Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:36:07 UTC

Update Date

2023-02-21 17:25:23 UTC

HMDB ID

HMDB0036460

Secondary Accession Numbers

HMDB36460

Metabolite Identification

Common Name

Safynol

Description

Safynol 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. Based on a literature review a small amount of articles have been published on Safynol.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 05061309092D          

 15 14  0  0  0  0            999 V2000
    4.9500    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  2  0  0  0  0
  4  3  1  0  0  0  0
  5  4  3  0  0  0  0
  6  5  1  0  0  0  0
  7  6  3  0  0  0  0
  8  7  1  0  0  0  0
  9  8  3  0  0  0  0
 10  9  1  0  0  0  0
 11 10  2  0  0  0  0
 13 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036460

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C=C/C#CC#CC#C\C=C\C(O)CO

> <INCHI_IDENTIFIER>
InChI=1S/C13H12O2/c1-2-3-4-5-6-7-8-9-10-11-13(15)12-14/h2-3,10-11,13-15H,12H2,1H3/b3-2-,11-10+

> <INCHI_KEY>
GVCJUCQUVWZELI-JSQGHLFOSA-N

> <FORMULA>
C13H12O2

> <MOLECULAR_WEIGHT>
200.2332

> <EXACT_MASS>
200.083729628

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
23.597202942299525

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3E,11Z)-trideca-3,11-dien-5,7,9-triyne-1,2-diol

> <ALOGPS_LOGP>
2.65

> <JCHEM_LOGP>
1.9177204646666666

> <ALOGPS_LOGS>
-4.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.648293072935772

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.963432186238208

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9546626656947534

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
65.06880000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.89e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3E,11Z)-trideca-3,11-dien-5,7,9-triyne-1,2-diol

> <JCHEM_VEBER_RULE>
0

$$$$

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       9.240   8.002   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.470   9.336   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.930   9.336   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.160   8.002   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.390   6.668   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.620   5.335   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.850   4.001   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.080   2.667   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.310  -1.334   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -3.080  -2.667   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       0.000  -2.667   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   13                                                       
CONECT   12   13   14                                                       
CONECT   13   11   12   15                                                  
CONECT   14   12                                                            
CONECT   15   13                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

COMPND    HMDB0036460
HETATM    1  C1  UNL     1       6.833  -0.041   0.724  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.183   0.120  -0.712  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.169   0.178  -1.572  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.798   0.092  -1.158  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.633   0.012  -0.822  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.266  -0.073  -0.450  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.094  -0.142  -0.152  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.285  -0.227   0.180  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.460  -0.295   0.447  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.879  -0.375   0.746  1.00  0.00           C  
HETATM   11  C11 UNL     1      -3.750   0.475   0.250  1.00  0.00           C  
HETATM   12  C12 UNL     1      -5.197   0.383   0.563  1.00  0.00           C  
HETATM   13  O1  UNL     1      -5.883   1.430  -0.013  1.00  0.00           O  
HETATM   14  C13 UNL     1      -5.802  -0.905   0.052  1.00  0.00           C  
HETATM   15  O2  UNL     1      -5.674  -0.935  -1.335  1.00  0.00           O  
HETATM   16  H1  UNL     1       6.430   0.937   1.118  1.00  0.00           H  
HETATM   17  H2  UNL     1       6.040  -0.816   0.795  1.00  0.00           H  
HETATM   18  H3  UNL     1       7.758  -0.317   1.266  1.00  0.00           H  
HETATM   19  H4  UNL     1       8.214   0.186  -1.037  1.00  0.00           H  
HETATM   20  H5  UNL     1       6.438   0.296  -2.629  1.00  0.00           H  
HETATM   21  H6  UNL     1      -3.232  -1.151   1.394  1.00  0.00           H  
HETATM   22  H7  UNL     1      -3.398   1.261  -0.404  1.00  0.00           H  
HETATM   23  H8  UNL     1      -5.292   0.468   1.661  1.00  0.00           H  
HETATM   24  H9  UNL     1      -5.841   2.199   0.611  1.00  0.00           H  
HETATM   25  H10 UNL     1      -5.354  -1.798   0.501  1.00  0.00           H  
HETATM   26  H11 UNL     1      -6.878  -0.885   0.370  1.00  0.00           H  
HETATM   27  H12 UNL     1      -5.928  -0.074  -1.735  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    3   19
CONECT    3    4   20
CONECT    4    5    5    5
CONECT    5    6
CONECT    6    7    7    7
CONECT    7    8
CONECT    8    9    9    9
CONECT    9   10
CONECT   10   11   11   21
CONECT   11   12   22
CONECT   12   13   14   23
CONECT   13   24
CONECT   14   15   25   26
CONECT   15   27
END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₃H₁₂O₂

Average Molecular Weight

200.2332

Monoisotopic Molecular Weight

200.083729628

IUPAC Name

(3E,11Z)-trideca-3,11-dien-5,7,9-triyne-1,2-diol

Traditional Name

(3E,11Z)-trideca-3,11-dien-5,7,9-triyne-1,2-diol

CAS Registry Number

27978-14-9

SMILES

C\C=C/C#CC#CC#C\C=C\C(O)CO

InChI Identifier

InChI=1S/C13H12O2/c1-2-3-4-5-6-7-8-9-10-11-13(15)12-14/h2-3,10-11,13-15H,12H2,1H3/b3-2-,11-10+

