NP-MRD: Showing NP-Card for 1-(Hydroxymethyl)propyl glucosynolate (NP0055199)

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Record Information

Version

2.0

Created at

2022-04-28 01:19:41 UTC

Updated at

2022-04-28 01:19:41 UTC

NP-MRD ID

NP0055199

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-(Hydroxymethyl)propyl glucosynolate

Description

1-(Hydroxymethyl)propyl glucosynolate is found in Capsella cordifolia and Thelypodium stenopetalum.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 45 45  0  0  0  0  0  0  0  0999 V2000
   -2.8894   -2.4161   -1.7506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8069   -1.4068   -1.3125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4368   -0.5397   -0.2884 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9106   -1.2882    0.9476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8545   -2.2408    0.6086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7282    0.6596    0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3817    1.8059   -0.0343 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8129    2.9872    0.3276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7664    4.3718    0.5493 S   0  0  1  0  0  6  0  0  0  0  0  0
   -2.7591    4.6929    2.0264 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1679    5.5283   -0.2324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3169    4.0887    0.0048 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1361    0.8366    0.8430 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9059   -0.5795    0.9424 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3950   -1.0312   -0.2962 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1385   -0.0385   -0.9319 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9079   -0.6557   -2.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7788   -1.6430   -1.6499 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1793    0.5509    0.0227 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3753    0.7975   -0.6313 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3355   -0.4604    1.1425 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4498   -0.2035    1.9231 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0471   -0.4255    1.9375 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0023    0.8072    2.5807 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7185   -2.6863   -2.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8990   -1.9895   -1.7003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8082   -3.3367   -1.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9468   -2.0090   -0.9543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5599   -0.8169   -2.2118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4221   -0.1927   -0.7877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4154   -0.5895    1.6590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0476   -1.6895    1.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3653   -2.4834    1.4423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2745    3.3128   -0.6353 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3074   -1.4488    1.3313 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4674    0.7315   -1.3234 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5337    0.1556   -2.5157 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2111   -0.9857   -2.8660 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7161   -1.3269   -1.5608 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7577    1.4934    0.3948 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5415    1.7755   -0.6895 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3856   -1.4914    0.6915 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4665   -0.8937    2.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0494   -1.2032    2.7219 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4729    1.4767    2.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  3  6  1  0
  6 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
  6  7  2  0
  7  8  1  0
  9  8  1  1
  9 12  1  0
  9 10  2  0
  9 11  2  0
 23 14  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  6
  4 31  1  0
  4 32  1  0
  5 33  1  0
 14 35  1  1
 16 36  1  6
 17 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  1
 20 41  1  0
 21 42  1  6
 22 43  1  0
 23 44  1  1
 24 45  1  0
 12 34  1  0
M  END


  Mrv1652304282203192D          

 24 24  0  0  1  0            999 V2000
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -3.1895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -1.7605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  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
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
  5 10  1  1  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
 18 11  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
  4 23  1  1  0  0  0
  3 24  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0055199

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C11H21NO10S2/c1-2-5(3-13)10(12-22-24(18,19)20)23-11-9(17)8(16)7(15)6(4-14)21-11/h5-9,11,13-17H,2-4H2,1H3,(H,18,19,20)/b12-10-/t5-,6+,7-,8+,9+,11+/m0/s1

> <INCHI_KEY>
MHOJGJYNQDZGAQ-FEXSXJBBSA-N

> <FORMULA>
C11H21NO10S2

> <MOLECULAR_WEIGHT>
391.41

> <EXACT_MASS>
391.060688228

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
35.44823564059436

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-1.70

> <JCHEM_LOGP>
-3.808227450948226

> <ALOGPS_LOGS>
-1.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.446485657820077

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.370385182447553

> <JCHEM_PKA_STRONGEST_BASIC>
-1.685210276730822

> <JCHEM_POLAR_SURFACE_AREA>
186.33999999999997

> <JCHEM_REFRACTIVITY>
81.0022

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.89e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(Z)-[(2S)-2-ethyl-3-hydroxy-1-{[(2R,3R,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}propylidene]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  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   10  S   UNK     0       1.334  -2.310   0.000  0.00  0.00           S+0
HETATM   11  C   UNK     0      -0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      -0.000  -4.620   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   14  S   UNK     0       2.667  -4.620   0.000  0.00  0.00           S+0
HETATM   15  O   UNK     0       4.001  -3.850   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       3.437  -5.954   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       1.897  -3.286   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4   24                                                  
CONECT    4    3    5   23                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    2    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    5   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   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   18   22                                                       
CONECT   22   21                                                            
CONECT   23    4                                                            
CONECT   24    3                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   48    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₁H₂₁NO₁₀S₂

Average Mass

391.4100 Da

Monoisotopic Mass

391.06069 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C11H21NO10S2/c1-2-5(3-13)10(12-22-24(18,19)20)23-11-9(17)8(16)7(15)6(4-14)21-11/h5-9,11,13-17H,2-4H2,1H3,(H,18,19,20)/b12-10-/t5-,6+,7-,8+,9+,11+/m0/s1

InChI Key

MHOJGJYNQDZGAQ-FEXSXJBBSA-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
Capsella cordifolia	Plant	KNApSAcK
Thelypodium stenopetalum	Plant	KNApSAcK

Chemical Taxonomy

Classification

Not classified

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	-1.7	ALOGPS
logP	-3.8	ChemAxon
logS	-1	ALOGPS
pKa (Strongest Acidic)	-2.4	ChemAxon
pKa (Strongest Basic)	-1.7	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	8	ChemAxon
Refractivity	81 m³·mol⁻¹	ChemAxon
Polarizability	35.45 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

Not Available

References

General References

Not Available

Showing NP-Card for 1-(Hydroxymethyl)propyl glucosynolate (NP0055199)

MOL for NP0055199 (1-(Hydroxymethyl)propyl glucosynolate)

3D MOL for NP0055199 (1-(Hydroxymethyl)propyl glucosynolate)

3D SDF for NP0055199 (1-(Hydroxymethyl)propyl glucosynolate)

3D-SDF for NP0055199 (1-(Hydroxymethyl)propyl glucosynolate)

PDB for NP0055199 (1-(Hydroxymethyl)propyl glucosynolate)

3D PDB for NP0055199 (1-(Hydroxymethyl)propyl glucosynolate)

SMILES for NP0055199 (1-(Hydroxymethyl)propyl glucosynolate)

INCHI for NP0055199 (1-(Hydroxymethyl)propyl glucosynolate)

Structure for NP0055199 (1-(Hydroxymethyl)propyl glucosynolate)

3D Structure for NP0055199 (1-(Hydroxymethyl)propyl glucosynolate)