NP-MRD: Showing NP-Card for 4-Benzoyloxybutyl glucosinolate (NP0054934)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 01:08:03 UTC

Updated at

2022-04-28 01:08:03 UTC

NP-MRD ID

NP0054934

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-Benzoyloxybutyl glucosinolate

Description

N-(Sulfooxy)-5-(benzoyloxy)pentanimidothioic acid S-beta-D-glucopyranosyl ester belongs to the class of organic compounds known as alkylglucosinolates. These are organic compounds containing a glucosinolate moiety that carries an alkyl chain. 4-Benzoyloxybutyl glucosinolate is found in Arabidopsis thaliana. Based on a literature review very few articles have been published on N-(Sulfooxy)-5-(benzoyloxy)pentanimidothioic acid S-beta-D-glucopyranosyl ester.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282203082D          

 32 33  0  0  1  0            999 V2000
    0.0000   -6.6000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    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
    2.8579   -4.1250    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
    4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -7.4250    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
  1  6  1  0  0  0  0
  6  7  1  1  0  0  0
  5  8  1  6  0  0  0
  4  9  1  1  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  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  2  0  0  0  0
 13 16  1  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 24 29  1  0  0  0  0
  2 30  1  1  0  0  0
 30 31  1  0  0  0  0
  1 32  1  6  0  0  0
M  END

     RDKit          3D

 57 58  0  0  0  0  0  0  0  0999 V2000
    5.0476   -0.6154   -1.2308 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6455   -0.0184   -0.3355 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9659    0.5296    0.7229 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5598    0.4595    0.8754 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8253    1.1028   -0.2578 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3466    0.9894   -0.0159 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8451   -0.4102    0.0856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6367   -0.3156    0.3230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1263   -0.8257    1.4018 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4597   -0.7375    1.6163 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1844   -1.2547    3.0688 S   0  0  2  0  0  6  0  0  0  0  0  0
   -4.2210   -0.2359    3.4476 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1680   -1.4003    4.1710 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9336   -2.7358    2.7329 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5783    0.5036   -0.9213 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3381    0.5686   -0.5802 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8429   -0.7289   -0.6250 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1444   -0.8155   -0.2026 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.6050   -2.2465   -0.4340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9138   -2.3568   -0.0148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9843    0.1756   -0.9392 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3395    1.1850   -0.0372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2497    0.7875   -2.1307 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8130   -0.2462   -2.9517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0208    1.4844   -1.5875 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4311    2.6812   -1.0114 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0934    0.1112   -0.3949 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7909    0.7866    0.6124 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1602    0.9361    0.6034 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8538    0.3890   -0.4527 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1671   -0.2879   -1.4645 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8098   -0.4228   -1.4333 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3166    1.0318    1.7983 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2435   -0.5802    1.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0921    0.6744   -1.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0575    2.1899   -0.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7890    1.4912   -0.8308 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1334    1.4943    0.9586 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2912   -1.0372    0.8526 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9445   -0.9237   -0.9106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4394   -3.2248    2.0138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5693    1.0035    0.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1709   -0.6547    0.9032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9538   -2.8960    0.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4856   -2.5215   -1.5040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9800   -1.9739    0.8966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8729   -0.3385   -1.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7216    1.9356   -0.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9398    1.4813   -2.6200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2329   -0.2313   -3.8482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3281    1.7593   -2.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0434    2.8309   -0.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1824    1.1900    1.4100 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6996    1.4568    1.3794 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9117    0.4774   -0.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7045   -0.7214   -2.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2513   -0.9493   -2.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 19  1  0
 19 18  1  0
 18 17  1  0
 17 16  1  0
 16 15  1  0
 15  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  0
  2 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
  8  9  2  0
  9 10  1  0
 11 10  1  6
 11 14  1  0
 11 12  2  0
 11 13  2  0
 16 25  1  0
 25 26  1  0
 25 23  1  0
 23 24  1  0
 23 21  1  0
 21 22  1  0
 21 18  1  0
 32 27  1  0
 20 46  1  0
 19 44  1  0
 19 45  1  0
 18 43  1  1
 16 42  1  1
  7 39  1  0
  7 40  1  0
  6 37  1  0
  6 38  1  0
  5 35  1  0
  5 36  1  0
  4 33  1  0
  4 34  1  0
 28 53  1  0
 29 54  1  0
 30 55  1  0
 31 56  1  0
 32 57  1  0
 14 41  1  0
 25 51  1  6
 26 52  1  0
 23 49  1  6
 24 50  1  0
 21 47  1  6
 22 48  1  0
M  END


