List of USP Standards of Tox21_300383 on PharmaCompass.com.

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Chemistry

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Also known as: 10-undecenoic acid, Undec-10-enoic acid, 112-38-9, Undecenoic acid, 10-hendecenoic acid, Desenex
Molecular Formula
C11H20O2
Molecular Weight
184.27  g/mol
InChI Key
FRPZMMHWLSIFAZ-UHFFFAOYSA-N
FDA UNII
K3D86KJ24N

Undecylenic Acid
Undecylenic Acid is a natural or synthetic fungistatic fatty acid, antifungal Undecylenic Acid is used topically as a zinc salt in various creams against fungal infections, eczemas, ringworm, and other cutaneous conditions. The zinc provides an astringent action, reducing rawness and irritation.
1 2D Structure

Undecylenic Acid

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
undec-10-enoic acid
2.1.2 InChI
InChI=1S/C11H20O2/c1-2-3-4-5-6-7-8-9-10-11(12)13/h2H,1,3-10H2,(H,12,13)
2.1.3 InChI Key
FRPZMMHWLSIFAZ-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C=CCCCCCCCCC(=O)O
2.2 Other Identifiers
2.2.1 UNII
K3D86KJ24N
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 10-undecenoic Acid

2. Mycodermine

2.3.2 Depositor-Supplied Synonyms

1. 10-undecenoic Acid

2. Undec-10-enoic Acid

3. 112-38-9

4. Undecenoic Acid

5. 10-hendecenoic Acid

6. Desenex

7. Renselin

8. Declid

9. Sevinon

10. 9-undecylenic Acid

11. 10-undecylenic Acid

12. Undecyl-10-enic Acid

13. Undecylenate

14. Undecen-10-acid-1

15. Undecylenic Acids

16. Fema No. 3247

17. Undecylenic Acid [jan]

18. Kyselina Undecylenova

19. 10-henedecenoic Acid

20. 10-hendecenoic

21. Desenex, Solution

22. Nsc 2013

23. N-undecylenic Acid

24. Omega-undecenoic Acid

25. Cruex (tn)

26. Omega-hendecenoic Acid

27. Chebi:35045

28. Nsc-2013

29. 1333-28-4

30. 10-undecenoic Acid, 98%

31. Undecylenic Acid (jan/usp)

32. K3d86kj24n

33. 10-undecenoic Acid, Homopolymer

34. Nsc2013

35. Undesine

36. C11:1n-1

37. 96451-28-4

38. Ncgc00159425-02

39. Ncgc00159425-04

40. Desenex Solution

41. Dsstox_cid_15001

42. Dsstox_rid_79235

43. Dsstox_gsid_35001

44. Caswell No. 901

45. Undecenoicacid

46. Undecenoic Acid, Omega-

47. Hendecenoic Acid, Omega-

48. Cas-112-38-9

49. Kyselina Undecylenova [czech]

50. Einecs 203-965-8

51. Mfcd00004442

52. Epa Pesticide Chemical Code 085501

53. Brn 1762631

54. Unii-k3d86kj24n

55. Kyselina 9-decen-1-karboxylova [czech]

56. Undecylenic Acid [usp:jan]

57. Undecelinic Acid

58. Undecylenic-acid

59. Ai3-02065

60. Kyselina 9-decen-1-karboxylova

61. Undecylenenic Acid

62. 10-undecensaeure

63. 10-undecenic Acid

64. Einecs 215-583-9

65. Undecen-10-saeure

66. N-undecylenic Acid (10-1)

67. Zinc Undecylenate (undecylenic Acid)

68. 10-undeceneoic Acid

69. Acide 10-undecylique

70. Acido 10-undecenoico

71. Acide 10-undecanoique

72. Undecylenic Acid, Usan

73. Ec 203-965-8

74. Nciopen2_002642

75. Undecylenate [vandf]

76. Wln: Qv9u1

77. Schembl17827

78. 4-02-00-01612 (beilstein Handbook Reference)

79. Undecylenic Acid [ii]

80. Undecylenic Acid [mi]

81. Undecylenic Acid [inci]

82. Chembl1276010

83. Dtxsid8035001

84. Undecenoic Acid [mart.]

85. Undecylenic Acid [vandf]

86. Fema 3247

87. Undecylenic Acid, >=95%, Fg

88. Undecylenic Acid, >=96%, Fg

89. Undecylenic Acid [usp-rs]

90. Undecylenic Acid [who-dd]

91. Hms2093l21

92. Pharmakon1600-01505468

93. 10-undecenoic Acid [fhfi]

