NP-MRD: Showing NP-Card for 2-hexadecanol (NP0179982)

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Record Information

Version

2.0

Created at

2022-09-03 18:16:19 UTC

Updated at

2022-09-03 18:16:20 UTC

NP-MRD ID

NP0179982

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-hexadecanol

Description

2-Hexadecanol belongs to the class of organic compounds known as long-chain fatty alcohols. These are fatty alcohols that have an aliphatic tail of 13 to 21 carbon atoms. 2-Hexadecanol is an extremely weak basic (essentially neutral) compound (based on its pKa). Flakes of cetyl alcohol were left behind on cooling. The name cetyl derives from the whale oil (Latin: Cetus) from which it was first isolated. It is also employed as a lubricant for nuts and bolts, and is the active ingredient in some "liquid pool covers" (forming a surface layer to reduce evaporation and retain heat). However, cetyl alcohol is sometimes included in medications used for the treatment of eczema. People who suffer from eczema can be sensitive to cetyl alcohol, though this may be due to impurities rather than cetyl alcohol itself. At room temperature, cetyl alcohol takes the form of a waxy white solid or flakes. Cetyl alcohol is used in the cosmetic industry as an opacifier in shampoos, or as an emollient, emulsifier or thickening agent in the manufacture of skin creams and lotions. Modern production is based around the reduction of palmitic acid, which is obtained from palm oil. 2-hexadecanol is found in Zingiber officinale. Cetyl alcohol was discovered in 1817 by the French chemist Michel Chevreul when he heated spermaceti, a waxy substance obtained from sperm whale oil, with caustic potash (potassium hydroxide).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 51 50  0  0  0  0  0  0  0  0999 V2000
   -5.7912    1.9754    1.6457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6583    1.0896    1.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2734    0.4166   -0.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4615   -0.4283   -1.0239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7960   -1.6193   -0.4843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7456   -1.4051    0.5221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6301   -0.5022    0.0001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9734   -1.1015   -1.2131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1032   -0.1962   -1.7167 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1603    0.0473   -0.6768 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7873   -1.2492   -0.2719 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8809   -1.0571    0.7776 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9840   -0.1746    0.2457 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0496   -0.0249    1.3148 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1863    0.8419    0.8629 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7464    2.2405    0.5031 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8246    0.2734   -0.2121 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5418    1.2352    1.9859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3782    2.5708    2.4581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2034    2.5332    0.8005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4395    0.4245    1.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8170    1.7297    0.7216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1996   -0.1489    0.2181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7109    1.2477   -0.8084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0794   -0.7448   -1.9410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6758    0.2459   -1.5248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3939   -2.2052   -1.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5562   -2.3701   -0.0653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2172   -2.4174    0.7555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0488   -1.0726    1.4942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0393    0.4785   -0.2887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8973   -0.3561    0.8012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5558   -2.1092   -1.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7410   -1.2014   -2.0427 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5530   -0.6301   -2.6570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3478    0.7922   -2.0293 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9303    0.7695   -1.0803 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7648    0.5570    0.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2175   -1.7589   -1.1573 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9654   -1.8836    0.1690 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2541   -2.0445    1.0960 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4053   -0.6092    1.6888 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5766    0.8509    0.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4374   -0.6451   -0.6365 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5951    0.3246    2.2600 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4602   -1.0385    1.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9084    0.9073    1.6984 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3797    3.0058    1.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8972    2.4390   -0.5831 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    2.4540    0.7713 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3967   -0.4565    0.1176 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
 15 16  1  0
 15 17  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
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  1
 16 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  0
M  END


  Mrv1652310081720372D          

 17 16  0  0  0  0            999 V2000
    5.9961    4.2868    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
    6.7105    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 14  1  0  0  0  0
 16  2  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0179982

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCCC(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C16H34O/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16(2)17/h16-17H,3-15H2,1-2H3

> <INCHI_KEY>
FVDRFBGMOWJEOR-UHFFFAOYSA-N

> <FORMULA>
C16H34O

> <MOLECULAR_WEIGHT>
242.447

> <EXACT_MASS>
242.260965715

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
34.18147594760715

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
hexadecan-2-ol

> <ALOGPS_LOGP>
6.97

> <JCHEM_LOGP>
6.1121522856666655

> <ALOGPS_LOGS>
-6.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.683061087845683

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6252290801762976

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
77.1647

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.44e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-hexadecanol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-OCT-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-OCT-17         0                                  
HETATM    1  C   UNK     0      11.193   8.002   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      12.526   8.772   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.860   8.002   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.194   8.772   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.527   8.002   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.861   8.772   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      19.195   8.002   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      20.528   8.772   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      21.862   8.002   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      23.196   8.772   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      24.529   8.002   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      25.863   8.772   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      27.197   8.002   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      28.530   8.772   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      29.864   8.002   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      29.864   6.462   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   16                                                            
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   14   16                                                       
CONECT   16    2   15   17                                                  
CONECT   17   16                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

View in JSmol

Synonyms

Value	Source
2-Hexadecanol	ChEMBL

Chemical Formula

C₁₆H₃₄O

Average Mass

242.4470 Da

Monoisotopic Mass

242.26097 Da

IUPAC Name

hexadecan-2-ol

Traditional Name

2-hexadecanol

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCC(C)O

InChI Identifier

InChI=1S/C16H34O/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16(2)17/h16-17H,3-15H2,1-2H3

InChI Key

FVDRFBGMOWJEOR-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
Zingiber officinale	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty alcohols. These are fatty alcohols that have an aliphatic tail of 13 to 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Long-chain fatty alcohols

Alternative Parents

Substituents

Long chain fatty alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	6.97	ALOGPS
logP	6.11	ChemAxon
logS	-6.2	ALOGPS
pKa (Strongest Acidic)	17.68	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	77.16 m³·mol⁻¹	ChemAxon
Polarizability	34.18 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

HMDB0166492

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

Cetyl alcohol

METLIN ID

Not Available

PubChem Compound

85779

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-hexadecanol (NP0179982)

MOL for NP0179982 (2-hexadecanol)

3D MOL for NP0179982 (2-hexadecanol)

3D SDF for NP0179982 (2-hexadecanol)

3D-SDF for NP0179982 (2-hexadecanol)

PDB for NP0179982 (2-hexadecanol)

3D PDB for NP0179982 (2-hexadecanol)

SMILES for NP0179982 (2-hexadecanol)

INCHI for NP0179982 (2-hexadecanol)

Structure for NP0179982 (2-hexadecanol)

3D Structure for NP0179982 (2-hexadecanol)