  Mrv1652304282203082D          

 32 33  0  0  1  0            999 V2000
    0.0000   -6.6000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    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
    2.8579   -4.1250    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
    4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -7.4250    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
  1  6  1  0  0  0  0
  6  7  1  1  0  0  0
  5  8  1  6  0  0  0
  4  9  1  1  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  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  2  0  0  0  0
 13 16  1  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 24 29  1  0  0  0  0
  2 30  1  1  0  0  0
 30 31  1  0  0  0  0
  1 32  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0054934

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@@H](S\C(CCCCOC(=O)C2=CC=CC=C2)=N/OS(O)(=O)=O)[C@H](O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C18H25NO11S2/c20-10-12-14(21)15(22)16(23)18(29-12)31-13(19-30-32(25,26)27)8-4-5-9-28-17(24)11-6-2-1-3-7-11/h1-3,6-7,12,14-16,18,20-23H,4-5,8-10H2,(H,25,26,27)/b19-13-/t12-,14-,15+,16-,18+/m1/s1

> <INCHI_KEY>
IEVWTBIZULGLHA-VUPCDYMOSA-N

> <FORMULA>
C18H25NO11S2

> <MOLECULAR_WEIGHT>
495.51

> <EXACT_MASS>
495.086902977

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
47.63716244387365

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-0.97

> <JCHEM_LOGP>
-1.4113664434178619

> <ALOGPS_LOGS>
-2.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.447675669770433

> <JCHEM_PKA_STRONGEST_ACIDIC>
-3.575399228338769

> <JCHEM_PKA_STRONGEST_BASIC>
-0.46769496168458125

> <JCHEM_POLAR_SURFACE_AREA>
192.40999999999997

> <JCHEM_REFRACTIVITY>
111.0047

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.98e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       0.000 -12.320   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334 -11.550   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.334 -10.010   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334 -11.550   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.667 -12.320   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       2.667  -9.240   0.000  0.00  0.00           O+0
HETATM    9  S   UNK     0       0.000  -7.700   0.000  0.00  0.00           S+0
HETATM   10  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       1.334  -5.390   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   13  S   UNK     0       0.000  -3.080   0.000  0.00  0.00           S+0
HETATM   14  O   UNK     0       1.540  -3.080   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -1.540  -3.080   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       0.000  -1.540   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       8.002  -7.700   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       9.336  -5.390   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -2.667 -13.860   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       0.000 -13.860   0.000  0.00  0.00           O+0
CONECT    1    2    6   32                                                  
CONECT    2    1    3   30                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    5                                                            
CONECT    9    4   10                                                       
CONECT   10    9   11   17                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15   16                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   13                                                            
CONECT   17   10   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   29                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   24                                                       
CONECT   30    2   31                                                       
CONECT   31   30                                                            
CONECT   32    1                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   66    0
END

