4-Dodecyl-gamma-butyrolactone (CED0133825)

Record Information

Version

1.0

Creation Date

2016-05-25 22:09:58 UTC

Update Date

2026-08-19 17:41:55 UTC

SynCED ID

CED0133825

Secondary Accession Numbers

CHEM025139

Identification

Common Name

4-Dodecyl-gamma-butyrolactone

Class

Small Molecule

Description

4-Dodecyl-gamma-butyrolactone (C16H30O2) is an organic compound with an average molecular weight of 254.41 g/mol. 4-Dodecyl-gamma-butyrolactone belongs to the gamma butyrolactones, a subclass of lactones within the organic compounds. This organoheterocyclic compound serves as an industrial nutrient and flavouring agent. The compound has been identified in two recorded sources: antennas within electrical and electronic equipment, and indoor air, dust, and atmospheric transport. The recorded route of exposure for this substance is inhalation.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2(3H)-Furanone, 5-dodecyldihydro- (9ci)	HMDB
4-Dodecyl-g-butyrolactone	HMDB, Generator
4-Hexadecanolide	HMDB
g-Palmitolactone	HMDB
gamma-Hydroxypalmitic acid lactone	HMDB
gamma-Palmitolactone	HMDB
Hexadeca-1,4-lactone	HMDB
Hexadecanoic acid, 4-hydroxy-, gamma-lactone (8ci)	HMDB
Hexadecanoic acid, 4-hydroxy-, laquo gammaraquo -lactone	HMDB
laquo gammaraquo -Hexadecalactone	HMDB
laquo gammaraquo -Palmitolactone	HMDB
palmito-laquo gammaraquo -Lactone	HMDB
4-Dodecyl-γ-butyrolactone	Generator

Chemical Formula

C₁₆H₃₀O₂

Average Molecular Mass

254.408 g/mol

Monoisotopic Mass

254.225 g/mol

CAS Registry Number

730-46-1

IUPAC Name

5-dodecyloxolan-2-one

Traditional Name

5-dodecyloxolan-2-one

SMILES

CCCCCCCCCCCCC1CCC(=O)O1

InChI Identifier

InChI=1S/C16H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-15-13-14-16(17)18-15/h15H,2-14H2,1H3

InChI Key

SRIFJCOBFTWCTM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Gamma butyrolactones

Direct Parent

Gamma butyrolactones

Alternative Parents

Substituents

Gamma butyrolactone
Tetrahydrofuran
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.00023 g/L	ALOGPS
logP	6.39	ALOGPS
logP	5.53	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	75.26 m³·mol⁻¹	ChemAxon
Polarizability	33.09 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0k9i-8910000000-3c21332ea8ea51a25c21	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-0390000000-7fb9c923436a25a22efa	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4l-5950000000-e1b4fe6cc94a9c4f69d1	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-052f-9400000000-3bd10b0036b41f1889f2	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0090000000-76fb870560cc2dd16948	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0zfr-1090000000-909dbc1f4cef1603729c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-9110000000-017c3ba4f8a1de41985a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-2190000000-d0ef795ba813ddfad27f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-9460000000-6cc385bc991146845743	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-052f-9000000000-b342e1c7746576dc8b33	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0090000000-ba595d75ac5ffd8e39a1	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-2090000000-2259934bac86dd306537	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0pbc-9430000000-e796473e04cb0e6bb6be	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
5096.0 Log mg/kg [2900:9100]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Health Effects

