NP-MRD: Showing NP-Card for (2s,3r,4s,5s,6r)-6-({[(2r,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl (1s,4s,5r,6s,9s,10r,13r)-6-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate (NP0178312)

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Record Information

Version

2.0

Created at

2022-09-03 16:16:56 UTC

Updated at

2022-09-03 16:16:56 UTC

NP-MRD ID

NP0178312

Secondary Accession Numbers

None

Natural Product Identification

Common Name

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

Description

Cussoracoside F belongs to the class of organic compounds known as steviol glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically linked to a steviol (a diterpenoid based on a 13-Hydroxykaur-16-en-18-oic acid) moiety. Based on a literature review very few articles have been published on Cussoracoside F.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032218162D          

 43 48  0  0  1  0            999 V2000
    0.0435   -0.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8566   -0.1407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4794    0.4660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2893    0.0832    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5946    0.8699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4039    1.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9582    0.4175    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7095   -0.3691    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4700   -1.1586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2663   -0.9778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0719   -0.7999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3206   -0.0133    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1262    0.1646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7638    0.5954    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3527    1.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6141    1.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2418    1.9420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8366    1.6827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6869    2.4940    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9095    2.7700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7598    3.5813    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9823    3.8574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8326    4.6687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0552    4.9447    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3749    4.4779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2792    4.9807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0032    5.7582    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8053    5.9514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1051    6.5760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5490    7.0788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8215    5.7359    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3242    6.3900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3875    4.1166    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2378    4.9279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1650    3.8406    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7928    4.3759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3147    3.0293    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0921    2.7533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8883   -0.5708    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6431   -1.4156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7976   -1.5743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2377   -0.9152    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8140   -0.4494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  1  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 19 18  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  6  0  0  0
 22 23  1  0  0  0  0
 24 23  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  6  0  0  0
 29 30  1  0  0  0  0
 27 31  1  0  0  0  0
 24 31  1  0  0  0  0
 31 32  1  1  0  0  0
 21 33  1  0  0  0  0
 33 34  1  1  0  0  0
 33 35  1  0  0  0  0
 35 36  1  6  0  0  0
 35 37  1  0  0  0  0
 19 37  1  0  0  0  0
 37 38  1  1  0  0  0
  8 39  1  0  0  0  0
  4 39  1  0  0  0  0
 39 40  1  6  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
  2 42  1  0  0  0  0
 42 43  1  6  0  0  0
  4 43  1  6  0  0  0
M  END

     RDKit          3D

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   -6.5143    0.4454    1.5352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0674    0.6870    1.4632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6851    0.6941   -0.0054 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8041    1.8821   -0.2152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0512    1.7601   -1.5474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1648    0.5508   -1.3505 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0395   -0.6559   -1.3859 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5048   -0.9750   -2.8082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0926   -1.8098   -1.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0247   -1.9770   -2.0321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3425   -0.7592   -2.5002 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -1.3978    1.1741   -3.6252 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.0877    0.0572    0.7838 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4464    1.7570    2.2415 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4335    2.1840    3.1185 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6442    2.0008    3.7098 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.5492   -0.1984    1.9274 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.8638    2.1251   -3.8218 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7059    2.9369   -0.5861 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.5621   -3.5139   -0.7127 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9353   -2.2773   -0.6214 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2091    3.6836    0.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8515   -1.1711    0.5072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5890   -1.1650   -2.0139 H   0  0  0  0  0  0  0  0  0  0  0  0
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 35 80  1  1
 36 81  1  0
 37 82  1  1
 38 83  1  0
M  END