View in JSmol

Synonyms

Value	Source
N-(Sulfooxy)-5-(benzoyloxy)pentanimidothioate S-b-D-glucopyranosyl ester	Generator
N-(Sulfooxy)-5-(benzoyloxy)pentanimidothioate S-beta-D-glucopyranosyl ester	Generator
N-(Sulfooxy)-5-(benzoyloxy)pentanimidothioate S-β-D-glucopyranosyl ester	Generator
N-(Sulfooxy)-5-(benzoyloxy)pentanimidothioic acid S-b-D-glucopyranosyl ester	Generator
N-(Sulfooxy)-5-(benzoyloxy)pentanimidothioic acid S-β-D-glucopyranosyl ester	Generator
N-(Sulphooxy)-5-(benzoyloxy)pentanimidothioate S-b-D-glucopyranosyl ester	Generator
N-(Sulphooxy)-5-(benzoyloxy)pentanimidothioate S-beta-D-glucopyranosyl ester	Generator
N-(Sulphooxy)-5-(benzoyloxy)pentanimidothioate S-β-D-glucopyranosyl ester	Generator
N-(Sulphooxy)-5-(benzoyloxy)pentanimidothioic acid S-b-D-glucopyranosyl ester	Generator
N-(Sulphooxy)-5-(benzoyloxy)pentanimidothioic acid S-beta-D-glucopyranosyl ester	Generator
N-(Sulphooxy)-5-(benzoyloxy)pentanimidothioic acid S-β-D-glucopyranosyl ester	Generator

Chemical Formula

C₁₈H₂₅NO₁₁S₂

Average Mass

495.5100 Da

Monoisotopic Mass

495.08690 Da

IUPAC Name

{[(Z)-{5-[(Z)-benzoyloxy]-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}pentylidene}amino]oxy}sulfonic acid

Traditional Name

[(Z)-{5-[(Z)-benzoyloxy]-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}pentylidene}amino]oxysulfonic acid

CAS Registry Number

Not Available

SMILES

OC[C@H]1O[C@@H](S\C(CCCCOC(=O)C2=CC=CC=C2)=N/OS(O)(=O)=O)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C18H25NO11S2/c20-10-12-14(21)15(22)16(23)18(29-12)31-13(19-30-32(25,26)27)8-4-5-9-28-17(24)11-6-2-1-3-7-11/h1-3,6-7,12,14-16,18,20-23H,4-5,8-10H2,(H,25,26,27)/b19-13-/t12-,14-,15+,16-,18+/m1/s1

InChI Key

IEVWTBIZULGLHA-VUPCDYMOSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Arabidopsis thaliana	Plant	KNApSAcK

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
Benzoate ester
Benzoic acid or derivatives
Benzoyl
Monocyclic benzene moiety
Oxane
Benzenoid
Organic sulfuric acid or derivatives
Monothioacetal
Secondary alcohol
Carboxylic acid ester
Sulfenyl compound
Polyol
Organoheterocyclic compound
Carboxylic acid derivative
Oxacycle
Alcohol
Organonitrogen compound
Organosulfur compound
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
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	-0.97	ALOGPS
logP	-1.4	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	-3.6	ChemAxon
pKa (Strongest Basic)	-0.47	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	12	ChemAxon
Refractivity	111 m³·mol⁻¹	ChemAxon
Polarizability	47.64 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

101141729

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 4-Benzoyloxybutyl glucosinolate (NP0054934)

MOL for NP0054934 (4-Benzoyloxybutyl glucosinolate)

3D MOL for NP0054934 (4-Benzoyloxybutyl glucosinolate)

3D SDF for NP0054934 (4-Benzoyloxybutyl glucosinolate)

3D-SDF for NP0054934 (4-Benzoyloxybutyl glucosinolate)

PDB for NP0054934 (4-Benzoyloxybutyl glucosinolate)

3D PDB for NP0054934 (4-Benzoyloxybutyl glucosinolate)

SMILES for NP0054934 (4-Benzoyloxybutyl glucosinolate)

INCHI for NP0054934 (4-Benzoyloxybutyl glucosinolate)

Structure for NP0054934 (4-Benzoyloxybutyl glucosinolate)

3D Structure for NP0054934 (4-Benzoyloxybutyl glucosinolate)