NP-MRD: Showing NP-Card for 7-Hydroxybutylidenephthalide 7-(6-malonylglucoside) (NP0336160)

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Record Information

Version

2.0

Created at

2024-09-11 05:00:53 UTC

Updated at

2024-09-11 05:00:56 UTC

NP-MRD ID

NP0336160

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-Hydroxybutylidenephthalide 7-(6-malonylglucoside)

Description

Based on a literature review very few articles have been published on 7-Hydroxybutylidenephthalide 7-(6-malonylglucoside).

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262307332D          

 32 34  0  0  0  0            999 V2000
    8.4527    5.2397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1977    6.0244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3908    6.1959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1358    6.9805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3289    7.1520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1728    7.8195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6208    8.4326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9933    7.9057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  5  4  2  0  0  0  0
  6  3  1  0  0  0  0
  7  4  1  0  0  0  0
 10  5  1  0  0  0  0
 11  6  2  0  0  0  0
 11 10  1  0  0  0  0
 12  7  2  0  0  0  0
 13  9  1  0  0  0  0
 14  8  1  0  0  0  0
 15  8  1  0  0  0  0
 16 10  2  0  0  0  0
 16 12  1  0  0  0  0
 17 13  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 16  1  0  0  0  0
 21 19  1  0  0  0  0
 22 14  2  0  0  0  0
 23 14  1  0  0  0  0
 24 15  2  0  0  0  0
 25 17  1  0  0  0  0
 26 18  1  0  0  0  0
 27 19  1  0  0  0  0
 28 20  2  0  0  0  0
 29  9  1  0  0  0  0
 29 15  1  0  0  0  0
 30 11  1  0  0  0  0
 30 20  1  0  0  0  0
 31 12  1  0  0  0  0
 31 21  1  0  0  0  0
 32 13  1  0  0  0  0
 32 21  1  0  0  0  0
M  END


  Mrv2104 05262307332D          

 32 34  0  0  0  0            999 V2000
    8.4527    5.2397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1977    6.0244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3908    6.1959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1358    6.9805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3289    7.1520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1728    7.8195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6208    8.4326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9933    7.9057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  5  4  2  0  0  0  0
  6  3  1  0  0  0  0
  7  4  1  0  0  0  0
 10  5  1  0  0  0  0
 11  6  2  0  0  0  0
 11 10  1  0  0  0  0
 12  7  2  0  0  0  0
 13  9  1  0  0  0  0
 14  8  1  0  0  0  0
 15  8  1  0  0  0  0
 16 10  2  0  0  0  0
 16 12  1  0  0  0  0
 17 13  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 16  1  0  0  0  0
 21 19  1  0  0  0  0
 22 14  2  0  0  0  0
 23 14  1  0  0  0  0
 24 15  2  0  0  0  0
 25 17  1  0  0  0  0
 26 18  1  0  0  0  0
 27 19  1  0  0  0  0
 28 20  2  0  0  0  0
 29  9  1  0  0  0  0
 29 15  1  0  0  0  0
 30 11  1  0  0  0  0
 30 20  1  0  0  0  0
 31 12  1  0  0  0  0
 31 21  1  0  0  0  0
 32 13  1  0  0  0  0
 32 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0336160

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC\C=C1\OC(=O)C2=C1C=CC=C2OC1OC(COC(=O)CC(O)=O)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1/C21H24O11/c1-2-3-6-11-10-5-4-7-12(16(10)20(28)30-11)31-21-19(27)18(26)17(25)13(32-21)9-29-15(24)8-14(22)23/h4-7,13,17-19,21,25-27H,2-3,8-9H2,1H3,(H,22,23)/b11-6+

> <INCHI_KEY>
CCRZCLUIQCKUKD-IZZDOVSWNA-N

> <FORMULA>
C21H24O11

> <MOLECULAR_WEIGHT>
452.412

> <EXACT_MASS>
452.131861593

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
43.50764056712212

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[(6-{[(1E)-1-butylidene-3-oxo-1,3-dihydro-2-benzofuran-4-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methoxy]-3-oxopropanoic acid

