NP-MRD: Showing NP-Card for Furanone A (NP0006557)

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Record Information

Version

2.0

Created at

2020-12-09 03:32:21 UTC

Updated at

2021-07-15 16:55:09 UTC

NP-MRD ID

NP0006557

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Furanone A

Provided By

NPAtlas

Description

Furanone A is found in Lactobacillus helveticus and Tethya aurantium. Based on a literature review very few articles have been published on (2E)-3-(4-oxo-2-propyl-4,5-dihydrofuran-3-yl)prop-2-enoic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118283D          

 26 26  0  0  0  0            999 V2000
   -3.5375    1.5100    0.5540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6011    0.3314    0.5534 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5573    0.4975   -0.5311 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6826   -0.7290   -0.4398 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6085   -0.7396   -0.2057 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4443    0.4403    0.0109 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7269    0.3999    0.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4929    1.6359    0.4482 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8927    2.7402    0.4007 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8369    1.6140    0.6903 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0930   -2.1090   -0.1901 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1582   -2.5639    0.2867 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0003   -2.8791   -0.8928 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1337   -2.0471   -0.5949 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4536    2.0156    1.5385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5475    1.1431    0.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2280    2.2434   -0.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0700    0.1875    1.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1257   -0.6309    0.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9742    0.5177   -1.5394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9990    1.4153   -0.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9879    1.4328   -0.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2439   -0.5335    0.2818 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4580    0.8490    0.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1408   -2.8886   -1.9765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1742   -3.8528   -0.4271 H   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  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14  4  1  0  0  0  0
  1 15  1  0  0  0  0
  1 16  1  0  0  0  0
  1 17  1  0  0  0  0
  2 18  1  0  0  0  0
  2 19  1  0  0  0  0
  3 20  1  0  0  0  0
  3 21  1  0  0  0  0
  6 22  1  0  0  0  0
  7 23  1  0  0  0  0
 10 24  1  0  0  0  0
 13 25  1  0  0  0  0
 13 26  1  0  0  0  0
M  END


  Mrv1652306242118283D          

 26 26  0  0  0  0            999 V2000
   -3.5375    1.5100    0.5540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6011    0.3314    0.5534 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5573    0.4975   -0.5311 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6826   -0.7290   -0.4398 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6085   -0.7396   -0.2057 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4443    0.4403    0.0109 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7269    0.3999    0.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4929    1.6359    0.4482 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8927    2.7402    0.4007 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8369    1.6140    0.6903 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0930   -2.1090   -0.1901 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1582   -2.5639    0.2867 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0003   -2.8791   -0.8928 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1337   -2.0471   -0.5949 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4536    2.0156    1.5385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5475    1.1431    0.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2280    2.2434   -0.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0700    0.1875    1.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1257   -0.6309    0.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9742    0.5177   -1.5394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9990    1.4153   -0.2828 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9879    1.4328   -0.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2439   -0.5335    0.2818 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4580    0.8490    0.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1408   -2.8886   -1.9765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1742   -3.8528   -0.4271 H   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  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14  4  1  0  0  0  0
  1 15  1  0  0  0  0
  1 16  1  0  0  0  0
  1 17  1  0  0  0  0
  2 18  1  0  0  0  0
  2 19  1  0  0  0  0
  3 20  1  0  0  0  0
  3 21  1  0  0  0  0
  6 22  1  0  0  0  0
  7 23  1  0  0  0  0
 10 24  1  0  0  0  0
 13 25  1  0  0  0  0
 13 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0006557

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C(\[H])=C(/[H])C1=C(OC([H])([H])C1=O)C([H])([H])C([H])([H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C10H12O4/c1-2-3-9-7(4-5-10(12)13)8(11)6-14-9/h4-5H,2-3,6H2,1H3,(H,12,13)/b5-4+

> <INCHI_KEY>
WSFWBZJRQNTKQQ-SNAWJCMRSA-N

> <FORMULA>
C10H12O4

> <MOLECULAR_WEIGHT>
196.202

> <EXACT_MASS>
196.073558866

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
20.10252678929092

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-3-(4-oxo-2-propyl-4,5-dihydrofuran-3-yl)prop-2-enoic acid

> <ALOGPS_LOGP>
1.43

> <JCHEM_LOGP>
1.0880167370000002

> <ALOGPS_LOGS>
-1.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.857685460109346

