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Showing NP-Card for 1-Naphthaldehyde (NP0002777)

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Record Information
Version1.0
Created at2020-11-23 19:40:10 UTC
Updated at2021-08-19 23:59:21 UTC
NP-MRD IDNP0002777
Secondary Accession NumbersNone
Natural Product Identification
Common Name1-Naphthaldehyde
Provided ByBMRBBMRB logo
Description1-Naphthaldehyde, also known as alpha-naphthal or 1-formylnaphthalene, belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings. 1-Naphthaldehyde exists in all living organisms, ranging from bacteria to humans. 1-Naphthaldehyde is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. 1-Naphthaldehyde is found in Apis cerana and Mus musculus. It was first documented in 2008 (PMID: 17984079). Based on a literature review a significant number of articles have been published on 1-Naphthaldehyde (PMID: 21447597) (PMID: 24377839) (PMID: 33950052) (PMID: 33939104) (PMID: 33860872) (PMID: 33729775).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0002777 (1-Naphthaldehyde)


     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   -0.8931   -3.2573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9058   -2.1507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4538   -0.7204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4664    0.3862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0144    1.8165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5498    2.1401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4629    1.0336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9275    1.3573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9402    0.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4882   -1.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0235   -1.5033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0109   -0.3967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3705   -2.4744    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9311    0.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0271    2.9230    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0978    3.5704    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3795    2.7875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4048    0.5744    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5008   -2.2862    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5715   -2.9336    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  3  1  0
 12  7  1  0
  2 13  1  0
  4 14  1  0
  5 15  1  0
  6 16  1  0
  8 17  1  0
  9 18  1  0
 10 19  1  0
 11 20  1  0
M  END
Download

3D MOL for NP0002777 (1-Naphthaldehyde)

NP0002777
     RDKit          3D

 20 21  0  0  0  0  0  0  0  0999 V2000
    2.4140   -2.0912   -0.4204 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5775   -0.9027   -0.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5045    0.0518   -0.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8204    1.4197    0.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8374    2.3721    0.1771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4580    1.9419    0.1710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8171    0.6117    0.0695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1665    0.2380    0.0757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5673   -1.0737   -0.0164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5683   -2.0141   -0.1160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2213   -1.6391   -0.1222 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1819   -0.3370   -0.0317 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5909   -0.4972   -0.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8642    1.6899    0.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1447    3.4100    0.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2626    2.6763    0.2498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9234    1.0051    0.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6176   -1.3605   -0.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8134   -3.0688   -0.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4798   -2.4324   -0.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  3  1  0
 12  7  1  0
  2 13  1  0
  4 14  1  0
  5 15  1  0
  6 16  1  0
  8 17  1  0
  9 18  1  0
 10 19  1  0
 11 20  1  0
M  END
Download

3D SDF for NP0002777 (1-Naphthaldehyde)


     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   -0.8931   -3.2573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9058   -2.1507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4538   -0.7204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4664    0.3862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0144    1.8165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5498    2.1401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4629    1.0336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9275    1.3573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9402    0.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4882   -1.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0235   -1.5033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0109   -0.3967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3705   -2.4744    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9311    0.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0271    2.9230    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0978    3.5704    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3795    2.7875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4048    0.5744    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5008   -2.2862    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5715   -2.9336    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  3  1  0
 12  7  1  0
  2 13  1  0
  4 14  1  0
  5 15  1  0
  6 16  1  0
  8 17  1  0
  9 18  1  0
 10 19  1  0
 11 20  1  0
M  END
> <DATABASE_ID>
NP0002777

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O=CC1=CC=CC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C11H8O/c12-8-10-6-3-5-9-4-1-2-7-11(9)10/h1-8H

> <INCHI_KEY>
SQAINHDHICKHLX-UHFFFAOYSA-N

> <FORMULA>
C11H8O

> <MOLECULAR_WEIGHT>
156.1806

> <EXACT_MASS>
156.057514878

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
16.69541566090949

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
naphthalene-1-carbaldehyde

> <ALOGPS_LOGP>
2.96

> <JCHEM_LOGP>
2.675224917333334

> <ALOGPS_LOGS>
-3.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.161451232866549

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
49.092200000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.89e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-naphthaldehyde

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0002777 (1-Naphthaldehyde)

NP0002777
     RDKit          3D

 20 21  0  0  0  0  0  0  0  0999 V2000
    2.4140   -2.0912   -0.4204 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5775   -0.9027   -0.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5045    0.0518   -0.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8204    1.4197    0.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8374    2.3721    0.1771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4580    1.9419    0.1710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8171    0.6117    0.0695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1665    0.2380    0.0757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5673   -1.0737   -0.0164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5683   -2.0141   -0.1160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2213   -1.6391   -0.1222 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1819   -0.3370   -0.0317 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5909   -0.4972   -0.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8642    1.6899    0.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1447    3.4100    0.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2626    2.6763    0.2498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9234    1.0051    0.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6176   -1.3605   -0.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8134   -3.0688   -0.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4798   -2.4324   -0.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  3  1  0
 12  7  1  0
  2 13  1  0
  4 14  1  0
  5 15  1  0
  6 16  1  0
  8 17  1  0
  9 18  1  0
 10 19  1  0
 11 20  1  0
M  END
Download

