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Chemistry

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Also known as: 82854-37-3, Dsstox_cid_13469, Chebi:4745, I04o1dt48t, [(2r,3r,4r,5r,6r)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-[[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-4-[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (e)-3-(3,4-dihydroxyphenyl)prop-2-enoate, Ac1nqz1q
Molecular Formula
C35H46O20
Molecular Weight
786.7  g/mol
InChI Key
FSBUXLDOLNLABB-ISAKITKMSA-N
FDA UNII
I04O1DT48T

Echinacoside
echinacoside is a natural product found in Jasminum mesnyi, Pedicularis plicata, and other organisms with data available.
1 2D Structure

Echinacoside

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
[(2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
2.1.2 InChI
InChI=1S/C35H46O20/c1-14-24(42)26(44)29(47)35(51-14)55-32-30(48)34(49-9-8-16-3-6-18(38)20(40)11-16)53-22(13-50-33-28(46)27(45)25(43)21(12-36)52-33)31(32)54-23(41)7-4-15-2-5-17(37)19(39)10-15/h2-7,10-11,14,21-22,24-40,42-48H,8-9,12-13H2,1H3/b7-4+/t14-,21+,22+,24-,25+,26+,27-,28+,29+,30+,31+,32+,33+,34+,35-/m0/s1
2.1.3 InChI Key
FSBUXLDOLNLABB-ISAKITKMSA-N
2.1.4 Canonical SMILES
CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC(=C(C=C3)O)O)COC4C(C(C(C(O4)CO)O)O)O)OCCC5=CC(=C(C=C5)O)O)O)O)O)O
2.1.5 Isomeric SMILES
C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H](O[C@@H]([C@H]2OC(=O)/C=C/C3=CC(=C(C=C3)O)O)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)OCCC5=CC(=C(C=C5)O)O)O)O)O)O
2.2 Other Identifiers
2.2.1 UNII
I04O1DT48T
2.3 Synonyms
2.3.1 Depositor-Supplied Synonyms

1. 82854-37-3

2. Dsstox_cid_13469

3. Chebi:4745

4. I04o1dt48t

5. [(2r,3r,4r,5r,6r)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-[[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-4-[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (e)-3-(3,4-dihydroxyphenyl)prop-2-enoate

6. Ac1nqz1q

7. Unii-i04o1dt48t

8. Echinacoside,(s)

9. Mfcd00075695

10. Surecn525502

11. Dsstox_rid_79077

12. Dsstox_gsid_33469

13. Echinacoside [usp-rs]

14. Echinacoside, 98% (hplc)

15. Schembl525502

16. Chembl510539

17. Megxp0_001773

18. Dtxsid0033469

19. Echinacoside, Analytical Standard

20. Hms3885k04

21. Hy-n0020

22. Tox21_200945

23. S3783

24. Zinc85504689

25. Akos015897141

26. Ccg-270479

27. Cs-3400

28. Db15488

29. Ncgc00091915-01

30. Ncgc00091915-02

31. Ncgc00258498-01

32. Ac-34699

33. As-56376

34. Glucopyranoside, 2-(3,4-dihydroxyphenyl)ethyl O-6-deoxy-alpha-l-mannopyranosyl-(1-3)-o-(beta-d-glucopyranosyl-(1-6))-, 4-(3-(3,4-dihydroxyphenyl)-2-propenoate), Beta-d-

35. Cas-82854-37-3

36. A12039

37. 854e373

38. Q475631

39. Echinacoside, Primary Pharmaceutical Reference Standard

40. Echinacoside, United States Pharmacopeia (usp) Reference Standard

41. (2r,3r,4r,5r,6r)-6-(3,4-dihydroxyphenethoxy)-5-hydroxy-2-((((2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2h-pyran-2-yl)oxy)methyl)-4-(((2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyltetrahydro-2h-pyran-2-yl)oxy)tetrahydro-2h-pyran-3-yl 3-(3,4-dihydroxyphenyl)acrylate

42. .beta.-d-glucopyranoside, 2-(3,4-dihydroxyphenyl)ethyl O-6-deoxy-.alpha.-l-mannopyranosyl-(1->3)-o-(.beta.-d-glucopyranosyl-(1->6))-, 4-(3-(3,4-dihydroxyphenyl)-2-propenoate)

43. [(2r,3r,4r,5r,6r)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-[[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]-4-[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-tetrahydropyran-3-yl] (e)-3-(3,4-dihydroxyphenyl)prop-2-enoate

44. 2-(3,4-dihydroxyphenyl)ethyl 6-deoxy-alpha-l-mannopyranosyl-(1-3)-[beta-d-glucopyranosyl-(1-6)]-4-o-[(2e)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]-beta-d-glucopyranoside

45. 3,4-dihydroxyphenethyl 3-o-(alpha-l-rhamnopyranosyl)-4-o-(3,4-dihydroxycinnamoyl)-6-o-(beta-d-glucopyranosyl)-beta-d-glucopyranoside

46. 737806-07-4

47. Echinacoside (ang, Pal) (constituent Of Echinacea Angustifolia Root, Echinacea Pallida Root, Echinacea Purpurea Root And Echinacea Purpurea Aerial Parts) [dsc]

48. Ncgc00091915-03![(2r,3r,4r,5r,6r)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-[[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-4-[(2s,3r,4r,5r,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (e)-3-(3,4-dihydroxyphenyl)prop-2-enoate

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 786.7 g/mol
Molecular Formula C35H46O20
XLogP3-2.1
Hydrogen Bond Donor Count12
Hydrogen Bond Acceptor Count20
Rotatable Bond Count14
Exact Mass786.25824385 g/mol
Monoisotopic Mass786.25824385 g/mol
Topological Polar Surface Area324 Ų
Heavy Atom Count55
Formal Charge0
Complexity1230
Isotope Atom Count0
Defined Atom Stereocenter Count15
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 Absorption, Distribution and Excretion

Absorption

Animal studies suggest an oral bioavailability of 0.83%.


4.2 Metabolism/Metabolites

The metabolism of echinacoside has been investigated in rats and is thought to involve catechol O-methyltransferase as well as unspecified UDP-gluc- uronosyltransferases and sulfotransferases. A study of echinacoside's metabolism by human intestinal flora identified 13 metabolites which are produced independantly of human metabolism.


4.3 Mechanism of Action

The neuroprotective effects are thought to be mediated via effects on mitogen-activated protein kinase, nuclear factor kappa-B, caspases 3 and 8, as well as CHOP pathways.


REF. STANDARDS & IMPURITIES

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ABOUT THIS PAGE

Echinacoside Manufacturers

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

Echinacoside Suppliers

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

Echinacoside GMP

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

Echinacoside CoA

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

Echinacoside CoA mostly includes findings from lab analyses of a specific batch. For each Echinacoside 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.

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