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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
A Lapczynski et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 46 Suppl 11, S247-S250 (2008-07-22)
A toxicologic and dermatologic review of nerolidol when used as a fragrance ingredient is presented.
Mahmoud AbouLaila et al.
Parasitology international, 59(2), 278-282 (2010-02-25)
Nerolidol is a sesquiterpene present in the essential oils of many plants, approved by the U.S. FDA as a food flavoring agent. Nerolidol interferes with the isoprenoid biosynthetic pathway in the apicoplast of P. falciparum. In the present study, the
Diane M Martin et al.
Planta, 236(3), 919-929 (2012-07-25)
In developing grapevine (Vitis vinifera L.) berries, precursor volatile organic compounds (PVOCs) are largely stored as glycosides which may be hydrolyzed to release VOCs during fruit ripening, wine making, or aging. VOCs can be further transformed by yeast metabolism. Together
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