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H59605

Sigma-Aldrich

Nerolidol

98%, Mixture of cis and trans

Synonym(s):

3,7,11-Trimethyl-1,6,10-dodecatrien-3-ol, 3-Hydroxy-3,7,11-trimethyl-1,6,10-dodecatriene

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About This Item

Linear Formula:
(CH3)2C=CHCH2CH2C(CH3)=CHCH2CH2C(CH3)(OH)CH=CH2
CAS Number:
7212-44-4
Molecular Weight:
222.37
EC Number:
230-597-5
MDL number:
MFCD00008911
UNSPSC Code:
12352100
PubChem Substance ID:
24895721
NACRES:
NA.22

Assay

98%

refractive index

n20/D 1.479 (lit.)

bp

114 °C/1 mmHg (lit.)

density

0.875 g/mL at 25 °C (lit.)

SMILES string

C\C(C)=C/CC\C(C)=C\CCC(C)(O)C=C

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-SDNWHVSQSA-N

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Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H317,H319,H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Sens. 1B

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Camila Fonseca Bezerra et al.
Membranes, 10(9) (2020-08-23)
(1) Background: Infections by Candida species represent a serious threat to the health of immunocompromised individuals. Evidence has indicated that nerolidol has significant antifungal properties. Nonetheless, its use is restricted due to a low water solubility and high photosensitivity. The
Lais Alonso et al.
Biochimica et biophysica acta. Biomembranes, 1861(6), 1049-1056 (2019-03-21)
The sesquiterpene nerolidol is a membrane-active compound that has demonstrated antitumor, antibacterial, antifungal and antiparasitic activities. In this study, we used electron paramagnetic resonance (EPR) spectroscopy and biophysical parameters determined via cell culture assays to study the mechanisms underlying the
Fernanda M Ferreira et al.
Toxicology in vitro : an international journal published in association with BIBRA, 26(2), 189-196 (2011-12-06)
In the present work, we evaluated the potential toxic effects of nerolidol, a sesquiterpenoid common in plants essential oils, both on mitochondrial and cellular energetics. Samples of enriched natural extracts of nerolidol (a racemic mixture of cis and trans isomers)
Amanda Padovan et al.
Phytochemistry, 71(11-12), 1237-1244 (2010-06-18)
Melaleuca quinquenervia (Cav) S.T. Blake (broadleaf paperbark) is an Australian tree that has become a serious weed in many places around the world. Two insects Oxyops vitiosa (the melaleuca weevil), and Boreioglycaspis melaleucae (the melaleuca psyllid), which were introduced to
Benyamin Houshyani et al.
Metabolic engineering, 15, 88-97 (2012-11-17)
The concentration and ratio of terpenoids in the headspace volatile blend of plants have a fundamental role in the communication of plants and insects. The sesquiterpene (E)-nerolidol is one of the important volatiles with effect on beneficial carnivores for biologic
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