NP-MRD: Showing NP-Card for {[1-(benzoyloxy)butan-2-yl]imino}({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl})methoxysulfonic acid (NP0326365)

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Record Information

Version

2.0

Created at

2022-09-12 07:51:08 UTC

Updated at

2022-09-12 07:51:08 UTC

NP-MRD ID

NP0326365

Secondary Accession Numbers

None

Natural Product Identification

Common Name

{[1-(benzoyloxy)butan-2-yl]imino}({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl})methoxysulfonic acid

Description

({[1-(Benzoyloxy)butan-2-yl]imino}({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl})methoxy)sulfonic acid belongs to the class of organic compounds known as thioglycosides. {[1-(benzoyloxy)butan-2-yl]imino}({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl})methoxysulfonic acid is found in Sisymbrium austriacum. These are glycoside in which a sugar group is bonded through one carbon to another group via a S-glycosidic bond ({[1-(benzoyloxy)butan-2-yl]imino}({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl})methoxy)sulfonic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004231515452D          

 32 33  0  0  0  0            999 V2000
   -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
    0.7145   -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
    2.1434   -2.0625    0.0000 O   0  0  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
    3.5724   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 O   0  0  0  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
    1.1270   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    0.4125    0.0000 O   0  0  0  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
   -2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  0  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
  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  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 14  3  1  4  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  2  0  0  0  0
 17 19  2  0  0  0  0
 17 20  1  0  0  0  0
 15 21  1  0  0  0  0
 21 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
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 22 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END

     RDKit          3D

 57 58  0  0  0  0  0  0  0  0999 V2000
    2.3978   -0.6828   -1.2473 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6709    0.5693   -0.8254 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4829    0.7721    0.6072 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6503    0.9301    1.4756 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7813    0.1783    1.2602 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7720    0.3077    0.3244 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7166    1.2571   -0.4893 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9047   -0.6215    0.2296 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8832   -0.4574   -0.7263 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9670   -1.3362   -0.8265 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0671   -2.4014    0.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0943   -2.5765    1.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0340   -1.6916    1.0903 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4827    1.7622    0.9942 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7863    1.5352    0.9589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6183    2.5724    1.3567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0510    4.1815    1.2881 S   0  0  0  0  0  6  0  0  0  0  0  0
    0.0928    4.3257    0.3228 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5470    4.5864    2.6419 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2609    5.2391    0.8064 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3430   -0.0508    0.4162 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1255   -0.2182    0.4220 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4244   -1.5217   -0.0293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7389   -1.8613    0.2808 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0899   -3.1011   -0.5279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9679   -2.8258   -1.8886 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6311   -0.7057   -0.0466 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.9078   -1.1188   -0.4253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9871    0.1431   -1.1017 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8135    1.1777   -1.5319 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7318    0.7690   -0.5288 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9687    1.9676    0.1002 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6611   -1.2915   -1.8723 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2398   -0.5164   -1.9370 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6192   -1.3741   -0.4002 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6855    0.5694   -1.3925 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2083    1.4324   -1.3325 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9365   -0.2228    0.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9299    2.0634    1.4833 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3085    0.7626    2.5731 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7836    0.3860   -1.4067 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7216   -1.1839   -1.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9121   -3.0705   -0.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2067   -3.4185    1.6833 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2609   -1.8247    1.8489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0248    5.7578    0.0029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5533   -0.1520    1.4525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7614   -2.1020    1.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0892   -3.4508   -0.2581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2956   -3.8585   -0.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8634   -2.7184   -2.3174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7277   -0.0828    0.8724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4418   -1.2434    0.4109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7238   -0.4966   -1.9632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6861    1.3714   -2.4914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0088    0.9186   -1.3751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3025    2.6419   -0.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  3 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 20  1  0
 17 18  2  0
 17 19  2  0
 15 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 13  8  1  0
 31 22  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  0
  2 37  1  0
  3 38  1  1
  4 39  1  0
  4 40  1  0
  9 41  1  0
 10 42  1  0
 11 43  1  0
 12 44  1  0
 13 45  1  0
 20 46  1  0
 22 47  1  1
 24 48  1  1
 25 49  1  0
 25 50  1  0
 26 51  1  0
 27 52  1  1
 28 53  1  0
 29 54  1  6
 30 55  1  0
 31 56  1  6
 32 57  1  0
M  END


  Mrv1533004231515452D          

 32 33  0  0  0  0            999 V2000
   -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
    0.7145   -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
    2.1434   -2.0625    0.0000 O   0  0  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
    3.5724   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 O   0  0  0  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
    1.1270   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    0.4125    0.0000 O   0  0  0  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
   -2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  0  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
  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  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 14  3  1  4  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  2  0  0  0  0
 17 19  2  0  0  0  0
 17 20  1  0  0  0  0
 15 21  1  0  0  0  0
 21 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
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 22 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0326365

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(COC(=O)C1=CC=CC=C1)N=C(OS(O)(=O)=O)SC1OC(CO)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C18H25NO11S2/c1-2-11(9-28-16(24)10-6-4-3-5-7-10)19-18(30-32(25,26)27)31-17-15(23)14(22)13(21)12(8-20)29-17/h3-7,11-15,17,20-23H,2,8-9H2,1H3,(H,25,26,27)

> <INCHI_KEY>
LMJXQCDDKGVESI-UHFFFAOYSA-N

> <FORMULA>
C18H25NO11S2

> <MOLECULAR_WEIGHT>
495.51

> <EXACT_MASS>
495.086902977

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
46.02609804536423

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
({[1-(benzoyloxy)butan-2-yl]imino}({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl})methoxy)sulfonic acid

