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Showing NP-Card for methyl 2-hydroxy-3-(1h-indol-3-yl)prop-2-enoate (NP0293443)

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Record Information
Version2.0
Created at2022-09-10 01:26:49 UTC
Updated at2022-09-10 01:26:49 UTC
NP-MRD IDNP0293443
Secondary Accession NumbersNone
Natural Product Identification
Common Namemethyl 2-hydroxy-3-(1h-indol-3-yl)prop-2-enoate
DescriptionMethyl 2-hydroxy-3-(1H-indol-3-yl)prop-2-enoate belongs to the class of organic compounds known as indoles. Indoles are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole. methyl 2-hydroxy-3-(1h-indol-3-yl)prop-2-enoate is found in Lycogala epidendrum. Based on a literature review very few articles have been published on methyl 2-hydroxy-3-(1H-indol-3-yl)prop-2-enoate.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0293443 (methyl 2-hydroxy-3-(1h-indol-3-yl)prop-2-enoate)


  Mrv1652309102203262D          

 16 17  0  0  0  0            999 V2000
   -1.2400   -4.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9851   -3.2777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -3.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -3.7192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -2.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4752   -1.7084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  4  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
  8 16  1  0  0  0  0
 11 16  1  0  0  0  0
M  END
Download

3D MOL for NP0293443 (methyl 2-hydroxy-3-(1h-indol-3-yl)prop-2-enoate)

     RDKit          3D

 27 28  0  0  0  0  0  0  0  0999 V2000
    5.0636    0.1734    0.6641 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7043    0.2209    0.3295 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9637   -0.8271   -0.1322 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5110   -1.9448   -0.2833 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5364   -0.6183   -0.4423 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8159   -1.7090   -0.9095 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9958    0.5602   -0.2775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3932    0.8661   -0.5492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8337    1.9500   -1.3158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1740    1.9242   -1.3278 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6391    0.8767   -0.6057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9006    0.4122   -0.2995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1223   -0.6907    0.4784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0322   -1.3641    0.9757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7498   -0.9054    0.6733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5157    0.2049   -0.1109 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7086    0.7288   -0.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1794    0.6989    1.6447 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3873   -0.8835    0.7728 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7268   -2.5756   -0.3864 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6366    1.3780    0.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1649    2.6485   -1.7885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7653    2.6201   -1.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7574    0.9538   -0.6982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1389   -1.0350    0.7042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1389   -2.2432    1.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9033   -1.4199    1.0739 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  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16  8  1  0
 16 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  6 20  1  0
  7 21  1  0
  9 22  1  0
 10 23  1  0
 12 24  1  0
 13 25  1  0
 14 26  1  0
 15 27  1  0
M  END
Download

3D SDF for NP0293443 (methyl 2-hydroxy-3-(1h-indol-3-yl)prop-2-enoate)


  Mrv1652309102203262D          

 16 17  0  0  0  0            999 V2000
   -1.2400   -4.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9851   -3.2777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -3.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -3.7192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -2.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4752   -1.7084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  4  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
  8 16  1  0  0  0  0
 11 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0293443

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C(O)=CC1=CNC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C12H11NO3/c1-16-12(15)11(14)6-8-7-13-10-5-3-2-4-9(8)10/h2-7,13-14H,1H3

> <INCHI_KEY>
LOCJAKWRQPUYTL-UHFFFAOYSA-N

> <FORMULA>
C12H11NO3

> <MOLECULAR_WEIGHT>
217.224

> <EXACT_MASS>
217.073893218

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
22.572203510624917

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-hydroxy-3-(1H-indol-3-yl)prop-2-enoate

> <JCHEM_LOGP>
2.095417961

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.12408161817262

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.757221630319282

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8415909574924862

> <JCHEM_POLAR_SURFACE_AREA>
62.32

> <JCHEM_REFRACTIVITY>
60.882900000000014

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-hydroxy-3-(1H-indol-3-yl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0293443 (methyl 2-hydroxy-3-(1h-indol-3-yl)prop-2-enoate)

Download
PDB for NP0293443 (methyl 2-hydroxy-3-(1h-indol-3-yl)prop-2-enoate)
HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0      -2.315  -7.583   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.839  -6.118   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.333  -5.798   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.698  -6.943   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.143  -4.334   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.887  -3.189   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   16                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15    8   11                                                  
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

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3D PDB for NP0293443 (methyl 2-hydroxy-3-(1h-indol-3-yl)prop-2-enoate)
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SMILES for NP0293443 (methyl 2-hydroxy-3-(1h-indol-3-yl)prop-2-enoate)
COC(=O)C(O)=CC1=CNC2=CC=CC=C12
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INCHI for NP0293443 (methyl 2-hydroxy-3-(1h-indol-3-yl)prop-2-enoate)
InChI=1S/C12H11NO3/c1-16-12(15)11(14)6-8-7-13-10-5-3-2-4-9(8)10/h2-7,13-14H,1H3
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View in JSmol
Synonyms
ValueSource
Methyl 2-hydroxy-3-(1H-indol-3-yl)prop-2-enoic acidGenerator
Chemical FormulaC12H11NO3
Average Mass217.2240 Da
Monoisotopic Mass217.07389 Da
IUPAC Namemethyl 2-hydroxy-3-(1H-indol-3-yl)prop-2-enoate
Traditional Namemethyl 2-hydroxy-3-(1H-indol-3-yl)prop-2-enoate
CAS Registry NumberNot Available
SMILES
COC(=O)C(O)=CC1=CNC2=CC=CC=C12
InChI Identifier
InChI=1S/C12H11NO3/c1-16-12(15)11(14)6-8-7-13-10-5-3-2-4-9(8)10/h2-7,13-14H,1H3
InChI KeyLOCJAKWRQPUYTL-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
Lycogala epidendrumLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as indoles. Indoles are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene  to form 2,3-benzopyrrole.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassIndoles and derivatives  
Sub ClassIndoles  
Direct ParentIndoles  
Alternative Parents
Substituents
  • Indole
    • 

  • Fatty acid ester
    • 

  • Fatty acyl
    • 

  • Benzenoid
    • 

  • Substituted pyrrole
    • 

  • Heteroaromatic compound
    • 

  • Alpha,beta-unsaturated carboxylic ester
    • 

  • Enoate ester
    • 

  • Methyl ester
    • 

  • Pyrrole
    • 

  • Carboxylic acid ester
    • 

  • Azacycle
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Enol
    • 

  • Carboxylic acid derivative
    • 

  • Organic nitrogen compound
    • 

  • Organic oxygen compound
    • 

  • Organopnictogen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Carbonyl group
    • 

  • 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
logP2.1ChemAxon
pKa (Strongest Acidic)9.76ChemAxon
pKa (Strongest Basic)-2.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area62.32 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity60.88 m³·mol⁻¹ChemAxon
Polarizability22.57 ųChemAxon
Number of Rings2ChemAxon
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 ID95698291  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound85385584  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]