NP-MRD: Showing NP-Card for 3-[(2e)-2-[(sulfooxy)imino]-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethyl]indole-1-sulfonic acid (NP0289624)

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Record Information

Version

2.0

Created at

2022-09-09 19:54:19 UTC

Updated at

2022-09-09 19:54:19 UTC

NP-MRD ID

NP0289624

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-[(2e)-2-[(sulfooxy)imino]-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethyl]indole-1-sulfonic acid

Description

Sulfoglucobrassicin belongs to the class of organic compounds known as alkylglucosinolates. These are organic compounds containing a glucosinolate moiety that carries an alkyl chain. 3-[(2e)-2-[(sulfooxy)imino]-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethyl]indole-1-sulfonic acid is found in Dimorphocarpa wislizeni and Isatis tinctoria. Based on a literature review very few articles have been published on sulfoglucobrassicin.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092221542D          

 33 35  0  0  0  0            999 V2000
   -0.1360   -5.2885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -4.5039    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6657   -4.2489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9036   -4.7588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -3.7192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809   -3.5477    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -2.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.7541    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.6288    1.5387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992    0.4992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6684    1.0091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2428   -2.5916    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.7948   -3.2047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6018   -3.0331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1538   -3.6462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9608   -3.4747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2157   -2.6901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8989   -4.4309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4509   -5.0439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0919   -4.6024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8370   -5.3870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5399   -3.9893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7329   -4.1608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  2  0  0  0  0
 12 15  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
  9 21  1  0  0  0  0
 16 21  1  0  0  0  0
  7 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 23 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END

     RDKit          3D

 53 55  0  0  0  0  0  0  0  0999 V2000
    1.5239    2.2838   -3.1936 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2244    2.1799   -1.8844 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.6709    1.8715   -2.1519 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1837    3.6891   -1.1298 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5951    0.9733   -0.8882 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2797    0.8974   -0.5295 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1424    0.7242    0.6610 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8237    0.6059    1.7746 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2258    0.5169    1.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2053    1.5010    1.4268 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3700    1.0021    0.9830 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8422    1.8690    0.8599 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.9100    1.2606    1.7355 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6582    3.2885    1.3552 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4102    1.9690   -0.7053 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2141   -0.2888    0.6449 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0902   -1.2393    0.1425 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6249   -2.5171   -0.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3082   -2.8632    0.1228 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4594   -1.8934    0.6237 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8871   -0.6060    0.8912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8612    0.6261    1.1307 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0094    0.7252   -0.2338 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2947    0.7162    0.3416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1768   -0.1370   -0.2517 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5135    0.0562    0.4810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4532   -0.7847   -0.0762 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7794   -1.5879   -0.1811 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8321   -2.0583    1.1295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3708   -1.7124   -0.6719 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4903   -2.1535    0.2912 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8962   -0.4019   -1.2314 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6052   -0.5522   -1.6562 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5483    4.2727   -1.5819 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5168   -0.1866    2.5015 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6883    1.5587    2.3730 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0623    2.5045    1.7574 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3947    2.0451   -0.7545 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1223   -0.9619   -0.0400 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2871   -3.2923   -0.5089 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9800   -3.8712   -0.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4195   -2.1186    0.8238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9398    1.6709   -0.8151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3408    0.1548   -1.2979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8739    1.1059    0.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4147   -0.0731    1.5592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2344   -0.9465   -1.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5068   -2.1644   -0.7773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7910   -1.3222    1.7963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3689   -2.4681   -1.4863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9054   -2.3429    1.1648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5092   -0.1379   -2.1171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2165   -1.3869   -1.3517 H   0  0  0  0  0  0  0  0  0  0  0  0
 27 26  1  0
 26 25  1  0
 25 24  1  0
 24 23  1  0
 23 22  1  0
 22  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 11 12  1  0
 12 15  1  0
 12 13  2  0
 12 14  2  0
  7  6  2  0
  6  5  1  0
  5  2  1  0
  2  4  1  0
  2  1  2  0
  2  3  2  0
 23 32  1  0
 32 33  1  0
 32 30  1  0
 30 31  1  0
 30 28  1  0
 28 29  1  0
 28 25  1  0
 21  9  1  0
 21 16  1  0
 27 47  1  0
 26 45  1  0
 26 46  1  0
 25 44  1  6
 23 43  1  6
  8 35  1  0
  8 36  1  0
 10 37  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 15 38  1  0
  4 34  1  0
 32 52  1  6
 33 53  1  0
 30 50  1  6
 31 51  1  0
 28 48  1  6
 29 49  1  0
M  END


  Mrv1652309092221542D          

 33 35  0  0  0  0            999 V2000
   -0.1360   -5.2885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -4.5039    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6657   -4.2489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9036   -4.7588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -3.7192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809   -3.5477    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -2.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.7541    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.6288    1.5387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992    0.4992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6684    1.0091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2428   -2.5916    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.7948   -3.2047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6018   -3.0331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1538   -3.6462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9608   -3.4747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2157   -2.6901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8989   -4.4309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4509   -5.0439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0919   -4.6024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8370   -5.3870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5399   -3.9893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7329   -4.1608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  2  0  0  0  0
 12 15  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
  9 21  1  0  0  0  0
 16 21  1  0  0  0  0
  7 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 23 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0289624

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC1OC(S\C(CC2=CN(C3=CC=CC=C23)S(O)(=O)=O)=N\OS(O)(=O)=O)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C16H20N2O12S3/c19-7-11-13(20)14(21)15(22)16(29-11)31-12(17-30-33(26,27)28)5-8-6-18(32(23,24)25)10-4-2-1-3-9(8)10/h1-4,6,11,13-16,19-22H,5,7H2,(H,23,24,25)(H,26,27,28)/b17-12+

