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Chemistry

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Also known as: 1783-84-2, Dgla, 8,11,14-eicosatrienoic acid, Gamma-homolinolenic acid, Homo-gamma-linolenic acid, Cis-8,11,14-eicosatrienoic acid
Molecular Formula
C20H34O2
Molecular Weight
306.5  g/mol
InChI Key
HOBAELRKJCKHQD-QNEBEIHSSA-N
FDA UNII
FC398RK06S

Dihomo-Gamma-Linolenate
A 20-carbon-chain fatty acid, unsaturated at positions 8, 11, and 14. It differs from arachidonic acid, 5,8,11,14-eicosatetraenoic acid, only at position 5.
1 2D Structure

Dihomo-Gamma-Linolenate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(8Z,11Z,14Z)-icosa-8,11,14-trienoic acid
2.1.2 InChI
InChI=1S/C20H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13H,2-5,8,11,14-19H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-
2.1.3 InChI Key
HOBAELRKJCKHQD-QNEBEIHSSA-N
2.1.4 Canonical SMILES
CCCCCC=CCC=CCC=CCCCCCCC(=O)O
2.1.5 Isomeric SMILES
CCCCC/C=C\C/C=C\C/C=C\CCCCCCC(=O)O
2.2 Other Identifiers
2.2.1 UNII
FC398RK06S
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 8,11,14 Eicosatrienoic Acid

2. 8,11,14-eicosatrienoic Acid

3. Dihomo Gamma Linolenic Acid

4. Dihomogammalinolenic Acid

5. Homo Gamma Linolenic Acid

6. Homo-gamma Linolenic Acid

7. Linolenic Acid, Homo-gamma

8. Ro 12 1989

9. Ro 12-1989

10. Ro 121989

2.3.2 Depositor-Supplied Synonyms

1. 1783-84-2

2. Dgla

3. 8,11,14-eicosatrienoic Acid

4. Gamma-homolinolenic Acid

5. Homo-gamma-linolenic Acid

6. Cis-8,11,14-eicosatrienoic Acid

7. Diroleuton

8. (8z,11z,14z)-icosa-8,11,14-trienoic Acid

9. All-cis-8,11,14-eicosatrienoic Acid

10. Bishomo-gamma-linolenic Acid

11. 8z,11z,14z-eicosatrienoic Acid

12. (z,z,z)-8,11,14-eicosatrienoic Acid

13. Ro 12-1989

14. (8z,11z,14z)-icosatrienoic Acid

15. 8,11,14-icosatrienoate

16. 8,11,14-eicosatrienoate

17. (z,z,z)-8,11,14-icosatrienoate

18. Daleuton

19. (z,z,z)-8,11,14-icosatrienoic Acid

20. Cis,cis,cis-8,11,14-eicosatrienoic Acid

21. .gamma.-homolinolenic Acid

22. (z,z,z)-8,11,14-eicosatrienoate

23. 8,11,14-all-cis-eicosatrienoic Acid

24. Dihomo-.gamma.-linolenic Acid

25. All Cis-8,11,14-eicosatrienoic Acid

26. All-cis-icosa-8,11,14-trienoic Acid

27. Ccris 7669

28. 8,11,14-eicosatrienoic Acid, (8z,11z,14z)-

29. (z,z,z)-icosatri-8,11,14-enoic Acid

30. Cis-8,cis-11,cis-14-eicosatrienoic Acid

31. Dihomo-gamma-linolenate

32. 8c,11c,14c-eicosatrienoic Acid

33. 8, 11, 14-eicosatrienoic Acid

34. Ds107

35. Eicosa-8z,11z,14z-trienoic Acid

36. Dihomo-

37. A-linolenic Acid

38. 20:3, N-6,9,12 All-cis

39. All-cis-8,11,14-icosatrienoic Acid

40. Bishomo-.gamma.-linolenic Acid

41. Chembl465183

42. Ds107g

43. Fc398rk06s

44. 8,11-14-eicosatrienoic Acid, (z,z,z)-

45. Chebi:53486

46. Ds-107

47. Ds-107g

48. 20:3 (.omega.-6) Fatty Acid

49. C20:3, N-6,9,12 All-cis

50. All-cis-eicosa-8,11,14-trienoic Acid

51. C20:3n-6,9,12

52. Fa(20:3(8z,11z,14z))

53. 20:3(n-6)

