NP-MRD: Showing NP-Card for 1-Tetradecanol (NP0046063)

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Record Information

Version

2.0

Created at

2022-03-17 19:47:46 UTC

Updated at

2022-03-17 19:47:46 UTC

NP-MRD ID

NP0046063

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-Tetradecanol

Description

Tetradecanol, also known as kalcohl 40 or myristic alcohol, 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. Thus, tetradecanol is considered to be a fatty alcohol lipid molecule. Tetradecanol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Tetradecanol is a coconut, fruity, and orris tasting compound. Outside of the human body, Tetradecanol is found, on average, in the highest concentration within kohlrabis. This could make tetradecanol a potential biomarker for the consumption of these foods. Tetradecanol, with regard to humans, has been linked to the inborn metabolic disorder celiac disease. It is also used as an intermediate in the chemical synthesis of other products such sulfated alcohol (Wikipedia). It is a white crystalline solid that is practically insoluble in water, soluble in diethyl ether, and slightly soluble in ethanol. Tetradecanol may be prepared by the reduction of myristic acid or some fatty acid esters with reagents such as lithium aluminium hydride or sodium. 1-Tetradecanol, or commonly myristyl alcohol, is a straight-chain saturated fatty alcohol, with the molecular formula C14H30O. 1-Tetradecanol is found in Aleuroglyphus ovatus, Angelica dahurica , Angelica gigas, Angelica sinensis , Anthemis aciphylla, Anthemis aciphylla BOISS.var.discoidea BOISS, Callitropsis nootkatensis, Capparis spinosa, Centaurea armena, Cichorium endivia, Coriandrum sativum , Etlingera elatior, Eucalyptus globulus, Frullania solanderiana, Hypericum hyssopifolium, Hypericum perforatum, Lolium perenne, Mikania cordifolia, Mitracarpus hirtus, Peucedanum paniculatum L., Ruta graveolens, Senna auriculata and Spondias mombin. 1-Tetradecanol was first documented in 2007 (PMID: 17470028). As with other fatty alcohols, Tetradecanol is used as an ingredient in cosmetics such as cold creams for its emollient properties (PMID: 19563290).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304272018522D          

 15 14  0  0  0  0            999 V2000
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1435    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8580    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2869    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0014    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7159    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4304    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1449    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8593    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5739    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2883    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0028    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0046063

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCCO

> <INCHI_IDENTIFIER>
InChI=1S/C14H30O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15/h15H,2-14H2,1H3

> <INCHI_KEY>
HLZKNKRTKFSKGZ-UHFFFAOYSA-N

> <FORMULA>
C14H30O

> <MOLECULAR_WEIGHT>
214.3874

> <EXACT_MASS>
214.229665582

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
30.11209765779862

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
tetradecan-1-ol

> <ALOGPS_LOGP>
6.21

> <JCHEM_LOGP>
5.251008596

> <ALOGPS_LOGS>
-5.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.84394282199214

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9922594096606376

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
68.14489999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.44e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
myristyl alcohol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-APR-20         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.669   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.336   0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.670   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.003   0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.337   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.671   0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.005   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      17.338   0.770   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      18.672   0.000   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    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                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

View in JSmol

Synonyms

Value	Source
1-Hydroxytetradecane	ChEBI
1-Tetradecanol	ChEBI
1-Tetradecyl alcohol	ChEBI
Myristic alcohol	ChEBI
Myristyl alcohol	ChEBI
N-Tetradecanol	ChEBI
N-Tetradecanol-1	ChEBI
N-Tetradecyl alcohol	ChEBI
Tetradecyl alcohol	ChEBI
Adol 18	HMDB
Alfol 14	HMDB
Conol 1495	HMDB
Kalcohl 40	HMDB
Kalcohl 4098	HMDB
Kalcol 4098	HMDB
Lanette 14	HMDB
Lanette K	HMDB
Lanette wax KS	HMDB
Lorol C 14	HMDB
Loxanol V	HMDB
N-Tetradecan-1-ol	HMDB
Nacol 14-95	HMDB
Tetradecanol (7ci)	HMDB
Tetradecan-1-ol	HMDB
Myristyl alcohol, aluminum salt	HMDB
Tetradecanol	ChEBI

