NP-MRD: Showing NP-Card for (1r,3ar,3bs,5r,5as,7s,9as,9br,11ar)-3a,3b-dihydroxy-9a,11a-dimethyl-1-(6-oxopyran-3-yl)-7-{[(2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-dodecahydro-1h-cyclopenta[a]phenanthren-5-yl acetate (NP0222577)

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Record Information

Version

2.0

Created at

2022-09-06 00:26:51 UTC

Updated at

2022-09-06 00:26:52 UTC

NP-MRD ID

NP0222577

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,3ar,3bs,5r,5as,7s,9as,9br,11ar)-3a,3b-dihydroxy-9a,11a-dimethyl-1-(6-oxopyran-3-yl)-7-{[(2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-dodecahydro-1h-cyclopenta[a]phenanthren-5-yl acetate

Description

5Alpha-4,5-Dihydroscillirosidin 3-glucomethyloside belongs to the class of organic compounds known as bufanolides and derivatives. These are steroid lactones containing a pyran-2-one moiety linked to the C17 atom of a cyclopenta[a]phenanthrene derivative. (1r,3ar,3bs,5r,5as,7s,9as,9br,11ar)-3a,3b-dihydroxy-9a,11a-dimethyl-1-(6-oxopyran-3-yl)-7-{[(2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-dodecahydro-1h-cyclopenta[a]phenanthren-5-yl acetate is found in Drimia maritima. Based on a literature review very few articles have been published on 5alpha-4,5-Dihydroscillirosidin 3-glucomethyloside.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062202262D          

 43 48  0  0  1  0            999 V2000
    2.8417    2.9353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0296    3.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7493    3.8565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4978    2.4498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781    1.6739    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5902    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705    0.7528    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4023    1.3835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    0.1221    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6190   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3228   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875   -0.1416    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2939   -0.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1111   -0.6800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6175   -1.3314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
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  7  8  1  6  0  0  0
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 30 42  1  0  0  0  0
 43 42  1  6  0  0  0
  5 43  1  0  0  0  0
 26 43  1  0  0  0  0
M  END

     RDKit          3D

 89 94  0  0  0  0  0  0  0  0999 V2000
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 36 81  1  6
 37 82  1  0
M  END


  Mrv1652309062202262D          

 43 48  0  0  1  0            999 V2000
    2.8417    2.9353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0296    3.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7493    3.8565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4978    2.4498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781    1.6739    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5902    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705    0.7528    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4023    1.3835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387    0.1221    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6190   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629   -0.1684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3228   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875   -0.1416    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2939   -0.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1111   -0.6800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6175   -1.3314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3066   -2.0955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8129   -2.7469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4893   -2.2084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9830   -1.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0168    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826    0.6076    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7422    1.4304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266    0.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8069   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827   -0.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976    0.5577    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9098    0.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4416    0.0722    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1613   -0.7037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6931   -1.3344    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4128   -2.1103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5052   -1.1892    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0370   -1.8199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7855   -0.4133    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5976   -0.2681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2537    0.2174    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5340    0.9934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463    1.0432    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 15 21  2  0  0  0  0
 14 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
  7 24  1  0  0  0  0
 12 24  1  0  0  0  0
 24 25  1  6  0  0  0
  9 26  1  0  0  0  0
 26 27  1  6  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  6  0  0  0
 32 31  1  6  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  1  0  0  0
 34 36  1  0  0  0  0
 36 37  1  6  0  0  0
 36 38  1  0  0  0  0
 38 39  1  1  0  0  0
 38 40  1  0  0  0  0
 32 40  1  0  0  0  0
 40 41  1  6  0  0  0
 30 42  1  0  0  0  0
 43 42  1  6  0  0  0
  5 43  1  0  0  0  0
 26 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0222577

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1O[C@@H](O[C@H]2CC[C@@]3(C)[C@H](C2)[C@@H](C[C@]2(O)[C@@H]3CC[C@]3(C)[C@H](CC[C@]23O)C2=COC(=O)C=C2)OC(C)=O)[C@@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C32H46O11/c1-16-25(35)26(36)27(37)28(41-16)43-19-7-10-29(3)21(13-19)22(42-17(2)33)14-31(38)23(29)9-11-30(4)20(8-12-32(30,31)39)18-5-6-24(34)40-15-18/h5-6,15-16,19-23,25-28,35-39H,7-14H2,1-4H3/t16-,19-,20+,21+,22+,23+,25-,26+,27-,28-,29-,30+,31-,32+/m0/s1

