NP-MRD: Showing NP-Card for 3'-Formyl-2',4',6',beta-tetrahydroxy-5'-methylchalcone (NP0054699)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 00:58:22 UTC

Updated at

2022-04-28 00:58:22 UTC

NP-MRD ID

NP0054699

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3'-Formyl-2',4',6',beta-tetrahydroxy-5'-methylchalcone

Description

3'-Formyl-2',4',6',beta-tetrahydroxy-5'-methylchalcone belongs to the class of organic compounds known as retro-dihydrochalcones. These are a form of normal dihydrochalcones that are structurally distinguished by the lack of oxygen functionalities at the C2'- and C6'-positions. Thus, 3'-formyl-2',4',6',beta-tetrahydroxy-5'-methylchalcone is considered to be a flavonoid lipid molecule. 3'-Formyl-2',4',6',beta-tetrahydroxy-5'-methylchalcone is found in Unona lawii. 3'-Formyl-2',4',6',beta-tetrahydroxy-5'-methylchalcone is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 37 38  0  0  0  0  0  0  0  0999 V2000
   -4.9967   -1.0278    1.5166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8556   -0.4517    0.7599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1062    0.3998   -0.2723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3985    0.7303   -0.6196 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0231    0.9402   -0.9828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2545    1.8456   -2.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3561    2.3660   -2.7597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7486    0.5809   -0.5993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6627    1.0631   -1.2391 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5078   -0.3079    0.4791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1233   -0.6420    0.8305 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0595   -1.4342    1.7899 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0638   -0.0998    0.1204 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2979   -0.6671    0.7305 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1901   -1.4645    1.6862 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6271   -0.3308    0.2593 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7547   -0.8672    0.8388 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0164   -0.5374    0.3788 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2066    0.3347   -0.6708 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0836    0.8801   -1.2613 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8269    0.5513   -0.8028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5667   -0.8345    1.1715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4788   -1.7028    2.2316 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6452   -0.1951    1.8633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6314   -1.6595    0.8620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6834   -1.6309    2.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6837    1.3220   -1.3320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2616    2.1120   -2.3636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4877    1.6476   -1.9634 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0307   -0.4058   -0.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0428    1.0078    0.2303 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6549   -1.5626    1.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9166   -0.9659    0.8418 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2167    0.5674   -1.0017 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2542    1.5609   -2.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9524    0.9746   -1.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7233   -2.0967    2.6805 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  5  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 10 22  2  0
 22 23  1  0
 22  2  1  0
 21 16  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  6 28  1  0
  9 29  1  0
 13 30  1  0
 13 31  1  0
 17 32  1  0
 18 33  1  0
 19 34  1  0
 20 35  1  0
 21 36  1  0
 23 37  1  0
M  END


  Mrv1533004171502012D          

 23 24  0  0  0  0            999 V2000
    2.8579   -1.6500    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
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 O   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
    4.2868   -4.9500    0.0000 O   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
    2.8579   -4.9500    0.0000 O   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
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    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
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    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
   -1.4289   -4.1250    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
   -2.1434   -2.8875    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
   -0.7145   -2.8875    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
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  5  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 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
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 10 22  2  0  0  0  0
  2 22  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0054699

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=C(O)C(C=O)=C(O)C(C(=O)CC(=O)C2=CC=CC=C2)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C17H14O6/c1-9-15(21)11(8-18)17(23)14(16(9)22)13(20)7-12(19)10-5-3-2-4-6-10/h2-6,8,21-23H,7H2,1H3

> <INCHI_KEY>
QPVZZWBDGFERFN-UHFFFAOYSA-N

> <FORMULA>
C17H14O6

> <MOLECULAR_WEIGHT>
314.293

> <EXACT_MASS>
314.079038171

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
30.903333212018232

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,4,6-trihydroxy-3-methyl-5-(3-oxo-3-phenylpropanoyl)benzaldehyde

> <ALOGPS_LOGP>
2.94

> <JCHEM_LOGP>
5.0925885986666675

> <ALOGPS_LOGS>
-3.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.269776854244343

