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Showing NP-Card for 6-Hydroxymusizin 8-O-glucoside (NP0046987)

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Record Information
Version2.0
Created at2022-03-17 20:32:46 UTC
Updated at2022-03-17 20:32:46 UTC
NP-MRD IDNP0046987
Secondary Accession NumbersNone
Natural Product Identification
Common Name6-Hydroxymusizin 8-O-glucoside
Description 6-Hydroxymusizin 8-O-glucoside is found in Aphis nerii, Rheum palmatum and Senna tora.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0046987 (6-Hydroxymusizin 8-O-glucoside)


  Mrv0541 02241212572D          

 28 30  0  0  0  0            999 V2000
   -2.7696    0.7956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4841    0.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4841   -0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7696   -0.8545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0552   -0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0552    0.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3407    0.7956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3407   -0.8545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6262   -0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6262    0.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3407    1.6206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0882    0.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0882    1.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0882   -0.8545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8027    0.3830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7696    3.0495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1821    3.7640    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0072    3.7640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4197    3.0495    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0072    2.3350    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1821    2.3350    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7696    1.6206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4197    1.6206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7696    4.4784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4197    4.4784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2447    3.0495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1821    5.1929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1986   -0.8545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  7  6  1  0  0  0  0
  5  6  2  0  0  0  0
  5  8  1  0  0  0  0
  7 10  2  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  1 22  1  0  0  0  0
  7 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 14  1  0  0  0  0
 12 15  2  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
 17 24  1  1  0  0  0
 19 18  1  0  0  0  0
 18 25  1  6  0  0  0
 19 20  1  0  0  0  0
 19 26  1  1  0  0  0
 20 21  1  0  0  0  0
 20 23  1  6  0  0  0
 21 22  1  1  0  0  0
 24 27  1  0  0  0  0
  3 28  1  0  0  0  0
M  END
Download

3D MOL for NP0046987 (6-Hydroxymusizin 8-O-glucoside)

Download
3D SDF for NP0046987 (6-Hydroxymusizin 8-O-glucoside)

  Mrv0541 02241212572D          

 28 30  0  0  0  0            999 V2000
   -2.7696    0.7956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4841    0.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4841   -0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7696   -0.8545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0552   -0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0552    0.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3407    0.7956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3407   -0.8545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6262   -0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6262    0.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3407    1.6206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0882    0.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0882    1.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0882   -0.8545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8027    0.3830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7696    3.0495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1821    3.7640    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0072    3.7640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4197    3.0495    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0072    2.3350    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1821    2.3350    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7696    1.6206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4197    1.6206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7696    4.4784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4197    4.4784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2447    3.0495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1821    5.1929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1986   -0.8545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  7  6  1  0  0  0  0
  5  6  2  0  0  0  0
  5  8  1  0  0  0  0
  7 10  2  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  1 22  1  0  0  0  0
  7 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 14  1  0  0  0  0
 12 15  2  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
 17 24  1  1  0  0  0
 19 18  1  0  0  0  0
 18 25  1  6  0  0  0
 19 20  1  0  0  0  0
 19 26  1  1  0  0  0
 20 21  1  0  0  0  0
 20 23  1  6  0  0  0
 21 22  1  1  0  0  0
 24 27  1  0  0  0  0
  3 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0046987

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)C1=C(O)C2=C(C=C(O)C=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C1C

> <INCHI_IDENTIFIER>
InChI=1S/C19H22O9/c1-7-3-9-4-10(22)5-11(14(9)16(24)13(7)8(2)21)27-19-18(26)17(25)15(23)12(6-20)28-19/h3-5,12,15,17-20,22-26H,6H2,1-2H3/t12-,15-,17+,18-,19-/m1/s1

> <INCHI_KEY>
VJDBDVUFFPRHSF-JZXZQAMYSA-N

> <FORMULA>
C19H22O9

> <MOLECULAR_WEIGHT>
394.3726

> <EXACT_MASS>
394.126382302

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
38.90173886943618

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(1,6-dihydroxy-3-methyl-8-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}naphthalen-2-yl)ethan-1-one

> <ALOGPS_LOGP>
-0.10

> <JCHEM_LOGP>
0.5050274223333335

> <ALOGPS_LOGS>
-2.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.701241666831377

