NP-MRD: Showing NP-Card for 3-methyl-4-tetradecylfuran-2,5-dione (NP0290619)

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Record Information

Version

2.0

Created at

2022-09-09 21:23:06 UTC

Updated at

2022-09-09 21:23:06 UTC

NP-MRD ID

NP0290619

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-methyl-4-tetradecylfuran-2,5-dione

Description

Chaetomellic Acid A Anhydride, also known as chaetomellate a anhydride, belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom. 3-methyl-4-tetradecylfuran-2,5-dione is found in Chaetomella acutiseta. Chaetomellic Acid A Anhydride is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 54 54  0  0  0  0  0  0  0  0999 V2000
   -7.1943    2.1822   -0.3912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0263    0.7338    0.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6790    0.2764   -0.4867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4037   -1.1634   -0.1127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0814   -1.5924   -0.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9119   -0.7568   -0.1118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8140   -0.8340    1.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7365   -0.0341    1.9749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3233   -0.3002    1.7402 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2864   -0.2401    0.4020 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8154   -0.4945    0.6224 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4807   -0.4422   -0.7211 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9571   -0.6707   -0.6593 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6775    0.3438    0.1847 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1250    0.0268    0.1782 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1161    0.7797   -0.2380 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9914    2.1475   -0.8064 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3826    0.0812   -0.0648 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5396    0.5106   -0.3598 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1102   -1.1620    0.4895 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7351   -1.2291    0.6520 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1101   -2.2090    1.1288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7553    2.8628    0.3564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2585    2.3940   -0.6179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6391    2.3474   -1.3428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0365    0.6987    1.1315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8208    0.0890   -0.3745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6303    0.3775   -1.5704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9352    0.9596   -0.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4628   -1.3351    0.9845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1844   -1.7805   -0.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8422   -2.6449   -0.4750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0905   -1.3907   -1.7555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0539    0.3260   -0.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0507   -1.0988   -0.6778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8086   -0.5439    1.8383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7310   -1.9249    1.7127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0077    1.0613    1.7716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9581   -0.0741    3.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2710    0.4468    2.3808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0654   -1.2776    2.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0416   -1.0861   -0.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1106    0.6899   -0.1211 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9161   -1.5183    1.0274 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2057    0.2489    1.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0558   -1.1802   -1.4312 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3146    0.5580   -1.2144 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1169   -1.6947   -0.2314 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3454   -0.6421   -1.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2532    0.2800    1.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5143    1.3545   -0.1892 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9881    2.3740   -1.1641 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7655    2.2440   -1.6160 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2754    2.9260   -0.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 21 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 10 42  1  0
 10 43  1  0
 11 44  1  0
 11 45  1  0
 12 46  1  0
 12 47  1  0
 13 48  1  0
 13 49  1  0
 14 50  1  0
 14 51  1  0
 17 52  1  0
 17 53  1  0
 17 54  1  0
M  END


  Mrv1533004231518232D          

 22 22  0  0  0  0            999 V2000
    6.6966   -7.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4110   -6.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1255   -7.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8400   -6.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5544   -7.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2689   -6.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9834   -7.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6979   -6.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4123   -7.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1268   -6.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8413   -7.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5557   -6.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2702   -7.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9847   -6.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6991   -7.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4528   -6.8534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6243   -6.0464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0049   -7.4665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8253   -7.3803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5924   -8.1810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7854   -8.0094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1723   -8.5615    0.0000 O   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  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 15 21  1  0  0  0  0
 21 22  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0290619

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCCC1=C(C)C(=O)OC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H32O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-17-16(2)18(20)22-19(17)21/h3-15H2,1-2H3

> <INCHI_KEY>
MTXAAHDAKIGAJG-UHFFFAOYSA-N

> <FORMULA>
C19H32O3

> <MOLECULAR_WEIGHT>
308.462

> <EXACT_MASS>
308.23514489

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
38.78054167491622

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-methyl-4-tetradecyl-2,5-dihydrofuran-2,5-dione

> <ALOGPS_LOGP>
6.99

> <JCHEM_LOGP>
7.130417969333334

> <ALOGPS_LOGS>
-5.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.835224225517773

> <JCHEM_POLAR_SURFACE_AREA>
43.370000000000005

> <JCHEM_REFRACTIVITY>
89.92879999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.69e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-methyl-4-tetradecylfuran-2,5-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  C   UNK     0      12.500 -13.419   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.834 -12.649   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      15.168 -13.419   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.501 -12.649   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.835 -13.419   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      19.169 -12.649   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      20.502 -13.419   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      21.836 -12.649   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      23.170 -13.419   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      24.503 -12.649   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      25.837 -13.419   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      27.171 -12.649   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      28.504 -13.419   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      29.838 -12.649   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      31.172 -13.419   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      32.579 -12.793   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      32.899 -11.287   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      33.609 -13.937   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      35.141 -13.776   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      32.839 -15.271   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      31.333 -14.951   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      30.188 -15.981   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   21                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   15   22                                                  
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

View in JSmol

Synonyms

Value	Source
Chaetomellate a anhydride	Generator

Chemical Formula

C₁₉H₃₂O₃

Average Mass

308.4620 Da

Monoisotopic Mass

308.23514 Da

IUPAC Name

3-methyl-4-tetradecyl-2,5-dihydrofuran-2,5-dione

Traditional Name

3-methyl-4-tetradecylfuran-2,5-dione

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCC1=C(C)C(=O)OC1=O

InChI Identifier

InChI=1S/C19H32O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-17-16(2)18(20)22-19(17)21/h3-15H2,1-2H3

InChI Key

MTXAAHDAKIGAJG-UHFFFAOYSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Chaetomella acutiseta	LOTUS Database	35616633

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.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Dihydrofurans

Sub Class

Furanones

Direct Parent

Butenolides

Alternative Parents

Substituents

Dicarboxylic acid or derivatives
2-furanone
Carboxylic acid anhydride
Oxacycle
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

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	6.99	ALOGPS
logP	7.13	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Basic)	-6.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	43.37 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	89.93 m³·mol⁻¹	ChemAxon
Polarizability	38.78 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11722830

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-methyl-4-tetradecylfuran-2,5-dione (NP0290619)

MOL for NP0290619 (3-methyl-4-tetradecylfuran-2,5-dione)

3D MOL for NP0290619 (3-methyl-4-tetradecylfuran-2,5-dione)

3D SDF for NP0290619 (3-methyl-4-tetradecylfuran-2,5-dione)

3D-SDF for NP0290619 (3-methyl-4-tetradecylfuran-2,5-dione)

PDB for NP0290619 (3-methyl-4-tetradecylfuran-2,5-dione)

3D PDB for NP0290619 (3-methyl-4-tetradecylfuran-2,5-dione)

SMILES for NP0290619 (3-methyl-4-tetradecylfuran-2,5-dione)

INCHI for NP0290619 (3-methyl-4-tetradecylfuran-2,5-dione)

Structure for NP0290619 (3-methyl-4-tetradecylfuran-2,5-dione)

3D Structure for NP0290619 (3-methyl-4-tetradecylfuran-2,5-dione)