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Showing NP-Card for 2-Indanone (NP0002766)

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Record Information
Version2.0
Created at2020-11-23 19:39:53 UTC
Updated at2021-08-19 23:59:20 UTC
NP-MRD IDNP0002766
Secondary Accession NumbersNone
Natural Product Identification
Common Name2-Indanone
Provided ByBMRBBMRB logo
DescriptionIndan-2-one, also known as beta-hydrindone, belongs to the class of organic compounds known as indanones. Indanones are compounds containing an indane ring bearing a ketone group. 2-Indanone is found in Apis cerana. 2-Indanone was first documented in 1990 (PMID: 2325154). Based on a literature review very few articles have been published on indan-2-one (PMID: 7944365).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0002766 (2-Indanone)


     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
    3.9267    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4267    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5451    1.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1185    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1806    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4796    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4796   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1806   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1185   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5451   -1.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9350    2.5838    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8441    1.9635    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1806    3.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7786    1.5000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7786   -1.5000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1806   -3.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8441   -1.9635    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9350   -2.5838    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  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  2  1  0
  9  4  1  0
  3 11  1  1
  3 12  1  0
  5 13  1  0
  6 14  1  0
  7 15  1  0
  8 16  1  0
 10 17  1  1
 10 18  1  0
M  END
Download

3D MOL for NP0002766 (2-Indanone)

NP0002766
     RDKit          3D

 18 19  0  0  0  0  0  0  0  0999 V2000
   -3.4058    0.1644    0.8775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2811    0.0925    0.4241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5490   -1.1196    0.0610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1261   -0.6847   -0.0436 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0359   -1.4202   -0.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2686   -0.7947   -0.2546 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3693    0.5830   -0.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1936    1.2990   -0.0748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0419    0.6918    0.0064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4205    1.2734    0.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6813   -1.9052    0.8129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9134   -1.4953   -0.9279 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9498   -2.5093   -0.2123 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1734   -1.4004   -0.3578 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3433    1.0933   -0.2687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2830    2.3802   -0.0376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4810    1.9587    1.0244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7168    1.7931   -0.7981 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  2  1  0
  9  4  1  0
  3 11  1  0
  3 12  1  0
  5 13  1  0
  6 14  1  0
  7 15  1  0
  8 16  1  0
 10 17  1  0
 10 18  1  0
M  END
Download

3D SDF for NP0002766 (2-Indanone)


     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
    3.9267    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4267    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5451    1.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1185    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1806    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4796    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4796   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1806   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1185   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5451   -1.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9350    2.5838    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8441    1.9635    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1806    3.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7786    1.5000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7786   -1.5000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1806   -3.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8441   -1.9635    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9350   -2.5838    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  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  2  1  0
  9  4  1  0
  3 11  1  1
  3 12  1  0
  5 13  1  0
  6 14  1  0
  7 15  1  0
  8 16  1  0
 10 17  1  1
 10 18  1  0
M  END
> <DATABASE_ID>
NP0002766

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O=C1CC2=CC=CC=C2C1

> <INCHI_IDENTIFIER>
InChI=1S/C9H8O/c10-9-5-7-3-1-2-4-8(7)6-9/h1-4H,5-6H2

> <INCHI_KEY>
UMJJFEIKYGFCAT-UHFFFAOYSA-N

> <FORMULA>
C9H8O

> <MOLECULAR_WEIGHT>
132.162

> <EXACT_MASS>
132.057514878

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
14.279884410223424

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,3-dihydro-1H-inden-2-one

> <ALOGPS_LOGP>
1.44

> <JCHEM_LOGP>
1.8017136316666662

> <ALOGPS_LOGS>
-1.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.08930623300177

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.842838123183245

> <JCHEM_PKA_STRONGEST_BASIC>
-7.524004050761308

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
39.580600000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.94e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-indanone

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0002766 (2-Indanone)

NP0002766
     RDKit          3D

 18 19  0  0  0  0  0  0  0  0999 V2000
   -3.4058    0.1644    0.8775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2811    0.0925    0.4241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5490   -1.1196    0.0610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1261   -0.6847   -0.0436 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0359   -1.4202   -0.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2686   -0.7947   -0.2546 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3693    0.5830   -0.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1936    1.2990   -0.0748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0419    0.6918    0.0064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4205    1.2734    0.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6813   -1.9052    0.8129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9134   -1.4953   -0.9279 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9498   -2.5093   -0.2123 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1734   -1.4004   -0.3578 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3433    1.0933   -0.2687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2830    2.3802   -0.0376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4810    1.9587    1.0244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7168    1.7931   -0.7981 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  2  1  0
  9  4  1  0
  3 11  1  0
  3 12  1  0
  5 13  1  0
  6 14  1  0
  7 15  1  0
  8 16  1  0
 10 17  1  0
 10 18  1  0
M  END
Download

