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Showing NP-Card for 5-(2-aminoethyl)-3-methoxybenzene-1,2-diol (NP0174745)

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Record Information
Version2.0
Created at2022-09-03 12:03:21 UTC
Updated at2022-09-03 12:03:21 UTC
NP-MRD IDNP0174745
Secondary Accession NumbersNone
Natural Product Identification
Common Name5-(2-aminoethyl)-3-methoxybenzene-1,2-diol
Description5-(2-Aminoethyl)-3-methoxybenzene-1,2-diol belongs to the class of organic compounds known as catecholamines and derivatives. Catecholamines and derivatives are compounds containing 4-(2-Aminoethyl)pyrocatechol [4-(2-aminoethyl)benzene-1,2-diol] or a derivative thereof formed by substitution. 5-(2-aminoethyl)-3-methoxybenzene-1,2-diol is found in Austrocylindropuntia cylindrica, Cylindropuntia imbricata, Echinopsis spachiana, Senegalia berlandieri and Vachellia rigidula. 5-(2-Aminoethyl)-3-methoxybenzene-1,2-diol is a very strong basic compound (based on its pKa).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0174745 (5-(2-aminoethyl)-3-methoxybenzene-1,2-diol)


  Mrv1652310061707292D          

 13 13  0  0  0  0            999 V2000
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    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  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
    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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   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   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  6  2  1  0  0  0  0
  6  4  2  0  0  0  0
  6  5  1  0  0  0  0
  7  4  1  0  0  0  0
  8  5  2  0  0  0  0
  9  7  2  0  0  0  0
  9  8  1  0  0  0  0
 10  3  1  0  0  0  0
 11  7  1  0  0  0  0
 12  9  1  0  0  0  0
 13  1  1  0  0  0  0
 13  8  1  0  0  0  0
M  END
Download

3D MOL for NP0174745 (5-(2-aminoethyl)-3-methoxybenzene-1,2-diol)

     RDKit          3D

 26 26  0  0  0  0  0  0  0  0999 V2000
   -2.6786    2.3242    0.2763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8343    0.9432    0.0362 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7504    0.0774    0.0408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4649    0.5095    0.2783 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6122   -0.3453    0.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9756    0.1242    0.5375 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7177    0.5332   -0.7055 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0300    0.9695   -0.3210 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3692   -1.6937    0.0374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9095   -2.1532   -0.2036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0960   -3.5161   -0.4448 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9784   -1.2595   -0.2018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2469   -1.7388   -0.4446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9771    2.5278    1.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3118    2.8407   -0.6208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6718    2.7295    0.5958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2967    1.5579    0.4672 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8957    1.0441    1.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5318   -0.6270    1.1203 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8217   -0.2713   -1.4449 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1501    1.3498   -1.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1491    1.1073    0.7009 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7960    0.3545   -0.6500 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1950   -2.3956    0.0342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0048   -3.8994   -0.6251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0231   -1.0930   -0.4438 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  5  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 12  3  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  4 17  1  0
  6 18  1  0
  6 19  1  0
  7 20  1  0
  7 21  1  0
  8 22  1  0
  8 23  1  0
  9 24  1  0
 11 25  1  0
 13 26  1  0
M  END
Download

3D SDF for NP0174745 (5-(2-aminoethyl)-3-methoxybenzene-1,2-diol)


  Mrv1652310061707292D          

 13 13  0  0  0  0            999 V2000
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    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  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
    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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   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   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  6  2  1  0  0  0  0
  6  4  2  0  0  0  0
  6  5  1  0  0  0  0
  7  4  1  0  0  0  0
  8  5  2  0  0  0  0
  9  7  2  0  0  0  0
  9  8  1  0  0  0  0
 10  3  1  0  0  0  0
 11  7  1  0  0  0  0
 12  9  1  0  0  0  0
 13  1  1  0  0  0  0
 13  8  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0174745

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(CCN)=CC(O)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C9H13NO3/c1-13-8-5-6(2-3-10)4-7(11)9(8)12/h4-5,11-12H,2-3,10H2,1H3

> <INCHI_KEY>
VAXRELHTGBYXIA-UHFFFAOYSA-N

> <FORMULA>
C9H13NO3

> <MOLECULAR_WEIGHT>
183.207

> <EXACT_MASS>
183.089543283

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
19.19582635757192

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-(2-aminoethyl)-3-methoxybenzene-1,2-diol

