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53653

Supelco

(−)-α-Santonin

analytical standard

Synonym(s):

(3S,5aS,9bS)-3a,5,5a,9b-Tetrahydro-3,5a,9-trimethylnaphtho[1,2-b]furan-2,8(3H,4H)dione, Semenen

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About This Item

Empirical Formula (Hill Notation):
C15H18O3
CAS Number:
Molecular Weight:
246.30
Beilstein:
89489
EC Number:
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

Assay

≥95.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

impurities

≤5.0% water

mp

172-173 °C (lit.)

application(s)

cleaning products
cosmetics
food and beverages
personal care

format

neat

storage temp.

2-8°C

SMILES string

C[C@H]1[C@@H]2CC[C@@]3(C)C=CC(=O)C(C)=C3[C@H]2OC1=O

InChI

1S/C15H18O3/c1-8-10-4-6-15(3)7-5-11(16)9(2)12(15)13(10)18-14(8)17/h5,7-8,10,13H,4,6H2,1-3H3/t8-,10-,13-,15-/m0/s1

InChI key

XJHDMGJURBVLLE-BOCCBSBMSA-N

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Takao Yamaura
Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan, 131(3), 395-400 (2011-03-05)
Soon after its foundation in 1919, Nippon Shinyaku Co., Ltd began to develop the domestic production of Santonin, an anthelmintic agent, which, until then, had been totally imported from Russia. In 1927, Artemisia maritima ssp. monogyna was introduced from Europe
Seung Hyun Kim et al.
Archives of pharmacal research, 31(3), 300-304 (2008-04-15)
DAAS is the diacetoxy acetal derivative of a-santonin and induces HL-60 cell differentiation into granulocytes. In this report, we investigated the structure-activity relationship (SAR) of DAAS derivatives in the differentiation of human HL-60 leukemia cells. Although its derivatives themselves had
Lin Yang et al.
Biotechnology letters, 27(11), 793-797 (2005-08-09)
Cell suspension cultures of five plants (Catharanthus roseus, Ginkgo biloba, Platycodon grandiflorum, Taxus cuspidata, Phytolacca asinosa) were employed to bioconvert the eudesmanolide compound, alpha-santonin. Reactions occurring were hydroxylation (C-1, C-11 and C-15), reduction of the double bond [1(2) or 3(4)]
Oliver Schwarz et al.
Journal of combinatorial chemistry, 9(6), 1104-1113 (2007-09-14)
Recently, we developed a concept known as biology-oriented synthesis (BIOS), which targets the design and synthesis of small- to medium-sized compound libraries on the basis of genuine natural product templates to provide screening compounds with high biological relevance. We herein
Lin Yang et al.
Natural product research, 22(6), 499-506 (2008-04-17)
The fungus, Absidia coerulea was employed to bioconvert tetrahydro-alpha-santonins, 1,2,4alpha,5alpha-tetrahydro-alpha-santonin (1), and its 4-epimer (2), from which 10 products (3-12) were obtained. Furthermore, their structures were determined, based on their chemical and spectroscopic data analyses. Among them, 3-5, 7, 9

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