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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-12 00:06:57 UTC

Update Date

2021-09-26 23:18:18 UTC

HMDB ID

HMDB0260260

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-ol

Description

3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctan-1-ol belongs to the class of organic compounds known as fluorotelomer alcohols. These are fluorocarbon-based oligomers linked to an alcohol chain. Based on a literature review very few articles have been published on 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctan-1-ol. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctan-1-ol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-ol is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

  Mrv1572004221604252D          

 22 21  0  0  0  0            999 V2000
    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
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.1105    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -1.5395    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    0.1105    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -1.5395    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    0.1105    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125   -1.5395    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    0.1105    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375   -1.5395    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.3625    0.1105    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.3625   -1.5395    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.0125   -0.7145    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    0.1105    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875   -1.5395    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  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  3  1  0  0  0  0
 10  3  1  0  0  0  0
 11  4  1  0  0  0  0
 12  4  1  0  0  0  0
 13  5  1  0  0  0  0
 14  5  1  0  0  0  0
 15  6  1  0  0  0  0
 16  6  1  0  0  0  0
 17  7  1  0  0  0  0
 18  7  1  0  0  0  0
 19  8  1  0  0  0  0
 20  8  1  0  0  0  0
 21  8  1  0  0  0  0
 22  2  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0260260

> <DATABASE_NAME>
hmdb

> <SMILES>
OCCC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F

> <INCHI_IDENTIFIER>
InChI=1S/C8H5F13O/c9-3(10,1-2-22)4(11,12)5(13,14)6(15,16)7(17,18)8(19,20)21/h22H,1-2H2

> <INCHI_KEY>
GRJRKPMIRMSBNK-UHFFFAOYSA-N

> <FORMULA>
C8H5F13O

> <MOLECULAR_WEIGHT>
364.106

> <EXACT_MASS>
364.0132809

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
18.122469230308972

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctan-1-ol

> <ALOGPS_LOGP>
3.00

> <JCHEM_LOGP>
4.210035861

> <ALOGPS_LOGS>
-3.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.763865248756886

> <JCHEM_PKA_STRONGEST_BASIC>
-2.4646853401937374

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
41.503200000000014

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.92e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctan-1-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-16         0                                  
HETATM    1  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.850  -1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.390  -1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.930  -1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.470  -1.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.010  -1.334   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.550  -1.334   0.000  0.00  0.00           C+0
HETATM    9  F   UNK     0       3.850   0.206   0.000  0.00  0.00           F+0
HETATM   10  F   UNK     0       3.850  -2.874   0.000  0.00  0.00           F+0
HETATM   11  F   UNK     0       5.390   0.206   0.000  0.00  0.00           F+0
HETATM   12  F   UNK     0       5.390  -2.874   0.000  0.00  0.00           F+0
HETATM   13  F   UNK     0       6.930   0.206   0.000  0.00  0.00           F+0
HETATM   14  F   UNK     0       6.930  -2.874   0.000  0.00  0.00           F+0
HETATM   15  F   UNK     0       8.470   0.206   0.000  0.00  0.00           F+0
HETATM   16  F   UNK     0       8.470  -2.874   0.000  0.00  0.00           F+0
HETATM   17  F   UNK     0      10.010   0.206   0.000  0.00  0.00           F+0
HETATM   18  F   UNK     0      10.010  -2.874   0.000  0.00  0.00           F+0
HETATM   19  F   UNK     0      13.090  -1.334   0.000  0.00  0.00           F+0
HETATM   20  F   UNK     0      11.550   0.206   0.000  0.00  0.00           F+0
HETATM   21  F   UNK     0      11.550  -2.874   0.000  0.00  0.00           F+0
HETATM   22  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1   22                                                       
CONECT    3    1    4    9   10                                             
CONECT    4    3    5   11   12                                             
CONECT    5    4    6   13   14                                             
CONECT    6    5    7   15   16                                             
CONECT    7    6    8   17   18                                             
CONECT    8    7   19   20   21                                             
CONECT    9    3                                                            
CONECT   10    3                                                            
CONECT   11    4                                                            
CONECT   12    4                                                            
CONECT   13    5                                                            
CONECT   14    5                                                            
CONECT   15    6                                                            
CONECT   16    6                                                            
CONECT   17    7                                                            
CONECT   18    7                                                            
CONECT   19    8                                                            
CONECT   20    8                                                            
CONECT   21    8                                                            
CONECT   22    2                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   42    0
END

