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Showing NP-Card for 1-Acetyl-3-indolylmethyl glucosinolate (NP0050199)

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Record Information
Version1.0
Created at2022-04-27 20:45:34 UTC
Updated at2022-04-27 20:45:34 UTC
NP-MRD IDNP0050199
Secondary Accession NumbersNone
Natural Product Identification
Common Name1-Acetyl-3-indolylmethyl glucosinolate
Description 1-Acetyl-3-indolylmethyl glucosinolate is found in Tovaria pendula.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0050199 (1-Acetyl-3-indolylmethyl glucosinolate)


  Mrv1652304272222452D          

 32 34  0  0  1  0            999 V2000
    3.3523    1.9354    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    0.6979    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
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -0.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2428   -0.3707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7948   -0.9838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6018   -0.8123    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.4088   -0.6407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7733   -1.6192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4303   -0.0053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809   -1.3268    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.7329   -1.9399    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4780   -2.7246    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0300   -3.3376    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8370   -3.1661    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0919   -2.3815    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5399   -1.7684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8989   -2.2100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4509   -2.8231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3890   -3.7792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7751   -4.1223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6710   -2.8961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    2.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768    3.1465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358    3.5881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  2  0  0  0  0
 14 17  1  0  0  0  0
 11 18  1  0  0  0  0
 19 18  1  6  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  1  0  0  0  0
 23 24  1  0  0  0  0
 19 24  1  0  0  0  0
 23 25  1  6  0  0  0
 25 26  1  0  0  0  0
 22 27  1  1  0  0  0
 21 28  1  6  0  0  0
 20 29  1  6  0  0  0
  7 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
M  END
Download

3D MOL for NP0050199 (1-Acetyl-3-indolylmethyl glucosinolate)

Download
3D SDF for NP0050199 (1-Acetyl-3-indolylmethyl glucosinolate)

  Mrv1652304272222452D          

 32 34  0  0  1  0            999 V2000
    3.3523    1.9354    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    0.6979    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
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -0.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2428   -0.3707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7948   -0.9838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6018   -0.8123    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.4088   -0.6407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7733   -1.6192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4303   -0.0053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809   -1.3268    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.7329   -1.9399    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4780   -2.7246    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0300   -3.3376    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8370   -3.1661    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0919   -2.3815    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5399   -1.7684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8989   -2.2100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4509   -2.8231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3890   -3.7792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7751   -4.1223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6710   -2.8961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    2.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768    3.1465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358    3.5881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  2  0  0  0  0
 14 17  1  0  0  0  0
 11 18  1  0  0  0  0
 19 18  1  6  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  1  0  0  0  0
 23 24  1  0  0  0  0
 19 24  1  0  0  0  0
 23 25  1  6  0  0  0
 25 26  1  0  0  0  0
 22 27  1  1  0  0  0
 21 28  1  6  0  0  0
 20 29  1  6  0  0  0
  7 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0050199

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)N1C=C(C\C(S[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)=N\OS(O)(=O)=O)C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C18H22N2O10S2/c1-9(22)20-7-10(11-4-2-3-5-12(11)20)6-14(19-30-32(26,27)28)31-18-17(25)16(24)15(23)13(8-21)29-18/h2-5,7,13,15-18,21,23-25H,6,8H2,1H3,(H,26,27,28)/b19-14-/t13-,15-,16+,17+,18+/m1/s1

