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117870

Sigma-Aldrich

trans-Anethole

99%

Sinónimos:

4-Propenylanisole, trans-1-Methoxy-4-(1-propenyl)benzene

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About This Item

Fórmula lineal:
CH3CH=CHC6H4OCH3
Número de CAS:
4180-23-8
Peso molecular:
148.20
Beilstein:
774229
Número CE:
224-052-0
Número MDL:
MFCD00009284
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
24847351
NACRES:
NA.22
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Nivel de calidad

200

Ensayo

99%

Formulario

solid or liquid

índice de refracción

n20/D 1.561 (lit.)

bp

234-237 °C (lit.)

mp

20-21 °C (lit.)

solubilidad

H2O: very slightly soluble
acetone: soluble
alcohol: freely soluble
benzene: soluble
carbon disulfide: soluble
chloroform: miscible
diethyl ether: miscible
ethyl acetate: soluble
petroleum ether: soluble

densidad

0.988 g/mL at 25 °C (lit.)

cadena SMILES

COc1ccc(\C=C\C)cc1

InChI

1S/C10H12O/c1-3-4-9-5-7-10(11-2)8-6-9/h3-8H,1-2H3/b4-3+

Clave InChI

RUVINXPYWBROJD-ONEGZZNKSA-N

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Descripción general

trans-Anethole is the chief component of several essential oils including star anise, anise seed oil and sweet fennel[1]. It is a commercial flavor substance in baked goods, candy,ice cream, chewing gum, and alcoholic beverages[2].

Aplicación

trans-Anethole was used as carbon and energy supplement in the culture media of Pseudomonas putida strain, JYR-1 [2].

Acciones bioquímicas o fisiológicas

Major metabolite of trans-anethole in human volunteers was 4-methoxyhippuric acid[3]. It can be metabolized by a Arthrobacter strain (TA13)[1].
Naturally occurring phenylpropene derivative that is estrogenic at lower concentrations and cytotoxic at higher concentrations to cancer cell lines. The cytotoxicity is related to the metabolism of trans-anethole to 4-hydroxy-1-propenylbenzene.

Pictogramas

Exclamation markEnvironment
GHS07,GHS09

Palabra de señalización

Warning

Frases de peligro

H317,H411

Clasificaciones de peligro

Aquatic Chronic 2 - Skin Sens. 1

Código de clase de almacenamiento

10 - Combustible liquids

Clase de riesgo para el agua (WGK)

WGK 2

Punto de inflamabilidad (°F)

213.8 °F

Punto de inflamabilidad (°C)

101 °C

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
BCCM9388
STBL4085
STBL0897
BCCG0981
BCCF0221

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4-Allylanisole analytical standard

Supelco

34098

4-Allylanisole

[Ru(bpz)3][PF6]2 95%

Sigma-Aldrich

747777

[Ru(bpz)3][PF6]2

vibrant-m

Y0000386

Foeniculin for peak identification

Jiyoung Ryu et al.
Journal of agricultural and food chemistry, 53(15), 5954-5958 (2005-07-21)
Bacterial strain JYR-1, which utilizes high concentrations (up to 100 mM) of trans-anethole as the sole source of carbon and energy, was isolated from soil. It grew to OD(600)(nm) = 2.6 with a doubling time of 8 h when grown
S A Sangster et al.
Xenobiotica; the fate of foreign compounds in biological systems, 17(10), 1223-1232 (1987-10-01)
1. The metabolic fates of the naturally occurring food flavours trans-anethole and estragole, and their synthetic congener p-propylanisole, have been investigated in human volunteers using the [methoxy-14C]-labelled compounds. The doses used were close to those encountered in the diet, 1
Ching Hui Chen et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 19(8-9), 763-767 (2012-04-03)
Many traditional Chinese medicines target the treatment of inflammation which is emerging to be a critical component to cancer development and progression. The key aromatic compound in star anise anethole has demonstrated both anti and pro-cancerous effects depending on the
Santanu Bhadra et al.
Fitoterapia, 82(3), 342-346 (2010-11-16)
Illicium verum is a well known spice in traditional Indian system for its therapeutic potential. The present study was aimed to evaluate the acetylcholinesterase (AChE) and butyrylcholinesterase inhibitory (BChE) activity of standardized extracts of I. verum and its oil. Present
Josenilda Malveira Cavalcanti et al.
Journal of ethnopharmacology, 144(2), 240-247 (2012-09-25)
Croton zehntneri is a Euphorbiaceae species native to northeastern Brazil, where teas and beverages made from Croton zehntneri leaves are used as healing agents. To our knowledge, there is no experimental study supporting this claim of pharmacological activity. Full-thickness excisional
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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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