NP-MRD: Showing NP-Card for 2-Hexyl-5-[2-(4-hydroxy-3-methoxyphenyl)ethyl]furan (NP0335497)

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Record Information

Version

2.0

Created at

2024-09-11 01:52:55 UTC

Updated at

2024-09-11 01:52:56 UTC

NP-MRD ID

NP0335497

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-Hexyl-5-[2-(4-hydroxy-3-methoxyphenyl)ethyl]furan

Description

2-Hexyl-5-[2-(4-hydroxy-3-methoxyphenyl)ethyl]furan, also known as 4-[2-(5-hexyl-2-furanyl)ethyl]-2-methoxyphenol, 9CI, belongs to the class of organic compounds known as furanoid fatty acids. These are fatty acids containing a 5-alkylfuran-2-alkanoic acid. 2-Hexyl-5-[2-(4-hydroxy-3-methoxyphenyl)ethyl]furan is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 2-Hexyl-5-[2-(4-hydroxy-3-methoxyphenyl)ethyl]furan has been detected, but not quantified in, herbs and spices. This could make 2-hexyl-5-[2-(4-hydroxy-3-methoxyphenyl)ethyl]furan a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 05061312152D          

 22 23  0  0  0  0            999 V2000
   -6.3987    4.2505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4824    6.5789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6843    4.6630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9698    4.2505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2553    4.6630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5408    4.2505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8264    4.6630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3498    4.8129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6552    4.2317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0143    4.0592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0257    3.4300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2187    3.2585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4757    4.3179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5059    5.6528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1703    4.8991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1119    4.2505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8062    3.9730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8113    5.0716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3264    5.7390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6318    5.1578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6619    6.4927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3582    4.5861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
 10  8  1  0  0  0  0
 12 11  1  0  0  0  0
 13  9  2  0  0  0  0
 15  8  1  0  0  0  0
 15  9  1  0  0  0  0
 15 14  2  0  0  0  0
 16  7  1  0  0  0  0
 16 11  2  0  0  0  0
 17 10  1  0  0  0  0
 17 12  2  0  0  0  0
 18 13  1  0  0  0  0
 19 14  1  0  0  0  0
 19 18  2  0  0  0  0
 20 18  1  0  0  0  0
 21  2  1  0  0  0  0
 21 19  1  0  0  0  0
 22 16  1  0  0  0  0
 22 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0335497

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCC1=CC=C(CCC2=CC(OC)=C(O)C=C2)O1

> <INCHI_IDENTIFIER>
InChI=1S/C19H26O3/c1-3-4-5-6-7-16-11-12-17(22-16)10-8-15-9-13-18(20)19(14-15)21-2/h9,11-14,20H,3-8,10H2,1-2H3

> <INCHI_KEY>
WZHSIDQBPQYZNL-UHFFFAOYSA-N

> <FORMULA>
C19H26O3

> <MOLECULAR_WEIGHT>
302.4079

> <EXACT_MASS>
302.188194698

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
36.562613582330535

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[2-(5-hexylfuran-2-yl)ethyl]-2-methoxyphenol

> <ALOGPS_LOGP>
5.86

> <JCHEM_LOGP>
5.453069482666667

> <ALOGPS_LOGS>
-4.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.235554189356249

> <JCHEM_PKA_STRONGEST_BASIC>
-2.2878666999399484

> <JCHEM_POLAR_SURFACE_AREA>
42.6

> <JCHEM_REFRACTIVITY>
89.4629

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.22e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[2-(5-hexylfuran-2-yl)ethyl]-2-methoxyphenol

