NP-MRD: Showing NP-Card for 1-{5-[(3,4-dihydroxy-5-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxolan-2-yl)oxy]-6-methylheptan-2-yl}-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthrene-3,3b,5,7-tetrol (NP0254377)

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Record Information

Version

2.0

Created at

2022-09-07 18:31:36 UTC

Updated at

2022-09-07 18:31:36 UTC

NP-MRD ID

NP0254377

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-{5-[(3,4-dihydroxy-5-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxolan-2-yl)oxy]-6-methylheptan-2-yl}-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthrene-3,3b,5,7-tetrol

Description

14-{5-[(3,4-Dihydroxy-5-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxolan-2-yl)oxy]-6-methylheptan-2-yl}-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecane-5,8,10,12-tetrol belongs to the class of organic compounds known as steroidal glycosides. These are sterol lipids containing a carbohydrate moiety glycosidically linked to the steroid skeleton. 14-{5-[(3,4-Dihydroxy-5-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxolan-2-yl)oxy]-6-methylheptan-2-yl}-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecane-5,8,10,12-tetrol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004161522402D          

 50 55  0  0  0  0            999 V2000
    1.6621    1.0892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3512    0.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8575   -0.3263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5339    0.2121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2230   -0.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7294   -1.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4185   -1.9676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3987   -2.0804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9249   -2.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6955   -3.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3784   -3.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4052   -4.6989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0297   -3.3680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7494   -2.5921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3895   -1.8497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2812   -1.9614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0934   -2.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3737   -2.8825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1858   -3.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9055   -2.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7176   -2.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5297   -2.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8100   -3.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6221   -3.4634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2782   -3.9489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4661   -3.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9343   -4.4344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2146   -5.2103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1221   -4.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8418   -3.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3100   -4.1439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0276    0.8635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3385    1.6276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1394    1.8253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1990    2.6481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8997    3.0836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6272    2.6946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3278    3.1301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3010    3.9546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0017    4.3901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7292    4.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4299    4.4366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7560    3.1765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4835    2.7874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0553    2.7410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0821    1.9164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4348    2.9590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2371    3.7600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0970    2.3283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9199    2.3879    0.0000 O   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  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
  7  8  1  0  0  0  0
  7  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
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
  9 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
 19 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
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 19 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 13 30  1  0  0  0  0
 18 30  1  0  0  0  0
 30 31  1  0  0  0  0
  4 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
 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
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 38 45  1  0  0  0  0
 45 46  1  0  0  0  0
 35 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 49  1  0  0  0  0
 33 49  1  0  0  0  0
 49 50  1  0  0  0  0
M  END


  Mrv1533004161522402D          

 50 55  0  0  0  0            999 V2000
    1.6621    1.0892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3512    0.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8575   -0.3263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5339    0.2121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2230   -0.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7294   -1.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4185   -1.9676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3987   -2.0804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9249   -2.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6955   -3.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3784   -3.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4052   -4.6989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0297   -3.3680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7494   -2.5921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3895   -1.8497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2812   -1.9614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0934   -2.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3737   -2.8825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1858   -3.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9055   -2.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7176   -2.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5297   -2.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8100   -3.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6221   -3.4634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2782   -3.9489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4661   -3.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9343   -4.4344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2146   -5.2103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1221   -4.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8418   -3.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3100   -4.1439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0276    0.8635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3385    1.6276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1394    1.8253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1990    2.6481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8997    3.0836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6272    2.6946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3278    3.1301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3010    3.9546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0017    4.3901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7292    4.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4299    4.4366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7560    3.1765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4835    2.7874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0553    2.7410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0821    1.9164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4348    2.9590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2371    3.7600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0970    2.3283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9199    2.3879    0.0000 O   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  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
  7  8  1  0  0  0  0
  7  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
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
  9 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
 19 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
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 19 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 13 30  1  0  0  0  0
 18 30  1  0  0  0  0
 30 31  1  0  0  0  0
  4 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
 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
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 38 45  1  0  0  0  0
 45 46  1  0  0  0  0
 35 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 49  1  0  0  0  0
 33 49  1  0  0  0  0
 49 50  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0254377

