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Esculin

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ACTIVE PHARMA INGREDIENTS

3 API Suppliers, 2 JDMF, 2 Listed Suppliers, $ API Reference Price

3 API Suppliers
2 JDMF
2 Listed Suppliers
$ API Reference Price

FINISHED DOSAGE FORMULATIONS

3 FDF Dossiers, 3 Canada

3 FDF Dossiers
3 Canada

MARKET PLACE

4 APIs

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4 APIs

REF. STANDARDS & IMPURITIES

1 EDQM

otherSolutions
1 EDQM

Inabata Esculin

Synopsis

ACTIVE PHARMA INGREDIENTS

API Suppliers

USDMF

CEP/COS

JDMF

EU WC

KDMF

NDC API

VMF

Listed Suppliers

API REF. PRICE (USD/KG)

$ 628

MARKET PLACE

API

FDF

0INTERMEDIATES

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Canada

Australia

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EDQM

USP

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Health Canada Patents

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Chemistry

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Also known as: Aesculin, 531-75-9, Esculoside, Polychrome, Bicolorin, Enallachrome

Molecular Formula

C₁₅H₁₆O₉

Molecular Weight

340.28 g/mol

InChI Key

XHCADAYNFIFUHF-TVKJYDDYSA-N

FDA UNII

1Y1L18LQAF

A derivative of COUMARIN with molecular formula C15H16O9.

1 2D Structure

Esculin

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

7-hydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one

2.1.2 InChI

InChI=1S/C15H16O9/c16-5-10-12(19)13(20)14(21)15(24-10)23-9-3-6-1-2-11(18)22-8(6)4-7(9)17/h1-4,10,12-17,19-21H,5H2/t10-,12-,13+,14-,15-/m1/s1

2.1.3 InChI Key

XHCADAYNFIFUHF-TVKJYDDYSA-N

2.1.4 Canonical SMILES

C1=CC(=O)OC2=CC(=C(C=C21)OC3C(C(C(C(O3)CO)O)O)O)O

2.1.5 Isomeric SMILES

C1=CC(=O)OC2=CC(=C(C=C21)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O

2.2 Other Identifiers

2.2.1 UNII

1Y1L18LQAF

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Aesculin

2. Esculoside

3. Venoplant

2.3.2 Depositor-Supplied Synonyms

1. Aesculin

2. 531-75-9

3. Esculoside

4. Polychrome

5. Bicolorin

6. Enallachrome

7. (-)-esculin

8. Crataegin

9. Escosyl

10. Esculine

11. Polychrom

12. 6,7-dihydroxycoumarin 6-glucoside

13. Esculetin 6-o-glucoside

14. Vitamin C2

15. Esculetin 6-beta-d-glucoside

16. 6,7-dihydroxycoumarin-6-o-glucoside

17. Aesculinum

18. 6-(beta-d-glucopyranosyloxy)-7-hydroxy-cumarin

19. Chebi:4853

20. 7-hydroxy-6-cumarinyl-glucosid

21. Nsc-26665

22. 7-hydroxy-6-(((2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2h-pyran-2-yl)oxy)-2h-chromen-2-one

23. 6-(beta-d-glucopyranosyloxy)-7-hydroxy-2h-1-benzopyran-2-one

24. 1y1l18lqaf

25. 7-hydroxy-6-glucosyloxy-2h-chromene

26. Venoplant

27. 7-hydroxy-6-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one

28. Esculoside [jan]

29. 7-hydroxy-2-oxo-2h-chromen-6-yl Beta-d-glucopyranoside

30. 6-(.beta.-d-glucopyranosyloxy)-7-hydroxy-2h-1-benzopyran-2-one

31. Aesculetin Glukosid

32. 6-[(2s,3r,4s,5s,6r)-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]oxy-7-oxidanyl-chromen-2-one

33. 7-hydroxy-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy- 6-(hydroxymethyl)-2-tetrahydropyranyl]oxy}-2-chromenone

