NP-MRD: Showing NP-Card for methyl (1r,2r,3s,4s,5r,9s,10s,13s,14r)-2,3-dihydroxy-14-(hydroxymethyl)-5,9-dimethyl-14-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate (NP0271741)

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Record Information

Version

2.0

Created at

2022-09-08 18:07:56 UTC

Updated at

2022-09-08 18:07:57 UTC

NP-MRD ID

NP0271741

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (1r,2r,3s,4s,5r,9s,10s,13s,14r)-2,3-dihydroxy-14-(hydroxymethyl)-5,9-dimethyl-14-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate

Description

Pharboside C belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated. methyl (1r,2r,3s,4s,5r,9s,10s,13s,14r)-2,3-dihydroxy-14-(hydroxymethyl)-5,9-dimethyl-14-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate is found in Ipomoea nil. Based on a literature review very few articles have been published on pharboside C.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082220072D          

 38 42  0  0  1  0            999 V2000
    3.0443   -2.6266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7766   -2.2466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8136   -1.4224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5459   -1.0424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1184   -0.9782    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8017   -1.7400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6765   -0.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4294    0.4164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6242    0.5960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0661   -0.0115    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8257    0.7777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3132   -0.7987    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7596   -1.4229    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0190   -2.2061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9506   -1.2543    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4165   -1.8832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6469   -0.4671    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1726    0.0666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4028    0.5335    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1586    1.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0038    1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2474    0.1857    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7854   -0.2403    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4825    0.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4490    1.0252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2972   -0.8873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.6253   -1.4146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4416   -1.2949    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9534   -1.9419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6490   -2.7087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7460   -0.5281    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5623   -0.4083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2342    0.1189    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5386    0.8857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4179   -0.0008    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9061    0.6462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1637   -0.8483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  5  3  1  1  0  0  0
  5  6  1  6  0  0  0
  5  7  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
 10 11  1  1  0  0  0
 12 10  1  1  0  0  0
  5 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
 17 18  1  1  0  0  0
 19 18  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 21  1  1  0  0  0
 10 22  1  0  0  0  0
 17 22  1  0  0  0  0
 19 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  1  0  0  0  0
 23 26  1  1  0  0  0
 27 26  1  6  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  6  0  0  0
 30 31  1  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
 34 35  1  6  0  0  0
 34 36  1  0  0  0  0
 27 36  1  0  0  0  0
 36 37  1  1  0  0  0
 23 38  1  0  0  0  0
 17 38  1  0  0  0  0
M  END

     RDKit          2D

 82 86  0  0  0  0  0  0  0  0999 V2000
   -1.1453   -7.4798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3133   -7.1298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.5257   -4.8856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6883   -5.5115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5807   -4.3058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9827   -2.9301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4923   -2.7602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3846   -1.5545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6000   -3.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1096   -3.7960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2011   -5.2932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4884   -2.4203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7393   -3.2481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3943   -1.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2760    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3943    1.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6443   -0.0855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.1794    2.8968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.0372    2.0027    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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 13 12  1  0
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 12 10  1  0
 17 22  1  0
 36 27  1  0
 23 19  1  0
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 36 79  1  1
 37 80  1  0
 15 57  1  1
 16 58  1  0
 13 55  1  1
 14 56  1  0
 12 54  1  6
M  END


  Mrv1652309082220072D          

 38 42  0  0  1  0            999 V2000
    3.0443   -2.6266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7766   -2.2466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8136   -1.4224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5459   -1.0424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1184   -0.9782    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8017   -1.7400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6765   -0.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4294    0.4164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6242    0.5960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0661   -0.0115    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    1.7596   -1.4229    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    0.4165   -1.8832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4028    0.5335    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -1.4825    0.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2972   -0.8873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1135   -0.7676    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6253   -1.4146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4416   -1.2949    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9534   -1.9419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6490   -2.7087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7460   -0.5281    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5623   -0.4083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2342    0.1189    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5386    0.8857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4179   -0.0008    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9061    0.6462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1637   -0.8483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  5  3  1  1  0  0  0
  5  6  1  6  0  0  0
  5  7  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
 10 11  1  1  0  0  0
 12 10  1  1  0  0  0
  5 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
 17 18  1  1  0  0  0
 19 18  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 21  1  1  0  0  0
 10 22  1  0  0  0  0
 17 22  1  0  0  0  0
 19 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  1  0  0  0  0
 23 26  1  1  0  0  0
 27 26  1  6  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  6  0  0  0
 30 31  1  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
 34 35  1  6  0  0  0
 34 36  1  0  0  0  0
 27 36  1  0  0  0  0
 36 37  1  1  0  0  0
 23 38  1  0  0  0  0
 17 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0271741

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@]1(C)CCC[C@@]2(C)[C@@H]3CC[C@H]4C[C@]3(C[C@@]4(CO)O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@@H](O)[C@H]12

> <INCHI_IDENTIFIER>
InChI=1S/C27H44O11/c1-24-7-4-8-25(2,23(35)36-3)20(24)19(33)21(34)26-9-13(5-6-15(24)26)27(11-26,12-29)38-22-18(32)17(31)16(30)14(10-28)37-22/h13-22,28-34H,4-12H2,1-3H3/t13-,14+,15-,16+,17-,18+,19-,20-,21-,22-,24-,25+,26+,27-/m0/s1

