NP-MRD: Showing NP-Card for 3-Methoxy-5-phenethylphenol (NP0061285)

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Record Information

Version

2.0

Created at

2022-04-28 06:08:09 UTC

Updated at

2022-04-28 06:08:09 UTC

NP-MRD ID

NP0061285

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-Methoxy-5-phenethylphenol

Description

3-Methoxy-5-(2-phenylethyl)phenol belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. 3-Methoxy-5-phenethylphenol is found in Bauhinia purpurea, Pinus albicaulis, Pinus aristata, Pinus armandii , Pinus ayacahuite, Pinus balfouriana, Pinus cembra , Pinus cembroides , Pinus excelsa , Pinus flexilis , Pinus koraiensis , Pinus lumholtzii, Pinus monticola, Pinus parviflora, Pinus pentaphylla, Pinus pumila, Pinus strobus and Pseudomonas cichorii. 3-Methoxy-5-(2-phenylethyl)phenol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 33 34  0  0  0  0  0  0  0  0999 V2000
    5.1464    1.9936   -0.3834 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8064    1.8317   -0.0487 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1023    0.6509   -0.0528 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6706   -0.5499   -0.4032 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8886   -1.6805   -0.3781 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4679   -2.8866   -0.7324 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5652   -1.6197   -0.0112 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9580   -0.4121    0.3508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4725   -0.3415    0.7481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3828   -0.0991   -0.4058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7974   -0.0167   -0.1023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3325    1.2224    0.2039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6809    1.3595    0.5025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5339    0.2776    0.5062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0215   -0.9583    0.2051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6848   -1.0690   -0.0869 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7703    0.7024    0.3148 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2931    2.9935   -0.8829 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8143    2.0457    0.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5539    1.2460   -1.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7185   -0.6018   -0.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8995   -3.4443    0.0034 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9181   -2.4998    0.0187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5577    0.5528    1.4316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6944   -1.2130    1.3499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2350   -0.9557   -1.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0828    0.8048   -0.9739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7172    2.1179    0.2195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1131    2.3250    0.7442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5967    0.4212    0.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6945   -1.8043    0.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2940   -2.0435   -0.3215 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3181    1.6509    0.5925 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  8 17  2  0
 17  3  1  0
 16 11  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  6 22  1  0
  7 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  0
 10 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
M  END


  Mrv1652309272007412D          

 17 18  0  0  0  0            999 V2000
10000.341610000.5934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.056410000.1815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.488710000.5934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.773310000.1794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9172 9998.1226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.630510000.1820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.916010000.5945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.201510000.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2015 9999.3570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9159 9998.9445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6305 9999.3570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.198410001.4176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.483910001.8300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.769410001.4175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.769310000.5926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.483810000.1800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.198410000.5926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  4  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11  6  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 12  1  0  0  0  0
  2 15  1  0  0  0  0
  1  6  1  0  0  0  0
  8  3  1  0  0  0  0
 10  5  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0061285

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(O)=CC(CCC2=CC=CC=C2)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H16O2/c1-17-15-10-13(9-14(16)11-15)8-7-12-5-3-2-4-6-12/h2-6,9-11,16H,7-8H2,1H3

> <INCHI_KEY>
HPEFWCAKFRCLBD-UHFFFAOYSA-N

> <FORMULA>
C15H16O2

> <MOLECULAR_WEIGHT>
228.291

> <EXACT_MASS>
228.115029755

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
25.804861290451587

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-methoxy-5-(2-phenylethyl)phenol

> <ALOGPS_LOGP>
3.84

> <JCHEM_LOGP>
4.048371920666666

> <ALOGPS_LOGS>
-3.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.578170236679776

