NP-MRD: Showing NP-Card for 5-hydroxy-7-(pent-4-en-1-yloxy)-2-phenylchromen-4-one (NP0240813)

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Record Information

Version

2.0

Created at

2022-09-07 00:43:37 UTC

Updated at

2022-09-07 00:43:37 UTC

NP-MRD ID

NP0240813

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-hydroxy-7-(pent-4-en-1-yloxy)-2-phenylchromen-4-one

Description

5-Hydroxy-7-(pent-4-en-1-yloxy)-2-phenyl-4H-chromen-4-one belongs to the class of organic compounds known as flavones. These are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one). 5-hydroxy-7-(pent-4-en-1-yloxy)-2-phenylchromen-4-one is found in Lawsonia inermis. Based on a literature review very few articles have been published on 5-hydroxy-7-(pent-4-en-1-yloxy)-2-phenyl-4H-chromen-4-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 42 44  0  0  0  0  0  0  0  0999 V2000
    6.1571    2.8265    0.4439 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2831    1.5086    0.3527 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0971    0.6151    0.5151 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9480   -0.1610   -0.7653 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7798   -1.1077   -0.7361 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6069   -0.3436   -0.5288 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3495   -0.8818   -0.4475 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2021   -2.2440   -0.5728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0694   -2.7527   -0.4869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3274   -4.1202   -0.6007 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1784   -1.9373   -0.2812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4522   -2.4580   -0.1963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6158   -3.6986   -0.3073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5171   -1.5791    0.0112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2974   -0.2401    0.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3833    0.7405    0.3466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0641    2.0684    0.4496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0223    3.0268    0.6537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3428    2.6317    0.7567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7100    1.3076    0.6593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6880    0.3763    0.4511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0629    0.1772    0.0349 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0193   -0.5930   -0.1590 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2700   -0.0567   -0.2440 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0242    3.4541    0.3239 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2029    3.2853    0.6362 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2292    1.0188    0.1602 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1759    1.1802    0.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2669   -0.1100    1.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7602    0.5505   -1.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9120   -0.6777   -0.9473 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8695   -1.8731    0.0593 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7427   -1.5979   -1.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0561   -2.8993   -0.7341 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4678   -4.7353   -0.7514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5133   -1.9901    0.0772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0182    2.3737    0.3672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7464    4.0905    0.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0641    3.4385    0.9192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7495    1.0356    0.7445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9935   -0.6491    0.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4343    1.0006   -0.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 22  1  0
 22 23  1  0
 23 24  2  0
 24  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  3
  7  8  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
  8  9  1  0
 21 16  1  0
 23 11  1  0
 10 35  1  0
 14 36  1  0
 24 42  1  0
  5 32  1  0
  5 33  1  0
  4 30  1  0
  4 31  1  0
  3 28  1  0
  3 29  1  0
  2 27  1  0
  1 25  1  0
  1 26  1  0
  8 34  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
 21 41  1  0
M  END


  Mrv1652309072202432D          

 24 26  0  0  0  0            999 V2000
    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
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 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
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  0  0  0  0
 11 23  1  0  0  0  0
 23 24  2  0  0  0  0
  7 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0240813

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=C2C(=O)C=C(OC2=CC(OCCCC=C)=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H18O4/c1-2-3-7-10-23-15-11-16(21)20-17(22)13-18(24-19(20)12-15)14-8-5-4-6-9-14/h2,4-6,8-9,11-13,21H,1,3,7,10H2

> <INCHI_KEY>
VBRAQSKWRWBOIG-UHFFFAOYSA-N

> <FORMULA>
C20H18O4

> <MOLECULAR_WEIGHT>
322.36

> <EXACT_MASS>
322.12050906

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
35.55958476437079

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-7-(pent-4-en-1-yloxy)-2-phenyl-4H-chromen-4-one

> <JCHEM_LOGP>
4.620628204666667

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.180188794497745

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.361042354783788

> <JCHEM_PKA_STRONGEST_BASIC>
-4.757737105862134

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
93.93400000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-7-(pent-4-en-1-yloxy)-2-phenylchromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      13.337  -7.700   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      14.670  -6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      14.670  -5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      16.004  -4.620   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      16.004  -3.080   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      17.338  -5.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      18.672  -4.620   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      18.672  -3.080   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      20.005  -5.390   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      20.005  -6.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      21.339  -7.700   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      22.673  -6.930   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      24.006  -7.700   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      24.006  -9.240   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      22.673 -10.010   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      21.339  -9.240   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      18.672  -7.700   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      17.338  -6.930   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      16.004  -7.700   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   24                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   23                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   22                                                  
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
CONECT   22   15   23                                                       
CONECT   23   22   11   24                                                  
CONECT   24   23    7                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₈O₄

Average Mass

322.3600 Da

Monoisotopic Mass

322.12051 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

OC1=C2C(=O)C=C(OC2=CC(OCCCC=C)=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C20H18O4/c1-2-3-7-10-23-15-11-16(21)20-17(22)13-18(24-19(20)12-15)14-8-5-4-6-9-14/h2,4-6,8-9,11-13,21H,1,3,7,10H2

InChI Key

VBRAQSKWRWBOIG-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
Lawsonia inermis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavones. These are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavones

Direct Parent

Flavones

Alternative Parents

Substituents

5-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Chromone
Benzopyran
1-benzopyran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Monocyclic benzene moiety
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Organoheterocyclic compound
Oxacycle
Ether
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
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

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

162900678

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-hydroxy-7-(pent-4-en-1-yloxy)-2-phenylchromen-4-one (NP0240813)

MOL for NP0240813 (5-hydroxy-7-(pent-4-en-1-yloxy)-2-phenylchromen-4-one)

3D MOL for NP0240813 (5-hydroxy-7-(pent-4-en-1-yloxy)-2-phenylchromen-4-one)

3D SDF for NP0240813 (5-hydroxy-7-(pent-4-en-1-yloxy)-2-phenylchromen-4-one)

3D-SDF for NP0240813 (5-hydroxy-7-(pent-4-en-1-yloxy)-2-phenylchromen-4-one)

PDB for NP0240813 (5-hydroxy-7-(pent-4-en-1-yloxy)-2-phenylchromen-4-one)

3D PDB for NP0240813 (5-hydroxy-7-(pent-4-en-1-yloxy)-2-phenylchromen-4-one)

SMILES for NP0240813 (5-hydroxy-7-(pent-4-en-1-yloxy)-2-phenylchromen-4-one)

INCHI for NP0240813 (5-hydroxy-7-(pent-4-en-1-yloxy)-2-phenylchromen-4-one)

Structure for NP0240813 (5-hydroxy-7-(pent-4-en-1-yloxy)-2-phenylchromen-4-one)

3D Structure for NP0240813 (5-hydroxy-7-(pent-4-en-1-yloxy)-2-phenylchromen-4-one)