Np mrd loader

Showing NP-Card for 5a,6a-Epoxy-7E-megastigmene-3b,9e-diol 9-glucoside (NP0335272)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2024-09-11 00:50:38 UTC
Updated at2024-09-11 00:50:38 UTC
NP-MRD IDNP0335272
Secondary Accession NumbersNone
Natural Product Identification
Common Name5a,6a-Epoxy-7E-megastigmene-3b,9e-diol 9-glucoside
Description5A,6a-Epoxy-7E-megastigmene-3b,9e-diol 9-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 5a,6a-Epoxy-7E-megastigmene-3b,9e-diol 9-glucoside.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0335272 (5a,6a-Epoxy-7E-megastigmene-3b,9e-diol 9-glucoside)


  Mrv2104 05262303222D          

 27 29  0  0  0  0            999 V2000
   -3.3285   -0.4858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3285   -1.3090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6138   -1.7213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9006   -1.3090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9006   -0.4858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6138   -0.0736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1444    0.5586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0847    0.5586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0432   -1.7213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4884   -2.0236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1861   -0.8967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4884    0.2288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6638    0.2288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2515    0.9434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5731    0.9434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6638    1.6566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6107    0.6219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8787   -0.1560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6895   -0.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2323    0.3058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9631    1.0863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1522    1.2444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8829    2.0236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5060    1.7102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0432    0.1504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9603   -1.0960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7684   -1.2540    0.0000 O   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
  2  3  1  0  0  0  0
  2  9  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 10  1  0  0  0  0
  4 11  1  0  0  0  0
  5  6  1  0  0  0  0
  5 11  1  0  0  0  0
  5 12  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 22  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 26  1  0  0  0  0
 20 21  1  0  0  0  0
 20 25  1  0  0  0  0
 21 22  1  0  0  0  0
 21 24  1  0  0  0  0
 22 23  1  0  0  0  0
 26 27  1  0  0  0  0
M  END
Download

3D MOL for NP0335272 (5a,6a-Epoxy-7E-megastigmene-3b,9e-diol 9-glucoside)

Download
3D SDF for NP0335272 (5a,6a-Epoxy-7E-megastigmene-3b,9e-diol 9-glucoside)

  Mrv2104 05262303222D          

 27 29  0  0  0  0            999 V2000
   -3.3285   -0.4858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3285   -1.3090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6138   -1.7213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9006   -1.3090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9006   -0.4858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6138   -0.0736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1444    0.5586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0847    0.5586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0432   -1.7213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4884   -2.0236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1861   -0.8967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4884    0.2288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6638    0.2288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2515    0.9434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5731    0.9434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6638    1.6566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6107    0.6219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8787   -0.1560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6895   -0.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2323    0.3058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9631    1.0863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1522    1.2444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8829    2.0236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5060    1.7102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0432    0.1504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9603   -1.0960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7684   -1.2540    0.0000 O   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
  2  3  1  0  0  0  0
  2  9  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 10  1  0  0  0  0
  4 11  1  0  0  0  0
  5  6  1  0  0  0  0
  5 11  1  0  0  0  0
  5 12  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 22  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 26  1  0  0  0  0
 20 21  1  0  0  0  0
 20 25  1  0  0  0  0
 21 22  1  0  0  0  0
 21 24  1  0  0  0  0
 22 23  1  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0335272

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(OC1OC(CO)C(O)C(O)C1O)\C=C\C12OC1(C)CC(O)CC2(C)C

> <INCHI_IDENTIFIER>
InChI=1/C19H32O8/c1-10(25-16-15(24)14(23)13(22)12(9-20)26-16)5-6-19-17(2,3)7-11(21)8-18(19,4)27-19/h5-6,10-16,20-24H,7-9H2,1-4H3/b6-5+

> <INCHI_KEY>
RIUMIKAUMHZQMP-AATRIKPKNA-N

> <FORMULA>
C19H32O8

> <MOLECULAR_WEIGHT>
388.457

> <EXACT_MASS>
388.20971799

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
41.22453297756407

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{[(3E)-4-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}but-3-en-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_LOGP>
-0.661847006