  Mrv1652309032218162D          

 43 48  0  0  1  0            999 V2000
    0.0435   -0.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5946    0.8699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9582    0.4175    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7095   -0.3691    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4700   -1.1586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2663   -0.9778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0719   -0.7999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3206   -0.0133    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1262    0.1646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7638    0.5954    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3527    1.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6141    1.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2418    1.9420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8366    1.6827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6869    2.4940    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9095    2.7700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7598    3.5813    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9823    3.8574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8326    4.6687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0552    4.9447    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3749    4.4779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2792    4.9807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0032    5.7582    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8053    5.9514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1051    6.5760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5490    7.0788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8215    5.7359    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3242    6.3900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3875    4.1166    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2378    4.9279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1650    3.8406    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7928    4.3759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3147    3.0293    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0921    2.7533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8883   -0.5708    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6431   -1.4156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7976   -1.5743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2377   -0.9152    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8140   -0.4494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  1  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 19 18  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  6  0  0  0
 22 23  1  0  0  0  0
 24 23  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  6  0  0  0
 29 30  1  0  0  0  0
 27 31  1  0  0  0  0
 24 31  1  0  0  0  0
 31 32  1  1  0  0  0
 21 33  1  0  0  0  0
 33 34  1  1  0  0  0
 33 35  1  0  0  0  0
 35 36  1  6  0  0  0
 35 37  1  0  0  0  0
 19 37  1  0  0  0  0
 37 38  1  1  0  0  0
  8 39  1  0  0  0  0
  4 39  1  0  0  0  0
 39 40  1  6  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
  2 42  1  0  0  0  0
 42 43  1  6  0  0  0
  4 43  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0178312

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@]12CC[C@H](O)[C@@](C)([C@H]1CC[C@@]13C[C@@H](CC[C@@H]21)C(=C)C3)C(=O)O[C@@H]1O[C@H](CO[C@@H]2OC[C@](O)(CO)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C31H48O12/c1-15-10-30-9-6-18-28(2,19(30)5-4-16(15)11-30)8-7-20(33)29(18,3)27(38)43-25-23(36)22(35)21(34)17(42-25)12-40-26-24(37)31(39,13-32)14-41-26/h16-26,32-37,39H,1,4-14H2,2-3H3/t16-,17-,18+,19+,20+,21-,22+,23-,24+,25+,26-,28-,29-,30-,31-/m1/s1

> <INCHI_KEY>
YGCUCGLQSJKAIF-JHCBPQDYSA-N

> <FORMULA>
C31H48O12

> <MOLECULAR_WEIGHT>
612.713

> <EXACT_MASS>
612.314576986

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
91

> <JCHEM_AVERAGE_POLARIZABILITY>
64.05820945352329

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4S,5S,6R)-6-({[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl (1S,4S,5R,6S,9S,10R,13R)-6-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane-5-carboxylate

> <JCHEM_LOGP>
0.032452544000001804

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.306902407814448

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.699701108108298

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0377611515229956

> <JCHEM_POLAR_SURFACE_AREA>
195.6

> <JCHEM_REFRACTIVITY>
147.9805

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4S,5S,6R)-6-({[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl (1S,4S,5R,6S,9S,10R,13R)-6-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane-5-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0       0.081  -0.001   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.599  -0.263   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.761   0.870   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.273   0.155   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.843   1.624   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.354   1.935   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.389   0.779   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.924  -0.689   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.477  -2.163   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.964  -1.825   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.468  -1.493   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.932  -0.025   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      11.436   0.307   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       8.892   1.111   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.992   2.190   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.613   2.626   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       9.785   3.625   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       7.162   3.141   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       6.882   4.656   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       5.431   5.171   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       5.152   6.685   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.700   7.200   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       3.421   8.715   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       1.970   9.230   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       0.700   8.359   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -0.521   9.297   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.006  10.749   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -1.503  11.109   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       0.196  12.275   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -1.025  13.214   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       1.533  10.707   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       2.472  11.928   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       6.323   7.684   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       6.044   9.199   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       7.775   7.169   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       8.946   8.168   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       8.054   5.655   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       9.505   5.140   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       5.392  -1.066   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       4.934  -2.642   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       3.356  -2.939   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       2.310  -1.708   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       3.386  -0.839   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   42                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   39   43                                             
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   14                                                  
CONECT    8    7    9   10   39                                             
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12    7   15   16                                             
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   37                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   33                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   31                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29   31                                             
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29                                                            
CONECT   31   27   24   32                                                  
CONECT   32   31                                                            
CONECT   33   21   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   19   38                                                  
CONECT   38   37                                                            
CONECT   39    8    4   40                                                  
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41    2   43                                                  
CONECT   43   42    4                                                       
MASTER        0    0    0    0    0    0    0    0   43    0   96    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₁H₄₈O₁₂

