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W266418

Sigma-Aldrich

(S)-(−)-Perillyl alcohol

≥95%, FG

Sinonimo/i:

p-Mentha-1,8-diene-7-ol

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About This Item

Formula empirica (notazione di Hill):
C10H16O
Numero CAS:
Peso molecolare:
152.23
Numero FEMA:
2664
N° CoE:
2024
Numero MDL:
Codice UNSPSC:
12164502
ID PubChem:
Numero Flavis:
2.060
NACRES:
NA.21

Origine biologica

synthetic

Livello qualitativo

Grado

FG
Halal
Kosher

Conformità normativa

EU Regulation 1334/2008 & 178/2002
FDA 21 CFR 117
FDA 21 CFR 172.515

Saggio

≥95%

Attività ottica

[α]20/D −88°, c = 1 in methanol

Indice di rifrazione

n20/D 1.501 (lit.)

P. eboll.

119-121 °C/11 mmHg (lit.)

Densità

0.96 g/mL at 25 °C (lit.)

applicazioni

flavors and fragrances

Documentazione

see Safety & Documentation for available documents

Allergene alimentare

no known allergens

Organolettico

fatty; green

Stringa SMILE

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
NDTYTMIUWGWIMO-SNVBAGLBSA-N

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Categorie correlate

Applicazioni


  • CYP108N12 initiates p-cymene biodegradation in Rhodococcus globerulus.: This study explores the enzymatic breakdown pathways of monoterpenes, using (S)-(−)-Perillyl alcohol as a precursor, offering insights into microbial degradation processes that could be vital for bioremediation efforts or synthetic biology applications (Giang et al., 2022).

  • Orofacial antinociceptive effects of perillyl alcohol associated with codeine and its possible modes of action.: Research demonstrates the pain-relieving properties of (S)-(−)-Perillyl alcohol when combined with codeine, highlighting its potential for developing new analgesic formulations in dental and facial pain management (Limeira et al., 2022).

  • Orofacial antinociceptive activity of (S)-(-)-perillyl alcohol in mice: a randomized, controlled and triple-blind study.: This study underpins the effectiveness of (S)-(−)-Perillyl alcohol in reducing orofacial pain in a controlled experimental setup, providing a basis for further clinical trials in pain management (Tomaz-Morais et al., 2017).

  • In Vivo Anti-Tumor Activity and Toxicological Evaluations of Perillaldehyde 8,9-Epoxide, a Derivative of Perillyl Alcohol.: Highlights the anti-tumor properties of a novel derivative of (S)-(−)-Perillyl alcohol, suggesting its potential as a therapeutic agent in oncology, with comprehensive studies on its efficacy and safety (Andrade et al., 2016).

Pittogrammi

Exclamation mark

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

10 - Combustible liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

230.0 °F - closed cup

Punto d’infiammabilità (°C)

110 °C - closed cup

Dispositivi di protezione individuale

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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Eduardo Silva et al.
Pharmaceutics, 12(11) (2020-11-26)
Therapeutic deep eutectic systems (THEDES) have dramatically expanded their popularity in the pharmaceutical field due to their ability to increase active pharmaceutical ingredients (APIs) bioavailability. However, their biological performance has not yet been carefully scrutinized. Herein, THEDES based on the
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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