NP-MRD: Showing NP-Card for {[2-(4-hydroxy-1h-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxysulfonic acid (NP0273003)

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Record Information

Version

2.0

Created at

2022-09-08 19:53:02 UTC

Updated at

2022-09-08 19:53:02 UTC

NP-MRD ID

NP0273003

Secondary Accession Numbers

None

Natural Product Identification

Common Name

{[2-(4-hydroxy-1h-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxysulfonic acid

Description

({[2-(4-Hydroxy-1H-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxy)sulfonic acid belongs to the class of organic compounds known as alkylglucosinolates. {[2-(4-hydroxy-1h-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxysulfonic acid is found in Brassica napus and Isatis tinctoria. These are organic compounds containing a glucosinolate moiety that carries an alkyl chain ({[2-(4-hydroxy-1H-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxy)sulfonic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171513012D          

 30 32  0  0  0  0            999 V2000
   -3.7031   -2.3945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8961   -2.2230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3441   -2.8361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5371   -2.6646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9851   -3.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -3.1062    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -2.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4752   -1.7084    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2203   -0.9238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7723   -0.3107    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1592    0.2413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3854   -0.8628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3243    0.3024    0.0000 O   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
    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
    2.6378   -2.3479    0.0000 O   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
   -1.2400   -4.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6880   -4.6754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0470   -4.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3020   -5.0184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5990   -3.6207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4060   -3.7923    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  4  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  2  0  0  0  0
 10 13  1  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  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
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 15 24  1  0  0  0  0
 18 24  1  0  0  0  0
  5 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
  3 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END

     RDKit          3D

 50 52  0  0  0  0  0  0  0  0999 V2000
   -2.0622    5.6043    0.3352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3730    4.2199    0.8068 S   0  0  0  0  0  6  0  0  0  0  0  0
   -3.8610    3.9998    0.5987 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0789    4.1054    2.4355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4988    3.0617   -0.1005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5270    1.7433    0.1889 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6226    0.8750   -0.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8581   -0.5307    0.3603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2020   -0.7212    0.9170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5378   -0.8418    2.2404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8819   -0.9974    2.3504 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4063   -0.9774    1.1100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7185   -1.0958    0.6721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0123   -1.0443   -0.6726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9738   -0.8732   -1.5610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6737   -0.7542   -1.1562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6013   -0.5814   -2.0190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3792   -0.8069    0.2130 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9060    1.3092   -0.8391 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.9692   -0.1534   -1.0627 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4122   -0.6846    0.1227 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6175   -0.1614    0.5583 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8836   -0.7597    1.9254 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0752   -0.3073    2.4759 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7452   -0.3925   -0.3995 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6674   -1.3231    0.0462 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1873   -0.8885   -1.7266 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7085   -2.1766   -1.5026 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0507    0.0764   -2.0823 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5765   -0.1975   -3.3618 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2203    4.4745    2.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6535   -1.1772   -0.5341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0521   -0.7702    1.1156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9054   -0.8267    3.1140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4403   -1.1139    3.2232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5044   -1.2279    1.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0396   -1.1374   -1.0260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2056   -0.8323   -2.6363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7159   -0.5334   -3.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2888   -0.9338   -1.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5434    0.9502    0.7314 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0632   -0.4049    2.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8211   -1.8626    1.9137 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4370    0.3951    1.8788 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3179    0.5409   -0.6295 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5784   -1.1730   -0.2921 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500   -0.8934   -2.5162 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8612   -2.3557   -1.9739 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4456    1.0943   -2.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8992   -0.9383   -3.3082 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 23  1  0
 23 22  1  0
 22 21  1  0
 21 20  1  0
 20 19  1  0
 19  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  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
 20 29  1  0
 29 30  1  0
 29 27  1  0
 27 28  1  0
 27 25  1  0
 25 26  1  0
 25 22  1  0
 18  9  1  0
 18 12  1  0
 24 44  1  0
 23 42  1  0
 23 43  1  0
 22 41  1  1
 20 40  1  6
  8 32  1  0
  8 33  1  0
 10 34  1  0
 11 35  1  0
 13 36  1  0
 14 37  1  0
 15 38  1  0
 17 39  1  0
  4 31  1  0
 29 49  1  6
 30 50  1  0
 27 47  1  6
 28 48  1  0
 25 45  1  6
 26 46  1  0
M  END


  Mrv1533004171513012D          

 30 32  0  0  0  0            999 V2000
   -3.7031   -2.3945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8961   -2.2230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3441   -2.8361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5371   -2.6646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9851   -3.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -3.1062    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -2.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4752   -1.7084    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2203   -0.9238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7723   -0.3107    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1592    0.2413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3854   -0.8628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3243    0.3024    0.0000 O   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
    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
    2.6378   -2.3479    0.0000 O   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
   -1.2400   -4.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6880   -4.6754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0470   -4.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3020   -5.0184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5990   -3.6207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4060   -3.7923    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  4  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  2  0  0  0  0
 10 13  1  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  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
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 15 24  1  0  0  0  0
 18 24  1  0  0  0  0
  5 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
  3 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0273003

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC1OC(SC(CC2=CNC3=CC=CC(O)=C23)=NOS(O)(=O)=O)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C16H20N2O10S2/c19-6-10-13(21)14(22)15(23)16(27-10)29-11(18-28-30(24,25)26)4-7-5-17-8-2-1-3-9(20)12(7)8/h1-3,5,10,13-17,19-23H,4,6H2,(H,24,25,26)

