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Showing NP-Card for methyl 4-methylazulene-1-carboxylate (NP0211347)

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Record Information
Version1.0
Created at2022-09-05 09:35:49 UTC
Updated at2022-09-05 09:35:49 UTC
NP-MRD IDNP0211347
Secondary Accession NumbersNone
Natural Product Identification
Common Namemethyl 4-methylazulene-1-carboxylate
Description10527-06-7 Belongs to the class of organic compounds known as azulenes. These are polycyclic aromatic compounds containing the azulene skeleton, which consists of the cyclopentadiene ring fused to a cycloheptadiene ring. methyl 4-methylazulene-1-carboxylate is found in Calypogeia azurea and Neolitsea aciculata. 10527-06-7 Is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0211347 (methyl 4-methylazulene-1-carboxylate)


  Mrv1533004201501472D          

 15 16  0  0  0  0            999 V2000
   -0.3602   -3.3843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1053   -2.5997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7017   -2.4282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2537   -3.0413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9566   -1.6436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4717   -0.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9566   -0.3087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7413   -0.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3863   -0.0492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2027    0.7551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1906   -0.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5485   -0.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1906   -1.7194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3863   -1.9030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7413   -1.3886    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
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 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
  5 15  2  0  0  0  0
  8 15  1  0  0  0  0
M  END
Download

3D MOL for NP0211347 (methyl 4-methylazulene-1-carboxylate)

     RDKit          3D

 27 28  0  0  0  0  0  0  0  0999 V2000
    4.9232   -0.2452   -0.1532 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6226   -0.7058    0.1002 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5196    0.1180   -0.1988 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8052    1.2277   -0.6812 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1593   -0.3576    0.0634 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8456   -1.5833    0.6426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5186   -1.7271    0.7588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0811   -0.5796    0.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4429   -0.3508    0.1928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3392   -1.5279    0.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0270    0.8901   -0.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4612    2.1407   -0.2235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1695    2.4123   -0.6573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0921    1.5625   -0.7855 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0086    0.3149   -0.2064 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3105   -0.5805   -1.1446 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5900   -0.6667    0.6370 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9652    0.8395   -0.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5795   -2.3214    0.9576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0701   -2.5839    1.1758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3679   -1.1751    0.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1109   -2.3473   -0.3113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1966   -1.8356    1.4577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1216    0.8247   -0.0331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0978    2.9637   -0.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9912    3.4381   -0.9324 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7584    1.8556   -1.3768 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 15  2  0
 15 14  1  0
 14 13  2  0
 13 12  1  0
 12 11  2  0
 11  9  1  0
  9 10  1  0
  9  8  2  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  8 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
 14 27  1  0
 13 26  1  0
 12 25  1  0
 11 24  1  0
 10 21  1  0
 10 22  1  0
 10 23  1  0
  7 20  1  0
  6 19  1  0
M  END
Download

3D SDF for NP0211347 (methyl 4-methylazulene-1-carboxylate)


  Mrv1533004201501472D          

 15 16  0  0  0  0            999 V2000
   -0.3602   -3.3843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1053   -2.5997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7017   -2.4282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2537   -3.0413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9566   -1.6436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4717   -0.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9566   -0.3087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7413   -0.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3863   -0.0492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2027    0.7551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1906   -0.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5485   -0.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1906   -1.7194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3863   -1.9030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7413   -1.3886    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
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 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
  5 15  2  0  0  0  0
  8 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0211347

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=C2C=CC=CC(C)=C2C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H12O2/c1-9-5-3-4-6-11-10(9)7-8-12(11)13(14)15-2/h3-8H,1-2H3

> <INCHI_KEY>
VECUFUHSQSGXTO-UHFFFAOYSA-N

> <FORMULA>
C13H12O2

> <MOLECULAR_WEIGHT>
200.237

> <EXACT_MASS>
200.083729626

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
22.234974729520893

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 4-methylazulene-1-carboxylate

> <ALOGPS_LOGP>
2.95

> <JCHEM_LOGP>
3.4796209259999995

> <ALOGPS_LOGS>
-2.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.9108426172050885

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
59.574700000000014

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.66e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 4-methylazulene-1-carboxylate

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0211347 (methyl 4-methylazulene-1-carboxylate)

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PDB for NP0211347 (methyl 4-methylazulene-1-carboxylate)
HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  C   UNK     0      -0.672  -6.317   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.197  -4.853   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.310  -4.533   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.340  -5.677   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.786  -3.068   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.881  -1.822   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.786  -0.576   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.250  -1.052   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.454  -0.092   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.112   1.409   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.956  -0.435   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.624  -1.822   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.956  -3.210   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.454  -3.552   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.250  -2.592   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   15                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   15                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14    5    8                                                  
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

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3D PDB for NP0211347 (methyl 4-methylazulene-1-carboxylate)
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SMILES for NP0211347 (methyl 4-methylazulene-1-carboxylate)
COC(=O)C1=C2C=CC=CC(C)=C2C=C1
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INCHI for NP0211347 (methyl 4-methylazulene-1-carboxylate)
InChI=1S/C13H12O2/c1-9-5-3-4-6-11-10(9)7-8-12(11)13(14)15-2/h3-8H,1-2H3
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View in JSmol
Synonyms
ValueSource
Methyl 4-methylazulene-1-carboxylic acidGenerator
Chemical FormulaC13H12O2
Average Mass200.2370 Da
Monoisotopic Mass200.08373 Da
IUPAC Namemethyl 4-methylazulene-1-carboxylate
Traditional Namemethyl 4-methylazulene-1-carboxylate
CAS Registry NumberNot Available
SMILES
COC(=O)C1=C2C=CC=CC(C)=C2C=C1
InChI Identifier
InChI=1S/C13H12O2/c1-9-5-3-4-6-11-10(9)7-8-12(11)13(14)15-2/h3-8H,1-2H3
InChI KeyVECUFUHSQSGXTO-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
Calypogeia azureaLOTUS Database
Neolitsea aciculataLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as azulenes. These are polycyclic aromatic compounds containing the azulene skeleton, which consists of the cyclopentadiene ring fused to a cycloheptadiene ring.
KingdomOrganic compounds  
Super ClassHydrocarbons  
ClassUnsaturated hydrocarbons  
Sub ClassOlefins  
Direct ParentAzulenes  
Alternative Parents
Substituents
  • Azulene
    • 

  • Methyl ester
    • 

  • Carboxylic acid ester
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic 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
logP2.95ALOGPS
logP3.48ChemAxon
logS-2.9ALOGPS
pKa (Strongest Basic)-6.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity59.57 m³·mol⁻¹ChemAxon
Polarizability22.23 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
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 Compound14262771  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]