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Merck
CN

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
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329767604
MDL number:
MFCD00062995
Beilstein/REAXYS Number:
2501605

Key Documents

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Product Name

(−)-Perillyl alcohol, analytical standard

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

SMILES string

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

InChI key

NDTYTMIUWGWIMO-SNVBAGLBSA-N

grade

analytical standard

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

Quality Level

100

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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

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

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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
Donghak Kim et al.
Biotechnology letters, 31(9), 1427-1431 (2009-05-22)
The catalytic turnover of cytochrome P450( cam ) from Pseudomonas putida requires two auxiliary reduction partners, putidaredoxin (Pd) and putidaredoxin reductase (PdR). We report the functional expression in Escherichia coli of tricistronic constructs consisting of P450( cam ) encoded by
Juliana de Saldanha da Gama Fischer et al.
Journal of experimental therapeutics & oncology, 7(4), 285-290 (2009-02-21)
Perillyl alcohol (POH) is a naturally occurring monoterpene with antiangiogenic and anti-tumoral properties. This chemotherapeutic agent has proven effectiveness in several clinical trials, including an ongoing phase I, comprising patients with recurrent glioblastoma multiform (GBM) under treatment with POH by
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)
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