NP-MRD: Showing NP-Card for Sayanedin (NP0045995)

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Record Information

Version

2.0

Created at

2022-03-17 19:46:40 UTC

Updated at

2022-03-17 19:46:40 UTC

NP-MRD ID

NP0045995

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Sayanedin

Description

Sayanedin belongs to the class of organic compounds known as 7-o-methylisoflavones. These are isoflavones with methoxy groups attached to the C7 atom of the isoflavone backbone. Thus, sayanedin is considered to be a flavonoid lipid molecule. Sayanedin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, Sayanedin has been detected, but not quantified in, common pea and pulses. This could make sayanedin a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI

Sayanedine 
  Mrv1572001071617332D          
 
 22 24  0  0  0  0            999 V2000
   15.3057   -9.9603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9776  -10.3718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5512  -10.3683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2678   -9.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6908   -9.9637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9707  -11.1980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8382   -9.9535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5479  -11.1912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5581   -8.7191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4039  -10.3786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6839  -11.6129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8450   -9.1306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1319  -10.3649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4005  -11.2015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1171   -9.9706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1319   -8.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4153   -9.9535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1102  -11.6198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8302  -10.3855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4153   -9.1306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7021   -8.7158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9855   -9.1272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  2  5  1  0  0  0  0
  2  6  2  0  0  0  0
  3  7  1  0  0  0  0
  3  8  2  0  0  0  0
  4  9  1  0  0  0  0
  5 10  2  0  0  0  0
  6 11  1  0  0  0  0
  7 12  2  0  0  0  0
  7 13  1  0  0  0  0
 10 14  1  0  0  0  0
 10 15  1  0  0  0  0
 12 16  1  0  0  0  0
 13 17  2  0  0  0  0
 14 18  1  0  0  0  0
 15 19  1  0  0  0  0
 16 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
  9 12  1  0  0  0  0
 11 14  2  0  0  0  0
 17 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045995

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(C=C1)C(=O)C(=CO2)C1=CC=C(O)C(OC)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H14O5/c1-20-11-4-5-12-15(8-11)22-9-13(17(12)19)10-3-6-14(18)16(7-10)21-2/h3-9,18H,1-2H3

> <INCHI_KEY>
JSDXTLJPMLRQOB-UHFFFAOYSA-N

> <FORMULA>
C17H14O5

> <MOLECULAR_WEIGHT>
298.294

> <EXACT_MASS>
298.084123551

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
30.774143009799396

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(4-hydroxy-3-methoxyphenyl)-7-methoxy-4H-chromen-4-one

> <ALOGPS_LOGP>
3.47

> <JCHEM_LOGP>
2.7186605016666663

> <ALOGPS_LOGS>
-3.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.443992428443641

> <JCHEM_PKA_STRONGEST_BASIC>
-4.502711415347027

> <JCHEM_POLAR_SURFACE_AREA>
64.99000000000001

> <JCHEM_REFRACTIVITY>
80.6475

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.19e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
sayanedine

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-JAN-16   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Sayanedine                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-JAN-16         0                                  
HETATM    1  C   UNK     0      28.571 -18.593   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      29.825 -19.361   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      27.162 -19.354   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      28.500 -17.050   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      31.156 -18.599   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      29.812 -20.903   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      25.831 -18.580   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      27.156 -20.890   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      27.175 -16.276   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      32.487 -19.373   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      31.143 -21.677   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      25.844 -17.044   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      24.513 -19.348   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      32.481 -20.909   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      33.819 -18.612   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      24.513 -16.269   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      23.175 -18.580   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      33.806 -21.690   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      35.150 -19.386   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      23.175 -17.044   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      21.844 -16.269   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      20.506 -17.037   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8                                                  
CONECT    4    1    9                                                       
CONECT    5    2   10                                                       
CONECT    6    2   11                                                       
CONECT    7    3   12   13                                                  
CONECT    8    3                                                            
CONECT    9    4   12                                                       
CONECT   10    5   14   15                                                  
CONECT   11    6   14                                                       
CONECT   12    7   16    9                                                  
CONECT   13    7   17                                                       
CONECT   14   10   18   11                                                  
CONECT   15   10   19                                                       
CONECT   16   12   20                                                       
CONECT   17   13   20                                                       
CONECT   18   14                                                            
CONECT   19   15                                                            
CONECT   20   16   21   17                                                  
CONECT   21   20   22                                                       
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

View in JSmol

Synonyms

Value	Source
4'-Hydroxy-3',7-dimethoxyflavone	HMDB
Sayanedine	HMDB

Chemical Formula

C₁₇H₁₄O₅

Average Mass

298.2940 Da

Monoisotopic Mass

298.08412 Da

IUPAC Name

3-(4-hydroxy-3-methoxyphenyl)-7-methoxy-4H-chromen-4-one

Traditional Name

sayanedine

CAS Registry Number

30564-92-2

SMILES

COC1=CC2=C(C=C1)C(=O)C(=CO2)C1=CC=C(O)C(OC)=C1

InChI Identifier

InChI=1S/C17H14O5/c1-20-11-4-5-12-15(8-11)22-9-13(17(12)19)10-3-6-14(18)16(7-10)21-2/h3-9,18H,1-2H3

InChI Key

JSDXTLJPMLRQOB-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
Pisum sativum	FooDB	KNAPSACK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7-o-methylisoflavones. These are isoflavones with methoxy groups attached to the C7 atom of the isoflavone backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

O-methylated isoflavonoids

Direct Parent

7-O-methylisoflavones

Alternative Parents

Substituents

3p-methoxyisoflavone
7-o-methylisoflavone
Isoflavone
Chromone
Benzopyran
Methoxyphenol
1-benzopyran
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
Pyranone
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Pyran
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Ether
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

methoxyisoflavone (CHEBI:9045 )
isoflavones (C10527 )
Isoflavonoids (C10527 )
Isoflavonoids (LMPK12050054 )

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	3.47	ALOGPS
logP	2.72	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	9.44	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.99 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	80.65 m³·mol⁻¹	ChemAxon
Polarizability	30.77 Å³	ChemAxon
Number of Rings	3	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

HMDB0030718

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

442820

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Sayanedin (NP0045995)

MOL for NP0045995 (Sayanedin)

3D MOL for NP0045995 (Sayanedin)

3D SDF for NP0045995 (Sayanedin)

3D-SDF for NP0045995 (Sayanedin)

PDB for NP0045995 (Sayanedin)

3D PDB for NP0045995 (Sayanedin)

SMILES for NP0045995 (Sayanedin)

INCHI for NP0045995 (Sayanedin)

Structure for NP0045995 (Sayanedin)

3D Structure for NP0045995 (Sayanedin)