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Synopsis

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Chemistry

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Also known as: 520-27-4, Barosmin, Diosimin, Venosmine, Diosmil, Diosmine
Molecular Formula
C28H32O15
Molecular Weight
608.5  g/mol
InChI Key
GZSOSUNBTXMUFQ-YFAPSIMESA-N
FDA UNII
7QM776WJ5N

Diosmin
A bioflavonoid that strengthens vascular walls.
1 2D Structure

Diosmin

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
2.1.2 InChI
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
2.1.3 InChI Key
GZSOSUNBTXMUFQ-YFAPSIMESA-N
2.1.4 Canonical SMILES
CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC(=C(C=C5)OC)O)O)O)O)O)O)O)O
2.1.5 Isomeric SMILES
C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC(=C(C=C5)OC)O)O)O)O)O)O)O)O
2.2 Other Identifiers
2.2.1 UNII
7QM776WJ5N
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Barosmin

2. Buchu Resin

3. Daflon

4. Resin, Buchu

5. Venosmine

2.3.2 Depositor-Supplied Synonyms

1. 520-27-4

2. Barosmin

3. Diosimin

4. Venosmine

5. Diosmil

6. Diosmine

7. Flebosten

8. Daflon

9. Tovene

10. Ven-detrex

11. Diovenor

12. Buchu Resin

13. Litosmil

14. Veno-v

15. Flebosmil

16. Diosminum

17. Rioven

18. Diosmetin 7-o-rutinoside

19. Diosven

20. Flebaven

21. Flebavena

22. Hemerven

23. Insuven

24. Varinon

25. Dioven

26. Diosmetin-7-o-rutinoside

27. Diosmin [inn]

28. Diosmetin 7-rutinoside

29. 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-[[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one

30. 7qm776wj5n

31. Chebi:4631

32. 3',5,7-trihydroxy-4'-methoxyflavone 7-rutinoside

33. 3',5,7-trihydroxy-4'-methoxyflavone-7-rutinoside

34. Diosmin (inn)

35. Nsc-758417

36. 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-(((2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-((((2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyltetrahydro-2h-pyran-2-yl)oxy)methyl)tetrahydro-2h-pyran-2-yl)oxy)-4h-chromen-4-one

37. Diosmin, Analytical Standard

38. Dsstox_cid_25892

39. Dsstox_rid_81206

40. Dsstox_gsid_45892

41. 3',5,7-trihydroxy-4'-methoxyflavone-7-(6-o-(-deoxy-alpha-l-mannopyraonsyl)-beta-d-glucopyranoside

42. 5-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-7-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-[[(2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-chromen-4-one

43. 3',5,7-trihydroxy-4'-methoxyflavone 7-rhamnoglucoside

44. Cas-520-27-4

45. Diosmin [inn:ban]

46. Diosmin [inn-spanish]

47. Diosmine [inn-french]

48. Diosminum [inn-latin]

49. Sr-01000799147

50. Unii-7qm776wj5n

51. Ccris 7915

52. Ncgc00095022-01

53. 4h-1-benzopyran-4-one, 7-((6-o-(6-deoxy-.alpha.-l-mannopyranosyl)-.beta.-d-glucopyranosyl)oxy)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-

54. 4h-1-benzopyran-4-one, 7-[[6-o-(6-deoxy-.alpha.-l-mannopyranosyl)-.beta.-d-glucopyranosyl]oxy]-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-

55. Einecs 208-289-7

56. Daflon (tn)

57. Mfcd00009772

58. Diosmin (8)

59. Se 4601

60. Diosmine [inci]

61. Diosmin [dsc]

62. Diosmin [mi]

63. Diosmin [mart.]

64. Diosmin [usp-rs]

65. Diosmin [who-dd]

66. Mls001304032

67. Schembl120870

68. Diosmin [ep Monograph]

69. Chembl231884

70. Dtxsid4045892

71. 3',5-dihydroxy-4'-methoxy-4-oxo-4h-chromen-7-ylrutosid

72. Bdbm153267

73. Hms2233p16

74. Hms3713l08

75. Act05288

76. Zinc4098512

77. Tox21_111392

78. 3',5-dihydroxy-4'-methoxy-4-oxo-4h-chromen-7-ylrutosid [iupac]

79. S2292

80. Akos015969767

81. Tox21_111392_1

82. Bcp9000612

83. Ccg-208570

84. Db08995

85. Nsc 758417

86. Smp1_000183

87. Ncgc00344564-01

88. 4h-1-benzopyran-4-one, 7-((6-o-(6-deoxy-alpha-l-mannopyranosyl)-beta-d-glucopyranosyl)oxy)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-

89. 4h-1-benzopyran-4-one,7-[[6-o-(6-deoxy-a-l-mannopyranosyl)-b-d-glucopyranosyl]oxy]-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-