> <INCHI_KEY>
PKVXBEIZHOIXQK-VGKWMKFWSA-N

> <FORMULA>
C32H46O11

> <MOLECULAR_WEIGHT>
606.709

> <EXACT_MASS>
606.304012301

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
89

> <JCHEM_AVERAGE_POLARIZABILITY>
64.46576837001007

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,5S,7S,8R,10S,11R,14S,15R)-10,11-dihydroxy-2,15-dimethyl-14-(2-oxo-2H-pyran-5-yl)-5-{[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-8-yl acetate

> <JCHEM_LOGP>
0.6090101269999985

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.911049379051452

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.165512492796593

> <JCHEM_PKA_STRONGEST_BASIC>
-3.503151011128767

> <JCHEM_POLAR_SURFACE_AREA>
172.20999999999998

> <JCHEM_REFRACTIVITY>
151.43280000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,5S,7S,8R,10S,11R,14S,15R)-10,11-dihydroxy-2,15-dimethyl-14-(6-oxopyran-3-yl)-5-{[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-8-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       5.305   5.479   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.789   5.750   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       3.265   7.199   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       2.796   4.573   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       3.319   3.125   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.835   2.854   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.358   1.405   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       6.351   2.583   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       4.366   0.228   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.889  -1.221   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.405  -1.492   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.398  -0.314   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.069  -1.700   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.937  -0.264   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.882  -1.480   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.407  -1.269   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.353  -2.485   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.772  -3.912   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      12.717  -5.127   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      10.247  -4.122   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       9.302  -2.907   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.365   1.215   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.090   2.079   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.874   1.134   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       6.985   2.670   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       2.850   0.499   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.373  -0.949   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.857  -0.678   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.341  -0.407   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.182   1.041   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -1.698   1.312   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -2.691   0.135   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -2.168  -1.314   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -3.160  -2.491   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -2.637  -3.939   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -4.676  -2.220   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      -5.669  -3.397   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      -5.200  -0.771   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -6.716  -0.500   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -4.207   0.406   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -4.730   1.854   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       0.810   2.218   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       2.326   1.947   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   43                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9   24                                             
CONECT    8    7                                                            
CONECT    9    7   10   26                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14   24                                             
CONECT   13   12                                                            
CONECT   14   12   15   22                                                  
CONECT   15   14   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   15                                                       
CONECT   22   14   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23    7   12   25                                             
CONECT   25   24                                                            
CONECT   26    9   27   28   43                                             
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   42                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   40                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   32   41                                                  
CONECT   41   40                                                            
CONECT   42   30   43                                                       
CONECT   43   42    5   26                                                  
MASTER        0    0    0    0    0    0    0    0   43    0   96    0
END

View in JSmol

Synonyms

Value	Source
5a-4,5-Dihydroscillirosidin 3-glucomethyloside	Generator
5Α-4,5-dihydroscillirosidin 3-glucomethyloside	Generator

Chemical Formula

C₃₂H₄₆O₁₁

Average Mass

606.7090 Da

Monoisotopic Mass

606.30401 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@@H]1O[C@@H](O[C@H]2CC[C@@]3(C)[C@H](C2)[C@@H](C[C@]2(O)[C@@H]3CC[C@]3(C)[C@H](CC[C@]23O)C2=COC(=O)C=C2)OC(C)=O)[C@@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C32H46O11/c1-16-25(35)26(36)27(37)28(41-16)43-19-7-10-29(3)21(13-19)22(42-17(2)33)14-31(38)23(29)9-11-30(4)20(8-12-32(30,31)39)18-5-6-24(34)40-15-18/h5-6,15-16,19-23,25-28,35-39H,7-14H2,1-4H3/t16-,19-,20+,21+,22+,23+,25-,26+,27-,28-,29-,30+,31-,32+/m0/s1

