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Merck
CN

357995

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

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About This Item

Empirical Formula (Hill Notation):
C20H36O2
CAS Number:
Molecular Weight:
308.50
UNSPSC Code:
12352002
NACRES:
NA.22
PubChem Substance ID:
EC Number:
208-194-0
Beilstein/REAXYS Number:
2054148
MDL number:
Assay:
98%
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Quality Segment

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.)

functional group

hydroxyl

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

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.


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Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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