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71162

Naringin

≥95% (HPLC)

Sinónimos:

4′,5,7-Trihydroxyflavanone 7-rhamnoglucoside, Naringenin 7-neohesperidoside, Naringenine-7-rhamnosidoglucoside, Naringoside

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A ustedes/SKUDisponibilidadPrecio
25 g
Comprobar disponibilidad del carrito
$59.000
100 g
Comprobar disponibilidad del carrito
$207.000

Acerca de este artículo

Fórmula empírica (notación de Hill):
C27H32O14
Número CAS:
Peso molecular:
580.53
UNSPSC Code:
12352201
NACRES:
NA.47
PubChem Substance ID:
EC Number:
233-566-4
Beilstein/REAXYS Number:
102012
MDL number:

$59.000


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Quality Segment

assay

≥95% (HPLC)

form

powder

optical activity

[α]20/D −80±10°, c = 1% in ethanol

mp

83  °C ((181 °F ))

solubility

ethanol: o.1 g/10 mL, clear to hazy, colorless to light greenish-yellow

SMILES string

C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]2Oc3cc(O)c4C(=O)CC(Oc4c3)c5ccc(O)cc5)[C@H](O)[C@H](O)[C@H]1O

InChI

1S/C27H32O14/c1-10-20(32)22(34)24(36)26(37-10)41-25-23(35)21(33)18(9-28)40-27(25)38-13-6-14(30)19-15(31)8-16(39-17(19)7-13)11-2-4-12(29)5-3-11/h2-7,10,16,18,20-30,32-36H,8-9H2,1H3/t10-,16?,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1

InChI key

DFPMSGMNTNDNHN-JJLSSNRUSA-N

Application

Naringin has been used:
  • as a bitter tastant to compare the behavioral response of the Drosophila larva and adult(2)
  • to study its anti-inflammatory property and to determine its effect on nucleus pulposus (NP) cells(3)
  • to determine its effect on bone metabolism like osteogenic differentiation, inhibition of osteoclast formation(4)

Biochem/physiol Actions

Naringin, a flavanoid in grapefruit and other citrus fruits, potently inhibits intestinal organic anion-transporting polypeptide 1A2 (OATP1A2). Grapefruit juice thereby reduces bioavailability of many pharmacological agents taken at the same time.
Naringin can interact with signaling molecules and modulates signaling pathways. It possesses anti-inflammatory and anti-cancer activities. It also exhibits pharmacological effects on oxidative stress, bone regeneration, genetic damage, metabolic syndrome and central nervous system (CNS) diseases.

Other Notes

To gain a comprehensive understanding of our extensive range of Disaccharides for your research, we encourage you to visit our Carbohydrates Category page.

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Este artículo
N1376PHL8973991842
Naringin phyproof® Reference Substance

PHL89739

Naringin

assay

≥95% (HPLC)

assay

≥90% (HPLC)

assay

≥90.0% (HPLC)

assay

≥95.0% (HPLC)

Quality Level

200

Quality Level

200

Quality Level

-

Quality Level

100

solubility

ethanol: o.1 g/10 mL, clear to hazy, colorless to light greenish-yellow

solubility

ethanol: 50 mg/mL, slightly hazy to slightly hazy, light yellow to yellow

solubility

-

solubility

-

form

powder

form

powder

form

-

form

-

mp

83  °C ((181 °F ))

mp

-

mp

-

mp

-

optical activity

[α]20/D −80±10°, c = 1% in ethanol

optical activity

-

optical activity

-

optical activity

[α]/D -80±10°, c = 1 in ethanol


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Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Questions

1–4 of 4 Questions  
  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/418/501/product-dating-information-06-25-mk.pdf

      Helpful?

  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

      Helpful?

  3. What is the stereochemistry of this compound? Is it R or S ?

    1 answer
    1. This product is the S form of Naringin. The material is a disaccharide derivative that is (S)-naringenin substituted by a 2-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. The compound has a total of eleven chiral centers.

      Helpful?

  4. Is this product available?

    1 answer
    1. The availability of this product may differ from region to region or country to country. The information you are requesting can be supplied by our Technical Service team who can assist you with further. We kindly ask you to navigate to the link https://www.sigmaaldrich.com/techservice, click on "Product Technical Inquires" under the Products Section with all the required information so that a member of our team can reach out to you to assist further. Thank you.

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