Np mrd loader

Showing NP-Card for (2r)-4-hydroxy-2,5-dimethyl-2h-furan-3-one (NP0254852)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-09-07 19:08:21 UTC
Updated at2022-09-07 19:08:21 UTC
NP-MRD IDNP0254852
Secondary Accession NumbersNone
Natural Product Identification
Common Name(2r)-4-hydroxy-2,5-dimethyl-2h-furan-3-one
Description(2R)-4-Hydroxy-2,5-Dimethylfuran-3(2h)-One belongs to the class of organic compounds known as furanones. (2r)-4-hydroxy-2,5-dimethyl-2h-furan-3-one is found in Eurycotis floridana. Furanones are compounds containing a furan ring bearing a ketone group (2r)-4-Hydroxy-2,5-Dimethylfuran-3(2h)-One is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0254852 ((2r)-4-hydroxy-2,5-dimethyl-2h-furan-3-one)


  Mrv0541 05031420302D          

 10 10  0  0  1  0            999 V2000
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  2  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
   -0.0997    0.6294    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
   -0.8843    0.8843    0.0000 O   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
    1.2352    0.6294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1673    1.4888    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  1  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  6  5  1  0  0  0  0
  7  5  2  0  0  0  0
  8  6  1  0  0  0  0
  9  3  1  0  0  0  0
  9  4  1  0  0  0  0
  3 10  1  6  0  0  0
M  END
Download

3D MOL for NP0254852 ((2r)-4-hydroxy-2,5-dimethyl-2h-furan-3-one)

     RDKit          3D

 17 17  0  0  0  0  0  0  0  0999 V2000
    2.2765   -0.9900   -0.3392 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9578   -0.3832    0.0017 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6364    0.8973   -0.0077 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5052    1.9351   -0.3495 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7565    1.0714    0.3904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3364    2.1486    0.6813 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3117   -0.3215    0.3668 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0865   -0.5152   -0.9040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1481   -1.1229    0.3893 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0837   -1.9399   -0.8491 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8704   -0.2787   -0.9695 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8421   -1.2119    0.5798 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1594    2.8794   -0.4562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9211   -0.5264    1.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8994    0.2496   -0.9340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3977   -0.3514   -1.7465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4741   -1.5403   -0.9821 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  1  0
  7  9  1  0
  9  2  1  0
  2  1  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7 14  1  1
  8 15  1  0
  8 16  1  0
  8 17  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  4 13  1  0
M  END
Download

3D SDF for NP0254852 ((2r)-4-hydroxy-2,5-dimethyl-2h-furan-3-one)


  Mrv0541 05031420302D          

 10 10  0  0  1  0            999 V2000
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  2  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
   -0.0997    0.6294    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
   -0.8843    0.8843    0.0000 O   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
    1.2352    0.6294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1673    1.4888    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  1  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  6  5  1  0  0  0  0
  7  5  2  0  0  0  0
  8  6  1  0  0  0  0
  9  3  1  0  0  0  0
  9  4  1  0  0  0  0
  3 10  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0254852

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]1(C)OC(C)=C(O)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H8O3/c1-3-5(7)6(8)4(2)9-3/h3,8H,1-2H3/t3-/m1/s1

> <INCHI_KEY>
INAXVXBDKKUCGI-GSVOUGTGSA-N

> <FORMULA>
C6H8O3

> <MOLECULAR_WEIGHT>
128.1259

> <EXACT_MASS>
128.047344122

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
12.477204995721348

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-4-hydroxy-2,5-dimethyl-2,3-dihydrofuran-3-one

> <ALOGPS_LOGP>
-0.33

> <JCHEM_LOGP>
0.20876269400000025

> <ALOGPS_LOGS>
0.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.029203237840502

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.086729334580782

> <JCHEM_PKA_STRONGEST_BASIC>
-4.325980311633708

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
33.2927

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.46e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-4-hydroxy-2,5-dimethyl-2H-furan-3-one

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0254852 ((2r)-4-hydroxy-2,5-dimethyl-2h-furan-3-one)

Download
PDB for NP0254852 ((2r)-4-hydroxy-2,5-dimethyl-2h-furan-3-one)
HEADER    PROTEIN                                 03-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   10  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1    3                                                            
CONECT    2    4                                                            
CONECT    3    1    5    9   10                                             
CONECT    4    2    6    9                                                  
CONECT    5    3    6    7                                                  
CONECT    6    4    5    8                                                  
CONECT    7    5                                                            
CONECT    8    6                                                            
CONECT    9    3    4                                                       
CONECT   10    3                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END

Download
3D PDB for NP0254852 ((2r)-4-hydroxy-2,5-dimethyl-2h-furan-3-one)
Download
SMILES for NP0254852 ((2r)-4-hydroxy-2,5-dimethyl-2h-furan-3-one)
[H][C@]1(C)OC(C)=C(O)C1=O
Download
INCHI for NP0254852 ((2r)-4-hydroxy-2,5-dimethyl-2h-furan-3-one)
InChI=1S/C6H8O3/c1-3-5(7)6(8)4(2)9-3/h3,8H,1-2H3/t3-/m1/s1
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC6H8O3
Average Mass128.1259 Da
Monoisotopic Mass128.04734 Da
IUPAC Name(2R)-4-hydroxy-2,5-dimethyl-2,3-dihydrofuran-3-one
Traditional Name(2R)-4-hydroxy-2,5-dimethyl-2H-furan-3-one
CAS Registry NumberNot Available
SMILES
[H][C@]1(C)OC(C)=C(O)C1=O
InChI Identifier
InChI=1S/C6H8O3/c1-3-5(7)6(8)4(2)9-3/h3,8H,1-2H3/t3-/m1/s1
InChI KeyINAXVXBDKKUCGI-GSVOUGTGSA-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
Eurycotis floridanaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as furanones. Furanones are compounds containing a furan ring bearing a ketone group.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassDihydrofurans  
Sub ClassFuranones  
Direct ParentFuranones  
Alternative Parents
Substituents
  • 3-furanone
    • 

  • Vinylogous ester
    • 

  • Cyclic ketone
    • 

  • Ketone
    • 

  • Oxacycle
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic 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
logP-0.33ALOGPS
logP0.21ChemAxon
logS0.54ALOGPS
pKa (Strongest Acidic)7.09ChemAxon
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity33.29 m³·mol⁻¹ChemAxon
Polarizability12.48 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
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 Compound23618097  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]