Np mrd loader

Showing NP-Card for 1-(1,3,6,8-tetrahydroxynaphthalen-2-yl)ethanone (NP0231287)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-09-06 12:04:47 UTC
Updated at2022-09-06 12:04:47 UTC
NP-MRD IDNP0231287
Secondary Accession NumbersNone
Natural Product Identification
Common Name1-(1,3,6,8-tetrahydroxynaphthalen-2-yl)ethanone
Description2-Acetyl-1,3,6,8-tetrahydroxynaphthalene belongs to the class of organic compounds known as naphthols and derivatives. These are naphthalene derivatives carrying one or more hydroxyl (-OH) groups at any ring position. 1-(1,3,6,8-tetrahydroxynaphthalen-2-yl)ethanone is found in Aspergillus oryzae. 2-Acetyl-1,3,6,8-tetrahydroxynaphthalene is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0231287 (1-(1,3,6,8-tetrahydroxynaphthalen-2-yl)ethanone)


  Mrv1533004251505572D          

 17 18  0  0  0  0            999 V2000
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    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
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  2  0  0  0  0
  4 16  1  0  0  0  0
 16 17  1  0  0  0  0
M  END
Download

3D MOL for NP0231287 (1-(1,3,6,8-tetrahydroxynaphthalen-2-yl)ethanone)

     RDKit          3D

 27 28  0  0  0  0  0  0  0  0999 V2000
   -4.1221    0.1968   -0.4039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9121    0.2440    0.4150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1170    0.4648    1.6761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5753    0.0664   -0.0863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2723   -0.1669   -1.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1586   -0.2684   -2.3798 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1013   -0.3225   -1.7330 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0891   -0.2412   -0.8096 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4329   -0.3967   -1.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4621   -0.3208   -0.2685 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7636   -0.4791   -0.6709 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1120   -0.0813    1.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7950    0.0784    1.4451 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5613    0.3121    2.7697 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7732   -0.0009    0.5192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5438    0.1543    0.8965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9464    0.3923    2.1738 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3280   -0.7836   -0.8623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1796    1.0084   -1.1473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0212    0.4028    0.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0509   -0.2364   -2.5693 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3620   -0.5083   -2.7535 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6089   -0.5794   -2.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3894    0.2260   -0.9744 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9373   -0.0226    1.7559 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2926    0.3725    3.4542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4534    0.4893    2.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 16  4  1  0
 15  8  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  6 21  1  0
  7 22  1  0
  9 23  1  0
 11 24  1  0
 12 25  1  0
 14 26  1  0
 17 27  1  0
M  END
Download

3D SDF for NP0231287 (1-(1,3,6,8-tetrahydroxynaphthalen-2-yl)ethanone)


  Mrv1533004251505572D          

 17 18  0  0  0  0            999 V2000
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    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
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  2  0  0  0  0
  4 16  1  0  0  0  0
 16 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0231287

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)C1=C(O)C=C2C=C(O)C=C(O)C2=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C12H10O5/c1-5(13)10-8(15)3-6-2-7(14)4-9(16)11(6)12(10)17/h2-4,14-17H,1H3

> <INCHI_KEY>
FYPSLERIHMOYRN-UHFFFAOYSA-N

> <FORMULA>
C12H10O5

> <MOLECULAR_WEIGHT>
234.207

> <EXACT_MASS>
234.052823422

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
22.511982211844682

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(1,3,6,8-tetrahydroxynaphthalen-2-yl)ethan-1-one

> <ALOGPS_LOGP>
1.57

> <JCHEM_LOGP>
2.6061088046666665

> <ALOGPS_LOGS>
-2.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.93742286378447

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.093412089370345

> <JCHEM_PKA_STRONGEST_BASIC>
-4.917566543292392

> <JCHEM_POLAR_SURFACE_AREA>
97.99000000000001

> <JCHEM_REFRACTIVITY>
60.8346

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.00e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(1,3,6,8-tetrahydroxynaphthalen-2-yl)ethanone

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0231287 (1-(1,3,6,8-tetrahydroxynaphthalen-2-yl)ethanone)

Download
PDB for NP0231287 (1-(1,3,6,8-tetrahydroxynaphthalen-2-yl)ethanone)
HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   16                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   15                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13    8   16                                                  
CONECT   16   15    4   17                                                  
CONECT   17   16                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

Download
3D PDB for NP0231287 (1-(1,3,6,8-tetrahydroxynaphthalen-2-yl)ethanone)
Download
SMILES for NP0231287 (1-(1,3,6,8-tetrahydroxynaphthalen-2-yl)ethanone)
CC(=O)C1=C(O)C=C2C=C(O)C=C(O)C2=C1O
Download
INCHI for NP0231287 (1-(1,3,6,8-tetrahydroxynaphthalen-2-yl)ethanone)
InChI=1S/C12H10O5/c1-5(13)10-8(15)3-6-2-7(14)4-9(16)11(6)12(10)17/h2-4,14-17H,1H3
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC12H10O5
Average Mass234.2070 Da
Monoisotopic Mass234.05282 Da
IUPAC Name1-(1,3,6,8-tetrahydroxynaphthalen-2-yl)ethan-1-one
Traditional Name1-(1,3,6,8-tetrahydroxynaphthalen-2-yl)ethanone
CAS Registry NumberNot Available
SMILES
CC(=O)C1=C(O)C=C2C=C(O)C=C(O)C2=C1O
InChI Identifier
InChI=1S/C12H10O5/c1-5(13)10-8(15)3-6-2-7(14)4-9(16)11(6)12(10)17/h2-4,14-17H,1H3
InChI KeyFYPSLERIHMOYRN-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Aspergillus oryzaeLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as naphthols and derivatives. These are naphthalene derivatives carrying one or more hydroxyl (-OH) groups at any ring position.
KingdomOrganic compounds  
Super ClassBenzenoids  
ClassNaphthalenes  
Sub ClassNaphthols and derivatives  
Direct ParentNaphthols and derivatives  
Alternative Parents
Substituents
  • 2-naphthol
    • 

  • 1-naphthol
    • 

  • Acetophenone
    • 

  • Aryl ketone
    • 

  • Aryl alkyl ketone
    • 

  • 1-hydroxy-4-unsubstituted benzenoid
    • 

  • Phenol
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Vinylogous acid
    • 

  • Ketone
    • 

  • Polyol
    • 

  • Organooxygen compound
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External DescriptorsNot Available
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
logP1.57ALOGPS
logP2.61ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)8.09ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area97.99 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity60.83 m³·mol⁻¹ChemAxon
Polarizability22.51 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound86018477  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]