> <JCHEM_LOGP>
0.7856486693333335

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.201676010303302

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.346071723898812

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6491030299845177

> <JCHEM_POLAR_SURFACE_AREA>
169.04999999999995

> <JCHEM_REFRACTIVITY>
105.89699999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
3-[(6-{[(1E)-1-butylidene-3-oxo-2-benzofuran-4-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methoxy]-3-oxopropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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      15.778   9.781   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      15.302  11.246   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.796  11.566   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336  10.010   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.669  10.780   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.320  13.030   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002  10.780   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667  12.320   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  13.090   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.669  12.320   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.814  13.350   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002  12.320   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  12.320   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.001  13.090   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334  13.090   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336  13.090   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667  10.780   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  10.010   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335  10.780   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.656  14.596   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.335  12.320   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -5.335  12.320   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -4.001  14.630   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -1.334  14.630   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       1.334  10.010   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       4.001   8.470   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       6.668  10.010   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       8.625  15.741   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       0.000  12.320   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      11.187  14.757   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       6.668  13.090   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       4.001  13.090   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    6                                                       
CONECT    4    5    7                                                       
CONECT    5    4   10                                                       
CONECT    6    3   11                                                       
CONECT    7    4   12                                                       
CONECT    8   14   15                                                       
CONECT    9   13   29                                                       
CONECT   10    5   11   16                                                  
CONECT   11    6   10   30                                                  
CONECT   12    7   16   31                                                  
CONECT   13    9   17   32                                                  
CONECT   14    8   22   23                                                  
CONECT   15    8   24   29                                                  
CONECT   16   10   12   20                                                  
CONECT   17   13   18   25                                                  
CONECT   18   17   19   26                                                  
CONECT   19   18   21   27                                                  
CONECT   20   16   28   30                                                  
CONECT   21   19   31   32                                                  
CONECT   22   14                                                            
CONECT   23   14                                                            
CONECT   24   15                                                            
CONECT   25   17                                                            
CONECT   26   18                                                            
CONECT   27   19                                                            
CONECT   28   20                                                            
CONECT   29    9   15                                                       
CONECT   30   11   20                                                       
CONECT   31   12   21                                                       
CONECT   32   13   21                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₄O₁₁

Average Mass

452.4120 Da

Monoisotopic Mass

452.13186 Da

IUPAC Name

3-[(6-{[(1E)-1-butylidene-3-oxo-1,3-dihydro-2-benzofuran-4-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methoxy]-3-oxopropanoic acid

Traditional Name

3-[(6-{[(1E)-1-butylidene-3-oxo-2-benzofuran-4-yl]oxy}-3,4,5-trihydroxyoxan-2-yl)methoxy]-3-oxopropanoic acid

CAS Registry Number

Not Available

SMILES

CCC\C=C1\OC(=O)C2=C1C=CC=C2OC1OC(COC(=O)CC(O)=O)C(O)C(O)C1O

InChI Identifier

InChI=1/C21H24O11/c1-2-3-6-11-10-5-4-7-12(16(10)20(28)30-11)31-21-19(27)18(26)17(25)13(32-21)9-29-15(24)8-14(22)23/h4-7,13,17-19,21,25-27H,2-3,8-9H2,1H3,(H,22,23)/b11-6+

InChI Key

CCRZCLUIQCKUKD-IZZDOVSWNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

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	0.79	ChemAxon
pKa (Strongest Acidic)	3.35	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	169.05 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	105.9 m³·mol⁻¹	ChemAxon
Polarizability	43.51 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

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

Showing NP-Card for 7-Hydroxybutylidenephthalide 7-(6-malonylglucoside) (NP0336160)

MOL for NP0336160 (7-Hydroxybutylidenephthalide 7-(6-malonylglucoside))

3D MOL for NP0336160 (7-Hydroxybutylidenephthalide 7-(6-malonylglucoside))

3D SDF for NP0336160 (7-Hydroxybutylidenephthalide 7-(6-malonylglucoside))

3D-SDF for NP0336160 (7-Hydroxybutylidenephthalide 7-(6-malonylglucoside))

PDB for NP0336160 (7-Hydroxybutylidenephthalide 7-(6-malonylglucoside))

3D PDB for NP0336160 (7-Hydroxybutylidenephthalide 7-(6-malonylglucoside))

SMILES for NP0336160 (7-Hydroxybutylidenephthalide 7-(6-malonylglucoside))

INCHI for NP0336160 (7-Hydroxybutylidenephthalide 7-(6-malonylglucoside))

Structure for NP0336160 (7-Hydroxybutylidenephthalide 7-(6-malonylglucoside))

3D Structure for NP0336160 (7-Hydroxybutylidenephthalide 7-(6-malonylglucoside))