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Coleus Forskohlii Extract

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ACTIVE PHARMA INGREDIENTS

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Chemistry

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Also known as: Colforsin, 66575-29-9, Coleonol, Colforsina, Colforsine, Colforsinum

Molecular Formula

C₂₂H₃₄O₇

Molecular Weight

410.5 g/mol

InChI Key

OHCQJHSOBUTRHG-KGGHGJDLSA-N

FDA UNII

1F7A44V6OU

Potent activator of the adenylate cyclase system and the biosynthesis of cyclic AMP. From the plant Coleus forskohlii. Has antihypertensive, positive inotropic, platelet aggregation inhibitory, and smooth muscle relaxant activities; also lowers intraocular pressure and promotes release of hormones from the pituitary gland.

1 2D Structure

Coleus Forskohlii Extract

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

[(3R,4aR,5S,6S,6aS,10S,10aR,10bS)-3-ethenyl-6,10,10b-trihydroxy-3,4a,7,7,10a-pentamethyl-1-oxo-5,6,6a,8,9,10-hexahydro-2H-benzo[f]chromen-5-yl] acetate

2.1.2 InChI

InChI=1S/C22H34O7/c1-8-19(5)11-14(25)22(27)20(6)13(24)9-10-18(3,4)16(20)15(26)17(28-12(2)23)21(22,7)29-19/h8,13,15-17,24,26-27H,1,9-11H2,2-7H3/t13-,15-,16-,17-,19-,20-,21+,22-/m0/s1

2.1.3 InChI Key

OHCQJHSOBUTRHG-KGGHGJDLSA-N

2.1.4 Canonical SMILES

CC(=O)OC1C(C2C(CCC(C2(C3(C1(OC(CC3=O)(C)C=C)C)O)C)O)(C)C)O

2.1.5 Isomeric SMILES

CC(=O)O[C@H]1[C@H]([C@@H]2[C@]([C@H](CCC2(C)C)O)([C@@]3([C@@]1(O[C@@](CC3=O)(C)C=C)C)O)C)O

2.2 Other Identifiers

2.2.1 UNII

1F7A44V6OU

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Coleonol

2. Colforsin

3. N,n-dimethyl-beta-alanine-5-(acetyloxy)-3-ethenyldodecahydro-10,10b-dihydroxy-3,4a,7,7,10a-pentamethyl-1-oxo-1h-naphtho(2,1-b)pyran-6-yl Ester Hcl

4. Nkh 477

5. Nkh-477

6. Nkh477

2.3.2 Depositor-Supplied Synonyms

1. Colforsin

2. 66575-29-9

3. Coleonol

4. Colforsina

5. Colforsine

6. Colforsinum

7. Boforsin

8. Hl 362

9. Coleonolk

10. L 75 1362b

11. Forskolin (gmp)

12. 7beta-acetoxy-8,13-epoxy-1alpha,6beta,9alpha-trihydroxylabd-14-en-11-one

13. (3r,4ar,5s,6s,6as,10s,10ar,10bs)-6,10,10b-trihydroxy-3,4a,7,7,10a-pentamethyl-1-oxo-3-vinyldodecahydro-1h-benzo[f]chromen-5-yl Acetate

14. Hl-362

15. (3r,4ar,5s,6s,6as,10s,10ar,10bs)-3-ethenyl-6,10,10b-trihydroxy-3,4a,7,7,10a-pentamethyl-1-oxododecahydro-1h-benzo[f]chromen-5-yl Acetate

16. Chembl52606

17. L-751362b

18. 1f7a44v6ou

19. [(3r,4ar,5s,6s,6as,10s,10ar,10bs)-3-ethenyl-6,10,10b-trihydroxy-3,4a,7,7,10a-pentamethyl-1-oxo-5,6,6a,8,9,10-hexahydro-2h-benzo[f]chromen-5-yl] Acetate

