NP-MRD: Showing NP-Card for [(z)-[(4e)-5-methanesulfinyl-1-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}pent-4-en-1-ylidene]amino]oxysulfonic acid (NP0278317)

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Record Information

Version

2.0

Created at

2022-09-09 03:17:37 UTC

Updated at

2022-09-09 03:17:37 UTC

NP-MRD ID

NP0278317

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(z)-[(4e)-5-methanesulfinyl-1-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}pent-4-en-1-ylidene]amino]oxysulfonic acid

Description

Glucoraphenin belongs to the class of organic compounds known as alkylglucosinolates. These are organic compounds containing a glucosinolate moiety that carries an alkyl chain. [(z)-[(4e)-5-methanesulfinyl-1-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}pent-4-en-1-ylidene]amino]oxysulfonic acid is found in Brassica aucheri, Brassica oleracea and Raphanus sativus. [(z)-[(4e)-5-methanesulfinyl-1-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}pent-4-en-1-ylidene]amino]oxysulfonic acid was first documented in 2020 (PMID: 32480264). Based on a literature review a small amount of articles have been published on Glucoraphenin (PMID: 36099817) (PMID: 35686604) (PMID: 35112855) (PMID: 33929187).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092205172D          

 26 26  0  0  1  0            999 V2000
   -4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 S   0  3  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    2.5855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414    4.0145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  2  0  0  0  0
 11 14  1  0  0  0  0
  8 15  1  0  0  0  0
 16 15  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 16 25  1  0  0  0  0
 25 26  1  1  0  0  0
M  CHG  2   2   1   3  -1
M  END

     RDKit          3D

 47 47  0  0  0  0  0  0  0  0999 V2000
   -4.6889   -3.0461    0.8088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0632   -2.3818    1.1754 S   0  0  0  0  0  3  0  0  0  0  0  0
   -1.9750   -3.6545    1.0488 O   0  0  0  0  0  1  0  0  0  0  0  0
   -2.6706   -1.1174    0.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8364   -1.4220   -0.9590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3749   -0.5396   -2.0182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7870    0.8630   -2.0440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4451    1.6935   -0.8783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4447    2.4552   -0.4197 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2369    3.2640    0.6573 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6358    4.8411    0.4938 S   0  0  0  0  0  6  0  0  0  0  0  0
   -0.4741    4.8022   -0.4451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1544    5.3001    1.8395 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8024    5.9151   -0.0286 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0668    1.8518   -0.0333 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.3967    0.7553   -0.4317 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1240   -0.5241    0.0131 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2235   -1.3752   -0.0246 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7311   -2.7565    0.3567 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8287   -3.6392    0.3257 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2675   -0.9786    1.0054 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5313   -0.8408    0.4138 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8449    0.4001    1.5073 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5846    0.2968    2.1209 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6682    1.2536    0.2720 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7657    1.1983   -0.5788 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8348   -4.0244    1.3023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4754   -2.3099    1.0887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7090   -3.2240   -0.2816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0686   -0.1356    0.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4187   -2.4589   -1.0130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2884   -0.6361   -2.1729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7738   -1.0589   -2.9881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2120    1.3509   -2.9044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8481    1.0244   -2.3720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3468    6.7781   -0.1941 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6016    0.6635   -1.5248 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6611   -1.4687   -1.0385 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3855   -2.7639    1.4321 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9583   -3.1351   -0.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5400   -3.2770   -0.2551 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2874   -1.6806    1.8592 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0095   -0.1353    0.8907 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5765    0.8269    2.1992 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4600   -0.5771    2.5516 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5624    2.2969    0.6093 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4896    1.3309   -1.5030 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  6
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 14  1  0
 11 12  2  0
 11 13  2  0
 25 16  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
 16 37  1  6
 18 38  1  6
 19 39  1  0
 19 40  1  0
 20 41  1  0
 21 42  1  1
 22 43  1  0
 23 44  1  1
 24 45  1  0
 25 46  1  1
 26 47  1  0
 14 36  1  0
M  CHG  2   2   1   3  -1
M  END


  Mrv1652309092205172D          

 26 26  0  0  1  0            999 V2000
   -4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    2.0625    0.0000 S   0  3  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    2.5855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414    4.0145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  2  0  0  0  0
 11 14  1  0  0  0  0
  8 15  1  0  0  0  0
 16 15  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 16 25  1  0  0  0  0
 25 26  1  1  0  0  0
M  CHG  2   2   1   3  -1
M  END
> <DATABASE_ID>
NP0278317

