Nerolidol

CAS: 7212-44-4
FEMA No: 2772

Nerolidol Molecule

Nerolidol is a sesquiterpene and that smells similar to fresh bark. There are two isomers present in nature, cis and trans. The terpene has been eluted to be a toxin against harmful protozoa like malaria and leishmaniasis. Furthermore, nerolidol is effect in delivering drugs through the skin.

ATTRIBUTES

Sources

Neroli, Ginger, Jasmine, Lavender, Tea Tree, Lemon Grass

Aroma

Citrus, Floral, Waxy, Woody

Flavor Profile

Fir, Linoleum, Pine

Benefit

Antiprotozoan, Topical Drug Enhancer

Research

Topical Drug Enhancer

Nerolidol has been shown to help the passive skin penetration enhancement, helping a model hydrophobic permeant increase its absorption into skin by 20 fold. There were also significantly longer durations of action and did not wash off easily.

Cornwell PA, Barry BW (1994). Sesquiterpene components of
volatile oils as skin penetration enhancers for the hydrophilic
permeant 5-fluorouracil. J Pharm Pharmacol 46: 261–269.

Antiprotozoan

The research on nerolidol has concluded it to be a potent malaria drug. 100 microg/mL of nerolidol caused 100% of growth inhibition of young trophozoite to schizont stage after 48 hours of exposure. Nerolidol had an inhibitory effect on the biosynthesis of the isoprenic and dolichol side chains of the benzoquinon ring of ubiquinones in the organism. Thus the expression of p21 ras protein was significantly decreased.

Lopes NP, Kato MJ, Andrade EH, Maia JG, Yoshida M, Planchart AR
et al. (1999). Antimalarial use of volatile oil from leaves of Virola
surinamensis (Rol.) Warb. by Waiapi Amazon Indians.
J Ethnopharmacol 67: 313–319.

Nerolidol has been proven to be effective with Leishmaniasis as well. 57-85 uM was proven to be effective as a 50% growth inhibitory concentration in a broad range of Leishmania species.100uM resulted in 95% reduction in infection rates of macrophages. The compound inhibits the mevalonate pathway. The compound inhibits isoprenoid synthesis by reducing the incorporation of mevalonic acid or acetic acid precursors into dolichol, ergosterol, and ubiquinone. This compound’s effect can be attributed to the blockage of an early step in the mevalonate pathway.

Arruda DC, D’Alexandri FL, Katzin AM, Uliana SR (2005).
Antileishmanial activity of the terpene nerolidol. Antimicrob
Agents Chemother 49: 1679–1687.

synergy

Synergistic effects with…

Cannabinoids

THC, CBN - sedative

Other Terpenes

Myrcene - sedative

SCIENCE

Sesquiterpene

  • Formula: C15H26O
  • Molecular Mass: 222.36 g/mol
  • Relative Density: 0.875 g/mL
  • Water Solubility: 0.0141 g/L at 20 C
  • Auto-ignition Temp: 255 C
  • Melting Point: -75 C
  • Boiling Point: 275 C
  • Flash Point: 96 C

Synonyms

Nerolidol is also know by these other names

  • 7212-44-4 [RN]
  • 1119-38-6 [RN]
  • 214-276-7 [EINECS]
  • 3,7,11-Trimethyl-1,6,10-dodecatrien-3-ol [ACD/IUPAC Name]
  • 1,6,10-Dodecatrien-3-ol, 3,7,11-trimethyl- [ACD/Index Name]

SAFETY

LD50: > 5,000 mg/kg

Storage: Room temperature with proper ventilation, spark proof environment

WARNING

Causes serious eye irritation. Wash skin thoroughly after handling. Avoid release to the environment. Wear protective gloves / eye protection / face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. If eye irritation persists: Get medical advice / attention. Collect spillage. Very toxic to aquatic life with long lasting effects. Dispose of contents / container to an approved waste disposal plant.

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