MiMeDB: Showing metabocard for Hexanediol (MMDBc0033651)

Pharmaceutical

Xenobiotic

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:57:29 UTC

Update Date

2025-10-07 16:04:17 UTC

Metabolite ID

MMDBc0033651

Metabolite Identification

Common Name

Hexanediol

Description

Hexanediol is a diol compound belonging to the class of aliphatic alcohols. Its chemical structure features a six-carbon chain with hydroxyl groups at both ends, specifically in the 1 and 6 positions, which contributes to its unique properties and reactivity. In biochemical contexts, hexanediol has been shown to influence the formation of dynamic and reversible condensates, as evidenced by its sensitivity in various cellular processes (PMID:41037909 ). It serves as a solvent and diluent in hybrid electrolytes, enhancing ion conductivity in electrochemical systems (PMID:40938082 ). Moreover, hexanediol is involved in single molecule tracking studies, where it aids in the formation of high-viscosity states that promote condensate formation during molecular activation (PMID:40894578 ). Additionally, it plays a role in the formation of DNA-dependent condensates in the context of DNA repair mechanisms (PMID:40894057 ). Hexanediol is also utilized in the development of gel polymer electrolytes, showcasing its versatility in material science applications (PMID:40884881 ). Furthermore, it has been identified as a skin sensitizer in certain medical devices, highlighting its relevance in both chemistry and biology (PMID:40842254 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1,6-Dihydroxyhexane	ChEBI
1,6-Hexanediol	ChEBI
6-Hydroxy-1-hexanol	ChEBI
alpha,Omega-hexanediol	ChEBI
Hexamethylene glycol	ChEBI
Hexamethylenediol	ChEBI
a,Omega-hexanediol	Generator
Α,omega-hexanediol	Generator
Hexamethyleneglycol	MeSH

Molecular Formula

C₆H₁₄O₂

Average Mass

118.1742

Monoisotopic Mass

118.099379692

IUPAC Name

hexane-1,6-diol

Traditional Name

1,6-hexanediol

CAS Registry Number

Not Available

SMILES

OCCCCCCO

InChI Identifier

InChI=1S/C6H14O2/c7-5-3-1-2-4-6-8/h7-8H,1-6H2

InChI Key

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

primary alcohol (CHEBI:43078 )
diol (CHEBI:43078 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	84.4 g/L	ALOGPS
logP	0.59	ALOGPS
logP	0.26	ChemAxon
logS	-0.15	ALOGPS
pKa (Strongest Acidic)	16.84	ChemAxon
pKa (Strongest Basic)	-1.7	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	5	ChemAxon
Refractivity	33.27 m³·mol⁻¹	ChemAxon
Polarizability	14.25 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-05mo-9000000000-8a0b0be0f4cae16c83b3	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-000x-9000000000-2e6663efe3969a9014d8	2017-09-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-05ql-9100000000-9ca31662eb16c4ce813d	2016-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0gb9-2900000000-ec193d11914ff2201c59	2016-08-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0uyi-6900000000-9bbdce5bbc43fd41a6f3	2016-08-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0aou-9000000000-5b66fe9c5138cdb13d51	2016-08-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-3900000000-63d17623023e93388b23	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-9800000000-06a465cc81e321928222	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00ke-9000000000-f7c6776412bcd8051fc2	2016-08-03	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 90 MHz, CDCl₃, experimental)		2016-09-19	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)		2016-09-19	View Spectrum

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-24	267.5
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-24	117.7
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (void)	2025-10-24	199.6
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	292.7
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	255.8
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (void)	2025-10-24	283.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (void)	2025-10-24	1129.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	279.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	362.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	221.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	280.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	173.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	91.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	184.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	597.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-24	94.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-24	232.7
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	896.5
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	674.2

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Hexanediol_TMS_1	C[Si](C)(C)OCCCCCCO	standard non polar	2025-10-24	1885.1
Gas Chromatography	Hexanediol_TMS_2	C[Si](C)(C)OCCCCCCO[Si](C)(C)C	standard non polar	2025-10-24	1856.97
Gas Chromatography	Hexanediol_TMS_1	C[Si](C)(C)OCCCCCCO	standard polar	2025-10-24	1978.27
Gas Chromatography	Hexanediol_TMS_2	C[Si](C)(C)OCCCCCCO[Si](C)(C)C	standard polar	2025-10-24	2334.24

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Other Exposures

Source Type	Data Source	Reference
Drugs - Antimicrobial	U.S. Environmental Protection Agency	CompTox
Cosmetics	U.S. Environmental Protection Agency	CompTox
Domestics	U.S. Environmental Protection Agency	CompTox
Domestics	U.S. Environmental Protection Agency	CompTox
Cosmetics	U.S. Environmental Protection Agency	CompTox

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0164618

DrugBank ID

DB02210

Phenol Explorer Compound ID

Not Available

FooDB 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

1,6-Hexanediol

METLIN ID

Not Available

PubChem Compound

12374

PDB ID

Not Available

ChEBI ID

43078

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Ramirez-Gaona M, Marcu A, Pon A, Guo AC, Sajed T, Wishart NA, Karu N, Djoumbou Feunang Y, Arndt D, Wishart DS: YMDB 2.0: a significantly expanded version of the yeast metabolome database. Nucleic Acids Res. 2017 Jan 4;45(D1):D440-D445. doi: 10.1093/nar/gkw1058. Epub 2016 Nov 28. [PubMed:27899612 ]

Showing metabocard for Hexanediol (MMDBc0033651)

MOL for #<Metabolite:0x00007f2e1cdba2f8>

3D MOL for #<Metabolite:0x00007f2e1cdba2f8>

3D SDF for #<Metabolite:0x00007f2e1cdba2f8>

3D-SDF for #<Metabolite:0x00007f2e1cdba2f8>

PDB for #<Metabolite:0x00007f2e1cdba2f8>

3D PDB for #<Metabolite:0x00007f2e1cdba2f8>

SMILES for #<Metabolite:0x00007f2e1cdba2f8>

INCHI for #<Metabolite:0x00007f2e1cdba2f8>

Structure for #<Metabolite:0x00007f2e1cdba2f8>

3D Structure for #<Metabolite:0x00007f2e1cdba2f8>