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Showing NP-Card for (3s)-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (NP0281438)

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Record Information
Version2.0
Created at2022-09-09 07:46:54 UTC
Updated at2022-09-09 07:46:55 UTC
NP-MRD IDNP0281438
Secondary Accession NumbersNone
Natural Product Identification
Common Name(3s)-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
Description34312-81-7 Belongs to the class of organic compounds known as tetrahydroisoquinolines. These are tetrahydrogenated isoquinoline derivatives. (3s)-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid is found in Mucuna pruriens. Based on a literature review very few articles have been published on 34312-81-7.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0281438 ((3s)-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid)


  Mrv1652309092209472D          

 15 16  0  0  1  0            999 V2000
   -0.7145   -0.4125    0.0000 O   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
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  2  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
    4.2868   -1.6500    0.0000 O   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
    2.1434   -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
    0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  4  2  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 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
  6 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  4 15  1  0  0  0  0
M  END
Download

3D MOL for NP0281438 ((3s)-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid)

     RDKit          3D

 26 27  0  0  0  0  0  0  0  0999 V2000
   -2.1760    0.4644   -2.4119 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4621    0.5330   -1.1688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1002    1.6731   -0.6993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1040   -0.6094   -0.2606 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3760   -0.1049    0.9266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0331    0.1601    0.5704 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7197    1.2825    0.9471 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0337    1.4205    0.5545 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7382    2.5478    0.9276 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6617    0.4568   -0.2036 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9914    0.6527   -0.5697 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9849   -0.6916   -0.5982 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6709   -0.8135   -0.1967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1504   -1.9970   -0.5591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4669   -1.6290   -1.0059 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3012    1.7685    0.2830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0957   -1.0157    0.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3623   -0.9241    1.7010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8917    0.7548    1.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1972    2.0200    1.5423 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3687    3.2924    1.4720 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4575   -0.0508   -1.1259 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4597   -1.4614   -1.1941 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3637   -2.4818   -1.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1636   -2.7371    0.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0303   -2.5104   -1.0797 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  2  1  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15  4  1  0
 13  6  1  0
  3 16  1  0
  4 17  1  1
  5 18  1  0
  5 19  1  0
  7 20  1  0
  9 21  1  0
 11 22  1  0
 12 23  1  0
 14 24  1  0
 14 25  1  0
 15 26  1  0
M  END
Download

3D SDF for NP0281438 ((3s)-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid)


  Mrv1652309092209472D          

 15 16  0  0  1  0            999 V2000
   -0.7145   -0.4125    0.0000 O   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
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  2  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
    4.2868   -1.6500    0.0000 O   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
    2.1434   -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
    0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  4  2  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 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
  6 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  4 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0281438

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)[C@@H]1CC2=CC(O)=C(O)C=C2CN1

> <INCHI_IDENTIFIER>
InChI=1S/C10H11NO4/c12-8-2-5-1-7(10(14)15)11-4-6(5)3-9(8)13/h2-3,7,11-13H,1,4H2,(H,14,15)/t7-/m0/s1

> <INCHI_KEY>
UIPNPFUNPXYKGP-ZETCQYMHSA-N

> <FORMULA>
C10H11NO4

> <MOLECULAR_WEIGHT>
209.201

> <EXACT_MASS>
209.068807838

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
20.46079347722008

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S)-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

> <JCHEM_LOGP>
-1.8161884754223951

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.313952088465571

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.1291964291637369

> <JCHEM_PKA_STRONGEST_BASIC>
8.434799197689399

> <JCHEM_POLAR_SURFACE_AREA>
89.79

> <JCHEM_REFRACTIVITY>
52.407300000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3S)-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0281438 ((3s)-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid)

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PDB for NP0281438 ((3s)-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid)
HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       1.334  -2.310   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   15                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   13                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12    6   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14    4                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

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3D PDB for NP0281438 ((3s)-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid)
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SMILES for NP0281438 ((3s)-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid)
OC(=O)[C@@H]1CC2=CC(O)=C(O)C=C2CN1
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INCHI for NP0281438 ((3s)-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid)
InChI=1S/C10H11NO4/c12-8-2-5-1-7(10(14)15)11-4-6(5)3-9(8)13/h2-3,7,11-13H,1,4H2,(H,14,15)/t7-/m0/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC10H11NO4
Average Mass209.2010 Da
Monoisotopic Mass209.06881 Da
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry NumberNot Available
SMILES
OC(=O)[C@@H]1CC2=CC(O)=C(O)C=C2CN1
InChI Identifier
InChI=1S/C10H11NO4/c12-8-2-5-1-7(10(14)15)11-4-6(5)3-9(8)13/h2-3,7,11-13H,1,4H2,(H,14,15)/t7-/m0/s1
InChI KeyUIPNPFUNPXYKGP-ZETCQYMHSA-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
Mucuna pruriensLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as tetrahydroisoquinolines. These are tetrahydrogenated isoquinoline derivatives.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassTetrahydroisoquinolines  
Sub ClassNot Available
Direct ParentTetrahydroisoquinolines  
Alternative Parents
Substituents
  • Alpha-amino acid
    • 

  • Alpha-amino acid or derivatives
    • 

  • Tetrahydroisoquinoline
    • 

  • L-alpha-amino acid
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Phenol
    • 

  • Aralkylamine
    • 

  • Benzenoid
    • 

  • Amino acid
    • 

  • Amino acid or derivatives
    • 

  • Azacycle
    • 

  • Carboxylic acid derivative
    • 

  • Carboxylic acid
    • 

  • Secondary aliphatic amine
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Secondary amine
    • 

  • Amine
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organonitrogen compound
    • 

  • Organooxygen compound
    • 

  • Organic nitrogen compound
    • 

  • Carbonyl group
    • 

  • Organic oxygen compound
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic 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
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID57460024  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound12926159  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]