NP-MRD: Showing NP-Card for (4-cyano-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2r,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}cyclopent-2-en-1-yl)oxidanesulfonic acid (NP0195677)

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Record Information

Version

2.0

Created at

2022-09-04 13:35:10 UTC

Updated at

2022-09-04 13:35:10 UTC

NP-MRD ID

NP0195677

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(4-cyano-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2r,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}cyclopent-2-en-1-yl)oxidanesulfonic acid

Description

99694-22-1 Belongs to the class of organic compounds known as cyanogenic glycosides. These are glycosides in which the aglycone moiety contains a cyanide group. (4-cyano-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2r,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}cyclopent-2-en-1-yl)oxidanesulfonic acid is found in Passiflora coccinea. Based on a literature review very few articles have been published on 99694-22-1.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042215352D          

 34 36  0  0  1  0            999 V2000
   -3.8542    8.3621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1091    7.5775    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5571    6.9644    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8120    6.1798    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2600    5.5667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5149    4.7820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9629    4.1690    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1559    4.3405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6039    3.7274    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7969    3.8989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2449    3.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3071    3.8989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8592    4.5120    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9123    2.8009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6574    2.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1676    2.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6525    1.3488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3170    0.5952    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0186   -0.1585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4367    0.9307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0707    0.2596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4226    2.8009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8588    2.9428    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3068    2.3297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6658    2.7712    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9207    1.9866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2178    3.3843    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0248    3.2128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6190    6.0082    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8739    5.2236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1710    6.6213    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9780    6.4498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9161    7.4060    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4681    8.0190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  5  6  1  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  3  0  0  0  0
 11 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  2  0  0  0  0
 18 21  1  0  0  0  0
 16 22  1  0  0  0  0
 11 22  1  0  0  0  0
  9 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
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  7 27  1  0  0  0  0
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  4 29  1  0  0  0  0
 29 30  1  1  0  0  0
 29 31  1  0  0  0  0
 31 32  1  1  0  0  0
 31 33  1  0  0  0  0
  2 33  1  0  0  0  0
 33 34  1  6  0  0  0
M  END

     RDKit          3D

 61 63  0  0  0  0  0  0  0  0999 V2000
   -6.8042    0.0531   -0.9032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5135    0.1158   -0.1447 C   0  0  1  0  0  0  0  0  0  0  0  0
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    2.0877   -0.3912    0.9032 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3466    0.0903    1.0626 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3528    1.5506    1.1143 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3555    2.7101    1.1423 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8556   -0.4018    2.3826 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1510   -0.6228    2.3435 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6492   -0.2930    0.9624 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6137   -1.2089    0.6188 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1023   -0.4736    0.3413 S   0  0  0  0  0  6  0  0  0  0  0  0
    8.5440   -0.7542   -1.0668 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0187    1.0072    0.5674 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2854   -1.0687    1.3705 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3809   -0.4185    0.1120 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2832   -1.4924   -0.9753 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9085   -1.5734   -2.2255 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2078   -1.6988   -1.1218 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8327   -1.4770    0.0980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6880   -0.6017   -2.0770 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1779   -0.7795   -3.2099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2626    0.3151    1.1694 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1171    0.8550    1.7006 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.3910    2.2461    2.0082 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.9595   -0.8523   -0.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2925   -0.2433   -0.8751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8964    1.6411   -2.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2539   -0.5659    3.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7721   -0.9818    3.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0217    0.7373    0.9918 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8129   -0.3721    1.8049 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2220   -1.4485   -0.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4966    0.3094   -0.7168 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7167   -2.3224   -0.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6970   -0.9830   -2.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4499   -2.7027   -1.5239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0956   -2.3360    0.5364 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3727   -0.4780   -3.9761 H   0  0  0  0  0  0  0  0  0  0  0  0
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 29 30  1  0
 29 31  1  0
 31 32  1  0
 31 33  1  0
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 33  2  1  0
 27  7  1  0
 14 11  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  1
  4 39  1  6
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  7 42  1  6
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 22 48  1  0
 22 49  1  0
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 23 50  1  1
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 28 55  1  0
 29 56  1  6
 30 57  1  0
 31 58  1  1
 32 59  1  0
 33 60  1  6
 34 61  1  0
M  END


  Mrv1652309042215352D          

 34 36  0  0  1  0            999 V2000
   -3.8542    8.3621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1091    7.5775    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5571    6.9644    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8120    6.1798    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2600    5.5667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5149    4.7820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9629    4.1690    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1559    4.3405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6039    3.7274    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    1.0707    0.2596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4226    2.8009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8588    2.9428    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -2.6658    2.7712    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9207    1.9866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2178    3.3843    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0248    3.2128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6190    6.0082    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8739    5.2236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1710    6.6213    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9780    6.4498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9161    7.4060    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4681    8.0190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
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  4 29  1  0  0  0  0
 29 30  1  1  0  0  0
 29 31  1  0  0  0  0
 31 32  1  1  0  0  0
 31 33  1  0  0  0  0
  2 33  1  0  0  0  0
 33 34  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0195677

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1O[C@@H](OC[C@H]2O[C@@H](OC3(CC(OS(O)(=O)=O)C=C3)C#N)[C@H](O)[C@@H](O)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C18H27NO14S/c1-7-10(20)12(22)14(24)16(30-7)29-5-9-11(21)13(23)15(25)17(31-9)32-18(6-19)3-2-8(4-18)33-34(26,27)28/h2-3,7-17,20-25H,4-5H2,1H3,(H,26,27,28)/t7-,8?,9-,10-,11-,12+,13+,14+,15-,16-,17+,18?/m1/s1

