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Merck
CN

D3525

Diosmin

analytical standard

Synonym(s):

3′,5,7-Trihydroxy-4′-methoxyflavone 7-rutinoside, Barosmin, Buchu resin, Diosmetin 7-O-rhamnosylglucoside, Diosmetin 7-rutinoside

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About This Item

Empirical Formula (Hill Notation):
C28H32O15
CAS Number:
520-27-4
Molecular Weight:
608.54
NACRES:
NA.24
PubChem Substance ID:
329798770
UNSPSC Code:
41116107
EC Number:
208-289-7
MDL number:
MFCD00009772

Key Documents

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InChI key

GZSOSUNBTXMUFQ-YFAPSIMESA-N

InChI

1S/C28H32O15/c1-10-21(32)23(34)25(36)27(40-10)39-9-19-22(33)24(35)26(37)28(43-19)41-12-6-14(30)20-15(31)8-17(42-18(20)7-12)11-3-4-16(38-2)13(29)5-11/h3-8,10,19,21-30,32-37H,9H2,1-2H3/t10-,19+,21-,22+,23+,24-,25+,26+,27+,28+/m0/s1

SMILES string

COc1ccc(cc1O)C2=CC(=O)c3c(O)cc(O[C@@H]4O[C@H](CO[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)[C@@H](O)[C@H](O)[C@H]4O)cc3O2

grade

analytical standard

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

cleaning products
cosmetics
food and beverages
personal care

format

neat

storage temp.

2-8°C

Quality Level

100

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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.

Biochem/physiol Actions

Citrus flavonoid. Modification of hesperidin. Studied for its chemopreventive properties, including anti-proliferative and anti-inflammatory.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

涉药品监管产品
涉药品监管产品
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Certificates of Analysis (COA)

Lot/Batch Number
MKBW6791V
MKBR0742V
MKBQ8324V
SLBC3987V
070M1260V

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. How should Product D3525, Diosmin, be dissolved?

    Diosmin is soluble in DMSO at 10 mM, per following paper:Zhang, S., et al., "Flavonoids as Aryl Hydrocarbon Receptor Agonists/Antagonists: Effects of Structure and Cell Context." Environ. Health. Perspect., 111, 1877-1882 (2003).

  4. Is Product D3525, Diosmin, synthetic or from a natural source?

    Diosmin is typically isolated from a plant source (orange or lemon). This information can be found on Certificate of Origin (CofO lot-specific). The link to CofO is located on the Product Detail Page.

  5. Does Product D3525, diosmin absorb in the UV spectrum?  If so, what is the ?max?

    Yes. Diosmin has the following UV absorbance properties: λmax: 255 nm, 268 nm, 345 nm (ethanol) Extinction coefficient: EmM = 19.05, 17.78, and 19.95.Referenced from:  chemicals encyclopedia published by the Royal Society of Chemistry, 10th ed., Entry# 3300.

  6. Product D3525, Diosmin, is a rutinoside derivative. Does Sigma-Aldrich list any other rutinosides?

    Yes, we have two others:  H5254, Hesperidin and 36428, Keracynin chloride.

  7. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  8. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  9. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

Thangarasu Silambarasan et al.
European journal of pharmacology, 679(1-3), 81-89 (2012-01-24)
The present study was aimed to evaluate the antihypertensive effect of diosmin in deoxycorticosterone acetate (DOCA)-salt induced hypertension in male Wistar rats. Hypertension was induced in uninephrectomized rats by weekly twice subcutaneous injection of DOCA (25 mg/kg body weight) and
M Alcaraz et al.
Dento maxillo facial radiology, 40(5), 310-314 (2011-06-24)
The aim of this study was to evaluate the antioxidant substances present in the human diet with an antimutagenic protective capacity against genotoxic damage induced by exposure to X-rays in an attempt to reduce biological damage to as low a
Tran Duc Dung et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 50(5), 1802-1810 (2012-02-01)
Hepatocellular carcinoma is a common type of cancer with poor prognosis. This study examines the in vitro and in vivo mechanisms of diosmin on human hepato-cellular carcinoma HA22T cell proliferation inhibition. HA22T cells were treated with different diosmin concentrations and
Joseph D Raffetto et al.
Journal of vascular surgery, 54(2), 489-496 (2011-04-19)
Saponosides (horse chestnut seed extract, escin) and flavonoids (diosmin, Daflon 500, Servier, France) exhibit venotonic properties that have been utilized in treatment of varicose veins. However, the cellular mechanisms underlying the venotonic properties of escin and diosmin are unclear. Because
Jacqueline M Cohen et al.
Chest, 141(2), 308-320 (2012-02-09)
Postthrombotic syndrome (PTS) is a frequent, chronic complication of DVT. The effectiveness and safety of available treatments are unknown. The objective of this study was to systematically review the literature to assess whether pharmacologic and compression therapies are effective and
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