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Showing NP-Card for 4-Hydroxyglucobrassicin (NP0049101)

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Record Information
Version2.0
Created at2022-03-17 21:07:08 UTC
Updated at2022-03-17 21:07:09 UTC
NP-MRD IDNP0049101
Secondary Accession NumbersNone
Natural Product Identification
Common Name4-Hydroxyglucobrassicin
Description 4-Hydroxyglucobrassicin is found in Batis maritima, Brassica napus var. napobrassica , Brassica oleracea , Brassica sp, Brassica sp., Brassica sprouts, Conringia orientalis, Diplotaxis erucoides , Isatis djurdjura, Isatis tinctoria , Moricandia arvensis , Raphanus sativus , Schouwia purpurea and Tovaria pendula Ruiz.et Pav..
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0049101 (4-Hydroxyglucobrassicin)


  Mrv0541 02241218122D          

 30 32  0  0  0  0            999 V2000
    2.3005   -0.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7932   -0.9858    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0818   -0.5749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6571    0.0823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3970   -0.2460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4789   -1.0676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7940   -0.1641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0541    0.2460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9715    1.0676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6295    1.5611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3685    1.2321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1499    1.3966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4928    0.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2471    1.2321    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9853    0.7394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9035   -0.0815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5607   -0.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5607   -1.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3005   -1.6430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5468   -2.4646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8897   -3.0400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0680   -2.7936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9035   -1.9719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0826   -1.8075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7252    1.1502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8071    1.9719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3685    2.6291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9577    1.5611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5468    2.3009    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.2178    3.0400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 17  2  0  0  0  0
  2 19  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 13  1  0  0  0  0
  5  6  1  0  0  0  0
  5  8  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 12  1  0  0  0  0
 10 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 25  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 23  2  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 26  1  0  0  0  0
 26 29  1  0  0  0  0
 27 29  2  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
M  END
Download

3D MOL for NP0049101 (4-Hydroxyglucobrassicin)

Download
3D SDF for NP0049101 (4-Hydroxyglucobrassicin)

  Mrv0541 02241218122D          

 30 32  0  0  0  0            999 V2000
    2.3005   -0.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7932   -0.9858    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0818   -0.5749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6571    0.0823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3970   -0.2460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4789   -1.0676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7940   -0.1641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0541    0.2460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9715    1.0676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6295    1.5611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3685    1.2321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1499    1.3966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4928    0.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2471    1.2321    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9853    0.7394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9035   -0.0815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5607   -0.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5607   -1.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3005   -1.6430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5468   -2.4646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8897   -3.0400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0680   -2.7936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9035   -1.9719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0826   -1.8075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7252    1.1502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8071    1.9719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3685    2.6291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9577    1.5611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5468    2.3009    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.2178    3.0400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 17  2  0  0  0  0
  2 19  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 13  1  0  0  0  0
  5  6  1  0  0  0  0
  5  8  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 12  1  0  0  0  0
 10 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 25  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 23  2  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 26  1  0  0  0  0
 26 29  1  0  0  0  0
 27 29  2  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0049101

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC1OC(S\C(CC2=CNC3=CC=CC(O)=C23)=N/OS(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)/b18-11-

> <INCHI_KEY>
CSMYCLLHRFFFLG-WQRHYEAKSA-N

> <FORMULA>
C16H20N2O10S2

> <MOLECULAR_WEIGHT>
464.467

> <EXACT_MASS>
464.05593625

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
42.880843891553724

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(Z)-[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>
9.184919657332543

> <JCHEM_PKA_STRONGEST_ACIDIC>
-3.542434906956843

> <JCHEM_PKA_STRONGEST_BASIC>
-0.41453758603586655

> <JCHEM_POLAR_SURFACE_AREA>
202.13

> <JCHEM_REFRACTIVITY>
103.2144

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.61e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(Z)-[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