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.450449959475956

> <JCHEM_PKA_STRONGEST_BASIC>
-4.8474517178845105

> <JCHEM_POLAR_SURFACE_AREA>
63.599999999999994

> <JCHEM_REFRACTIVITY>
52.27420000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.10e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-3-(4-oxo-2-propyl-5H-furan-3-yl)prop-2-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -3.538   1.510   0.554  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.601   0.331   0.553  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.557   0.498  -0.531  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.683  -0.729  -0.440  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.609  -0.740  -0.206  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.444   0.440   0.011  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.727   0.400   0.241  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.493   1.636   0.448  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.893   2.740   0.401  0.00  0.00           O+0
HETATM   10  O   UNK     0       4.837   1.614   0.690  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.093  -2.109  -0.190  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.158  -2.564   0.287  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.000  -2.879  -0.893  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.134  -2.047  -0.595  0.00  0.00           O+0
HETATM   15  H   UNK     0      -3.454   2.016   1.539  0.00  0.00           H+0
HETATM   16  H   UNK     0      -4.548   1.143   0.348  0.00  0.00           H+0
HETATM   17  H   UNK     0      -3.228   2.243  -0.231  0.00  0.00           H+0
HETATM   18  H   UNK     0      -2.070   0.188   1.511  0.00  0.00           H+0
HETATM   19  H   UNK     0      -3.126  -0.631   0.335  0.00  0.00           H+0
HETATM   20  H   UNK     0      -1.974   0.518  -1.539  0.00  0.00           H+0
HETATM   21  H   UNK     0      -0.999   1.415  -0.283  0.00  0.00           H+0
HETATM   22  H   UNK     0       0.988   1.433  -0.017  0.00  0.00           H+0
HETATM   23  H   UNK     0       3.244  -0.534   0.282  0.00  0.00           H+0
HETATM   24  H   UNK     0       5.458   0.849   0.536  0.00  0.00           H+0
HETATM   25  H   UNK     0       0.141  -2.889  -1.976  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.174  -3.853  -0.427  0.00  0.00           H+0
CONECT    1    2   15   16   17                                             
CONECT    2    1    3   18   19                                             
CONECT    3    2    4   20   21                                             
CONECT    4    3    5   14                                                  
CONECT    5    4    6   11                                                  
CONECT    6    5    7   22                                                  
CONECT    7    6    8   23                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   24                                                       
CONECT   11    5   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   25   26                                             
CONECT   14   13    4                                                       
CONECT   15    1                                                            
CONECT   16    1                                                            
CONECT   17    1                                                            
CONECT   18    2                                                            
CONECT   19    2                                                            
CONECT   20    3                                                            
CONECT   21    3                                                            
CONECT   22    6                                                            
CONECT   23    7                                                            
CONECT   24   10                                                            
CONECT   25   13                                                            
CONECT   26   13                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   52    0
END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(2E)-3-(4-oxo-2-Propyl-4,5-dihydrofuran-3-yl)prop-2-enoate	Generator

Chemical Formula

C₁₀H₁₂O₄

Average Mass

196.2020 Da

Monoisotopic Mass

196.07356 Da

IUPAC Name

(2E)-3-(4-oxo-2-propyl-4,5-dihydrofuran-3-yl)prop-2-enoic acid

Traditional Name

(2E)-3-(4-oxo-2-propyl-5H-furan-3-yl)prop-2-enoic acid

CAS Registry Number

Not Available

SMILES

CCCC1=C(\C=C\C(O)=O)C(=O)CO1

InChI Identifier

InChI=1S/C10H12O4/c1-2-3-9-7(4-5-10(12)13)8(11)6-14-9/h4-5H,2-3,6H2,1H3,(H,12,13)/b5-4+

InChI Key

WSFWBZJRQNTKQQ-SNAWJCMRSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Lactobacillus helveticus	NPAtlas	16957229
Tethya aurantium	LOTUS Database	35616633

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.43	ALOGPS
logP	1.09	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	4.45	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	52.27 m³·mol⁻¹	ChemAxon
Polarizability	20.1 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA003940

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

27025659

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139584189

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Furanone A (NP0006557)

MOL for NP0006557 (Furanone A)

3D MOL for NP0006557 (Furanone A)

3D SDF for NP0006557 (Furanone A)

3D-SDF for NP0006557 (Furanone A)

PDB for NP0006557 (Furanone A)

3D PDB for NP0006557 (Furanone A)

SMILES for NP0006557 (Furanone A)

INCHI for NP0006557 (Furanone A)

Structure for NP0006557 (Furanone A)

3D Structure for NP0006557 (Furanone A)