NP-MRD: Showing NP-Card for 5-Oxoheptyl glucosinolate (NP0045679)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-03-17 19:33:52 UTC

Updated at

2022-03-17 19:33:52 UTC

NP-MRD ID

NP0045679

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-Oxoheptyl glucosinolate

Description

5-Oxoheptyl glucosinolate is found in Capparis ferruginea, Capparis flexuosa, Capparis ovata and Capparis salicifolia .

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241212162D          

 27 27  0  0  0  0            999 V2000
   -6.9298    0.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2154    0.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5009    0.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7864    0.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0720    0.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3575    0.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6430    0.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9285    0.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5009    1.3014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9285   -0.7906    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3828   -1.8269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4422   -1.8269    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4409   -2.6514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4422   -1.0019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2672   -1.8269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0234   -0.2381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8484   -0.2381    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2609    0.4764    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8484    1.1909    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0234    1.1909    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3891    0.4764    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2141    0.4764    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3891    1.9053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2609   -0.9525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0859    0.4764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2609    1.9054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0859   -0.9525    0.0000 O   0  0  0  0  0  0  0  0  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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  3  9  2  0  0  0  0
  8 22  1  0  0  0  0
  8 10  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 10 15  1  0  0  0  0
 16 17  1  0  0  0  0
 16 21  1  0  0  0  0
 17 18  1  0  0  0  0
 19 18  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  0  0  0
 20 23  1  6  0  0  0
 17 24  1  1  0  0  0
 18 25  1  6  0  0  0
 19 26  1  1  0  0  0
 24 27  1  0  0  0  0
M  END


  Mrv0541 02241212162D          

 27 27  0  0  0  0            999 V2000
   -6.9298    0.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2154    0.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5009    0.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7864    0.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0720    0.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3575    0.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6430    0.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9285    0.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5009    1.3014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9285   -0.7906    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3828   -1.8269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4422   -1.8269    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4409   -2.6514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4422   -1.0019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2672   -1.8269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0234   -0.2381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8484   -0.2381    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2609    0.4764    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8484    1.1909    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0234    1.1909    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3891    0.4764    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2141    0.4764    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3891    1.9053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2609   -0.9525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0859    0.4764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2609    1.9054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0859   -0.9525    0.0000 O   0  0  0  0  0  0  0  0  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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  3  9  2  0  0  0  0
  8 22  1  0  0  0  0
  8 10  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 10 15  1  0  0  0  0
 16 17  1  0  0  0  0
 16 21  1  0  0  0  0
 17 18  1  0  0  0  0
 19 18  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  0  0  0
 20 23  1  6  0  0  0
 17 24  1  1  0  0  0
 18 25  1  6  0  0  0
 19 26  1  1  0  0  0
 24 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045679

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(=O)CCCC\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/C14H27NO10S2/c1-2-8(17)5-3-4-6-10(15-25-27(21,22)23)26-14-13(20)12(19)11(18)9(7-16)24-14/h9,11-14,16,18-23H,2-7H2,1H3/b15-10-/t9-,11-,12+,13-,14+/m1/s1

> <INCHI_KEY>
YXZMCNLNZVNZRV-RFEZBLSLSA-N

> <FORMULA>
C14H27NO10S2

> <MOLECULAR_WEIGHT>
433.495

> <EXACT_MASS>
433.107637469

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
42.250595117321865

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(8Z)-8-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}-8-{[(trihydroxy-λ⁴-sulfanyl)oxy]imino}octan-3-one

> <ALOGPS_LOGP>
-0.61

> <JCHEM_LOGP>
-0.7843992876666662

> <ALOGPS_LOGS>
-2.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.326188347751195

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.446375596330348

> <JCHEM_PKA_STRONGEST_BASIC>
-0.9025939330723151

> <JCHEM_POLAR_SURFACE_AREA>
189.49999999999997

> <JCHEM_REFRACTIVITY>
95.94179999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.34e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(8Z)-8-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}-8-{[(trihydroxy-λ⁴-sulfanyl)oxy]imino}octan-3-one

> <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     -12.936   0.889   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -11.602   0.119   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -10.268   0.889   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.935   0.119   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.601   0.889   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.267   0.119   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.934   0.889   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.600   0.064   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0     -10.268   2.429   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0      -3.600  -1.476   0.000  0.00  0.00           N+0
HETATM   11  O   UNK     0       0.715  -3.410   0.000  0.00  0.00           O+0
HETATM   12  S   UNK     0      -0.825  -3.410   0.000  0.00  0.00           S+0
HETATM   13  O   UNK     0      -0.823  -4.949   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -0.825  -1.870   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -2.365  -3.410   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       0.044  -0.444   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.584  -0.444   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.354   0.889   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.584   2.223   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.044   2.223   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.726   0.889   0.000  0.00  0.00           C+0
HETATM   22  S   UNK     0      -2.266   0.889   0.000  0.00  0.00           S+0
HETATM   23  O   UNK     0      -0.726   3.557   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       2.354  -1.778   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       3.894   0.889   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       2.354   3.557   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       3.894  -1.778   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7   22   10                                                  
CONECT    9    3                                                            
CONECT   10    8   15                                                       
CONECT   11   12                                                            
CONECT   12   11   13   14   15                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12   10                                                       
CONECT   16   17   21                                                       
CONECT   17   16   18   24                                                  
CONECT   18   17   19   25                                                  
CONECT   19   18   20   26                                                  
CONECT   20   19   21   23                                                  
CONECT   21   16   20   22                                                  
CONECT   22    8   21                                                       
CONECT   23   20                                                            
CONECT   24   17   27                                                       
CONECT   25   18                                                            
CONECT   26   19                                                            
CONECT   27   24                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   54    0
END

View in JSmol

Synonyms

Value	Source
5-Oxoheptyl glucosinolic acid	Generator

Chemical Formula

C₁₄H₂₇NO₁₀S₂

Average Mass

433.4950 Da

Monoisotopic Mass

433.10764 Da

IUPAC Name

(8Z)-8-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}-8-{[(trihydroxy-λ⁴-sulfanyl)oxy]imino}octan-3-one

Traditional Name

(8Z)-8-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}-8-{[(trihydroxy-λ⁴-sulfanyl)oxy]imino}octan-3-one

CAS Registry Number

20016-82-4

SMILES

CCC(=O)CCCC\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/C14H27NO10S2/c1-2-8(17)5-3-4-6-10(15-25-27(21,22)23)26-14-13(20)12(19)11(18)9(7-16)24-14/h9,11-14,16,18-23H,2-7H2,1H3/b15-10-/t9-,11-,12+,13-,14+/m1/s1

InChI Key

YXZMCNLNZVNZRV-RFEZBLSLSA-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 ferruginea	Plant	KNApSAcK
Capparis flexuosa	Plant	KNApSAcK
Capparis ovata	Plant	KNApSAcK
Capparis salicifolia	Plant	KNApSAcK
Capparis spinosa	FooDB	KNAPSACK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as thioglycosides. These are glycoside in which a sugar group is bonded through one carbon to another group via a S-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Thioglycosides

Alternative Parents

Substituents

Hexose monosaccharide
S-glycosyl compound
Monosaccharide
Oxane
Monothioacetal
Ketone
Secondary alcohol
Oxacycle
Polyol
Organoheterocyclic compound
Sulfenyl compound
Alcohol
Organosulfur compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Primary alcohol
Carbonyl group
Organic nitrogen 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	-0.61	ALOGPS
logP	-0.78	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	12.45	ChemAxon
pKa (Strongest Basic)	-0.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	189.5 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	95.94 m³·mol⁻¹	ChemAxon
Polarizability	42.25 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	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

FDB001628

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 5-Oxoheptyl glucosinolate (NP0045679)

MOL for NP0045679 (5-Oxoheptyl glucosinolate)

3D MOL for NP0045679 (5-Oxoheptyl glucosinolate)

3D SDF for NP0045679 (5-Oxoheptyl glucosinolate)

3D-SDF for NP0045679 (5-Oxoheptyl glucosinolate)

PDB for NP0045679 (5-Oxoheptyl glucosinolate)

3D PDB for NP0045679 (5-Oxoheptyl glucosinolate)

SMILES for NP0045679 (5-Oxoheptyl glucosinolate)

INCHI for NP0045679 (5-Oxoheptyl glucosinolate)

Structure for NP0045679 (5-Oxoheptyl glucosinolate)

3D Structure for NP0045679 (5-Oxoheptyl glucosinolate)