20. Chebi:42471

21. Nsc375489

22. Nsc-357088

23. Nsc-375489

24. (3r,4ar,5s,6s,6as,10s,10ar,10bs)-dodecahydro-5,6,10,10b-tetrahydroxy-3,4a,7,7,10a-pentamethyl-3-vinyl-1h-naphtho(2,1-b)pyran-1-one 5-acetate

25. Ncgc00024996-02

26. L-75-1362b

27. 66428-89-5

28. Dsstox_cid_20484

29. Dsstox_rid_79500

30. Dsstox_gsid_40484

31. 1h-naphtho[2,1-b]pyran-1-one, 5-(acetyloxy)-3-ethenyldodecahydro-6,10,10b-trihydroxy-3,4a,7,7,10a-pentamethyl-, (3r,4ar,5s,6s,6as,10s,10ar,10bs)-

32. Colforsine [french]

33. Colforsinum [latin]

34. Colforsina [spanish]

35. Forslean

36. Colforsin [usan:inn]

37. Fok

38. Smr000471881

39. Cas-66575-29-9

40. C22h34o7

41. Einecs 266-410-9

42. Nsc 357088

43. Nsc 375489

44. Unii-1f7a44v6ou

45. Ocufors

46. Timsaponin-c

47. Forskolin- Bio-x

48. (-)-forskolin

49. Mfcd00082317

50. Forskolin - 10%

51. Forskolin - 20%

52. Forskolin - 40%

53. Colforsin [inn]

54. Colforsin [mi]

55. Colforsin (usan/inn)

56. Colforsin [usan]

57. Forskolin [vandf]

58. Colforsin [mart.]

59. Forskolin/ Rolipram Mixture

60. Molmap_000021

61. 7-beta-acetoxy-8,13-epoxy-1-alpha,6-beta,9-alpha-trihydroxylabd-14-en-11-one

62. Colforsin [who-dd]

63. Forskolin [usp-rs]

64. Schembl4928

65. 1h-naphtho(2,1-b)pyran-1-one, 5-(acetyloxy)-3-ethenyldodecahydro-6,10,10b-trihydroxy-3,4a,7,7,10a-pentamethyl-

66. Cid_47936

67. Mls001066384

68. Mls001333255

69. Mls001333256

70. Mls002172462

71. Mls002695942

72. Forskolin, Analytical Standard

73. Forskohlii Root Extract (forslean)(20% Forskohlin)

74. Regid_for_cid_47936

75. Gtpl5190

76. Dtxsid8040484

77. Bcbcmap01_000132

78. Ohcqjhsobutrhg-kgghgjdlsa-

79. Bio1_000443

80. Bio1_000932

81. Bio1_001421

82. Hms2235c17

83. Hms3267i16

84. Hms3412g19

85. Hms3676g19

86. Ex-a5963

87. Zinc3977779

88. Tox21_110940

89. Tox21_302399

90. Bdbm50010261

91. Hy-15371g

92. S2449

93. Akos024456384

94. Tox21_110940_1

95. Am81249

96. Ccg-268774

97. Cs-1454

98. Db02587

99. Lmpr0104030004

100. Smp1_000128

101. Ncgc00024996-03

102. Ncgc00024996-04

103. Ncgc00024996-05

104. Ncgc00024996-06

105. Ncgc00024996-07

106. Ncgc00024996-34

107. Ncgc00177971-03

108. Ncgc00255526-01

109. 1h-naphtho(2,1-b)pyran-1-one, 5-(acetyloxy)-3-ethenyldodecahydro-6,10,10b-trihydroxy-3,4a,7,7,10a-pentamethyl-, (3r-(3alpha,4abeta,5beta,6beta,6aalpha,10alpha,10abeta,10balpha))-

110. 1h-naphtho(2,1-b)pyran-1-one, Dodecahydro-5-(acetyloxy)-3-ethenyl-3,4a,7,7,10a-pentamethyl-6,10,10b-trihydroxy-, (3r-(3-alpha,4a-beta,5-beta,6-beta,6a-alpha,10-alpha,10a-beta,10b-alpha))-

