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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:
Molecular Weight:
222.37
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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

Signal Word

Warning

Hazard Statements

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
Clécio S Ramos et al.
Journal of insect physiology, 58(12), 1663-1668 (2012-10-31)
The chemical volatiles from plant leaves and their biological activities have been extensively studied. However, no studies have addressed plant-chemical volatiles after undergoing the digestive process in host insects. Here we describe for the first time chemical profiles of volatile
Shigeru Tamogami et al.
FEBS letters, 585(12), 1807-1813 (2011-04-23)
DMNT biosynthesis was proposed to proceed via (E)-nerolidol in plants a decade ago. However, (E)-nerolidol function as airborne signal/substrate for in-vivo biosynthesis of DMNT remains to be investigated and the regulation of DMNT production and emission is largely unknown. We
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
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

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