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Details

Stereochemistry ABSOLUTE
Molecular Formula C15H26O
Molecular Weight 222.3663
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CEDROL

SMILES

[H][C@@]12CC[C@@H](C)[C@]13C[C@H](C2(C)C)[C@](C)(O)CC3

InChI

InChIKey=SVURIXNDRWRAFU-OGMFBOKVSA-N
InChI=1S/C15H26O/c1-10-5-6-11-13(2,3)12-9-15(10,11)8-7-14(12,4)16/h10-12,16H,5-9H2,1-4H3/t10-,11+,12-,14-,15+/m1/s1

HIDE SMILES / InChI

Molecular Formula C15H26O
Molecular Weight 222.3663
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Cedrol is a sesquiterpene alcohol found in the essential oil of conifers (cedar oil), especially in the genera Cupressus (cypress) and Juniperus (juniper). It has also been identified in Origanum onites, a plant related to oregano. Cedrol is a fragrance ingredient used in decorative cosmetics, fine fragrances, shampoos, toilet soaps and other toiletries as well as in non-cosmetic products such as household cleaners and detergents. Its use worldwide is in the region of 1–10 metric tonnes per annum. The maximum skin level in formulae that go into fine fragrances has been reported to be 1.51% assuming use of the fragrance oil at levels up to 20% in the final product. The 97.5 percentile use level in formulae for use in cosmetics in general has been reported to be 1.3%, which would result in a maximum daily exposure on the skin of 0.0331 mg/kg for high end users of these products. Finding the natural source of this compound might help to elucidate why Anopheles gambiae and Anopheles arabiensis prefer to lay eggs in habitats containing it. Cedrol is the first compound confirmed as an oviposition attractant for gravid An. gambiae s.l. This finding paves the way for developing new ‘attract and kill strategies’ for malaria vector control.

Originator

Sources: Zeitschrift fuer Kristallographie und Mineralogie (1911), 48, 20-44.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
10.9 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Antimicrobial activity of some Pacific Northwest woods against anaerobic bacteria and yeast.
2001 Nov
Crystal structure of 1beta-hydroxy-beta-homopipitzolone (9-hydroxy-2,6,9-trimethyltricyclo[6,3,1,0(1,6)]dodeca-5,10,11,12-tetraone).
2003 May
Chemical composition, cytotoxic activity and antimicrobial activity of essential oils of leaves and berries of Juniperus phoenicea L. grown in Egypt.
2007 Jun 10
Eudismic analysis of tricyclic sesquiterpenoid alcohols: lead structures for the design of potent inhibitors of the human UDP-glucuronosyltransferase 2B7.
2007 Oct
Antiparasitic, nematicidal and antifouling constituents from Juniperus berries.
2008 Dec
Patents

Sample Use Guides

The maximum skin level in formulae that go into fine fragrances has been reported to be 1.51% assuming use of the fragrance oil at levels up to 20% in the final product. The 97.5 percentile use level in formulae for use in cosmetics in general has been reported to be 1.3%, which would result in a maximum daily exposure on the skin of 0.0331 mg/kg for high end users of these products
Route of Administration: Topical
Anopheles gambiae species females were two times more likely to lay eggs in lake water infused for six days with soil from a natural oviposition site in western Kenya compared to lake water alone or to the same but autoclaved infusion. One of the soil infusion volatiles was readily identified as the sesquiterpene alcohol cedrol. Its widespread presence in natural aquatic habitats in the study area was confirmed by analysing the chemical headspace of 116 water samples collected from different aquatic sites in the field and was therefore selected for evaluation in oviposition bioassays. Twice as many gravid females were attracted to cedrol-treated water than to water alone in two choice cage bioassays and in experiments conducted in large-screened cages with free-flying mosquitoes. When tested in the field, wild malaria vector females were three times more likely to be collected in the traps baited with cedrol than in the traps containing water alone.
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:34:45 GMT 2023
Edited
by admin
on Fri Dec 15 16:34:45 GMT 2023
Record UNII
63ZM9703BO
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CEDROL
INCI   MI  
INCI  
Official Name English
(3R-(3.ALPHA.,3A.BETA.,6.ALPHA.,7.BETA.,8A.ALPHA.))-OCTAHYDRO-3,6,8,8-TETRAMETHYL-1H-3A,7-METHANOAZULEN-6-OL
Common Name English
(+)-CEDROL
Common Name English
CEDROL [INCI]
Common Name English
CEDAR CAMPHOR
Common Name English
CEDROL [MI]
Common Name English
NSC-403883
Code English
CYPRESS CAMPHOR
Common Name English
8.BETA.H-CEDRAN-8-OL
Common Name English
FEMA NO. 4503
Common Name English
Classification Tree Code System Code
JECFA EVALUATION (+)-CEDROL
Created by admin on Fri Dec 15 16:34:45 GMT 2023 , Edited by admin on Fri Dec 15 16:34:45 GMT 2023
Code System Code Type Description
ECHA (EC/EINECS)
201-035-6
Created by admin on Fri Dec 15 16:34:45 GMT 2023 , Edited by admin on Fri Dec 15 16:34:45 GMT 2023
PRIMARY
MERCK INDEX
m3183
Created by admin on Fri Dec 15 16:34:45 GMT 2023 , Edited by admin on Fri Dec 15 16:34:45 GMT 2023
PRIMARY Merck Index
DAILYMED
63ZM9703BO
Created by admin on Fri Dec 15 16:34:45 GMT 2023 , Edited by admin on Fri Dec 15 16:34:45 GMT 2023
PRIMARY
PUBCHEM
65575
Created by admin on Fri Dec 15 16:34:45 GMT 2023 , Edited by admin on Fri Dec 15 16:34:45 GMT 2023
PRIMARY
FDA UNII
63ZM9703BO
Created by admin on Fri Dec 15 16:34:45 GMT 2023 , Edited by admin on Fri Dec 15 16:34:45 GMT 2023
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EPA CompTox
DTXSID1041269
Created by admin on Fri Dec 15 16:34:45 GMT 2023 , Edited by admin on Fri Dec 15 16:34:45 GMT 2023
PRIMARY
MESH
C078669
Created by admin on Fri Dec 15 16:34:45 GMT 2023 , Edited by admin on Fri Dec 15 16:34:45 GMT 2023
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CAS
77-53-2
Created by admin on Fri Dec 15 16:34:45 GMT 2023 , Edited by admin on Fri Dec 15 16:34:45 GMT 2023
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NSC
403883
Created by admin on Fri Dec 15 16:34:45 GMT 2023 , Edited by admin on Fri Dec 15 16:34:45 GMT 2023
PRIMARY
JECFA MONOGRAPH
2008
Created by admin on Fri Dec 15 16:34:45 GMT 2023 , Edited by admin on Fri Dec 15 16:34:45 GMT 2023
PRIMARY
CHEBI
10217
Created by admin on Fri Dec 15 16:34:45 GMT 2023 , Edited by admin on Fri Dec 15 16:34:45 GMT 2023
PRIMARY
RXCUI
1670019
Created by admin on Fri Dec 15 16:34:45 GMT 2023 , Edited by admin on Fri Dec 15 16:34:45 GMT 2023
PRIMARY RxNorm
HSDB
8265
Created by admin on Fri Dec 15 16:34:45 GMT 2023 , Edited by admin on Fri Dec 15 16:34:45 GMT 2023
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WIKIPEDIA
CEDROL
Created by admin on Fri Dec 15 16:34:45 GMT 2023 , Edited by admin on Fri Dec 15 16:34:45 GMT 2023
PRIMARY