34. 66778-17-4

35. Unii-1y1l18lqaf

36. Schillerstoff

37. Esculina

38. Ccris 5724

39. Sr-01000633930

40. 2h-1-benzopyran-2-one, 6-(.beta.-d-glucopyranosyloxy)-7-hydroxy-

41. Esculetin Glukosid

42. Ncgc00016491-01

43. Cas-531-75-9

44. Aesculin (esculin)

45. Einecs 208-517-5

46. 7-hydroxy-6-glucosyloxy-2h-chromen

47. Nsc 26665

48. Spectrum_000361

49. Esculin [inci]

50. Esculin [mi]

51. Spectrum2_000576

52. Spectrum3_000731

53. Spectrum4_001923

54. Spectrum5_000845

55. Aesculinum [hpus]

56. Esculetin 6-b-d-glucoside

57. Schembl2893

58. Dsstox_cid_25318

59. Dsstox_rid_80798

60. Esculoside [who-dd]

61. Dsstox_gsid_45318

62. Bspbio_002282

63. Kbiogr_002266

64. Kbioss_000841

65. Divk1c_000956

66. Spectrum1500901

67. Spbio_000392

68. Chembl482581

69. Dtxsid7045318

70. Bcbcmap01_000202

71. Esculetin 6-.beta.-d-glucoside

72. Hms502p18

73. Kbio1_000956

74. Kbio2_000841

75. Kbio2_003409

76. Kbio2_005977

77. Kbio3_001502

78. Ninds_000956

79. Hms1921m16

80. 2h-1-benzopyran-2-one, 6-(beta-d-glucopyranosyloxy)-7-hydroxy-

81. Ex-a6781

82. Hy-n0188

83. Zinc3860441

84. Tox21_110453

85. Bdbm50480261

86. Ccg-38501

87. Mfcd00006879

88. S2258

89. Akos015895151

90. Db13155

91. Sdccgmls-0066653.p001

92. Idi1_000956

93. Smp1_000008

94. Ncgc00094874-04

95. Cs-0007892

96. N1766

97. 7-hydroxycoumarin-6-yl Beta-d-glucopyranoside

98. C09264

99. 6-(.beta.-d-glucopyranosyloxy)-7-hydroxy-cumarin

100. A829428

101. Q376432

102. Sr-01000633930-1

103. Sr-01000633930-3

104. Brd-k51742987-001-02-3

105. Brd-k51742987-002-02-1

106. Esculin, European Pharmacopoeia (ep) Reference Standard

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

108. 7-hydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-2-one Hydrate;esculin Sesquihydrate

109. 7ou

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₁₅H₁₆O₉
Molecular Weight	340.28 g/mol
XLogP3	-0.6
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	3
Exact Mass	340.07943208 g/mol
Monoisotopic Mass	340.07943208 g/mol
Topological Polar Surface Area	146 Å²
Heavy Atom Count	24
Formal Charge	0
Complexity	495
Isotope Atom Count	0
Defined Atom Stereocenter Count	5
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Drug Indication

As medication, esculin is sometimes used as a vasoprotective agent. Esculin is also used in a microbiology laboratory to aid in the identification of bacterial species (especially Enterococci and Listeria), as all strains of Group D Streptococci hydrolyze sculin in 40% bile.

5 Pharmacology and Biochemistry

5.1 Pharmacology

Topically applied Esculine increases the capillary density (the number of capillaries open to flow per surface unit) and improves the morphological aspect of the smallest blood vessels.

5.2 Absorption, Distribution and Excretion

Absorption

Rarely, absorbed into the blood stream if used as a combination with other ingredients in suppository form. But, Applying cream or ointment form to open wound or skin may lead this drug to absorb and circulate into blood stream.

5.3 Metabolism/Metabolites

After oral administration of esculin (100 mg/kg) for rats, plasma, urine, feces and bile samples were collected to screen metabolites. As a result, a total of 19 metabolites (10 phase I metabolites and 9 phase II metabolites) were found and identified. It was also found that after oral administration of esculin, the esculin could be metabolized to esculetin in vivo via deglycosylation, and esculetin was found in all biological samples.

5.4 Biological Half-Life

Absorption half life about 1 hour and elimination half life about 20 hours

5.5 Mechanism of Action

The main activities of Esculine focus on capillary protection, as it improves capillary permeability and fragility. It is reported to inhibit catabolic enzymes such as hyaluronidase and collagenase, thus preserving the integrity of the perivascular connective tissue. Esculine also showed good antioxidant properties, protecting triglycerides against auto-oxidation at high temperatures . The antioxidant property might as well explain some of the anti-inflammatory activity of the product, making it a suitable product for after sun treatments, for example.

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JDMF

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API Reference Price

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