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.143135321022141

> <JCHEM_PKA_STRONGEST_BASIC>
-4.582508613208117

> <JCHEM_POLAR_SURFACE_AREA>
111.89999999999999

> <JCHEM_REFRACTIVITY>
84.18990000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.20e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,4,6-trihydroxy-3-methyl-5-(3-oxo-3-phenylpropanoyl)benzaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       5.335  -3.080   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       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       8.002  -4.620   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       8.002  -9.240   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.335  -9.240   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.667  -9.240   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.000  -9.240   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   22                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    5    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   22                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
CONECT   22   10    2   23                                                  
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

View in JSmol

Synonyms

Value	Source
3'-Formyl-2',4',6',b-tetrahydroxy-5'-methylchalcone	Generator
3'-Formyl-2',4',6',β-tetrahydroxy-5'-methylchalcone	Generator

Chemical Formula

C₁₇H₁₄O₆

Average Mass

314.2930 Da

Monoisotopic Mass

314.07904 Da

IUPAC Name

2,4,6-trihydroxy-3-methyl-5-(3-oxo-3-phenylpropanoyl)benzaldehyde

Traditional Name

2,4,6-trihydroxy-3-methyl-5-(3-oxo-3-phenylpropanoyl)benzaldehyde

CAS Registry Number

Not Available

SMILES

CC1=C(O)C(C=O)=C(O)C(C(=O)CC(=O)C2=CC=CC=C2)=C1O

InChI Identifier

InChI=1S/C17H14O6/c1-9-15(21)11(8-18)17(23)14(16(9)22)13(20)7-12(19)10-5-3-2-4-6-10/h2-6,8,21-23H,7H2,1H3

InChI Key

QPVZZWBDGFERFN-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
Unona lawii	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as retro-dihydrochalcones. These are a form of normal dihydrochalcones that are structurally distinguished by the lack of oxygen functionalities at the C2'- and C6'-positions.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Linear 1,3-diarylpropanoids

Sub Class

Chalcones and dihydrochalcones

Direct Parent

Retro-dihydrochalcones

Alternative Parents

Substituents

2'-hydroxy-dihydrochalcone
Retro-dihydrochalcone
Cinnamylphenol
Alkyl-phenylketone
Acylphloroglucinol derivative
Butyrophenone
Phenylketone
Phloroglucinol derivative
Hydroxybenzaldehyde
Benzenetriol
Benzaldehyde
O-cresol
P-cresol
Benzoyl
Aryl alkyl ketone
Aryl ketone
Toluene
Aryl-aldehyde
1,3-diketone
Phenol
1,3-dicarbonyl compound
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Ketone
Polyol
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aldehyde
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Chalcones and dihydrochalcones (LMPK12120383 )

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	2.94	ALOGPS
logP	5.09	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	7.14	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	111.9 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	84.19 m³·mol⁻¹	ChemAxon
Polarizability	30.9 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

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

42607645

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 3'-Formyl-2',4',6',beta-tetrahydroxy-5'-methylchalcone (NP0054699)

MOL for NP0054699 (3'-Formyl-2',4',6',beta-tetrahydroxy-5'-methylchalcone)

3D MOL for NP0054699 (3'-Formyl-2',4',6',beta-tetrahydroxy-5'-methylchalcone)

3D SDF for NP0054699 (3'-Formyl-2',4',6',beta-tetrahydroxy-5'-methylchalcone)

3D-SDF for NP0054699 (3'-Formyl-2',4',6',beta-tetrahydroxy-5'-methylchalcone)

PDB for NP0054699 (3'-Formyl-2',4',6',beta-tetrahydroxy-5'-methylchalcone)

3D PDB for NP0054699 (3'-Formyl-2',4',6',beta-tetrahydroxy-5'-methylchalcone)

SMILES for NP0054699 (3'-Formyl-2',4',6',beta-tetrahydroxy-5'-methylchalcone)

INCHI for NP0054699 (3'-Formyl-2',4',6',beta-tetrahydroxy-5'-methylchalcone)

Structure for NP0054699 (3'-Formyl-2',4',6',beta-tetrahydroxy-5'-methylchalcone)

3D Structure for NP0054699 (3'-Formyl-2',4',6',beta-tetrahydroxy-5'-methylchalcone)