NP-MRD: Showing NP-Card for 2-[2-(4-Hydroxy-3-methoxyphenyl)ethyl]-5-octylfuran (NP0335884)

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Record Information

Version

2.0

Created at

2024-09-11 03:42:23 UTC

Updated at

2024-09-11 03:42:23 UTC

NP-MRD ID

NP0335884

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-[2-(4-Hydroxy-3-methoxyphenyl)ethyl]-5-octylfuran

Description

2-[2-(4-Hydroxy-3-methoxyphenyl)ethyl]-5-octylfuran, also known as 4-[2-(5-octyl-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-[2-(4-Hydroxy-3-methoxyphenyl)ethyl]-5-octylfuran is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 2-[2-(4-Hydroxy-3-methoxyphenyl)ethyl]-5-octylfuran has been detected, but not quantified in, herbs and spices. This could make 2-[2-(4-hydroxy-3-methoxyphenyl)ethyl]-5-octylfuran a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 05061312152D          

 24 25  0  0  0  0            999 V2000
   -7.5548    5.0904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4499    8.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8403    5.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1258    5.0904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4114    5.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6969    5.0904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9824    5.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2679    5.0904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5535    5.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6227    5.6528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9282    5.0716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2872    4.8991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7528    4.2699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9458    4.0984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7486    5.1578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7788    6.4927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4432    5.7390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8390    5.0904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5333    4.8129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0842    5.9115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5993    6.5789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9047    5.9977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9348    7.3326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0853    5.4260    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
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 12 10  1  0  0  0  0
 14 13  1  0  0  0  0
 15 11  2  0  0  0  0
 17 10  1  0  0  0  0
 17 11  1  0  0  0  0
 17 16  2  0  0  0  0
 18  9  1  0  0  0  0
 18 13  2  0  0  0  0
 19 12  1  0  0  0  0
 19 14  2  0  0  0  0
 20 15  1  0  0  0  0
 21 16  1  0  0  0  0
 21 20  2  0  0  0  0
 22 20  1  0  0  0  0
 23  2  1  0  0  0  0
 23 21  1  0  0  0  0
 24 18  1  0  0  0  0
 24 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0335884

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCC1=CC=C(CCC2=CC(OC)=C(O)C=C2)O1

> <INCHI_IDENTIFIER>
InChI=1S/C21H30O3/c1-3-4-5-6-7-8-9-18-13-14-19(24-18)12-10-17-11-15-20(22)21(16-17)23-2/h11,13-16,22H,3-10,12H2,1-2H3

> <INCHI_KEY>
LUISKKSBOJYGAL-UHFFFAOYSA-N

> <FORMULA>
C21H30O3

> <MOLECULAR_WEIGHT>
330.4611

> <EXACT_MASS>
330.219494826

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
40.85485983671536

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-methoxy-4-[2-(5-octylfuran-2-yl)ethyl]phenol

> <ALOGPS_LOGP>
6.61

> <JCHEM_LOGP>
6.342206812666667

> <ALOGPS_LOGS>
-4.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.235554189355122

> <JCHEM_PKA_STRONGEST_BASIC>
-2.2878667049849764

> <JCHEM_POLAR_SURFACE_AREA>
42.6

> <JCHEM_REFRACTIVITY>
98.6649

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.46e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methoxy-4-[2-(5-octylfuran-2-yl)ethyl]phenol

> <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     -14.102   9.502   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.573  14.934   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -12.769  10.272   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -11.435   9.502   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -10.101  10.272   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -8.768   9.502   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -7.434  10.272   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.100   9.502   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.767  10.272   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.162  10.552   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.599   9.467   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.536   9.145   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.272   7.970   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.765   7.650   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.131   9.628   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.320  12.120   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.694  10.713   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.433   9.502   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.995   8.984   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.757  11.035   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.852  12.281   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       7.289  11.196   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       5.478  13.688   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -2.026  10.129   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   23                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   18                                                       
CONECT   10   12   17                                                       
CONECT   11   15   17                                                       
CONECT   12   10   19                                                       
CONECT   13   14   18                                                       
CONECT   14   13   19                                                       
CONECT   15   11   20                                                       
CONECT   16   17   21                                                       
CONECT   17   10   11   16                                                  
CONECT   18    9   13   24                                                  
CONECT   19   12   14   24                                                  
CONECT   20   15   21   22                                                  
CONECT   21   16   20   23                                                  
CONECT   22   20                                                            
CONECT   23    2   21                                                       
CONECT   24   18   19                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

View in JSmol

Synonyms

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

Chemical Formula

C₂₁H₃₀O₃

Average Mass

330.4611 Da

Monoisotopic Mass

330.21949 Da

IUPAC Name

2-methoxy-4-[2-(5-octylfuran-2-yl)ethyl]phenol

Traditional Name

2-methoxy-4-[2-(5-octylfuran-2-yl)ethyl]phenol

CAS Registry Number

Not Available

SMILES

CCCCCCCCC1=CC=C(CCC2=CC(OC)=C(O)C=C2)O1

InChI Identifier

InChI=1S/C21H30O3/c1-3-4-5-6-7-8-9-18-13-14-19(24-18)12-10-17-11-15-20(22)21(16-17)23-2/h11,13-16,22H,3-10,12H2,1-2H3

InChI Key

LUISKKSBOJYGAL-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	6.61	ALOGPS
logP	6.34	ChemAxon
logS	-5	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	11	ChemAxon
Refractivity	98.66 m³·mol⁻¹	ChemAxon
Polarizability	40.85 Å³	ChemAxon
Number of Rings	2	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

HMDB0040928

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB020769

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

15929155

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for 2-[2-(4-Hydroxy-3-methoxyphenyl)ethyl]-5-octylfuran (NP0335884)

MOL for NP0335884 (2-[2-(4-Hydroxy-3-methoxyphenyl)ethyl]-5-octylfuran)

3D MOL for NP0335884 (2-[2-(4-Hydroxy-3-methoxyphenyl)ethyl]-5-octylfuran)

3D SDF for NP0335884 (2-[2-(4-Hydroxy-3-methoxyphenyl)ethyl]-5-octylfuran)

3D-SDF for NP0335884 (2-[2-(4-Hydroxy-3-methoxyphenyl)ethyl]-5-octylfuran)

PDB for NP0335884 (2-[2-(4-Hydroxy-3-methoxyphenyl)ethyl]-5-octylfuran)

3D PDB for NP0335884 (2-[2-(4-Hydroxy-3-methoxyphenyl)ethyl]-5-octylfuran)

SMILES for NP0335884 (2-[2-(4-Hydroxy-3-methoxyphenyl)ethyl]-5-octylfuran)

INCHI for NP0335884 (2-[2-(4-Hydroxy-3-methoxyphenyl)ethyl]-5-octylfuran)

Structure for NP0335884 (2-[2-(4-Hydroxy-3-methoxyphenyl)ethyl]-5-octylfuran)

3D Structure for NP0335884 (2-[2-(4-Hydroxy-3-methoxyphenyl)ethyl]-5-octylfuran)