NP-MRD: Showing NP-Card for 7-(4-hydroxyphenyl)-1-phenylhept-4-en-3-one (NP0297804)

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Record Information

Version

2.0

Created at

2022-09-10 08:29:27 UTC

Updated at

2022-09-10 08:29:27 UTC

NP-MRD ID

NP0297804

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-(4-hydroxyphenyl)-1-phenylhept-4-en-3-one

Description

7-(4-Hydroxyphenyl)-1-phenylhept-4-en-3-one belongs to the class of organic compounds known as linear diarylheptanoids. These are diarylheptanoids with an open heptane chain. The two aromatic rings are linked only by the heptane chain. 7-(4-hydroxyphenyl)-1-phenylhept-4-en-3-one is found in Alpinia officinarum. 7-(4-Hydroxyphenyl)-1-phenylhept-4-en-3-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 41 42  0  0  0  0  0  0  0  0999 V2000
   -0.7042    1.4605    1.1153 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8755    0.4052    0.4674 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1293   -0.5875    0.1992 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3755   -0.6109    0.5520 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329    0.4370    1.3407 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1754    1.0238    0.5112 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1196   -0.0501    0.2035 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1540   -0.3035    1.1062 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0705   -1.3000    0.8543 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0157   -2.0835   -0.2794 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9576   -3.0934   -0.5190 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9925   -1.8303   -1.1689 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0721   -0.8345   -0.9227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2599    0.1744   -0.0683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1803    1.3048    0.3027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5287    1.0656   -0.2273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9377    1.4980   -1.4821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2093    1.2601   -1.9552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1336    0.5768   -1.1929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7351    0.1441    0.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4621    0.3825    0.5275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1933   -1.4745   -0.3992 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0413   -1.4589    0.2714 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4827   -0.0976    2.2443 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3921    1.2208    1.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6704    1.7665    1.1866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8084    1.4720   -0.4102 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2007    0.3151    2.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8650   -1.4863    1.5590 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8286   -2.8965   -1.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9035   -2.4131   -2.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2650   -0.6471   -1.6412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6693   -0.7756    0.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1707    0.1114   -1.1689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2126    1.4439    1.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7596    2.2276   -0.1800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2071    2.0373   -2.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5365    1.5967   -2.9390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1476    0.3857   -1.5671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4538   -0.3943    0.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1757    0.0280    1.5182 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
 10  9  2  0
  9  8  1  0
  8  7  2  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
  2  1  2  0
  2 14  1  0
 14 15  1  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
  7 13  1  0
 13 12  2  0
 12 10  1  0
 21 16  1  0
 11 30  1  0
  9 29  1  0
  8 28  1  0
  6 26  1  0
  6 27  1  0
  5 24  1  0
  5 25  1  0
  4 23  1  0
  3 22  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
 21 41  1  0
 13 32  1  0
 12 31  1  0
M  END


  Mrv1652308231902292D          

 21 22  0  0  0  0            999 V2000
   -2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   10.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   11.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   13.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   13.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  5  4  1  0  0  0  0
  6  2  1  0  0  0  0
  7  3  2  0  0  0  0
  8  4  1  0  0  0  0
  9  5  2  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  2  0  0  0  0
 16  6  2  0  0  0  0
 16  7  1  0  0  0  0
 16 10  1  0  0  0  0
 17  8  1  0  0  0  0
 17 11  2  0  0  0  0
 17 12  1  0  0  0  0
  9 18  1  4  0  0  0
 18 13  1  0  0  0  0
 19 14  2  0  0  0  0
 19 15  1  0  0  0  0
 20 18  2  0  0  0  0
 21 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0297804

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC=C(CCC=CC(=O)CCC2=CC=CC=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H20O2/c20-18(13-10-16-6-2-1-3-7-16)9-5-4-8-17-11-14-19(21)15-12-17/h1-3,5-7,9,11-12,14-15,21H,4,8,10,13H2

> <INCHI_KEY>
VPCHZECKYCDVSA-UHFFFAOYSA-N

> <FORMULA>
C19H20O2

> <MOLECULAR_WEIGHT>
280.367

> <EXACT_MASS>
280.146329884

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
32.25822958228783

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-(4-hydroxyphenyl)-1-phenylhept-4-en-3-one

