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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:29:57 UTC

Update Date

2023-02-21 17:18:42 UTC

HMDB ID

HMDB0029359

Secondary Accession Numbers

HMDB29359

Metabolite Identification

Common Name

(R)-1,3-Octanediol

Description

(R)-1,3-Octanediol, also known as octane-1,3-diol, belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms. Thus, (R)-1,3-octanediol is considered to be a fatty alcohol. Based on a literature review a small amount of articles have been published on (R)-1,3-Octanediol.

Structure

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

COMPND    HMDB0029359
HETATM    1  C1  UNL     1      -3.253   0.580  -0.473  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.055  -0.882  -0.358  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.913  -1.401   0.410  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.533  -1.116  -0.060  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.220   0.329  -0.130  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.221   0.601  -0.553  1.00  0.00           C  
HETATM    7  O1  UNL     1       1.363   2.008  -0.580  1.00  0.00           O  
HETATM    8  C7  UNL     1       2.146   0.135   0.550  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.598   0.389   0.181  1.00  0.00           C  
HETATM   10  O2  UNL     1       4.366  -0.070   1.250  1.00  0.00           O  
HETATM   11  H1  UNL     1      -2.755   1.216   0.259  1.00  0.00           H  
HETATM   12  H2  UNL     1      -4.364   0.855  -0.326  1.00  0.00           H  
HETATM   13  H3  UNL     1      -3.077   0.962  -1.515  1.00  0.00           H  
HETATM   14  H4  UNL     1      -4.043  -1.310   0.009  1.00  0.00           H  
HETATM   15  H5  UNL     1      -2.958  -1.296  -1.421  1.00  0.00           H  
HETATM   16  H6  UNL     1      -2.035  -2.511   0.591  1.00  0.00           H  
HETATM   17  H7  UNL     1      -2.024  -0.960   1.467  1.00  0.00           H  
HETATM   18  H8  UNL     1      -0.404  -1.621  -1.061  1.00  0.00           H  
HETATM   19  H9  UNL     1       0.172  -1.675   0.632  1.00  0.00           H  
HETATM   20  H10 UNL     1      -0.461   0.816   0.825  1.00  0.00           H  
HETATM   21  H11 UNL     1      -0.859   0.772  -0.953  1.00  0.00           H  
HETATM   22  H12 UNL     1       1.464   0.221  -1.536  1.00  0.00           H  
HETATM   23  H13 UNL     1       1.230   2.327  -1.508  1.00  0.00           H  
HETATM   24  H14 UNL     1       2.025  -0.937   0.700  1.00  0.00           H  
HETATM   25  H15 UNL     1       1.961   0.687   1.494  1.00  0.00           H  
HETATM   26  H16 UNL     1       3.856  -0.252  -0.691  1.00  0.00           H  
HETATM   27  H17 UNL     1       3.731   1.458   0.008  1.00  0.00           H  
HETATM   28  H18 UNL     1       4.821   0.676   1.719  1.00  0.00           H  
CONECT    1    2   11   12   13
CONECT    2    3   14   15
CONECT    3    4   16   17
CONECT    4    5   18   19
CONECT    5    6   20   21
CONECT    6    7    8   22
CONECT    7   23
CONECT    8    9   24   25
CONECT    9   10   26   27
CONECT   10   28
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Octane-1,3-diol	HMDB

Chemical Formula

C₈H₁₈O₂

Average Molecular Weight

146.2273

Monoisotopic Molecular Weight

146.13067982

IUPAC Name

octane-1,3-diol

Traditional Name

1,3-octanediol

CAS Registry Number

120727-18-6

SMILES

CCCCCC(O)CCO

InChI Identifier

InChI=1S/C8H18O2/c1-2-3-4-5-8(10)6-7-9/h8-10H,2-7H2,1H3

InChI Key

DCTMXCOHGKSXIZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Fatty alcohols

Alternative Parents

Substituents

Fatty alcohol
Secondary alcohol
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: HMDB0029359)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029359)

Source

Exogenous

Food

Food (HMDB: HMDB0029359)

Fruit

Pome

Pomes (FooDB: FOOD00856)

Exogenous (HMDB: HMDB0029359)

Endogenous

Animal

Animal (HMDB: HMDB0029359)

Endogenous (HMDB: HMDB0029359)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0029359)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0029359)

Lipid metabolism pathway (HMDB: HMDB0029359)

Cellular process

Cell signaling (HMDB: HMDB0029359)

Biochemical process

Lipid transport (HMDB: HMDB0029359)

Role

Biological role

Energy source (HMDB: HMDB0029359)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0029359)

