NP-MRD: Showing NP-Card for pPentadecanone-2 (NP0044968)

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Record Information

Version

2.0

Created at

2022-03-10 18:51:59 UTC

Updated at

2022-03-10 22:22:02 UTC

NP-MRD ID

NP0044968

Secondary Accession Numbers

None

Natural Product Identification

Common Name

pPentadecanone-2

Description

Pentadecanone-2, also known as 2-pentadecanone or fema 3724, belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. Pentadecanone-2 is a very hydrophobic molecule, practically insoluble in water. Pentadecanone-2 is a celery, fresh, and jasmin tasting compound. It has been detected, but not quantified, in several different foods, such as milk and milk products, cauliflowers, cereals and cereal products, asparagus, and fruits. It has been isolated from hop (Humulus lupulus), coconut (Cocos nucifera) and other oils and it is also found in American cranberry, feijoa fruit, quince, asparagus, ginger, wheat bread, soybean, cooked rice and cheeses. Pentadecanone-2 is also one of several ketones known to occur in cannabis plants (PMID: 6991645 ).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 46 45  0  0  0  0  0  0  0  0999 V2000
   -6.5100    1.4099   -1.5915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3709    0.4458   -1.3127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6856    0.9583   -0.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5208   -0.0025    0.2678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8779    0.5291    1.5069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7302   -0.3458    1.9141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7017   -0.3822    0.8361 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4915   -1.2481    1.2130 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4752   -1.2132    0.0373 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6850   -2.0621    0.3638 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6728   -2.0664   -0.7454 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2276   -0.7420   -1.1235 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9540   -0.0274   -0.0264 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4407    1.2596   -0.5675 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7198    2.5196   -0.2962 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4437    1.2779   -1.2414 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9711    1.6301   -0.6004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2445    0.9642   -2.2983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0426    2.3281   -2.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7093   -0.5781   -1.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6605    0.4569   -2.1558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3816    0.9938    0.7962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2195    1.9519   -0.1999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8756   -0.0577   -0.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9938   -0.9893    0.4075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6073    0.6068    2.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5391    1.5883    1.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2992   -0.0436    2.8929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0722   -1.4015    2.0719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0647   -0.6958   -0.1527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2933    0.6580    0.7321 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9622   -0.8363    2.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1776   -2.2885    1.4286 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8448   -0.1756   -0.0943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9761   -1.5470   -0.8878 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0881   -1.6895    1.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3122   -3.0958    0.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5240   -2.7383   -0.4942 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1666   -2.4914   -1.6479 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9766   -0.9192   -1.9412 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4872   -0.0423   -1.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8360   -0.6266    0.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2853    0.1051    0.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2589    2.5425    0.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4310    3.3855   -0.4387 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9345    2.6950   -1.0880 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  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 15 44  1  0
 15 45  1  0
 15 46  1  0
M  END


  Mrv1652303202018592D          

 16 15  0  0  0  0            999 V2000
    6.7105    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7131    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1395    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8539    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5684    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2829    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9974    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7118    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4263    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1408    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8552    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5697    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2842    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9987    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9987    3.4618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  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
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15  2  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0044968

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H30O/c1-3-4-5-6-7-8-9-10-11-12-13-14-15(2)16/h3-14H2,1-2H3

> <INCHI_KEY>
CJPNOLIZCWDHJK-UHFFFAOYSA-N

> <FORMULA>
C15H30O

> <MOLECULAR_WEIGHT>
226.3981

> <EXACT_MASS>
226.229665582

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
31.162403686734017

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
pentadecan-2-one

> <ALOGPS_LOGP>
6.26

> <JCHEM_LOGP>
5.697070970333333

> <ALOGPS_LOGS>
-6.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.64344776069631

> <JCHEM_PKA_STRONGEST_BASIC>
-7.270866249933755

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
71.43269999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.87e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-pentadecanone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-20         0                                  
HETATM    1  C   UNK     0      12.526   8.772   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      31.198   8.772   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.860   8.002   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      15.194   8.772   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      16.527   8.002   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      17.861   8.772   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      19.195   8.002   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      20.528   8.772   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      21.862   8.002   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      23.196   8.772   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      24.529   8.002   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      25.863   8.772   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      27.197   8.002   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      28.531   8.772   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      29.864   8.002   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      29.864   6.462   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   15                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15    2   14   16                                                  
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

View in JSmol

Synonyms

Value	Source
2-Pentandecanone	HMDB
FEMA 3724	HMDB
Methyl tridecyl ketone	HMDB
Pentadecan-2-one	HMDB

Chemical Formula

C₁₅H₃₀O

Average Mass

226.3981 Da

Monoisotopic Mass

226.22967 Da

IUPAC Name

pentadecan-2-one

Traditional Name

2-pentadecanone

CAS Registry Number

2345-28-0

SMILES

CCCCCCCCCCCCCC(C)=O

InChI Identifier

InChI=1S/C15H30O/c1-3-4-5-6-7-8-9-10-11-12-13-14-15(2)16/h3-14H2,1-2H3

InChI Key

CJPNOLIZCWDHJK-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
Ambrosia trifida	Plant	KNApSAcK
Bellis perennis	LOTUS Database	35616633
Bowdichia virgilioides	LOTUS Database	35616633
Cannabis sativa	NULL	Not Available
Caulocystis cephalornithos	LOTUS Database	35616633
Cichorium endivia	LOTUS Database	35616633
Cochlospermum tinctorium	LOTUS Database	35616633
Cocos nucifera	Plant	KNApSAcK
Commiphora rostrata	LOTUS Database	35616633
Echinacea pallida	LOTUS Database	35616633
Evernia prunastri	LOTUS Database	35616633
Frullania solanderiana	Plant	KNApSAcK
Hamamelis virginiana	LOTUS Database	35616633
Hedychium spicatum	LOTUS Database	35616633
Humulus lupulus	Plant	KNApSAcK
Lonicera japonica	LOTUS Database	35616633
Mentha longifolia	LOTUS Database	35616633
Phyllanthus emblica	LOTUS Database	35616633
Santalum album	Plant	KNApSAcK
Thinopyrum obtusiflorum	LOTUS Database	35616633
Thuja standishii	LOTUS Database	35616633
Vaccinium macrocarpon	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Ketones

Alternative Parents

Substituents

Ketone
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Oxygenated hydrocarbons (LMFA12000056 )
a ketone (CPD-7898 )

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	6.26	ALOGPS
logP	5.7	ChemAxon
logS	-6.1	ALOGPS
pKa (Strongest Acidic)	19.64	ChemAxon
pKa (Strongest Basic)	-7.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	71.43 m³·mol⁻¹	ChemAxon
Polarizability	31.16 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0031081

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB003086

KNApSAcK ID

C00036262

Chemspider ID

55242

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

61303

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for pPentadecanone-2 (NP0044968)

MOL for NP0044968 (pPentadecanone-2)

3D MOL for NP0044968 (pPentadecanone-2)

3D SDF for NP0044968 (pPentadecanone-2)

3D-SDF for NP0044968 (pPentadecanone-2)

PDB for NP0044968 (pPentadecanone-2)

3D PDB for NP0044968 (pPentadecanone-2)

SMILES for NP0044968 (pPentadecanone-2)

INCHI for NP0044968 (pPentadecanone-2)

Structure for NP0044968 (pPentadecanone-2)

3D Structure for NP0044968 (pPentadecanone-2)