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C(CCC(C)C1CC(O)C2C1(C)CCC1C3(C)CCC(O)CC3C(O)CC21O)OC1OC(COC2OCC(O)C(O)C2O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C37H64O13/c1-17(2)25(49-34-31(45)29(43)26(50-34)16-48-33-30(44)28(42)24(41)15-47-33)7-6-18(3)20-13-22(39)32-36(20,5)11-9-27-35(4)10-8-19(38)12-21(35)23(40)14-37(27,32)46/h17-34,38-46H,6-16H2,1-5H3

> <INCHI_KEY>
YKHJOBIHNUFGLM-UHFFFAOYSA-N

> <FORMULA>
C37H64O13

> <MOLECULAR_WEIGHT>
716.906

> <EXACT_MASS>
716.434692121

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
114

> <JCHEM_AVERAGE_POLARIZABILITY>
78.40517612652505

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
14-{5-[(3,4-dihydroxy-5-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxolan-2-yl)oxy]-6-methylheptan-2-yl}-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,8,10,12-tetrol

> <ALOGPS_LOGP>
0.18

> <JCHEM_LOGP>
0.04268193966666617

> <ALOGPS_LOGS>
-3.15

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.51355707867259

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.957483520382569

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8712036552546296

> <JCHEM_POLAR_SURFACE_AREA>
218.98999999999998

> <JCHEM_REFRACTIVITY>
178.90830000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.06e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14-{5-[(3,4-dihydroxy-5-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxolan-2-yl)oxy]-6-methylheptan-2-yl}-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,8,10,12-tetrol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       3.103   2.033   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.522   0.607   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.467  -0.609   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.997   0.396   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.416  -1.030   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.362  -2.246   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.781  -3.673   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.744  -3.883   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.726  -4.889   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.298  -6.368   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.573  -7.232   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.623  -8.771   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       3.789  -6.287   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.266  -4.839   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.594  -3.453   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.258  -3.661   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.774  -3.932   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.297  -5.381   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.813  -5.652   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.290  -4.203   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.806  -4.474   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.322  -4.746   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.845  -6.194   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      12.361  -6.465   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       9.853  -7.371   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.337  -7.100   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.344  -8.277   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       7.867  -9.726   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       5.828  -8.006   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.305  -6.558   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       4.312  -7.735   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       0.051   1.612   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       0.632   3.038   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       2.127   3.407   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       2.238   4.943   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       3.546   5.756   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       4.904   5.030   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       6.212   5.843   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       6.162   7.382   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       7.470   8.195   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       8.828   7.469   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      10.136   8.282   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       8.878   5.929   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      10.236   5.203   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0       7.570   5.117   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       7.620   3.577   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0       0.812   5.524   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0       0.443   7.019   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      -0.181   4.346   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      -1.717   4.457   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   32                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   30                                                  
CONECT   14   13    9   15   16                                             
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   30                                                  
CONECT   19   18   20   21   26                                             
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   19   27                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   13   18   31                                             
CONECT   31   30                                                            
CONECT   32    4   33                                                       
CONECT   33   32   34   49                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36   47                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39   45                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43   38   46                                                  
CONECT   46   45                                                            
CONECT   47   35   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47   33   50                                                  
CONECT   50   49                                                            
MASTER        0    0    0    0    0    0    0    0   50    0  110    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₇H₆₄O₁₃

Average Mass

716.9060 Da

Monoisotopic Mass

716.43469 Da

IUPAC Name

14-{5-[(3,4-dihydroxy-5-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxolan-2-yl)oxy]-6-methylheptan-2-yl}-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,8,10,12-tetrol

Traditional Name

14-{5-[(3,4-dihydroxy-5-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxolan-2-yl)oxy]-6-methylheptan-2-yl}-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,8,10,12-tetrol

