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Teprenone

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Chemistry

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Also known as: Geranylgeranylacetone, Tetraprenylacetone, Selbex, 6809-52-5, 3796-63-2, Teprenona

Molecular Formula

C₂₃H₃₈O

Molecular Weight

330.5 g/mol

InChI Key

HUCXKZBETONXFO-NJFMWZAGSA-N

FDA UNII

57B67OXM8F

1 2D Structure

Teprenone

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(5E,9E,13E)-6,10,14,18-tetramethylnonadeca-5,9,13,17-tetraen-2-one

2.1.2 InChI

InChI=1S/C23H38O/c1-19(2)11-7-12-20(3)13-8-14-21(4)15-9-16-22(5)17-10-18-23(6)24/h11,13,15,17H,7-10,12,14,16,18H2,1-6H3/b20-13+,21-15+,22-17+

2.1.3 InChI Key

HUCXKZBETONXFO-NJFMWZAGSA-N

2.1.4 Canonical SMILES

CC(=CCCC(=CCCC(=CCCC(=CCCC(=O)C)C)C)C)C

2.1.5 Isomeric SMILES

CC(=CCC/C(=C/CC/C(=C/CC/C(=C/CCC(=O)C)/C)/C)/C)C

2.2 Other Identifiers

2.2.1 UNII

57B67OXM8F

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 6,10,14,18-tetramethyl-5,9,13,17-nonadecatetraen-2-one

2. Geranyl-geranyl-acetone

3. Geranylgeranylacetone

4. Geranylgeranylacetone, (e,e,e)-isomer

5. Geranylgeranylacetone, (z,e,e)-isomer

6. Teprenon

7. Tetraprenyl Acetone

8. Tetraprenylacetone

2.3.2 Depositor-Supplied Synonyms

1. Geranylgeranylacetone

2. Tetraprenylacetone

3. Selbex

4. 6809-52-5

5. 3796-63-2

6. Teprenona

7. Teprenonum

8. Teprenonum [inn-latin]

9. Teprenona [inn-spanish]

10. Unii-s8s8451a4o

11. (5e,9e,13e)-6,10,14,18-tetramethylnonadeca-5,9,13,17-tetraen-2-one

12. 57b67oxm8f

13. 6,10,14,18-tetramethylnonadeca-5,9,13,17-tetraen-2-one

14. 5,9,13,17-nonadecatetraen-2-one, 6,10,14,18-tetramethyl-, (e,e,e)-

15. E-0671

16. Geranylgeranyl Acetone

17. (5e,9e,13e)-6,10,14,18-tetramethyl-5,9,13,17-nonadecatetren-2-one

18. (5e,9e,13e)-teprenone

19. Teprenone [inn:jan]

20. Chebi:31649

21. Unii-57b67oxm8f

22. Selbelle

23. 5,9,13,17-nonadecatetraen-2-one, 6,10,14,18-tetramethyl-

24. 6,10,14,18-tetramethyl-5,9,13,17-nonadecatetraen-2-one, Mixture Of (5e,9e,13e) And (5z,9e,13e) Isomers

25. Chembl79686

26. Schembl157509

27. Schembl157511

28. Dtxsid901166719

29. S8s8451a4o

30. Ea-0671

31. Bcp11723

32. Hy-b0779

33. Zinc1915509

34. Mfcd00869547

35. S5006

36. Akos015894922

37. (e,e,e)-geranylgeranyl Acetone

38. Ccg-267813

39. Cs-3560

40. E-671

41. 809t525

42. Sr-01000944917

43. Q-201789

44. Q7701388

45. Sr-01000944917-1

46. Teprenone [mixture Of (5e,9e,13e)- And (5z,9e,13e)- Isomers]

47. (5e,9e,13e)-6,10,14,18-tetramethyl-5,9,13,17-nonadecatetraen-2-one

48. (9e,13e)-6,10,14,18-tetramethylnonadeca-5,9,13,17-tetraen-2-one

49. 5,9,13,17-nonadecatetraen-2-one, 6,10,14,18-tetramethyl-, (5e,9e,13e)-

2.4 Create Date

2005-03-25

3 Chemical and Physical Properties

Molecular Formula	C₂₃H₃₈O
Molecular Weight	330.5 g/mol
XLogP3	7.4
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	1
Rotatable Bond Count	12
Exact Mass	330.292265831 g/mol
Monoisotopic Mass	330.292265831 g/mol
Topological Polar Surface Area	17.1 Å²
Heavy Atom Count	24
Formal Charge	0
Complexity	482
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	3
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Anti-Ulcer Agents

Various agents with different action mechanisms used to treat or ameliorate PEPTIC ULCER or irritation of the gastrointestinal tract. This has included ANTIBIOTICS to treat HELICOBACTER INFECTIONS; HISTAMINE H2 ANTAGONISTS to reduce GASTRIC ACID secretion; and ANTACIDS for symptomatic relief. (See all compounds classified as Anti-Ulcer Agents.)

Antineoplastic Agents

Substances that inhibit or prevent the proliferation of NEOPLASMS. (See all compounds classified as Antineoplastic Agents.)

4.2 Mechanism of Action

Teprenone acts as an anti-ulcer and gastric mucoprotective agent used to treat gastric ulcers and gastritis. Currently, the full mechanisms of action are still unclear.

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