> <INCHI_KEY>
CVTSZCFPPCGEKZ-YAFJKBLCSA-N

> <FORMULA>
C18H22N2O10S2

> <MOLECULAR_WEIGHT>
490.5

> <EXACT_MASS>
490.071587264

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
44.75503493994971

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-0.71

> <JCHEM_LOGP>
-2.785445767503643

> <ALOGPS_LOGS>
-2.42

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.447138861271366

> <JCHEM_PKA_STRONGEST_ACIDIC>
-3.773433846242507

> <JCHEM_PKA_STRONGEST_BASIC>
-0.38707324953878286

> <JCHEM_POLAR_SURFACE_AREA>
188.10999999999999

> <JCHEM_REFRACTIVITY>
110.50379999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.88e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0050199 (1-Acetyl-3-indolylmethyl glucosinolate)
Download
PDB for NP0050199 (1-Acetyl-3-indolylmethyl glucosinolate)
HEADER    PROTEIN                                 27-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-APR-22         0                                  
HETATM    1  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       2.126   4.089   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.650   0.132   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.680  -1.012   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       4.187  -0.692   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0       5.217  -1.836   0.000  0.00  0.00           O+0
HETATM   14  S   UNK     0       6.723  -1.516   0.000  0.00  0.00           S+0
HETATM   15  O   UNK     0       8.230  -1.196   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       7.044  -3.023   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       6.403  -0.010   0.000  0.00  0.00           O+0
HETATM   18  S   UNK     0       2.204  -2.477   0.000  0.00  0.00           S+0
HETATM   19  C   UNK     0       3.235  -3.621   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.759  -5.086   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.789  -6.230   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.296  -5.910   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.772  -4.445   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       4.741  -3.301   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       7.278  -4.125   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       8.308  -5.270   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       6.326  -7.055   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       3.313  -7.695   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       1.253  -5.406   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       1.650   5.553   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       0.143   5.874   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       2.680   6.698   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8   30                                                  
CONECT    8    7    9                                                       
CONECT    9    8    4   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   18                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14                                                            
CONECT   18   11   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21   29                                                  
CONECT   21   20   22   28                                                  
CONECT   22   21   23   27                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23   19                                                       
CONECT   25   23   26                                                       
CONECT   26   25                                                            
CONECT   27   22                                                            
CONECT   28   21                                                            
CONECT   29   20                                                            
CONECT   30    7   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

Download
3D PDB for NP0050199 (1-Acetyl-3-indolylmethyl glucosinolate)
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SMILES for NP0050199 (1-Acetyl-3-indolylmethyl glucosinolate)
CC(=O)N1C=C(C\C(S[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)=N\OS(O)(=O)=O)C2=CC=CC=C12
Download
INCHI for NP0050199 (1-Acetyl-3-indolylmethyl glucosinolate)
InChI=1S/C18H22N2O10S2/c1-9(22)20-7-10(11-4-2-3-5-12(11)20)6-14(19-30-32(26,27)28)31-18-17(25)16(24)15(23)13(8-21)29-18/h2-5,7,13,15-18,21,23-25H,6,8H2,1H3,(H,26,27,28)/b19-14-/t13-,15-,16+,17+,18+/m1/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC18H22N2O10S2
Average Mass490.5000 Da
Monoisotopic Mass490.07159 Da
IUPAC Name{[(Z)-[2-(1-acetyl-1H-indol-3-yl)-1-{[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino]oxy}sulfonic acid
Traditional Name[(Z)-[2-(1-acetylindol-3-yl)-1-{[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino]oxysulfonic acid
CAS Registry NumberNot Available
SMILES
CC(=O)N1C=C(C\C(S[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)=N\OS(O)(=O)=O)C2=CC=CC=C12
InChI Identifier
InChI=1S/C18H22N2O10S2/c1-9(22)20-7-10(11-4-2-3-5-12(11)20)6-14(19-30-32(26,27)28)31-18-17(25)16(24)15(23)13(8-21)29-18/h2-5,7,13,15-18,21,23-25H,6,8H2,1H3,(H,26,27,28)/b19-14-/t13-,15-,16+,17+,18+/m1/s1
InChI KeyCVTSZCFPPCGEKZ-YAFJKBLCSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Tovaria pendulaPlant
Chemical Taxonomy
ClassificationNot classified
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-0.71ALOGPS
logP-2.8ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)-3.8ChemAxon
pKa (Strongest Basic)-0.39ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area188.11 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity110.5 m³·mol⁻¹ChemAxon
Polarizability44.76 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
External LinksNot Available
References
General ReferencesNot Available