NP-MRD: Showing NP-Card for meso-Dihydroguaiaretic acid (NP0071485)

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Record Information

Version

2.0

Created at

2022-04-28 16:51:50 UTC

Updated at

2022-04-28 16:51:50 UTC

NP-MRD ID

NP0071485

Secondary Accession Numbers

None

Natural Product Identification

Common Name

meso-Dihydroguaiaretic acid

Description

Meso-dihydroguaiaretic acid, also known as dihydroguaiaretate, belongs to the class of organic compounds known as dibenzylbutane lignans. These are lignan compounds containing a 2,3-dibenzylbutane moiety. Meso-dihydroguaiaretic acid is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. meso-Dihydroguaiaretic acid is found in Cinnamomum philippinense, Kadsura angustifolia, Kadsura heteroclita, Larrea tridentata, Leucas aspera , Machilus robusta, Machilus thunbergii , Machilus wangchiana, Myristica fragrans, Saururus chinensis, Schisandra lancifolia, Schisandra propinqua, Schisandra propinqua var.propinqua, Schisandra rubriflora and Schisandra rubriflora Rehd.et Wils.. meso-Dihydroguaiaretic acid was first documented in 2020 (PMID: 33206347). Based on a literature review a small amount of articles have been published on meso-dihydroguaiaretic acid (PMID: 35052627) (PMID: 34443392) (PMID: 34315376) (PMID: 33756201).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 50 51  0  0  0  0  0  0  0  0999 V2000
   -5.9221   -0.5596   -0.6762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5908    0.8144   -0.7589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3420    1.2359   -0.3228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3972    0.3768    0.1924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1409    0.8153    0.6289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1862   -0.1864    1.1696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3115   -0.7736    0.0940 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1270   -1.4717   -0.9748 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6924   -1.7425    0.6132 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0933   -2.9239    1.3248 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7566   -1.1440    1.4975 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5130   -0.1223    0.7209 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1751    1.2102    0.6852 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9367    2.1070   -0.0639 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0343    1.6780   -0.7771 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7721    2.6035   -1.5149 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3948    0.3474   -0.7583 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5086   -0.0552   -1.4890 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8421   -1.4320   -1.4406 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6325   -0.5090   -0.0174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8054    2.1492    0.5542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7470    3.0134    0.0395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9905    2.5721   -0.3914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9370    3.4528   -0.9107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0455   -0.6439   -0.7389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4143   -1.1529   -1.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6822   -0.9699    0.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6670   -0.6690    0.2482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6017    0.3078    1.9654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8022   -0.9571    1.6776 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2323    0.0561   -0.4000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4543   -2.1723   -1.5410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5054   -0.7592   -1.7386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9143   -2.1078   -0.5381 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665   -2.1975   -0.2563 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9109   -3.6978    1.3965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7155   -3.3998    0.7519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1824   -2.6953    2.3788 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2555   -0.6332    2.3509 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3984   -1.9677    1.8426 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3212    1.5179    1.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6383    3.1422   -0.0653 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5177    3.5678   -1.5336 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7825   -1.6529   -1.9818 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0161   -2.0075   -1.9121 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8850   -1.7910   -0.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8907   -1.5537    0.0157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8308    2.4927    0.8929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4776    4.0606   -0.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6757    4.4274   -0.9588 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 23  2  0
 23 24  1  0
 23 22  1  0
 22 21  2  0
 21  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 20  2  0
 20 17  1  0
 17 18  1  0
 18 19  1  0
 17 15  2  0
 15 16  1  0
 15 14  1  0
 14 13  2  0
  5  4  2  0
  4  3  1  0
 13 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
 24 50  1  0
 22 49  1  0
 21 48  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  6
  8 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  6
 10 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 20 47  1  0
 19 44  1  0
 19 45  1  0
 19 46  1  0
 16 43  1  0
 14 42  1  0
 13 41  1  0
  4 28  1  0
M  END


