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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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About This Item

Empirical Formula (Hill Notation):
C10H16O
CAS Number:
99-48-9
Molecular Weight:
152.23
EC Number:
202-757-4
MDL number:
MFCD00869995
UNSPSC Code:
12352002
PubChem Substance ID:
24851543
NACRES:
NA.22

Quality Level

100

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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Related Categories

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

208.4 °F - closed cup

Flash Point(C)

98 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCS7738
MKCP1123
MKCL8608
MKCC5993
05609ED

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Carcinogenesis, 13(7), 1261-1264 (1992-07-01)
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.
Staffan Johansson et al.
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
W A Duetz et al.
Applied and environmental microbiology, 67(6), 2829-2832 (2001-05-26)
The toluene-degrading strain Rhodococcus opacus PWD4 was found to hydroxylate D-limonene exclusively in the 6-position, yielding enantiomerically pure (+) trans-carveol and traces of (+) carvone. This biotransformation was studied using cells cultivated in chemostat culture with toluene as a carbon
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