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Chemistry

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Also known as: Aescin, 26339-90-2, Escini b, Beta-escin, Chebi:2500, Qyk0d6h79o
Molecular Formula
C55H86O24
Molecular Weight
1131.3  g/mol
InChI Key
AXNVHPCVMSNXNP-OXPBSUTMSA-N
FDA UNII
QYK0D6H79O

Aescin
-escin is a natural product found in Aesculus chinensis, Aesculus hippocastanum, and other organisms with data available.
1 2D Structure

Aescin

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-9-acetyloxy-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-[(Z)-2-methylbut-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-hydroxy-3,5-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxane-2-carboxylic acid
2.1.2 InChI
InChI=1S/C55H86O24/c1-10-23(2)46(71)79-43-44(72-24(3)60)55(22-59)26(17-50(43,4)5)25-11-12-30-51(6)15-14-32(52(7,21-58)29(51)13-16-53(30,8)54(25,9)18-31(55)61)75-49-41(77-48-38(67)36(65)34(63)28(20-57)74-48)39(68)40(42(78-49)45(69)70)76-47-37(66)35(64)33(62)27(19-56)73-47/h10-11,26-44,47-49,56-59,61-68H,12-22H2,1-9H3,(H,69,70)/b23-10-/t26-,27+,28+,29+,30+,31+,32-,33+,34+,35-,36-,37+,38+,39-,40-,41+,42-,43-,44-,47-,48-,49+,51-,52+,53+,54+,55-/m0/s1
2.1.3 InChI Key
AXNVHPCVMSNXNP-OXPBSUTMSA-N
2.1.4 Canonical SMILES
CC=C(C)C(=O)OC1C(C2(C(CC1(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)CO)OC6C(C(C(C(O6)C(=O)O)OC7C(C(C(C(O7)CO)O)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)CO)OC(=O)C
2.1.5 Isomeric SMILES
C/C=C(/C)\C(=O)O[C@H]1[C@@H]([C@@]2([C@@H](C[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H]([C@]5(C)CO)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C)C)[C@@H]2CC1(C)C)C)O)CO)OC(=O)C
2.2 Other Identifiers
2.2.1 UNII
QYK0D6H79O
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Escin-iib

2.3.2 Depositor-Supplied Synonyms

1. Aescin

2. 26339-90-2

3. Escini B

4. Beta-escin

5. Chebi:2500

6. Qyk0d6h79o

7. Flogencyl

8. Beta-aescin

9. Aescin Ib

10. Aescin B

11. .beta.-escin

12. Aescin Ib(sh)

13. 6805-41-0

14. Unii-qyk0d6h79o

15. Escine Ib

16. Escin-ib

17. Escinib

18. Nsc-758653

19. Aescine (dcf)

20. Einecs 247-619-4

21. Reparil (tn)

22. .beta.-aescin

23. .beta.-escin [mi]

24. Chembl505939

25. Dtxsid601026279

26. Escin .beta.-escin [mi]

27. Hy-n0555

28. Bdbm50466108

29. Mfcd10566622

30. Beta-d-glucopyranosiduronic Acid, (3beta,16alpha,21beta(z),22alpha)-22-(acetyloxy)-16,24,28-trihydroxy-21-((2-methyl-1-oxo-2-butenyl)oxy)olean-12-en-3-yl O-beta-d-glucopyranosyl-(1.2)-o-(beta-d-glucopyranosyl-(1.4))-

31. Cs-0009082

32. N2164

33. C08921

34. D07912

35. 339e902

36. Q27895506

37. Escin Ib (constituent Of Horse Chestnut) [dsc]

38. .beta.-d-glucopyranosiduronic Acid, (3.beta.,4.beta.,16.alpha.,21.beta.,22.alpha.)-22-(acetyloxy)-16,23,28-trihydroxy-21-(((2z)-2-methyl-1-oxo-2-buten-1-yl)oxy)olean-12-en-3-yl O-.beta.-d-glucopyranosyl-(1->2)-o-(.beta.-d-glucopyranosyl-(1->4))-

39. 2-butenoic Acid, 2-methyl-, (3.beta.,4.beta.,16.alpha.,21.beta.,22.alpha.)-22-(acetyloxy)-3-[[o-.beta.-d-glucopyranosyl-(1->2)-o-[.beta.-d-glucopyranosyl-(1->4)]-.beta.-d-glucopyranuronosyl]oxy]-16,23,28-trihydroxyolean-12-en-21-yl Ester, (2z)-

2.4 Create Date
2006-04-29
3 Chemical and Physical Properties
Molecular Weight 1131.3 g/mol
Molecular Formula C55H86O24
XLogP30.7
Hydrogen Bond Donor Count13
Hydrogen Bond Acceptor Count24
Rotatable Bond Count16
Exact Mass1130.55090361 g/mol
Monoisotopic Mass1130.55090361 g/mol
Topological Polar Surface Area388 Ų
Heavy Atom Count79
Formal Charge0
Complexity2300
Isotope Atom Count0
Defined Atom Stereocenter Count27
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1

API Reference Price

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11-May-2021
08-May-2024
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