6,10,14-Trimethylpentadecan-2-one

6,10,14-Trimethylpentadecan-2-one
Compound Structure:
Synonyms: 6,10,14-trimethylpentadecan-2-one
Compound ID: NMPC-456
PubChem ID:

10408

Molecular Formula: C18H36O
Canonical SMILES: CC(C)CCCC(C)CCCC(C)CCCC(=O)C
InChIKey: WHWDWIHXSPCOKZ-UHFFFAOYSA-N
About the compound:

Hexahydrofarnesyl acetone, a sesquiterpene with the molecular formula C18H36O and a weight of 268.48, is derived from the plant Launaea mucronata. It plays a significant role in the composition of some essential oils and is recognized for its antibacterial, anti-nociceptive, and anti-inflammatory properties[1,2]. This compound demonstrates high solubility in DMSO at 100 mg/mL, making it suitable for use in various biological research and assays[1,2]. The compound is also noted for its allelopathic, antimicrobial, antioxidant, and insecticidal activities, with its allelopathic effects warranting further investigation[3]. Found as a primary ingredient in the essential oils of various plants, including Sagittaria trifolia, Limonium bonduellei, and Hildegardia barteri, the presence of hexahydrofarnesyl acetone significantly impacts the essential oils' biological efficacy [3].

References 

1. ChemSpider. "Hexahydrofarnesyl acetone | C18H36O." Accessed on ChemSpider. Available at: www.chemspider.com.

2. GLPBio. "Hexahydrofarnesyl Acetone | Cas# 502-69-2." GLPBio. Available at: www.glpbio.com.

3. El-Shazly, A., et al. "Habitat Affects the Chemical Profile, Allelopathy, and Antioxidant Properties of Essential Oils and Phenolic Enriched Extracts of the Invasive Plant Heliotropium Curassavicum." Plants. MDPI. Available at: https://www.mdpi.com/2223-7747/8/11/482

GHS Hazard Statements

H400 (69.84%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]

H410 (69.84%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]

H413 (30.16%): May cause long lasting harmful effects to aquatic life [Hazardous to the aquatic environment, long-term hazard]


Properties:

Chemical and Physical Properties

Property Name

Property Value

Molecular Weight

268.5 g/mol

XLogP3-AA

6.9

Hydrogen Bond Donor Count

0

Hydrogen Bond Acceptor Count

1

Rotatable Bond Count

12

Exact Mass

268.276615768 g/mol

Monoisotopic Mass

268.276615768 g/mol

Topological Polar Surface Area

17.1Ų

Heavy Atom Count

19

Formal Charge

0

Complexity

220

Isotope Atom Count

0

Defined Atom Stereocenter Count

0

Undefined Atom Stereocenter Count

2

Defined Bond Stereocenter Count

0

Undefined Bond Stereocenter Count

0

Covalently-Bonded Unit Count

1

Compound Is Canonicalized

Yes

Physical Description

Liquid; [IUCLID]

Source: PubChem

Source Species: Aspilia africana
Crateva adansonii
Ficus exasperata
Funtumia africana
Gongronema latifolium
Phaseolus vulgaris
Phyllanthus muellerianus
Senecio biafrae
Acalypha segetalis
Vernonia blumeoides
Mucuna pruriens
Pentaclethra macrophylla
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