> <ALOGPS_LOGP>
4.75

> <JCHEM_LOGP>
5.2474922756666675

> <ALOGPS_LOGS>
-5.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.291620555441543

> <JCHEM_PKA_STRONGEST_BASIC>
-4.683850686023209

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
87.11679999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.78e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-(4-hydroxyphenyl)-1-phenylhept-4-en-3-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 23-AUG-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-AUG-19         0                                  
HETATM    1  C   UNK     0      -5.335  10.780   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001  11.550   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.668  11.550   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.336  20.790   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -8.002  20.020   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.001  13.090   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.668  13.090   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -9.336  22.330   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -8.002  18.480   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.335  15.400   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -10.669  24.640   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -12.003  22.330   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.668  16.170   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -12.003  25.410   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -13.337  23.100   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.335  13.860   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -10.669  23.100   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.668  17.710   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -13.337  24.640   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -5.335  18.480   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0     -14.671  25.410   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    6                                                       
CONECT    3    1    7                                                       
CONECT    4    5    8                                                       
CONECT    5    4    9                                                       
CONECT    6    2   16                                                       
CONECT    7    3   16                                                       
CONECT    8    4   17                                                       
CONECT    9    5   18                                                       
CONECT   10   13   16                                                       
CONECT   11   14   17                                                       
CONECT   12   15   17                                                       
CONECT   13   10   18                                                       
CONECT   14   11   19                                                       
CONECT   15   12   19                                                       
CONECT   16    6    7   10                                                  
CONECT   17    8   11   12                                                  
CONECT   18    9   13   20                                                  
CONECT   19   14   15   21                                                  
CONECT   20   18                                                            
CONECT   21   19                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₀O₂

Average Mass

280.3670 Da

Monoisotopic Mass

280.14633 Da

IUPAC Name

7-(4-hydroxyphenyl)-1-phenylhept-4-en-3-one

Traditional Name

7-(4-hydroxyphenyl)-1-phenylhept-4-en-3-one

CAS Registry Number

Not Available

SMILES

OC1=CC=C(CCC=CC(=O)CCC2=CC=CC=C2)C=C1

InChI Identifier

InChI=1S/C19H20O2/c20-18(13-10-16-6-2-1-3-7-16)9-5-4-8-17-11-14-19(21)15-12-17/h1-3,5-7,9,11-12,14-15,21H,4,8,10,13H2

InChI Key

VPCHZECKYCDVSA-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
Alpinia officinarum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as linear diarylheptanoids. These are diarylheptanoids with an open heptane chain. The two aromatic rings are linked only by the heptane chain.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Diarylheptanoids

Sub Class

Linear diarylheptanoids

Direct Parent

Linear diarylheptanoids

Alternative Parents

Substituents

Linear 1,7-diphenylheptane skeleton
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Alpha,beta-unsaturated ketone
Enone
Acryloyl-group
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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	4.75	ALOGPS
logP	5.25	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	10.29	ChemAxon
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	87.12 m³·mol⁻¹	ChemAxon
Polarizability	32.26 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0134617

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB091618

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

69757384

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 7-(4-hydroxyphenyl)-1-phenylhept-4-en-3-one (NP0297804)

MOL for NP0297804 (7-(4-hydroxyphenyl)-1-phenylhept-4-en-3-one)

3D MOL for NP0297804 (7-(4-hydroxyphenyl)-1-phenylhept-4-en-3-one)

3D SDF for NP0297804 (7-(4-hydroxyphenyl)-1-phenylhept-4-en-3-one)

3D-SDF for NP0297804 (7-(4-hydroxyphenyl)-1-phenylhept-4-en-3-one)

PDB for NP0297804 (7-(4-hydroxyphenyl)-1-phenylhept-4-en-3-one)

3D PDB for NP0297804 (7-(4-hydroxyphenyl)-1-phenylhept-4-en-3-one)

SMILES for NP0297804 (7-(4-hydroxyphenyl)-1-phenylhept-4-en-3-one)

INCHI for NP0297804 (7-(4-hydroxyphenyl)-1-phenylhept-4-en-3-one)

Structure for NP0297804 (7-(4-hydroxyphenyl)-1-phenylhept-4-en-3-one)

3D Structure for NP0297804 (7-(4-hydroxyphenyl)-1-phenylhept-4-en-3-one)