  Mrv1652304282218512D          

 24 25  0  0  1  0            999 V2000
   -2.8579   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.0625    0.0000 C   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
   -1.4289   -3.3000    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
   -0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 C   0  0  2  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   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    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   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  2  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 14 17  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
  9 20  1  1  0  0  0
  8 21  1  6  0  0  0
  2 22  1  0  0  0  0
 22 23  1  0  0  0  0
  1 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0071485

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=CC(C[C@H](C)[C@H](C)CC2=CC(OC)=C(O)C=C2)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H26O4/c1-13(9-15-5-7-17(21)19(11-15)23-3)14(2)10-16-6-8-18(22)20(12-16)24-4/h5-8,11-14,21-22H,9-10H2,1-4H3/t13-,14+

> <INCHI_KEY>
ADFOLUXMYYCTRR-OKILXGFUSA-N

> <FORMULA>
C20H26O4

> <MOLECULAR_WEIGHT>
330.424

> <EXACT_MASS>
330.183109317

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
37.646316079954175

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(2R,3S)-3-[(4-hydroxy-3-methoxyphenyl)methyl]-2-methylbutyl]-2-methoxyphenol

> <ALOGPS_LOGP>
4.58

> <JCHEM_LOGP>
5.050310855999999

> <ALOGPS_LOGS>
-4.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.5764592022839

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.974399210955188

> <JCHEM_PKA_STRONGEST_BASIC>
-4.59006927638459

> <JCHEM_POLAR_SURFACE_AREA>
58.92

> <JCHEM_REFRACTIVITY>
95.5836

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.77e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(2R,3S)-3-[(4-hydroxy-3-methoxyphenyl)methyl]-2-methylbutyl]-2-methoxyphenol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      -5.335  -6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.001  -3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667  -6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334  -3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       8.002  -1.540   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       6.668   0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.000  -6.160   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -6.668  -3.850   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -6.668  -6.930   0.000  0.00  0.00           O+0
CONECT    1    2    6   24                                                  
CONECT    2    1    3   22                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9   21                                                  
CONECT    9    8   10   20                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
CONECT   17   14                                                            
CONECT   18   13   19                                                       
CONECT   19   18                                                            
CONECT   20    9                                                            
CONECT   21    8                                                            
CONECT   22    2   23                                                       
CONECT   23   22                                                            
CONECT   24    1                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

View in JSmol

Synonyms

Value	Source
4,4'-Dihydroxy-3,3'-dimethoxylignan	ChEBI
Dihydroguaiaretic acid	ChEBI
Dihydroguaiaretate	Generator
Meso-dihydroguaiaretate	Generator
Dihydroguaiaretic acid, (r,s)-isomer	MeSH

Chemical Formula

C₂₀H₂₆O₄

Average Mass

330.4240 Da

Monoisotopic Mass

330.18311 Da

IUPAC Name

4-[(2R,3S)-3-[(4-hydroxy-3-methoxyphenyl)methyl]-2-methylbutyl]-2-methoxyphenol

Traditional Name

4-[(2R,3S)-3-[(4-hydroxy-3-methoxyphenyl)methyl]-2-methylbutyl]-2-methoxyphenol

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=CC(C[C@H](C)[C@H](C)CC2=CC(OC)=C(O)C=C2)=C1

InChI Identifier

InChI=1S/C20H26O4/c1-13(9-15-5-7-17(21)19(11-15)23-3)14(2)10-16-6-8-18(22)20(12-16)24-4/h5-8,11-14,21-22H,9-10H2,1-4H3/t13-,14+

