Page last updated: 2024-12-05

xi-gamma-Undecalactone

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Occurs in Manufacturing Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

xi-gamma-Undecalactone, also known as peach lactone, is a naturally occurring compound with a sweet, fruity odor reminiscent of peaches. It is a colorless liquid that is used in the food and fragrance industries as a flavoring and fragrance agent. The compound is typically synthesized through various methods, including the oxidation of undecylenic acid and the lactonization of 10-hydroxyundecanoic acid. Research into xi-gamma-Undecalactone is driven by its application as a fragrance ingredient and its potential use as a flavoring agent in various food products. Studies have explored the effects of this compound on human perception, its stability in different environments, and its potential interactions with other compounds. The compound has also been investigated for its potential applications in the pharmaceutical industry.'

Cross-References

ID SourceID
PubMed CID7714
CHEMBL ID195827
CHEBI ID89362
SCHEMBL ID113498

Synonyms (104)

Synonym
HMS1786B22
1,4-undecanolide
wln: t5ovtj e7
peach lactone
.gamma.-heptylbutyrolactone
.gamma.-undecalactone
undecanoic acid, .gamma.-lactone
.gamma.-undecanolide
4-undecanolide
nsc-46118
.gamma.-undecanolactone
4-hydroxyundecanoic acid lactone
.gamma.-n-heptylbutyrolactone
nsc46118
4-hydroxyundecanoic acid, .gamma.-lactone
peach aldehyde
.gamma.-undecalatone
.gamma.-heptyl-.gamma.-butyrolactone
aldehyde c-14 peach
persicol
brn 0081943
gamma-n-heptylbutyrolactone
5-heptyldihydro-2(3h)-furanone
einecs 203-225-4
gamma-undecanolide
gamma-heptyl-gamma-butyrolactone
ai3-00751
undecan-4-olide
gamma-undecalactone (natural)
1,4-hendecanolide
ccris 1425
nsc 406421
dihydro-5-heptyl-2(3h)-furanone
gamma-undekalakton [czech]
gamma-undecanolactone
undecanoic acid, 4-hydroxy-, gamma-lactone
fema no. 3091
nsc76413
nsc-76413
nsc406421
nsc-406421
gamma-undecalactone
2(3h)-furanone, 5-heptyldihydro-
104-67-6
gamma-undecalactone, >=98%, fcc, fg
undecanoic gamma-lactone, 99%
NCGC00164025-01
5-heptyloxolan-2-one
inchi=1/c11h20o2/c1-2-3-4-5-6-7-10-8-9-11(12)13-10/h10h,2-9h2,1h3
phxatphonsxbil-uhfffaoysa-
5-heptyl-dihydro-furan-2-one
bdbm50168011
AKOS001076126
CHEMBL195827 ,
chebi:89362 ,
FT-0695781
undecanoic gamma-lactone
U0003
NCGC00164025-02
LMFA07040030
5-heptyl-dihydrofuran-2(3h)-one
NCGC00254148-01
dtxsid4034287 ,
tox21_300063
cas-104-67-6
dtxcid2014287
gamma-undekalakton
ec 203-225-4
unii-qb1t0ag2yl
qb1t0ag2yl ,
FT-0626626
aldehyde c14
gamma-undecalactone [inci]
(+/-)-.gamma.-undecalactone
gamma-undecalactone [fcc]
.gamma.-undecalactone [fhfi]
(rs)-.gamma.-undecalactone
undecanoic acid, 4-hydroxy-, .gamma.-lactone
gamma undecalactone
5-heptyldihydrofuran-2(3h)-one
SCHEMBL113498
57084-17-0
undecanoic .gamma.-lactone
undecanolide-1,4
5-heptyldihydro-2(3h)-furanone #
.gamma.-undekalakton
mfcd00005405
J-001223
undecanoic ?-lactone
gamma-undecalactone, analytical standard
xi-gamma-undecalactone
undecylene methyl lactone
undecalactone gamma
4- hydroxyundecanoic acid lactone
gamma-undecalactone, natural (us), >=98%, fg
SY011229
Q24734376
BS-14211
D70490
undecanoic gamma -lactone
EN300-05986
CS-W016994
Z90120148
HY-W016278
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Occurs in Manufacturing (5 Product(s))

