Np mrd loader

Showing NP-Card for 3-methyl-9h-carbazol-1-ol (NP0195013)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-09-04 12:47:28 UTC
Updated at2022-09-04 12:47:28 UTC
NP-MRD IDNP0195013
Secondary Accession NumbersNone
Natural Product Identification
Common Name3-methyl-9h-carbazol-1-ol
Description1-Hydroxy-3-methyl-9H-carbazole, also known as 1,4-bis(5-phenyloxazol-2-yl)benzene or 2,2'-p-phenylene-bis(5-phenyloxazole), belongs to the class of organic compounds known as carbazoles. Carbazoles are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring. 1-Hydroxy-3-methyl-9H-carbazole is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 1-Hydroxy-3-methyl-9H-carbazole has been detected, but not quantified in, herbs and spices. 3-methyl-9h-carbazol-1-ol is found in Murraya koenigii. This could make 1-hydroxy-3-methyl-9H-carbazole a potential biomarker for the consumption of these foods.
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0195013 (3-methyl-9h-carbazol-1-ol)


  Mrv0541 05061307082D          

 15 17  0  0  0  0            999 V2000
   -0.3896    1.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339   -0.6855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2046   -1.1567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  8  1  1  0  0  0  0
  8  6  2  0  0  0  0
  8  7  1  0  0  0  0
  9  4  2  0  0  0  0
 10  6  1  0  0  0  0
 10  9  1  0  0  0  0
 11  5  2  0  0  0  0
 11  9  1  0  0  0  0
 12  7  2  0  0  0  0
 13 10  2  0  0  0  0
 13 12  1  0  0  0  0
 14 11  1  0  0  0  0
 14 13  1  0  0  0  0
 15 12  1  0  0  0  0
M  END
Download

3D MOL for NP0195013 (3-methyl-9h-carbazol-1-ol)

     RDKit          3D

 26 28  0  0  0  0  0  0  0  0999 V2000
    3.7597    1.2346   -0.0765 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5114    0.4104   -0.1979 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5734   -0.8855   -0.6704 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4447   -1.6660   -0.7928 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5278   -2.9664   -1.2699 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2361   -1.1147   -0.4273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0200   -1.5811   -0.4194 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8838   -0.6549    0.0324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2509   -0.6781    0.2143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9010    0.4519    0.7093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1662    1.5997    1.0180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8000    1.6144    0.8331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1673    0.4921    0.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1464    0.1913    0.0528 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2999    0.9465    0.1627 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3309    1.0561   -1.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3825    0.8600    0.7617 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5397    2.3033   -0.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5662   -1.2677   -0.9454 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7155   -3.5568   -1.3682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2520   -2.5551   -0.7359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8181   -1.5671   -0.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9754    0.4226    0.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7314    2.4369    1.3963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2653    2.5186    1.0824 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1971    1.9549    0.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2 15  2  0
 15 14  1  0
 14  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  6  4  1  0
  4  5  1  0
  4  3  2  0
  3  2  1  0
 13 14  1  0
 13  8  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
 15 26  1  0
  7 21  1  0
  9 22  1  0
 10 23  1  0
 11 24  1  0
 12 25  1  0
  5 20  1  0
  3 19  1  0
M  END
Download

3D SDF for NP0195013 (3-methyl-9h-carbazol-1-ol)


  Mrv0541 05061307082D          

 15 17  0  0  0  0            999 V2000
   -0.3896    1.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339   -0.6855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2046   -1.1567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  8  1  1  0  0  0  0
  8  6  2  0  0  0  0
  8  7  1  0  0  0  0
  9  4  2  0  0  0  0
 10  6  1  0  0  0  0
 10  9  1  0  0  0  0
 11  5  2  0  0  0  0
 11  9  1  0  0  0  0
 12  7  2  0  0  0  0
 13 10  2  0  0  0  0
 13 12  1  0  0  0  0
 14 11  1  0  0  0  0
 14 13  1  0  0  0  0
 15 12  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0195013

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CC2=C(NC3=CC=CC=C23)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H11NO/c1-8-6-10-9-4-2-3-5-11(9)14-13(10)12(15)7-8/h2-7,14-15H,1H3

> <INCHI_KEY>
IKITXHOOBOBUFJ-UHFFFAOYSA-N

> <FORMULA>
C13H11NO

> <MOLECULAR_WEIGHT>
197.2325

> <EXACT_MASS>
197.084063979

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
22.026825951891272

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-methyl-9H-carbazol-1-ol

> <ALOGPS_LOGP>
2.94

> <JCHEM_LOGP>
3.300741757

> <ALOGPS_LOGS>
-3.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.85186377971625