InChI Key

GVCJUCQUVWZELI-JSQGHLFOSA-N

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
1,2-diol
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0036460)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036460)

Source

Endogenous

Endogenous (HMDB: HMDB0036460)

Plant

Plant (HMDB: HMDB0036460)

Animal

Animal (HMDB: HMDB0036460)

Exogenous

Food

Food (HMDB: HMDB0036460)

Herb and spice

Oilseed crop

Safflower (FooDB: FOOD00042)

Herbs and Spices (FooDB: FOOD00866)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0036460)

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0036460)

Cellular process

Cell signaling (HMDB: HMDB0036460)

Biochemical process

Lipid transport (HMDB: HMDB0036460)

Role

Biological role

Energy storage (HMDB: HMDB0036460)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036460)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	122.5 - 123 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.019 g/L	ALOGPS
logP	2.65	ALOGPS
logP	1.92	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	13.96	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	65.07 m³·mol⁻¹	ChemAxon
Polarizability	23.6 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	155.848	31661259
DarkChem	[M-H]-	154.671	31661259
DeepCCS	[M+H]+	140.795	30932474
DeepCCS	[M-H]-	138.4	30932474
DeepCCS	[M-2H]-	173.433	30932474
DeepCCS	[M+Na]+	147.988	30932474
AllCCS	[M+H]+	146.2	32859911
AllCCS	[M+H-H2O]+	142.2	32859911
AllCCS	[M+NH4]+	149.8	32859911
AllCCS	[M+Na]+	150.9	32859911
AllCCS	[M-H]-	144.3	32859911
AllCCS	[M+Na-2H]-	145.0	32859911
AllCCS	[M+HCOO]-	145.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Safynol	C\C=C/C#CC#CC#C\C=C\C(O)CO	3136.9	Standard polar	33892256
Safynol	C\C=C/C#CC#CC#C\C=C\C(O)CO	1948.4	Standard non polar	33892256
Safynol	C\C=C/C#CC#CC#C\C=C\C(O)CO	2123.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Safynol,1TMS,isomer #1	C/C=C\C#CC#CC#C/C=C/C(CO)O[Si](C)(C)C	2018.5	Semi standard non polar	33892256
Safynol,1TMS,isomer #2	C/C=C\C#CC#CC#C/C=C/C(O)CO[Si](C)(C)C	2022.6	Semi standard non polar	33892256
Safynol,2TMS,isomer #1	C/C=C\C#CC#CC#C/C=C/C(CO[Si](C)(C)C)O[Si](C)(C)C	2096.9	Semi standard non polar	33892256
Safynol,1TBDMS,isomer #1	C/C=C\C#CC#CC#C/C=C/C(CO)O[Si](C)(C)C(C)(C)C	2253.8	Semi standard non polar	33892256
Safynol,1TBDMS,isomer #2	C/C=C\C#CC#CC#C/C=C/C(O)CO[Si](C)(C)C(C)(C)C	2246.9	Semi standard non polar	33892256
Safynol,2TBDMS,isomer #1	C/C=C\C#CC#CC#C/C=C/C(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2546.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Safynol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fuu-4900000000-a51dfde1ff85cad406c9	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Safynol GC-MS (2 TMS) - 70eV, Positive	splash10-0kkl-9252000000-3d506817db0fd4ab77c0	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Safynol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Safynol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Safynol 10V, Positive-QTOF	splash10-0ue9-1970000000-882003af1fe5160a98c4	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Safynol 20V, Positive-QTOF	splash10-0gei-4910000000-d2bf05c236c11b685f1a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Safynol 40V, Positive-QTOF	splash10-0fb9-9400000000-2ed265b5ef529125a6db	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Safynol 10V, Negative-QTOF	splash10-0002-0900000000-6f57c0a0f449d0114f58	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Safynol 20V, Negative-QTOF	splash10-00l2-1900000000-20a5f97259fb87fe7eda	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Safynol 40V, Negative-QTOF	splash10-0a4l-9400000000-7c9cfaa35d6dcdef45ca	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Safynol 10V, Positive-QTOF	splash10-0fc0-4930000000-c5ca955a0b949375c080	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Safynol 20V, Positive-QTOF	splash10-01ti-9500000000-b7aaea6e79571adccde7	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Safynol 40V, Positive-QTOF	splash10-00fs-9500000000-8f57475cdc165048dfd4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Safynol 10V, Negative-QTOF	splash10-0002-0900000000-c3e441a75b8e88a8b122	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Safynol 20V, Negative-QTOF	splash10-052b-5900000000-b1f1f06f3e08775713d2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Safynol 40V, Negative-QTOF	splash10-03ds-9600000000-37ce7cc76b26c0abfb0e	2021-09-24	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751993

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Safynol (HMDB0036460)

MOL for HMDB0036460 (Safynol)

3D MOL for HMDB0036460 (Safynol)

3D SDF for HMDB0036460 (Safynol)

3D-SDF for HMDB0036460 (Safynol)

PDB for HMDB0036460 (Safynol)

3D PDB for HMDB0036460 (Safynol)

SMILES for HMDB0036460 (Safynol)

INCHI for HMDB0036460 (Safynol)

Structure for HMDB0036460 (Safynol)

3D Structure for HMDB0036460 (Safynol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra