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192384

Sigma-Aldrich

(−)-Carveol, mixture of isomers

97%

Synonym(s):

p-Mentha-6,8-dien-2-ol

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$73.78

About This Item

Empirical Formula (Hill Notation):
C10H16O
CAS Number:
Molecular Weight:
152.23
EC Number:
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
NACRES:
NA.22

$73.78

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In StockDetails


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assay

97%

optical activity

[α]20/D −112°, c = 1 in chloroform

refractive index

n20/D 1.496 (lit.)

bp

226-227 °C/751 mmHg (lit.)

density

0.958 g/mL at 25 °C (lit.)

functional group

hydroxyl

SMILES string

CC(=C)[C@@H]1CC=C(C)C(O)C1

InChI

1S/C10H16O/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9-11H,1,5-6H2,2-3H3/t9-,10?/m1/s1

InChI key

BAVONGHXFVOKBV-YHMJZVADSA-N

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pictograms

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signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 2

flash_point_f

208.4 °F - closed cup

flash_point_c

98 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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The monoterpene d-limonene has been shown to an effective, non-toxic chemopreventive agent in mammary and other rodent tumor models. The studies reported here investigated structure-activity relationships among limonene and three hydroxylated derivatives in the prevention of dimethylbenz[a]anthracene (DMBA)-induced mammary cancer.
Devin R Polichuk et al.
Phytochemistry, 71(11-12), 1264-1269 (2010-07-14)
The major components of the isoprenoid-rich essential oil of Artemisia annua L. accumulate in the subcuticular sac of glandular secretory trichomes. As part of an effort to understand isoprenoid biosynthesis in A. annua, an expressed sequence tag (EST) collection was
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Chemical research in toxicology, 22(11), 1774-1781 (2009-09-04)
The widespread use of scented products causes an increase of allergic contact dermatitis to fragrance compounds in Western countries today. Many fragrance compounds are prone to autoxidation, forming hydroperoxides as their primary oxidation products. Hydroperoxides are known to be strong
M Wüst et al.
Archives of biochemistry and biophysics, 387(1), 125-136 (2001-05-23)
Limonene enantiomers and substrate analogs, including specifically fluorinated derivatives, were utilized to probe active site interactions with recombinant (-)-(4S)-limonene-3-hydroxylase (CYP71D13) and (-)-(4S)-limonene-6-hydroxylase (CYP71D18) from mint (Mentha) species. (-)-(4S)-Limonene is hydroxylated by both enzymes at the designated C3- and C6-allylic positions

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