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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

C[C@@H]1CC[C@H]2C(C)(C)[C@H]3C[C@@]12CC[C@@]3(C)O

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
Inhibitory effects of phylligenin and quebrachitol isolated from Mitrephora vulpina on platelet activating factor receptor binding and platelet aggregation.
2010-11-03
Antiplatelet aggregation and platelet activating factor (PAF) receptor antagonistic activities of the essential oils of five Goniothalamus species.
2010-07-29
Relation between developmental stage, sensory properties, and volatile content of organically and conventionally grown pac choi (Brassica rapa var. Mei Qing Choi).
2010-05
Biotransformation of alpha-cedrol and caryophyllene oxide by the fungus Neurospora crassa.
2010-04
[Electroantennogram responses of Maruca testulalis (Lepidoptera: Pyralidae) to plant volatiles and sex pheromone].
2009-08
Comparative analysis of essential oils from eight herbal medicines with pungent flavor and cool nature by GC-MS and chemometric resolution methods.
2009-02
Antiparasitic, nematicidal and antifouling constituents from Juniperus berries.
2008-12
Antiproliferative effects of essential oils and their major constituents in human renal adenocarcinoma and amelanotic melanoma cells.
2008-12
Fragrance material review on cedrol.
2008-11
Chemical composition and fungitoxic activity of essential oil of Thuja orientalis L. grown in the north-western Himalaya.
2008-06-07
Woody pretzels: spirocycles from vetiver to patchouli and Georgywood.
2008-06
Effects of direct cedrol inhalation into the lower airway on autonomic nervous activity in totally laryngectomized subjects.
2008-02
A new labdane-type diterpene from the bark of Juniperus chinensis Linn.
2008
A gold-catalyzed entry into the sesquisabinene and sesquithujene families of terpenoids and formal total syntheses of cedrene and cedrol.
2008
Eudismic analysis of tricyclic sesquiterpenoid alcohols: lead structures for the design of potent inhibitors of the human UDP-glucuronosyltransferase 2B7.
2007-10
Chemical composition, cytotoxic activity and antimicrobial activity of essential oils of leaves and berries of Juniperus phoenicea L. grown in Egypt.
2007-06-10
Overseas survey of the effect of cedrol on the autonomic nervous system in three countries.
2007-05
[Chemical components and antimicrobial activity of essential oils in Cunninghamia lanceolata heartwood].
2005-12
Assessment of pulse rate variability by the method of pulse frequency demodulation.
2005-11-01
[Studies on the chemical constituents in root of Coleus forskohlii].
2005-11
Reduction of infectivity of schistosome cercariae by application of cercaricidal oil to water.
2005-11
Biotransformation of terpenoids by mammals, microorganisms, and plant-cultured cells.
2005-05
[Terpenoids in root exudates of different allelopathic rice varieties].
2005-04
Effect of magnesium on essential oil formation of genetically transformed and non-transformed chamomile cultures.
2004-12
Intramolecular iron-mediated diene/olefin cyclocoupling: formation of carbon spirocycles.
2004-07-22
Pressurized fluids for extraction of cedarwood oil from Juniperus virginianna.
2004-04-21
New terpenoids in cultivated and wild chamomile (in vivo and in vitro).
2004-02-05
Autonomic responses during inhalation of natural fragrance of Cedrol in humans.
2003-10-31
Stereospecific hydroxylation of (+)-cedrol by using human skin microbial flora Staphylococcus epidermidis.
2003-10
The sedative effects and mechanism of action of cedrol inhalation with behavioral pharmacological evaluation.
2003-07
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).
2003-05
Volatile constituents of the fruit and leaf oils of Thuja orientalis L. grown in Iran.
2003-04-25
Antimicrobial activity of some Pacific Northwest woods against anaerobic bacteria and yeast.
2001-11
[Studies on the chemical components from Sargassum fusiform].
2001-07
Inhibition of platelet-activating factor receptor binding by aporphine and phenanthrenoid alkaloids from Aromadendron elegans.
2001-07
Antitermitic activity of essential oils and components from Taiwania (Taiwania cryptomerioides).
2001-04
Biotransformation of cedrol by Curvularia lunata ATCC 12017.
2001-03
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 Mon Mar 31 18:31:48 GMT 2025
Edited
by admin
on Mon Mar 31 18:31:48 GMT 2025
Record UNII
63ZM9703BO
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CEDROL
INCI   MI  
INCI  
Official Name English
NSC-403883
Preferred 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
CEDAR CAMPHOR
Common Name English
CEDROL [MI]
Common Name 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 Mon Mar 31 18:31:48 GMT 2025 , Edited by admin on Mon Mar 31 18:31:48 GMT 2025
Code System Code Type Description
ECHA (EC/EINECS)
201-035-6
Created by admin on Mon Mar 31 18:31:48 GMT 2025 , Edited by admin on Mon Mar 31 18:31:48 GMT 2025
PRIMARY
MERCK INDEX
m3183
Created by admin on Mon Mar 31 18:31:48 GMT 2025 , Edited by admin on Mon Mar 31 18:31:48 GMT 2025
PRIMARY Merck Index
DAILYMED
63ZM9703BO
Created by admin on Mon Mar 31 18:31:48 GMT 2025 , Edited by admin on Mon Mar 31 18:31:48 GMT 2025
PRIMARY
PUBCHEM
65575
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PRIMARY
FDA UNII
63ZM9703BO
Created by admin on Mon Mar 31 18:31:48 GMT 2025 , Edited by admin on Mon Mar 31 18:31:48 GMT 2025
PRIMARY
EPA CompTox
DTXSID1041269
Created by admin on Mon Mar 31 18:31:48 GMT 2025 , Edited by admin on Mon Mar 31 18:31:48 GMT 2025
PRIMARY
MESH
C078669
Created by admin on Mon Mar 31 18:31:48 GMT 2025 , Edited by admin on Mon Mar 31 18:31:48 GMT 2025
PRIMARY
CAS
77-53-2
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PRIMARY
NSC
403883
Created by admin on Mon Mar 31 18:31:48 GMT 2025 , Edited by admin on Mon Mar 31 18:31:48 GMT 2025
PRIMARY
JECFA MONOGRAPH
2008
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PRIMARY
CHEBI
10217
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PRIMARY
RXCUI
1670019
Created by admin on Mon Mar 31 18:31:48 GMT 2025 , Edited by admin on Mon Mar 31 18:31:48 GMT 2025
PRIMARY RxNorm
HSDB
8265
Created by admin on Mon Mar 31 18:31:48 GMT 2025 , Edited by admin on Mon Mar 31 18:31:48 GMT 2025
PRIMARY
WIKIPEDIA
CEDROL
Created by admin on Mon Mar 31 18:31:48 GMT 2025 , Edited by admin on Mon Mar 31 18:31:48 GMT 2025
PRIMARY