NP-MRD: Showing NP-Card for 2,3-Dihydro-2,3-dihydroxybenzoic acid (NP0050496)

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Record Information

Version

2.0

Created at

2022-04-27 21:45:59 UTC

Updated at

2022-04-27 21:45:59 UTC

NP-MRD ID

NP0050496

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,3-Dihydro-2,3-dihydroxybenzoic acid

Description

2,3-Dihydro-2,3-dihydroxybenzoic acid is found in Escherichia coli.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 08131209212D          

 13 13  0  0  0  0            999 V2000
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  4  1  0  0  0  0
  5  8  1  6  0  0  0
  6  9  1  1  0  0  0
 10  7  1  0  0  0  0
 11  7  2  0  0  0  0
  5 12  1  1  0  0  0
  6 13  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0050496

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C7H8O4/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3,5-6,8-9H,(H,10,11)/t5-,6-/m0/s1

> <INCHI_KEY>
INCSWYKICIYAHB-WDSKDSINSA-N

> <FORMULA>
C7H8O4

> <MOLECULAR_WEIGHT>
156.136

> <EXACT_MASS>
156.042258744

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
14.153567461182803

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5S,6S)-5,6-dihydroxycyclohexa-1,3-diene-1-carboxylic acid

> <ALOGPS_LOGP>
-0.33

> <JCHEM_LOGP>
-0.7711846666666665

> <ALOGPS_LOGS>
-0.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.379140612976649

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.121088015245092

> <JCHEM_PKA_STRONGEST_BASIC>
-3.351772837635524

> <JCHEM_POLAR_SURFACE_AREA>
77.75999999999999

> <JCHEM_REFRACTIVITY>
38.5614

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.20e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5S,6S)-5,6-dihydroxycyclohexa-1,3-diene-1-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 13-AUG-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-AUG-12         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   12  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   13  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    6    7                                                  
CONECT    5    3    6    8   12                                             
CONECT    6    4    5    9   13                                             
CONECT    7    4   10   11                                                  
CONECT    8    5                                                            
CONECT    9    6                                                            
CONECT   10    7                                                            
CONECT   11    7                                                            
CONECT   12    5                                                            
CONECT   13    6                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

View in JSmol

Synonyms

Value	Source
(2S,3S)-2,3-Dihydroxy-2,3-dihydroxybenzoate	Kegg
(2S,3S)-2,3-Dihydroxy-2,3-dihydroxybenzoic acid	Generator
(2S,3S)-2,3-Dihydro-2,3-dihydroxybenzoic acid	Generator

Chemical Formula

C₇H₈O₄

Average Mass

156.1360 Da

Monoisotopic Mass

156.04226 Da

IUPAC Name

(5S,6S)-5,6-dihydroxycyclohexa-1,3-diene-1-carboxylic acid

Traditional Name

(5S,6S)-5,6-dihydroxycyclohexa-1,3-diene-1-carboxylic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C7H8O4/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3,5-6,8-9H,(H,10,11)/t5-,6-/m0/s1

InChI Key

INCSWYKICIYAHB-WDSKDSINSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Escherichia coli	Bacteria	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta hydroxy acids and derivatives. Beta hydroxy acids and derivatives are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Hydroxy acids and derivatives

Sub Class

Beta hydroxy acids and derivatives

Direct Parent

Beta hydroxy acids and derivatives

Alternative Parents

Substituents

Beta-hydroxy acid
Secondary alcohol
1,2-diol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

2,3-dihydroxy-2,3-dihydrobenzoic acid (CHEBI:48968 )

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	-0.33	ALOGPS
logP	-0.77	ChemAxon
logS	-0.23	ALOGPS
pKa (Strongest Acidic)	4.12	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	38.56 m³·mol⁻¹	ChemAxon
Polarizability	14.15 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

C00000737

Chemspider ID

Not Available

KEGG Compound ID

C04171

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9964159

PDB ID

Not Available

ChEBI ID

48968

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 2,3-Dihydro-2,3-dihydroxybenzoic acid (NP0050496)

MOL for NP0050496 (2,3-Dihydro-2,3-dihydroxybenzoic acid)

3D MOL for NP0050496 (2,3-Dihydro-2,3-dihydroxybenzoic acid)

3D SDF for NP0050496 (2,3-Dihydro-2,3-dihydroxybenzoic acid)

3D-SDF for NP0050496 (2,3-Dihydro-2,3-dihydroxybenzoic acid)

PDB for NP0050496 (2,3-Dihydro-2,3-dihydroxybenzoic acid)

3D PDB for NP0050496 (2,3-Dihydro-2,3-dihydroxybenzoic acid)

SMILES for NP0050496 (2,3-Dihydro-2,3-dihydroxybenzoic acid)

INCHI for NP0050496 (2,3-Dihydro-2,3-dihydroxybenzoic acid)

Structure for NP0050496 (2,3-Dihydro-2,3-dihydroxybenzoic acid)

3D Structure for NP0050496 (2,3-Dihydro-2,3-dihydroxybenzoic acid)