Oct-2-enal
Basic information
- CAS
2363-89-5- Standard SMILES
CCCCCC=CC=O- InChIKey
LVBXEMGDVWVTGY-UHFFFAOYSA-N- Molecular formula
- C8H14O
- Average molar mass
- 126.2 g/mol
- Monoisotopic mass
- 126.10446507
Overview
oct-2-enal has been reported in Pternistria bispina, Gossypium hirsutum, and other organisms with data available.
Names & identifiers
- Preferred name
- Oct-2-enal
- IUPAC
- oct-2-enal
- English name
- oct-2-enal
- Molecular formula
- C8H14O
- Molecular weight
- 126.2
Names & synonyms
oct-2-enalCHEBI:61725oct-2-en-1-alRefChem:855400219-115-42-OCTENAL2363-89-5OCTENAL2-(E)-octenaloct-(e)-2-enalOct-2(E)-enalDTXSID0062349
Show more names
2-Octen-1-al
n-Oct-2-enal(Z)-2-octen-1-alTrans-2-OCTEN-L-ALEpitope ID:143639SCHEMBL310029SCHEMBL1535636AKOS025243624DB-120366
Database identifiers
- CAS
2363-89-5、2548-87-0- PubChem CID
- 16900
- DTXSID
DTXSID0062349- EC Number
- 219-115-4
Properties
Computed structural properties
- XLogP
- 2.6
- Topological polar surface area
- 17.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 5
- Heavy atoms
- 9
- Formal charge
- 0
- Complexity
- 84.6
Experimental & physicochemical properties
FragrancesFragrance Ingredient (2-Octenal) -> IFRA transparency List
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density0.835-0.845
Flavoring AgentsEU Flavoring substances
Solubility
Slightly soluble in water; Soluble in most fixed oils
Soluble (in ethanol)
Boiling Point
84.00 to 86.00 °C. @ 19.00 mm Hg
84-86 °C (19 mm Hg)
Refractive Index1.449-1.455
Physical DescriptionColourless to slightly yellow liquid; Fatty, green aroma
Physicochemical properties
- Boiling point
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
This chemical does not meet GHS hazard criteria for 16.8% (259 of 1545) of reports.
Warning
H315 (83.2%): 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 1545 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: 2-Octenal
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
2-Octenal: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - 2-Octenal: Environment tier I assessment
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-Octenal 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.
Cellular LocationsMembrane
Uses & manufacturing
UsesNaturally produced by the body (endogenous).
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
General Manufacturing Information2-Octenal: ACTIVE
Applications
Description2-Octenal has a peculiar green-leafy odor which is less fatty than octanal with an orange, honey-like, cognac-like aroma. 2-Octenal may be prepared by prolonged heating of a solution of heptanal and formaldehyde in the presence of dimethylamino hydrochloride; by boiling 4,5-diketo-3-pentyltetrahydrofuran under a nitrogen blanket.
OccurrenceReported found in potato chips, orange juice, cranberry, strawberry, asparagus, cabbage, peas, tomato, wheat and crisp bread, Russian cheeses, caviar, butter, yogurt, fish, beef and lamb fat, cured pork, roasted filberts and peanuts, peanut butter, soybean, mushroom, walnut, rice, corn tortillas, malt and sweet grass oil.
UsesGB 2760-1996 specifies oct-2-enal as a permitted edible flavoring. It is mainly used to formulate flavorings such as chicken and cucumber.
Preparation methods
Related reactions
2 records
Compound notes
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