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.701642488999175

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810923462647683

> <JCHEM_POLAR_SURFACE_AREA>
156.91

> <JCHEM_REFRACTIVITY>
96.03929999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.29e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(1,6-dihydroxy-3-methyl-8-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}naphthalen-2-yl)ethanone

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0046987 (6-Hydroxymusizin 8-O-glucoside)
Download
PDB for NP0046987 (6-Hydroxymusizin 8-O-glucoside)
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      -5.170   1.485   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.504   0.715   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.504  -0.825   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.170  -1.595   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.836  -0.825   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.836   0.715   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.503   1.485   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.503  -1.595   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.169  -0.825   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.169   0.715   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.503   3.025   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.165   1.485   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.165   3.025   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.165  -1.595   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.498   0.715   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -5.170   5.692   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -5.940   7.026   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -7.480   7.026   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -8.250   5.692   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -7.480   4.359   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.940   4.359   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -5.170   3.025   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -8.250   3.025   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -5.170   8.360   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -8.250   8.360   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -9.790   5.692   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -5.940   9.693   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -7.837  -1.595   0.000  0.00  0.00           O+0
CONECT    1    2    6   22                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   28                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    1    7    5                                                  
CONECT    7    6   10   11                                                  
CONECT    8    5    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    7    9   12                                                  
CONECT   11    7                                                            
CONECT   12   10   13   15                                                  
CONECT   13   12                                                            
CONECT   14    9                                                            
CONECT   15   12                                                            
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    1   21                                                       
CONECT   23   20                                                            
CONECT   24   17   27                                                       
CONECT   25   18                                                            
CONECT   26   19                                                            
CONECT   27   24                                                            
CONECT   28    3                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

Download
3D PDB for NP0046987 (6-Hydroxymusizin 8-O-glucoside)
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SMILES for NP0046987 (6-Hydroxymusizin 8-O-glucoside)
CC(=O)C1=C(O)C2=C(C=C(O)C=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C1C
Download
INCHI for NP0046987 (6-Hydroxymusizin 8-O-glucoside)
InChI=1S/C19H22O9/c1-7-3-9-4-10(22)5-11(14(9)16(24)13(7)8(2)21)27-19-18(26)17(25)15(23)12(6-20)28-19/h3-5,12,15,17-20,22-26H,6H2,1-2H3/t12-,15-,17+,18-,19-/m1/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC19H22O9
Average Mass394.3726 Da
Monoisotopic Mass394.12638 Da
IUPAC Name1-(1,6-dihydroxy-3-methyl-8-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}naphthalen-2-yl)ethan-1-one
Traditional Name1-(1,6-dihydroxy-3-methyl-8-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}naphthalen-2-yl)ethanone
CAS Registry NumberNot Available
SMILES
CC(=O)C1=C(O)C2=C(C=C(O)C=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C1C
InChI Identifier
InChI=1S/C19H22O9/c1-7-3-9-4-10(22)5-11(14(9)16(24)13(7)8(2)21)27-19-18(26)17(25)15(23)12(6-20)28-19/h3-5,12,15,17-20,22-26H,6H2,1-2H3/t12-,15-,17+,18-,19-/m1/s1
InChI KeyVJDBDVUFFPRHSF-JZXZQAMYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Aphis neriiLOTUS Database
Rheum palmatumLOTUS Database
Rheum rhabarbarumFooDB
Senna toraLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.
KingdomOrganic compounds  
Super ClassOrganic oxygen compounds  
ClassOrganooxygen compounds  
Sub ClassCarbohydrates and carbohydrate conjugates  
Direct ParentPhenolic glycosides  
Alternative Parents
Substituents
  • Phenolic glycoside
    • 

  • Hexose monosaccharide
    • 

  • 1-naphthol
    • 

  • O-glycosyl compound
    • 

  • 2-naphthol
    • 

  • Naphthalene
    • 

  • Acetophenone
    • 

  • Aryl alkyl ketone
    • 

  • Aryl ketone
    • 

  • 1-hydroxy-4-unsubstituted benzenoid
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Monosaccharide
    • 

  • Benzenoid
    • 

  • Oxane
    • 

  • Vinylogous acid
    • 

  • Secondary alcohol
    • 

  • Ketone
    • 

  • Acetal
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Polyol
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Alcohol
    • 

  • Primary alcohol
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic 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-0.1ALOGPS
logP0.51ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)8.7ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area156.91 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity96.04 m³·mol⁻¹ChemAxon
Polarizability38.9 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB006844  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound100753  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available