Health Effect	Relationship	Direction	Description	Reference

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000019	Indoor air?Indoor air can be a significant reservoir for synthetic chemical contaminants, which often originate from various sources within enclosed environments.	Air, dust & atmospheric transport	Not Available
CEDs000506	Antennas?Antennas, commonly used in communication technologies, can be a source of synthetic chemical contamination through the materials and coatings used in their construction.	Electrical & Electronic Equipment	PubChem
CEDs000561	Perfumes Within Detergents And Soaps?Perfumes within detergents and soaps are synthetic fragrance compounds added to enhance the sensory experience of cleaning products.	Household cleaning & consumer products	PubChem
CEDs000580	Manufacture Preparation Of Tobacco Products?The manufacture and preparation of tobacco products involve various processes that can result in the introduction of synthetic chemicals into the environment.	Industrial manufacturing & chemical processing	PubChem
CEDs000611	Anti Perspirants Or Body Deoderants?Antiperspirants and body deodorants commonly contain synthetic chemicals such as aluminum compounds, parabens, and synthetic fragrances.	Personal care & cosmetics	PubChem
CEDs000614	Essential Oils Or Perfumes?Essential oils and perfumes are complex mixtures of volatile compounds derived from natural or synthetic sources, commonly used for their aromatic properties.	Personal care & cosmetics	PubChem

