Cis-Nerolidol

• CAS: 3790-78-1
• Catalog Number: ACM3790781-1
• Category: Main Products
• Molecular Weight: 222.37
• Molecular Formula: C15H26O
• Synonyms: (6Z)-3,7,11-Trimethyl-1,6,10-dodecatrien-3-ol; (Z)-Nerolidol; (±)-cis-Nerolidol; cis-Nerolidol
• IUPAC Name: (6Z)-3,7,11-trimethyldodeca-1,6,10-trien-3-ol
• Canonical SMILES: CC(=CCCC(=CCCC(C)(C=C)O)C)C
• InChI: InChI=1S/C15H26O/c1-6-15(5,16)12-8-11-14(4)10-7-9-13(2)3/h6,9,11,16H,1,7-8,10,12H2,2-5H3/b14-11-
• InChI Key: FQTLCLSUCSAZDY-KAMYIIQDSA-N
• Appearance: Oil

Case Study

Mechanism Of Cis-Nerolidol-Induced Death In Cancer Cells

Glumac, Mateo, et al. Cancers 15.3 (2023): 981.

Nerolidol is a naturally occurring sesquiterpene alcohol with multiple properties, including antioxidant, antimicrobial, and antiparasitic activities. In this study, the researchers investigated the antitumor mechanism of cis-nerolidol in bladder cancer cell lines. The results of experiments in two bladder cancer cell lines showed that nerolidol inhibited cell proliferation and induced two different cell death pathways. The researchers confirmed that cis-nerolidol induces DNA damage and ER stress. Cis-nerolidol shows promising antitumor activity through an unorthodox mechanism of action and can help target drug-resistant malignancies such as bladder cancer.
Cells were seeded into 24-well plates or 12-well plates and grown overnight. Three treatments were performed with different concentrations of cis-nerolidol (25, 50, 60, 75, and 10 0 mg/L) specified for each experiment. Incubation time was 0.5, 2, 4, 24, 48, or 7 2 h of treatment as indicated in each experiment. For experiments involving inhibitors, cells were pretreated with inhibitors for 1 h before administration of cis-Nerolidinone. Cell counts were performed using a microscope using a Neubauer chamber. After obtaining a single-cell suspension, cell viability was assessed by staining the cells with trypan blue stain. Cells were counted as described previously. Cells stained blue were considered nonviable. Data are expressed as the proportion of trypan blue-stained cells to the total cell count (100%) for each measurement.

Custom Q&A

What is the molecular formula of cis-Nerolidol?

The molecular formula of cis-Nerolidol is C15H26O.

What is the molecular weight of cis-Nerolidol?

The molecular weight of cis-Nerolidol is 222.37 g/mol.

What is the IUPAC name of cis-Nerolidol?

The IUPAC name of cis-Nerolidol is (6Z)-3,7,11-trimethyldodeca-1,6,10-trien-3-ol.

Where can cis-Nerolidol be found in nature?

cis-Nerolidol is a natural product found in Rhododendron calostrotum, Rhododendron keiskei, and other organisms.

What is the InChIKey of cis-Nerolidol?

The InChIKey of cis-Nerolidol is FQTLCLSUCSAZDY-KAMYIIQDSA-N.

What is the canonical SMILES representation of cis-Nerolidol?

The canonical SMILES representation of cis-Nerolidol is CC(=CCCC(=CCCC(C)(C=C)O)C)C.

What is the CAS number of cis-Nerolidol?

The CAS number of cis-Nerolidol is 3790-78-1.

What is the UNII number of cis-Nerolidol?

The UNII number of cis-Nerolidol is 81K23DEF7B.

What is the XLogP3-AA value of cis-Nerolidol?

The XLogP3-AA value of cis-Nerolidol is 4.6.

How many hydrogen bond donors are present in cis-Nerolidol?

There is one hydrogen bond donor in cis-Nerolidol.