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.527850007521396

> <JCHEM_PKA_STRONGEST_BASIC>
-5.7723992969515345

> <JCHEM_POLAR_SURFACE_AREA>
36.019999999999996

> <JCHEM_REFRACTIVITY>
60.494299999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.10e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-methyl-9H-carbazol-1-ol

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0195013 (3-methyl-9h-carbazol-1-ol)

Download
PDB for NP0195013 (3-methyl-9h-carbazol-1-ol)
HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -0.727   3.059   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.917   1.914   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.393   0.450   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.411   2.235   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.362  -0.695   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.810   2.235   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.173   0.450   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.303   1.914   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.380   1.090   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.840   1.090   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.856  -0.374   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.858  -0.695   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.364  -0.374   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       3.610  -1.280   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0       0.382  -2.159   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2    9                                                       
CONECT    5    3   11                                                       
CONECT    6    8   10                                                       
CONECT    7    8   12                                                       
CONECT    8    1    6    7                                                  
CONECT    9    4   10   11                                                  
CONECT   10    6    9   13                                                  
CONECT   11    5    9   14                                                  
CONECT   12    7   13   15                                                  
CONECT   13   10   12   14                                                  
CONECT   14   11   13                                                       
CONECT   15   12                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   34    0
END

Download
3D PDB for NP0195013 (3-methyl-9h-carbazol-1-ol)
Download
SMILES for NP0195013 (3-methyl-9h-carbazol-1-ol)
CC1=CC2=C(NC3=CC=CC=C23)C(O)=C1
Download
INCHI for NP0195013 (3-methyl-9h-carbazol-1-ol)
InChI=1S/C13H11NO/c1-8-6-10-9-4-2-3-5-11(9)14-13(10)12(15)7-8/h2-7,14-15H,1H3
Download
View in JSmol
Synonyms
ValueSource
1,4-Bis(5-phenyl-2-oxazolyl)benzeneHMDB
1,4-Bis(5-phenyloxazol-2-yl)benzeneHMDB
1,4-Bis-(5-phenyloxazol-2-yl)benzeneHMDB
1,4-BIS-2-(5-phnyloxazolyl)benzeneHMDB
1,4-Bis[2-(5-phenyloxazolyl)]benzeneHMDB
2,2'-(1,4-Phenylene)bis(5-phenyl-oxazoleHMDB
2,2'-(1,4-Phenylene)bis[5-phenyl-oxazoleHMDB
2,2'-Benzene-1,4-diylbis(5-phenyl-1,3-oxazole)HMDB
2,2'-p-Phenylene-bis(5-phenyloxazole)HMDB
2,2'-p-Phenylenebis(5-phenyloxazole)HMDB
2,2'-p-Phenylenebis[5-phenyl-oxazoleHMDB
5-Phenyl-2-(4-(5-phenyl-1,3-oxazol-2-yl)phenyl)-1,3-oxazoleHMDB
Oxazole, 2,2'-p-phenylenebis(5-phenyl- (8ci)HMDB
p-Bis(5-phenyloxazol-2-yl)benzeneHMDB
POPOPHMDB
1-Hydroxy-3-methyl-9H-carbazoleMeSH
Chemical FormulaC13H11NO
Average Mass197.2325 Da
Monoisotopic Mass197.08406 Da
IUPAC Name3-methyl-9H-carbazol-1-ol
Traditional Name3-methyl-9H-carbazol-1-ol
CAS Registry NumberNot Available
SMILES
CC1=CC2=C(NC3=CC=CC=C23)C(O)=C1
InChI Identifier
InChI=1S/C13H11NO/c1-8-6-10-9-4-2-3-5-11(9)14-13(10)12(15)7-8/h2-7,14-15H,1H3
InChI KeyIKITXHOOBOBUFJ-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
Murraya koenigiiLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as carbazoles. Carbazoles are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassIndoles and derivatives  
Sub ClassCarbazoles  
Direct ParentCarbazoles  
Alternative Parents
Substituents
  • Carbazole
    • 

  • Hydroxyindole
    • 

  • Indole
    • 

  • 1-hydroxy-4-unsubstituted benzenoid
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Benzenoid
    • 

  • Pyrrole
    • 

  • Heteroaromatic compound
    • 

  • Azacycle
    • 

  • Organic nitrogen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organopnictogen compound
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • 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
logP2.94ALOGPS
logP3.3ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)9.53ChemAxon
pKa (Strongest Basic)-5.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area36.02 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity60.49 m³·mol⁻¹ChemAxon
Polarizability22.03 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0033487  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB011534  
KNApSAcK IDNot Available
Chemspider ID528102  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound607542  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]