Sclareol

Synonym(s):(1R,2R,8aS)-Decahydro-1-(3-hydroxy-3-methyl-4-pentenyl)-2,5,5,8a-tetramethyl-2-naphthol;Labd-14-ene-8,13-diol

CAS NO.：515-03-7
Empirical Formula: C20H36O2
Molecular Weight: 308.51
MDL number: MFCD00869558
EINECS: 208-194-0
SAFETY DATA SHEET (SDS)
Update Date: 2024-12-18 14:07:02

What is Sclareol?

The Uses of Sclareol

Sclareol is used in biological studies as it has anti-inflammatory activity in both lipopolysaccharide-stimulated macophages and λ-carrageenan-induced paw edema model.

The Uses of Sclareol

antineoplastic, apoptosis inducer

The Uses of Sclareol

Sclareol may be used as a starting material in the synthesis of ambergris fragrance chemicals such as ambraoxide, ambrox, methylambraoxide, ambracetal, ambraketal and epiambraketal. It may also be used in the synthesis of (+)-galanolactone, (-)-8-epi-galanolactone and (+)-labdienedial.

Definition

ChEBI: A labdane diterpenoid that is labd-14-ene substituted by hydroxy groups at positions 8 and 13. It has been isolated from Salvia sclarea.

General Description

Sclareol, a diterpene compound with a labdane skeleton, is mainly used as a raw material in the fragrance industry. It shows potent cytotoxic and cytostatic effect in human leukemic cell lines.

Cytotoxicity

IC₅₀ (μg/mL): 16.6 (HeLa), 32.65 (MCF7),65.2 μM (MG63) (Farimani et al. 2014).

Properties of Sclareol

Melting point:	95-100 °C (lit.)
Boiling point:	218-220 °C/19 mmHg (lit.)
alpha	-13 º (c=4, in carbon tetrachloride)
Density	0.954±0.06 g/cm3(Predicted)
FEMA	4502 \| (-)-SCLAREOL
storage temp.	2-8°C
solubility	Chlorform, Ethyl Acetate (Slightly)
form	neat
pka	14.49±0.29(Predicted)
form	Solid
color	White to Off-White
Odor	at 100.00 %. sweet balsam clary amber woody weedy
optical activity	[α]25/D 13°, c = 4 in carbon tetrachloride
JECFA Number	2029
BRN	2054148
CAS DataBase Reference	515-03-7(CAS DataBase Reference)
NIST Chemistry Reference	1-Naphthalenepropanol, «alpha»-ethenyldecahydro-2-hydroxy-«alpha»,2,5,5,8a-pentamethyl-, [1r-[1«alpha»(r*),2«beta»,4a«beta»,8a«alpha»]]-(515-03-7)
EPA Substance Registry System	Sclareol (515-03-7)

Safety information for Sclareol

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H319:Serious eye damage/eye irritation
Precautionary Statement Codes	P280:Wear protective gloves/protective clothing/eye protection/face protection. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P337+P313:IF eye irritation persists: Get medical advice/attention.