PDB for NP0002777 (1-Naphthaldehyde)

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Structure #1                                      
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
CONECT    1    2    4                                                       
CONECT    2    1    7                                                       
CONECT    3    5    6                                                       
CONECT    4    1    9                                                       
CONECT    5    3    9                                                       
CONECT    6    3   10                                                       
CONECT    7    2   11                                                       
CONECT    8   10   12                                                       
CONECT    9    4    5   11                                                  
CONECT   10    6    8   11                                                  
CONECT   11    7    9   10                                                  
CONECT   12    8                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END
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3D PDB for NP0002777 (1-Naphthaldehyde)

COMPND    NP0002777
HETATM    1  O1  UNL     1       2.414  -2.091  -0.420  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.578  -0.903  -0.161  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.504   0.052  -0.030  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.820   1.420   0.076  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.837   2.372   0.177  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.458   1.942   0.171  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.817   0.612   0.069  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.167   0.238   0.076  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.567  -1.074  -0.016  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.568  -2.014  -0.116  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.221  -1.639  -0.122  1.00  0.00           C  
HETATM   12  C11 UNL     1       0.182  -0.337  -0.032  1.00  0.00           C  
HETATM   13  H1  UNL     1       3.591  -0.497  -0.009  1.00  0.00           H  
HETATM   14  H2  UNL     1       2.864   1.690   0.074  1.00  0.00           H  
HETATM   15  H3  UNL     1       1.145   3.410   0.256  1.00  0.00           H  
HETATM   16  H4  UNL     1      -1.263   2.676   0.250  1.00  0.00           H  
HETATM   17  H5  UNL     1      -2.923   1.005   0.156  1.00  0.00           H  
HETATM   18  H6  UNL     1      -3.618  -1.360  -0.011  1.00  0.00           H  
HETATM   19  H7  UNL     1      -1.813  -3.069  -0.192  1.00  0.00           H  
HETATM   20  H8  UNL     1       0.480  -2.432  -0.194  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   13
CONECT    3    4    4   12
CONECT    4    5   14
CONECT    5    6    6   15
CONECT    6    7   16
CONECT    7    8    8   12
CONECT    8    9   17
CONECT    9   10   10   18
CONECT   10   11   19
CONECT   11   12   12   20
END
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SMILES for NP0002777 (1-Naphthaldehyde)

O=CC1=CC=CC2=CC=CC=C12
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INCHI for NP0002777 (1-Naphthaldehyde)

InChI=1S/C11H8O/c12-8-10-6-3-5-9-4-1-2-7-11(9)10/h1-8H
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View in JSmol
Synonyms
ValueSource
1-FormylnaphthaleneChEBI
1-NaphthalenecarboxaldehydeChEBI
alpha-NaphthalChEBI
Alphaalpha-naphthaldehydeChEBI
a-NaphthalGenerator
Α-naphthalGenerator
Chemical FormulaC11H8O
Average Mass156.1806 Da
Monoisotopic Mass156.05751 Da
IUPAC Namenaphthalene-1-carbaldehyde
Traditional Name1-naphthaldehyde
CAS Registry NumberNot Available
SMILES
O=CC1=CC=CC2=CC=CC=C12
InChI Identifier
InChI=1S/C11H8O/c12-8-10-6-3-5-9-4-1-2-7-11(9)10/h1-8H
InChI KeySQAINHDHICKHLX-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 500 MHz, CDCl3, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, CDCl3, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, CDCl3, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Apis ceranaLOTUS Database
Mus musculusLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings.
KingdomOrganic compounds
Super ClassBenzenoids
ClassNaphthalenes
Sub ClassNot Available
Direct ParentNaphthalenes
Alternative ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAromatic homopolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting Point33.50 °C. @ 760.00 mm HgThe Good Scents Company Information System
Boiling Point292.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility244.2 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP2.96ALOGPS
logP2.68ChemAxon
logS-3.2ALOGPS
pKa (Strongest Basic)-7.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity49.09 m³·mol⁻¹ChemAxon
Polarizability16.7 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0060325
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB030250
KNApSAcK IDNot Available
Chemspider ID5960
KEGG Compound IDC14090
BioCyc IDCPD-7614
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6195
PDB IDNot Available
ChEBI ID52367
Good Scents IDrw1155531
References
General References
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