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[S+]([O-])\C=C\CC\C(S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)=N\OS(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H21NO10S3/c1-25(18)5-3-2-4-8(13-23-26(19,20)21)24-12-11(17)10(16)9(15)7(6-14)22-12/h3,5,7,9-12,14-17H,2,4,6H2,1H3,(H,19,20,21)/b5-3+,13-8-/t7-,9-,10+,11-,12+,25?/m1/s1

> <INCHI_KEY>
ZFLXCZJBYSPSKU-MUXZQFKVSA-N

> <FORMULA>
C12H21NO10S3

> <MOLECULAR_WEIGHT>
435.48

> <EXACT_MASS>
435.032759402

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
40.00856488063622

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(Z)-[(4E)-5-methanesulfinyl-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}pent-4-en-1-ylidene]amino]oxy}sulfonic acid

> <JCHEM_LOGP>
-4.6082258192998555

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.447642408638867

> <JCHEM_PKA_STRONGEST_ACIDIC>
-3.6951153032040827

> <JCHEM_PKA_STRONGEST_BASIC>
-0.4804535273087417

> <JCHEM_POLAR_SURFACE_AREA>
183.17999999999998

> <JCHEM_REFRACTIVITY>
93.74990000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
[(Z)-[(4E)-5-methanesulfinyl-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}pent-4-en-1-ylidene]amino]oxysulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0      -8.002   4.620   0.000  0.00  0.00           C+0
HETATM    2  S   UNK     0      -6.668   3.850   0.000  0.00  0.00           S+1
HETATM    3  O   UNK     0      -6.668   2.310   0.000  0.00  0.00           O-1
HETATM    4  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       0.000   6.160   0.000  0.00  0.00           N+0
HETATM   10  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM   11  S   UNK     0       2.667   6.160   0.000  0.00  0.00           S+0
HETATM   12  O   UNK     0       1.897   4.826   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       3.437   7.494   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       4.001   5.390   0.000  0.00  0.00           O+0
HETATM   15  S   UNK     0       1.334   3.850   0.000  0.00  0.00           S+0
HETATM   16  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       5.335  -0.000   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   15                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13   14                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   11                                                            
CONECT   15    8   16                                                       
CONECT   16   15   17   25                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   18   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   16   26                                                  
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   52    0
END

View in JSmol

Synonyms

Value	Source
4-Methylsulfinyl-3-butenyl GL	MeSH
4-Methylsulfinyl-3-butenyl glucosinolate	MeSH

Chemical Formula

C₁₂H₂₁NO₁₀S₃

Average Mass

435.4800 Da

Monoisotopic Mass

435.03276 Da

IUPAC Name

{[(Z)-[(4E)-5-methanesulfinyl-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}pent-4-en-1-ylidene]amino]oxy}sulfonic acid

Traditional Name

[(Z)-[(4E)-5-methanesulfinyl-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}pent-4-en-1-ylidene]amino]oxysulfonic acid

CAS Registry Number

Not Available

SMILES

C[S+]([O-])\C=C\CC\C(S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)=N\OS(O)(=O)=O

InChI Identifier

InChI=1S/C12H21NO10S3/c1-25(18)5-3-2-4-8(13-23-26(19,20)21)24-12-11(17)10(16)9(15)7(6-14)22-12/h3,5,7,9-12,14-17H,2,4,6H2,1H3,(H,19,20,21)/b5-3+,13-8-/t7-,9-,10+,11-,12+,25?/m1/s1

InChI Key

ZFLXCZJBYSPSKU-MUXZQFKVSA-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
Brassica aucheri	LOTUS Database	35616633
Brassica oleracea	LOTUS Database	35616633
Raphanus sativus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkylglucosinolates. These are organic compounds containing a glucosinolate moiety that carries an alkyl chain.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Alkylglucosinolates

