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357995 Sigma-Aldrich

Sclareol

98%

Synonym: (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 Number 515-03-7

  • Empirical Formula (Hill Notation) C20H36O2

  • Molecular Weight 308.50

  •  Beilstein/REAXYS Number 2054148

  •  EC Number 208-194-0

  •  MDL number MFCD00869558

  •  PubChem Substance ID 24861955

  •  NACRES NA.22

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Properties

Related Categories Asymmetric Synthesis, Chemical Synthesis, Chiral Building Blocks, Organic Building Blocks, Polyols More...
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.)
storage temp.   room temp
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

Description

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.

Packaging

1 g in glass bottle

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 2
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles
Peer-Reviewed Papers
15

References

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