Skip to Content
Merck
All Photos(1)

Documents

357995

Sigma-Aldrich

Sclareol

98%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C20H36O2
CAS Number:
515-03-7
Molecular Weight:
308.50
Beilstein:
2054148
EC Number:
208-194-0
MDL number:
MFCD00869558
UNSPSC Code:
12352002
PubChem Substance ID:
24861955
NACRES:
NA.22

Quality Level

100

Assay

98%

optical activity

[α]25/D −13°, c = 4 in carbon tetrachloride

bp

218-220 °C/19 mmHg (lit.)

mp

95-100 °C (lit.)

SMILES string

CC1(C)CCC[C@@]2(C)[C@H]1CC[C@@](C)(O)[C@@H]2CC[C@@](C)(O)C=C

InChI

1S/C20H36O2/c1-7-18(4,21)13-9-16-19(5)12-8-11-17(2,3)15(19)10-14-20(16,6)22/h7,15-16,21-22H,1,8-14H2,2-6H3/t15-,16+,18-,19-,20+/m0/s1

InChI key

XVULBTBTFGYVRC-HHUCQEJWSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

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.

Application

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 3

1 of 3

Squalene ≥98%, liquid

Sigma-Aldrich

S3626

Squalene

Thymol ≥98.5%

Sigma-Aldrich

T0501

Thymol

(−)-Nicotine ≥99% (GC), liquid

Sigma-Aldrich

N3876

(−)-Nicotine

Conversion of sclareol into (+)-galanolactone and (+)-labdienedial.
Jung M, et al.
Tetrahedron Letters, 38(16), 2871-2874 (1997)
Discovery and functional characterization of two diterpene synthases for sclareol biosynthesis in Salvia sclarea (L.) and their relevance for perfume manufacture.
Caniard A, et al.
BMC plant biology, 12(1), 119-119 (2012)
A short efficient synthesis of ambraketal (four steps) and epiambraketal (five steps) from Sclareol.
Martres P, et al.
Tetrahedron Letters, 35(1), 97-98 (1994)
Niravkumar R Patel et al.
Journal of liposome research, 20(3), 244-249 (2009-11-04)
Current efforts toward improving the effectiveness of drug therapy are increasingly relying on drug-targeting strategies to effectively deliver bioactive molecules to their molecular targets. Pharmaceutical nanocarriers represent a major tool toward this aim, and our efforts have been directed toward
Shigemi Seo et al.
Plant & cell physiology, 53(8), 1432-1444 (2012-06-12)
The soil-borne bacterial pathogen Ralstonia solanacearum invades a broad range of plants through their roots, resulting in wilting of the plant, but no effective protection against this disease has been developed. Two bacterial wilt disease-inhibiting compounds were biochemically isolated from
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service