Np mrd loader

Showing NP-Card for 5-methyl-2(3h)-furanone (NP0221843)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-09-05 23:31:32 UTC
Updated at2022-09-05 23:31:32 UTC
NP-MRD IDNP0221843
Secondary Accession NumbersNone
Natural Product Identification
Common Name5-methyl-2(3h)-furanone
DescriptionAlpha-angelica lactone, also known as 5-methyl-2(3H)-furanone, belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom. 5-methyl-2(3h)-furanone is found in Tamarindus indica. Alpha-angelica lactone is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0221843 (5-methyl-2(3h)-furanone)


  Mrv1533004241514522D          

  7  7  0  0  0  0            999 V2000
    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 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  2  7  1  0  0  0  0
M  END
Download

3D MOL for NP0221843 (5-methyl-2(3h)-furanone)

     RDKit          3D

 13 13  0  0  0  0  0  0  0  0999 V2000
    2.1069    0.0859    0.1139 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6132    0.1752   -0.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2099   -0.7996    0.3201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6038   -0.4222    0.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4832    0.9420   -0.5120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4537    1.6589   -0.8872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1274    1.2293   -0.5348 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3454    0.6494    1.0386 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4424   -0.9598    0.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5824    0.6798   -0.7171 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0686   -1.7670    0.7510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0561   -1.0721   -0.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2247   -0.3998    0.9855 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  2  1  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  3 11  1  0
  4 12  1  0
  4 13  1  0
M  END
Download

3D SDF for NP0221843 (5-methyl-2(3h)-furanone)


  Mrv1533004241514522D          

  7  7  0  0  0  0            999 V2000
    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 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  2  7  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0221843

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CCC(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C5H6O2/c1-4-2-3-5(6)7-4/h2H,3H2,1H3

> <INCHI_KEY>
QOTQFLOTGBBMEX-UHFFFAOYSA-N

> <FORMULA>
C5H6O2

> <MOLECULAR_WEIGHT>
98.101

> <EXACT_MASS>
98.036779433

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
13

> <JCHEM_AVERAGE_POLARIZABILITY>
9.659566550566801

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-methyl-2,3-dihydrofuran-2-one

> <ALOGPS_LOGP>
0.74

> <JCHEM_LOGP>
0.23386972733333314

> <ALOGPS_LOGS>
0.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.07236558252226

> <JCHEM_PKA_STRONGEST_BASIC>
-7.212735184180991

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
26.2203

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.61e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-methyl-2(3H)-furanone

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0221843 (5-methyl-2(3h)-furanone)

Download
PDB for NP0221843 (5-methyl-2(3h)-furanone)
HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.615  -1.536   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -0.186   1.175   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    2                                                       
MASTER        0    0    0    0    0    0    0    0    7    0   14    0
END

Download
3D PDB for NP0221843 (5-methyl-2(3h)-furanone)
Download
SMILES for NP0221843 (5-methyl-2(3h)-furanone)
CC1=CCC(=O)O1
Download
INCHI for NP0221843 (5-methyl-2(3h)-furanone)
InChI=1S/C5H6O2/c1-4-2-3-5(6)7-4/h2H,3H2,1H3
Download
View in JSmol
Synonyms
ValueSource
4-Hydroxy-3-pentenoic acid gamma-lactoneChEBI
4-Hydroxypent-3-enoic acid lactoneChEBI
5-Methyl-2(3H)-furanoneChEBI
alpha-AngelicalactonChEBI
alpha-AngelicalactoneChEBI
beta,gamma-Angelica lactoneChEBI
Delta(2)-Angelica lactoneChEBI
gamma-Methyl-beta,gamma-crotonolactoneChEBI
4-Hydroxy-3-pentenoate g-lactoneGenerator
4-Hydroxy-3-pentenoate gamma-lactoneGenerator
4-Hydroxy-3-pentenoate γ-lactoneGenerator
4-Hydroxy-3-pentenoic acid g-lactoneGenerator
4-Hydroxy-3-pentenoic acid γ-lactoneGenerator
4-Hydroxypent-3-enoate lactoneGenerator
a-AngelicalactonGenerator
Α-angelicalactonGenerator
a-AngelicalactoneGenerator
Α-angelicalactoneGenerator
b,g-Angelica lactoneGenerator
Β,γ-angelica lactoneGenerator
Δ(2)-angelica lactoneGenerator
g-Methyl-b,g-crotonolactoneGenerator
Γ-methyl-β,γ-crotonolactoneGenerator
a-Angelica lactoneGenerator
Α-angelica lactoneGenerator
Angelica lactone, (beta)-isomerMeSH
Angelica lactoneMeSH
Angelica lactone, (alpha)-isomerMeSH
Chemical FormulaC5H6O2
Average Mass98.1010 Da
Monoisotopic Mass98.03678 Da
IUPAC Name5-methyl-2,3-dihydrofuran-2-one
Traditional Name5-methyl-2(3H)-furanone
CAS Registry NumberNot Available
SMILES
CC1=CCC(=O)O1
InChI Identifier
InChI=1S/C5H6O2/c1-4-2-3-5(6)7-4/h2H,3H2,1H3
InChI KeyQOTQFLOTGBBMEX-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
Tamarindus indicaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassDihydrofurans  
Sub ClassFuranones  
Direct ParentButenolides  
Alternative Parents
Substituents
  • 2-furanone
    • 

  • Enol ester
    • 

  • Lactone
    • 

  • Carboxylic acid ester
    • 

  • Oxacycle
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
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
logP0.74ALOGPS
logP0.23ChemAxon
logS0.21ALOGPS
pKa (Strongest Acidic)16.07ChemAxon
pKa (Strongest Basic)-7.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity26.22 m³·mol⁻¹ChemAxon
Polarizability9.66 ųChemAxon
Number of Rings1ChemAxon
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 IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11559  
PDB IDNot Available
ChEBI ID36433  
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]