NP-MRD: Showing NP-Card for 3,4-Dimethyl-5-pentyl-2-furanundecanoic acid (NP0335219)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2024-09-11 00:36:09 UTC

Updated at

2024-09-11 00:36:10 UTC

NP-MRD ID

NP0335219

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,4-Dimethyl-5-pentyl-2-furanundecanoic acid

Description

3,4-Dimethyl-5-pentyl-2-furanundecanoic acid, also known as 12,15-epoxy-13,14-dimethyleicosa-12,14-dienoic acid or dime(11,5), belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. 3,4-Dimethyl-5-pentyl-2-furanundecanoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 3,4-Dimethyl-5-pentyl-2-furanundecanoic acid has been detected, but not quantified in, fishes. This could make 3,4-dimethyl-5-pentyl-2-furanundecanoic acid a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 05061305442D          

 25 25  0  0  0  0            999 V2000
   19.6821    0.1469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2674    3.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0664    4.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3465    0.9005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5260    0.9868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5689    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8544    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2833    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1399    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9978    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4255    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1905    1.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7123    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7110    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3700    1.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4268    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9965    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4469    3.2948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8949    3.9079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0344    2.5803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1412    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2820    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5676    3.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2820    4.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2275    2.7519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  4  1  0  0  0  0
  7  6  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12  5  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  1  0  0  0  0
 18  2  1  0  0  0  0
 19  3  1  0  0  0  0
 19 18  1  0  0  0  0
 20 15  1  0  0  0  0
 20 18  2  0  0  0  0
 21 16  1  0  0  0  0
 21 19  2  0  0  0  0
 22 17  1  0  0  0  0
 23 22  2  0  0  0  0
 24 22  1  0  0  0  0
 25 20  1  0  0  0  0
 25 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0335219

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC1=C(C)C(C)=C(CCCCCCCCCCC(O)=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C22H38O3/c1-4-5-12-15-20-18(2)19(3)21(25-20)16-13-10-8-6-7-9-11-14-17-22(23)24/h4-17H2,1-3H3,(H,23,24)

> <INCHI_KEY>
MCTXSZNBSIMKTO-UHFFFAOYSA-N

> <FORMULA>
C22H38O3

> <MOLECULAR_WEIGHT>
350.5353

> <EXACT_MASS>
350.282095082

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
45.72838589909177

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
11-(3,4-dimethyl-5-pentylfuran-2-yl)undecanoic acid

> <ALOGPS_LOGP>
7.00

> <JCHEM_LOGP>
7.5990837660000015

> <ALOGPS_LOGS>
-5.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.952020083978655

> <JCHEM_PKA_STRONGEST_BASIC>
-1.0535606430380273

> <JCHEM_POLAR_SURFACE_AREA>
50.44

> <JCHEM_REFRACTIVITY>
104.87859999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.97e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
11-(3,4-dimethyl-5-pentylfuran-2-yl)undecanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      36.740   0.274   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      34.099   6.311   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      31.857   8.801   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      36.113   1.681   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      34.582   1.842   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      23.462   7.438   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      22.128   6.668   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      24.795   6.668   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      20.794   7.438   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      26.129   7.438   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      19.461   6.668   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      33.956   3.249   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      27.463   6.668   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      18.127   7.438   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      32.424   3.410   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      28.797   7.438   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      16.793   6.668   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      32.568   6.150   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      31.537   7.295   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      31.798   4.817   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      30.130   6.668   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      15.460   7.438   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      14.126   6.668   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      15.460   8.978   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      30.291   5.137   0.000  0.00  0.00           O+0
CONECT    1    4                                                            
CONECT    2   18                                                            
CONECT    3   19                                                            
CONECT    4    1    5                                                       
CONECT    5    4   12                                                       
CONECT    6    7    8                                                       
CONECT    7    6    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   13                                                       
CONECT   11    9   14                                                       
CONECT   12    5   15                                                       
CONECT   13   10   16                                                       
CONECT   14   11   17                                                       
CONECT   15   12   20                                                       
CONECT   16   13   21                                                       
CONECT   17   14   22                                                       
CONECT   18    2   19   20                                                  
CONECT   19    3   18   21                                                  
CONECT   20   15   18   25                                                  
CONECT   21   16   19   25                                                  
CONECT   22   17   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   20   21                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   50    0
END

View in JSmol

Synonyms

Value	Source
3,4-Dimethyl-5-pentyl-2-furanundecanoate	Generator
12,15-Epoxy-13,14-dimethyleicosa-12,14-dienoic acid	HMDB
DiMe(11,5)	HMDB
F6 acid	HMDB
Furanoid F-acid F6	MeSH

Chemical Formula

C₂₂H₃₈O₃

Average Mass

350.5353 Da

Monoisotopic Mass

350.28210 Da

IUPAC Name

11-(3,4-dimethyl-5-pentylfuran-2-yl)undecanoic acid

Traditional Name

11-(3,4-dimethyl-5-pentylfuran-2-yl)undecanoic acid

CAS Registry Number

Not Available

SMILES

CCCCCC1=C(C)C(C)=C(CCCCCCCCCCC(O)=O)O1

InChI Identifier

InChI=1S/C22H38O3/c1-4-5-12-15-20-18(2)19(3)21(25-20)16-13-10-8-6-7-9-11-14-17-22(23)24/h4-17H2,1-3H3,(H,23,24)

InChI Key

MCTXSZNBSIMKTO-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
Furanoid fatty acid
Heterocyclic fatty acid
Furan
Heteroaromatic compound
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Heterocyclic fatty acids (LMFA01150002 )

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	7	ALOGPS
logP	7.6	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	4.95	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	50.44 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	104.88 m³·mol⁻¹	ChemAxon
Polarizability	45.73 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

HMDB0031126

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB003137

KNApSAcK ID

Not Available

Chemspider ID

23255373

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13963867

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for 3,4-Dimethyl-5-pentyl-2-furanundecanoic acid (NP0335219)

MOL for NP0335219 (3,4-Dimethyl-5-pentyl-2-furanundecanoic acid)

3D MOL for NP0335219 (3,4-Dimethyl-5-pentyl-2-furanundecanoic acid)

3D SDF for NP0335219 (3,4-Dimethyl-5-pentyl-2-furanundecanoic acid)

3D-SDF for NP0335219 (3,4-Dimethyl-5-pentyl-2-furanundecanoic acid)

PDB for NP0335219 (3,4-Dimethyl-5-pentyl-2-furanundecanoic acid)

3D PDB for NP0335219 (3,4-Dimethyl-5-pentyl-2-furanundecanoic acid)

SMILES for NP0335219 (3,4-Dimethyl-5-pentyl-2-furanundecanoic acid)

INCHI for NP0335219 (3,4-Dimethyl-5-pentyl-2-furanundecanoic acid)

Structure for NP0335219 (3,4-Dimethyl-5-pentyl-2-furanundecanoic acid)

3D Structure for NP0335219 (3,4-Dimethyl-5-pentyl-2-furanundecanoic acid)