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R5143

Sigma-Aldrich

Rutin hydrate

≥94% (HPLC), powder

Synonym(s):

Quercetin-3-rutinoside hydrate, Vitamin P hydrate

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About This Item

Empirical Formula (Hill Notation):
C27H30O16 · xH2O
CAS Number:
207671-50-9
Molecular Weight:
610.52 (anhydrous basis)
Beilstein:
75455
EC Number:
205-814-1
MDL number:
MFCD01319140
UNSPSC Code:
12352201
PubChem Substance ID:
24899379
NACRES:
NA.25
Pricing and availability is not currently available.

Assay

≥94% (HPLC)

form

powder

color

yellow to green

mp

195 °C (dec.) (lit.)

solubility

pyridine: 50 mg/mL
DMSO: soluble
aqueous base: soluble

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

SMILES string

[H]O[H].O[C@H]1[C@H](OC[C@H]([C@H]2O)O[C@@H](OC(C3=O)=C(C4=CC=C(O)C(O)=C4)OC5=C3C(O)=CC(O)=C5)[C@H](O)[C@H]2O)O[C@H]([C@@H]([C@H]1O)O)C

InChI

1S/C27H30O16.H2O/c1-8-17(32)20(35)22(37)26(40-8)39-7-15-18(33)21(36)23(38)27(42-15)43-25-19(34)16-13(31)5-10(28)6-14(16)41-24(25)9-2-3-11(29)12(30)4-9;/h2-6,8,15,17-18,20-23,26-33,35-38H,7H2,1H3;1H2/t8-,15+,17-,18+,20+,21-,22+,23+,26+,27-;/m0./s1

InChI key

PGHSKTKIQIBATG-ZAAWVBGYSA-N

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General description

Rutin hydrate has radioprotective[1] and antiplatelet activity.[2] Rutin reduces hepatic and blood cholesterol levels.[2]

Application

Rutin hydrate has been used:
  • as an inhibitory compound against Skeletonema costatum[3]
  • to analyze the phenolic component and antioxidant activity of nettle[4]
  • to assess the flavonoid content in Propolis[5]

Biochem/physiol Actions

A polyphenolic flavonoid that acts as an antioxidant and NO scavenger. It can attenuate peroxide production in glial cells by acting as a free radical scavenger and protect renal cells from oxidative injury. Inclusion of rutin in the diet of rats significantly reduced the appearance of single-strand breaks in nuclear DNA caused by hepatocarcinogens aflatoxin B1 and N-nitrosodiumethylamine. This protection from DNA damage was found to be due to a reduction in the induction of repair enzymes polymerase, DNA polymerase β and DNA ligase. Since DNA damage and inefficient repair are thought to initiate the process of carcinogenesis, effects of rutin on these functions suggests a protective role of this flavonoid against carcinogenesis induced by chemical carcinogens.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL7880
BCCJ3238
BCCH1908
BCCG8099
BCCD4344

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S A van Acker et al.
Biochemical and biophysical research communications, 214(3), 755-759 (1995-09-25)
Flavonoids are a group of naturally occurring compounds used, e.g., in the treatment of vascular endothelial damage. They are known to be excellent scavengers of oxygen free radicals. Since the nitric oxide radical (.NO) probably plays a role in this
Phenolic compounds analysis of root, stalk, and leaves of nettle
Otles S and Yalcin B
TheScientificWorldJournal, 2012 (2012)
Estimation of total flavonoid content in propolis by two complementary colorimetric methods
Chang CC, et al.
Journal of food and drug analysis, 10(3) (2002)
T Yokozawa et al.
Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie, 51(1), 9-14 (1999-02-27)
By assaying lactate dehydrogenase and malondialdehyde leakage from LLC-PK1 cells in culture, a study was conducted to clarify whether flavonoid compounds ameliorate renal cellular injury. The cells were cultured with various concentrations of samples under routine conditions. The results demonstrated
Marwa Shumo et al.
Scientific reports, 9(1), 10110-10110 (2019-07-14)
In Africa, livestock production currently accounts for about 30% of the gross value of agricultural production. However, production is struggling to keep up with the demands of expanding human populations, the rise in urbanization and the associated shifts in diet
View All Related Papers

Protocols

HPLC Analysis of Polyphenols in Nero d'Avola Red Wine on Discovery® HS C18 (UV 280 nm)

HPLC Analysis of Polyphenols in Nero d'Avola Red Wine on Discovery® HS C18 (UV 280 nm)

Questions

1–2 of 2 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/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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