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Merck

W266418

Sigma-Aldrich

(S)-(−)-Perillylalkohol

≥95%, FG

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C10H16O
CAS-Nummer:
Molekulargewicht:
152.23
FEMA-Nummer:
2664
CoE-Nummer:
2024
MDL-Nummer:
UNSPSC-Code:
12164502
PubChem Substanz-ID:
Flavis-Nummer:
2.060
NACRES:
NA.21
Organoleptisch:
fatty; green
Qualität:
FG
Halal
Kosher
Biologische Quelle:
synthetic
Nahrungsmittelallergen:
no known allergens

Biologische Quelle

synthetic

Qualitätsniveau

Qualität

FG
Halal
Kosher

Einhaltung gesetzlicher Vorschriften

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

Assay

≥95%

Optische Aktivität

[α]20/D −88°, c = 1 in methanol

Brechungsindex

n20/D 1.501 (lit.)

bp

119-121 °C/11 mmHg (lit.)

Dichte

0.96 g/mL at 25 °C (lit.)

Anwendung(en)

flavors and fragrances

Dokumentation

see Safety & Documentation for available documents

Nahrungsmittelallergen

no known allergens

Organoleptisch

fatty; green

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

InChIKey

NDTYTMIUWGWIMO-SNVBAGLBSA-N

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Verwandte Kategorien

Anwendung


  • 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).

Piktogramme

Exclamation mark

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

10 - Combustible liquids

WGK

WGK 3

Flammpunkt (°F)

230.0 °F - closed cup

Flammpunkt (°C)

110 °C - closed cup

Persönliche Schutzausrüstung

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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Die Dokumentenbibliothek aufrufen

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
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)
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
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
Sjef Cornelissen et al.
Journal of industrial microbiology & biotechnology, 38(9), 1359-1370 (2011-05-12)
Cell physiology is a critical factor determining the efficiency of reactions performed by microbial biocatalysts. In order to develop an efficient biotransformation procedure for the hydroxylation of (S)-limonene to (S)-perillyl alcohol by recombinant Pseudomonas putida cells harboring the cytochrome P450

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