Synonym
Nerol; Neryl alcohol; (Z)-Geraniol; cis-Geraniol; β-Nerol
IUPAC/Chemical Name
3,7-dimethyl-2Z,6-octadien-1-ol
InChi Key
GLZPCOQZEFWAFX-YFHOEESVSA-N
InChi Code
InChI=1S/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,7,11H,4,6,8H2,1-3H3/b10-7-
SMILES Code
C/C(C)=C/CC/C(C)=C\CO
Purity
>95% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
Biological target:
Nerol triggers mitochondrial dysfunction and induces apoptosis via elevation of Ca2+ and ROS.
In vitro activity:
This study found that NEL (nerol) resulted in elevated levels of reactive oxygen species (ROS) and calcium ions (Ca2+). On ROS assays, compared with the controls, the proportion of fluorescent cells treated with concentrations of 0.25, 0.5, 1, and 2 μL/mL NEL increased to 8.4 ± 1.07%, 10.2 ± 1.72%, 13.4 ± 0.50%, and 26.2 ± 4.21%, respectively.
Reference: Appl Microbiol Biotechnol. 2018 Aug;102(15):6659-6672. https://pubmed.ncbi.nlm.nih.gov/29860589/
In vivo activity:
The rats pre-treated with nerol significantly and dose-dependently reduced the hepatotoxic markers in animals. Nerol at 100 mg/kg significantly reversed the paracetamol-induced altered situations, including the liver enzymes, plasma proteins, antioxidant enzymes and serum bilirubin, lipid peroxidation (LPO) and cholesterol [e.g., total cholesterol (TC), triglycerides (TG), high-density lipoprotein cholesterol (HDL-c), low-density lipoprotein cholesterol (LDL-c)] levels in animals.
Reference: Biomed Pharmacother. 2021 Aug;140:111732. https://pubmed.ncbi.nlm.nih.gov/34130201/
|
Solvent |
mg/mL |
mM |
comments |
| Solubility |
| DMSO |
100.0 |
648.29 |
|
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
154.25
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
Formulation protocol:
1. Coêlho ML, Islam MT, Laylson da Silva Oliveira G, Oliveira Barros de Alencar MV, Victor de Oliveira Santos J, Campinho Dos Reis A, Oliveira Ferreira da Mata AM, Correia Jardim Paz MF, Docea AO, Calina D, Sharifi-Rad J, Amélia de Carvalho Melo-Cavalcante A. Cytotoxic and Antioxidant Properties of Natural Bioactive Monoterpenes Nerol, Estragole, and 3,7-Dimethyl-1-Octanol. Adv Pharmacol Pharm Sci. 2022 Nov 23;2022:8002766. doi: 10.1155/2022/8002766. PMID: 36465700; PMCID: PMC9712021.
2. Tian J, Gan Y, Pan C, Zhang M, Wang X, Tang X, Peng X. Nerol-induced apoptosis associated with the generation of ROS and Ca2+ overload in saprotrophic fungus Aspergillus flavus. Appl Microbiol Biotechnol. 2018 Aug;102(15):6659-6672. doi: 10.1007/s00253-018-9125-z. Epub 2018 Jun 2. PMID: 29860589.
3. Islam MT, Quispe C, Islam MA, Ali ES, Saha S, Asha UH, Mondal M, Razis AFA, Sunusi U, Kamal RM, Kumar M, Sharifi-Rad J. Effects of nerol on paracetamol-induced liver damage in Wistar albino rats. Biomed Pharmacother. 2021 Aug;140:111732. doi: 10.1016/j.biopha.2021.111732. Epub 2021 Jun 12. PMID: 34130201.
In vitro protocol:
1. Coêlho ML, Islam MT, Laylson da Silva Oliveira G, Oliveira Barros de Alencar MV, Victor de Oliveira Santos J, Campinho Dos Reis A, Oliveira Ferreira da Mata AM, Correia Jardim Paz MF, Docea AO, Calina D, Sharifi-Rad J, Amélia de Carvalho Melo-Cavalcante A. Cytotoxic and Antioxidant Properties of Natural Bioactive Monoterpenes Nerol, Estragole, and 3,7-Dimethyl-1-Octanol. Adv Pharmacol Pharm Sci. 2022 Nov 23;2022:8002766. doi: 10.1155/2022/8002766. PMID: 36465700; PMCID: PMC9712021.
2. Tian J, Gan Y, Pan C, Zhang M, Wang X, Tang X, Peng X. Nerol-induced apoptosis associated with the generation of ROS and Ca2+ overload in saprotrophic fungus Aspergillus flavus. Appl Microbiol Biotechnol. 2018 Aug;102(15):6659-6672. doi: 10.1007/s00253-018-9125-z. Epub 2018 Jun 2. PMID: 29860589.
In vivo protocol:
1. Islam MT, Quispe C, Islam MA, Ali ES, Saha S, Asha UH, Mondal M, Razis AFA, Sunusi U, Kamal RM, Kumar M, Sharifi-Rad J. Effects of nerol on paracetamol-induced liver damage in Wistar albino rats. Biomed Pharmacother. 2021 Aug;140:111732. doi: 10.1016/j.biopha.2021.111732. Epub 2021 Jun 12. PMID: 34130201.
1. Elzinga, S., Fischedick, J., Podkolinski, R., et al. Cannabinoids and terpenes as chemotaxonomic markers in Cannabis. Nat. Prod. Chem. Res. 3(4), 181 (2015).
2. Tian, J., Gan, Y., Pan, C., et al. Nerol-induced apoptosis associated with the generation of ROS and Ca2+ overload in saprotrophic fungus Aspergillus flavus. Appl. Microbiol. Biotechnol. 102(15), 6659-6672 (2018).
3. González-Ramírez, A.E., González-Trujano, M.E., Orozco-Suárez, S.A., et al. Nerol alleviates pathologic markers in the oxazolone-induced colitis model. Eur. J. Pharmacol. 776, 81-89 (2016).