> <INCHI_KEY>
JZFQZINWXSEVSO-SFQUDFHCSA-N

> <FORMULA>
C16H20N2O12S3

> <MOLECULAR_WEIGHT>
528.52

> <EXACT_MASS>
528.017837614

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
46.99614135262544

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[(2E)-2-[(sulfooxy)imino]-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethyl]-1H-indole-1-sulfonic acid

> <JCHEM_LOGP>
-5.309462026572821

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
-2.3552660426083722

> <JCHEM_PKA_STRONGEST_ACIDIC>
-3.725528288059281

> <JCHEM_PKA_STRONGEST_BASIC>
-0.5626208071822155

> <JCHEM_POLAR_SURFACE_AREA>
225.40999999999994

> <JCHEM_REFRACTIVITY>
111.34410000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3-[(2E)-2-[(sulfooxy)imino]-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethyl]indole-1-sulfonic 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  O   UNK     0      -0.254  -9.872   0.000  0.00  0.00           O+0
HETATM    2  S   UNK     0       0.222  -8.407   0.000  0.00  0.00           S+0
HETATM    3  O   UNK     0      -1.243  -7.931   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       1.687  -8.883   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       0.698  -6.943   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0       2.204  -6.622   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       2.680  -5.158   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM   12  S   UNK     0       1.650   1.408   0.000  0.00  0.00           S+0
HETATM   13  O   UNK     0       1.174   2.872   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       0.185   0.932   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       3.114   1.884   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   22  S   UNK     0       4.187  -4.838   0.000  0.00  0.00           S+0
HETATM   23  C   UNK     0       5.217  -5.982   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       6.723  -5.662   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       7.754  -6.806   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.260  -6.486   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       9.736  -5.021   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       7.278  -8.271   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       8.308  -9.415   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       5.772  -8.591   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       5.296 -10.056   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       4.741  -7.447   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       3.235  -7.767   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   22                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   21                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13   14   15                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12                                                            
CONECT   16   11   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20    9   16                                                  
CONECT   22    7   23                                                       
CONECT   23   22   24   32                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   28                                                  
CONECT   26   25   27                                                       
CONECT   27   26                                                            
CONECT   28   25   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   23   33                                                  
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

View in JSmol

Synonyms

Value	Source
Sulphoglucobrassicin	Generator

Chemical Formula

C₁₆H₂₀N₂O₁₂S₃

Average Mass

528.5200 Da

Monoisotopic Mass

528.01784 Da

IUPAC Name

3-[(2E)-2-[(sulfooxy)imino]-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethyl]-1H-indole-1-sulfonic acid

Traditional Name

3-[(2E)-2-[(sulfooxy)imino]-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethyl]indole-1-sulfonic acid

CAS Registry Number

Not Available

SMILES

OCC1OC(S\C(CC2=CN(C3=CC=CC=C23)S(O)(=O)=O)=N\OS(O)(=O)=O)C(O)C(O)C1O

InChI Identifier

InChI=1S/C16H20N2O12S3/c19-7-11-13(20)14(21)15(22)16(29-11)31-12(17-30-33(26,27)28)5-8-6-18(32(23,24)25)10-4-2-1-3-9(8)10/h1-4,6,11,13-16,19-22H,5,7H2,(H,23,24,25)(H,26,27,28)/b17-12+

InChI Key

JZFQZINWXSEVSO-SFQUDFHCSA-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
Dimorphocarpa wislizenii	LOTUS Database	35616633
Isatis tinctoria	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
3-alkylindole
Indole
Indole or derivatives
Oxane
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Monothioacetal
Organic sulfuric acid or derivatives
Pyrrole
Secondary alcohol
Sulfenyl compound
Polyol
Organoheterocyclic compound
Azacycle
Oxacycle
Primary alcohol
Organosulfur compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-5.3	ChemAxon
pKa (Strongest Acidic)	-3.7	ChemAxon
pKa (Strongest Basic)	-0.56	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	225.41 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	111.34 m³·mol⁻¹	ChemAxon
Polarizability	47 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

34552418

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6828857

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-[(2e)-2-[(sulfooxy)imino]-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethyl]indole-1-sulfonic acid (NP0289624)

MOL for NP0289624 (3-[(2e)-2-[(sulfooxy)imino]-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethyl]indole-1-sulfonic acid)

3D MOL for NP0289624 (3-[(2e)-2-[(sulfooxy)imino]-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethyl]indole-1-sulfonic acid)

3D SDF for NP0289624 (3-[(2e)-2-[(sulfooxy)imino]-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethyl]indole-1-sulfonic acid)

3D-SDF for NP0289624 (3-[(2e)-2-[(sulfooxy)imino]-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethyl]indole-1-sulfonic acid)

PDB for NP0289624 (3-[(2e)-2-[(sulfooxy)imino]-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethyl]indole-1-sulfonic acid)

3D PDB for NP0289624 (3-[(2e)-2-[(sulfooxy)imino]-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethyl]indole-1-sulfonic acid)

SMILES for NP0289624 (3-[(2e)-2-[(sulfooxy)imino]-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethyl]indole-1-sulfonic acid)

INCHI for NP0289624 (3-[(2e)-2-[(sulfooxy)imino]-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethyl]indole-1-sulfonic acid)

Structure for NP0289624 (3-[(2e)-2-[(sulfooxy)imino]-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethyl]indole-1-sulfonic acid)

3D Structure for NP0289624 (3-[(2e)-2-[(sulfooxy)imino]-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethyl]indole-1-sulfonic acid)