> <ALOGPS_LOGP>
-0.86

> <JCHEM_LOGP>
-0.6816212435957071

> <ALOGPS_LOGS>
-2.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.433466177641538

> <JCHEM_PKA_STRONGEST_ACIDIC>
-3.288367210971262

> <JCHEM_PKA_STRONGEST_BASIC>
0.11893640915711745

> <JCHEM_POLAR_SURFACE_AREA>
192.40999999999997

> <JCHEM_REFRACTIVITY>
110.7556

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.72e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{[1-(benzoyloxy)butan-2-yl]imino}({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl})methoxysulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  C   UNK     0      -1.334  -3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       4.001  -3.850   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       6.668  -3.850   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       5.335  -6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -8.470   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -8.470   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       1.334  -2.310   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       0.000  -1.540   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.000  -0.000   0.000  0.00  0.00           O+0
HETATM   17  S   UNK     0       1.334   0.770   0.000  0.00  0.00           S+0
HETATM   18  O   UNK     0       0.564   2.104   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       2.104  -0.564   0.000  0.00  0.00           O+0
HETATM   21  S   UNK     0      -1.334  -2.310   0.000  0.00  0.00           S+0
HETATM   22  C   UNK     0      -2.667  -1.540   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -5.335  -1.540   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -6.668  -3.850   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -6.668   0.770   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -4.001   0.770   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -1.334   0.770   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   14                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14    3   15                                                       
CONECT   15   14   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19   20                                             
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   17                                                            
CONECT   21   15   22                                                       
CONECT   22   21   23   31                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   27                                                  
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   24   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   22   32                                                  
CONECT   32   31                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   66    0
END

View in JSmol

Synonyms

Value	Source
({[1-(benzoyloxy)butan-2-yl]imino}({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl})methoxy)sulfonate	Generator
({[1-(benzoyloxy)butan-2-yl]imino}({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulphanyl})methoxy)sulphonate	Generator
({[1-(benzoyloxy)butan-2-yl]imino}({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulphanyl})methoxy)sulphonic acid	Generator

Chemical Formula

C₁₈H₂₅NO₁₁S₂

Average Mass

495.5100 Da

Monoisotopic Mass

495.08690 Da

IUPAC Name

({[1-(benzoyloxy)butan-2-yl]imino}({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl})methoxy)sulfonic acid

Traditional Name

{[1-(benzoyloxy)butan-2-yl]imino}({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl})methoxysulfonic acid

CAS Registry Number

Not Available

SMILES

CCC(COC(=O)C1=CC=CC=C1)N=C(OS(O)(=O)=O)SC1OC(CO)C(O)C(O)C1O

InChI Identifier

InChI=1S/C18H25NO11S2/c1-2-11(9-28-16(24)10-6-4-3-5-7-10)19-18(30-32(25,26)27)31-17-15(23)14(22)13(21)12(8-20)29-17/h3-7,11-15,17,20-23H,2,8-9H2,1H3,(H,25,26,27)

InChI Key

LMJXQCDDKGVESI-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
Sisymbrium austriacum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as thioglycosides. These are glycoside in which a sugar group is bonded through one carbon to another group via a S-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Thioglycosides

Alternative Parents

Substituents

Hexose monosaccharide
S-glycosyl compound
Benzoate ester
Benzoic acid or derivatives
Benzoyl
Monocyclic benzene moiety
Monosaccharide
Oxane
Sulfuric acid monoester
Sulfuric acid ester
Benzenoid
Organic sulfuric acid or derivatives
Monothioacetal
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Polyol
Propargyl-type 1,3-dipolar organic compound
Sulfenyl compound
Carboximidic acid derivative
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic nitrogen compound
Hydrocarbon derivative
Organonitrogen compound
Organosulfur compound
Organopnictogen compound
Organic oxide
Alcohol
Primary alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic 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	-0.86	ALOGPS
logP	-0.68	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	-3.3	ChemAxon
pKa (Strongest Basic)	0.12	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	192.41 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	110.76 m³·mol⁻¹	ChemAxon
Polarizability	46.03 Å³	ChemAxon
Number of Rings	2	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

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for {[1-(benzoyloxy)butan-2-yl]imino}({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl})methoxysulfonic acid (NP0326365)

MOL for NP0326365 ({[1-(benzoyloxy)butan-2-yl]imino}({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl})methoxysulfonic acid)

3D MOL for NP0326365 ({[1-(benzoyloxy)butan-2-yl]imino}({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl})methoxysulfonic acid)

3D SDF for NP0326365 ({[1-(benzoyloxy)butan-2-yl]imino}({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl})methoxysulfonic acid)

3D-SDF for NP0326365 ({[1-(benzoyloxy)butan-2-yl]imino}({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl})methoxysulfonic acid)

PDB for NP0326365 ({[1-(benzoyloxy)butan-2-yl]imino}({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl})methoxysulfonic acid)

3D PDB for NP0326365 ({[1-(benzoyloxy)butan-2-yl]imino}({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl})methoxysulfonic acid)

SMILES for NP0326365 ({[1-(benzoyloxy)butan-2-yl]imino}({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl})methoxysulfonic acid)

INCHI for NP0326365 ({[1-(benzoyloxy)butan-2-yl]imino}({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl})methoxysulfonic acid)

Structure for NP0326365 ({[1-(benzoyloxy)butan-2-yl]imino}({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl})methoxysulfonic acid)

3D Structure for NP0326365 ({[1-(benzoyloxy)butan-2-yl]imino}({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl})methoxysulfonic acid)