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HomeProduct name listNerolidol

Nerolidol

Synonym(s):3,7,11-Trimethyl-1,6,10-dodecatrien-3-ol;3-Hydroxy-3,7,11-trimethyl-1,6,10-dodecatriene;Nerolidol

  • CAS NO.:40716-66-3
  • Empirical Formula: C15H26O
  • Molecular Weight: 222.37
  • MDL number: MFCD00008911
  • EINECS: 255-053-4
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-06 15:28:16
Nerolidol Structural

What is Nerolidol?

Description

trans-Nerolidol is a sesquiterpene that has been found in various plants, including C. sativa, and has diverse biological activities, including antimicrobial, antioxidant, anticancer, and insecticidal properties. In a disc assay, trans-nerolidol inhibits the growth of S. aureus, B. subtilis, E. coli, and S. cerevisiae with zones of inhibition measuring 10, 9, 10, and 4 mm, respectively. It reduces viability of CaCo-2 adenocarcinoma cells with an IC50 value of 28.7 mg/L and reduces production of reactive oxygen species (ROS). trans-Nerolidol is insecticidal against A. aegypti larvae with a 24-hour LC50 value of 9 mg/L.

Occurrence

Reported to be found in cabreuva oil, oil of neroli, balsam Peru, ylang ylang and many others (Gildemeister & Hoffman, 1959).

The Uses of Nerolidol

Nerolidol (cas# 40716-66-3) is a terpene standard found in cannabis.

Preparation

By isolation from a suitable essential oil or by chemical synthesis.

Definition

ChEBI: Nerolidol is a farnesane sesquiterpenoid that is dodeca-1,6,10-triene which carries methyl groups at positions 3, 7 and 11 and a hydroxy group at position 3. It is a natural product that is present in various flowers and plants with a floral odor. Chemically, it exists in two geometric isomers, trans and cis forms. It is widely used in cosmetics (e.g. shampoos and perfumes), in non-cosmetic products (e.g. detergents and cleansers) and also as a food flavoring agent. It has a role as a flavouring agent, a cosmetic, a pheromone, a neuroprotective agent, an antifungal agent, an anti-inflammatory agent, an antihypertensive agent, an antioxidant, a volatile oil component, an insect attractant and a herbicide. It is a farnesane sesquiterpenoid, a tertiary allylic alcohol and a volatile organic compound.

Properties of Nerolidol

Boiling point: 145-146 °C12 mm Hg(lit.)
Density  0.876 g/mL at 25 °C(lit.)
refractive index  n20/D 1.479(lit.)
Flash point: 230 °F
storage temp.  -20°C
solubility  DMF: miscible,DMSO: miscible,Ethanol: miscible,Ethanol:PBS(pH 7.2) (1:1): 0.5 mg/ml
form  neat
pka 14.40±0.29(Predicted)
form  Liquid
color  Colorless to light yellow
Odor at 100.00 %. floral green citrus woody waxy
JECFA Number 1646
Merck  13,6501
BRN  5731231
Stability: Light Sensitive
NIST Chemistry Reference 1,6,10-Dodecatrien-3-ol, 3,7,11-trimethyl-, (e)-(40716-66-3)

Safety information for Nerolidol

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
ghs
Environment
GHS09
GHS Hazard Statements H317:Sensitisation, Skin
H319:Serious eye damage/eye irritation
H410:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P273:Avoid release to the environment.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for Nerolidol

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