NP-MRD: Showing NP-Card for 1-butyl 4-(5-formylfuran-2-yl)methyl butanedioate (NP0220805)

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Record Information

Version

1.0

Created at

2022-09-05 22:13:11 UTC

Updated at

2022-09-05 22:13:11 UTC

NP-MRD ID

NP0220805

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-butyl 4-(5-formylfuran-2-yl)methyl butanedioate

Description

1-Butyl 4-(5-formylfuran-2-yl)methyl butanedioate belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. 1-butyl 4-(5-formylfuran-2-yl)methyl butanedioate is found in Morinda citrifolia. 1-Butyl 4-(5-formylfuran-2-yl)methyl butanedioate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004241517492D          

 20 20  0  0  0  0            999 V2000
    3.8583   -4.8642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5727   -5.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2872   -4.8642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0017   -5.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7161   -4.8642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4306   -5.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4306   -6.1017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1451   -4.8642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8596   -5.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5740   -4.8642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5740   -4.0392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2885   -5.2767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0030   -4.8642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7174   -5.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4711   -4.9411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0232   -5.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8436   -5.4680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1792   -4.7143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6107   -6.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8037   -6.0971    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
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 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  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 16 19  2  0  0  0  0
 19 20  1  0  0  0  0
 14 20  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0220805

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCOC(=O)CCC(=O)OCC1=CC=C(O1)C=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H18O6/c1-2-3-8-18-13(16)6-7-14(17)19-10-12-5-4-11(9-15)20-12/h4-5,9H,2-3,6-8,10H2,1H3

> <INCHI_KEY>
LBFHHUHWQDZEFM-UHFFFAOYSA-N

> <FORMULA>
C14H18O6

> <MOLECULAR_WEIGHT>
282.292

> <EXACT_MASS>
282.1103383

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
29.47740030445994

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-butyl 4-(5-formylfuran-2-yl)methyl butanedioate

> <ALOGPS_LOGP>
2.17

> <JCHEM_LOGP>
1.6344273889999998

> <ALOGPS_LOGS>
-3.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0820420662753327

> <JCHEM_POLAR_SURFACE_AREA>
82.81

> <JCHEM_REFRACTIVITY>
70.41380000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.57e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-butyl 4-(5-formylfuran-2-yl)methyl butanedioate

> <JCHEM_VEBER_RULE>
0

$$$$

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       7.202  -9.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.536  -9.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.869  -9.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.203  -9.850   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      12.537  -9.080   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      13.870  -9.850   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      13.870 -11.390   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      15.204  -9.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      16.538  -9.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      17.872  -9.080   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      17.872  -7.540   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      19.205  -9.850   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      20.539  -9.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      21.873  -9.850   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      23.279  -9.223   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      24.310 -10.368   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      25.841 -10.207   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      26.468  -8.800   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      23.540 -11.702   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      22.034 -11.381   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   20                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   16   20                                                       
CONECT   20   19   14                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

View in JSmol

Synonyms

Value	Source
1-Butyl 4-(5-formylfuran-2-yl)methyl butanedioic acid	Generator
Succinate 1-butyl 4-(5-formyl-2-furylmethyl) ester	Generator

Chemical Formula

C₁₄H₁₈O₆

Average Mass

282.2920 Da

Monoisotopic Mass

282.11034 Da

IUPAC Name

1-butyl 4-(5-formylfuran-2-yl)methyl butanedioate

Traditional Name

1-butyl 4-(5-formylfuran-2-yl)methyl butanedioate

CAS Registry Number

Not Available

SMILES

CCCCOC(=O)CCC(=O)OCC1=CC=C(O1)C=O

InChI Identifier

InChI=1S/C14H18O6/c1-2-3-8-18-13(16)6-7-14(17)19-10-12-5-4-11(9-15)20-12/h4-5,9H,2-3,6-8,10H2,1H3

InChI Key

LBFHHUHWQDZEFM-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Morinda citrifolia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Fatty acid esters

Alternative Parents

Substituents

Fatty acid ester
Aryl-aldehyde
Dicarboxylic acid or derivatives
Furan
Heteroaromatic compound
Carboxylic acid ester
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aldehyde
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic 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	2.17	ALOGPS
logP	1.63	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	82.81 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	70.41 m³·mol⁻¹	ChemAxon
Polarizability	29.48 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

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

90780400

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1-butyl 4-(5-formylfuran-2-yl)methyl butanedioate (NP0220805)

MOL for NP0220805 (1-butyl 4-(5-formylfuran-2-yl)methyl butanedioate)

3D MOL for NP0220805 (1-butyl 4-(5-formylfuran-2-yl)methyl butanedioate)

3D SDF for NP0220805 (1-butyl 4-(5-formylfuran-2-yl)methyl butanedioate)

3D-SDF for NP0220805 (1-butyl 4-(5-formylfuran-2-yl)methyl butanedioate)

PDB for NP0220805 (1-butyl 4-(5-formylfuran-2-yl)methyl butanedioate)

3D PDB for NP0220805 (1-butyl 4-(5-formylfuran-2-yl)methyl butanedioate)

SMILES for NP0220805 (1-butyl 4-(5-formylfuran-2-yl)methyl butanedioate)

INCHI for NP0220805 (1-butyl 4-(5-formylfuran-2-yl)methyl butanedioate)

Structure for NP0220805 (1-butyl 4-(5-formylfuran-2-yl)methyl butanedioate)

3D Structure for NP0220805 (1-butyl 4-(5-formylfuran-2-yl)methyl butanedioate)