54. All-cis-8,11,14-eicosatrienoate

55. Homo-gamma-linolensaeure

56. 8,11,14-icosatrienoic Acid

57. Unii-fc398rk06s

58. Eicosatrienoate

59. Dihomolinolenate

60. Bml3-b11

61. 8c,11c,14c-eicosatriensaeure

62. Gamma-homolinolenate

63. Einecs 217-233-0

64. Mfcd00065721

65. All-cis-eicosa-8,11,14-triensaeure

66. Homo-gamma-linolenate

67. C 20:3 N-6

68. Bishomo-gamma-linolenate

69. Dihomo-y-linolenic Acid

70. Daleuton [inn]

71. Dihomo-gamma-linolenic-acid

72. Dibromo-gamma-linolenic Acid

73. Di-homo Gamma-linolenic Acid

74. Dihomo -gamma-linolenic Acid

75. Diroleuton [who-dd]

76. Bspbio_001286

77. Schembl842729

78. 8z,11z,14z-eicosatrienoate

79. Cis-8,11,14-eicosatrienoate

80. Gtpl9775

81. Dtxsid00912351

82. Hms1361a08

83. Hms1791a08

84. Hms1989a08

85. Hms3402a08

86. Hms3649h11

87. 8,11,14-all-cis-eicosatrienoate

88. Hy-a0143

89. Zinc4521470

90. Bdbm50269534

91. Lmfa01030158

92. All Cis-8,11,14-icosatrienoic Acid

93. (z,z,z)-icosatri-8,11,14-enoate

94. Cis,cis,cis-8,11,14-eicosatrienoate

95. Cis-8,cis-11,cis-14-eicosatrienoate

96. Db00154

97. Idi1_033756

98. Ncgc00161350-01

99. Ncgc00161350-02

100. Ncgc00161350-03

101. As-65384

102. 20:3n-6

103. Cis-8,11,14-eicosatrienoic Acid, >=99%

104. Cs-0017463

105. E0640

106. C03242

107. Dihomo- Gamma -linolenic Acid (20:3, N-6)

108. (8z,11z,14z)-8,11,14-eicosatrienoic Acid

109. Q415398

110. Sr-01000946659

111. 8,11,14-eicosatrienoic Acid, (z,z,z)- (8ci)

112. Sr-01000946659-1

113. Brd-k20152659-001-02-0

114. Cis-8,11,14-eicosatrienoic Acid, Analytical Standard

115. 8,11,14-eicosatrienoic Acid, (8z,11z,14z)- (9ci)

2.4 Create Date
2005-06-08
3 Chemical and Physical Properties
Molecular Weight 306.5 g/mol
Molecular Formula C20H34O2
XLogP37.2
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count15
Exact Mass306.255880323 g/mol
Monoisotopic Mass306.255880323 g/mol
Topological Polar Surface Area37.3 Ų
Heavy Atom Count22
Formal Charge0
Complexity327
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count3
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

For nutritional supplementation, also for treating dietary shortage or imbalance


Treatment of atopic dermatitis


5 Pharmacology and Biochemistry
5.1 Pharmacology

Dihomo gamma-linolenic acid or DHLA is an n-6 (omega-6) polyunsaturated fatty acid. It is comprised of 20 carbon atoms and three double bonds. DHLA is a byproduct of the 18 carbon gamma-linolenic acid (GLA). DHLA is then converted into prostaglandin E1 (PGE1). PGE1 inhibits platelet aggregation and also exerts a vasodilatory effect.


5.2 Mechanism of Action

DHLA (or DGLA) is a precursor in the synthesis of prostaglandin E1 (PGE1) as well as the series-3 prostaglandins. It also serves as a precursor in the synthesis of eicosapentaenoic acid (EPA). EPA is a precursor of the series-3 prostaglandins, the series-5 leukotrienes and the series-3 thromboxanes. These eicosanoids have anti-thrombogenic, anti-inflammatory and anti-atherogenic properties. PGE1 inhibits platelet aggregation and has a vasodilation action. DHLA has also been shown to reduce the production/activity of tumor necrosis factor alpha.


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ABOUT THIS PAGE

Dihomo-Gamma-Linolenate Manufacturers

A Dihomo-Gamma-Linolenate manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Dihomo-Gamma-Linolenate, including repackagers and relabelers. The FDA regulates Dihomo-Gamma-Linolenate manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Dihomo-Gamma-Linolenate API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

Dihomo-Gamma-Linolenate Suppliers

A Dihomo-Gamma-Linolenate supplier is an individual or a company that provides Dihomo-Gamma-Linolenate active pharmaceutical ingredient (API) or Dihomo-Gamma-Linolenate finished formulations upon request. The Dihomo-Gamma-Linolenate suppliers may include Dihomo-Gamma-Linolenate API manufacturers, exporters, distributors and traders.

click here to find a list of Dihomo-Gamma-Linolenate suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

Dihomo-Gamma-Linolenate USDMF

A Dihomo-Gamma-Linolenate DMF (Drug Master File) is a document detailing the whole manufacturing process of Dihomo-Gamma-Linolenate active pharmaceutical ingredient (API) in detail. Different forms of Dihomo-Gamma-Linolenate DMFs exist exist since differing nations have different regulations, such as Dihomo-Gamma-Linolenate USDMF, ASMF (EDMF), JDMF, CDMF, etc.

A Dihomo-Gamma-Linolenate DMF submitted to regulatory agencies in the US is known as a USDMF. Dihomo-Gamma-Linolenate USDMF includes data on Dihomo-Gamma-Linolenate's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The Dihomo-Gamma-Linolenate USDMF is kept confidential to protect the manufacturer’s intellectual property.

click here to find a list of Dihomo-Gamma-Linolenate suppliers with USDMF on PharmaCompass.

Dihomo-Gamma-Linolenate GMP

Dihomo-Gamma-Linolenate Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Dihomo-Gamma-Linolenate GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Dihomo-Gamma-Linolenate GMP manufacturer or Dihomo-Gamma-Linolenate GMP API supplier for your needs.

Dihomo-Gamma-Linolenate CoA

A Dihomo-Gamma-Linolenate CoA (Certificate of Analysis) is a formal document that attests to Dihomo-Gamma-Linolenate's compliance with Dihomo-Gamma-Linolenate specifications and serves as a tool for batch-level quality control.

Dihomo-Gamma-Linolenate CoA mostly includes findings from lab analyses of a specific batch. For each Dihomo-Gamma-Linolenate CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Dihomo-Gamma-Linolenate may be tested according to a variety of international standards, such as European Pharmacopoeia (Dihomo-Gamma-Linolenate EP), Dihomo-Gamma-Linolenate JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Dihomo-Gamma-Linolenate USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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