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Merck
CN

18143

trans-Nerolidol

analytical standard

Synonym(s):

(E)-3,7,11-Trimethyl-1,6,10-dodecatrien-3-ol, trans-3,7,11-Trimethyl-1,6,10-dodecatrien-3-ol

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About This Item

Linear Formula:
(CH3)2C=CHCH2CH2C(CH3)=CHCH2CH2C(CH3)(OH)CH=CH2
CAS Number:
40716-66-3
Molecular Weight:
222.37
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329751635
EC Number:
255-053-4
Beilstein/REAXYS Number:
5731231
MDL number:
MFCD00008911

Key Documents

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InChI key

FQTLCLSUCSAZDY-SDNWHVSQSA-N

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+

SMILES string

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

grade

analytical standard

assay

≥85% (GC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

refractive index

n20/D 1.479 (lit.)

bp

145-146 °C/12 mmHg (lit.)

density

0.876 g/mL at 25 °C (lit.)

application(s)

food and beverages

format

neat

Quality Level

100

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General description

Nerolidol is a naturally occurring sesquiterpene found in the essential oils.

Application

It has been used as reference sample for analyzing sterols and related compounds in root bark of Oplopanax horridus using HPLC and TLC methods.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

Hazard Classifications

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

Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP3681
BCCL4307
BCCK9054
BCCK5865
BCCH2832

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High-performance liquid chromatography and thin-layer chromatography assays for Devil's Club (Oplopanax horridus).
Gruber JW
Journal of Chromatographic Science, 42(4), 196-199 (2004)
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
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
Taichi Inui et al.
Journal of natural products, 73(4), 563-567 (2010-03-12)
From the anti-TB active fractions of the inner stem bark of Oplopanax horridus, two new heterocyclic nerolidol derivatives, 3,10-epoxy-3,7,11-trimethyldodeca-1,6-dien-11-ol, named neroplomacrol (1), and rel-(3S,6R,7S,10R)-7,10-epoxy-3,7,11-trimethyldodec-1-ene-3,6,11-triol, named neroplofurol (2), were isolated together with oplopandiol (3), falcarindiol (4), and sesamin (5). Extensive spectroscopic
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