CAS Registry Number

Not Available

SMILES

CC(C)C(CCC(C)C1CC(O)C2C1(C)CCC1C3(C)CCC(O)CC3C(O)CC21O)OC1OC(COC2OCC(O)C(O)C2O)C(O)C1O

InChI Identifier

InChI=1S/C37H64O13/c1-17(2)25(49-34-31(45)29(43)26(50-34)16-48-33-30(44)28(42)24(41)15-47-33)7-6-18(3)20-13-22(39)32-36(20,5)11-9-27-35(4)10-8-19(38)12-21(35)23(40)14-37(27,32)46/h17-34,38-46H,6-16H2,1-5H3

InChI Key

YKHJOBIHNUFGLM-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroidal glycosides. These are sterol lipids containing a carbohydrate moiety glycosidically linked to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal glycosides

Direct Parent

Steroidal glycosides

Alternative Parents

Substituents

Steroidal glycoside
Trihydroxy bile acid, alcohol, or derivatives
Hydroxy bile acid, alcohol, or derivatives
Bile acid, alcohol, or derivatives
3-hydroxysteroid
6-hydroxysteroid
15-hydroxysteroid
Hydroxysteroid
Disaccharide
Glycosyl compound
O-glycosyl compound
Oxane
Tertiary alcohol
Tetrahydrofuran
Cyclic alcohol
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Acetal
Polyol
Organooxygen compound
Alcohol
Organic oxygen compound
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	0.18	ALOGPS
logP	0.043	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	11.96	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	218.99 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	178.91 m³·mol⁻¹	ChemAxon
Polarizability	78.41 Å³	ChemAxon
Number of Rings	6	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

73836726

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1-{5-[(3,4-dihydroxy-5-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxolan-2-yl)oxy]-6-methylheptan-2-yl}-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthrene-3,3b,5,7-tetrol (NP0254377)

MOL for NP0254377 (1-{5-[(3,4-dihydroxy-5-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxolan-2-yl)oxy]-6-methylheptan-2-yl}-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthrene-3,3b,5,7-tetrol)

3D MOL for NP0254377 (1-{5-[(3,4-dihydroxy-5-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxolan-2-yl)oxy]-6-methylheptan-2-yl}-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthrene-3,3b,5,7-tetrol)

3D SDF for NP0254377 (1-{5-[(3,4-dihydroxy-5-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxolan-2-yl)oxy]-6-methylheptan-2-yl}-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthrene-3,3b,5,7-tetrol)

3D-SDF for NP0254377 (1-{5-[(3,4-dihydroxy-5-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxolan-2-yl)oxy]-6-methylheptan-2-yl}-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthrene-3,3b,5,7-tetrol)

PDB for NP0254377 (1-{5-[(3,4-dihydroxy-5-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxolan-2-yl)oxy]-6-methylheptan-2-yl}-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthrene-3,3b,5,7-tetrol)

3D PDB for NP0254377 (1-{5-[(3,4-dihydroxy-5-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxolan-2-yl)oxy]-6-methylheptan-2-yl}-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthrene-3,3b,5,7-tetrol)

SMILES for NP0254377 (1-{5-[(3,4-dihydroxy-5-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxolan-2-yl)oxy]-6-methylheptan-2-yl}-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthrene-3,3b,5,7-tetrol)

INCHI for NP0254377 (1-{5-[(3,4-dihydroxy-5-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxolan-2-yl)oxy]-6-methylheptan-2-yl}-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthrene-3,3b,5,7-tetrol)

Structure for NP0254377 (1-{5-[(3,4-dihydroxy-5-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxolan-2-yl)oxy]-6-methylheptan-2-yl}-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthrene-3,3b,5,7-tetrol)

3D Structure for NP0254377 (1-{5-[(3,4-dihydroxy-5-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxolan-2-yl)oxy]-6-methylheptan-2-yl}-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthrene-3,3b,5,7-tetrol)