InChI Key

ADFOLUXMYYCTRR-OKILXGFUSA-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
Cinnamomum philippinense	Plant	KNApSAcK
Kadsura angustifolia	Plant	KNApSAcK
Kadsura heteroclita	LOTUS Database	35616633
Larrea tridentata	LOTUS Database	35616633
Leucas aspera	Plant	KNApSAcK
Machilus robusta	LOTUS Database	35616633
Machilus thunbergii	Plant	KNApSAcK
Machilus wangchiana	Plant	KNApSAcK
Myristica fragrans	LOTUS Database	35616633
Saururus chinensis	LOTUS Database	35616633
Schisandra lancifolia	LOTUS Database	35616633
Schisandra propinqua	LOTUS Database	35616633
Schisandra propinqua var.propinqua	Plant	KNApSAcK
Schisandra rubriflora	LOTUS Database	35616633
Schisandra rubriflora Rehd.et Wils.	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dibenzylbutane lignans. These are lignan compounds containing a 2,3-dibenzylbutane moiety.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Dibenzylbutane lignans

Sub Class

Not Available

Direct Parent

Dibenzylbutane lignans

Alternative Parents

Substituents

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

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenols (CHEBI:68169 )
monomethoxybenzene (CHEBI:68169 )
lignan (CHEBI:68169 )

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	4.58	ALOGPS
logP	5.05	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	9.97	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.92 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	95.58 m³·mol⁻¹	ChemAxon
Polarizability	37.65 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00030746

Chemspider ID

418592

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

476856

PDB ID

Not Available

ChEBI ID

68169

Good Scents ID

Not Available

References

General References

Lee YT, Chen YL, Wu YH, Chen IS, Chang HS, Wang YH, Chang SH, Wu YH, Kao TI, Yu HP, Hwang TL: Meso-Dihydroguaiaretic Acid Ameliorates Acute Respiratory Distress Syndrome through Inhibiting Neutrophilic Inflammation and Scavenging Free Radical. Antioxidants (Basel). 2022 Jan 6;11(1). pii: antiox11010123. doi: 10.3390/antiox11010123. [PubMed:35052627 ]
Shin H, Han YK, Byun Y, Jeon YH, Lee KY: Lignans from Machilus thunbergii as Thymic Stromal Lymphopoietin Inhibitors. Molecules. 2021 Aug 8;26(16). pii: molecules26164804. doi: 10.3390/molecules26164804. [PubMed:34443392 ]
Reyes-Melo KY, Galvan-Rodrigo AA, Martinez-Olivo IE, Nunez-Mojica G, Avalos-Alanis FG, Garcia A, Del Rayo Camacho-Corona M: Larrea tridentata and its Biological Activities. Curr Top Med Chem. 2021;21(26):2352-2364. doi: 10.2174/1568026621666210727170908. [PubMed:34315376 ]
Tian F, Lee SY, Woo SY, Choi HY, Park SB, Chun HS: Effect of plant-based compounds on the antifungal and antiaflatoxigenic efficiency of strobilurins against Aspergillus flavus. J Hazard Mater. 2021 Aug 5;415:125663. doi: 10.1016/j.jhazmat.2021.125663. Epub 2021 Mar 15. [PubMed:33756201 ]
Ha MT, Vu NK, Tran TH, Kim JA, Woo MH, Min BS: Phytochemical and pharmacological properties of Myristica fragrans Houtt.: an updated review. Arch Pharm Res. 2020 Nov;43(11):1067-1092. doi: 10.1007/s12272-020-01285-4. Epub 2020 Nov 18. [PubMed:33206347 ]

Showing NP-Card for meso-Dihydroguaiaretic acid (NP0071485)

MOL for NP0071485 (meso-Dihydroguaiaretic acid)

3D MOL for NP0071485 (meso-Dihydroguaiaretic acid)

3D SDF for NP0071485 (meso-Dihydroguaiaretic acid)

3D-SDF for NP0071485 (meso-Dihydroguaiaretic acid)

PDB for NP0071485 (meso-Dihydroguaiaretic acid)

3D PDB for NP0071485 (meso-Dihydroguaiaretic acid)

SMILES for NP0071485 (meso-Dihydroguaiaretic acid)

INCHI for NP0071485 (meso-Dihydroguaiaretic acid)

Structure for NP0071485 (meso-Dihydroguaiaretic acid)

3D Structure for NP0071485 (meso-Dihydroguaiaretic acid)