U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C16H26O2
Molecular Weight 250.3764
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SCLAREOLIDE

SMILES

[H][C@]12CC(=O)O[C@]1(C)CC[C@@]3([H])C(C)(C)CCC[C@]23C

InChI

InChIKey=IMKJGXCIJJXALX-SHUKQUCYSA-N
InChI=1S/C16H26O2/c1-14(2)7-5-8-15(3)11(14)6-9-16(4)12(15)10-13(17)18-16/h11-12H,5-10H2,1-4H3/t11-,12+,15-,16+/m0/s1

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including US Patent Application No. 2010/0183527 A1

Sclareolide is a sesquiterpene lactone natural product derived from various plant sources including Salvia sclarea, Salvia yosgadensis, and cigar tobacco. Sclareolide demonstrated good antibacterial activity against common human pathogens, including Staphylococcus aureus, Pseudomonas aeruginosa, Escherichia coli and Enterococcus faecalis. Sclareolide is not generally known for its bioactive properties. Instead, it is mostly used as a fixative or base in the perfume industry. It is also used in cosmetics, because it is thought to contribute to tanning of skin and/or darkening of hair.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Unknown

Approved Use

Unknown
Curative
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Enantiospecific synthesis of the antituberculosis marine sponge metabolite (+)-puupehenone. The arenol oxidative activation route.
2002 Oct 31
A study on the synthesis of antiangiogenic (+)-coronarin A and congeners from (+)-sclareolide.
2003 Jun 16
The nicholas approach to natural product hybrids.
2006 Aug 16
(3aS,7S,9aS,9bR)-3a,6,6,9a-Tetra-methyl-2-oxoperhydro-naphtho[2,1-b]furan-7-yl acetate.
2008 Aug 16
Differential enhancement of leukaemia cell differentiation without elevation of intracellular calcium by plant-derived sesquiterpene lactone compounds.
2008 Nov
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Curator's Comment: Sclareolide demonstrated a good antibacterial activity against Staphylococcus aureus ATCC 25923, Pseudomonas aeruginosa ATCC 27950, Escherichia coli ATCC 25922 and Enterococcus faecalis ATCC 29212.
Unknown
Name Type Language
SCLAREOLIDE
FHFI   INCI  
INCI  
Official Name English
SCLAREOLIDE [INCI]
Common Name English
NORAMBREINOLIDE
Common Name English
NAPHTHO(2,1-B)FURAN-2(1H)-ONE, DECAHYDRO-3A,6,6,9A-TETRAMETHYL-, (3AR,5AS,9AS,9BR)-
Common Name English
(3AR)-(+)-SCLAREOLIDE
Common Name English
SCLAREOLIDE [FHFI]
Common Name English
12-NORAMBREINOLIDE
Common Name English
FEMA NO. 3794
Code English
Classification Tree Code System Code
DSLD 3501 (Number of products:2)
Created by admin on Fri Dec 15 17:17:26 GMT 2023 , Edited by admin on Fri Dec 15 17:17:26 GMT 2023
JECFA EVALUATION SCLAREOLIDE
Created by admin on Fri Dec 15 17:17:26 GMT 2023 , Edited by admin on Fri Dec 15 17:17:26 GMT 2023
Code System Code Type Description
JECFA MONOGRAPH
1156
Created by admin on Fri Dec 15 17:17:26 GMT 2023 , Edited by admin on Fri Dec 15 17:17:26 GMT 2023
PRIMARY
DAILYMED
37W4O0O6E6
Created by admin on Fri Dec 15 17:17:26 GMT 2023 , Edited by admin on Fri Dec 15 17:17:26 GMT 2023
PRIMARY
MESH
C109395
Created by admin on Fri Dec 15 17:17:26 GMT 2023 , Edited by admin on Fri Dec 15 17:17:26 GMT 2023
PRIMARY
WIKIPEDIA
SCLAREOLIDE
Created by admin on Fri Dec 15 17:17:26 GMT 2023 , Edited by admin on Fri Dec 15 17:17:26 GMT 2023
PRIMARY
RXCUI
1426934
Created by admin on Fri Dec 15 17:17:26 GMT 2023 , Edited by admin on Fri Dec 15 17:17:26 GMT 2023
PRIMARY RxNorm
ECHA (EC/EINECS)
209-269-0
Created by admin on Fri Dec 15 17:17:26 GMT 2023 , Edited by admin on Fri Dec 15 17:17:26 GMT 2023
PRIMARY
EPA CompTox
DTXSID8047686
Created by admin on Fri Dec 15 17:17:26 GMT 2023 , Edited by admin on Fri Dec 15 17:17:26 GMT 2023
PRIMARY
FDA UNII
37W4O0O6E6
Created by admin on Fri Dec 15 17:17:26 GMT 2023 , Edited by admin on Fri Dec 15 17:17:26 GMT 2023
PRIMARY
CAS
564-20-5
Created by admin on Fri Dec 15 17:17:26 GMT 2023 , Edited by admin on Fri Dec 15 17:17:26 GMT 2023
PRIMARY
PUBCHEM
929262
Created by admin on Fri Dec 15 17:17:26 GMT 2023 , Edited by admin on Fri Dec 15 17:17:26 GMT 2023
PRIMARY