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Showing NP-Card for Methyl carbazole-3-carboxylate (NP0076860)

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Record Information
Version2.0
Created at2022-04-28 22:03:09 UTC
Updated at2022-04-28 22:03:09 UTC
NP-MRD IDNP0076860
Secondary Accession NumbersNone
Natural Product Identification
Common NameMethyl carbazole-3-carboxylate
DescriptionMethyl 3-carbazolecarboxylate 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. Methyl 3-carbazolecarboxylate is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Methyl 3-carbazolecarboxylate has been detected, but not quantified in, fruits. Methyl carbazole-3-carboxylate is found in Clausena anisata, Clausena excavata , Clausena harmandiana, Clausena lansium , Clausena vestita, Glycosmis arborea, Glycosmis pentaphylla, Micromelum hirsutum and Micromelum integerrimum. This could make methyl 3-carbazolecarboxylate a potential biomarker for the consumption of these foods.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0076860 (Methyl carbazole-3-carboxylate)


  Mrv0541 05061304512D          

 17 19  0  0  0  0            999 V2000
   -1.7486    2.0803    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
   -0.0925    0.2410    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
    0.9694    1.1971    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
    1.2665   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3896    1.6387    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
   -0.1347    2.4233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1966    1.4672    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
  7  6  2  0  0  0  0
  9  6  1  0  0  0  0
  9  8  2  0  0  0  0
 10  4  2  0  0  0  0
 11  8  1  0  0  0  0
 11 10  1  0  0  0  0
 12  5  2  0  0  0  0
 12 10  1  0  0  0  0
 13  7  1  0  0  0  0
 13 11  2  0  0  0  0
 14  9  1  0  0  0  0
 15 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  2  0  0  0  0
 17  1  1  0  0  0  0
 17 14  1  0  0  0  0
M  END
Download

3D MOL for NP0076860 (Methyl carbazole-3-carboxylate)

     RDKit          3D

 28 30  0  0  0  0  0  0  0  0999 V2000
    5.5449    0.0752    0.0117 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2570   -0.4056   -0.3449 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0977    0.1981    0.0876 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1684    1.2094    0.8231 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7657   -0.2920   -0.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5903   -1.3942   -1.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3362   -1.8122   -1.3887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7802   -1.1426   -0.9081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1177   -1.3070   -1.0349 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7858   -0.3634   -0.3527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1320   -0.1178   -0.1815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5741    0.9556    0.5963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6715    1.7948    1.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3186    1.5405    1.0338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8787    0.4765    0.2628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6464   -0.0239   -0.0942 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6380    0.3577    0.1902 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1806   -0.0262   -0.9028 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5304    1.1138    0.3674 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0212   -0.5530    0.7888 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5085   -1.8813   -1.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1996   -2.6774   -2.0183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5242   -2.0880   -1.6048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8791   -0.7511   -0.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6584    1.0876    0.6863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0325    2.6293    1.8158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5895    2.1614    1.4891 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7502    1.2359    0.8291 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
  3  5  1  0
  5 17  2  0
 17 16  1  0
 16  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
 15 16  1  0
 15 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
 17 28  1  0
  9 23  1  0
 11 24  1  0
 12 25  1  0
 13 26  1  0
 14 27  1  0
  7 22  1  0
  6 21  1  0
M  END
Download

3D SDF for NP0076860 (Methyl carbazole-3-carboxylate)


  Mrv0541 05061304512D          

 17 19  0  0  0  0            999 V2000
   -1.7486    2.0803    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
   -0.0925    0.2410    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
    0.9694    1.1971    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
    1.2665   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3896    1.6387    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
   -0.1347    2.4233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1966    1.4672    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
  7  6  2  0  0  0  0
  9  6  1  0  0  0  0
  9  8  2  0  0  0  0
 10  4  2  0  0  0  0
 11  8  1  0  0  0  0
 11 10  1  0  0  0  0
 12  5  2  0  0  0  0
 12 10  1  0  0  0  0
 13  7  1  0  0  0  0
 13 11  2  0  0  0  0
 14  9  1  0  0  0  0
 15 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  2  0  0  0  0
 17  1  1  0  0  0  0
 17 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0076860

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C14H11NO2/c1-17-14(16)9-6-7-13-11(8-9)10-4-2-3-5-12(10)15-13/h2-8,15H,1H3

> <INCHI_KEY>
LZXXHWWSVRIDGR-UHFFFAOYSA-N

> <FORMULA>
C14H11NO2

> <MOLECULAR_WEIGHT>
225.2426

> <EXACT_MASS>
225.078978601

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
24.500634265027713

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 9H-carbazole-3-carboxylate

> <ALOGPS_LOGP>
3.68

> <JCHEM_LOGP>
3.094362653333333

> <ALOGPS_LOGS>
-3.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.369226470268977

> <JCHEM_PKA_STRONGEST_BASIC>
-6.8867890887280465

> <JCHEM_POLAR_SURFACE_AREA>
42.09

> <JCHEM_REFRACTIVITY>
65.4975

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.82e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 9H-carbazole-3-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0076860 (Methyl carbazole-3-carboxylate)

Download
PDB for NP0076860 (Methyl carbazole-3-carboxylate)
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      -3.264   3.883   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      -0.173   0.450   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.858  -0.695   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.810   2.235   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.303   1.914   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.380   1.090   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.840   1.090   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.856  -0.374   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  C   UNK     0      -0.727   3.059   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       3.610  -1.280   0.000  0.00  0.00           N+0
HETATM   16  O   UNK     0      -0.251   4.523   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -2.234   2.739   0.000  0.00  0.00           O+0
CONECT    1   17                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2   10                                                       
CONECT    5    3   12                                                       
CONECT    6    7    9                                                       
CONECT    7    6   13                                                       
CONECT    8    9   11                                                       
CONECT    9    6    8   14                                                  
CONECT   10    4   11   12                                                  
CONECT   11    8   10   13                                                  
CONECT   12    5   10   15                                                  
CONECT   13    7   11   15                                                  
CONECT   14    9   16   17                                                  
CONECT   15   12   13                                                       
CONECT   16   14                                                            
CONECT   17    1   14                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   38    0
END

Download
3D PDB for NP0076860 (Methyl carbazole-3-carboxylate)
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SMILES for NP0076860 (Methyl carbazole-3-carboxylate)
COC(=O)C1=CC2=C(NC3=CC=CC=C23)C=C1
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INCHI for NP0076860 (Methyl carbazole-3-carboxylate)
InChI=1S/C14H11NO2/c1-17-14(16)9-6-7-13-11(8-9)10-4-2-3-5-12(10)15-13/h2-8,15H,1H3
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View in JSmol
Synonyms
ValueSource
Methyl 3-carbazolecarboxylic acidGenerator
Methyl carbazole-3-carboxylateHMDB
Methyl carbazole-3-carboxylic acidHMDB
Methyl 9H-carbazole-3-carboxylic acidGenerator
Chemical FormulaC14H11NO2
Average Mass225.2426 Da
Monoisotopic Mass225.07898 Da
IUPAC Namemethyl 9H-carbazole-3-carboxylate
Traditional Namemethyl 9H-carbazole-3-carboxylate
CAS Registry NumberNot Available
SMILES
COC(=O)C1=CC2=C(NC3=CC=CC=C23)C=C1
InChI Identifier
InChI=1S/C14H11NO2/c1-17-14(16)9-6-7-13-11(8-9)10-4-2-3-5-12(10)15-13/h2-8,15H,1H3
InChI KeyLZXXHWWSVRIDGR-UHFFFAOYSA-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
Clausena anisataLOTUS Database
Clausena excavataPlant
Clausena harmandianaLOTUS Database
Clausena lansiumPlant
Clausena vestitaLOTUS Database
Glycosmis arboreaPlant
Glycosmis pentaphyllaLOTUS Database
Micromelum hirsutumPlant
Micromelum integerrimumLOTUS 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
    • 

  • Indolecarboxylic acid
    • 

  • Indolecarboxylic acid derivative
    • 

  • Indole
    • 

  • Benzenoid
    • 

  • Pyrrole
    • 

  • Methyl ester
    • 

  • Heteroaromatic compound
    • 

  • Carboxylic acid ester
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Azacycle
    • 

  • Carboxylic acid derivative
    • 

  • Organic nitrogen compound
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organic oxide
    • 

  • Organopnictogen compound
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • 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
logP3.68ALOGPS
logP3.09ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)14.37ChemAxon
pKa (Strongest Basic)-6.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area42.09 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity65.5 m³·mol⁻¹ChemAxon
Polarizability24.5 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0029744  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB000945  
KNApSAcK IDNot Available
Chemspider ID440124  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound504069  
PDB IDNot Available
ChEBI ID581298  
Good Scents IDNot Available
References
General ReferencesNot Available