> <INCHI_KEY>
AFTIHDWVYIIJKS-GGJZXZOSSA-N

> <FORMULA>
C18H27NO14S

> <MOLECULAR_WEIGHT>
513.47

> <EXACT_MASS>
513.115225727

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
46.6115966231406

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4-cyano-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}cyclopent-2-en-1-yl)oxidanesulfonic acid

> <JCHEM_LOGP>
-5.292574337892455

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.916097160707938

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.1356921424093214

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6121823516836606

> <JCHEM_POLAR_SURFACE_AREA>
245.68999999999994

> <JCHEM_REFRACTIVITY>
105.48740000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(4-cyano-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}cyclopent-2-en-1-yl)oxidanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0      -7.194  15.609   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.670  14.145   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -6.640  13.000   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -7.116  11.536   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -6.085  10.391   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -6.561   8.926   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.531   7.782   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -4.024   8.102   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -2.994   6.958   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.488   7.278   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.457   6.134   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.573   7.278   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       1.604   8.422   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      -1.703   5.228   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.227   3.764   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.313   3.764   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.218   2.518   0.000  0.00  0.00           O+0
HETATM   18  S   UNK     0       0.592   1.111   0.000  0.00  0.00           S+0
HETATM   19  O   UNK     0      -0.035  -0.296   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -0.815   1.737   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       1.999   0.485   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       0.789   5.228   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.470   5.493   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -2.439   4.349   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -4.976   5.173   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -5.452   3.708   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -6.007   6.317   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -7.513   5.997   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -8.622  11.215   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -9.098   9.751   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -9.653  12.360   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0     -11.159  12.040   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -9.177  13.824   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0     -10.207  14.969   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   33                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   29                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   27                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   23                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   14   22                                             
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   11   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   22                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20   21                                             
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   18                                                            
CONECT   22   16   11                                                       
CONECT   23    9   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25    7   28                                                  
CONECT   28   27                                                            
CONECT   29    4   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31    2   34                                                  
CONECT   34   33                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₂₇NO₁₄S

Average Mass

513.4700 Da

Monoisotopic Mass

513.11523 Da

IUPAC Name

(4-cyano-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}cyclopent-2-en-1-yl)oxidanesulfonic acid

Traditional Name

(4-cyano-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}cyclopent-2-en-1-yl)oxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

C[C@H]1O[C@@H](OC[C@H]2O[C@@H](OC3(CC(OS(O)(=O)=O)C=C3)C#N)[C@H](O)[C@@H](O)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C18H27NO14S/c1-7-10(20)12(22)14(24)16(30-7)29-5-9-11(21)13(23)15(25)17(31-9)32-18(6-19)3-2-8(4-18)33-34(26,27)28/h2-3,7-17,20-25H,4-5H2,1H3,(H,26,27,28)/t7-,8?,9-,10-,11-,12+,13+,14+,15-,16-,17+,18?/m1/s1

InChI Key

AFTIHDWVYIIJKS-GGJZXZOSSA-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
Passiflora coccinea	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyanogenic glycosides. These are glycosides in which the aglycone moiety contains a cyanide group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Cyanogenic glycosides

Alternative Parents

Substituents

Cyanogenic glycoside
O-glycosyl compound
Disaccharide
Sulfuric acid ester
Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
Oxane
Organic sulfuric acid or derivatives
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Nitrile
Carbonitrile
Acetal
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	-5.3	ChemAxon
pKa (Strongest Acidic)	-2.1	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	245.69 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	105.49 m³·mol⁻¹	ChemAxon
Polarizability	46.61 Å³	ChemAxon
Number of Rings	3	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

163925

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

188631

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (4-cyano-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2r,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}cyclopent-2-en-1-yl)oxidanesulfonic acid (NP0195677)

MOL for NP0195677 ((4-cyano-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2r,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}cyclopent-2-en-1-yl)oxidanesulfonic acid)

3D MOL for NP0195677 ((4-cyano-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2r,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}cyclopent-2-en-1-yl)oxidanesulfonic acid)

3D SDF for NP0195677 ((4-cyano-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2r,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}cyclopent-2-en-1-yl)oxidanesulfonic acid)

3D-SDF for NP0195677 ((4-cyano-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2r,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}cyclopent-2-en-1-yl)oxidanesulfonic acid)

PDB for NP0195677 ((4-cyano-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2r,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}cyclopent-2-en-1-yl)oxidanesulfonic acid)

3D PDB for NP0195677 ((4-cyano-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2r,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}cyclopent-2-en-1-yl)oxidanesulfonic acid)

SMILES for NP0195677 ((4-cyano-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2r,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}cyclopent-2-en-1-yl)oxidanesulfonic acid)

INCHI for NP0195677 ((4-cyano-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2r,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}cyclopent-2-en-1-yl)oxidanesulfonic acid)

Structure for NP0195677 ((4-cyano-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2r,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}cyclopent-2-en-1-yl)oxidanesulfonic acid)

3D Structure for NP0195677 ((4-cyano-4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-({[(2r,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}cyclopent-2-en-1-yl)oxidanesulfonic acid)