94. Hy-b0914

95. Zinc1577120

96. Tox21_111657

97. Tox21_300383

98. Bbl027462

99. Bdbm50248304

100. Lmfa01030036

101. Nsc759153

102. S9452

103. Stk801548

104. Akos009031595

105. Tox21_111657_1

106. Ccg-213461

107. Db11117

108. Nsc-759153

109. Pb48616

110. Undecylenic Acid [ep Monograph]

111. 10-undecenoic Acid, Analytical Standard

112. Undecylenic Acid [usp Monograph]

113. Ncgc00159425-03

114. Ncgc00159425-05

115. Ncgc00159425-09

116. Ncgc00254296-01

117. Undecylenic Acid, Natural, >=97%, Fg

118. Nci60_001670

119. Sbi-0206806.p001

120. Sbi-0206806.p002

121. Ft-0607203

122. U0007

123. 10-undecenoic Acid, Purum, >=97.0% (gc)

124. D02159

125. P19683

126. Ab00630892_02

127. Q420346

128. Sr-05000002050

129. 10-undecenoic Acid, Vetec(tm) Reagent Grade, 98%

130. Sr-05000002050-1

131. W-200840

132. F0001-0258

133. Undecylenic Acid, United States Pharmacopeia (usp) Reference Standard

134. 10-undecenoic Acid, Puriss., Meets Analytical Specification Of Ph. Eur., Bp, Usp, 98-100.5%

2.4 Create Date
2005-03-25
3 Chemical and Physical Properties
Molecular Weight 184.27 g/mol
Molecular Formula C11H20O2
XLogP33.9
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count9
Exact Mass184.146329876 g/mol
Monoisotopic Mass184.146329876 g/mol
Topological Polar Surface Area37.3 Ų
Heavy Atom Count13
Formal Charge0
Complexity141
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

Indicated for the treatment of fungal infections as a salt form. No therapeutic indications on its own.


5 Pharmacology and Biochemistry
5.1 Pharmacology

Zinc undecylendate acts as a fungistatic agent but fungicidal activity may be observed with chronic exposure in high concentrations. It is effective against _Candida albicans_. It is proposed that undecylenic acid exerts antimicrobial actions via interacting with nonspecific components in the cell membrane.


5.2 ATC Code

D - Dermatologicals

D01 - Antifungals for dermatological use

D01A - Antifungals for topical use

D01AE - Other antifungals for topical use

D01AE04 - Undecylenic acid


5.3 Absorption, Distribution and Excretion

Absorption

Undecylenic acid may be absorbed through the skin [MSDS].


Route of Elimination

No information regarding route of elimination.


Volume of Distribution

No information regarding volume of distribution.


Clearance

No information regarding clearance.


5.4 Metabolism/Metabolites

No information regarding metabolism.


5.5 Biological Half-Life

No information regarding half-life.


5.6 Mechanism of Action

Undecylenic acid demonstrated effectiveness against _Candida albicans_, which is an opportunistic pathogenic yeast with two cellular morphologies: the round yeast form and the filamentous form with elongated hyphae. Hyphae formation is associated with active infections and virulence. A study proposed that undecylenic acid inhibits biofilm formation of _Candida albicans_ with optimal concentration above 3 mM and disrupts hyphal growth, which is the morphological transition from yeast to filamentous phase, at concentration above 4 mM. Under the drug treatment, hyphal formation related genes, like HWP1, were significantly reduced in transcriptional level leading to poor biofilm formation. Both biofilm and hyphae formation are critical virulence factors for the initiation of skin infection and late development of disseminated infection. Undecylenic acid may also inhibit enzyme involved in lipid metabolism and abolish germ tube formation by carrying protons across the plasma membrane, thus altering cytoplasmic pH.


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VAISHNODE","city":"AHMEDABAD","supplier":"PENTA INTERNATIONAL CORPORATION","supplierCountry":"UNITED STATES","foreign_port":"NA","customer":"ZYDUS LIFESCIENCES LIMITED","customerCountry":"INDIA","quantity":"6.00","actualQuantity":"6","unit":"KGS","unitRateFc":"148","totalValueFC":"1909.6","currency":"USD","unitRateINR":"26226.8","date":"02-Dec-2022","totalValueINR":"157360.73","totalValueInUsd":"1909.6","indian_port":"BOMBAY AIR","hs_no":"29349990","bill_no":"3567766","productDescription":"API","marketType":"REGULATED MARKET","country":"UNITED STATES","selfForZScoreResived":"Pharma Grade","supplierPort":"NA","supplierAddress":"","customerAddress":"ZYDUS CORPORATE PARK, SCHEME NO 63, KHORAJ (GANDHINAGAR), NR. VAISHNODE"}]
22-Jan-2021
16-Aug-2024
KGS
overview
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Average Price (USD/KGS)

Number of Transactions

Total Quantity (KGS)

Total Value (USD)

Quantity (KGS) & Unit rate (USD/KGS) over time

API Imports and Exports

Importing Country Total Quantity
(KGS)
Average Price
(USD/KGS)
Number of Transactions

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