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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

Quality Level

100

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

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Certificates of Analysis (COA)

Lot/Batch Number
STBL2188
STBK5509
STBK1640
STBJ3734
STBH5779

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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
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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