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MilliporeSigma

77311

(−)-Perillyl alcohol

analytical standard

Synonym(s):

(S)-4-Isopropenyl-1-cyclohexenylmethanol, (S)-p-Mentha-1,8-dien-7-ol

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About This Item

Empirical Formula (Hill Notation):
C10H16O
CAS Number:
18457-55-1
Molecular Weight:
152.23
Beilstein/REAXYS Number:
2501605
MDL number:
MFCD00062995
UNSPSC Code:
85151701
PubChem Substance ID:
329767604
NACRES:
NA.24

Key Documents

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grade

analytical standard

Quality Level

100

assay

≥98.0% (sum of enantiomers, GC)

optical activity

[α]20/D -88±2°, c = 1 in methanol

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

refractive index

n20/D 1.501

density

0.959 g/mL at 20 °C (lit.)

application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

format

neat

storage temp.

2-8°C

SMILES string

CC(=C)[C@H]1CCC(CO)=CC1

InChI

1S/C10H16O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,10-11H,1,4-7H2,2H3/t10-/m1/s1

InChI key

NDTYTMIUWGWIMO-SNVBAGLBSA-N

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application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

application(s)

cleaning products
cosmetics
food and beverages
personal care

application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

format

neat

format

neat

format

neat

format

neat

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

grade

analytical standard

grade

analytical standard

grade

analytical standard

grade

analytical standard

assay

≥98.0% (sum of enantiomers, GC)

assay

≥95.0% (sum of enantiomers, GC)

assay

≥98.5% (sum of enantiomers, GC)

assay

≥99.0% (GC)

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Other Notes

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

pictograms

Exclamation mark
GHS07

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 3

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCC7175

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Tabetha Sundin et al.
Molecular and cellular biochemistry, 375(1-2), 97-104 (2013-01-04)
We previously demonstrated in prostate cancer cells that a phytochemical-perillyl alcohol-and the mechanistic target of rapamycin (mTOR) inhibitor rapamycin rapidly attenuated telomerase activity. Protein levels of the telomerase catalytic subunit reverse transcriptase (hTERT) were diminished in the absence of an
John L Clifford et al.
Cancer prevention research (Philadelphia, Pa.), 3(2), 132-135 (2010-01-28)
This perspective on Stratton et al. (beginning on p. 160), Kowalczyk et al. (beginning on p. 170), and Katiyar et al. (beginning on p. 179) highlights the common theme of translational investigation of natural substances and their molecular effects and
Nonmelanoma skin cancer chemoprevention.
Renata Prado et al.
Dermatologic surgery : official publication for American Society for Dermatologic Surgery [et al.], 37(11), 1566-1578 (2011-09-08)
Mohammad Farazuddin et al.
International journal of nanomedicine, 7, 35-47 (2012-01-26)
In the present study, a novel poly-lactic glycolic acid (PLGA)-based microparticle formulation of perillyl alcohol (POH) was prepared and characterized. Further, its efficacy was evaluated against di-methyl benzo anthracene-induced skin papilloma in Swiss albino mice. The characterization studies showed that
Juliana de Saldanha da Gama Fischer et al.
Journal of proteomics, 73(5), 1018-1027 (2010-01-20)
Perillyl alcohol (POH) is a naturally occurring terpene and a promising chemotherapeutic agent for glioblastoma multiform; yet, little is known about its molecular effects. Here we present results of a semi-quantitative proteomic analysis of A172 cells exposed to POH for
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