Np mrd loader

Showing NP-Card for (1R,4S,6R)-6-Hydroxyfenchone glucoside (NP0335135)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2024-09-11 00:03:04 UTC
Updated at2024-09-11 00:03:04 UTC
NP-MRD IDNP0335135
Secondary Accession NumbersNone
Natural Product Identification
Common Name(1R,4S,6R)-6-Hydroxyfenchone glucoside
Description(1R,4S,6R)-6-Hydroxyfenchone glucoside belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone. Based on a literature review very few articles have been published on (1R,4S,6R)-6-Hydroxyfenchone glucoside.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0335135 ((1R,4S,6R)-6-Hydroxyfenchone glucoside)


  Mrv2104 05262302352D          

 23 25  0  0  0  0            999 V2000
    0.6621    0.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6621   -0.2028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3756   -0.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0877   -0.2028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0877    0.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3756    1.0332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0515    1.0332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3756    1.8582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8027    1.0332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5887    0.2358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7664    0.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4828    1.0332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1991    0.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1991   -0.2028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4828   -0.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7664   -0.2028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4828    1.8582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9127    1.0332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9127   -0.6152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4828   -1.4457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1991   -1.8582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9127   -0.2028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5002   -0.9177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  1  7  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 10  1  0  0  0  0
  4  5  1  0  0  0  0
  4 22  1  0  0  0  0
  4 23  1  0  0  0  0
  5  6  1  0  0  0  0
  5  9  2  0  0  0  0
  6  8  1  0  0  0  0
  6 10  1  0  0  0  0
  7 11  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
 12 17  1  0  0  0  0
 13 14  1  0  0  0  0
 13 18  1  0  0  0  0
 14 15  1  0  0  0  0
 14 19  1  0  0  0  0
 15 16  1  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
Download

3D MOL for NP0335135 ((1R,4S,6R)-6-Hydroxyfenchone glucoside)

Download
3D SDF for NP0335135 ((1R,4S,6R)-6-Hydroxyfenchone glucoside)

  Mrv2104 05262302352D          

 23 25  0  0  0  0            999 V2000
    0.6621    0.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6621   -0.2028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3756   -0.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0877   -0.2028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0877    0.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3756    1.0332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0515    1.0332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3756    1.8582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8027    1.0332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5887    0.2358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7664    0.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4828    1.0332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1991    0.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1991   -0.2028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4828   -0.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7664   -0.2028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4828    1.8582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9127    1.0332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9127   -0.6152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4828   -1.4457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1991   -1.8582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9127   -0.2028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5002   -0.9177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  1  7  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 10  1  0  0  0  0
  4  5  1  0  0  0  0
  4 22  1  0  0  0  0
  4 23  1  0  0  0  0
  5  6  1  0  0  0  0
  5  9  2  0  0  0  0
  6  8  1  0  0  0  0
  6 10  1  0  0  0  0
  7 11  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
 12 17  1  0  0  0  0
 13 14  1  0  0  0  0
 13 18  1  0  0  0  0
 14 15  1  0  0  0  0
 14 19  1  0  0  0  0
 15 16  1  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0335135

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)C2CC(OC3OC(CO)C(O)C(O)C3O)C(C)(C2)C1=O

> <INCHI_IDENTIFIER>
InChI=1/C16H26O7/c1-15(2)7-4-9(16(3,5-7)14(15)21)23-13-12(20)11(19)10(18)8(6-17)22-13/h7-13,17-20H,4-6H2,1-3H3

> <INCHI_KEY>
NSQBEKJIIBBOAS-UHFFFAOYNA-N

> <FORMULA>
C16H26O7

> <MOLECULAR_WEIGHT>
330.377

> <EXACT_MASS>
330.167853177

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
34.157060936033105

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,3,3-trimethyl-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[2.2.1]heptan-2-one