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.195468793006626

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.209612907861624

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7377020106292083

> <JCHEM_POLAR_SURFACE_AREA>
132.14000000000001

> <JCHEM_REFRACTIVITY>
95.59329999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-{[(3E)-4-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}but-3-en-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0335272 (5a,6a-Epoxy-7E-megastigmene-3b,9e-diol 9-glucoside)
Download
PDB for NP0335272 (5a,6a-Epoxy-7E-megastigmene-3b,9e-diol 9-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      -6.213  -0.907   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.213  -2.443   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.879  -3.213   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.548  -2.443   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.548  -0.907   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.879  -0.137   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.870   1.043   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.891   1.043   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -7.547  -3.213   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -2.778  -3.777   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.214  -1.674   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.778   0.427   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.239   0.427   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.469   1.761   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.070   1.761   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.239   3.092   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.007   1.161   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.507  -0.291   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       5.020  -0.591   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.034   0.571   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.531   2.028   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.017   2.323   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       3.515   3.777   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       6.545   3.192   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       7.547   0.281   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       5.526  -2.046   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       7.034  -2.341   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10   11                                             
CONECT    5    4    6   11   12                                             
CONECT    6    1    5    7    8                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    2                                                            
CONECT   10    4                                                            
CONECT   11    4    5                                                       
CONECT   12    5   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14   17                                                       
CONECT   16   14                                                            
CONECT   17   15   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   26                                                  
CONECT   20   19   21   25                                                  
CONECT   21   20   22   24                                                  
CONECT   22   17   21   23                                                  
CONECT   23   22                                                            
CONECT   24   21                                                            
CONECT   25   20                                                            
CONECT   26   19   27                                                       
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

Download
3D PDB for NP0335272 (5a,6a-Epoxy-7E-megastigmene-3b,9e-diol 9-glucoside)
Download
SMILES for NP0335272 (5a,6a-Epoxy-7E-megastigmene-3b,9e-diol 9-glucoside)
CC(OC1OC(CO)C(O)C(O)C1O)\C=C\C12OC1(C)CC(O)CC2(C)C
Download
INCHI for NP0335272 (5a,6a-Epoxy-7E-megastigmene-3b,9e-diol 9-glucoside)
InChI=1/C19H32O8/c1-10(25-16-15(24)14(23)13(22)12(9-20)26-16)5-6-19-17(2,3)7-11(21)8-18(19,4)27-19/h5-6,10-16,20-24H,7-9H2,1-4H3/b6-5+
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC19H32O8
Average Mass388.4570 Da
Monoisotopic Mass388.20972 Da
IUPAC Name2-{[(3E)-4-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}but-3-en-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
Traditional Name2-{[(3E)-4-{4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}but-3-en-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
CAS Registry NumberNot Available
SMILES
CC(OC1OC(CO)C(O)C(O)C1O)\C=C\C12OC1(C)CC(O)CC2(C)C
InChI Identifier
InChI=1/C19H32O8/c1-10(25-16-15(24)14(23)13(22)12(9-20)26-16)5-6-19-17(2,3)7-11(21)8-18(19,4)27-19/h5-6,10-16,20-24H,7-9H2,1-4H3/b6-5+
InChI KeyRIUMIKAUMHZQMP-AATRIKPKNA-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
    • 

  • Alkyl glycoside
    • 

  • Hexose monosaccharide
    • 

  • Glycosyl compound
    • 

  • O-glycosyl compound
    • 

  • Oxepane
    • 

  • Monosaccharide
    • 

  • Oxane
    • 

  • Cyclic alcohol
    • 

  • Secondary alcohol
    • 

  • Acetal
    • 

  • Dialkyl ether
    • 

  • Oxirane
    • 

  • Ether
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Polyol
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Alcohol
    • 

  • Primary alcohol
    • 

  • 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
logP-0.66ChemAxon
pKa (Strongest Acidic)12.21ChemAxon
pKa (Strongest Basic)-2.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area132.14 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity95.59 m³·mol⁻¹ChemAxon
Polarizability41.22 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
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