$$$$

Download
3D-SDF for NP0049101 (4-Hydroxyglucobrassicin)
Download
PDB for NP0049101 (4-Hydroxyglucobrassicin)
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       4.294  -0.612   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       5.214  -1.840   0.000  0.00  0.00           N+0
HETATM    3  O   UNK     0      -0.153  -1.073   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -1.227   0.154   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.608  -0.459   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -2.761  -1.993   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -5.215  -0.306   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -3.834   0.459   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.680   1.993   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.908   2.914   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -6.288   2.300   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -2.146   2.607   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.920   1.687   0.000  0.00  0.00           C+0
HETATM   14  S   UNK     0       0.461   2.300   0.000  0.00  0.00           S+0
HETATM   15  C   UNK     0       1.839   1.380   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.687  -0.152   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.913  -1.073   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.913  -2.607   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.294  -3.067   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.754  -4.601   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.527  -5.675   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.994  -5.215   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.687  -3.681   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       0.154  -3.374   0.000  0.00  0.00           O+0
HETATM   25  N   UNK     0       3.220   2.147   0.000  0.00  0.00           N+0
HETATM   26  O   UNK     0       3.373   3.681   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       6.288   4.908   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       5.521   2.914   0.000  0.00  0.00           O+0
HETATM   29  S   UNK     0       4.754   4.295   0.000  0.00  0.00           S+0
HETATM   30  O   UNK     0       4.140   5.675   0.000  0.00  0.00           O+0
CONECT    1    2   17                                                       
CONECT    2    1   19                                                       
CONECT    3    4                                                            
CONECT    4    3    5   13                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5                                                            
CONECT    7    8                                                            
CONECT    8    5    7    9                                                  
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    9   13                                                       
CONECT   13    4   12   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   25                                                  
CONECT   16   15   17                                                       
CONECT   17    1   16   18                                                  
CONECT   18   17   19   23                                                  
CONECT   19    2   18   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   18   22   24                                                  
CONECT   24   23                                                            
CONECT   25   15   26                                                       
CONECT   26   25   29                                                       
CONECT   27   29                                                            
CONECT   28   29                                                            
CONECT   29   26   27   28   30                                             
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

Download
3D PDB for NP0049101 (4-Hydroxyglucobrassicin)
Download
SMILES for NP0049101 (4-Hydroxyglucobrassicin)
OCC1OC(S\C(CC2=CNC3=CC=CC(O)=C23)=N/OS(O)(=O)=O)C(O)C(O)C1O
Download
INCHI for NP0049101 (4-Hydroxyglucobrassicin)
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)/b18-11-
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC16H20N2O10S2
Average Mass464.4670 Da
Monoisotopic Mass464.05594 Da
IUPAC Name{[(Z)-[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[(Z)-[2-(4-hydroxy-1H-indol-3-yl)-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}ethylidene]amino]oxysulfonic acid
CAS Registry Number83327-20-2
SMILES
OCC1OC(S\C(CC2=CNC3=CC=CC(O)=C23)=N/OS(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)/b18-11-
InChI KeyCSMYCLLHRFFFLG-WQRHYEAKSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Batis maritimaPlant
Brassica junceaFooDB
Brassica napusFooDB
Brassica napus var.napobrassicaPlant
Brassica oleraceaPlant
Brassica oleracea var. botrytisFooDB
Brassica oleracea var. capitataFooDB
Brassica oleracea var. gemmiferaFooDB
Brassica oleracea var. italicaFooDB
Brassica rapaFooDB
Brassica rapa var. rapaFooDB
Brassica spPlant
Brassica sp.Plant
Brassica sproutsPlant
Capparis spinosaFooDB
Conringia orientalisPlant
Diplotaxis erucoidesPlant
Isatis djurdjuraPlant
Isatis tinctoriaPlant
Moricandia arvensisPlant
Raphanus sativusPlant
Ribes uva-crispaFooDB
Schouwia purpureaPlant
Tovaria pendula Ruiz.et Pav.Plant
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.
KingdomOrganic compounds  
Super ClassOrganic oxygen compounds  
ClassOrganooxygen compounds  
Sub ClassCarbohydrates and carbohydrate conjugates  
Direct ParentAlkylglucosinolates  
Alternative Parents
Substituents
  • Alkylglucosinolate
    • 

  • Glycosyl compound
    • 

  • S-glycosyl compound
    • 

  • Hydroxyindole
    • 

  • 3-alkylindole
    • 

  • Indole
    • 

  • Indole or derivatives
    • 

  • 1-hydroxy-4-unsubstituted benzenoid
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Substituted pyrrole
    • 

  • Benzenoid
    • 

  • Oxane
    • 

  • Monothioacetal
    • 

  • Heteroaromatic compound
    • 

  • Pyrrole
    • 

  • Organic sulfuric acid or derivatives
    • 

  • Secondary alcohol
    • 

  • Oxacycle
    • 

  • Azacycle
    • 

  • Polyol
    • 

  • Organoheterocyclic compound
    • 

  • Sulfenyl compound
    • 

  • Organosulfur compound
    • 

  • Organonitrogen compound
    • 

  • Alcohol
    • 

  • Hydrocarbon derivative
    • 

  • Organic nitrogen compound
    • 

  • Primary alcohol
    • 

  • Organopnictogen compound
    • 

  • Organic oxide
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
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-1.1ALOGPS
logP-2.4ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)-3.5ChemAxon
pKa (Strongest Basic)-0.41ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area202.13 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity103.21 m³·mol⁻¹ChemAxon
Polarizability42.88 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB017766  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6122956  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available