eicosa-11,14-dienoic acid, (z,z)-isomer profile

(11Z,14Z)-icosadienoic acid : An icosadienoic acid with double bonds at positions 11 and 14 (both Z). [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

icosadienoic acid : A 20-carbon, polyunsaturated fatty acid having two double bonds at unspecified positions. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

ID Source	ID
PubMed CID	6439848
CHEMBL ID	464983
CHEBI ID	73731
SCHEMBL ID	416181
MeSH ID	M0313000

Synonym
BRD-K80325895-001-02-3
BSPBIO_001326
IDI1_033796
(11z,14z)-icosa-11,14-dienoic acid
eicosadienoic acid
icosadienoic acid
(11z,14z)-eicosa-11,14-dienoic acid
11,14-icosadienoic acid
cis-11,14-eicosadienoic acid, >=98%, liquid
NCGC00161348-01
NCGC00161348-02
NCGC00161348-03
HMS1989C08
cis-11,14-eicosadienoic acid
eicosadienoic acid (20:2 n-6)
BML3-B08
HMS1791C08
HMS1361C08
bdbm50269533
5598-38-9
chebi:73731 ,
CHEMBL464983 ,
cis-11,14-eicosadienoicacid
homo-gamma-linoleic acid
11,14-eicosadienoic acid, (z,z)-
(11z,14z)-eicosadienoic acid
(11z,14z)-icosadienoic acid
SCHEMBL416181
cis,cis-11,14-eicosadienoic acid
XSXIVVZCUAHUJO-HZJYTTRNSA-N
HMS3402C08
HMS3649J19
11z,14z-eicosadienoic acid
AKOS027326225
11,14-eicosadienoate
11, 14-icosadienoate
fa 20:2
eicosa-11z,14z-dienoic acid
LMFA01031043
DTXSID20912353
(z,z)-11,14-eicosadienoic acid
Q25402866
sr-01000946668
SR-01000946668-1
homo-gamma-linoleicacid
fa(20:2(11z,14z))
CAA09139
PD020533

Role	Description
metabolite	Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Class	Description
icosadienoic acid	A 20-carbon, polyunsaturated fatty acid having two double bonds at unspecified positions.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathway	Proteins	Compounds
Omega-3 / omega-6 fatty acid synthesis	0	38
Elongation of (very) long chain fatty acids	3	45

