Compounds > 6-octadecynoic acid
Page last updated: 2024-11-08

6-octadecynoic acid

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

6-octadecynoic acid: from the roots of Pentagonia gigantifolia; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

tariric acid : An octadecynoic acid having its triple bond at position 6. [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]

Cross-References

ID SourceID
PubMed CID235711
CHEMBL ID454321
CHEBI ID38362
SCHEMBL ID1374634
MeSH IDM0457879

Synonyms (23)

Synonym
nsc-37392
544-74-1
NSC37392 ,
6-octadecynoic acid
tariric acid
octadec-6-ynoic acid
CHEBI:38362 ,
6-oda
heptadecin-(5)-carbonsaeure
delta(6)-octadecynoic acid
taririnsaeure
6-odya
telfairiasaeure
octadec-6-insaeure
LMFA01030453
6-stearolic acid
6,7-stearolic acid
CHEMBL454321
SCHEMBL1374634
DTXSID10284475
Q614708
J6D59J8RYW ,
unii-j6d59j8ryw
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
octadecynoic acidAny C18, straight-chain, monounsaturated fatty acid having a C#C triple-bond at any position.
[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]

Bioassays (54)

Assay IDTitleYearJournalArticle
AID531206Antifungal activity against Candida albicans ATCC 60193 after 48 hrs by CLSI method2008Antimicrobial agents and chemotherapy, Jul, Volume: 52, Issue:7
Potent in vitro antifungal activities of naturally occurring acetylenic acids.
AID531198Cytotoxicity against human BT549 cells up to 32 uM by neutral red method2008Antimicrobial agents and chemotherapy, Jul, Volume: 52, Issue:7
Potent in vitro antifungal activities of naturally occurring acetylenic acids.
AID356363Antifungal activity against fluconazole-resistant Candida albicans isolate 17 after 24 to 48 hrs by NCCLS method2003Journal of natural products, Aug, Volume: 66, Issue:8
Acetylenic acids inhibiting azole-resistant Candida albicans from Pentagonia gigantifolia.
AID530947Antifungal activity against Trichophyton rubrum ATCC MYA-4438 by CLSI method2008Antimicrobial agents and chemotherapy, Jul, Volume: 52, Issue:7
Potent in vitro antifungal activities of naturally occurring acetylenic acids.
AID530941Antifungal activity against Trichophyton rubrum ATCC 10218 by CLSI method2008Antimicrobial agents and chemotherapy, Jul, Volume: 52, Issue:7
Potent in vitro antifungal activities of naturally occurring acetylenic acids.
AID530950Antifungal activity against Trichophyton mentagrophytes ATCC 9533 by CLSI method2008Antimicrobial agents and chemotherapy, Jul, Volume: 52, Issue:7
Potent in vitro antifungal activities of naturally occurring acetylenic acids.
AID530476Antifungal activity against Candida glabrata ATCC 90030 at 178.3 uM after 48 hrs by CLSI method2008Antimicrobial agents and chemotherapy, Jul, Volume: 52, Issue:7
Potent in vitro antifungal activities of naturally occurring acetylenic acids.
AID531183Antifungal activity against Candida albicans ATCC 32354 after 48 hrs by CLSI method2008Antimicrobial agents and chemotherapy, Jul, Volume: 52, Issue:7
Potent in vitro antifungal activities of naturally occurring acetylenic acids.
AID530957Antifungal activity against Aspergillus fumigatus ATCC 204305 after 5 days by CLSI method2008Antimicrobial agents and chemotherapy, Jul, Volume: 52, Issue:7
Potent in vitro antifungal activities of naturally occurring acetylenic acids.
AID356366Antifungal activity against Candida albicans ATCC 90028 by sphingolipid reversal assay in presence of 2.5 ug/mL dihydrosphingosine2003Journal of natural products, Aug, Volume: 66, Issue:8
Acetylenic acids inhibiting azole-resistant Candida albicans from Pentagonia gigantifolia.
AID530981Antifungal activity against Candida albicans ATCC 200955 after 48 hrs by CLSI method2008Antimicrobial agents and chemotherapy, Jul, Volume: 52, Issue:7
Potent in vitro antifungal activities of naturally occurring acetylenic acids.
AID356355Cytotoxicity against human SK-MEL cells at 10 ug/mL2003Journal of natural products, Aug, Volume: 66, Issue:8
