NP-MRD: Showing NP-Card for 5-(4’-hydroxyphenyl)-γ-valerolactone 4'-glucuronide (NP0341787)

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Record Information

Version

2.0

Created at

2024-09-12 10:53:00 UTC

Updated at

2024-09-12 10:53:00 UTC

NP-MRD ID

NP0341787

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-(4’-hydroxyphenyl)-γ-valerolactone 4'-glucuronide

Description

5-(4’-Hydroxyphenyl)-γ-valerolactone 4'-glucuronide is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652310081920212D          

 32 34  0  0  1  0            999 V2000
    4.1801    5.7134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    4.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    6.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    4.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2272    3.1660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4821    2.3813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946    4.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801    4.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    5.7134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946    3.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3071    2.3813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067    5.7134    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1067    4.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078    6.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078    4.4759    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6078    3.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    5.7134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7920    1.7139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212    6.1259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212    4.4759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078    6.9509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    3.2384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067    3.2384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5620    3.1660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367    6.1259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    4.8884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6297    4.0254    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212    5.3009    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067    4.0634    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    6.5384    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078    5.3009    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367    5.3009    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  2  0  0  0  0
  6  5  1  0  0  0  0
  8  1  2  0  0  0  0
  8  2  1  0  0  0  0
  8  7  1  0  0  0  0
  9  3  2  0  0  0  0
  9  4  1  0  0  0  0
 10  5  1  0  0  0  0
 10  7  1  0  0  0  0
 11  6  1  0  0  0  0
 13 12  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 15 16  1  1  0  0  0
 17 14  1  0  0  0  0
 18 11  2  0  0  0  0
 12 19  1  6  0  0  0
 20 13  1  0  0  0  0
 21 14  1  0  0  0  0
 22 16  2  0  0  0  0
 23 16  1  0  0  0  0
 24 10  1  0  0  0  0
 24 11  1  0  0  0  0
 25  9  1  0  0  0  0
 17 25  1  6  0  0  0
 26 15  1  0  0  0  0
 26 17  1  0  0  0  0
 27 10  1  0  0  0  0
 12 28  1  1  0  0  0
 29 13  1  0  0  0  0
 30 14  1  0  0  0  0
 15 31  1  1  0  0  0
 17 32  1  1  0  0  0
M  END


  Mrv1652310081920212D          

 32 34  0  0  1  0            999 V2000
    4.1801    5.7134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    4.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    6.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    4.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2272    3.1660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4821    2.3813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946    4.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801    4.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    5.7134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946    3.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3071    2.3813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067    5.7134    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1067    4.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078    6.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078    4.4759    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6078    3.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    5.7134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7920    1.7139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212    6.1259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212    4.4759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078    6.9509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    3.2384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067    3.2384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5620    3.1660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367    6.1259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    4.8884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6297    4.0254    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212    5.3009    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067    4.0634    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    6.5384    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078    5.3009    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367    5.3009    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  2  0  0  0  0
  6  5  1  0  0  0  0
  8  1  2  0  0  0  0
  8  2  1  0  0  0  0
  8  7  1  0  0  0  0
  9  3  2  0  0  0  0
  9  4  1  0  0  0  0
 10  5  1  0  0  0  0
 10  7  1  0  0  0  0
 11  6  1  0  0  0  0
 13 12  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 15 16  1  1  0  0  0
 17 14  1  0  0  0  0
 18 11  2  0  0  0  0
 12 19  1  6  0  0  0
 20 13  1  0  0  0  0
 21 14  1  0  0  0  0
 22 16  2  0  0  0  0
 23 16  1  0  0  0  0
 24 10  1  0  0  0  0
 24 11  1  0  0  0  0
 25  9  1  0  0  0  0
 17 25  1  6  0  0  0
 26 15  1  0  0  0  0
 26 17  1  0  0  0  0
 27 10  1  0  0  0  0
 12 28  1  1  0  0  0
 29 13  1  0  0  0  0
 30 14  1  0  0  0  0
 15 31  1  1  0  0  0
 17 32  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0341787

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1(CC2=CC=C(O[C@]3([H])O[C@]([H])(C(O)=O)C([H])(O)[C@]([H])(O)C3([H])O)C=C2)CCC(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C17H20O9/c18-11-6-5-10(24-11)7-8-1-3-9(4-2-8)25-17-14(21)12(19)13(20)15(26-17)16(22)23/h1-4,10,12-15,17,19-21H,5-7H2,(H,22,23)/t10?,12-,13?,14?,15-,17+/m0/s1

> <INCHI_KEY>
FTDMUGVYLIJMHW-JLBGVFTDSA-N

> <FORMULA>
C17H20O9

> <MOLECULAR_WEIGHT>
368.338

> <EXACT_MASS>
368.110732224

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
35.28014175242677

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,4S,6S)-3,4,5-trihydroxy-6-{4-[(5-oxooxolan-2-yl)methyl]phenoxy}oxane-2-carboxylic acid

> <ALOGPS_LOGP>
-0.29

> <JCHEM_LOGP>
-0.028906179000000302

> <ALOGPS_LOGS>
-1.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.216821421373702

