Zeranol

Synopsis, Chemistry

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Also known as: 55331-29-8, Frideron, Zearanol, Ralone, Zeranol (racemic), P 1496

Molecular Formula

C₁₈H₂₆O₅

Molecular Weight

322.4 g/mol

InChI Key

DWTTZBARDOXEAM-UHFFFAOYSA-N

A non-steroidal estrogen analog.

1 2D Structure

Zeranol

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

8,16,18-trihydroxy-4-methyl-3-oxabicyclo[12.4.0]octadeca-1(14),15,17-trien-2-one

2.1.2 InChI

InChI=1S/C18H26O5/c1-12-6-5-9-14(19)8-4-2-3-7-13-10-15(20)11-16(21)17(13)18(22)23-12/h10-12,14,19-21H,2-9H2,1H3

2.1.3 InChI Key

DWTTZBARDOXEAM-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC1CCCC(CCCCCC2=C(C(=CC(=C2)O)O)C(=O)O1)O

2.2 Synonyms

2.2.1 MeSH Synonyms

1. Dihydroxyundecyl Resorcylic Acid Lactone

2. P 1496

3. P-1496

4. P1496

5. Ralone

6. Xeranol

7. Zearalanol

8. Zearanol

9. Zeranol

2.2.2 Depositor-Supplied Synonyms

1. 55331-29-8

2. Frideron

3. Zearanol

4. Ralone

5. Zeranol (racemic)

6. P 1496

7. 8,16,18-trihydroxy-4-methyl-3-oxabicyclo[12.4.0]octadeca-1(14),15,17-trien-2-one

8. 7,14,16-trihydroxy-3-methyl-3,4,5,6,7,8,9,10,11,12-decahydro-1h-2-benzoxacyclotetradecin-1-one

9. Alpha Zearalanol

10. Ralabol (tn)

11. Zeranol (usan/inn)

12. Zeranol [usan:inn:ban]

13. Xeranol

14. Zerano

15. 7,15,17-trihydroxy-11-methyl-12-oxabicyclo[12.4.0]octadeca-1(14),15,17-trien-13-one

16. Zeranol (4)

17. A-zearalanol

18. Thfes(hm)

19. 6-(6,10-dihydroxyundecyl)-beta-resorcylic Acid, Mu-lactone

20. Zeranol (mixture Of Isomers)

21. Zeranol, Ban, Inn, Usan

22. Schembl2602612

23. Dtxsid70860370

24. Bdbm235684

25. Hms3370d21

26. Hms3370f15

27. Hms3393f11

28. (3s,7x)-3,4,5,6,7,8,9,10,11,12-decahydro-7,14,16-trihydroxy-3-methyl-1h-2-benzoxacyclotetradecin-1-one

29. 1h-2-benzoxacyclotetradecin-1-one, 3,4,5,6,7,8,9,10,11,12-decahydro-7,14,16-trihydroxy-3-methyl-, [3s-(3r*,7s*)]-

30. Zeranol 100 Microg/ml In Methanol

31. Akos001029828

32. Dihydroxyundecyl Resorcylic Acid Lactone

33. Ncgc00184708-02

34. Ncgc00184708-04

35. 1h-2-benzoxacyclotetradecin-1-one, 3,4,5,6,7,8,9,10,11,12-decahydro-7,14,16-trihydroxy-3-methyl-

36. Ac-14977

37. Db-050911

38. Ft-0639791

39. Ab01209732-01

40. Ab01209732-04

41. Z56763036

42. Zeranol (mixture Of Isomers) 100 Microg/ml In Acetonitrile

43. 6-(6,10-dihydroxyundecyl)-.beta.-resorcylic Acid, .mu.-lactone

44. (6x,10s)-6-(6,10-dihydroxyundecyl)-.beta.-resorcylic Acid .mu.-lactone

45. Rac-ethylenebis(4,5,6,7-tetrahydro-1-indenyl)zirconiumdichloride

46. 1h-2-benzoxacyclotetradecin-1-one, 3,4,5,6,7,8,9,10,11,12-decahydro-7,14,16-trihydroxy-3-methyl-, (3s,7r)-(+)-

47. 1h-2-benzoxacyclotetradecin-1-one, 3,4,5,6,7,8,9,10,11,12-decahydro-7,14,16-trihydroxy-3-methyl-, (3s,7x)-

48. 7,14,16-trihydroxy-3-methyl-3,4,5,6,7,8,9,10,11,12-decahydro-1h-2-benzoxacyclotetradecin-1-one-, (3s-(3r*,7s*))-

2.3 Create Date

2005-03-27

3 Chemical and Physical Properties

Molecular Formula	C₁₈H₂₆O₅
Molecular Weight	322.4 g/mol
XLogP3	4.3
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	0
Exact Mass	322.17802393 g/mol
Monoisotopic Mass	322.17802393 g/mol
Topological Polar Surface Area	87 Å²
Heavy Atom Count	23
Formal Charge	0
Complexity	372
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	2
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1