Basic information
- CAS
2463-53-8- Standard SMILES
CCCCCCC=CC=O- InChIKey
BSAIUMLZVGUGKX-UHFFFAOYSA-N- Molecular formula
- C9H16O
- Average molar mass
- 140.22 g/mol
- Monoisotopic mass
- 140.12011513
Overview
non-2-enal has been reported in Fuscopostia leucomallella, Gossypium hirsutum, and other organisms with data available.
Names & identifiers
- Preferred name
- Non-2-enal
- IUPAC
- non-2-enal
- English name
- 2-Nonenal
- Molecular formula
- C9H16O
- Molecular weight
- 140.22
Names & synonyms
Non-2-enalCHEBI:61726RefChem:854435Nonenal30551-15-6.beta.-Hexylacrolein.alpha.-Nonenyl aldehyden-non-2-enal(Z)-2-nonen-1-alEpitope ID:143640SCHEMBL102464SCHEMBL1834413
Show more names
2-TRANS-NONENALNsc207462-nonenalFEMA 3213T2 NONENAL2-NONEN-1-ALβ-Hexylacrolein(2Z)-NON-2-ENALα-Nonenyl aldehyde
SCHEMBL1834414SCHEMBL2163660SCHEMBL27925174SCHEMBL27925175DB-044673NS00093618Q27131346trans-2-Nonenal (contains trans-2-Nonenal diethyl acetal) (ca. 10% in Ethanol, ca. 0.57 mol/L)
Database identifiers
- CAS
2463-53-8、30551-15-6- PubChem CID
- 17166
- DTXSID
DTXSID3047219- EC Number
- 219-562-5
Properties
Computed structural properties
- XLogP
- 3.1
- Topological polar surface area
- 17.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 6
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 94.9
Experimental & physicochemical properties
Density0.855-0.865
Flavoring AgentsEU Flavoring substances
Solubility
Soluble in most fixed oils; Insoluble in water
Soluble (in ethanol)
Boiling Point88-90 °C (12 mm Hg)
Refractive Index1.454-1.460
Physical DescriptionWhite to slightly yellow liquid; Powerful, penetrating fatty, violet aroma
Physicochemical properties
- Melting point
- -28 °C · -28°C (estimate)
- Boiling point
- 88 · 88-90 °C12 mm Hg(lit.)
- Density
- 0.846 g/mL · 0.846 g/mL at 25 °C(lit.)
- vapor density
- 1 · >1 (vs air)
- refractive index
- 20 · n20/D 1.453(lit.)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)
Aggregated GHS information provided per 1550 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationRegulation (EC) No 1831/2003 (amended)
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Toxicology
TreatmentKidney dialysis is usually needed to relieve the symptoms of uremic syndrome until normal kidney function can be restored.
Health EffectsChronic exposure to uremic toxins can lead to a number of conditions including renal damage, chronic kidney disease and cardiovascular disease.
Exposure RoutesEndogenous, Ingestion, Dermal (contact)
Toxicity Summary
Uremic toxins such as 2-Nonenall are actively transported into the kidneys via organic ion transporters (especially OAT3). Increased levels of uremic toxins can stimulate the production of reactive oxygen species. This seems to be mediated by the direct binding or inhibition by uremic toxins of the enzyme NADPH oxidase (especially NOX4 which is abundant in the kidneys and heart) (A7868). Reactive oxygen species can induce several different DNA methyltransferases (DNMTs) which are involved in the silencing of a protein known as KLOTHO. KLOTHO has been identified as having important roles in anti-aging, mineral metabolism, and vitamin D metabolism. A number of studies have indicated that KLOTHO mRNA and protein levels are reduced during acute or chronic kidney diseases in response to high local levels of reactive oxygen species (A7869).
Chemistry & industry
Pharmacology
Metabolism/MetabolitesUremic toxins tend to accumulate in the blood either through dietary excess or through poor filtration by the kidneys. Most uremic toxins are metabolic waste products and are normally excreted in the urine or feces.
Uses & manufacturing
UsesNaturally produced by the body (endogenous).
Use ClassificationFlavoring Agents -> JECFA Flavorings Index
Applications
Description2-Nonenal has a very powerful, penetrating fatty odor in concentrated form. It is orris-like, waxy, and quite pleasant on dilution. The odor is reminiscent of dried orange peels. Prepared by oxidation of 9,10,12-trihydroxy stearic acid (Criegee reaction).
OccurrenceReported found in orris oil, melon, peach, asparagus, carrot, peas, tomato, wheat and crisp breads, Russian cheeses, caviar, butter, fish oil, cooked beef, mutton, pork, and their fats, hop oil, cognac, roasted filberts and peanuts, soybean, beans, sesame seed, mango, rice, beer, and potato chips
UsesThe concentration in a perfume oil may be of the order of magnitude of 0.01 to 0.03%. An addition of 0.02% of 2-Nonenal to a normal grade of "gamma" -Methylionone will produce a distinctly ("orrisy") perceptible effect, desirable and attractive in the opinion of many perfumers.
Preparation methods
PreparationBy oxidation of 9,10,12-trihydroxystearic acid (Criegee reaction)
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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