Np mrd loader

Showing NP-Card for 1,6-Dihydroxy-1,2,3,4-tetrahydro-beta-carboline (NP0068782)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-04-28 14:02:29 UTC
Updated at2022-04-28 14:02:29 UTC
NP-MRD IDNP0068782
Secondary Accession NumbersNone
Natural Product Identification
Common Name1,6-Dihydroxy-1,2,3,4-tetrahydro-beta-carboline
Description(1R)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-1,6-diol belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety. 1,6-Dihydroxy-1,2,3,4-tetrahydro-beta-carboline is found in Hyrtios reticulatus. Based on a literature review very few articles have been published on (1R)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-1,6-diol.
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0068782 (1,6-Dihydroxy-1,2,3,4-tetrahydro-beta-carboline)


  Mrv1652304282216022D          

 15 17  0  0  1  0            999 V2000
    3.9604    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339    1.5105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.5840    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595    1.1971    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2046    1.9817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2575   -0.8137    0.0000 O   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
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  6  0  0  0
  2 15  1  0  0  0  0
M  END
Download

3D MOL for NP0068782 (1,6-Dihydroxy-1,2,3,4-tetrahydro-beta-carboline)

     RDKit          3D

 27 29  0  0  0  0  0  0  0  0999 V2000
    4.4608   -1.2888   -0.5312 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3377   -0.4902   -0.3589 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5236    0.8760   -0.2757 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4222    1.6807   -0.1051 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1380    1.1783   -0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0853    1.7185    0.1496 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0375    0.7979    0.1765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3968   -0.4227    0.0212 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9534   -0.1846   -0.0967 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0618   -0.9905   -0.2681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1499   -1.6990    0.0016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5628   -1.3871   -0.4095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1260   -0.3832    0.4564 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5101    0.9006    0.3321 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0873    1.5277   -0.7954 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8392   -1.5553   -1.4231 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5402    1.2936   -0.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5670    2.7502   -0.0399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2116    2.7650    0.2403 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9180   -2.0758   -0.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1166   -2.0956    1.0499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6796   -2.4055   -0.7087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5287   -0.9653   -1.4311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2207   -2.2762   -0.3535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2899   -0.6963    1.4234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7963    1.5054    1.2180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9627    1.9223   -0.5700 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11  8  1  0
  8  7  2  0
  7  6  1  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  2 10  1  0
 10  9  2  0
  7 14  1  0
  9  5  1  0
  9  8  1  0
 15 27  1  0
 14 26  1  1
 13 25  1  0
 12 23  1  0
 12 24  1  0
 11 21  1  0
 11 22  1  0
  6 19  1  0
  4 18  1  0
  3 17  1  0
  1 16  1  0
 10 20  1  0
M  END
Download

3D SDF for NP0068782 (1,6-Dihydroxy-1,2,3,4-tetrahydro-beta-carboline)


  Mrv1652304282216022D          

 15 17  0  0  1  0            999 V2000
    3.9604    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339    1.5105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.5840    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595    1.1971    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2046    1.9817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2575   -0.8137    0.0000 O   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
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  6  0  0  0
  2 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0068782

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O[C@H]1NCCC2=C1NC1=CC=C(O)C=C21

> <INCHI_IDENTIFIER>
InChI=1S/C11H12N2O2/c14-6-1-2-9-8(5-6)7-3-4-12-11(15)10(7)13-9/h1-2,5,11-15H,3-4H2/t11-/m1/s1

> <INCHI_KEY>
MXAUKXXHSHERRL-LLVKDONJSA-N

> <FORMULA>
C11H12N2O2

> <MOLECULAR_WEIGHT>
204.229

> <EXACT_MASS>
204.089877634

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
21.432626389808647

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-1,6-diol

> <ALOGPS_LOGP>
0.35

> <JCHEM_LOGP>
0.7734925635212858

> <ALOGPS_LOGS>
-1.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.92619157387432

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.564185098390144

> <JCHEM_PKA_STRONGEST_BASIC>
8.003808255344683

> <JCHEM_POLAR_SURFACE_AREA>
68.28

> <JCHEM_REFRACTIVITY>
56.5904

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.81e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-1,6-diol

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0068782 (1,6-Dihydroxy-1,2,3,4-tetrahydro-beta-carboline)

Download
PDB for NP0068782 (1,6-Dihydroxy-1,2,3,4-tetrahydro-beta-carboline)
HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       7.393   1.090   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.917  -0.374   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.410  -0.695   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.380   0.450   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.856   1.914   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.362   2.235   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       3.610   2.820   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       2.364   1.914   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.840   0.450   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.810  -0.695   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.303  -0.374   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      -0.173   1.090   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       0.858   2.235   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.382   3.699   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       7.947  -1.519   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   15                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8    4   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8   14                                                  
CONECT   14   13                                                            
CONECT   15    2                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   34    0
END

Download
3D PDB for NP0068782 (1,6-Dihydroxy-1,2,3,4-tetrahydro-beta-carboline)
Download
SMILES for NP0068782 (1,6-Dihydroxy-1,2,3,4-tetrahydro-beta-carboline)
O[C@H]1NCCC2=C1NC1=CC=C(O)C=C21
Download
INCHI for NP0068782 (1,6-Dihydroxy-1,2,3,4-tetrahydro-beta-carboline)
InChI=1S/C11H12N2O2/c14-6-1-2-9-8(5-6)7-3-4-12-11(15)10(7)13-9/h1-2,5,11-15H,3-4H2/t11-/m1/s1
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC11H12N2O2
Average Mass204.2290 Da
Monoisotopic Mass204.08988 Da
IUPAC Name(1R)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-1,6-diol
Traditional Name(1R)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-1,6-diol
CAS Registry NumberNot Available
SMILES
O[C@H]1NCCC2=C1NC1=CC=C(O)C=C21
InChI Identifier
InChI=1S/C11H12N2O2/c14-6-1-2-9-8(5-6)7-3-4-12-11(15)10(7)13-9/h1-2,5,11-15H,3-4H2/t11-/m1/s1
InChI KeyMXAUKXXHSHERRL-LLVKDONJSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Hyrtios reticulatus-
Chemical Taxonomy
Description Belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassIndoles and derivatives  
Sub ClassPyridoindoles  
Direct ParentBeta carbolines  
Alternative Parents
Substituents
  • Beta-carboline
    • 

  • 3-alkylindole
    • 

  • Hydroxyindole
    • 

  • Indole
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Benzenoid
    • 

  • Pyrrole
    • 

  • Heteroaromatic compound
    • 

  • Secondary aliphatic amine
    • 

  • Secondary amine
    • 

  • Alkanolamine
    • 

  • Azacycle
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Amine
    • 

  • Organopnictogen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxygen compound
    • 

  • Organic nitrogen 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
logP0.35ALOGPS
logP0.77ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)9.56ChemAxon
pKa (Strongest Basic)8ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area68.28 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity56.59 m³·mol⁻¹ChemAxon
Polarizability21.43 ųChemAxon
Number of Rings3ChemAxon
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 Compound163082708  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available