NP-MRD: Showing NP-Card for 2-Hydroxyethyl glucosinolate (NP0045677)

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Record Information

Version

2.0

Created at

2022-03-17 19:33:50 UTC

Updated at

2022-03-17 19:33:50 UTC

NP-MRD ID

NP0045677

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-Hydroxyethyl glucosinolate

Description

2-Hydroxyethyl glucosinolate is found in Capparis masaikai.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241212142D          

 22 22  0  0  0  0            999 V2000
   -3.4977   -2.1587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2121   -1.7462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9266   -2.1587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6411   -1.7462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4977   -2.9837    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7832   -3.3962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7832   -4.2212    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9587   -4.2200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6082   -4.2212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7832   -5.0462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0687   -2.9837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3543   -3.3962    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6398   -2.9837    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6398   -2.1587    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3542   -1.7462    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0687   -2.1587    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7832   -1.7462    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3543   -0.9212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3543   -4.2212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0747   -3.3962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0747   -1.7462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6398   -4.6337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 17  1  1  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
  1  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  2  0  0  0  0
  7 10  1  0  0  0  0
 11 12  1  0  0  0  0
 11 16  1  0  0  0  0
 12 13  1  0  0  0  0
 14 13  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 15 18  1  6  0  0  0
 12 19  1  1  0  0  0
 13 20  1  6  0  0  0
 14 21  1  1  0  0  0
 19 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045677

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC\C(=N\OS(=O)(=O)O)S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C9H17NO10S2/c11-2-1-5(10-20-22(16,17)18)21-9-8(15)7(14)6(13)4(3-12)19-9/h4,6-9,11-15H,1-3H2,(H,16,17,18)/b10-5-/t4-,6-,7+,8-,9+/m1/s1

> <INCHI_KEY>
RFCSADBEYPEEKD-XLKLPJSCSA-N

> <FORMULA>
C9H17NO10S2

> <MOLECULAR_WEIGHT>
363.362

> <EXACT_MASS>
363.029387149

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
31.417217130411732

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-2.02

> <JCHEM_LOGP>
-4.697231992505085

> <ALOGPS_LOGS>
-0.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.447253214821284

> <JCHEM_PKA_STRONGEST_ACIDIC>
-3.6951044684335246

> <JCHEM_PKA_STRONGEST_BASIC>
-0.5494304238247766

> <JCHEM_POLAR_SURFACE_AREA>
186.34

> <JCHEM_REFRACTIVITY>
71.8267

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.64e+01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

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      -6.529  -4.030   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.863  -3.260   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.196  -4.030   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0     -10.530  -3.260   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0      -6.529  -5.570   0.000  0.00  0.00           N+0
HETATM    6  O   UNK     0      -5.195  -6.340   0.000  0.00  0.00           O+0
HETATM    7  S   UNK     0      -5.195  -7.880   0.000  0.00  0.00           S+0
HETATM    8  O   UNK     0      -3.656  -7.877   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -6.735  -7.880   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -5.195  -9.420   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -3.862  -5.570   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.528  -6.340   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.194  -5.570   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.194  -4.030   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.528  -3.260   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.862  -4.030   0.000  0.00  0.00           C+0
HETATM   17  S   UNK     0      -5.195  -3.260   0.000  0.00  0.00           S+0
HETATM   18  O   UNK     0      -2.528  -1.720   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.528  -7.880   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.139  -6.340   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       0.139  -3.260   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -1.194  -8.650   0.000  0.00  0.00           O+0
CONECT    1   17    2    5                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3                                                            
CONECT    5    1    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    7                                                            
CONECT   11   12   16                                                       
CONECT   12   11   13   19                                                  
CONECT   13   12   14   20                                                  
CONECT   14   13   15   21                                                  
CONECT   15   14   16   18                                                  
CONECT   16   11   15   17                                                  
CONECT   17    1   16                                                       
CONECT   18   15                                                            
CONECT   19   12   22                                                       
CONECT   20   13                                                            
CONECT   21   14                                                            
CONECT   22   19                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

View in JSmol

Synonyms

Value	Source
2-Hydroxyethyl glucosinolic acid	Generator

Chemical Formula

C₉H₁₇NO₁₀S₂

Average Mass

363.3620 Da

Monoisotopic Mass

363.02939 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

OCC\C(=N\OS(=O)(=O)O)S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C9H17NO10S2/c11-2-1-5(10-20-22(16,17)18)21-9-8(15)7(14)6(13)4(3-12)19-9/h4,6-9,11-15H,1-3H2,(H,16,17,18)/b10-5-/t4-,6-,7+,8-,9+/m1/s1

InChI Key

RFCSADBEYPEEKD-XLKLPJSCSA-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
Capparis masaikai	Plant	KNApSAcK
Capparis spinosa	FooDB	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
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 Framework

Aliphatic 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	-2	ALOGPS
logP	-4.7	ChemAxon
logS	-0.89	ALOGPS
pKa (Strongest Acidic)	-3.7	ChemAxon
pKa (Strongest Basic)	-0.55	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	186.34 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	71.83 m³·mol⁻¹	ChemAxon
Polarizability	31.42 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

FDB001626

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

Not Available

Showing NP-Card for 2-Hydroxyethyl glucosinolate (NP0045677)

MOL for NP0045677 (2-Hydroxyethyl glucosinolate)

3D MOL for NP0045677 (2-Hydroxyethyl glucosinolate)

3D SDF for NP0045677 (2-Hydroxyethyl glucosinolate)

3D-SDF for NP0045677 (2-Hydroxyethyl glucosinolate)

PDB for NP0045677 (2-Hydroxyethyl glucosinolate)

3D PDB for NP0045677 (2-Hydroxyethyl glucosinolate)

SMILES for NP0045677 (2-Hydroxyethyl glucosinolate)

INCHI for NP0045677 (2-Hydroxyethyl glucosinolate)

Structure for NP0045677 (2-Hydroxyethyl glucosinolate)

3D Structure for NP0045677 (2-Hydroxyethyl glucosinolate)