Pathways

0 pathwaysPathway Source: PathBank

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Transcriptional activator protein LasR	P25084	Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG 12228)	Predicted (SEA)	Prediction Confidence Score 0.305 Applicability Domain 0.326 Statistical Significance 2.60e-04 Supporting Reference Compounds 12 E-value 2.02408
Click to view 3D structure	Potassium channel subfamily K member 2	Q920B6	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.302 Applicability Domain 0.302 Statistical Significance 2.00e-04 Supporting Reference Compounds 1 E-value 1.55698
Click to view 3D structure	NADH dehydrogenase [ubiquinone] 1 alpha subcomplex subunit 11	Q8HXG6	Bos taurus	Predicted (SEA)	Prediction Confidence Score 0.281 Applicability Domain 0.281 Low confidence Statistical Significance 1.10e-04 Supporting Reference Compounds 1 E-value 0.856341
Click to view 3D structure	Nuclear receptor subfamily 4 group A member 2	Q07917	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.276 Applicability Domain 0.281 Low confidence Statistical Significance 4.60e-04 Supporting Reference Compounds 3 E-value 3.58106
Click to view 3D structure	Carnitine palmitoyltransferase 1A	Q9MYX2	Sus scrofa	Predicted (SEA)	Prediction Confidence Score 0.275 Applicability Domain 0.3 Statistical Significance 3.70e-04 Supporting Reference Compounds 2 E-value 2.88042
Click to view 3D structure	Autotaxin	Q13822	Humans	Predicted (SEA)	Prediction Confidence Score 0.269 Applicability Domain 0.276 Low confidence Statistical Significance 0.0034 Supporting Reference Compounds 40 E-value 26.313
Click to view 3D structure	Tyrosine-protein phosphatase non-receptor type 1	P18031	Humans	Predicted (SEA)	Prediction Confidence Score 0.265 Applicability Domain 0.298 Low confidence Statistical Significance 0.0329 Supporting Reference Compounds 197 E-value 256.513
Click to view 3D structure	Lysophosphatidic acid receptor 3	Q8K5E0	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.264 Applicability Domain 0.276 Low confidence Statistical Significance 2.80e-04 Supporting Reference Compounds 4 E-value 2.17978
Click to view 3D structure	PhzR	Q9RMS5	Pseudomonas aeruginosa	Predicted (SEA)	Prediction Confidence Score 0.263 Applicability Domain 0.306 Statistical Significance 3.20e-04 Supporting Reference Compounds 5 E-value 2.49118
Click to view 3D structure	D(3) dopamine receptor	P35462	Humans	Predicted (SEA)	Prediction Confidence Score 0.261 Applicability Domain 0.321 Statistical Significance 0.188 Supporting Reference Compounds 861 E-value 1463.72
Click to view 3D structure	3-oxoacyl-[acyl-carrier-protein] synthase 1	P9WQD9	Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv)	Predicted (SEA)	Prediction Confidence Score 0.261 Applicability Domain 0.261 Low confidence Statistical Significance 0.0012 Supporting Reference Compounds 1 E-value 9.49761
Click to view 3D structure	Cannabinoid receptor 1	P21554	Humans	Predicted (SEA)	Prediction Confidence Score 0.26 Applicability Domain 0.274 Low confidence Statistical Significance 0.064 Supporting Reference Compounds 200 E-value 498.235
Click to view 3D structure	Diacylglycerol lipase-alpha	Q9Y4D2	Humans	Predicted (SEA)	Prediction Confidence Score 0.259 Applicability Domain 0.274 Low confidence Statistical Significance 0.0091 Supporting Reference Compounds 35 E-value 70.7649
Click to view 3D structure	M-phase inducer phosphatase 2	P30306	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.259 Applicability Domain 0.298 Low confidence Statistical Significance 7.60e-04 Supporting Reference Compounds 4 E-value 5.91654
Click to view 3D structure	Prostaglandin E2 receptor EP2 subtype	P43116	Humans	Predicted (SEA)	Prediction Confidence Score 0.258 Applicability Domain 0.293 Low confidence Statistical Significance 0.0181 Supporting Reference Compounds 95 E-value 140.596
Click to view 3D structure	CAI-1 autoinducer sensor kinase/phosphatase CqsS	Q9KM66	Vibrio cholerae serotype O1 (strain ATCC 39315 / El Tor Inaba N16961)	Predicted (SEA)	Prediction Confidence Score 0.256 Applicability Domain 0.256 Low confidence Statistical Significance 0.0015 Supporting Reference Compounds 1 E-value 11.9109
Click to view 3D structure	M-phase inducer phosphatase 2	P30305	Humans	Predicted (SEA)	Prediction Confidence Score 0.256 Applicability Domain 0.273 Low confidence Statistical Significance 0.0048 Supporting Reference Compounds 50 E-value 37.0562
Click to view 3D structure	Fatty-acid amide hydrolase 1	P97612	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.255 Applicability Domain 0.274 Low confidence Statistical Significance 0.0412 Supporting Reference Compounds 102 E-value 320.817
Click to view 3D structure	Interleukin-6 receptor subunit beta	P40189	Humans	Predicted (SEA)	Prediction Confidence Score 0.254 Applicability Domain 0.263 Low confidence Statistical Significance 2.90e-04 Supporting Reference Compounds 2 E-value 2.25763
Click to view 3D structure	Calpain-2 catalytic subunit	P43367	Sus scrofa	Predicted (SEA)	Prediction Confidence Score 0.252 Applicability Domain 0.267 Low confidence Statistical Significance 0.0204 Supporting Reference Compounds 63 E-value 159.202
Click to view 3D structure	D(2) dopamine receptor	P14416	Humans	Predicted (SEA)	Prediction Confidence Score 0.252 Applicability Domain 0.321 Statistical Significance 0.2836 Supporting Reference Compounds 1103 E-value 2208.12
Click to view 3D structure	G-protein coupled receptor 84	Q9NQS5	Humans	Predicted (SEA)	Prediction Confidence Score 0.252 Applicability Domain 0.257 Low confidence Statistical Significance 0.0027 Supporting Reference Compounds 15 E-value 20.8636
Click to view 3D structure	D(4) dopamine receptor	P21917	Humans	Predicted (SEA)	Prediction Confidence Score 0.251 Applicability Domain 0.321 Statistical Significance 0.1971 Supporting Reference Compounds 524 E-value 1534.33
Click to view 3D structure	Protein kinase C alpha type	P17252	Humans	Predicted (SEA)	Prediction Confidence Score 0.25 Applicability Domain 0.354 Statistical Significance 0.0942 Supporting Reference Compounds 258 E-value 733.106
Click to view 3D structure	Prostaglandin E2 receptor EP3 subtype	P43115	Humans	Predicted (SEA)	Prediction Confidence Score 0.25 Applicability Domain 0.293 Low confidence Statistical Significance 0.0351 Supporting Reference Compounds 102 E-value 273.017