Alternative Parents

Substituents

Alkylglucosinolate
Glycosyl compound
S-glycosyl compound
Oxane
Monothioacetal
Organic sulfuric acid or derivatives
Secondary alcohol
Sulfoxide
Oxacycle
Polyol
Organoheterocyclic compound
Sulfenyl compound
Sulfinyl compound
Alcohol
Organosulfur compound
Organonitrogen compound
Primary alcohol
Organic nitrogen compound
Organic oxide
Hydrocarbon derivative
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	-4.6	ChemAxon
pKa (Strongest Acidic)	-3.7	ChemAxon
pKa (Strongest Basic)	-0.48	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	183.18 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	93.75 m³·mol⁻¹	ChemAxon
Polarizability	40.01 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00001481

Chemspider ID

29273174

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

20843335

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Demir K, Sarikamis G, Cakirer Seyrek G: Effect of LED lights on the growth, nutritional quality and glucosinolate content of broccoli, cabbage and radish microgreens. Food Chem. 2023 Feb 1;401:134088. doi: 10.1016/j.foodchem.2022.134088. Epub 2022 Sep 6. [PubMed:36099817 ]
Oh MJ, Lee HHL, Lee HB, Do MH, Park M, Lee CH, Park HY: A water soluble extract of radish greens ameliorates high fat diet-induced obesity in mice and inhibits adipogenesis in preadipocytes. Food Funct. 2022 Jul 18;13(14):7494-7506. doi: 10.1039/d1fo04152e. [PubMed:35686604 ]
Wang L, Jiang H, Qiu Y, Dong Y, Hamouda HI, Balah MA, Mao X: Biochemical Characterization of a Novel Myrosinase Rmyr from Rahnella inusitata for High-Level Preparation of Sulforaphene and Sulforaphane. J Agric Food Chem. 2022 Feb 23;70(7):2303-2311. doi: 10.1021/acs.jafc.1c07646. Epub 2022 Feb 3. [PubMed:35112855 ]
Wang L, Jiang H, Liang X, Zhou W, Qiu Y, Xue C, Sun J, Mao X: Preparation of Sulforaphene from Radish Seed Extracts with Recombinant Food-Grade Yarrowia lipolytica Harboring High Myrosinase Activity. J Agric Food Chem. 2021 May 12;69(18):5363-5371. doi: 10.1021/acs.jafc.1c01400. Epub 2021 Apr 30. [PubMed:33929187 ]
Kim SY, Seo HY, Ha JH: A colorimetric sensor array for the discrimination of glucosinolates. Food Chem. 2020 Oct 30;328:127149. doi: 10.1016/j.foodchem.2020.127149. Epub 2020 May 26. [PubMed:32480264 ]
LOTUS database [Link]

Showing NP-Card for [(z)-[(4e)-5-methanesulfinyl-1-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}pent-4-en-1-ylidene]amino]oxysulfonic acid (NP0278317)

MOL for NP0278317 ([(z)-[(4e)-5-methanesulfinyl-1-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}pent-4-en-1-ylidene]amino]oxysulfonic acid)

3D MOL for NP0278317 ([(z)-[(4e)-5-methanesulfinyl-1-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}pent-4-en-1-ylidene]amino]oxysulfonic acid)

3D SDF for NP0278317 ([(z)-[(4e)-5-methanesulfinyl-1-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}pent-4-en-1-ylidene]amino]oxysulfonic acid)

3D-SDF for NP0278317 ([(z)-[(4e)-5-methanesulfinyl-1-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}pent-4-en-1-ylidene]amino]oxysulfonic acid)

PDB for NP0278317 ([(z)-[(4e)-5-methanesulfinyl-1-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}pent-4-en-1-ylidene]amino]oxysulfonic acid)

3D PDB for NP0278317 ([(z)-[(4e)-5-methanesulfinyl-1-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}pent-4-en-1-ylidene]amino]oxysulfonic acid)

SMILES for NP0278317 ([(z)-[(4e)-5-methanesulfinyl-1-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}pent-4-en-1-ylidene]amino]oxysulfonic acid)

INCHI for NP0278317 ([(z)-[(4e)-5-methanesulfinyl-1-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}pent-4-en-1-ylidene]amino]oxysulfonic acid)

Structure for NP0278317 ([(z)-[(4e)-5-methanesulfinyl-1-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}pent-4-en-1-ylidene]amino]oxysulfonic acid)

3D Structure for NP0278317 ([(z)-[(4e)-5-methanesulfinyl-1-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}pent-4-en-1-ylidene]amino]oxysulfonic acid)