Protein	Taxonomy	Measurement	Average (µ)	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Chain A, MAJOR APURINIC/APYRIMIDINIC ENDONUCLEASE	Homo sapiens (human)	Potency	56.2341	0.0032	45.4673	12,589.2998	AID2517
aldehyde dehydrogenase 1 family, member A1	Homo sapiens (human)	Potency	39.8107	0.0112	12.4002	100.0000	AID1030
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Trypsin	Sus scrofa (pig)	IC50 (µMol)	200.0000	0.5000	0.5000	0.5000	AID402793
Coagulation factor VII	Homo sapiens (human)	IC50 (µMol)	52.0000	0.0002	0.8336	3.3000	AID402795
Tissue factor	Homo sapiens (human)	IC50 (µMol)	52.0000	0.0001	0.7344	10.0000	AID402795
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Process	via Protein(s)	Taxonomy
response to hypoxia	Coagulation factor VII	Homo sapiens (human)
positive regulation of leukocyte chemotaxis	Coagulation factor VII	Homo sapiens (human)
blood coagulation	Coagulation factor VII	Homo sapiens (human)
circadian rhythm	Coagulation factor VII	Homo sapiens (human)
response to carbon dioxide	Coagulation factor VII	Homo sapiens (human)
positive regulation of platelet-derived growth factor receptor signaling pathway	Coagulation factor VII	Homo sapiens (human)
protein processing	Coagulation factor VII	Homo sapiens (human)
positive regulation of blood coagulation	Coagulation factor VII	Homo sapiens (human)
positive regulation of cell migration	Coagulation factor VII	Homo sapiens (human)
animal organ regeneration	Coagulation factor VII	Homo sapiens (human)
positive regulation of TOR signaling	Coagulation factor VII	Homo sapiens (human)
response to estradiol	Coagulation factor VII	Homo sapiens (human)
response to vitamin K	Coagulation factor VII	Homo sapiens (human)
response to genistein	Coagulation factor VII	Homo sapiens (human)
response to estrogen	Coagulation factor VII	Homo sapiens (human)
positive regulation of positive chemotaxis	Coagulation factor VII	Homo sapiens (human)
response to growth hormone	Coagulation factor VII	Homo sapiens (human)
response to cholesterol	Coagulation factor VII	Homo sapiens (human)
response to thyroxine	Coagulation factor VII	Homo sapiens (human)
response to Thyroid stimulating hormone	Coagulation factor VII	Homo sapiens (human)
response to 2,3,7,8-tetrachlorodibenzodioxine	Coagulation factor VII	Homo sapiens (human)
response to astaxanthin	Coagulation factor VII	Homo sapiens (human)
response to thyrotropin-releasing hormone	Coagulation factor VII	Homo sapiens (human)
positive regulation of gene expression	Tissue factor	Homo sapiens (human)
positive regulation of interleukin-8 production	Tissue factor	Homo sapiens (human)
positive regulation of endothelial cell proliferation	Tissue factor	Homo sapiens (human)
activation of plasma proteins involved in acute inflammatory response	Tissue factor	Homo sapiens (human)
activation of blood coagulation via clotting cascade	Tissue factor	Homo sapiens (human)
activation of cysteine-type endopeptidase activity involved in apoptotic process	Tissue factor	Homo sapiens (human)
blood coagulation	Tissue factor	Homo sapiens (human)
positive regulation of platelet-derived growth factor receptor signaling pathway	Tissue factor	Homo sapiens (human)
protein processing	Tissue factor	Homo sapiens (human)
positive regulation of cell migration	Tissue factor	Homo sapiens (human)
positive regulation of TOR signaling	Tissue factor	Homo sapiens (human)
positive regulation of angiogenesis	Tissue factor	Homo sapiens (human)
positive regulation of positive chemotaxis	Tissue factor	Homo sapiens (human)
cytokine-mediated signaling pathway	Tissue factor	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
serine-type endopeptidase activity	Coagulation factor VII	Homo sapiens (human)
signaling receptor binding	Coagulation factor VII	Homo sapiens (human)
calcium ion binding	Coagulation factor VII	Homo sapiens (human)
protein binding	Coagulation factor VII	Homo sapiens (human)
serine-type peptidase activity	Coagulation factor VII	Homo sapiens (human)
serine-type endopeptidase activity	Tissue factor	Homo sapiens (human)
protease binding	Tissue factor	Homo sapiens (human)
protein binding	Tissue factor	Homo sapiens (human)
phospholipid binding	Tissue factor	Homo sapiens (human)
cytokine receptor activity	Tissue factor	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
extracellular region	Coagulation factor VII	Homo sapiens (human)
endoplasmic reticulum lumen	Coagulation factor VII	Homo sapiens (human)
Golgi lumen	Coagulation factor VII	Homo sapiens (human)
plasma membrane	Coagulation factor VII	Homo sapiens (human)
vesicle	Coagulation factor VII	Homo sapiens (human)
collagen-containing extracellular matrix	Coagulation factor VII	Homo sapiens (human)
serine-type peptidase complex	Coagulation factor VII	Homo sapiens (human)
extracellular space	Coagulation factor VII	Homo sapiens (human)
extracellular space	Tissue factor	Homo sapiens (human)
plasma membrane	Tissue factor	Homo sapiens (human)
external side of plasma membrane	Tissue factor	Homo sapiens (human)
cell surface	Tissue factor	Homo sapiens (human)
membrane	Tissue factor	Homo sapiens (human)
collagen-containing extracellular matrix	Tissue factor	Homo sapiens (human)
serine-type peptidase complex	Tissue factor	Homo sapiens (human)
plasma membrane	Tissue factor	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (7)

