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sclareolide

Structure via PubChem · Public domain (PubChem)

EntityQ105115731· pop 9· linked from 2 articles

sclareolide

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Sclareolide is a sesquiterpene lactone natural product derived from various plant sources including Salvia sclarea, Salvia yosgadensis, and cigar tobacco. It is a close analog of sclareol, a plant antifungal compound.

Chemical data

Formula
C16H26O2
Molecular weight
250.38 g/mol
IUPAC name
(3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyl-1,4,5,5a,7,8,9,9b-octahydrobenzo[e][1]benzofuran-2-one
SMILES
C[C@]12CCCC([C@@H]1CC[C@@]3([C@@H]2CC(=O)O3)C)(C)C
InChIKey
IMKJGXCIJJXALX-SHUKQUCYSA-N
XLogP
4.3
Polar surface area
26.3 Ų
H-bond donors
0
H-bond acceptors
2
Formal charge
0

via PubChem

Wikidata facts

Mass
250.193280072
Show 5 more facts
canonical SMILES
O=C1OC2(C)CCC3C(C)(C)CCCC3(C)C2C1
isomeric SMILES
CC1(C)CCC[C@@]2(C)[C@H]1CC[C@@]1(C)OC(=O)C[C@H]21
chemical formula
C₁₆H₂₆O₂
found in taxon
Abies holophylla
Commons category
Sclareolide
Sources (1)

via Wikidata · CC0

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Encyclopedic overview

1 sections
Contents
  • References

Sclareolide is a sesquiterpene lactone natural product derived from various plant sources including Salvia sclarea, Salvia yosgadensis, and cigar tobacco. It is a close analog of sclareol, a plant antifungal compound.

It is used as a fragrance in cosmetics and has been more recently marketed as a weight loss supplement, though there is no clinical evidence to support this effect.

Excerpted from Wikipedia’s “sclareolide” article, available under the CC BY-SA 4.0 licence.

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