111. 5-(acetyloxy)-3-ethenyldodecahydro-6,10,10b-trihydroxy-3,4a,7,7,10a-pentamethyl-1h-naphtho(2,1-b)pyran-1-one

112. Ac-33150

113. As-17443

114. Bf164487

115. Hy-15371

116. Xf165210

117. Xf165211

118. Xf165212

119. Cs-0622781

120. F0855

121. M-410

122. C09076

123. D03584

124. Mls-0318096.0001

125. A850885

126. Q412747

127. Sr-01000597378

128. Forskolin (constituent Of Forskohlii) [dsc]

129. Forskolin, For Use In Molecular Biology Applications

130. Q-200888

131. Sr-01000597378-1

132. Brd-k09602097-001-04-5

133. Forskolin, From Coleus Forskohlii, >=98% (hplc), Powder

134. Forskolin, United States Pharmacopeia (usp) Reference Standard

135. Coleonol;7beta-acetoxy-8,13-epoxy-1alpha,6beta,9alpha-trihydroxylabd-14-en-11-one

136. (3r,4ar,5s,6s,6as,10s,10ar,10bs)-3-ethenyl-6,10,10b-trihydroxy-3,4a,7,7,10a-pentamethyl-1-oxo-dodecahydro-1h-naphtho[2,1-b]pyran-5-yl Acetate

137. [(3r,4ar,5s,6s,6as,10s,10ar,10bs)-6,10,10b-trihydroxy-3,4a,7,7,10a-pentamethyl-1-oxo-3-vinyl-5,6,6a,8,9,10-hexahydro-2h-benzo[f]chromen-5-yl] Acetate

138. [3r-(3

139. [3r-(3?,4a?,5?,6?,6a?,10?,10a?,10b?)]-5-(acetyloxy)-3-ethenyldodecahydro-6,10,10b-trihydroxy-3,4a,7,7,10a-pentamethyl-1h-naphtho[2,1-b]pyran-1-one

140. [3r-(3a,4ab,5b,6b,6aa,10a,10ab,10ba)]-5-(acetyloxy)-3-e Thenyldodecahydro-6,10,10b-trihydroxy-3,4a,7,7,10a-pentamethyl-1h-naphtho[2,1-b]pyran-1-one

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₂₂H₃₄O₇
Molecular Weight	410.5 g/mol
XLogP3	1
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	3
Exact Mass	410.23045342 g/mol
Monoisotopic Mass	410.23045342 g/mol
Topological Polar Surface Area	113 Å²
Heavy Atom Count	29
Formal Charge	0
Complexity	747
Isotope Atom Count	0
Defined Atom Stereocenter Count	8
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Adjuvants, Immunologic

Substances that augment, stimulate, activate, potentiate, or modulate the immune response at either the cellular or humoral level. The classical agents (Freund's adjuvant, BCG, Corynebacterium parvum, et al.) contain bacterial antigens. Some are endogenous (e.g., histamine, interferon, transfer factor, tuftsin, interleukin-1). Their mode of action is either non-specific, resulting in increased immune responsiveness to a wide variety of antigens, or antigen-specific, i.e., affecting a restricted type of immune response to a narrow group of antigens. The therapeutic efficacy of many biological response modifiers is related to their antigen-specific immunoadjuvanticity. (See all compounds classified as Adjuvants, Immunologic.)

Cardiotonic Agents

Agents that have a strengthening effect on the heart or that can increase cardiac output. They may be CARDIAC GLYCOSIDES; SYMPATHOMIMETICS; or other drugs. They are used after MYOCARDIAL INFARCT; CARDIAC SURGICAL PROCEDURES; in SHOCK; or in congestive heart failure (HEART FAILURE). (See all compounds classified as Cardiotonic Agents.)

Bronchodilator Agents

Agents that cause an increase in the expansion of a bronchus or bronchial tubes. (See all compounds classified as Bronchodilator Agents.)

Vasodilator Agents

Drugs used to cause dilation of the blood vessels. (See all compounds classified as Vasodilator Agents.)

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