NP-MRD: Showing NP-Card for 1-(4-hydroxyphenyl)nonan-1-one (NP0197799)

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Record Information

Version

2.0

Created at

2022-09-04 16:07:39 UTC

Updated at

2022-09-04 16:07:39 UTC

NP-MRD ID

NP0197799

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-(4-hydroxyphenyl)nonan-1-one

Description

P-Hydroxynonanophenone belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. P-Hydroxynonanophenone is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, p-Hydroxynonanophenone has been detected, but not quantified in, alcoholic beverages. 1-(4-hydroxyphenyl)nonan-1-one is found in Humulus lupulus. This could make p-hydroxynonanophenone a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 39 39  0  0  0  0  0  0  0  0999 V2000
    4.5704    1.3829   -1.5660 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8940    1.2154   -0.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7263    0.5648    0.6320 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4802   -0.7816    0.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3537   -1.5315    0.6391 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0238   -0.8073    0.5493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0316   -1.6520    1.2104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3800   -1.0290    1.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8760   -0.8456   -0.1954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2518   -1.2572   -1.1845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1649   -0.1422   -0.3523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6621    0.0470   -1.6361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8615    0.6981   -1.8201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5597    1.1571   -0.7286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7636    1.8107   -0.9107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0993    0.9889    0.5627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8810    0.3258    0.7225 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0218    2.3426   -1.8954 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0604    0.5463   -2.1170 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4789    1.4179   -1.7219 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7851    0.5553    0.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0714    2.2087    0.3925 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9581    0.4418    1.6934 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8463    1.2133    0.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3792   -1.4290    0.0645 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2179   -0.6141   -1.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5738   -1.7907    1.7013 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2524   -2.4986    0.1007 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7534   -0.5996   -0.4746 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1146    0.1907    1.0716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0745   -2.6781    0.7629 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2317   -1.8198    2.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3821   -0.0231    1.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1112   -1.6496    1.7640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1480   -0.2963   -2.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2570    0.8507   -2.8065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1381    1.9556   -1.8380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6665    1.3590    1.4098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4847    0.1729    1.7097 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 11  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
 12 35  1  0
 13 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
M  END


  Mrv0541 05061309462D          

 17 17  0  0  0  0            999 V2000
   -4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    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    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    5.3625    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
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  2  0  0  0  0
 13  9  2  0  0  0  0
 13 10  1  0  0  0  0
 14 11  2  0  0  0  0
 14 12  1  0  0  0  0
 15  8  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0197799

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCC(=O)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O2/c1-2-3-4-5-6-7-8-15(17)13-9-11-14(16)12-10-13/h9-12,16H,2-8H2,1H3

> <INCHI_KEY>
JZBXYOOARNRUME-UHFFFAOYSA-N

> <FORMULA>
C15H22O2

> <MOLECULAR_WEIGHT>
234.334

> <EXACT_MASS>
234.161979948

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
28.881526392042407

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(4-hydroxyphenyl)nonan-1-one

> <ALOGPS_LOGP>
5.24

> <JCHEM_LOGP>
4.59527585

> <ALOGPS_LOGS>
-4.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.758309920744246

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.777382295759732

> <JCHEM_PKA_STRONGEST_BASIC>
-6.92763712928791

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
70.6746

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.04e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(4-hydroxyphenyl)nonan-1-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -8.002   9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.668  10.010   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.335   9.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001  10.010   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  10.010   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  10.010   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  11.550   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668  10.010   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335  12.320   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  10.010   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668  11.550   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.002  12.320   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       2.667   7.700   0.000  0.00  0.00           O+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                                                       
CONECT    8    7   15                                                       
CONECT    9   11   13                                                       
CONECT   10   12   13                                                       
CONECT   11    9   14                                                       
CONECT   12   10   14                                                       
CONECT   13    9   10   15                                                  
CONECT   14   11   12   16                                                  
CONECT   15    8   13   17                                                  
CONECT   16   14                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

View in JSmol

Synonyms

Value	Source
1-(4-Hydroxyphenyl)-1-nonanone	HMDB

Chemical Formula

C₁₅H₂₂O₂

Average Mass

234.3340 Da

Monoisotopic Mass

234.16198 Da

IUPAC Name

1-(4-hydroxyphenyl)nonan-1-one

Traditional Name

1-(4-hydroxyphenyl)nonan-1-one

CAS Registry Number

Not Available

SMILES

CCCCCCCCC(=O)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C15H22O2/c1-2-3-4-5-6-7-8-15(17)13-9-11-14(16)12-10-13/h9-12,16H,2-8H2,1H3

InChI Key

JZBXYOOARNRUME-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
Humulus lupulus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Butyrophenone
Aryl alkyl ketone
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
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
logP	5.24	ALOGPS
logP	4.6	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	7.78	ChemAxon
pKa (Strongest Basic)	-6.9	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	8	ChemAxon
Refractivity	70.67 m³·mol⁻¹	ChemAxon
Polarizability	28.88 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0037391

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB016434

KNApSAcK ID

Not Available

Chemspider ID

146197

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

167093

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1-(4-hydroxyphenyl)nonan-1-one (NP0197799)

MOL for NP0197799 (1-(4-hydroxyphenyl)nonan-1-one)

3D MOL for NP0197799 (1-(4-hydroxyphenyl)nonan-1-one)

3D SDF for NP0197799 (1-(4-hydroxyphenyl)nonan-1-one)

3D-SDF for NP0197799 (1-(4-hydroxyphenyl)nonan-1-one)

PDB for NP0197799 (1-(4-hydroxyphenyl)nonan-1-one)

3D PDB for NP0197799 (1-(4-hydroxyphenyl)nonan-1-one)

SMILES for NP0197799 (1-(4-hydroxyphenyl)nonan-1-one)

INCHI for NP0197799 (1-(4-hydroxyphenyl)nonan-1-one)

Structure for NP0197799 (1-(4-hydroxyphenyl)nonan-1-one)

3D Structure for NP0197799 (1-(4-hydroxyphenyl)nonan-1-one)