> <INCHI_KEY>
JVEVLHMSSSKCCH-MJVJZXHHSA-N

> <FORMULA>
C27H44O11

> <MOLECULAR_WEIGHT>
544.638

> <EXACT_MASS>
544.288362237

> <ALOGPS_LOGP>
-1.15

> <ALOGPS_LOGS>
-2.40

> <ALOGPS_SOLUBILITY>
2.16e+00 g/l

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       5.683  -4.903   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       7.050  -4.194   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       7.119  -2.655   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       8.486  -1.946   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       5.821  -1.826   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.230  -3.248   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.863  -0.692   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.402   0.777   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.899   1.113   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.857  -0.022   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.408   1.452   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.318  -1.491   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.285  -2.656   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       3.769  -4.118   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.774  -2.341   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.778  -3.515   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.208  -0.872   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.322   0.124   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.752   0.996   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.296   2.224   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.874   1.924   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.328   0.347   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.466  -0.449   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.767   0.375   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -2.705   1.914   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -2.422  -1.656   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -3.945  -1.433   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -4.901  -2.641   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -6.424  -2.417   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -7.380  -3.625   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -6.812  -5.056   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -6.993  -0.986   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -8.516  -0.762   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -6.037   0.222   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -6.605   1.653   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      -4.513  -0.002   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      -3.558   1.206   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      -0.306  -1.583   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7   12                                             
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12   22                                             
CONECT   11   10                                                            
CONECT   12   10    5   13                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   22   38                                             
CONECT   18   17   19                                                       
CONECT   19   18   20   23                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   10   17                                                  
CONECT   23   19   24   26   38                                             
CONECT   24   23   25                                                       
CONECT   25   24                                                            
CONECT   26   23   27                                                       
CONECT   27   26   28   36                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   32                                                  
CONECT   30   29   31                                                       
CONECT   31   30                                                            
CONECT   32   29   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   27   37                                                  
CONECT   37   36                                                            
CONECT   38   23   17                                                       
MASTER        0    0    0    0    0    0    0    0   38    0   84    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₄₄O₁₁

Average Mass

544.6380 Da

Monoisotopic Mass

544.28836 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC(=O)[C@]1(C)CCC[C@@]2(C)[C@@H]3CC[C@H]4C[C@]3(C[C@@]4(CO)O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@@H](O)[C@H]12

InChI Identifier

InChI=1S/C27H44O11/c1-24-7-4-8-25(2,23(35)36-3)20(24)19(33)21(34)26-9-13(5-6-15(24)26)27(11-26,12-29)38-22-18(32)17(31)16(30)14(10-28)37-22/h13-22,28-34H,4-12H2,1-3H3/t13-,14+,15-,16+,17-,18+,19-,20-,21-,22-,24-,25+,26+,27-/m0/s1

InChI Key

JVEVLHMSSSKCCH-MJVJZXHHSA-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
Ipomoea nil	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Diterpene glycosides

Alternative Parents

Substituents

Diterpene glycoside
Diterpenoid
Kaurane diterpenoid
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Fatty acyl
Monosaccharide
Oxane
Methyl ester
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Polyol
Carboxylic acid derivative
Oxacycle
Acetal
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Organic oxygen compound
Alcohol
Organic oxide
Hydrocarbon derivative
Carbonyl group
Primary alcohol
Organooxygen compound
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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00047541

Chemspider ID

24611257

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

45270767

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (1r,2r,3s,4s,5r,9s,10s,13s,14r)-2,3-dihydroxy-14-(hydroxymethyl)-5,9-dimethyl-14-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate (NP0271741)

MOL for NP0271741 (methyl (1r,2r,3s,4s,5r,9s,10s,13s,14r)-2,3-dihydroxy-14-(hydroxymethyl)-5,9-dimethyl-14-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate)

3D MOL for NP0271741 (methyl (1r,2r,3s,4s,5r,9s,10s,13s,14r)-2,3-dihydroxy-14-(hydroxymethyl)-5,9-dimethyl-14-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate)

3D SDF for NP0271741 (methyl (1r,2r,3s,4s,5r,9s,10s,13s,14r)-2,3-dihydroxy-14-(hydroxymethyl)-5,9-dimethyl-14-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate)

3D-SDF for NP0271741 (methyl (1r,2r,3s,4s,5r,9s,10s,13s,14r)-2,3-dihydroxy-14-(hydroxymethyl)-5,9-dimethyl-14-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate)

PDB for NP0271741 (methyl (1r,2r,3s,4s,5r,9s,10s,13s,14r)-2,3-dihydroxy-14-(hydroxymethyl)-5,9-dimethyl-14-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate)

3D PDB for NP0271741 (methyl (1r,2r,3s,4s,5r,9s,10s,13s,14r)-2,3-dihydroxy-14-(hydroxymethyl)-5,9-dimethyl-14-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate)

SMILES for NP0271741 (methyl (1r,2r,3s,4s,5r,9s,10s,13s,14r)-2,3-dihydroxy-14-(hydroxymethyl)-5,9-dimethyl-14-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate)

INCHI for NP0271741 (methyl (1r,2r,3s,4s,5r,9s,10s,13s,14r)-2,3-dihydroxy-14-(hydroxymethyl)-5,9-dimethyl-14-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate)

Structure for NP0271741 (methyl (1r,2r,3s,4s,5r,9s,10s,13s,14r)-2,3-dihydroxy-14-(hydroxymethyl)-5,9-dimethyl-14-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate)

3D Structure for NP0271741 (methyl (1r,2r,3s,4s,5r,9s,10s,13s,14r)-2,3-dihydroxy-14-(hydroxymethyl)-5,9-dimethyl-14-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate)