Np mrd loader

Showing NP-Card for 6-Epi-7-isocucurbic acid glucoside (NP0338060)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2024-09-11 13:39:46 UTC
Updated at2024-09-11 13:39:46 UTC
NP-MRD IDNP0338060
Secondary Accession NumbersNone
Natural Product Identification
Common Name6-Epi-7-isocucurbic acid glucoside
Description6-Epi-7-isocucurbic acid glucoside belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol. Based on a literature review very few articles have been published on 6-Epi-7-isocucurbic acid glucoside.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0338060 (6-Epi-7-isocucurbic acid glucoside)


  Mrv2104 05262316122D          

 26 27  0  0  0  0            999 V2000
    0.7429    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2383   -0.0757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7429   -0.7365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9907   -1.4784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8159   -1.7261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0635   -2.4690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4942   -3.4598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2372   -3.1288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3205   -2.3036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6597   -1.8093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7419   -0.9830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0811   -0.4888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0811    0.3363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7419    0.8327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3934   -1.0664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9269    1.5217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4618    1.9726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6207    2.6011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2459    2.7773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7121    2.3242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5541    1.6937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2119    3.0098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4942    2.8206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4287    3.4598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3934    2.5069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9997    1.2480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 13  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 12  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 15  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 16  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
 18 19  1  0  0  0  0
 18 22  1  0  0  0  0
 19 20  1  0  0  0  0
 19 24  1  0  0  0  0
 20 21  1  0  0  0  0
 20 25  1  0  0  0  0
 21 26  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
Download

3D MOL for NP0338060 (6-Epi-7-isocucurbic acid glucoside)

Download
3D SDF for NP0338060 (6-Epi-7-isocucurbic acid glucoside)

  Mrv2104 05262316122D          

 26 27  0  0  0  0            999 V2000
    0.7429    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2383   -0.0757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7429   -0.7365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9907   -1.4784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8159   -1.7261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0635   -2.4690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4942   -3.4598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2372   -3.1288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3205   -2.3036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6597   -1.8093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7419   -0.9830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0811   -0.4888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0811    0.3363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7419    0.8327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3934   -1.0664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9269    1.5217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4618    1.9726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6207    2.6011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2459    2.7773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7121    2.3242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5541    1.6937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2119    3.0098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4942    2.8206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4287    3.4598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3934    2.5069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9997    1.2480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 13  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 12  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 15  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 16  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
 18 19  1  0  0  0  0
 18 22  1  0  0  0  0
 19 20  1  0  0  0  0
 19 24  1  0  0  0  0
 20 21  1  0  0  0  0
 20 25  1  0  0  0  0
 21 26  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0338060

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC\C=C\CC1C(CC(O)=O)CCC1OC1OC(CO)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1/C18H30O8/c1-2-3-4-5-11-10(8-14(20)21)6-7-12(11)25-18-17(24)16(23)15(22)13(9-19)26-18/h3-4,10-13,15-19,22-24H,2,5-9H2,1H3,(H,20,21)/b4-3+

> <INCHI_KEY>
GJZJZRWFRZFTEE-ONEGZZNKNA-N

> <FORMULA>
C18H30O8

> <MOLECULAR_WEIGHT>
374.43

> <EXACT_MASS>
374.194067926

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
38.65120880460322

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{2-[(2E)-pent-2-en-1-yl]-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclopentyl}acetic acid