Product Categories

Product CategoryProducts
Baby & Kids Products1
Beauty & Personal Care3
Household Essentials1

Products

ProductBrandCategoryCompounds Matched from IngredientsDate Retrieved
Attitude Little Leaves 2 in 1 Shampoo & Body Wash Vanilla & Pear -- 16 fl ozAttitudeBaby & Kids Productsglyceryl oleate, citric acid, citric acid, triethyl citrate, maltodextrin, sodium benzoate, gamma-undecalactone2024-11-29 10:47:42
Attitude Super Leaves Shampoo Color Protection -- 16 fl ozAttitudeBeauty & Personal Careglyceryl oleate, floral, citric acid, allyl caproate, citric acid, panthenol, maltodextrin, vitamin B5, sodium benzoate, gamma-undecalactone2024-11-29 10:47:42
Avalon Organics Shampoo Smooth Shine Apple Cider Vinegar -- 11 fl ozAvalon OrganicsBeauty & Personal Careglyceryl oleate, orange, citric acid, benzyl alcohol, camphor, citric acid, decyl glucoside, ethyl acetoacetate, glycerin, sodium sulfate, gamma-undecalactone2024-11-29 10:47:42
Avalon Organics Smooth Shine Conditioner Apple Cider Vinegar -- 11 fl ozAvalon OrganicsBeauty & Personal Careorange, arginine, camphor, cetearyl alcohol, behenyl alcohol, ethyl acetoacetate, glyceryl stearate, glycerin, sodium benzoate, gamma-undecalactone2024-11-29 10:47:42
Seventh Generation Dish Liquid Soap Rejuvenate - Yuzu Basil with Phytogaia -- 19 fl ozSeventh GenerationHousehold Essentialsmethylisothiazolinone, orange, citric acid, citral, citric acid, citronellol, decyl glucoside, lauramine oxide, eucalyptol, glycerin, linalool, raspberry ketone, sodium lauryl sulfate, gamma-undecalactone2024-11-29 10:47:42

Drug Classes (1)

ClassDescription
lactoneAny cyclic carboxylic ester containing a 1-oxacycloalkan-2-one structure, or an analogue having unsaturation or heteroatoms replacing one or more carbon atoms of the ring.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (7)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
RAR-related orphan receptor gammaMus musculus (house mouse)Potency51.48290.006038.004119,952.5996AID1159521; AID1159523
nuclear receptor subfamily 1, group I, member 3Homo sapiens (human)Potency35.29150.001022.650876.6163AID1224838; AID1224893
retinoic acid nuclear receptor alpha variant 1Homo sapiens (human)Potency39.49910.003041.611522,387.1992AID1159552; AID1159555
estrogen-related nuclear receptor alphaHomo sapiens (human)Potency40.52890.001530.607315,848.9004AID1224841; AID1224842; AID1224848; AID1224849; AID1259401; AID1259403
estrogen nuclear receptor alphaHomo sapiens (human)Potency40.44470.000229.305416,493.5996AID743075; AID743080
nuclear factor erythroid 2-related factor 2 isoform 1Homo sapiens (human)Potency12.19720.000627.21521,122.0200AID720636
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Cytochrome P450 1A2Homo sapiens (human)IC50 (µMol)45.00000.00011.774010.0000AID241334
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (24)