Acetylenic acids inhibiting azole-resistant Candida albicans from Pentagonia gigantifolia.
AID356354Cytotoxicity against human KB cells at 10 ug/mL2003Journal of natural products, Aug, Volume: 66, Issue:8
Acetylenic acids inhibiting azole-resistant Candida albicans from Pentagonia gigantifolia.
AID356442Antifungal activity against Candida albicans ATCC 90028 after 24 to 48 hrs by NCCLS method2003Journal of natural products, Aug, Volume: 66, Issue:8
Acetylenic acids inhibiting azole-resistant Candida albicans from Pentagonia gigantifolia.
AID531201Cytotoxicity against pig LLC-PK1 cells up to 32 uM by neutral red method2008Antimicrobial agents and chemotherapy, Jul, Volume: 52, Issue:7
Potent in vitro antifungal activities of naturally occurring acetylenic acids.
AID356369Antifungal activity against Candida albicans ATCC 90028 by sphingolipid reversal assay in presence of 15 ug/mL stearylamine2003Journal of natural products, Aug, Volume: 66, Issue:8
Acetylenic acids inhibiting azole-resistant Candida albicans from Pentagonia gigantifolia.
AID530685Antifungal activity against Cryptococcus neoformans ATCC 66031 at 178.3 uM after 72 hrs by CLSI method2008Antimicrobial agents and chemotherapy, Jul, Volume: 52, Issue:7
Potent in vitro antifungal activities of naturally occurring acetylenic acids.
AID530958Antifungal activity against Cryptococcus neoformans ATCC 66031 after 72 hrs by CLSI method2008Antimicrobial agents and chemotherapy, Jul, Volume: 52, Issue:7
Potent in vitro antifungal activities of naturally occurring acetylenic acids.
AID530711Antifungal activity against Aspergillus niger ATCC 16404 at 178.3 uM after 48 hrs by CLSI method2008Antimicrobial agents and chemotherapy, Jul, Volume: 52, Issue:7
Potent in vitro antifungal activities of naturally occurring acetylenic acids.
AID356362Antifungal activity against fluconazole-resistant Candida albicans isolate 8 after 24 to 48 hrs by NCCLS method2003Journal of natural products, Aug, Volume: 66, Issue:8
Acetylenic acids inhibiting azole-resistant Candida albicans from Pentagonia gigantifolia.
AID530988Antifungal activity against Candida albicans ATCC 90028 after 48 hrs by CLSI method2008Antimicrobial agents and chemotherapy, Jul, Volume: 52, Issue:7
Potent in vitro antifungal activities of naturally occurring acetylenic acids.
AID531205Antifungal activity against Candida albicans ATCC 14053 after 48 hrs by CLSI method2008Antimicrobial agents and chemotherapy, Jul, Volume: 52, Issue:7
Potent in vitro antifungal activities of naturally occurring acetylenic acids.
AID530698Antifungal activity against Aspergillus fumigatus ATCC 90906 at 178.3 uM after 48 hrs by CLSI method2008Antimicrobial agents and chemotherapy, Jul, Volume: 52, Issue:7
Potent in vitro antifungal activities of naturally occurring acetylenic acids.
AID530953Antifungal activity against Trichophyton mentagrophytes ATCC MYA-4439 by CLSI method2008Antimicrobial agents and chemotherapy, Jul, Volume: 52, Issue:7
Potent in vitro antifungal activities of naturally occurring acetylenic acids.
AID530437Antifungal activity against Candida albicans ATCC 60193 at 178.3 uM after 48 hrs by CLSI method2008Antimicrobial agents and chemotherapy, Jul, Volume: 52, Issue:7
Potent in vitro antifungal activities of naturally occurring acetylenic acids.
AID531196Cytotoxicity against human SK-MEL cells up to 32 uM by neutral red method2008Antimicrobial agents and chemotherapy, Jul, Volume: 52, Issue:7
Potent in vitro antifungal activities of naturally occurring acetylenic acids.
AID356360Antifungal activity against fluconazole-resistant Candida albicans isolate 2 after 24 to 48 hrs by NCCLS method2003Journal of natural products, Aug, Volume: 66, Issue:8
Acetylenic acids inhibiting azole-resistant Candida albicans from Pentagonia gigantifolia.
AID530463Antifungal activity against Fluconazole resistant Candida albicans isolate 1 at 178.3 uM after 48 hrs by CLSI method2008Antimicrobial agents and chemotherapy, Jul, Volume: 52, Issue:7
