NP-MRD: Showing NP-Card for (3e)-4-(4-hydroxy-3,5-dimethoxyphenyl)but-3-en-2-one (NP0178321)

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Record Information

Version

2.0

Created at

2022-09-03 16:17:32 UTC

Updated at

2022-09-03 16:17:32 UTC

NP-MRD ID

NP0178321

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3e)-4-(4-hydroxy-3,5-dimethoxyphenyl)but-3-en-2-one

Description

CHEMBL320917 belongs to the class of organic compounds known as hydroxycinnamic acids and derivatives. Hydroxycinnamic acids and derivatives are compounds containing an cinnamic acid (or a derivative thereof) where the benzene ring is hydroxylated. (3e)-4-(4-hydroxy-3,5-dimethoxyphenyl)but-3-en-2-one is found in Isatis tinctoria. Based on a literature review very few articles have been published on CHEMBL320917.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 30 30  0  0  0  0  0  0  0  0999 V2000
   -2.2734    3.7563   -1.2734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7254    2.4781   -0.9520 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9486    1.4105   -0.5780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5866    1.4767   -0.4720 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2179    0.3918   -0.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6543    0.5525   -0.0045 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4893   -0.3961    0.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9092   -0.1360    0.3973 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8277   -1.2182    0.7885 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3557    0.9875    0.1194 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4404   -0.7888    0.1843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8332   -0.8933    0.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4879   -2.0657    0.3592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8857   -3.2615    0.7537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5659    0.2109   -0.2940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9351    0.1199   -0.3936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0141    4.5363   -0.9361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3141    4.0406   -0.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1789    3.8116   -2.3869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0785    2.4221   -0.6938 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0767    1.5206   -0.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0981   -1.3676    0.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7329   -0.8518    1.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2763   -1.9088    1.4595 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1149   -1.7643   -0.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1338   -1.6743    0.4881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2371   -3.6451   -0.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6785   -3.9859    1.0461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2139   -3.0767    1.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4897   -0.6815   -0.2169 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
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  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
 15  3  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  6 21  1  0
  7 22  1  0
  9 23  1  0
  9 24  1  0
  9 25  1  0
 11 26  1  0
 14 27  1  0
 14 28  1  0
 14 29  1  0
 16 30  1  0
M  END


  Mrv1652309032218172D          

 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
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    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
    2.8579   -2.4750    0.0000 O   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
  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  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  5 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  2  0  0  0  0
  3 15  1  0  0  0  0
 15 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0178321

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H14O4/c1-8(13)4-5-9-6-10(15-2)12(14)11(7-9)16-3/h4-7,14H,1-3H3/b5-4+

> <INCHI_KEY>
OOFWCWCUKUVTKD-SNAWJCMRSA-N

> <FORMULA>
C12H14O4

> <MOLECULAR_WEIGHT>
222.24

> <EXACT_MASS>
222.089208931

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
23.51955939140965

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3E)-4-(4-hydroxy-3,5-dimethoxyphenyl)but-3-en-2-one

> <JCHEM_LOGP>
1.846803929666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.685343603868315

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.931549860294695

> <JCHEM_PKA_STRONGEST_BASIC>
-4.4109791204571955

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
61.5183

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3E)-4-(4-hydroxy-3,5-dimethoxyphenyl)but-3-en-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         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       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   15                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    5   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12    3   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

C₁₂H₁₄O₄

Average Mass

222.2400 Da

Monoisotopic Mass

222.08921 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C12H14O4/c1-8(13)4-5-9-6-10(15-2)12(14)11(7-9)16-3/h4-7,14H,1-3H3/b5-4+

InChI Key

OOFWCWCUKUVTKD-SNAWJCMRSA-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
Isatis tinctoria	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxycinnamic acids and derivatives. Hydroxycinnamic acids and derivatives are compounds containing an cinnamic acid (or a derivative thereof) where the benzene ring is hydroxylated.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Hydroxycinnamic acids and derivatives

Alternative Parents

Substituents

Hydroxycinnamic acid or derivatives
Methoxyphenol
Dimethoxybenzene
M-dimethoxybenzene
Anisole
Phenoxy compound
Phenol ether
Styrene
Methoxybenzene
Phenol
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Acryloyl-group
Enone
Alpha,beta-unsaturated ketone
Ketone
Ether
Organooxygen compound
Organic oxygen compound
Carbonyl group
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

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

8903061

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10727728

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3e)-4-(4-hydroxy-3,5-dimethoxyphenyl)but-3-en-2-one (NP0178321)

MOL for NP0178321 ((3e)-4-(4-hydroxy-3,5-dimethoxyphenyl)but-3-en-2-one)

3D MOL for NP0178321 ((3e)-4-(4-hydroxy-3,5-dimethoxyphenyl)but-3-en-2-one)

3D SDF for NP0178321 ((3e)-4-(4-hydroxy-3,5-dimethoxyphenyl)but-3-en-2-one)

3D-SDF for NP0178321 ((3e)-4-(4-hydroxy-3,5-dimethoxyphenyl)but-3-en-2-one)

PDB for NP0178321 ((3e)-4-(4-hydroxy-3,5-dimethoxyphenyl)but-3-en-2-one)

3D PDB for NP0178321 ((3e)-4-(4-hydroxy-3,5-dimethoxyphenyl)but-3-en-2-one)

SMILES for NP0178321 ((3e)-4-(4-hydroxy-3,5-dimethoxyphenyl)but-3-en-2-one)

INCHI for NP0178321 ((3e)-4-(4-hydroxy-3,5-dimethoxyphenyl)but-3-en-2-one)

Structure for NP0178321 ((3e)-4-(4-hydroxy-3,5-dimethoxyphenyl)but-3-en-2-one)

3D Structure for NP0178321 ((3e)-4-(4-hydroxy-3,5-dimethoxyphenyl)but-3-en-2-one)