> <JCHEM_PKA_STRONGEST_BASIC>
-4.836120840918053

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
68.84030000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.86e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-methoxy-5-(2-phenylethyl)phenol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0    8667.3048667.774   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8668.6398667.005   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0    8661.9798667.774   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0    8660.6438667.002   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    8664.6458663.162   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    8665.9778667.006   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8664.6438667.776   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8663.3098667.006   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8663.3098665.466   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8664.6438664.696   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8665.9778665.466   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8672.6378669.313   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8671.3038670.083   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8669.9708669.313   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8669.9698667.773   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8671.3038667.003   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8672.6378667.773   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1   15                                                       
CONECT    3    4    8                                                       
CONECT    4    3                                                            
CONECT    5   10                                                            
CONECT    6    7   11    1                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9    3                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11    5                                                  
CONECT   11   10    6                                                       
CONECT   12   13   17                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16    2                                                  
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

View in JSmol

Synonyms

Value	Source
3-Methoxy-5-(2-phenylethyl)phenol	PhytoBank
3-Hydroxy-5-methoxybibenzyl	PhytoBank
3-Methoxy-5-phenethylphenol	PhytoBank
Dihydropinosylvin methyl ether	PhytoBank

Chemical Formula

C₁₅H₁₆O₂

Average Mass

228.2910 Da

Monoisotopic Mass

228.11503 Da

IUPAC Name

3-methoxy-5-(2-phenylethyl)phenol

Traditional Name

3-methoxy-5-(2-phenylethyl)phenol

CAS Registry Number

Not Available

SMILES

COC1=CC(O)=CC(CCC2=CC=CC=C2)=C1

InChI Identifier

InChI=1S/C15H16O2/c1-17-15-10-13(9-14(16)11-15)8-7-12-5-3-2-4-6-12/h2-6,9-11,16H,7-8H2,1H3

InChI Key

HPEFWCAKFRCLBD-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Bauhinia purpurea	LOTUS Database	35616633
Pinus albicaulis	Plant	KNApSAcK
Pinus aristata	Plant	KNApSAcK
Pinus armandii	Plant	KNApSAcK
Pinus ayacahuite	Plant	KNApSAcK
Pinus balfouriana	Plant	KNApSAcK
Pinus cembra	Plant	KNApSAcK
Pinus cembroides	Plant	KNApSAcK
Pinus excelsa	Plant	KNApSAcK
Pinus flexilis	Plant	KNApSAcK
Pinus koraiensis	Plant	KNApSAcK
Pinus lumholtzii	Plant	KNApSAcK
Pinus monticola	Plant	KNApSAcK
Pinus parviflora	Plant	KNApSAcK
Pinus pentaphylla	Plant	KNApSAcK
Pinus pumila	Plant	KNApSAcK
Pinus strobus	Plant	KNApSAcK
Pseudomonas cichorii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Not Available

Direct Parent

Stilbenes

Alternative Parents

Substituents

Stilbene
Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Benzenoid
Monocyclic benzene moiety
Ether
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

a small molecule (CPD-6965 )

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	3.84	ALOGPS
logP	4.05	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	9.58	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.46 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	68.84 m³·mol⁻¹	ChemAxon
Polarizability	25.8 Å³	ChemAxon
Number of Rings	2	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

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

636980

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 3-Methoxy-5-phenethylphenol (NP0061285)

MOL for NP0061285 (3-Methoxy-5-phenethylphenol)

3D MOL for NP0061285 (3-Methoxy-5-phenethylphenol)

3D SDF for NP0061285 (3-Methoxy-5-phenethylphenol)

3D-SDF for NP0061285 (3-Methoxy-5-phenethylphenol)

PDB for NP0061285 (3-Methoxy-5-phenethylphenol)

3D PDB for NP0061285 (3-Methoxy-5-phenethylphenol)

SMILES for NP0061285 (3-Methoxy-5-phenethylphenol)

INCHI for NP0061285 (3-Methoxy-5-phenethylphenol)

Structure for NP0061285 (3-Methoxy-5-phenethylphenol)

3D Structure for NP0061285 (3-Methoxy-5-phenethylphenol)