Potent in vitro antifungal activities of naturally occurring acetylenic acids.
AID530489Antifungal activity against Candida parapsilosis ATCC 22019 at 178.3 uM after 48 hrs by CLSI method2008Antimicrobial agents and chemotherapy, Jul, Volume: 52, Issue:7
Potent in vitro antifungal activities of naturally occurring acetylenic acids.
AID530444Antifungal activity against Candida albicans ATCC 32354 at 178.3 uM after 48 hrs by CLSI method2008Antimicrobial agents and chemotherapy, Jul, Volume: 52, Issue:7
Potent in vitro antifungal activities of naturally occurring acetylenic acids.
AID530964Antifungal activity against Fluconazole resistant Candida albicans clinical isolate 17 after 48 hrs by CLSI method2008Antimicrobial agents and chemotherapy, Jul, Volume: 52, Issue:7
Potent in vitro antifungal activities of naturally occurring acetylenic acids.
AID530457Antifungal activity against Candida albicans ATCC 200955 at 178.3 uM after 48 hrs by CLSI method2008Antimicrobial agents and chemotherapy, Jul, Volume: 52, Issue:7
Potent in vitro antifungal activities of naturally occurring acetylenic acids.
AID356361Antifungal activity against fluconazole-resistant Candida albicans isolate 5 after 24 to 48 hrs by NCCLS method2003Journal of natural products, Aug, Volume: 66, Issue:8
Acetylenic acids inhibiting azole-resistant Candida albicans from Pentagonia gigantifolia.
AID356359Antifungal activity against fluconazole-susceptible Candida albicans isolate 1 after 24 to 48 hrs by NCCLS method2003Journal of natural products, Aug, Volume: 66, Issue:8
Acetylenic acids inhibiting azole-resistant Candida albicans from Pentagonia gigantifolia.
AID530970Antifungal activity against Fluconazole resistant Candida albicans clinical isolate 1 after 48 hrs by CLSI method2008Antimicrobial agents and chemotherapy, Jul, Volume: 52, Issue:7
Potent in vitro antifungal activities of naturally occurring acetylenic acids.
AID530469Antifungal activity against Fluconazole resistant Candida albicans isolate 17 at 178.3 uM after 48 hrs by CLSI method2008Antimicrobial agents and chemotherapy, Jul, Volume: 52, Issue:7
Potent in vitro antifungal activities of naturally occurring acetylenic acids.
AID356357Cytotoxicity against human SKOV3 cells at 10 ug/mL2003Journal of natural products, Aug, Volume: 66, Issue:8
Acetylenic acids inhibiting azole-resistant Candida albicans from Pentagonia gigantifolia.
AID530495Antifungal activity against Candida tropicalis ATCC 750 at 178.3 uM after 48 hrs by CLSI method2008Antimicrobial agents and chemotherapy, Jul, Volume: 52, Issue:7
Potent in vitro antifungal activities of naturally occurring acetylenic acids.
AID356356Cytotoxicity against human BT549 cells at 10 ug/mL2003Journal of natural products, Aug, Volume: 66, Issue:8
Acetylenic acids inhibiting azole-resistant Candida albicans from Pentagonia gigantifolia.
AID356365Antifungal activity against Candida albicans ATCC 90028 by sphingolipid reversal assay in presence of 1.25 ug/mL dihydrosphingosine2003Journal of natural products, Aug, Volume: 66, Issue:8
Acetylenic acids inhibiting azole-resistant Candida albicans from Pentagonia gigantifolia.
AID531199Cytotoxicity against human SKOV3 cells up to 32 uM by neutral red method2008Antimicrobial agents and chemotherapy, Jul, Volume: 52, Issue:7
Potent in vitro antifungal activities of naturally occurring acetylenic acids.
AID530723Antifungal activity against Trichophyton rubrum ATCC MYA-4438 at 178.3 uM after 5 days by CLSI method2008Antimicrobial agents and chemotherapy, Jul, Volume: 52, Issue:7
Potent in vitro antifungal activities of naturally occurring acetylenic acids.
AID531197Cytotoxicity against human KB cells up to 32 uM by neutral red method2008Antimicrobial agents and chemotherapy, Jul, Volume: 52, Issue:7
Potent in vitro antifungal activities of naturally occurring acetylenic acids.
AID530960Antifungal activity against Candida tropicalis ATCC 750 after 48 hrs by CLSI method2008Antimicrobial agents and chemotherapy, Jul, Volume: 52, Issue:7
