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(-)-Perillyl alcohol

(-)-Perillyl alcohol structure

CAS No:
18457-55-1
Formula:
C10H16O
Chemical Name:
(-)-Perillyl alcohol
Synonyms:
1-Cyclohexene-1-methanol,4-(1-methylethenyl)-,(4S)-;p-Mentha-1,8-dien-7-ol,(S)-(-)-;1-Cyclohexene-1-methanol,4-(1-methylethenyl)-,(S)-;(4S)-4-(1-Methylethenyl)-1-cyclohexene-1-methanol;(-)-p-Mentha-1,8-dien-7-ol;l-Perillyl alcohol;(-)-Perillic alcohol;(-)-Perillyl alcohol;(S)-Perillyl alcohol;(S)-(-)-Perillyl alcohol;(-)-(S)-Perillyl alcohol;(S)-(-)-Perilla alcohol;Perycorolle;(S)-(-)-(4-Isopropenyl-1-cyclohexenyl)methanol;(S)-Perillic alcohol;Alda-351;1-Cyclohexene-1-methanol 4-(1-methylethenyl)-,(4S)-;[(4S)-4-(Prop-1-en-2-yl)cyclohex-1-en-1-yl]methanol;[(4S)-4-Prop-1-en-2-ylcyclohexen-1-yl]methanol
Categories:
Biochemical Engineering > Plant Extracts

Description

(S)-(−)-Perillyl alcohol is a monoterpene found in lavender, inhibits farnesylation of Ras, upregulates the mannose-6-phosphate receptor and induces apoptosis. Anti-cancer activity[1].

Colourless to pale-yellow, dense, oily liquid; characteristic odour similar to linalool and terpineol

(S)-(-)-perillyl alcohol is a perillyl alcohol in which the chiral centre has S configuration. It is an enantiomer of a (R)-(+)-perillyl alcohol.|Perillyl alcohol is under investigation in clinical trial NCT02704858 (Safety and Efficacy Study in Recurrent Grade IV Glioma).

(-)-Perillyl alcohol Basic Attributes

Molecular Weight：

152.23

Exact Mass：

152.23

EC Number：

208-639-9

UNII：

3UL4QIY642

NSC Number：

641066

HScode：

2906199090

Characteristics

PSA：

20.2

XLogP3：

3.30

Density：

0.96 g/mL at 25 °C(lit.)

Boiling Point：

119-121 °C11 mm Hg(lit.)

Flash Point：

>230 °F

Refractive Index：

n 20/D 1.501

Water Solubility：

Slightly soluble in water; soluble in alcohols and oils|Miscible at room temperature (in ethanol)

Storage Conditions：

2-8°C

Specific rotation：

-101o (NEAT)

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

37/38-41-36/37/38

safety instructions：

26-39-36

RTECS Number：

OS8395000

Marks：

Precautionary statement(s)：

P261-P305 + P351 + P338

Hazard Statements：

H315-H319-H335

GHS Classification：

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 39 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH：

Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)|Substances that inhibit or prevent the proliferation of NEOPLASMS. (See all compounds classified as Antineoplastic Agents.)

Metabolism/Metabolites：

Perillyl alcohol is a known human metabolite of (-)-limonene.

MeSH Entry Terms：

(-)-p-mentha-1,8-dien-7-ol

(-)-Perillyl alcohol Use and Manufacturing

Use Classification：

Food additives -> Flavoring Agents|Flavoring Agents -> JECFA Flavorings Index|Lipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C10 isoprenoids (monoterpenes) [PR0102]

Food Additive Classes：

Flavoring Agents

Computed Properties

Molecular Weight:152.23
XLogP3:2.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:2
Exact Mass:152.120115130
Monoisotopic Mass:152.120115130
Topological Polar Surface Area:20.2
Heavy Atom Count:11
Complexity:179
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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Guide of (-)-Perillyl alcohol

Description
Basic Attributes
Characteristics
Safety Information
Drug Information
Use and Manufacturing
Computed Properties
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(-)-Perillyl alcohol

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