NP-MRD: Showing NP-Card for 3,4'-Dihydroxy-3',5'-dimethoxypropiophenone (NP0138548)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-06-29 17:34:37 UTC

Updated at

2022-06-29 17:34:37 UTC

NP-MRD ID

NP0138548

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,4'-Dihydroxy-3',5'-dimethoxypropiophenone

Description

136196-47-9 Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. 3,4'-Dihydroxy-3',5'-dimethoxypropiophenone is found in Berberis koreana, Pisonia umbellifera, Euterpe oleracea, Ficus erecta, Muntingia calabura, Santalum album and Selaginella doederleinii. 136196-47-9 Is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 30 30  0  0  0  0  0  0  0  0999 V2000
   -0.6797   -2.7307    2.5210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5192   -1.7519    1.9997 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2659   -0.8326    1.0223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0633   -0.7256    0.3680 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1652    0.2110   -0.6149 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4363    0.2926   -1.2905 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5774    1.1857   -2.1633 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5786   -0.5865   -1.0381 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5967    0.1279   -0.1728 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6990   -0.6763    0.0781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8816    1.0613   -0.9287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0926    0.9783   -0.2931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1469    1.8475   -0.6207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9082    2.8187   -1.6422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2965    0.0494    0.6707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5174   -0.0595    1.3353 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1940   -3.7222    2.5392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4387   -2.4624    3.5862 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2751   -2.8321    1.9866 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7370   -1.4123    0.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0311   -0.8512   -2.0400 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2537   -1.5198   -0.5897 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8670    1.0576   -0.7430 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0655    0.3726    0.7814 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5470   -0.1603    0.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6924    1.7930   -1.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7479    2.3278   -2.6240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9538    3.3775   -1.4079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7175    3.5437   -1.7294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7141   -0.7214    2.0469 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 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  2  0
 15 16  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 15  3  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
 11 26  1  0
 14 27  1  0
 14 28  1  0
 14 29  1  0
 16 30  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
 10 25  1  0
M  END


  Mrv1533004161506162D          

 16 16  0  0  0  0            999 V2000
    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 O   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    0.8250    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
    0.7145   -0.4125    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 O   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    0.8250    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   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  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0138548

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC(OC)=C1O)C(=O)CCO

> <INCHI_IDENTIFIER>
InChI=1S/C11H14O5/c1-15-9-5-7(8(13)3-4-12)6-10(16-2)11(9)14/h5-6,12,14H,3-4H2,1-2H3

> <INCHI_KEY>
UHOAHNLBCNGCHE-UHFFFAOYSA-N

> <FORMULA>
C11H14O5

> <MOLECULAR_WEIGHT>
226.228

> <EXACT_MASS>
226.084123551

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
23.070542868296727

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)propan-1-one

> <ALOGPS_LOGP>
0.97

> <JCHEM_LOGP>
0.33175017200000045

> <ALOGPS_LOGS>
-2.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.210931750053398

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.695324335286639

> <JCHEM_PKA_STRONGEST_BASIC>
-2.446379711980401

> <JCHEM_POLAR_SURFACE_AREA>
75.99

> <JCHEM_REFRACTIVITY>
57.76970000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.94e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)propan-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

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       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+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   1.540   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   12                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7    3   11                                                  
CONECT   11   10                                                            
CONECT   12    5   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₁H₁₄O₅

Average Mass

226.2280 Da

Monoisotopic Mass

226.08412 Da

IUPAC Name

3-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)propan-1-one

Traditional Name

3-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)propan-1-one

CAS Registry Number

136196-47-9

SMILES

COC1=CC(=CC(OC)=C1O)C(=O)CCO

InChI Identifier

InChI=1S/C11H14O5/c1-15-9-5-7(8(13)3-4-12)6-10(16-2)11(9)14/h5-6,12,14H,3-4H2,1-2H3

InChI Key

UHOAHNLBCNGCHE-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

Species Name	Source	Reference
Berberis koreana	LOTUS Database	35616633
Ceodes umbellifera	LOTUS Database	35616633
Euterpe oleracea	LOTUS Database	35616633
Ficus erecta	LOTUS Database	35616633
Muntingia calabura	LOTUS Database	35616633
Santalum album	LOTUS Database	35616633
Selaginella doederleinii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Methoxyphenol
Dimethoxybenzene
M-dimethoxybenzene
Anisole
Benzoyl
Phenoxy compound
Phenol ether
Aryl alkyl ketone
Methoxybenzene
Phenol
Alkyl aryl ether
Beta-hydroxy ketone
Benzenoid
Monocyclic benzene moiety
Ether
Alcohol
Primary alcohol
Organic oxide
Hydrocarbon derivative
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	0.97	ALOGPS
logP	0.33	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	7.7	ChemAxon
pKa (Strongest Basic)	-2.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	57.77 m³·mol⁻¹	ChemAxon
Polarizability	23.07 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

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

54353627

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 3,4'-Dihydroxy-3',5'-dimethoxypropiophenone (NP0138548)

MOL for NP0138548 (3,4'-Dihydroxy-3',5'-dimethoxypropiophenone)

3D MOL for NP0138548 (3,4'-Dihydroxy-3',5'-dimethoxypropiophenone)

3D SDF for NP0138548 (3,4'-Dihydroxy-3',5'-dimethoxypropiophenone)

3D-SDF for NP0138548 (3,4'-Dihydroxy-3',5'-dimethoxypropiophenone)

PDB for NP0138548 (3,4'-Dihydroxy-3',5'-dimethoxypropiophenone)

3D PDB for NP0138548 (3,4'-Dihydroxy-3',5'-dimethoxypropiophenone)

SMILES for NP0138548 (3,4'-Dihydroxy-3',5'-dimethoxypropiophenone)

INCHI for NP0138548 (3,4'-Dihydroxy-3',5'-dimethoxypropiophenone)

Structure for NP0138548 (3,4'-Dihydroxy-3',5'-dimethoxypropiophenone)

3D Structure for NP0138548 (3,4'-Dihydroxy-3',5'-dimethoxypropiophenone)