Assay ID	Title	Year	Journal	Article
AID1347154	Primary screen GU AMC qHTS for Zika virus inhibitors	2020	Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49	Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1508630	Primary qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome: Secreted ER Calcium Modulated Protein (SERCaMP) assay	2021	Cell reports, 04-27, Volume: 35, Issue:4	A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
AID588519	A screen for compounds that inhibit viral RNA polymerase binding and polymerization activities	2011	Antiviral research, Sep, Volume: 91, Issue:3	High-throughput screening identification of poliovirus RNA-dependent RNA polymerase inhibitors.
AID402795	Inhibition of amidolytic activity of human tissue factor/human factor 7a	1998	Journal of natural products, Nov, Volume: 61, Issue:11	Inhibitory activity of unsaturated fatty acids and anacardic acids toward soluble tissue factor-factor VIIa complex.
AID402793	Inhibition of pig pancreatic trypsin after 15 mins	1998	Journal of natural products, Nov, Volume: 61, Issue:11	Inhibitory activity of unsaturated fatty acids and anacardic acids toward soluble tissue factor-factor VIIa complex.
AID402794	Octanol-water partition coefficient, log P of the compound	1998	Journal of natural products, Nov, Volume: 61, Issue:11	Inhibitory activity of unsaturated fatty acids and anacardic acids toward soluble tissue factor-factor VIIa complex.
AID540299	A screen for compounds that inhibit the MenB enzyme of Mycobacterium tuberculosis	2010	Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21	Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	1 (20.00)	18.2507
2000's	0 (0.00)	29.6817
2010's	2 (40.00)	24.3611
2020's	2 (40.00)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	5 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
4-aminobenzamidine 4-aminobenzamidine: a urokinase inhibitor; inhibits acrosin; structure given in first source	1.99	1
arachidonic acid icosa-5,8,11,14-tetraenoic acid : Any icosatetraenoic acid with the double bonds at positions 5, 8, 11 and 14.. arachidonate : A long-chain fatty acid anion resulting from the removal of a proton from the carboxy group of arachidonic acid.	1.99	1	icosa-5,8,11,14-tetraenoic acid; long-chain fatty acid; omega-6 fatty acid	Daphnia galeata metabolite; EC 3.1.1.1 (carboxylesterase) inhibitor; human metabolite; mouse metabolite
palmitoleic acid hexadecenoate : A long-chain unsaturated fatty acid anion that is the conjugate base of hexadecenoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.	1.99	1	hexadec-9-enoic acid	algal metabolite; Daphnia galeata metabolite; EC 3.1.1.1 (carboxylesterase) inhibitor; Escherichia coli metabolite; human blood serum metabolite
oleic acid Oleic Acid: An unsaturated fatty acid that is the most widely distributed and abundant fatty acid in nature. It is used commercially in the preparation of oleates and lotions, and as a pharmaceutical solvent. (Stedman, 26th ed). oleic acid : An octadec-9-enoic acid in which the double bond at C-9 has Z (cis) stereochemistry.	1.99	1	octadec-9-enoic acid	antioxidant; Daphnia galeata metabolite; EC 3.1.1.1 (carboxylesterase) inhibitor; Escherichia coli metabolite; mouse metabolite; plant metabolite; solvent
eicosapentaenoic acid icosapentaenoic acid : Any straight-chain, C20 polyunsaturated fatty acid having five C=C double bonds.. all-cis-5,8,11,14,17-icosapentaenoic acid : An icosapentaenoic acid having five cis-double bonds at positions 5, 8, 11, 14 and 17.	1.99	1	icosapentaenoic acid; omega-3 fatty acid	anticholesteremic drug; antidepressant; antineoplastic agent; Daphnia galeata metabolite; fungal metabolite; micronutrient; mouse metabolite; nutraceutical
linoleic acid Linoleic Acid: A doubly unsaturated fatty acid, occurring widely in plant glycosides. It is an essential fatty acid in mammalian nutrition and is used in the biosynthesis of prostaglandins and cell membranes. (From Stedman, 26th ed). linoleic acid : An octadecadienoic acid in which the two double bonds are at positions 9 and 12 and have Z (cis) stereochemistry.	1.99	1	octadecadienoic acid; omega-6 fatty acid	algal metabolite; Daphnia galeata metabolite; plant metabolite
8,11,14-eicosatrienoic acid 8,11,14-Eicosatrienoic Acid: 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.. all-cis-icosa-8,11,14-trienoic acid : An icosatrienoic acid having three cis double bonds at positions 8, 11 and 14.	1.99	1	fatty acid 20:3; long-chain fatty acid	fungal metabolite; human metabolite; nutraceutical
gamma-linolenic acid gamma-Linolenic Acid: An omega-6 fatty acid produced in the body as the delta 6-desaturase metabolite of linoleic acid. It is converted to dihomo-gamma-linolenic acid, a biosynthetic precursor of monoenoic prostaglandins such as PGE1. (From Merck Index, 11th ed). gamma-linolenic acid : A C18, omega-6 acid fatty acid comprising a linolenic acid having cis- double bonds at positions 6, 9 and 12.	1.99	1	linolenic acid; omega-6 fatty acid	human metabolite; mouse metabolite; plant metabolite
alpha-linolenic acid linolenic acid : A two-membered subclass of octadecatrienoic acid comprising the (9Z,12Z,15Z)- and (6Z,9Z,12Z)-isomers. Linolenic acids are nutrients essential to the formation of prostaglandins and are also used in making paints and synthetic resins.. linolenate : A polyunsaturated fatty acid anion obtained by deprotonation of the carboxy group of either alpha- or gamma-linolenic acid.	1.99	1	linolenic acid; omega-3 fatty acid	micronutrient; mouse metabolite; nutraceutical
ginkgolic acid [no description available]	1.99	1	hydroxybenzoic acid
11,14,17-eicosatrienoate all-cis-icosa-11,14,17-trienoic acid : An icosatrienoic acid having three cis- double bonds at positions 11, 14 and 17.	1.99	1	fatty acid 20:3; omega-3 fatty acid