Processvia Protein(s)Taxonomy
steroid catabolic processCytochrome P450 1A2Homo sapiens (human)
porphyrin-containing compound metabolic processCytochrome P450 1A2Homo sapiens (human)
xenobiotic metabolic processCytochrome P450 1A2Homo sapiens (human)
cholesterol metabolic processCytochrome P450 1A2Homo sapiens (human)
estrogen metabolic processCytochrome P450 1A2Homo sapiens (human)
toxin biosynthetic processCytochrome P450 1A2Homo sapiens (human)
post-embryonic developmentCytochrome P450 1A2Homo sapiens (human)
alkaloid metabolic processCytochrome P450 1A2Homo sapiens (human)
regulation of gene expressionCytochrome P450 1A2Homo sapiens (human)
monoterpenoid metabolic processCytochrome P450 1A2Homo sapiens (human)
dibenzo-p-dioxin metabolic processCytochrome P450 1A2Homo sapiens (human)
epoxygenase P450 pathwayCytochrome P450 1A2Homo sapiens (human)
lung developmentCytochrome P450 1A2Homo sapiens (human)
methylationCytochrome P450 1A2Homo sapiens (human)
monocarboxylic acid metabolic processCytochrome P450 1A2Homo sapiens (human)
xenobiotic catabolic processCytochrome P450 1A2Homo sapiens (human)
retinol metabolic processCytochrome P450 1A2Homo sapiens (human)
long-chain fatty acid biosynthetic processCytochrome P450 1A2Homo sapiens (human)
cellular respirationCytochrome P450 1A2Homo sapiens (human)
aflatoxin metabolic processCytochrome P450 1A2Homo sapiens (human)
hydrogen peroxide biosynthetic processCytochrome P450 1A2Homo sapiens (human)
oxidative demethylationCytochrome P450 1A2Homo sapiens (human)
cellular response to cadmium ionCytochrome P450 1A2Homo sapiens (human)
omega-hydroxylase P450 pathwayCytochrome P450 1A2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (14)

Processvia Protein(s)Taxonomy
monooxygenase activityCytochrome P450 1A2Homo sapiens (human)
iron ion bindingCytochrome P450 1A2Homo sapiens (human)
protein bindingCytochrome P450 1A2Homo sapiens (human)
electron transfer activityCytochrome P450 1A2Homo sapiens (human)
oxidoreductase activityCytochrome P450 1A2Homo sapiens (human)
oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen, reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygenCytochrome P450 1A2Homo sapiens (human)
enzyme bindingCytochrome P450 1A2Homo sapiens (human)
heme bindingCytochrome P450 1A2Homo sapiens (human)
demethylase activityCytochrome P450 1A2Homo sapiens (human)
caffeine oxidase activityCytochrome P450 1A2Homo sapiens (human)
aromatase activityCytochrome P450 1A2Homo sapiens (human)
estrogen 16-alpha-hydroxylase activityCytochrome P450 1A2Homo sapiens (human)
estrogen 2-hydroxylase activityCytochrome P450 1A2Homo sapiens (human)
hydroperoxy icosatetraenoate dehydratase activityCytochrome P450 1A2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (2)

Processvia Protein(s)Taxonomy
endoplasmic reticulum membraneCytochrome P450 1A2Homo sapiens (human)
intracellular membrane-bounded organelleCytochrome P450 1A2Homo sapiens (human)
intracellular membrane-bounded organelleCytochrome P450 1A2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (7)

Assay IDTitleYearJournalArticle
AID1347083qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: Viability assay - alamar blue signal for LASV Primary Screen2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347086qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lymphocytic Choriomeningitis Arenaviruses (LCMV): LCMV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347082qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: LASV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID588519A screen for compounds that inhibit viral RNA polymerase binding and polymerization activities2011Antiviral research, Sep, Volume: 91, Issue:3
High-throughput screening identification of poliovirus RNA-dependent RNA polymerase inhibitors.
AID540299A screen for compounds that inhibit the MenB enzyme of Mycobacterium tuberculosis2010Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21
Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.
AID1659751Agonist activity at TRPA1 (unknown origin) at 1000 uM relative to AITC2020Bioorganic & medicinal chemistry letters, 06-01, Volume: 30, Issue:11
Identification of a new class of non-electrophilic TRPA1 agonists by a structure-based virtual screening approach.
AID241334Inhibitory concentration against recombinant human cytochrome P450 1A22005Journal of medicinal chemistry, Jun-02, Volume: 48, Issue:11
Predictive three-dimensional quantitative structure-activity relationship of cytochrome P450 1A2 inhibitors.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's1 (20.00)29.6817
2010's2 (40.00)24.3611
2020's2 (40.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.84

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.84 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.63 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.84)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other5 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]