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Supelco

(−)-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

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

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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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCC7175
063264/1
63264/1

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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
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
Makoto Koyama et al.
Oncology reports, 29(2), 779-784 (2012-12-13)
The monoterpene perillyl alcohol (POH) is a naturally occurring compound derived from citrus fruits, mint and herbs. It exhibited chemotherapeutic potential against various malignant tumors in preclinical models and is currently being tested in clinical trials in patients with refractory
Francisco das Chagas Abreu da Silveira et al.
Journal of cancer research and clinical oncology, 138(8), 1347-1354 (2012-04-07)
Malignant gliomas are associated with alteration in EGF/EGFR signaling. Functional EGF+61A>G polymorphism is implicated with risk, recurrence, and progression of glioma. This study aimed to establish a putative association of EGF+61A>G with risk of glioma development, production of angiogenic growth
Ismail Kiran
Natural product communications, 6(12), 1805-1806 (2012-02-09)
S-(-)-Perillyl alcohol (p-mentha-1, 8-diene-7-ol) (1) (500 mg) was converted by Fusarium heterosporium ATCC 15625 over 10 days at 25 degrees C to a new metabolite, 1,2-dihydroxyperillyl alcohol (p-mentha-8-en-1,2,7-triol) (3) in a yield of 13% (70 mg). The structure of 3
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