NP-MRD: Showing NP-Card for 4-[(2r,3r)-4-(2h-1,3-benzodioxol-5-yl)-2,3-dimethylbutyl]phenol (NP0229794)

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Record Information

Version

2.0

Created at

2022-09-06 10:00:31 UTC

Updated at

2022-09-06 10:00:31 UTC

NP-MRD ID

NP0229794

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-[(2r,3r)-4-(2h-1,3-benzodioxol-5-yl)-2,3-dimethylbutyl]phenol

Description

CHEMBL261196 belongs to the class of organic compounds known as dibenzylbutane lignans. These are lignan compounds containing a 2,3-dibenzylbutane moiety. 4-[(2r,3r)-4-(2h-1,3-benzodioxol-5-yl)-2,3-dimethylbutyl]phenol is found in Iryanthera lancifolia. Based on a literature review very few articles have been published on CHEMBL261196.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 44 46  0  0  0  0  0  0  0  0999 V2000
   -1.2700    1.3699   -0.7051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1067   -0.0392   -0.2241 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0439   -0.4090    0.9076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4608   -0.2877    0.5418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1286   -1.3656   -0.0329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4713   -1.2288   -0.3665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1292   -0.0344   -0.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4692    0.1191   -0.4548 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4788    1.0404    0.4408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1372    0.8902    0.7694 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3281   -0.2797    0.1528 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7842    0.6496    1.2434 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2044   -0.1223   -1.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6414   -0.3624   -0.7225 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1635   -1.6324   -0.8065 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4788   -1.8950   -0.4942 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2595   -0.8347   -0.0919 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7670    0.4395    0.0010 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4498    0.6691   -0.3177 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8305    1.2224    0.4310 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0460    0.5248    0.2348 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6162   -0.8218    0.2809 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8290    2.0680    0.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8039    1.4624   -1.7131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3404    1.6662   -0.7971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3359   -0.7768   -1.0366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8167   -1.4147    1.2662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8420    0.2956    1.7621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6154   -2.2976   -0.2191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0468   -2.0212   -0.8130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6487    0.4698   -1.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9818    1.9813    0.6331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6089    1.7177    1.2187 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4549   -1.3265    0.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1093    0.6213    2.1072 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9530    1.6939    0.9006 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8089    0.3111    1.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1098    0.8818   -1.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8847   -0.8733   -1.8175 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5293   -2.4655   -1.1283 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8764   -2.8952   -0.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0635    1.6969   -0.2400 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4452    0.8252   -0.7418 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7606    0.7678    1.0397 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  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  2 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 22  1  0
 22 21  1  0
 21 20  1  0
 20 18  1  0
 18 19  2  0
 10  4  1  0
 19 14  1  0
 18 17  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  6
  3 27  1  0
  3 28  1  0
  5 29  1  0
  6 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 11 34  1  1
 12 35  1  0
 12 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 15 40  1  0
 16 41  1  0
 21 43  1  0
 21 44  1  0
 19 42  1  0
M  END


  Mrv1652309062212002D          

 22 24  0  0  1  0            999 V2000
    0.0000   -3.3000    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  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
   -2.8579   -3.3000    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
   -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
    0.7145   -2.0625    0.0000 C   0  0  2  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   -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
    4.3570   -2.3174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8419   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -0.9826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  4 10  1  0  0  0  0
  2 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  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 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 17 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0229794

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H](CC1=CC=C(O)C=C1)[C@H](C)CC1=CC=C2OCOC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H22O3/c1-13(9-15-3-6-17(20)7-4-15)14(2)10-16-5-8-18-19(11-16)22-12-21-18/h3-8,11,13-14,20H,9-10,12H2,1-2H3/t13-,14-/m1/s1

> <INCHI_KEY>
USIMVYHZXYVIRF-ZIAGYGMSSA-N

> <FORMULA>
C19H22O3

> <MOLECULAR_WEIGHT>
298.382

> <EXACT_MASS>
298.156894568

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
34.188280585679

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(2R,3R)-3-[(2H-1,3-benzodioxol-5-yl)methyl]-2-methylbutyl]phenol

> <JCHEM_LOGP>
5.292452176666668

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.29440946970078

> <JCHEM_PKA_STRONGEST_BASIC>
-4.736939992090159

> <JCHEM_POLAR_SURFACE_AREA>
38.69

> <JCHEM_REFRACTIVITY>
86.44320000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
4-[(2R,3R)-3-(2H-1,3-benzodioxol-5-ylmethyl)-2-methylbutyl]phenol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       0.000  -6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -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      -5.335  -6.160   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -6.668  -6.930   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.001  -3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668  -3.850   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.133  -4.326   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       9.038  -3.080   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       8.133  -1.834   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9    4                                                       
CONECT   11    2   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18   14                                                       
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   17                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₂O₃

Average Mass

298.3820 Da

Monoisotopic Mass

298.15689 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@H](CC1=CC=C(O)C=C1)[C@H](C)CC1=CC=C2OCOC2=C1

InChI Identifier

InChI=1S/C19H22O3/c1-13(9-15-3-6-17(20)7-4-15)14(2)10-16-5-8-18-19(11-16)22-12-21-18/h3-8,11,13-14,20H,9-10,12H2,1-2H3/t13-,14-/m1/s1

InChI Key

USIMVYHZXYVIRF-ZIAGYGMSSA-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

Species Name	Source	Reference
Iryanthera lancifolia	LOTUS Database	35616633

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
Phenylpropane
Benzodioxole
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Oxacycle
Organoheterocyclic compound
Acetal
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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

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

23317939

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44450608

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4-[(2r,3r)-4-(2h-1,3-benzodioxol-5-yl)-2,3-dimethylbutyl]phenol (NP0229794)

MOL for NP0229794 (4-[(2r,3r)-4-(2h-1,3-benzodioxol-5-yl)-2,3-dimethylbutyl]phenol)

3D MOL for NP0229794 (4-[(2r,3r)-4-(2h-1,3-benzodioxol-5-yl)-2,3-dimethylbutyl]phenol)

3D SDF for NP0229794 (4-[(2r,3r)-4-(2h-1,3-benzodioxol-5-yl)-2,3-dimethylbutyl]phenol)

3D-SDF for NP0229794 (4-[(2r,3r)-4-(2h-1,3-benzodioxol-5-yl)-2,3-dimethylbutyl]phenol)

PDB for NP0229794 (4-[(2r,3r)-4-(2h-1,3-benzodioxol-5-yl)-2,3-dimethylbutyl]phenol)

3D PDB for NP0229794 (4-[(2r,3r)-4-(2h-1,3-benzodioxol-5-yl)-2,3-dimethylbutyl]phenol)

SMILES for NP0229794 (4-[(2r,3r)-4-(2h-1,3-benzodioxol-5-yl)-2,3-dimethylbutyl]phenol)

INCHI for NP0229794 (4-[(2r,3r)-4-(2h-1,3-benzodioxol-5-yl)-2,3-dimethylbutyl]phenol)

Structure for NP0229794 (4-[(2r,3r)-4-(2h-1,3-benzodioxol-5-yl)-2,3-dimethylbutyl]phenol)

3D Structure for NP0229794 (4-[(2r,3r)-4-(2h-1,3-benzodioxol-5-yl)-2,3-dimethylbutyl]phenol)