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.250457086964041

> <JCHEM_PKA_STRONGEST_BASIC>
-3.686826761377052

> <JCHEM_POLAR_SURFACE_AREA>
142.75

> <JCHEM_REFRACTIVITY>
83.3386

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.04e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,4S,6S)-3,4,5-trihydroxy-6-{4-[(5-oxooxolan-2-yl)methyl]phenoxy}oxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-OCT-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-OCT-19         0                                  
HETATM    1  C   UNK     0       7.803  10.665   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.469   8.355   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.469  11.435   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.136   9.125   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.891   5.910   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.367   4.445   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.137   8.355   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.803   9.125   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.136  10.665   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.137   6.815   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.907   4.445   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.199  10.665   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.199   9.125   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.134  11.435   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.134   8.355   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.134   6.815   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.468  10.665   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      10.812   3.199   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -1.533  11.435   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -1.533   8.355   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       1.134  12.975   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       2.468   6.045   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -0.199   6.045   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      10.382   5.910   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       3.802  11.435   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       2.468   9.125   0.000  0.00  0.00           O+0
HETATM   27  H   UNK     0      10.509   7.514   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0      -1.533   9.895   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.199   7.585   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.468  12.205   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.134   9.895   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0       3.802   9.895   0.000  0.00  0.00           H+0
CONECT    1    3    8                                                       
CONECT    2    4    8                                                       
CONECT    3    1    9                                                       
CONECT    4    2    9                                                       
CONECT    5    6   10                                                       
CONECT    6    5   11                                                       
CONECT    7    8   10                                                       
CONECT    8    1    2    7                                                  
CONECT    9    3    4   25                                                  
CONECT   10    5    7   24   27                                             
CONECT   11    6   18   24                                                  
CONECT   12   13   14   19   28                                             
CONECT   13   12   15   20   29                                             
CONECT   14   12   17   21   30                                             
CONECT   15   13   16   26   31                                             
CONECT   16   15   22   23                                                  
CONECT   17   14   25   26   32                                             
CONECT   18   11                                                            
CONECT   19   12                                                            
CONECT   20   13                                                            
CONECT   21   14                                                            
CONECT   22   16                                                            
CONECT   23   16                                                            
CONECT   24   10   11                                                       
CONECT   25    9   17                                                       
CONECT   26   15   17                                                       
CONECT   27   10                                                            
CONECT   28   12                                                            
CONECT   29   13                                                            
CONECT   30   14                                                            
CONECT   31   15                                                            
CONECT   32   17                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

View in JSmol

Synonyms

Value	Source
(2S,4S,6S)-3,4,5-Trihydroxy-6-{4-[(5-oxooxolan-2-yl)methyl]phenoxy}oxane-2-carboxylate	Generator

Chemical Formula

C₁₇H₂₀O₉

Average Mass

368.3380 Da

Monoisotopic Mass

368.11073 Da

IUPAC Name

(2S,4S,6S)-3,4,5-trihydroxy-6-{4-[(5-oxooxolan-2-yl)methyl]phenoxy}oxane-2-carboxylic acid

Traditional Name

(2S,4S,6S)-3,4,5-trihydroxy-6-{4-[(5-oxooxolan-2-yl)methyl]phenoxy}oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]C1(CC2=CC=C(O[C@]3([H])O[C@]([H])(C(O)=O)C([H])(O)[C@]([H])(O)C3([H])O)C=C2)CCC(=O)O1

InChI Identifier

InChI=1S/C17H20O9/c18-11-6-5-10(24-11)7-8-1-3-9(4-2-8)25-17-14(21)12(19)13(20)15(26-17)16(22)23/h1-4,10,12-15,17,19-21H,5-7H2,(H,22,23)/t10?,12-,13?,14?,15-,17+/m0/s1

InChI Key

FTDMUGVYLIJMHW-JLBGVFTDSA-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	-0.29	ALOGPS
logP	-0.029	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	3.25	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	142.75 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	83.34 m³·mol⁻¹	ChemAxon
Polarizability	35.28 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	No	ChemAxon

External Links

HMDB ID

HMDB0240475

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB093663

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

Not Available

Showing NP-Card for 5-(4’-hydroxyphenyl)-γ-valerolactone 4'-glucuronide (NP0341787)

MOL for NP0341787 (5-(4’-hydroxyphenyl)-γ-valerolactone 4'-glucuronide)

3D MOL for NP0341787 (5-(4’-hydroxyphenyl)-γ-valerolactone 4'-glucuronide)

3D SDF for NP0341787 (5-(4’-hydroxyphenyl)-γ-valerolactone 4'-glucuronide)

3D-SDF for NP0341787 (5-(4’-hydroxyphenyl)-γ-valerolactone 4'-glucuronide)

PDB for NP0341787 (5-(4’-hydroxyphenyl)-γ-valerolactone 4'-glucuronide)

3D PDB for NP0341787 (5-(4’-hydroxyphenyl)-γ-valerolactone 4'-glucuronide)

SMILES for NP0341787 (5-(4’-hydroxyphenyl)-γ-valerolactone 4'-glucuronide)

INCHI for NP0341787 (5-(4’-hydroxyphenyl)-γ-valerolactone 4'-glucuronide)

Structure for NP0341787 (5-(4’-hydroxyphenyl)-γ-valerolactone 4'-glucuronide)

3D Structure for NP0341787 (5-(4’-hydroxyphenyl)-γ-valerolactone 4'-glucuronide)