Average Mass

612.7130 Da

Monoisotopic Mass

612.31458 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@@]12CC[C@H](O)[C@@](C)([C@H]1CC[C@@]13C[C@@H](CC[C@@H]21)C(=C)C3)C(=O)O[C@@H]1O[C@H](CO[C@@H]2OC[C@](O)(CO)[C@H]2O)[C@@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C31H48O12/c1-15-10-30-9-6-18-28(2,19(30)5-4-16(15)11-30)8-7-20(33)29(18,3)27(38)43-25-23(36)22(35)21(34)17(42-25)12-40-26-24(37)31(39,13-32)14-41-26/h16-26,32-37,39H,1,4-14H2,2-3H3/t16-,17-,18+,19+,20+,21-,22+,23-,24+,25+,26-,28-,29-,30-,31-/m1/s1

InChI Key

YGCUCGLQSJKAIF-JHCBPQDYSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steviol glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically linked to a steviol (a diterpenoid based on a 13-Hydroxykaur-16-en-18-oic acid) moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Steviol glycosides

Alternative Parents

Substituents

Steviol glycoside
Kaurane diterpenoid
Diterpenoid
Steroid
O-glycosyl compound
Glycosyl compound
Disaccharide
Beta-hydroxy acid
Oxane
Hydroxy acid
Tetrahydrofuran
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
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

C00032871

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

102303560

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,3r,4s,5s,6r)-6-({[(2r,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl (1s,4s,5r,6s,9s,10r,13r)-6-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate (NP0178312)

MOL for NP0178312 ((2s,3r,4s,5s,6r)-6-({[(2r,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl (1s,4s,5r,6s,9s,10r,13r)-6-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate)

3D MOL for NP0178312 ((2s,3r,4s,5s,6r)-6-({[(2r,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl (1s,4s,5r,6s,9s,10r,13r)-6-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate)

3D SDF for NP0178312 ((2s,3r,4s,5s,6r)-6-({[(2r,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl (1s,4s,5r,6s,9s,10r,13r)-6-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate)

3D-SDF for NP0178312 ((2s,3r,4s,5s,6r)-6-({[(2r,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl (1s,4s,5r,6s,9s,10r,13r)-6-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate)

PDB for NP0178312 ((2s,3r,4s,5s,6r)-6-({[(2r,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl (1s,4s,5r,6s,9s,10r,13r)-6-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate)

3D PDB for NP0178312 ((2s,3r,4s,5s,6r)-6-({[(2r,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl (1s,4s,5r,6s,9s,10r,13r)-6-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate)

SMILES for NP0178312 ((2s,3r,4s,5s,6r)-6-({[(2r,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl (1s,4s,5r,6s,9s,10r,13r)-6-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate)

INCHI for NP0178312 ((2s,3r,4s,5s,6r)-6-({[(2r,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl (1s,4s,5r,6s,9s,10r,13r)-6-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate)

Structure for NP0178312 ((2s,3r,4s,5s,6r)-6-({[(2r,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl (1s,4s,5r,6s,9s,10r,13r)-6-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate)

3D Structure for NP0178312 ((2s,3r,4s,5s,6r)-6-({[(2r,3r,4r)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl (1s,4s,5r,6s,9s,10r,13r)-6-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate)