Bisabolol
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Basic information
- CAS
23178-88-3- Standard SMILES
CC(C)=CCC[C@@](C)(O)[C@H]1CC=C(C)CC1- InChIKey
RGZSQWQPBWRIAQ-LSDHHAIUSA-N- Molecular formula
- C15H26O
- Average molar mass
- 222.37 g/mol
- Monoisotopic mass
- 222.19836545
Overview
(+)-alpha-Bisabolol is a sesquiterpenoid.
Names & identifiers
- Preferred name
- Bisabolol
- IUPAC
- (2R)-6-methyl-2-[(1R)-4-methylcyclohex-3-en-1-yl]hept-5-en-2-ol
- English name
- (+)-α-Bisabolol
- Molecular formula
- C15H26O
- Molecular weight
- 222.37
Names & synonyms
Bisabolol515-69-536HQN158VCDTXSID5045964DTXCID30259645-HEPTEN-2-OL, 6-METHYL-2-(4-METHYL-3-CYCLOHEXEN-1-YL)-3-Cyclohexene-1-methanol, alpha,4-dimethyl-alpha-(4-methyl-3-penten-1-yl)-, (alphaR,1R)-rel-GZE Skincare Oil3-Cyclohexene-1-methanol, alpha,4-dimethyl-alpha-(4-methyl-3-pentenyl)-, (alphaR,1R)-rel-3-Cyclohexene-1-methanol, alpha,4-dimethyl-alpha-(4-methyl-3-pentenyl)-, (R*,R*)-Bisabolol 0.5%RefChem:917307
Show more names
(+)-α-Bisabolol(αR,1R)-α-Bisabolol(AlphaR,1R)-Alpha-Bisabolol(1R,αR)-α,4-Dimethyl-α-(4-methyl-3-pentenyl)-3-cyclohexene-1-methanol3-Cyclohexene-1-methanol, α,4-dimethyl-α-(4-methyl-3-penten-1-yl)-, (αR,1R)-
208-205-9alpha-Bisabolol(+)-alpha-Bisabolol23178-88-3(2R)-6-methyl-2-[(1R)-4-methylcyclohex-3-en-1-yl]hept-5-en-2-olD-alpha-Bisabolol(aR,1R)-a-Bisabolol(R)-6-Methyl-2-((R)-4-methylcyclohex-3-en-1-yl)hept-5-en-2-ol
Database identifiers
- CAS
23178-88-3、25428-43-7、515-69-5- PubChem CID
- 1549992
- DTXSID
DTXSID001370999- ChEMBL
CHEMBL1171719、CHEMBL1561544- ChEBI
CHEBI:192031- UNII
- 105S6I733Z、36HQN158VC
- EC Number
- 208-205-9、246-973-7
- Nikkaji
- J144.007A
Properties
Computed structural propertiesFilling in
- XLogP
- 3.8
- Topological polar surface area
- 20.2 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 4
- Heavy atoms
- 16
- Formal charge
- 0
- Complexity
- 284
Experimental & physicochemical properties
Cosmetics
Cosmetic ingredients (Bisabolol) -> CIR (Cosmetic Ingredient Review)
Soothing
Fragrances
Fragrance Ingredient ((+)-_-Bisabolol) -> IFRA transparency List
Fragrance Ingredient (6-Methyl-2-(4-methyl-3-cyclohexen-1-yl)-5-hepten-2-ol) -> IFRA transparency List
Fragrance
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Endocrine DisruptorsPotential endocrine disrupting compound
Physicochemical properties
- alpha
- 20 · D20 +51.7°; D20 +57.04°
- Boiling point
- 1 · bp1.0 120-122°
- Density
- 20 · d20 0.9213
- refractive index
- 20 · nD20 1.4919
- storage temp.
- Amber Vial, Refrigerator
- solubility
- Chloroform (Slightly), Ethanol (Slightly)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 1.7% (5 of 296) of reports.
Warning
H317 (83.1%): May cause an allergic skin reaction [Warning Sensitization, Skin]
P261, P272, P273, P280, P302+P352, P321, P333+P317, P362+P364, P391, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 296 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: 3-Cyclohexene-1-methanol, .alpha.,4-dimethyl-.alpha.-(4-methyl-3-penten-1-yl)-, (.alpha.R,1R)-rel-
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
Alpha-bisabolol: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesSkin Sens. 1B (83.1%)
Toxicology
Toxicity SummarySafe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.org
Chemistry & industry
Pharmacology
Cellular LocationsExtracellular
Uses & manufacturing
UsesCIR ingredient: Bisabolol
IFRA Fragrance Standards
alpha-Bisabolol
(R*,R*)-.α.,4-Dimethyl-.α.-(4-methyl-3-pentenyl)cyclohex-3-ene-1-methanol; 3-Cyclohexene-1-methanol, .α.,4-dimethyl-.α.-(4-methyl-3-pentenyl)-, (R*,R*)-; 6-Methyl-2-(4-methyl-3-cyclohexen-1-yl)-5-hepten-2-ol; 3-Cyclohexene-1-methanol, α,4-dimethyl-α-(4-methyl-3-penten-1- yl)-; 3-Cyclohexene-1-methanol, α,4-dimethyl-α-(4-methyl-3-penten-1- yl)-, (αS,1S)-; 3-Cyclohexene-1-methanol, α,4-dimethyl-α-(4-methyl-3-penten-1- yl)-, (αR,1R)-; 3-Cyclohexene-1-methanol, α,4-dimethyl-α-(4-methyl-3-penten-1- yl)-, (αR,1S)-; 3-Cyclohexene-1-methanol, α,4-dimethyl-α-(4-methyl-3-penten-1- yl)-, (αS,1R)-; alpha-Bisabolol; Bisabolol; Bisabolol nat. roh (Candela-Ãl) (Commercial name); Dragosantol (Commercial name)
IFRA_STD_192.pdf
49
IFRA 51st Amendment - Guidance for the use of IFRA Standards
Restriction: This material should be used only in the limited quantity as stated in the Standard
Household ProductsInformation on 37 consumer products that contain Bisabolol in the following categories is provided:
Use Classification
Fragrance Ingredients
Fragrance Ingredients
Cosmetics -> Soothing
General Manufacturing Information3-Cyclohexene-1-methanol, .alpha.,4-dimethyl-.alpha.-(4-methyl-3-penten-1-yl)-, (.alpha.R,1R)-rel-: ACTIVE
Restriction Limits in the Finished Product (%)
0.42 [Products applied to the lips]
0.13 [Products applied to the axillae]
2.5 [Products applied to the face/body using fingertips]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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