COMPND    HMDB0260260
HETATM    1  O1  UNL     1       4.161   0.867  -0.951  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.116   0.232   0.288  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.926  -0.727   0.360  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.691   0.106   0.155  1.00  0.00           C  
HETATM    5  F1  UNL     1       1.782   0.711  -1.088  1.00  0.00           F  
HETATM    6  F2  UNL     1       1.567   1.007   1.174  1.00  0.00           F  
HETATM    7  C4  UNL     1       0.434  -0.742   0.127  1.00  0.00           C  
HETATM    8  F3  UNL     1       0.472  -1.671  -0.894  1.00  0.00           F  
HETATM    9  F4  UNL     1       0.236  -1.430   1.301  1.00  0.00           F  
HETATM   10  C5  UNL     1      -0.725   0.213  -0.133  1.00  0.00           C  
HETATM   11  F5  UNL     1      -0.507   0.836  -1.346  1.00  0.00           F  
HETATM   12  F6  UNL     1      -0.765   1.201   0.833  1.00  0.00           F  
HETATM   13  C6  UNL     1      -2.054  -0.510  -0.117  1.00  0.00           C  
HETATM   14  F7  UNL     1      -2.245  -1.101   1.115  1.00  0.00           F  
HETATM   15  F8  UNL     1      -2.155  -1.460  -1.092  1.00  0.00           F  
HETATM   16  C7  UNL     1      -3.128   0.562  -0.250  1.00  0.00           C  
HETATM   17  F9  UNL     1      -2.979   1.256  -1.413  1.00  0.00           F  
HETATM   18  F10 UNL     1      -2.983   1.379   0.870  1.00  0.00           F  
HETATM   19  C8  UNL     1      -4.516  -0.046  -0.143  1.00  0.00           C  
HETATM   20  F11 UNL     1      -4.758  -0.975  -1.107  1.00  0.00           F  
HETATM   21  F12 UNL     1      -5.412   1.000  -0.326  1.00  0.00           F  
HETATM   22  F13 UNL     1      -4.705  -0.533   1.136  1.00  0.00           F  
HETATM   23  H1  UNL     1       4.510   1.784  -0.876  1.00  0.00           H  
HETATM   24  H2  UNL     1       3.986   1.048   1.056  1.00  0.00           H  
HETATM   25  H3  UNL     1       5.066  -0.276   0.536  1.00  0.00           H  
HETATM   26  H4  UNL     1       3.068  -1.458  -0.463  1.00  0.00           H  
HETATM   27  H5  UNL     1       2.918  -1.274   1.316  1.00  0.00           H  
CONECT    1    2   23
CONECT    2    3   24   25
CONECT    3    4   26   27
CONECT    4    5    6    7
CONECT    7    8    9   10
CONECT   10   11   12   13
CONECT   13   14   15   16
CONECT   16   17   18   19
CONECT   19   20   21   22
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1122-FTOH CPD	MeSH
1H,1H,2H,2H-Perfluorooctan-1-ol	MeSH

Chemical Formula

C₈H₅F₁₃O

Average Molecular Weight

364.106

Monoisotopic Molecular Weight

364.0132809

IUPAC Name

3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctan-1-ol

Traditional Name

3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctan-1-ol

CAS Registry Number

Not Available

SMILES

OCCC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F

InChI Identifier

InChI=1S/C8H5F13O/c9-3(10,1-2-22)4(11,12)5(13,14)6(15,16)7(17,18)8(19,20)21/h22H,1-2H2

InChI Key

GRJRKPMIRMSBNK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fluorotelomer alcohols. These are fluorocarbon-based oligomers linked to an alcohol chain.

Kingdom

Organic compounds

Super Class

Organohalogen compounds

Class

Alkyl halides

Sub Class

Alkyl fluorides

Direct Parent

Fluorotelomer alcohols

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3	ALOGPS
logP	4.21	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	15.76	ChemAxon
pKa (Strongest Basic)	-2.5	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	7	ChemAxon
Refractivity	41.5 m³·mol⁻¹	ChemAxon
Polarizability	18.12 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	168.76	32859911
AllCCS	[M+H-H2O]+	165.949	32859911
AllCCS	[M+Na]+	172.098	32859911
AllCCS	[M+NH4]+	171.355	32859911
AllCCS	[M-H]-	152.889	32859911
AllCCS	[M+Na-2H]-	152.61	32859911
AllCCS	[M+HCOO]-	152.425	32859911
DeepCCS	[M+H]+	170.223	30932474
DeepCCS	[M-H]-	167.865	30932474
DeepCCS	[M-2H]-	202.007	30932474
DeepCCS	[M+Na]+	177.407	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-ol	OCCC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F	1076.7	Standard polar	33892256
3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-ol	OCCC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F	820.5	Standard non polar	33892256
3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-ol	OCCC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F	872.8	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 - 3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-ol GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-6895000000-18a379b79cb9c7c81f3f	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-ol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-ol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-ol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	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 - 3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-ol 10V, Positive-QTOF	splash10-00kb-0109000000-a48e4c016ebf52c33438	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-ol 20V, Positive-QTOF	splash10-0002-0009000000-efad63aa8e5abfdca10f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-ol 40V, Positive-QTOF	splash10-0ufr-4900000000-c537a5ac44d669a1d8a0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-ol 10V, Negative-QTOF	splash10-014i-1964000000-2363506f9de382f1b6f3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-ol 20V, Negative-QTOF	splash10-03dl-1009000000-07b8a059569fc37d2791	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-ol 40V, Negative-QTOF	splash10-014l-5898000000-20dd7fbd4e0d4cedf79a	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

62741

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-ol (HMDB0260260)

MOL for HMDB0260260 (3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-ol)

3D MOL for HMDB0260260 (3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-ol)

3D SDF for HMDB0260260 (3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-ol)

3D-SDF for HMDB0260260 (3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-ol)

PDB for HMDB0260260 (3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-ol)

3D PDB for HMDB0260260 (3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-ol)

SMILES for HMDB0260260 (3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-ol)

INCHI for HMDB0260260 (3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-ol)

Structure for HMDB0260260 (3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-ol)

3D Structure for HMDB0260260 (3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctan-1-ol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra