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I7256

Sigma-Aldrich

Indole-3-carbinol

Synonim(y):

3-Indolemethanol

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1 G
174,00 zł
5 G
535,00 zł
25 G
2010,00 zł

174,00 zł

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1 G
174,00 zł
5 G
535,00 zł
25 G
2010,00 zł

About This Item

Wzór empiryczny (zapis Hilla):
C9H9NO
Numer CAS:
700-06-1
Masa cząsteczkowa:
147.17
Numer WE:
211-836-2
Numer MDL:
MFCD00005632
Kod UNSPSC:
12352005
Identyfikator substancji w PubChem:
24896113
NACRES:
NA.25

174,00 zł

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mp

96-99 °C (lit.)

temp. przechowywania

2-8°C

ciąg SMILES

OCc1c[nH]c2ccccc12

InChI

1S/C9H9NO/c11-6-7-5-10-9-4-2-1-3-8(7)9/h1-5,10-11H,6H2

Klucz InChI

IVYPNXXAYMYVSP-UHFFFAOYSA-N

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Opis ogólny

Indole-3-carbinol is a novel secondary plant metabolite produced in cruciferous vegetables,[1] such as cabbage, cauliflower and brussels sprouts.[2]

Zastosowanie

Indole-3-carbinol has been used for encapsulation with poly-lactic-co-glycolic acid (PLGA), to study its in-vitro anti-cancerogenic effects on breast adenocarcinoma epithelial (MCF7), colon adenocarcinoma epithelial (Caco2), prostate carcinoma epithelial (PC3) cells.[3] It has also been used as a cytochrome P4501A (CYP1A) inducer.[4]

Działania biochem./fizjol.

Indole-3-carbinol (I3C) activates aryl hydrocarbon receptor (AhR) and induces G1 cell cycle arrest and apoptosis. Thus, it acts as a potential anti-cancer agent.[5] In addition, it induces estradiol metabolism by stimulating cytochrome P450 enzymes.[6] Therefore, I3C is considered to be a potent chemotherapeutic for various types of cancer including, breast,[1] prostate, colon cancer,[3] and leukemia.[5]
Inhibits cancinogenesis at the initiation stage. Has be shown to inhibit carcinogenesis in several animal species, but it enhances tumor incidence if administered at a post-initiation stage. Found in cruciferous vegetables.
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Piktogramy

Exclamation mark
GHS07

Hasło ostrzegawcze

Warning

Zwroty wskazujące rodzaj zagrożenia

H315,H319

Klasyfikacja zagrożeń

Eye Irrit. 2 - Skin Irrit. 2

Kod klasy składowania

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 3

Środki ochrony indywidualnej

dust mask type N95 (US), Eyeshields, Gloves

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Certyfikaty analizy (CoA)

Lot/Batch Number
MKCV9482
MKCS2421
MKCJ9582
MKBZ5038V
MKBS5981V

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Sigma-Aldrich

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DL-Indole-3-lactic acid 99%

Sigma-Aldrich

I5508

DL-Indole-3-lactic acid

Young S Kim et al.
The Journal of nutritional biochemistry, 16(2), 65-73 (2005-02-01)
Mounting preclinical and clinical evidence indicate that indole-3-carbinol (I3C), a key bioactive food component in cruciferous vegetables, has multiple anticarcinogenic and antitumorigenic properties. Evidence that p21, p27, cyclin-dependent kinases, retinoblastoma, Bax/Bcl-2, cytochrome P-450 1A1 and GADD153 are targets for I3C
Chemoprevention of chemically-induced mammary carcinogenesis by indole-3-carbinol.
Grubbs CJ, et al.
Anticancer Research, 15(3), 709-716 (1995)
Indole-3-carbinol induces G1 cell cycle arrest and apoptosis through aryl hydrocarbon receptor in THP-1 monocytic cell line
Mohammadi S, et al.
Journal of Receptor and Signal Transduction Research, 37(5), 506-514 (2017)
Catherine J Leader et al.
PloS one, 14(8), e0220837-e0220837 (2019-08-14)
Is global longitudinal strain (GLS) a more accurate non-invasive measure of histological myocardial fibrosis than left ventricular ejection fraction (LVEF) in a hypertensive rodent model. Hypertension results in left ventricular hypertrophy and cardiac dysfunction. Speckle-tracking echocardiography has emerged as a
Montserrat Esteve
Frontiers in nutrition, 7, 111-111 (2020-09-29)
An inverse correlation between vegetable consumption and the incidence of cancer has long been described. This protective effect is stronger when cruciferous vegetables are specifically consumed. The beneficial properties of vegetables are attributed to their bioactive components like fiber, antioxidants
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  1. 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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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    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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