Chemical Formula

C₁₄H₃₀O

Average Mass

214.3874 Da

Monoisotopic Mass

214.22967 Da

IUPAC Name

tetradecan-1-ol

Traditional Name

myristyl alcohol

CAS Registry Number

112-72-1

SMILES

CCCCCCCCCCCCCCO

InChI Identifier

InChI=1S/C14H30O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15/h15H,2-14H2,1H3

InChI Key

HLZKNKRTKFSKGZ-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
Aleuroglyphus ovatus	LOTUS Database	35616633
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Angelica dahurica	Plant	KNApSAcK
Angelica gigas	LOTUS Database	35616633
Angelica sinensis	Plant	KNApSAcK
Anser anser	FooDB	FooDB
Anthemis aciphylla	LOTUS Database	35616633
Anthemis aciphylla BOISS.var.discoidea BOISS	Plant	KNApSAcK
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Brassica oleracea var. gongylodes	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Bubalus bubalis	FooDB	FooDB
Callitropsis nootkatensis	LOTUS Database	35616633
Capparis spinosa	LOTUS Database	35616633
Capra aegagrus hircus	FooDB	FooDB
Centaurea armena	Plant	KNApSAcK
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Cichorium endivia	LOTUS Database	35616633
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Coriandrum sativum L.	Plant	KNApSAcK
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Etlingera elatior	LOTUS Database	35616633
Eucalyptus globulus	LOTUS Database	35616633
Frullania solanderiana	Plant	KNApSAcK
Gallus gallus	FooDB	FooDB
Hypericum hyssopifolium	LOTUS Database	35616633
Hypericum perforatum	LOTUS Database	35616633
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Lolium perenne	LOTUS Database	35616633
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Mikania cordifolia	LOTUS Database	35616633
Mitracarpus hirtus	LOTUS Database	35616633
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Peucedanum paniculatum L.	Plant	KNApSAcK
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Ruta graveolens	LOTUS Database	35616633
Senna auriculata	LOTUS Database	35616633
Spondias mombin	LOTUS Database	35616633
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

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
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

long-chain primary fatty alcohol (CHEBI:77417 )
fatty alcohol 14:0 (CHEBI:77417 )
Fatty alcohols (LMFA05000041 )
a long-chain alcohol (CPD-7875 )
a primary alcohol (CPD-7875 )
a fatty alcohol (CPD-7875 )

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	6.21	ALOGPS
logP	5.25	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	16.84	ChemAxon
pKa (Strongest Basic)	-2	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	12	ChemAxon
Refractivity	68.14 m³·mol⁻¹	ChemAxon
Polarizability	30.11 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0011638

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB002891

KNApSAcK ID

C00032309

Chemspider ID

7917

KEGG Compound ID

Not Available

BioCyc ID

CPD-7875

BiGG ID

Not Available

Wikipedia Link

1-Tetradecanol

METLIN ID

Not Available

PubChem Compound

8209

PDB ID

Not Available

ChEBI ID

77417

Good Scents ID

Not Available

References

General References

Hasturk H, Jones VL, Andry C, Kantarci A: 1-Tetradecanol complex reduces progression of Porphyromonas gingivalis-induced experimental periodontitis in rabbits. J Periodontol. 2007 May;78(5):924-32. doi: 10.1902/jop.2007.060293. [PubMed:17470028 ]
Hasturk H, Goguet-Surmenian E, Blackwood A, Andry C, Kantarci A: 1-Tetradecanol complex: therapeutic actions in experimental periodontitis. J Periodontol. 2009 Jul;80(7):1103-13. doi: 10.1902/jop.2009.090002. [PubMed:19563290 ]

Showing NP-Card for 1-Tetradecanol (NP0046063)

MOL for NP0046063 (1-Tetradecanol)

3D MOL for NP0046063 (1-Tetradecanol)

3D SDF for NP0046063 (1-Tetradecanol)

3D-SDF for NP0046063 (1-Tetradecanol)

PDB for NP0046063 (1-Tetradecanol)

3D PDB for NP0046063 (1-Tetradecanol)

SMILES for NP0046063 (1-Tetradecanol)

INCHI for NP0046063 (1-Tetradecanol)

Structure for NP0046063 (1-Tetradecanol)

3D Structure for NP0046063 (1-Tetradecanol)