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00630590

Bisabolol oxide A

primary reference standard

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Synonym(s):
(3S,6S)-Tetrahydro-2,2,6-trimethyl-6-[(1S)-4-methyl-3-cyclohexen-1-yl]-2H-pyran-3-ol
Empirical Formula (Hill Notation):
C15H26O2
CAS Number:
22567-36-8
Molecular Weight:
238.37
EC Number:
245-086-2
MDL number:
MFCD10567365
PubChem Substance ID:
329747109
NACRES:
NA.24

grade

primary reference standard

shelf life

limited shelf life, expiry date on the label

manufacturer/tradename

HWI

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

storage temp.

−20°C

SMILES string

[H][C@@]1(CCC(C)=CC1)[C@]2(C)CC[C@H](O)C(C)(C)O2

InChI

1S/C15H26O2/c1-11-5-7-12(8-6-11)15(4)10-9-13(16)14(2,3)17-15/h5,12-13,16H,6-10H2,1-4H3/t12-,13+,15+/m1/s1

InChI key

WJHRAVIQWFQMKF-IPYPFGDCSA-N

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General description

Produced and qualified by HWI pharma services GmbH.
Exact content by quantitative NMR can be found on the certificate.

Application

Reference standard in the analysis of herbal medicinal products

Pictograms

Environment
GHS09

Hazard Statements

H411

Precautionary Statements

P273

Hazard Classifications

Aquatic Chronic 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Ikuko Ogata-Ikeda et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 18(5), 362-365 (2010-09-25)
German chamomile (Matricaria recutita L.) is a popular ingredient in herbal teas. In previous study, micromolar bisabololoxide A, one of main constituents in German chamomile, exerted cytotoxic action on rat thymocyte, a normal non-proliferative cell. This result prompted us to
Ikuko Ogata et al.
Archives of toxicology, 84(1), 45-52 (2009-10-17)
German chamomile (Matricaria recutita L.), one of the popular ingredients in herbal teas, has been traditionally used for medicinal purposes. Bisabololoxide A (BSBO) is one of the main constituents in this herb. BSBO is supposed to be principle in some
Eri Fukunaga et al.
Phytotherapy research : PTR, 28(5), 685-691 (2013-07-23)
Bisabololoxide A (BSBO), main constituents in German chamomile extract, is responsible for antipruritic effect. In previous study, the incubation with 30-100 μM BSBO for 24 h exerted cytotoxic and proapoptotic effects on rat thymocytes. To further characterize BSBO cytotoxicity, the effect on
Cristina Avonto et al.
Journal of natural products, 76(10), 1848-1853 (2013-09-28)
German chamomile (Matricaria chamomilla) is one of the most popular medicinal plants used in Western herbal medicine. Among the various phytochemicals present in the essential oil of the flowers of German chamomile, bisabolol and its oxidized metabolites are considered as

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