Showing Compound (+)-alpha-Bisabolol (FDB015054)

Record Information

Version

1.0

Creation date

2010-04-08 22:11:37 UTC

Update date

2019-11-26 03:11:09 UTC

Primary ID

FDB015054

Secondary Accession Numbers

FDB021850

Chemical Information

FooDB Name

(+)-alpha-Bisabolol

Description

(+)-alpha-Bisabolol belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a small amount of articles have been published on (+)-alpha-Bisabolol.

CAS Number

23178-88-3

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
(+)-a-Bisabolol	Generator
(+)-Α-bisabolol	Generator
Bisabolol, (+)-isomer	MeSH, HMDB
Bisabolol	MeSH, HMDB
(+)-(1'R,2R)-alpha-Bisabolol	HMDB
(+)-(1'R,2R)-α-Bisabolol	HMDB
(+)-(1’R,2R)-α-Bisabolol	HMDB
(+)-6R,7R-alpha-Bisabolol	HMDB
(+)-6R,7R-α-Bisabolol	HMDB
(+)-alpha-Bisabolol	HMDB
(alphaR,1R)-alpha,4-Dimethyl-alpha-(4-methyl-3-penten-1-yl)-3-cyclohexene-1-methanol	HMDB
(αR,1R)-α,4-Dimethyl-α-(4-methyl-3-penten-1-yl)-3-cyclohexene-1-methanol	HMDB
alpha-(+)-Bisabolol	HMDB
d-alpha-Bisabolol	HMDB
d-α-Bisabolol	HMDB
α-(+)-Bisabolol	HMDB
3-Cyclohexene-1-methanol, alpha,4-dimethyl-alpha-(4-methyl-3-penten-1-yl)-, (alphaR,1R)-	manual
alpha,4-Dimethyl-alpha-(4-methyl-3-penten-1-yl)-(alphar,1R)-3-cyclohexene-1-methanol	HMDB
D-alpha-Bisabolol	manual

Predicted Properties

Property	Value	Source
logP	3.91	ChemAxon
pKa (Strongest Basic)	-0.47	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	72.19 m³·mol⁻¹	ChemAxon
Polarizability	27.86 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C15H26O

IUPAC name

(2R)-6-methyl-2-[(1R)-4-methylcyclohex-3-en-1-yl]hept-5-en-2-ol

InChI Identifier

InChI=1S/C15H26O/c1-12(2)6-5-11-15(4,16)14-9-7-13(3)8-10-14/h6-7,14,16H,5,8-11H2,1-4H3/t14-,15+/m0/s1

InChI Key

RGZSQWQPBWRIAQ-LSDHHAIUSA-N

Isomeric SMILES

[H][C@]1(CCC(C)=CC1)[C@](C)(O)CCC=C(C)C

Average Molecular Weight

222.3663

Monoisotopic Molecular Weight

222.198365454

Classification

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Bisabolane sesquiterpenoid
Sesquiterpenoid
Tertiary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

No ontology term

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 81.02%; H 11.78%; O 7.19%	DFC
Melting Point	Not Available
Boiling Point	Bp12 154-156°	DFC
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	[a]23D +53.8 (c, 2.6 in CHCl3)	DFC
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	(-)-alpha-Bisabolol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-066r-9210000000-7ff1f52ea934fff75109	Spectrum
Predicted GC-MS	(-)-alpha-Bisabolol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-004j-9150000000-f0d65214b563c1fe0e8e	Spectrum
Predicted GC-MS	(-)-alpha-Bisabolol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0ab9-1290000000-205c7c190671df2e0141	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05u2-9730000000-867964dcbacd7531be85	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0gb9-9400000000-531e5c4b5695ad0e8e09	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0090000000-dc36029a7670fe05fa75	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-2190000000-aba6002bf895bc6a5762	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0002-9710000000-0aec4bfc3f14d590d3ba	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-059j-4920000000-a1ba351b509e5f240f4d	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a5j-7900000000-1f54ff8424c7d80eebe4	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9100000000-4ce3d02192df7090cca8	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0090000000-ab61d8a2af41e6ed2e49	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-0290000000-4b15d43984c03b619c11	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0kmi-1940000000-0ccfc6b1df77fb556c03	2021-09-22	View Spectrum