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Showing NP-Card for 2,4'-Dihydroxyacetophenone (NP0336756)

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Record Information
Version2.0
Created at2024-09-11 07:42:03 UTC
Updated at2024-09-11 07:42:03 UTC
NP-MRD IDNP0336756
Secondary Accession NumbersNone
Natural Product Identification
Common Name2,4'-Dihydroxyacetophenone
Description2,4'-Dihydroxyacetophenone, also known as 4-hydroxyphenacyl alcohol or p-hydroxybenzoylcarbinol, belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. A dihydroxyacetophenone that is ethanone substituted by a hydroxy group at position 2 and a 4-hydroxyphenyl group at position 1. 2,4'-Dihydroxyacetophenone is an extremely weak basic (essentially neutral) compound (based on its pKa). 2,4'-Dihydroxyacetophenone exists in all living organisms, ranging from bacteria to humans.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0336756 (2,4'-Dihydroxyacetophenone)


  Mrv0541 02241215022D          

 11 11  0  0  0  0            999 V2000
   -1.0309   -0.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4434    0.0416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0309    0.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2059    0.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2059    0.0416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2059   -0.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2683    0.0416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4434   -0.7009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0309    0.0416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4434    0.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2683    0.7009    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
  2  7  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  9  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
M  END
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3D MOL for NP0336756 (2,4'-Dihydroxyacetophenone)

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3D SDF for NP0336756 (2,4'-Dihydroxyacetophenone)

  Mrv0541 02241215022D          

 11 11  0  0  0  0            999 V2000
   -1.0309   -0.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4434    0.0416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0309    0.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2059    0.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2059    0.0416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2059   -0.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2683    0.0416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4434   -0.7009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0309    0.0416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4434    0.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2683    0.7009    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
  2  7  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  9  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0336756

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC(=O)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C8H8O3/c9-5-8(11)6-1-3-7(10)4-2-6/h1-4,9-10H,5H2

> <INCHI_KEY>
KLAKIAVEMQMVBT-UHFFFAOYSA-N

> <FORMULA>
C8H8O3

> <MOLECULAR_WEIGHT>
152.1473

> <EXACT_MASS>
152.047344122

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
14.937260745859952

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-hydroxy-1-(4-hydroxyphenyl)ethan-1-one

> <ALOGPS_LOGP>
0.65

> <JCHEM_LOGP>
0.41007996699999993

> <ALOGPS_LOGS>
-1.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.88483933345847

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.692871526658975

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3147246180318426

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
40.143899999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.13e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,4-dihydroxyacetophenone

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0336756 (2,4'-Dihydroxyacetophenone)
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PDB for NP0336756 (2,4'-Dihydroxyacetophenone)
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      -1.924  -1.308   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.694   0.078   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.924   1.308   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.384   1.308   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.384   0.078   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.384  -1.308   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -4.234   0.078   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       2.694  -1.308   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.924   0.078   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.694   1.308   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.234   1.308   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    1    5                                                       
CONECT    7    2                                                            
CONECT    8    9                                                            
CONECT    9    5    8   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END

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3D PDB for NP0336756 (2,4'-Dihydroxyacetophenone)
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SMILES for NP0336756 (2,4'-Dihydroxyacetophenone)
OCC(=O)C1=CC=C(O)C=C1
Download
INCHI for NP0336756 (2,4'-Dihydroxyacetophenone)
InChI=1S/C8H8O3/c9-5-8(11)6-1-3-7(10)4-2-6/h1-4,9-10H,5H2
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View in JSmol
Synonyms
ValueSource
4-Hydroxyphenacyl alcoholChEBI
2-Hydroxy-1-(4-hydroxyphenyl)ethanone, 9ciHMDB
Hydroxymethyl p-hydroxyphenyl ketoneHMDB
p-HydroxybenzoylcarbinolHMDB
p-Hydroxyphenacyl alcoholHMDB
Chemical FormulaC8H8O3
Average Mass152.1473 Da
Monoisotopic Mass152.04734 Da
IUPAC Name2-hydroxy-1-(4-hydroxyphenyl)ethan-1-one
Traditional Name2,4-dihydroxyacetophenone
CAS Registry NumberNot Available
SMILES
OCC(=O)C1=CC=C(O)C=C1
InChI Identifier
InChI=1S/C8H8O3/c9-5-8(11)6-1-3-7(10)4-2-6/h1-4,9-10H,5H2
InChI KeyKLAKIAVEMQMVBT-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.
KingdomOrganic compounds  
Super ClassOrganic oxygen compounds  
ClassOrganooxygen compounds  
Sub ClassCarbonyl compounds  
Direct ParentAlkyl-phenylketones  
Alternative Parents
Substituents
  • Alkyl-phenylketone
    • 

  • Aryl alkyl ketone
    • 

  • Benzoyl
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Phenol
    • 

  • Benzenoid
    • 

  • Monocyclic benzene moiety
    • 

  • Alpha-hydroxy ketone
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Primary alcohol
    • 

  • Alcohol
    • 

  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
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
logP0.65ALOGPS
logP0.41ChemAxon
logS-1.1ALOGPS
pKa (Strongest Acidic)7.69ChemAxon
pKa (Strongest Basic)-3.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity40.14 m³·mol⁻¹ChemAxon
Polarizability14.94 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0029657  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB000831  
KNApSAcK IDNot Available
Chemspider ID389088  
KEGG Compound IDC13635  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound440082  
PDB IDNot Available
ChEBI ID35164  
Good Scents IDNot Available
References
General ReferencesNot Available