NP-MRD: Showing NP-Card for Syringylpropane (NP0138978)

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Record Information

Version

2.0

Created at

2022-06-29 19:34:12 UTC

Updated at

2022-06-29 19:34:12 UTC

NP-MRD ID

NP0138978

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Syringylpropane

Description

2,6-Dimethoxy-4-propylphenol, also known as 4-propyl-2,6-dimethoxyphenol or 4-propylsyringol, belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. 2,6-Dimethoxy-4-propylphenol is an extremely weak basic (essentially neutral) compound (based on its pKa). 2,6-Dimethoxy-4-propylphenol is a phenolic tasting compound. Outside of the human body, 2,6-Dimethoxy-4-propylphenol has been detected, but not quantified in, fishes. This could make 2,6-dimethoxy-4-propylphenol a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 30 30  0  0  0  0  0  0  0  0999 V2000
    2.9312   -0.4639    0.2704 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7148    1.0452    0.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6503    1.3377   -0.8183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3792    0.6457   -0.4359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5626    1.2656    0.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7420    0.6613    0.7277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6014    1.3713    1.5150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4166    2.6603    1.9932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9907   -0.6213    0.2875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1873   -1.2473    0.6589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0702   -1.2873   -0.5134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3683   -2.5772   -0.9299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5327   -3.3524   -1.7335 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0948   -0.6364   -0.8564 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2123   -0.8248   -0.7368 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0283   -0.9835    0.6336 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7502   -0.6683    1.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3935    1.3971    1.2089 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6412    1.5453   -0.0950 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0128    0.9813   -1.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4501    2.4064   -0.9129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3322    2.2881    0.6891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3619    2.7152    2.3951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4802    3.4191    1.1621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0805    2.9524    2.8039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3380   -2.1860    0.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3430   -3.7557   -1.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1811   -2.7201   -2.5898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1668   -4.1873   -2.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8109   -1.1806   -1.4912 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  6  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 14  4  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  5 22  1  0
  8 23  1  0
  8 24  1  0
  8 25  1  0
 10 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
 14 30  1  0
M  END


  Mrv0541 05061308572D          

 14 14  0  0  0  0            999 V2000
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    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
  8  5  1  0  0  0  0
  8  6  2  0  0  0  0
  8  7  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  2  0  0  0  0
 11  9  2  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13  2  1  0  0  0  0
 13  9  1  0  0  0  0
 14  3  1  0  0  0  0
 14 10  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0138978

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCC1=CC(OC)=C(O)C(OC)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C11H16O3/c1-4-5-8-6-9(13-2)11(12)10(7-8)14-3/h6-7,12H,4-5H2,1-3H3

> <INCHI_KEY>
YHEWWEXPVKCVFY-UHFFFAOYSA-N

> <FORMULA>
C11H16O3

> <MOLECULAR_WEIGHT>
196.2429

> <EXACT_MASS>
196.109944378

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
21.61450934298984

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,6-dimethoxy-4-propylphenol

> <ALOGPS_LOGP>
2.75

> <JCHEM_LOGP>
2.756896682333333

> <ALOGPS_LOGS>
-2.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.703545350783632

> <JCHEM_PKA_STRONGEST_BASIC>
-4.601820135351216

> <JCHEM_POLAR_SURFACE_AREA>
38.69

> <JCHEM_REFRACTIVITY>
55.20850000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.81e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,6-dimethoxy-4-propylphenol

> <JCHEM_VEBER_RULE>
1

$$$$

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       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
CONECT    1    4                                                            
CONECT    2   13                                                            
CONECT    3   14                                                            
CONECT    4    1    5                                                       
CONECT    5    4    8                                                       
CONECT    6    8    9                                                       
CONECT    7    8   10                                                       
CONECT    8    5    6    7                                                  
CONECT    9    6   11   13                                                  
CONECT   10    7   11   14                                                  
CONECT   11    9   10   12                                                  
CONECT   12   11                                                            
CONECT   13    2    9                                                       
CONECT   14    3   10                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

View in JSmol

Synonyms

Value	Source
2,6-Dimethoxy-4-propyl-phenol	HMDB
4-Propyl-2,6-dimethoxyphenol	HMDB
4-Propylsyringol	HMDB
FEMA 3729	HMDB
Phenol, 2,6-dimethoxy-4-propyl	HMDB

Chemical Formula

C₁₁H₁₆O₃

Average Mass

196.2429 Da

Monoisotopic Mass

196.10994 Da

IUPAC Name

2,6-dimethoxy-4-propylphenol

Traditional Name

2,6-dimethoxy-4-propylphenol

CAS Registry Number

Not Available

SMILES

CCCC1=CC(OC)=C(O)C(OC)=C1

InChI Identifier

InChI=1S/C11H16O3/c1-4-5-8-6-9(13-2)11(12)10(7-8)14-3/h6-7,12H,4-5H2,1-3H3

InChI Key

YHEWWEXPVKCVFY-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

M-dimethoxybenzene
Dimethoxybenzene
Methoxyphenol
Phenylpropane
Phenoxy compound
Methoxybenzene
Phenol ether
Anisole
Alkyl aryl ether
Monocyclic benzene moiety
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	2.75	ALOGPS
logP	2.76	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	9.7	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	38.69 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	55.21 m³·mol⁻¹	ChemAxon
Polarizability	21.61 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0036226

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB015084

KNApSAcK ID

Not Available

Chemspider ID

457716

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

524975

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Syringylpropane (NP0138978)

MOL for NP0138978 (Syringylpropane)

3D MOL for NP0138978 (Syringylpropane)

3D SDF for NP0138978 (Syringylpropane)

3D-SDF for NP0138978 (Syringylpropane)

PDB for NP0138978 (Syringylpropane)

3D PDB for NP0138978 (Syringylpropane)

SMILES for NP0138978 (Syringylpropane)

INCHI for NP0138978 (Syringylpropane)

Structure for NP0138978 (Syringylpropane)

3D Structure for NP0138978 (Syringylpropane)