NP-MRD: Showing NP-Card for Pyrogallol 2-glucuronide (NP0339553)

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Record Information

Version

2.0

Created at

2024-09-11 22:24:48 UTC

Updated at

2024-09-11 22:24:48 UTC

NP-MRD ID

NP0339553

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Pyrogallol 2-glucuronide

Description

Based on a literature review very few articles have been published on Pyrogallol 2-glucuronide.

Structure

MOL SDF PDB SMILES InChI

Phenylacetylglutamine
  Mrv2104 05272300572D          

 21 22  0  0  0  0            999 V2000
    3.4473   -5.6571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7329   -6.0696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7329   -6.8947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4473   -7.3072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1618   -6.8947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1618   -6.0696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4473   -4.8321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0184   -5.6571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8763   -5.6571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4473   -4.0071    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4473   -2.3571    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7329   -2.7696    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7329   -3.5946    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1618   -3.5946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1618   -2.7696    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8763   -2.3571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4473   -1.5321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0184   -2.3571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0184   -4.0071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8763   -1.5321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5907   -2.7696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  2  0  0  0  0
  1  7  1  0  0  0  0
  2  8  1  0  0  0  0
  6  9  1  0  0  0  0
 10  7  1  1  0  0  0
 13 10  1  0  0  0  0
 10 14  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  1  0  0  0
 11 17  1  6  0  0  0
 12 18  1  1  0  0  0
 13 19  1  6  0  0  0
 16 20  2  0  0  0  0
 16 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0339553

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O[C@@H]1[C@@H](O)[C@H](OC2=C(O)C=CC=C2O)O[C@@H]([C@H]1O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1/C12H14O9/c13-4-2-1-3-5(14)9(4)20-12-8(17)6(15)7(16)10(21-12)11(18)19/h1-3,6-8,10,12-17H,(H,18,19)/t6-,7-,8+,10-,12+/s2

> <INCHI_KEY>
SOHXEAWMMVSJFL-YQDHOKSGNA-N

> <FORMULA>
C12H14O9

> <MOLECULAR_WEIGHT>
302.235

> <EXACT_MASS>
302.063782031

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
26.449001302051535

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4S,5R,6S)-6-(2,6-dihydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

> <JCHEM_LOGP>
-0.8852437043333331

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.627281106489274

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.976321012350746

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6868291978929224

> <JCHEM_POLAR_SURFACE_AREA>
156.91

> <JCHEM_REFRACTIVITY>
64.0125

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
pyrogallol-2-O-glucuronide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-MAY-23   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Phenylacetylglutamine                             
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-23         0                                  
HETATM    1  C   UNK     0       6.435 -10.560   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.101 -11.330   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.101 -12.870   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.435 -13.640   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.769 -12.870   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.769 -11.330   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       6.435  -9.020   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       3.768 -10.560   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       9.102 -10.560   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.435  -7.480   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.435  -4.400   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.101  -5.170   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.101  -6.710   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       7.769  -6.710   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       7.769  -5.170   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.102  -4.400   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.435  -2.860   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       3.768  -4.400   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       3.768  -7.480   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       9.102  -2.860   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      10.436  -5.170   0.000  0.00  0.00           O+0
CONECT    1    2    6    7                                                  
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    9                                                  
CONECT    7    1   10                                                       
CONECT    8    2                                                            
CONECT    9    6                                                            
CONECT   10    7   13   14                                                  
CONECT   11   12   15   17                                                  
CONECT   12   11   13   18                                                  
CONECT   13   10   12   19                                                  
CONECT   14   10   15                                                       
CONECT   15   14   11   16                                                  
CONECT   16   15   20   21                                                  
CONECT   17   11                                                            
CONECT   18   12                                                            
CONECT   19   13                                                            
CONECT   20   16                                                            
CONECT   21   16                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₂H₁₄O₉

Average Mass

302.2350 Da

Monoisotopic Mass

302.06378 Da

IUPAC Name

(2S,3S,4S,5R,6S)-6-(2,6-dihydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

pyrogallol-2-O-glucuronide

CAS Registry Number

Not Available

SMILES

O[C@@H]1[C@@H](O)[C@H](OC2=C(O)C=CC=C2O)O[C@@H]([C@H]1O)C(O)=O

InChI Identifier

InChI=1/C12H14O9/c13-4-2-1-3-5(14)9(4)20-12-8(17)6(15)7(16)10(21-12)11(18)19/h1-3,6-8,10,12-17H,(H,18,19)/t6-,7-,8+,10-,12+/s2

InChI Key

SOHXEAWMMVSJFL-YQDHOKSGNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound 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.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
O-glycosyl compound
Phenoxy compound
Resorcinol
Phenol ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Beta-hydroxy acid
Phenol
Monocyclic benzene moiety
Hydroxy acid
Monosaccharide
Benzenoid
Oxane
Pyran
Secondary alcohol
Monocarboxylic acid or derivatives
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Organoheterocyclic compound
Acetal
Polyol
Alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

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	-0.89	ChemAxon
pKa (Strongest Acidic)	2.98	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	156.91 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	64.01 m³·mol⁻¹	ChemAxon
Polarizability	26.45 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

Not Available

Showing NP-Card for Pyrogallol 2-glucuronide (NP0339553)

MOL for NP0339553 (Pyrogallol 2-glucuronide)

3D MOL for NP0339553 (Pyrogallol 2-glucuronide)

3D SDF for NP0339553 (Pyrogallol 2-glucuronide)

3D-SDF for NP0339553 (Pyrogallol 2-glucuronide)

PDB for NP0339553 (Pyrogallol 2-glucuronide)

3D PDB for NP0339553 (Pyrogallol 2-glucuronide)

SMILES for NP0339553 (Pyrogallol 2-glucuronide)

INCHI for NP0339553 (Pyrogallol 2-glucuronide)

Structure for NP0339553 (Pyrogallol 2-glucuronide)

3D Structure for NP0339553 (Pyrogallol 2-glucuronide)