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Showing NP-Card for 3-(hydroxymethyl)cyclopentanone (NP0138411)

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Record Information
Version1.0
Created at2022-05-31 17:58:10 UTC
Updated at2022-05-31 17:58:10 UTC
NP-MRD IDNP0138411
Secondary Accession NumbersNone
Natural Product Identification
Common Name3-(hydroxymethyl)cyclopentanone
Description3-(Hydroxymethyl)cyclopentanone belongs to the class of organic compounds known as cyclic ketones. These are organic compounds containing a ketone that is conjugated to a cyclic moiety. It was first documented in 2002 (PMID: 12153248). Based on a literature review a small amount of articles have been published on 3-(Hydroxymethyl)cyclopentanone (PMID: 18275147) (PMID: 34984249) (PMID: 26870940).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0138411 (3-(hydroxymethyl)cyclopentanone)


  Mrv1652305312219582D          

  8  8  0  0  0  0            999 V2000
    1.2822    2.3518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  3  8  1  0  0  0  0
M  END
Download

3D MOL for NP0138411 (3-(hydroxymethyl)cyclopentanone)

     RDKit          3D

 18 18  0  0  0  0  0  0  0  0999 V2000
   -2.5648   -1.7630    0.3023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7415   -0.9219    0.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8452    0.5368    0.2549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4151    1.0320    0.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4357   -0.1993    0.3273 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7977   -0.0039   -0.3034 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4342    1.0283    0.3394 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3975   -1.1892   -0.4806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3190    0.8456    1.1899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4431    0.9561   -0.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2027    1.7910    0.9869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2470    1.4742   -0.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5521   -0.5709    1.3546 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6450    0.3039   -1.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3824   -0.9229   -0.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3135    0.6853    0.6645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0582   -2.2269   -0.3442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3266   -0.8552   -1.5413 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  0
  2  8  1  0
  8  5  1  0
  7 16  1  0
  6 14  1  0
  6 15  1  0
  5 13  1  1
  4 11  1  0
  4 12  1  0
  3  9  1  0
  3 10  1  0
  8 17  1  0
  8 18  1  0
M  END
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3D SDF for NP0138411 (3-(hydroxymethyl)cyclopentanone)


  Mrv1652305312219582D          

  8  8  0  0  0  0            999 V2000
    1.2822    2.3518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  3  8  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0138411

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC1CCC(=O)C1

> <INCHI_IDENTIFIER>
InChI=1S/C6H10O2/c7-4-5-1-2-6(8)3-5/h5,7H,1-4H2

> <INCHI_KEY>
ZUDJASYMJNCZKF-UHFFFAOYSA-N

> <FORMULA>
C6H10O2

> <MOLECULAR_WEIGHT>
114.144

> <EXACT_MASS>
114.068079562

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
12.181640347066974

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(hydroxymethyl)cyclopentan-1-one

> <JCHEM_LOGP>
-0.02808019066666658

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.050908525427587

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.454169910696134

> <JCHEM_PKA_STRONGEST_BASIC>
-2.599920443942053

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
30.046699999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
3-(hydroxymethyl)cyclopentan-1-one

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0138411 (3-(hydroxymethyl)cyclopentanone)

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PDB for NP0138411 (3-(hydroxymethyl)cyclopentanone)
HEADER    PROTEIN                                 31-MAY-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   31-MAY-22         0                                  
HETATM    1  O   UNK     0       2.393   4.390   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.615  -1.536   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    3                                                       
MASTER        0    0    0    0    0    0    0    0    8    0   16    0
END

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3D PDB for NP0138411 (3-(hydroxymethyl)cyclopentanone)
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SMILES for NP0138411 (3-(hydroxymethyl)cyclopentanone)
OCC1CCC(=O)C1
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INCHI for NP0138411 (3-(hydroxymethyl)cyclopentanone)
InChI=1S/C6H10O2/c7-4-5-1-2-6(8)3-5/h5,7H,1-4H2
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View in JSmol
SynonymsNot Available
Chemical FormulaC6H10O2
Average Mass114.1440 Da
Monoisotopic Mass114.06808 Da
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry Number113681-11-1
SMILES
OCC1CCC(=O)C1
InChI Identifier
InChI=1S/C6H10O2/c7-4-5-1-2-6(8)3-5/h5,7H,1-4H2
InChI KeyZUDJASYMJNCZKF-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 OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cyclic ketones. These are organic compounds containing a ketone that is conjugated to a cyclic moiety.
KingdomOrganic compounds  
Super ClassOrganic oxygen compounds  
ClassOrganooxygen compounds  
Sub ClassCarbonyl compounds  
Direct ParentCyclic ketones  
Alternative Parents
Substituents
  • Cyclic ketone
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Primary alcohol
    • 

  • Alcohol
    • 

  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic 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
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID13341301  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound12347357  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Sampaio OM, Reche RV, Franco DW: Chemical profile of rums as a function of their origin. The use of chemometric techniques for their identification. J Agric Food Chem. 2008 Mar 12;56(5):1661-8. doi: 10.1021/jf0726841. Epub 2008 Feb 15. [PubMed:18275147  ] 
  2. Dutta S, Bhat NS: Catalytic Transformation of Biomass-Derived Furfurals to Cyclopentanones and Their Derivatives: A Review. ACS Omega. 2021 Dec 15;6(51):35145-35172. doi: 10.1021/acsomega.1c05861. eCollection 2021 Dec 28. [PubMed:34984249  ] 
  3. Perret N, Grigoropoulos A, Zanella M, Manning TD, Claridge JB, Rosseinsky MJ: Catalytic Response and Stability of Nickel/Alumina for the Hydrogenation of 5-Hydroxymethylfurfural in Water. ChemSusChem. 2016 Mar 8;9(5):521-31. doi: 10.1002/cssc.201501225. Epub 2016 Feb 12. [PubMed:26870940  ] 
  4. Palucki M, Um JM, Yasuda N, Conlon DA, Tsay FR, Hartner FW, Hsiao Y, Marcune B, Karady S, Hughes DL, Dormer PG, Reider PJ: Development of a new and practical route to chiral 3,4-disubstituted cyclopentanones: asymmetric alkylation and intramolecular cyclopropanation as key C-C bond-forming steps. J Org Chem. 2002 Aug 9;67(16):5508-16. doi: 10.1021/jo025890a. [PubMed:12153248  ]