dihydroxy-2-[(3,4,5-trihydroxy-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-19'-oneoxy}oxan-2-yl)methoxy]oxan-3-yl acetate

Traditional Name

4,5-dihydroxy-2-[(3,4,5-trihydroxy-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-19'-oneoxy}oxan-2-yl)methoxy]oxan-3-yl acetate

CAS Registry Number

Not Available

SMILES

CC1C2C(CC3C4CC(=O)C5CC(CCC5(C)C4CCC23C)OC2OC(COC3OCC(O)C(O)C3OC(C)=O)C(O)C(O)C2O)OC11CCC(C)CO1

InChI Identifier

InChI=1S/C40H62O14/c1-18-6-11-40(50-15-18)19(2)30-28(54-40)14-24-22-13-26(42)25-12-21(7-9-38(25,4)23(22)8-10-39(24,30)5)52-36-34(47)33(46)32(45)29(53-36)17-49-37-35(51-20(3)41)31(44)27(43)16-48-37/h18-19,21-25,27-37,43-47H,6-17H2,1-5H3

InChI Key

LYOWCAVVHJOCKI-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 chinense	LOTUS Database	35616633
Allium fistulosum	FooDB	Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...

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	1.56	ALOGPS
logP	1.94	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	12.12	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	199.9 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	188.1 m³·mol⁻¹	ChemAxon
Polarizability	83.97 Å³	ChemAxon
Number of Rings	8	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0041185

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB021081

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

74029744

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for (3b,5a,25R)-3-Hydroxyspirostan-6-one 3-[2-acetylarabinosyl-(1->6)-glucoside] (NP0049801)

MOL for NP0049801 ((3b,5a,25R)-3-Hydroxyspirostan-6-one 3-[2-acetylarabinosyl-(1->6)-glucoside])

3D MOL for NP0049801 ((3b,5a,25R)-3-Hydroxyspirostan-6-one 3-[2-acetylarabinosyl-(1->6)-glucoside])

3D SDF for NP0049801 ((3b,5a,25R)-3-Hydroxyspirostan-6-one 3-[2-acetylarabinosyl-(1->6)-glucoside])

3D-SDF for NP0049801 ((3b,5a,25R)-3-Hydroxyspirostan-6-one 3-[2-acetylarabinosyl-(1->6)-glucoside])

PDB for NP0049801 ((3b,5a,25R)-3-Hydroxyspirostan-6-one 3-[2-acetylarabinosyl-(1->6)-glucoside])

3D PDB for NP0049801 ((3b,5a,25R)-3-Hydroxyspirostan-6-one 3-[2-acetylarabinosyl-(1->6)-glucoside])

SMILES for NP0049801 ((3b,5a,25R)-3-Hydroxyspirostan-6-one 3-[2-acetylarabinosyl-(1->6)-glucoside])

INCHI for NP0049801 ((3b,5a,25R)-3-Hydroxyspirostan-6-one 3-[2-acetylarabinosyl-(1->6)-glucoside])

Structure for NP0049801 ((3b,5a,25R)-3-Hydroxyspirostan-6-one 3-[2-acetylarabinosyl-(1->6)-glucoside])

3D Structure for NP0049801 ((3b,5a,25R)-3-Hydroxyspirostan-6-one 3-[2-acetylarabinosyl-(1->6)-glucoside])