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Also known as: Artemisic acid, 80286-58-4, Arteannuic acid, (+)-artemisinic acid, 2-[(1r,4r,4as,8ar)-4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl]prop-2-enoic acid, Chebi:63749

Molecular Formula

C₁₅H₂₂O₂

Molecular Weight

234.33 g/mol

InChI Key

PLQMEXSCSAIXGB-SAXRGWBVSA-N

FDA UNII

53N99527G7

artemisinic acid is a natural product found in Artemisia apiacea, Artemisia annua, and other organisms with data available.

1 2D Structure

Artemisinic Acid

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-[(1R,4R,4aS,8aR)-4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl]prop-2-enoic acid

2.1.2 InChI

InChI=1S/C15H22O2/c1-9-4-6-12-10(2)5-7-13(14(12)8-9)11(3)15(16)17/h8,10,12-14H,3-7H2,1-2H3,(H,16,17)/t10-,12+,13+,14+/m1/s1

2.1.3 InChI Key

PLQMEXSCSAIXGB-SAXRGWBVSA-N

2.1.4 Canonical SMILES

CC1CCC(C2C1CCC(=C2)C)C(=C)C(=O)O

2.1.5 Isomeric SMILES

C[C@@H]1CC[C@H]([C@@H]2[C@H]1CCC(=C2)C)C(=C)C(=O)O

2.2 Other Identifiers

2.2.1 UNII

53N99527G7

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Artemisic Acid

2.3.2 Depositor-Supplied Synonyms

1. Artemisic Acid

2. 80286-58-4

3. Arteannuic Acid

4. (+)-artemisinic Acid

5. 2-[(1r,4r,4as,8ar)-4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl]prop-2-enoic Acid

6. Chebi:63749

7. 53n99527g7

8. 2-((1r,4r,4as,8ar)-4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl)acrylic Acid

9. 2-((1r,4r,4as,8ar)-4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl)prop-2-enoic Acid

10. Artemisinic-acid

11. Unii-53n99527g7

12. Qing Hao Acid

13. Qing Hau Acid

14. Artemisininic Acid

15. Ec 617-040-5

16. Schembl159983

17. Chembl457385

18. Artemisinic Acid [inci]

19. Singleex Artemisinic Acid

20. Hy-n1984

21. Mfcd00238540

22. S9135

23. Zinc34564537

24. 4,11(13)-cadinadien-12-oic Acid

25. Akos017343176

26. 4,11(13)-amorphadien-12-oic Acid

27. Ccg-266821

28. Lmpr0103190015

29. Ac-34595

30. As-78501

31. Cs-0018305

32. C20309

33. 4,11(13)-cadinadien-12-oic Acid;artemisic Acid

34. A856098

35. Q27132774

36. 222f86b0-6f56-4d85-98b2-f1b0e146a747

37. 1-naphthaleneacetic Acid, 1,2,3,4,4a,5,6,8a-octahydro-4,7-dimethyl-.alpha.-methylene-, (1r,4r,4as,8ar)-

38. 1-naphthaleneacetic Acid, 1,2,3,4,4a,5,6,8a-octahydro-4,7-dimethyl-.alpha.-methylene-, (1r-(1.alpha.,4.beta.,4a.beta.,8a.beta.))-

39. 1-naphthaleneacetic Acid, 1,2,3,4,4a,5,6,8a-octahydro-4,7-dimethyl-alpha-methylene-, (1r-(1alpha,4beta,4abeta,8abeta))-

2.4 Create Date

2006-10-26

3 Chemical and Physical Properties

Molecular Formula	C₁₅H₂₂O₂
Molecular Weight	234.33 g/mol
XLogP3	3.8
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	2
Exact Mass	234.161979940 g/mol
Monoisotopic Mass	234.161979940 g/mol
Topological Polar Surface Area	37.3 Å²
Heavy Atom Count	17
Formal Charge	0
Complexity	367
Isotope Atom Count	0
Defined Atom Stereocenter Count	4
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

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