> <JCHEM_LOGP>
0.2579609783333329

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.210562120705257

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.280248551143156

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810835427865827

> <JCHEM_POLAR_SURFACE_AREA>
136.68

> <JCHEM_REFRACTIVITY>
91.89499999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
{2-[(2E)-pent-2-en-1-yl]-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclopentyl}acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0338060 (6-Epi-7-isocucurbic acid glucoside)
Download
PDB for NP0338060 (6-Epi-7-isocucurbic acid glucoside)
HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0       1.387   1.090   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.311  -0.141   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.387  -1.375   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.849  -2.760   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.390  -3.222   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       3.852  -4.609   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -0.923  -6.458   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.309  -5.840   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.465  -4.300   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.231  -3.377   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.385  -1.835   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.151  -0.912   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.151   0.628   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.385   1.554   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       4.468  -1.991   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.730   2.841   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -0.862   3.682   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -1.159   4.855   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.326   5.184   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.196   4.339   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.901   3.162   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.396   5.618   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       0.923   5.265   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -2.667   6.458   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -4.468   4.680   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -3.733   2.330   0.000  0.00  0.00           O+0
CONECT    1    2   13                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   12                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   15                                                  
CONECT    6    5                                                            
CONECT    7    8                                                            
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12    3   11   13                                                  
CONECT   13    1   12   14                                                  
CONECT   14   13   16                                                       
CONECT   15    5                                                            
CONECT   16   14   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   22                                                  
CONECT   19   18   20   24                                                  
CONECT   20   19   21   25                                                  
CONECT   21   16   20   26                                                  
CONECT   22   18   23                                                       
CONECT   23   22                                                            
CONECT   24   19                                                            
CONECT   25   20                                                            
CONECT   26   21                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

Download
3D PDB for NP0338060 (6-Epi-7-isocucurbic acid glucoside)
Download
SMILES for NP0338060 (6-Epi-7-isocucurbic acid glucoside)
CC\C=C\CC1C(CC(O)=O)CCC1OC1OC(CO)C(O)C(O)C1O
Download
INCHI for NP0338060 (6-Epi-7-isocucurbic acid glucoside)
InChI=1/C18H30O8/c1-2-3-4-5-11-10(8-14(20)21)6-7-12(11)25-18-17(24)16(23)15(22)13(9-19)26-18/h3-4,10-13,15-19,22-24H,2,5-9H2,1H3,(H,20,21)/b4-3+
Download
View in JSmol
Synonyms
ValueSource
6-Epi-7-isocucurbate glucosideGenerator
Chemical FormulaC18H30O8
Average Mass374.4300 Da
Monoisotopic Mass374.19407 Da
IUPAC Name2-{2-[(2E)-pent-2-en-1-yl]-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclopentyl}acetic acid
Traditional Name{2-[(2E)-pent-2-en-1-yl]-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}cyclopentyl}acetic acid
CAS Registry NumberNot Available
SMILES
CC\C=C\CC1C(CC(O)=O)CCC1OC1OC(CO)C(O)C(O)C1O
InChI Identifier
InChI=1/C18H30O8/c1-2-3-4-5-11-10(8-14(20)21)6-7-12(11)25-18-17(24)16(23)15(22)13(9-19)26-18/h3-4,10-13,15-19,22-24H,2,5-9H2,1H3,(H,20,21)/b4-3+
InChI KeyGJZJZRWFRZFTEE-ONEGZZNKNA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. These are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassFatty Acyls  
Sub ClassFatty acyl glycosides  
Direct ParentFatty acyl glycosides of mono- and disaccharides  
Alternative Parents
Substituents
  • Fatty acyl glycoside of mono- or disaccharide
    • 

  • Jasmonic acid
    • 

  • Hexose monosaccharide
    • 

  • Glycosyl compound
    • 

  • O-glycosyl compound
    • 

  • Monosaccharide
    • 

  • Oxane
    • 

  • Secondary alcohol
    • 

  • Acetal
    • 

  • Carboxylic acid derivative
    • 

  • Carboxylic acid
    • 

  • Oxacycle
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Organoheterocyclic compound
    • 

  • Polyol
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Carbonyl group
    • 

  • Alcohol
    • 

  • Primary alcohol
    • 

  • Organooxygen compound
    • 

  • Organic oxygen 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
logP0.26ChemAxon
pKa (Strongest Acidic)4.28ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area136.68 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity91.9 m³·mol⁻¹ChemAxon
Polarizability38.65 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References