90. 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-4h-1-benzopyran-7-yl 6-o-(6-deoxy-alpha-l-mannopyranosyl)-beta-d-glucopyranoside

91. 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-((6-o-alpha-l-rhamnopyranosyl-beta-d-glycopyranosyl)oxy)-4-chromenon

92. As-13224

93. Bp-12422

94. Smr000718616

95. Bcp0726000067

96. C10039

97. D07858

98. 520d274

99. 3',5,7-trihydroxy-4'-methoxy Flavone-7-rutinoside

100. Q2607865

101. Sr-01000799147-4

102. Sr-01000799147-5

103. Sr-01000799147-6

104. Diosmin, European Pharmacopoeia (ep) Reference Standard

105. Diosmin, United States Pharmacopeia (usp) Reference Standard

106. Diosmin For System Suitability, European Pharmacopoeia (ep) Reference Standard

107. 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-((2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(((2r,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyltetrahydro-2h-pyran-2-yloxy)methyl)tetrahydro-2h-pyran-2-yloxy)-4h-chromen-4-one

108. 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-(o6-alpha-l-rhamnopyranosyl-beta-d-glucopyranosyloxy)chromen-4-one

109. 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-[[(2s,3s,4s,5s,6r)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one

110. 7-((6-o-(6-deoxy-ga-l-mannopyranosyl)-.beta.-d-glucopyranosyl)oxy)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4h-1-benzopyran-4-one

111. 7-((6-o-(6-deoxy-ga-l-mannopyranosyl)-beta-d-glucopyranosyl)oxy)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4h-1-benzopyran-4-one

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 608.5 g/mol
Molecular Formula C28H32O15
XLogP3-0.8
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count15
Rotatable Bond Count7
Exact Mass608.17412031 g/mol
Monoisotopic Mass608.17412031 g/mol
Topological Polar Surface Area234 Ų
Heavy Atom Count43
Formal Charge0
Complexity995
Isotope Atom Count0
Defined Atom Stereocenter Count10
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

Diosmin is used over-the-counter alone or with ingredients such as [hesperidin] and [diosmetin] to support vein and capillary function.


5 Pharmacology and Biochemistry
5.1 Pharmacology

Diosmin is a venoactive drug supporting circulatory health through various actions on blood vessels; it supports lymphatic drainage and improves microcirculation while increasing venous tone and elasticity. For these reasons, diosmin is frequently taken by individuals with chronic venous disease to support vascular health and has been demonstrated to improve quality of life. In addition to the above effects, diosmin exerts antioxidant activity and scavenges oxygen free radicals, reducing levels of oxidative stress normally detected through biomarkers such as prostaglandins isoprostane precursors. In one clinical study, mean content of TNF alpha, VEGF-C, VEGF-A IL-6, in addition to FGF2 were decreased by after the therapy with diosmin; findings were statistically significant. Additionally, a decrease in edema and mean leg circumference of patients taking diosmin for three months was observed in a clinical study. Diosmin has been demonstrated to enhance the metabolism of glucose in diabetic disorders.


5.2 ATC Code

C - Cardiovascular system

C05 - Vasoprotectives

C05C - Capillary stabilizing agents

C05CA - Bioflavonoids

C05CA03 - Diosmin


5.3 Absorption, Distribution and Excretion

Absorption

Diosmin is rapidly absorbed in the gastrointestinal tract. After a 900 mg single oral dose in a study using liquid chromatography with tandem mass spectrometry (LC-MS/MS) method, Cmax was 4.23.8 ngmL-1, Tmax was 18.79.9 hours, and AUC0~96 was 185.4166.2 ngmL-1 in healthy volunteers. Another pharmacokinetic study of 5 adults revealed a Cmax of 41794.1 ng/dL.


Route of Elimination

Pharmacokinetic data show absence of urinary elimination for diosmin and its aglycone diosmetin. Minor metabolites are found to be eliminated in the urine as glucuronic acid conjugates.


Volume of Distribution

A pharmacokinetic study of 5 adults revealed a volume of distribution of 62.17.9 L.


5.4 Metabolism/Metabolites

Degradation products of diosmin such as alkyl-phenolic acids confirm a metabolic pattern similar to that of other flavonoids.


5.5 Biological Half-Life

Diosmin half-life ranges from 26 to 43 hours. One study using a liquid chromatography with tandem mass spectrometry (LC-MS/MS) method after a single 900 mg dose of diosmin demonstrated a half-life of 60.285.7 hours in healthy volunteers.


5.6 Mechanism of Action

Diosmin helps to maintain circulatory system structure and function, particularly vein strength and competence. The molecular mechanism of action of diosmin has not been established. Several resources indicate that diosmin binds to the aryl hydrocarbon receptor, however clinical relevance to vascular function is unknown. One study demonstrates that oral diosmin exerts effects on the in vitro metabolism of noradrenaline by varicose veins, potentially benefitting vascular health.


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ABOUT THIS PAGE

Looking for 520-27-4 / Diosmin API manufacturers, exporters & distributors?

Diosmin manufacturers, exporters & distributors 1

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PharmaCompass offers a list of Diosmin API manufacturers, exporters & distributors, which can be sorted by GMP, USDMF, JDMF, KDMF, CEP (COS), WC, and more, enabling you to easily find the right Diosmin manufacturer or Diosmin supplier for your needs.

Send us enquiries for free, and we will assist you in establishing a direct connection with your preferred Diosmin manufacturer or Diosmin supplier.

API | Excipient name

Diosmin

Synonyms

520-27-4, Barosmin, Diosimin, Venosmine, Diosmil, Diosmine

Cas Number

520-27-4

Unique Ingredient Identifier (UNII)

7QM776WJ5N

About Diosmin

A bioflavonoid that strengthens vascular walls.

Diosmil Manufacturers

A Diosmil manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Diosmil, including repackagers and relabelers. The FDA regulates Diosmil manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Diosmil API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

click here to find a list of Diosmil manufacturers with USDMF, JDMF, KDMF, CEP, GMP, and COA related information on PhamaCompass.

Diosmil Suppliers

A Diosmil supplier is an individual or a company that provides Diosmil active pharmaceutical ingredient (API) or Diosmil finished formulations upon request. The Diosmil suppliers may include Diosmil API manufacturers, exporters, distributors and traders.

click here to find a list of Diosmil suppliers with USDMF, JDMF, KDMF, CEP, GMP, and COA related information on PharmaCompass.

Diosmil USDMF

A Diosmil DMF (Drug Master File) is a document detailing the whole manufacturing process of Diosmil active pharmaceutical ingredient (API) in detail. Different forms of Diosmil DMFs exist exist since differing nations have different regulations, such as Diosmil USDMF, ASMF (EDMF), JDMF, CDMF, etc.

A Diosmil DMF submitted to regulatory agencies in the US is known as a USDMF. Diosmil USDMF includes data on Diosmil's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The Diosmil USDMF is kept confidential to protect the manufacturer’s intellectual property.

click here to find a list of Diosmil suppliers with USDMF on PharmaCompass.

Diosmil KDMF

In Korea, the Ministry of Food and Drug Safety (MFDS) is in charge of regulating pharmaceutical products and services.

Pharmaceutical companies submit a Diosmil Drug Master File in Korea (Diosmil KDMF) to the MFDS, which includes comprehensive information about the production, processing, facilities, materials, packaging, and testing of Diosmil. The MFDS reviews the Diosmil KDMF as part of the drug registration process and uses the information provided in the Diosmil KDMF to evaluate the safety and efficacy of the drug.

After submitting a Diosmil KDMF to the MFDS, the registered manufacturer can provide importers or distributors with the registration number without revealing confidential information to Korean business partners. Applicants seeking to register their Diosmil API can apply through the Korea Drug Master File (KDMF).

click here to find a list of Diosmil suppliers with KDMF on PharmaCompass.

Diosmil CEP

A Diosmil CEP of the European Pharmacopoeia monograph is often referred to as a Diosmil Certificate of Suitability (COS). The purpose of a Diosmil CEP is to show that the European Pharmacopoeia monograph adequately controls the purity of Diosmil EP produced by a given manufacturer. Suppliers of raw materials can prove the suitability of Diosmil to their clients by showing that a Diosmil CEP has been issued for it. The manufacturer submits a Diosmil CEP (COS) as part of the market authorization procedure, and it takes on the role of a Diosmil CEP holder for the record. Additionally, the data presented in the Diosmil CEP (COS) is managed confidentially and offers a centralized system acknowledged by numerous nations, exactly like the Diosmil DMF.

A Diosmil CEP (COS) is recognised by all 36 nations that make up the European Pharmacopoeia Convention. Diosmil CEPs may be accepted in nations that are not members of the Ph. Eur. at the discretion of the authorities there.

click here to find a list of Diosmil suppliers with CEP (COS) on PharmaCompass.

Diosmil GMP

Diosmil Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Diosmil GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, and more, enabling you to easily find the right Diosmil GMP manufacturer or Diosmil GMP API supplier for your needs.

Diosmil CoA

A Diosmil CoA (Certificate of Analysis) is a formal document that attests to Diosmil's compliance with Diosmil specifications and serves as a tool for batch-level quality control.

Diosmil CoA mostly includes findings from lab analyses of a specific batch. For each Diosmil CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Diosmil may be tested according to a variety of international standards, such as European Pharmacopoeia (Diosmil EP), Diosmil JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Diosmil USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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