NP-MRD: Showing NP-Card for 3,5-Dimethoxybibenzyl (NP0061156)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 06:03:06 UTC

Updated at

2022-04-28 06:03:06 UTC

NP-MRD ID

NP0061156

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,5-Dimethoxybibenzyl

Description

Benzene, 1,3-dimethoxy-5-(2-phenylethyl)- 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. 3,5-Dimethoxybibenzyl is found in Bletilla striata , Picea abies, Pinus armandii , Pinus excelsa , Pinus morrisonicola, Pinus sibirica and Radula javanica. Benzene, 1,3-dimethoxy-5-(2-phenylethyl)- is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 36 37  0  0  0  0  0  0  0  0999 V2000
   -4.6078    2.3932   -0.0971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2259    2.3291    0.0902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5175    1.1569    0.1846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1581    1.1687    0.3689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4485   -0.0121    0.4635 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0195    0.0255    0.6625 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7655    0.0418   -0.6588 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2107    0.0791   -0.3504 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8948   -1.1062   -0.2085 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2542   -1.0748    0.0816 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9426    0.1190    0.2325 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2487    1.2966    0.0884 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8994    1.2595   -0.1995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0830   -1.2152    0.3758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4599   -1.2145    0.1891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0865   -2.4444    0.1025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4922   -2.5387   -0.0882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1885   -0.0446    0.0920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9653    3.4273    0.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1537    1.6827    0.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8090    2.1415   -1.1774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6177    2.0850    0.4434 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3272   -0.9095    1.1885 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3453    0.8630    1.2901 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4576    0.9299   -1.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4989   -0.8776   -1.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3977   -2.0653   -0.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7977   -2.0125    0.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0066    0.0964    0.4593 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7780    2.2238    0.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3505    2.1774   -0.3136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5581   -2.1584    0.4457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8310   -1.8300   -0.8743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7530   -3.5697   -0.4421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9833   -2.3693    0.8908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2559   -0.0535   -0.0527 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 18  2  0
 18 15  1  0
 15 16  1  0
 16 17  1  0
 15 14  2  0
 14  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  5  4  2  0
  4  3  1  0
 13  8  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
 18 36  1  0
 17 33  1  0
 17 34  1  0
 17 35  1  0
 14 32  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
  4 22  1  0
M  END


  Mrv1533004161523122D          

 18 19  0  0  0  0            999 V2000
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  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 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
  5 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 15 18  2  0  0  0  0
  3 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0061156

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C16H18O2/c1-17-15-10-14(11-16(12-15)18-2)9-8-13-6-4-3-5-7-13/h3-7,10-12H,8-9H2,1-2H3

> <INCHI_KEY>
PBHUJCQHJCTMDJ-UHFFFAOYSA-N

> <FORMULA>
C16H18O2

> <MOLECULAR_WEIGHT>
242.318

> <EXACT_MASS>
242.13067982

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
27.784310107763847

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,3-dimethoxy-5-(2-phenylethyl)benzene

> <ALOGPS_LOGP>
4.50

> <JCHEM_LOGP>
4.194265976666667

> <ALOGPS_LOGS>
-5.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.535317958319731

> <JCHEM_POLAR_SURFACE_AREA>
18.46

> <JCHEM_REFRACTIVITY>
73.32260000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.60e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,3-dimethoxy-5-(2-phenylethyl)benzene

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336 -10.010   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.000  -7.700   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   18                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   14                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14    5   15                                                       
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   15    3                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₁₈O₂

Average Mass

242.3180 Da

Monoisotopic Mass

242.13068 Da

IUPAC Name

1,3-dimethoxy-5-(2-phenylethyl)benzene

Traditional Name

1,3-dimethoxy-5-(2-phenylethyl)benzene

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C16H18O2/c1-17-15-10-14(11-16(12-15)18-2)9-8-13-6-4-3-5-7-13/h3-7,10-12H,8-9H2,1-2H3

InChI Key

PBHUJCQHJCTMDJ-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
Bletilla striata	Plant	KNApSAcK
Picea abies	LOTUS Database	35616633
Pinus armandii	Plant	KNApSAcK
Pinus excelsa	Plant	KNApSAcK
Pinus morrisonicola	Plant	KNApSAcK
Pinus sibirica	Plant	KNApSAcK
Radula javanica	-	KNApSAcK

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
M-dimethoxybenzene
Dimethoxybenzene
Phenoxy compound
Methoxybenzene
Phenol ether
Anisole
Alkyl aryl ether
Benzenoid
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	4.5	ALOGPS
logP	4.19	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	18.46 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	73.32 m³·mol⁻¹	ChemAxon
Polarizability	27.78 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

10538117

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 3,5-Dimethoxybibenzyl (NP0061156)

MOL for NP0061156 (3,5-Dimethoxybibenzyl)

3D MOL for NP0061156 (3,5-Dimethoxybibenzyl)

3D SDF for NP0061156 (3,5-Dimethoxybibenzyl)

3D-SDF for NP0061156 (3,5-Dimethoxybibenzyl)

PDB for NP0061156 (3,5-Dimethoxybibenzyl)

3D PDB for NP0061156 (3,5-Dimethoxybibenzyl)

SMILES for NP0061156 (3,5-Dimethoxybibenzyl)

INCHI for NP0061156 (3,5-Dimethoxybibenzyl)

Structure for NP0061156 (3,5-Dimethoxybibenzyl)

3D Structure for NP0061156 (3,5-Dimethoxybibenzyl)