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
Water Solubility	23.2 g/L	ALOGPS
logP	1.56	ALOGPS
logP	1.12	ChemAxon
logS	-0.8	ALOGPS
pKa (Strongest Acidic)	15.11	ChemAxon
pKa (Strongest Basic)	-2.4	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	42.16 m³·mol⁻¹	ChemAxon
Polarizability	18.06 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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]+	134.373	31661259
DarkChem	[M-H]-	131.871	31661259
DeepCCS	[M+H]+	136.843	30932474
DeepCCS	[M-H]-	133.903	30932474
DeepCCS	[M-2H]-	170.636	30932474
DeepCCS	[M+Na]+	145.65	30932474
AllCCS	[M+H]+	136.5	32859911
AllCCS	[M+H-H2O]+	132.5	32859911
AllCCS	[M+NH4]+	140.3	32859911
AllCCS	[M+Na]+	141.4	32859911
AllCCS	[M-H]-	135.9	32859911
AllCCS	[M+Na-2H]-	138.2	32859911
AllCCS	[M+HCOO]-	140.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	3.5 minutes	32390414
Predicted by Siyang on May 30, 2022	10.0222 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	5.66 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	63.3 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1515.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	282.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	123.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	175.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	145.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	380.4 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	389.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	119.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	807.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	311.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1125.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	244.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	272.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	467.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	195.7 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	78.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(R)-1,3-Octanediol	CCCCCC(O)CCO	2128.3	Standard polar	33892256
(R)-1,3-Octanediol	CCCCCC(O)CCO	1199.0	Standard non polar	33892256
(R)-1,3-Octanediol	CCCCCC(O)CCO	1263.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(R)-1,3-Octanediol,1TMS,isomer #1	CCCCCC(CCO)O[Si](C)(C)C	1311.3	Semi standard non polar	33892256
(R)-1,3-Octanediol,1TMS,isomer #2	CCCCCC(O)CCO[Si](C)(C)C	1367.0	Semi standard non polar	33892256
(R)-1,3-Octanediol,2TMS,isomer #1	CCCCCC(CCO[Si](C)(C)C)O[Si](C)(C)C	1399.3	Semi standard non polar	33892256
(R)-1,3-Octanediol,1TBDMS,isomer #1	CCCCCC(CCO)O[Si](C)(C)C(C)(C)C	1531.2	Semi standard non polar	33892256
(R)-1,3-Octanediol,1TBDMS,isomer #2	CCCCCC(O)CCO[Si](C)(C)C(C)(C)C	1563.8	Semi standard non polar	33892256
(R)-1,3-Octanediol,2TBDMS,isomer #1	CCCCCC(CCO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	1820.7	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 - (R)-1,3-Octanediol GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-9100000000-11082d5a9007ba35c983	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (R)-1,3-Octanediol GC-MS (2 TMS) - 70eV, Positive	splash10-0g6r-7290000000-1360505bb97142677042	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (R)-1,3-Octanediol 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 - (R)-1,3-Octanediol 10V, Positive-QTOF	splash10-004j-0900000000-e67d6d46fdf38490cb7c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-1,3-Octanediol 20V, Positive-QTOF	splash10-01ta-6900000000-8054661324bdadad7589	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-1,3-Octanediol 40V, Positive-QTOF	splash10-0abc-9100000000-19716e784440ac6af8be	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-1,3-Octanediol 10V, Negative-QTOF	splash10-0002-1900000000-3dea3d70067c99428c96	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-1,3-Octanediol 20V, Negative-QTOF	splash10-0002-7900000000-1c1576f98ba96f07018e	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-1,3-Octanediol 40V, Negative-QTOF	splash10-0002-9100000000-3232e66b14efda20161d	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-1,3-Octanediol 10V, Positive-QTOF	splash10-0ab9-9200000000-b051ede8be2823c1f56e	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-1,3-Octanediol 20V, Positive-QTOF	splash10-0596-9000000000-efe11a95e377d9a7eff4	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-1,3-Octanediol 40V, Positive-QTOF	splash10-052f-9000000000-a275122ffa81f8bb9558	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-1,3-Octanediol 10V, Negative-QTOF	splash10-004i-1900000000-cdac8a58747e6314277c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-1,3-Octanediol 20V, Negative-QTOF	splash10-004l-9500000000-1d68169e15274a47e150	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-1,3-Octanediol 40V, Negative-QTOF	splash10-0a4i-9000000000-6004e41a6d8ecd867d76	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	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]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
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

FDB000424

KNApSAcK ID

Not Available

Chemspider ID

82108

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

90927

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 (R)-1,3-Octanediol (HMDB0029359)

MOL for HMDB0029359 ((R)-1,3-Octanediol)

3D MOL for HMDB0029359 ((R)-1,3-Octanediol)

3D SDF for HMDB0029359 ((R)-1,3-Octanediol)

3D-SDF for HMDB0029359 ((R)-1,3-Octanediol)

PDB for HMDB0029359 ((R)-1,3-Octanediol)

3D PDB for HMDB0029359 ((R)-1,3-Octanediol)

SMILES for HMDB0029359 ((R)-1,3-Octanediol)

INCHI for HMDB0029359 ((R)-1,3-Octanediol)

Structure for HMDB0029359 ((R)-1,3-Octanediol)

3D Structure for HMDB0029359 ((R)-1,3-Octanediol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra