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Showing NP-Card for Gluconapoleiferin (NP0049104)

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Record Information
Version2.0
Created at2022-03-17 21:07:11 UTC
Updated at2022-03-17 21:07:11 UTC
NP-MRD IDNP0049104
Secondary Accession NumbersNone
Natural Product Identification
Common NameGluconapoleiferin
Description Gluconapoleiferin is found in Brassica campestris var. chinensis , Brassica napus var. napobrassica , Brassica pekinensis , Brassica seeds, Sisymbrium altissimum, Sisymbrium austriacum, Sisymbrium irio , Sisymbrium loesilii, Sisymbrium officinale , Sisymbrium orientale and Sisymbrium strictissimum.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0049104 (Gluconapoleiferin)


  Mrv0541 02241216392D          

 25 25  0  0  0  0            999 V2000
    0.2469    2.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2469    1.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9899    1.1135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0719    0.2885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4121   -0.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3295   -1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0719   -1.4434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7323   -1.1135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8969    0.1232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3295   -1.4434    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0726   -1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0726   -0.2066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8149   -2.2684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8149   -1.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4747   -1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2170   -1.4434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2170    0.2059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4747   -0.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8149    0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7323    1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4747    1.4434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2170   -1.8559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1448   -2.2684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4747   -1.5261    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8872   -0.7837    0.0000 O   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  1  0  0  0  0
  4  5  1  0  0  0  0
  4  9  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6 10  1  0  0  0  0
  7  8  1  0  0  0  0
  8 24  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  1  0  0  0  0
 12 19  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 18  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
 22 24  2  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
M  END
Download

3D MOL for NP0049104 (Gluconapoleiferin)

Download
3D SDF for NP0049104 (Gluconapoleiferin)

  Mrv0541 02241216392D          

 25 25  0  0  0  0            999 V2000
    0.2469    2.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2469    1.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9899    1.1135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0719    0.2885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4121   -0.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3295   -1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0719   -1.4434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7323   -1.1135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8969    0.1232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3295   -1.4434    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0726   -1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0726   -0.2066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8149   -2.2684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8149   -1.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4747   -1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2170   -1.4434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2170    0.2059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4747   -0.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8149    0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7323    1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4747    1.4434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2170   -1.8559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1448   -2.2684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4747   -1.5261    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8872   -0.7837    0.0000 O   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  1  0  0  0  0
  4  5  1  0  0  0  0
  4  9  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6 10  1  0  0  0  0
  7  8  1  0  0  0  0
  8 24  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  1  0  0  0  0
 12 19  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 18  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
 22 24  2  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0049104

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC1OC(S\C(CC(O)CC=C)=N\OS(O)(=O)=O)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C12H21NO10S2/c1-2-3-6(15)4-8(13-23-25(19,20)21)24-12-11(18)10(17)9(16)7(5-14)22-12/h2,6-7,9-12,14-18H,1,3-5H2,(H,19,20,21)/b13-8+

> <INCHI_KEY>
ZEGLQSKFSKZGRO-MDWZMJQESA-N

> <FORMULA>
C12H21NO10S2

> <MOLECULAR_WEIGHT>
403.426

> <EXACT_MASS>
403.060687277

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
37.46273893273931

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(E)-(3-hydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}hex-5-en-1-ylidene)amino]oxy}sulfonic acid

> <ALOGPS_LOGP>
-1.74

> <JCHEM_LOGP>
-3.5182120599905846

> <ALOGPS_LOGS>
-1.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.446325009718041

> <JCHEM_PKA_STRONGEST_ACIDIC>
-3.529833489762063

> <JCHEM_PKA_STRONGEST_BASIC>
-0.3754294915516233

> <JCHEM_POLAR_SURFACE_AREA>
186.33999999999997

> <JCHEM_REFRACTIVITY>
85.41459999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.78e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(E)-(3-hydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}hex-5-en-1-ylidene)amino]oxysulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0049104 (Gluconapoleiferin)
Download
PDB for NP0049104 (Gluconapoleiferin)
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       0.461   4.234   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.461   2.694   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.848   2.079   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.001   0.539   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.769  -0.386   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.615  -1.924   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       2.001  -2.694   0.000  0.00  0.00           N+0
HETATM    8  O   UNK     0       3.234  -2.079   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       3.541   0.230   0.000  0.00  0.00           O+0
HETATM   10  S   UNK     0      -0.615  -2.694   0.000  0.00  0.00           S+0
HETATM   11  C   UNK     0      -2.002  -1.924   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -2.002  -0.386   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -3.388  -4.234   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -3.388  -2.694   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.619  -1.924   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -6.005  -2.694   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -6.005   0.384   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -4.619  -0.386   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.388   0.384   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.234   1.924   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -4.619   2.694   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       6.005  -3.464   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       4.004  -4.234   0.000  0.00  0.00           O+0
HETATM   24  S   UNK     0       4.619  -2.849   0.000  0.00  0.00           S+0
HETATM   25  O   UNK     0       5.389  -1.463   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7   24                                                       
CONECT    9    4                                                            
CONECT   10    6   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11   19                                                       
CONECT   13   14                                                            
CONECT   14   11   13   15                                                  
CONECT   15   14   16   18                                                  
CONECT   16   15                                                            
CONECT   17   18                                                            
CONECT   18   15   17   19                                                  
CONECT   19   12   18   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   24                                                            
CONECT   23   24                                                            
CONECT   24    8   22   23   25                                             
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   50    0
END

Download
3D PDB for NP0049104 (Gluconapoleiferin)
Download
SMILES for NP0049104 (Gluconapoleiferin)
OCC1OC(S\C(CC(O)CC=C)=N\OS(O)(=O)=O)C(O)C(O)C1O
Download
INCHI for NP0049104 (Gluconapoleiferin)
InChI=1S/C12H21NO10S2/c1-2-3-6(15)4-8(13-23-25(19,20)21)24-12-11(18)10(17)9(16)7(5-14)22-12/h2,6-7,9-12,14-18H,1,3-5H2,(H,19,20,21)/b13-8+
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View in JSmol
SynonymsNot Available
Chemical FormulaC12H21NO10S2
Average Mass403.4260 Da
Monoisotopic Mass403.06069 Da
IUPAC Name{[(E)-(3-hydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}hex-5-en-1-ylidene)amino]oxy}sulfonic acid
Traditional Name[(E)-(3-hydroxy-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}hex-5-en-1-ylidene)amino]oxysulfonic acid
CAS Registry Number19764-03-5
SMILES
OCC1OC(S\C(CC(O)CC=C)=N\OS(O)(=O)=O)C(O)C(O)C1O
InChI Identifier
InChI=1S/C12H21NO10S2/c1-2-3-6(15)4-8(13-23-25(19,20)21)24-12-11(18)10(17)9(16)7(5-14)22-12/h2,6-7,9-12,14-18H,1,3-5H2,(H,19,20,21)/b13-8+
InChI KeyZEGLQSKFSKZGRO-MDWZMJQESA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Armoracia rusticanaFooDB
Brassica campestris var. chinensisPlant
Brassica junceaFooDB
Brassica napusFooDB
Brassica napus var.napobrassicaPlant
Brassica oleracea var. botrytisFooDB
    • Karen Sones, Robert K. Heaney, G. Roger Fenwick. Glucosinolates in Brassica vegetables. Analysis ...
Brassica oleracea var. italicaFooDB
Brassica rapaFooDB
Brassica rapa var. pekinensisPlant
Brassica rapa var. rapaFooDB
Brassica seedsPlant
Capparis spinosaFooDB
Eruca vesicaria subsp. SativaFooDB
Sisymbrium altissimumPlant
Sisymbrium austriacumPlant
Sisymbrium irioPlant
Sisymbrium loesiliiPlant
Sisymbrium officinalePlant
Sisymbrium orientalePlant
Sisymbrium strictissimumPlant
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
    • 

  • Oxane
    • 

  • Monothioacetal
    • 

  • Organic sulfuric acid or derivatives
    • 

  • Secondary alcohol
    • 

  • Polyol
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Sulfenyl compound
    • 

  • Alcohol
    • 

  • Hydrocarbon derivative
    • 

  • Organosulfur compound
    • 

  • Organonitrogen compound
    • 

  • Organic oxide
    • 

  • Primary alcohol
    • 

  • Organic nitrogen compound
    • 

  • Organopnictogen compound
    • 

  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic 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-1.7ALOGPS
logP-3.5ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)-3.5ChemAxon
pKa (Strongest Basic)-0.38ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area186.34 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity85.41 m³·mol⁻¹ChemAxon
Polarizability37.46 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB017770  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14390045  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available