Condition	Relationship Strength	Studies
Encephalitis, Polio [description not available]	2.06	1
Poliomyelitis An acute infectious disease of humans, particularly children, caused by any of three serotypes of human poliovirus (POLIOVIRUS). Usually the infection is limited to the gastrointestinal tract and nasopharynx, and is often asymptomatic. The central nervous system, primarily the spinal cord, may be affected, leading to rapidly progressive paralysis, coarse FASCICULATION and hyporeflexia. Motor neurons are primarily affected. Encephalitis may also occur. The virus replicates in the nervous system, and may cause significant neuronal loss, most notably in the spinal cord. A rare related condition, nonpoliovirus poliomyelitis, may result from infections with nonpoliovirus enteroviruses. (From Adams et al., Principles of Neurology, 6th ed, pp764-5)	2.06	1
Congenital Zika Syndrome [description not available]	2.25	1
Disease Models, Animal Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.	2.25	1
Zika Virus Infection A viral disease transmitted by the bite of AEDES mosquitoes infected with ZIKA VIRUS. Its mild DENGUE-like symptoms include fever, rash, headaches and ARTHRALGIA. The viral infection during pregnancy, in rare cases, is associated with congenital brain and ocular abnormalities, called Congenital Zika Syndrome, including MICROCEPHALY and may also lead to GUILLAIN-BARRE SYNDROME.	2.25	1

eicosa-11,14-dienoic acid, (z,z)-isomer

Description

Cross-References

Synonyms (48)

Roles (1)

Drug Classes (1)

Pathways (2)

Protein Targets (5)

Potency Measurements

Inhibition Measurements

Biological Processes (31)

Molecular Functions (8)

Ceullar Components (11)

Bioassays (7)

Research

Studies (5)

Market Indicators

Research Demand Index: 13.07

Study Types

eicosa-11,14-dienoic acid, (z,z)-isomer

Description

Cross-References

Synonyms (48)

Roles (1)

Drug Classes (1)

Pathways (2)

Protein Targets (5)

Potency Measurements

Inhibition Measurements

Biological Processes (31)

Molecular Functions (8)

Ceullar Components (11)

Bioassays (7)

Research

Studies (5)

Market Indicators

Research Demand Index: 13.07

Study Types

Related Drugs (11)

Related Conditions (5)