> <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     -11.944   7.934   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.500  12.281   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -10.611   8.704   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.277   7.934   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.943   8.704   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.609   7.934   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.276   8.704   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.653   8.984   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.090   7.899   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.027   7.577   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.781   6.403   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.275   6.083   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.621   8.060   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.811  10.552   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.185   9.145   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.942   7.934   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.505   7.416   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.248   9.467   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.343  10.713   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       6.779   9.628   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       4.969  12.120   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -2.535   8.561   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   21                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6   16                                                       
CONECT    8   10   15                                                       
CONECT    9   13   15                                                       
CONECT   10    8   17                                                       
CONECT   11   12   16                                                       
CONECT   12   11   17                                                       
CONECT   13    9   18                                                       
CONECT   14   15   19                                                       
CONECT   15    8    9   14                                                  
CONECT   16    7   11   22                                                  
CONECT   17   10   12   22                                                  
CONECT   18   13   19   20                                                  
CONECT   19   14   18   21                                                  
CONECT   20   18                                                            
CONECT   21    2   19                                                       
CONECT   22   16   17                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

View in JSmol

Synonyms

Value	Source
4-[2-(5-Hexyl-2-furanyl)ethyl]-2-methoxyphenol, 9ci	HMDB

Chemical Formula

C₁₉H₂₆O₃

Average Mass

302.4079 Da

Monoisotopic Mass

302.18819 Da

IUPAC Name

4-[2-(5-hexylfuran-2-yl)ethyl]-2-methoxyphenol

Traditional Name

4-[2-(5-hexylfuran-2-yl)ethyl]-2-methoxyphenol

CAS Registry Number

Not Available

SMILES

CCCCCCC1=CC=C(CCC2=CC(OC)=C(O)C=C2)O1

InChI Identifier

InChI=1S/C19H26O3/c1-3-4-5-6-7-16-11-12-17(22-16)10-8-15-9-13-18(20)19(14-15)21-2/h9,11-14,20H,3-8,10H2,1-2H3

InChI Key

WZHSIDQBPQYZNL-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 furanoid fatty acids. These are fatty acids containing a 5-alkylfuran-2-alkanoic acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Furanoid fatty acids

Alternative Parents

Substituents

Furanoid fatty acid
Methoxyphenol
Anisole
Phenoxy compound
Phenol ether
Methoxybenzene
Phenol
1-hydroxy-2-unsubstituted benzenoid
Hydroxy fatty acid
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Furan
Heteroaromatic compound
Organoheterocyclic compound
Ether
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
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	5.86	ALOGPS
logP	5.45	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	10.24	ChemAxon
pKa (Strongest Basic)	-2.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	42.6 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	89.46 m³·mol⁻¹	ChemAxon
Polarizability	36.56 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0040927

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB020768

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

15929154

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for 2-Hexyl-5-[2-(4-hydroxy-3-methoxyphenyl)ethyl]furan (NP0335497)

MOL for NP0335497 (2-Hexyl-5-[2-(4-hydroxy-3-methoxyphenyl)ethyl]furan)

3D MOL for NP0335497 (2-Hexyl-5-[2-(4-hydroxy-3-methoxyphenyl)ethyl]furan)

3D SDF for NP0335497 (2-Hexyl-5-[2-(4-hydroxy-3-methoxyphenyl)ethyl]furan)

3D-SDF for NP0335497 (2-Hexyl-5-[2-(4-hydroxy-3-methoxyphenyl)ethyl]furan)

PDB for NP0335497 (2-Hexyl-5-[2-(4-hydroxy-3-methoxyphenyl)ethyl]furan)

3D PDB for NP0335497 (2-Hexyl-5-[2-(4-hydroxy-3-methoxyphenyl)ethyl]furan)

SMILES for NP0335497 (2-Hexyl-5-[2-(4-hydroxy-3-methoxyphenyl)ethyl]furan)

INCHI for NP0335497 (2-Hexyl-5-[2-(4-hydroxy-3-methoxyphenyl)ethyl]furan)

Structure for NP0335497 (2-Hexyl-5-[2-(4-hydroxy-3-methoxyphenyl)ethyl]furan)

3D Structure for NP0335497 (2-Hexyl-5-[2-(4-hydroxy-3-methoxyphenyl)ethyl]furan)