PDB for NP0002766 (2-Indanone)

HEADER    PROTEIN                                 21-JUL-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUL-15         0                                  
HETATM    1  C   UNK     0      13.090 -21.483   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.090 -23.023   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.424 -23.793   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      15.757 -23.023   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.757 -21.483   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.424 -20.713   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.222 -23.499   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      18.127 -22.253   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      17.222 -21.007   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      19.635 -22.253   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6    9                                                  
CONECT    6    5    1                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8    5                                                       
CONECT   10    8                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   22    0
END
Download

3D PDB for NP0002766 (2-Indanone)

COMPND    NP0002766
HETATM    1  O1  UNL     1      -3.406   0.164   0.878  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.281   0.092   0.424  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.549  -1.120   0.061  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.126  -0.685  -0.044  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.036  -1.420  -0.174  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.269  -0.795  -0.255  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.369   0.583  -0.206  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.194   1.299  -0.075  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.042   0.692   0.006  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.421   1.273   0.149  1.00  0.00           C  
HETATM   11  H1  UNL     1      -1.681  -1.905   0.813  1.00  0.00           H  
HETATM   12  H2  UNL     1      -1.913  -1.495  -0.928  1.00  0.00           H  
HETATM   13  H3  UNL     1       0.950  -2.509  -0.212  1.00  0.00           H  
HETATM   14  H4  UNL     1       3.173  -1.400  -0.358  1.00  0.00           H  
HETATM   15  H5  UNL     1       3.343   1.093  -0.269  1.00  0.00           H  
HETATM   16  H6  UNL     1       1.283   2.380  -0.038  1.00  0.00           H  
HETATM   17  H7  UNL     1      -1.481   1.959   1.024  1.00  0.00           H  
HETATM   18  H8  UNL     1      -1.717   1.793  -0.798  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   10
CONECT    3    4   11   12
CONECT    4    5    5    9
CONECT    5    6   13
CONECT    6    7    7   14
CONECT    7    8   15
CONECT    8    9    9   16
CONECT    9   10
CONECT   10   17   18
END
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SMILES for NP0002766 (2-Indanone)

O=C1CC2=CC=CC=C2C1
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INCHI for NP0002766 (2-Indanone)

InChI=1S/C9H8O/c10-9-5-7-3-1-2-4-8(7)6-9/h1-4H,5-6H2
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View in JSmol
Synonyms
ValueSource
2-IndanoneChEBI
beta-HydrindoneChEBI
b-HydrindoneGenerator
Β-hydrindoneGenerator
Chemical FormulaC9H8O
Average Mass132.1620 Da
Monoisotopic Mass132.05751 Da
IUPAC Name2,3-dihydro-1H-inden-2-one
Traditional Name2-indanone
CAS Registry NumberNot Available
SMILES
O=C1CC2=CC=CC=C2C1
InChI Identifier
InChI=1S/C9H8O/c10-9-5-7-3-1-2-4-8(7)6-9/h1-4H,5-6H2
InChI KeyUMJJFEIKYGFCAT-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
Chemical Taxonomy
Description Belongs to the class of organic compounds known as indanones. Indanones are compounds containing an indane ring bearing a ketone group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassIndanes
Sub ClassIndanones
Direct ParentIndanones
Alternative Parents
Substituents
  • Indanone
  • Cyclic ketone
  • Ketone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting Point59.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Boiling Point248.90 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility5561 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP1.230 (est)The Good Scents Company Information System
Predicted Properties
PropertyValueSource
logP1.44ALOGPS
logP1.8ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)14.84ChemAxon
pKa (Strongest Basic)-7.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity39.58 m³·mol⁻¹ChemAxon
Polarizability14.28 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID11488
KEGG Compound IDC07727
BioCyc ID2INDANONE
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID27930
Good Scents IDrw1177081
References
General References
  1. Serve MP, Ferry MJ, Yu KO, Olson CT, Hobson DW: Metabolism and nephrotoxicity of indan in male Fischer 344 rats. J Toxicol Environ Health. 1990;29(4):409-16. doi: 10.1080/15287399009531401. [PubMed:2325154 ]
  2. Resnick SM, Torok DS, Lee K, Brand JM, Gibson DT: Regiospecific and stereoselective hydroxylation of 1-indanone and 2-indanone by naphthalene dioxygenase and toluene dioxygenase. Appl Environ Microbiol. 1994 Sep;60(9):3323-8. doi: 10.1128/aem.60.9.3323-3328.1994. [PubMed:7944365 ]