> <INCHI_KEY>
CSMYCLLHRFFFLG-UHFFFAOYSA-N

> <FORMULA>
C16H20N2O10S2

> <MOLECULAR_WEIGHT>
464.46

> <EXACT_MASS>
464.0559372

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
43.01093311794628

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
({[2-(4-hydroxy-1H-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxy)sulfonic acid

> <ALOGPS_LOGP>
-1.11

> <JCHEM_LOGP>
-2.3994878487219613

> <ALOGPS_LOGS>
-2.25

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.184919657332546

> <JCHEM_PKA_STRONGEST_ACIDIC>
-3.542434906956843

> <JCHEM_PKA_STRONGEST_BASIC>
-0.41453758603586655

> <JCHEM_POLAR_SURFACE_AREA>
202.12999999999997

> <JCHEM_REFRACTIVITY>
103.2144

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.61e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{[2-(4-hydroxy-1H-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxysulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  O   UNK     0      -6.912  -4.470   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -5.406  -4.150   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.376  -5.294   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -2.869  -4.974   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.839  -6.118   0.000  0.00  0.00           C+0
HETATM    6  S   UNK     0      -0.333  -5.798   0.000  0.00  0.00           S+0
HETATM    7  C   UNK     0       0.143  -4.334   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      -0.887  -3.189   0.000  0.00  0.00           N+0
HETATM    9  O   UNK     0      -0.411  -1.724   0.000  0.00  0.00           O+0
HETATM   10  S   UNK     0      -1.442  -0.580   0.000  0.00  0.00           S+0
HETATM   11  O   UNK     0      -0.297   0.450   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -2.586  -1.610   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -2.472   0.564   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       4.924  -4.383   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.315  -7.583   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -1.284  -8.727   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -3.821  -7.903   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -4.297  -9.368   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -4.852  -6.759   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -6.358  -7.079   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   29                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   25                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   14                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   10                                                            
CONECT   14    7   15                                                       
CONECT   15   14   16   24                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   24                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   15   18                                                  
CONECT   25    5   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27    3   30                                                  
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

View in JSmol

Synonyms

Value	Source
({[2-(4-hydroxy-1H-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxy)sulfonate	Generator
({[2-(4-hydroxy-1H-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulphanyl}ethylidene]amino}oxy)sulphonate	Generator
({[2-(4-hydroxy-1H-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulphanyl}ethylidene]amino}oxy)sulphonic acid	Generator

Chemical Formula

C₁₆H₂₀N₂O₁₀S₂

Average Mass

464.4600 Da

Monoisotopic Mass

464.05594 Da

IUPAC Name

({[2-(4-hydroxy-1H-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxy)sulfonic acid

Traditional Name

{[2-(4-hydroxy-1H-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxysulfonic acid

CAS Registry Number

Not Available

SMILES

OCC1OC(SC(CC2=CNC3=CC=CC(O)=C23)=NOS(O)(=O)=O)C(O)C(O)C1O

InChI Identifier

InChI=1S/C16H20N2O10S2/c19-6-10-13(21)14(22)15(23)16(27-10)29-11(18-28-30(24,25)26)4-7-5-17-8-2-1-3-9(20)12(7)8/h1-3,5,10,13-17,19-23H,4,6H2,(H,24,25,26)

InChI Key

CSMYCLLHRFFFLG-UHFFFAOYSA-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 napus	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
Hydroxyindole
Indole
Indole or derivatives
1-hydroxy-4-unsubstituted benzenoid
Phenol
1-hydroxy-2-unsubstituted benzenoid
Oxane
Benzenoid
Substituted pyrrole
Pyrrole
Heteroaromatic compound
Organic sulfuric acid or derivatives
Monothioacetal
Secondary alcohol
Oxacycle
Azacycle
Organoheterocyclic compound
Sulfenyl compound
Polyol
Organonitrogen compound
Alcohol
Organosulfur compound
Organic nitrogen compound
Organic oxide
Hydrocarbon derivative
Primary 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	-1.1	ALOGPS
logP	-2.4	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	-3.5	ChemAxon
pKa (Strongest Basic)	-0.41	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	202.13 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	103.21 m³·mol⁻¹	ChemAxon
Polarizability	43.01 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

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

4479916

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for {[2-(4-hydroxy-1h-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxysulfonic acid (NP0273003)

MOL for NP0273003 ({[2-(4-hydroxy-1h-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxysulfonic acid)

3D MOL for NP0273003 ({[2-(4-hydroxy-1h-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxysulfonic acid)

3D SDF for NP0273003 ({[2-(4-hydroxy-1h-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxysulfonic acid)

3D-SDF for NP0273003 ({[2-(4-hydroxy-1h-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxysulfonic acid)

PDB for NP0273003 ({[2-(4-hydroxy-1h-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxysulfonic acid)

3D PDB for NP0273003 ({[2-(4-hydroxy-1h-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxysulfonic acid)

SMILES for NP0273003 ({[2-(4-hydroxy-1h-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxysulfonic acid)

INCHI for NP0273003 ({[2-(4-hydroxy-1h-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxysulfonic acid)

Structure for NP0273003 ({[2-(4-hydroxy-1h-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxysulfonic acid)

3D Structure for NP0273003 ({[2-(4-hydroxy-1h-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino}oxysulfonic acid)