> <JCHEM_LOGP>
0.06327324133333417

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.200078345309505

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.21053119927245

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810835454486346

> <JCHEM_POLAR_SURFACE_AREA>
116.45000000000002

> <JCHEM_REFRACTIVITY>
78.4726

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
1,3,3-trimethyl-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[2.2.1]heptan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0335135 ((1R,4S,6R)-6-Hydroxyfenchone glucoside)
Download
PDB for NP0335135 ((1R,4S,6R)-6-Hydroxyfenchone 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       1.236   1.161   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.236  -0.379   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.568  -1.148   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.897  -0.379   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.897   1.161   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.568   1.929   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.096   1.929   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       2.568   3.469   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.232   1.929   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.966   0.440   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.431   1.161   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.768   1.929   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.105   1.161   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.105  -0.379   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.768  -1.148   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.431  -0.379   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -2.768   3.469   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -5.437   1.929   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -5.437  -1.148   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.768  -2.699   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -4.105  -3.469   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       5.437  -0.379   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.667  -1.713   0.000  0.00  0.00           C+0
CONECT    1    2    6    7                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5   22   23                                             
CONECT    5    4    6    9                                                  
CONECT    6    1    5    8   10                                             
CONECT    7    1   11                                                       
CONECT    8    6                                                            
CONECT    9    5                                                            
CONECT   10    3    6                                                       
CONECT   11    7   12   16                                                  
CONECT   12   11   13   17                                                  
CONECT   13   12   14   18                                                  
CONECT   14   13   15   19                                                  
CONECT   15   14   16   20                                                  
CONECT   16   11   15                                                       
CONECT   17   12                                                            
CONECT   18   13                                                            
CONECT   19   14                                                            
CONECT   20   15   21                                                       
CONECT   21   20                                                            
CONECT   22    4                                                            
CONECT   23    4                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

Download
3D PDB for NP0335135 ((1R,4S,6R)-6-Hydroxyfenchone glucoside)
Download
SMILES for NP0335135 ((1R,4S,6R)-6-Hydroxyfenchone glucoside)
CC1(C)C2CC(OC3OC(CO)C(O)C(O)C3O)C(C)(C2)C1=O
Download
INCHI for NP0335135 ((1R,4S,6R)-6-Hydroxyfenchone glucoside)
InChI=1/C16H26O7/c1-15(2)7-4-9(16(3,5-7)14(15)21)23-13-12(20)11(19)10(18)8(6-17)22-13/h7-13,17-20H,4-6H2,1-3H3
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC16H26O7
Average Mass330.3770 Da
Monoisotopic Mass330.16785 Da
IUPAC Name1,3,3-trimethyl-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[2.2.1]heptan-2-one
Traditional Name1,3,3-trimethyl-6-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}bicyclo[2.2.1]heptan-2-one
CAS Registry NumberNot Available
SMILES
CC1(C)C2CC(OC3OC(CO)C(O)C(O)C3O)C(C)(C2)C1=O
InChI Identifier
InChI=1/C16H26O7/c1-15(2)7-4-9(16(3,5-7)14(15)21)23-13-12(20)11(19)10(18)8(6-17)22-13/h7-13,17-20H,4-6H2,1-3H3
InChI KeyNSQBEKJIIBBOAS-UHFFFAOYNA-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 terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassTerpene glycosides  
Direct ParentTerpene glycosides  
Alternative Parents
Substituents
  • Terpene glycoside
    • 

  • Hexose monosaccharide
    • 

  • Glycosyl compound
    • 

  • O-glycosyl compound
    • 

  • Bicyclic monoterpenoid
    • 

  • Fenchane monoterpenoid
    • 

  • Norbornane monoterpenoid
    • 

  • Monoterpenoid
    • 

  • Monosaccharide
    • 

  • Oxane
    • 

  • Ketone
    • 

  • Secondary alcohol
    • 

  • Acetal
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Polyol
    • 

  • Alcohol
    • 

  • Hydrocarbon derivative
    • 

  • Carbonyl group
    • 

  • Organic oxide
    • 

  • Primary alcohol
    • 

  • Organic oxygen compound
    • 

  • Organooxygen compound
    • 

  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic 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
logP0.063ChemAxon
pKa (Strongest Acidic)12.21ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area116.45 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity78.47 m³·mol⁻¹ChemAxon
Polarizability34.16 ųChemAxon
Number of Rings3ChemAxon
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 ReferencesNot Available