InChI Key

PKVXBEIZHOIXQK-VGKWMKFWSA-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
Drimia maritima	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bufanolides and derivatives. These are steroid lactones containing a pyran-2-one moiety linked to the C17 atom of a cyclopenta[a]phenanthrene derivative.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Bufanolides and derivatives

Alternative Parents

Substituents

Bufanolide-skeleton
Steroidal glycoside
Steroid ester
14-hydroxysteroid
Hydroxysteroid
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Pyranone
Pyran
Oxane
Monosaccharide
Tertiary alcohol
Cyclic alcohol
Heteroaromatic compound
Secondary alcohol
Carboxylic acid ester
Lactone
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Polyol
Acetal
Monocarboxylic acid or derivatives
Organic oxygen compound
Organooxygen compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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

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

101986484

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,3ar,3bs,5r,5as,7s,9as,9br,11ar)-3a,3b-dihydroxy-9a,11a-dimethyl-1-(6-oxopyran-3-yl)-7-{[(2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-dodecahydro-1h-cyclopenta[a]phenanthren-5-yl acetate (NP0222577)

MOL for NP0222577 ((1r,3ar,3bs,5r,5as,7s,9as,9br,11ar)-3a,3b-dihydroxy-9a,11a-dimethyl-1-(6-oxopyran-3-yl)-7-{[(2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-dodecahydro-1h-cyclopenta[a]phenanthren-5-yl acetate)

3D MOL for NP0222577 ((1r,3ar,3bs,5r,5as,7s,9as,9br,11ar)-3a,3b-dihydroxy-9a,11a-dimethyl-1-(6-oxopyran-3-yl)-7-{[(2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-dodecahydro-1h-cyclopenta[a]phenanthren-5-yl acetate)

3D SDF for NP0222577 ((1r,3ar,3bs,5r,5as,7s,9as,9br,11ar)-3a,3b-dihydroxy-9a,11a-dimethyl-1-(6-oxopyran-3-yl)-7-{[(2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-dodecahydro-1h-cyclopenta[a]phenanthren-5-yl acetate)

3D-SDF for NP0222577 ((1r,3ar,3bs,5r,5as,7s,9as,9br,11ar)-3a,3b-dihydroxy-9a,11a-dimethyl-1-(6-oxopyran-3-yl)-7-{[(2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-dodecahydro-1h-cyclopenta[a]phenanthren-5-yl acetate)

PDB for NP0222577 ((1r,3ar,3bs,5r,5as,7s,9as,9br,11ar)-3a,3b-dihydroxy-9a,11a-dimethyl-1-(6-oxopyran-3-yl)-7-{[(2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-dodecahydro-1h-cyclopenta[a]phenanthren-5-yl acetate)

3D PDB for NP0222577 ((1r,3ar,3bs,5r,5as,7s,9as,9br,11ar)-3a,3b-dihydroxy-9a,11a-dimethyl-1-(6-oxopyran-3-yl)-7-{[(2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-dodecahydro-1h-cyclopenta[a]phenanthren-5-yl acetate)

SMILES for NP0222577 ((1r,3ar,3bs,5r,5as,7s,9as,9br,11ar)-3a,3b-dihydroxy-9a,11a-dimethyl-1-(6-oxopyran-3-yl)-7-{[(2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-dodecahydro-1h-cyclopenta[a]phenanthren-5-yl acetate)

INCHI for NP0222577 ((1r,3ar,3bs,5r,5as,7s,9as,9br,11ar)-3a,3b-dihydroxy-9a,11a-dimethyl-1-(6-oxopyran-3-yl)-7-{[(2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-dodecahydro-1h-cyclopenta[a]phenanthren-5-yl acetate)

Structure for NP0222577 ((1r,3ar,3bs,5r,5as,7s,9as,9br,11ar)-3a,3b-dihydroxy-9a,11a-dimethyl-1-(6-oxopyran-3-yl)-7-{[(2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-dodecahydro-1h-cyclopenta[a]phenanthren-5-yl acetate)

3D Structure for NP0222577 ((1r,3ar,3bs,5r,5as,7s,9as,9br,11ar)-3a,3b-dihydroxy-9a,11a-dimethyl-1-(6-oxopyran-3-yl)-7-{[(2r,3s,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-dodecahydro-1h-cyclopenta[a]phenanthren-5-yl acetate)