> <ALOGPS_LOGP>
-0.37

> <JCHEM_LOGP>
-0.022419753165444627

> <ALOGPS_LOGS>
-1.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.34884987800363

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.049497901165534

> <JCHEM_PKA_STRONGEST_BASIC>
9.38161668756711

> <JCHEM_POLAR_SURFACE_AREA>
75.71000000000001

> <JCHEM_REFRACTIVITY>
49.7114

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.04e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-(2-aminoethyl)-3-methoxybenzene-1,2-diol

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0174745 (5-(2-aminoethyl)-3-methoxybenzene-1,2-diol)

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PDB for NP0174745 (5-(2-aminoethyl)-3-methoxybenzene-1,2-diol)
HEADER    PROTEIN                                 06-OCT-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-OCT-17         0                                  
HETATM    1  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       2.667   6.160   0.000  0.00  0.00           N+0
HETATM   11  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2    3    6                                                       
CONECT    3    2   10                                                       
CONECT    4    6    7                                                       
CONECT    5    6    8                                                       
CONECT    6    2    4    5                                                  
CONECT    7    4    9   11                                                  
CONECT    8    5    9   13                                                  
CONECT    9    7    8   12                                                  
CONECT   10    3                                                            
CONECT   11    7                                                            
CONECT   12    9                                                            
CONECT   13    1    8                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

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3D PDB for NP0174745 (5-(2-aminoethyl)-3-methoxybenzene-1,2-diol)
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SMILES for NP0174745 (5-(2-aminoethyl)-3-methoxybenzene-1,2-diol)
COC1=CC(CCN)=CC(O)=C1O
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INCHI for NP0174745 (5-(2-aminoethyl)-3-methoxybenzene-1,2-diol)
InChI=1S/C9H13NO3/c1-13-8-5-6(2-3-10)4-7(11)9(8)12/h4-5,11-12H,2-3,10H2,1H3
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View in JSmol
SynonymsNot Available
Chemical FormulaC9H13NO3
Average Mass183.2070 Da
Monoisotopic Mass183.08954 Da
IUPAC Name5-(2-aminoethyl)-3-methoxybenzene-1,2-diol
Traditional Name5-(2-aminoethyl)-3-methoxybenzene-1,2-diol
CAS Registry NumberNot Available
SMILES
COC1=CC(CCN)=CC(O)=C1O
InChI Identifier
InChI=1S/C9H13NO3/c1-13-8-5-6(2-3-10)4-7(11)9(8)12/h4-5,11-12H,2-3,10H2,1H3
InChI KeyVAXRELHTGBYXIA-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
Austrocylindropuntia cylindricaLOTUS Database
Cylindropuntia imbricataLOTUS Database
Echinopsis spachianaLOTUS Database
Senegalia berlandieriLOTUS Database
Vachellia rigidulaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as catecholamines and derivatives. Catecholamines and derivatives are compounds containing 4-(2-Aminoethyl)pyrocatechol [4-(2-aminoethyl)benzene-1,2-diol] or a derivative thereof formed by substitution.
KingdomOrganic compounds  
Super ClassBenzenoids  
ClassPhenols  
Sub ClassBenzenediols  
Direct ParentCatecholamines and derivatives  
Alternative Parents
Substituents
  • Catecholamine
    • 

  • Methoxyphenol
    • 

  • Phenethylamine
    • 

  • Phenoxy compound
    • 

  • Anisole
    • 

  • 2-arylethylamine
    • 

  • Methoxybenzene
    • 

  • Phenol ether
    • 

  • Alkyl aryl ether
    • 

  • 1-hydroxy-4-unsubstituted benzenoid
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Aralkylamine
    • 

  • Monocyclic benzene moiety
    • 

  • Ether
    • 

  • Organonitrogen compound
    • 

  • Primary aliphatic amine
    • 

  • Primary amine
    • 

  • Organic nitrogen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organopnictogen compound
    • 

  • Organic oxygen compound
    • 

  • Amine
    • 

  • Organooxygen compound
    • 

  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic 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
logP-0.37ALOGPS
logP-0.022ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)10.05ChemAxon
pKa (Strongest Basic)9.38ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area75.71 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity49.71 m³·mol⁻¹ChemAxon
Polarizability19.2 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0154785  
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 Compound54382520  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]