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Details

Stereochemistry ABSOLUTE
Molecular Formula C15H26O
Molecular Weight 222.3663
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of .BETA.-CARYOPHYLLENE ALCOHOL

SMILES

[H][C@]12CC(C)(C)[C@]1([H])CC[C@]3(C)CCC[C@@]2(O)C3

InChI

InChIKey=FUQAYSQLAOJBBC-PAPYEOQZSA-N
InChI=1S/C15H26O/c1-13(2)9-12-11(13)5-8-14(3)6-4-7-15(12,16)10-14/h11-12,16H,4-10H2,1-3H3/t11-,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 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: The description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/28891397 | https://www.ncbi.nlm.nih.gov/pubmed/28724695

beta-Caryophyllene alcohol 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 <0.1 metric tonnes per annum. In vivo studies found that b-Caryophyllene alcohol significantly inhibited asthma induced by histamine and acetylcholine in guinea pigs with the efficacy lasting for at least 6 hours and with the potency equivalent to aminophylline. Inhibition of airway inflammation and scavenging of free radical and reactive oxygen species was one of the mechanisms of anti-asthmatic action

Originator

Sources: Bulletin de la Societe Chimique de France (1948), 990-4

Approval Year

Targets

Targets

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Fragrance material review on beta-caryophyllene alcohol.
2008 Nov
Patents

Patents

Sample Use Guides

For intravenous (i.v.) pharmacokinetic studies, the rats were treated with low (5 mg/kg), middle (10 mg/kg) and high (20 mg/kg) doses of b-Caryophyllene alcohol solution (in 5% glucose containing 30% ethanol as solubilizer) via tail vein. For oral pharmacokinetic studies, the rats received an intragastric (i.g.) dose (100 mg/kg) of b-Caryophyllene alcohol solution, suspension (in 0.5% sodium carboxy-methylcellulose) and PEG formulation.
Route of Administration: Other
S. griseus strain S4–7 was used for activity evaluation. To test antifungal activity, the volatile mixture concentration of S4–7 was prepared at 5 mg ml21 and 40, 20 and 10 ml samples used. The synthetic caryolan-1-ol was diluted to 0.075, 0.038, 0.019, 0.009 and 0.005 mmol ml21. A paper disc (8 mm) treated with a fraction of volatiles mixture or synthesized caryolan-1-ol was put in the lid of the Petri dish cover and B. cinerea was grown on the agar at 278C. After 4 days of incubation, mycelial growth was measured.
Substance Class Chemical
Created
by admin
on Sat Dec 16 01:39:50 GMT 2023
Edited
by admin
on Sat Dec 16 01:39:50 GMT 2023
Record UNII
9Y50O7OH2E
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
.BETA.-CARYOPHYLLENE ALCOHOL
Common Name English
CARYOPHYLLENE ALCOHOL [FHFI]
Common Name English
CARYOLAN-1-OL
Common Name English
.BETA.-CARYOLANOL
Common Name English
CARYOLANOL-1
Systematic Name English
TRICYCLO(6.3.1.02,5)DODECAN-1-OL, 4,4,8-TRIMETHYL-, (1R,2S,5R,8S)-
Systematic Name English
FEMA NO. 4410
Code English
Classification Tree Code System Code
JECFA EVALUATION CARYOPHYLLENE ALCOHOL
Created by admin on Sat Dec 16 01:39:50 GMT 2023 , Edited by admin on Sat Dec 16 01:39:50 GMT 2023
CFR 21 CFR 172.515
Created by admin on Sat Dec 16 01:39:50 GMT 2023 , Edited by admin on Sat Dec 16 01:39:50 GMT 2023
Code System Code Type Description
DAILYMED
9Y50O7OH2E
Created by admin on Sat Dec 16 01:39:50 GMT 2023 , Edited by admin on Sat Dec 16 01:39:50 GMT 2023
PRIMARY
ECHA (EC/EINECS)
207-458-2
Created by admin on Sat Dec 16 01:39:50 GMT 2023 , Edited by admin on Sat Dec 16 01:39:50 GMT 2023
PRIMARY
CAS
29123-46-4
Created by admin on Sat Dec 16 01:39:50 GMT 2023 , Edited by admin on Sat Dec 16 01:39:50 GMT 2023
SUPERSEDED
FDA UNII
9Y50O7OH2E
Created by admin on Sat Dec 16 01:39:50 GMT 2023 , Edited by admin on Sat Dec 16 01:39:50 GMT 2023
PRIMARY
CAS
472-97-9
Created by admin on Sat Dec 16 01:39:50 GMT 2023 , Edited by admin on Sat Dec 16 01:39:50 GMT 2023
PRIMARY
EPA CompTox
DTXSID501033247
Created by admin on Sat Dec 16 01:39:50 GMT 2023 , Edited by admin on Sat Dec 16 01:39:50 GMT 2023
PRIMARY
CAS
52104-11-7
Created by admin on Sat Dec 16 01:39:50 GMT 2023 , Edited by admin on Sat Dec 16 01:39:50 GMT 2023
SUPERSEDED
MESH
C534302
Created by admin on Sat Dec 16 01:39:50 GMT 2023 , Edited by admin on Sat Dec 16 01:39:50 GMT 2023
PRIMARY
JECFA MONOGRAPH
2005
Created by admin on Sat Dec 16 01:39:50 GMT 2023 , Edited by admin on Sat Dec 16 01:39:50 GMT 2023
PRIMARY
CAS
18099-00-8
Created by admin on Sat Dec 16 01:39:50 GMT 2023 , Edited by admin on Sat Dec 16 01:39:50 GMT 2023
SUPERSEDED
PUBCHEM
11746218
Created by admin on Sat Dec 16 01:39:50 GMT 2023 , Edited by admin on Sat Dec 16 01:39:50 GMT 2023
PRIMARY