Potent in vitro antifungal activities of naturally occurring acetylenic acids.
AID530962Antifungal activity against Candida krusei ATCC 6258 after 48 hrs by CLSI method2008Antimicrobial agents and chemotherapy, Jul, Volume: 52, Issue:7
Potent in vitro antifungal activities of naturally occurring acetylenic acids.
AID356370Antifungal activity against Candida albicans ATCC 90028 by sphingolipid reversal assay in presence of 30 ug/mL stearylamine2003Journal of natural products, Aug, Volume: 66, Issue:8
Acetylenic acids inhibiting azole-resistant Candida albicans from Pentagonia gigantifolia.
AID356367Antifungal activity against Candida albicans ATCC 90028 by sphingolipid reversal assay in presence of 5.0 ug/mL dihydrosphingosine2003Journal of natural products, Aug, Volume: 66, Issue:8
Acetylenic acids inhibiting azole-resistant Candida albicans from Pentagonia gigantifolia.
AID356358Cytotoxicity against african green monkey Vero cells at 10 ug/mL2003Journal of natural products, Aug, Volume: 66, Issue:8
Acetylenic acids inhibiting azole-resistant Candida albicans from Pentagonia gigantifolia.
AID531200Cytotoxicity against African green monkey Vero cells up to 32 uM by neutral red method2008Antimicrobial agents and chemotherapy, Jul, Volume: 52, Issue:7
Potent in vitro antifungal activities of naturally occurring acetylenic acids.
AID531202Toxicity in mouse up to 34 umol/kg/day, ip for 3 days2008Antimicrobial agents and chemotherapy, Jul, Volume: 52, Issue:7
Potent in vitro antifungal activities of naturally occurring acetylenic acids.
AID530691Antifungal activity against Aspergillus fumigatus ATCC 204305 at 178.3 uM after 48 hrs by CLSI method2008Antimicrobial agents and chemotherapy, Jul, Volume: 52, Issue:7
Potent in vitro antifungal activities of naturally occurring acetylenic acids.
AID356368Antifungal activity against Candida albicans ATCC 90028 by sphingolipid reversal assay in presence of 5 ug/mL stearylamine2003Journal of natural products, Aug, Volume: 66, Issue:8
Acetylenic acids inhibiting azole-resistant Candida albicans from Pentagonia gigantifolia.
AID530679Antifungal activity against Cryptococcus neoformans ATCC 90113 at 178.3 uM after 72 hrs by CLSI method2008Antimicrobial agents and chemotherapy, Jul, Volume: 52, Issue:7
Potent in vitro antifungal activities of naturally occurring acetylenic acids.
AID530704Antifungal activity against Aspergillus flavus ATCC 204304 at 178.3 uM after 48 hrs by CLSI method2008Antimicrobial agents and chemotherapy, Jul, Volume: 52, Issue:7
Potent in vitro antifungal activities of naturally occurring acetylenic acids.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's2 (40.00)29.6817
2010's2 (40.00)24.3611
2020's1 (20.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.84

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.84 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.63 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.84)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other5 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
palmitic acid
Palmitic Acid: A common saturated fatty acid found in fats and waxes including olive oil, palm oil, and body lipids.. hexadecanoic acid : A straight-chain, sixteen-carbon, saturated long-chain fatty acid.		2.0710long-chain fatty acid;
straight-chain saturated fatty acid		algal metabolite;
Daphnia magna metabolite;
EC 1.1.1.189 (prostaglandin-E2 9-reductase) inhibitor;
plant metabolite
5,8,11,14-eicosatetraynoic acid
5,8,11,14-Eicosatetraynoic Acid: A 20-carbon unsaturated fatty acid containing 4 alkyne bonds. It inhibits the enzymatic conversion of arachidonic acid to prostaglandins E(2) and F(2a).		2.0410long-chain fatty acid
fluconazole
Fluconazole: Triazole antifungal agent that is used to treat oropharyngeal CANDIDIASIS and cryptococcal MENINGITIS in AIDS.. fluconazole : A member of the class of triazoles that is propan-2-ol substituted at position 1 and 3 by 1H-1,2,4-triazol-1-yl groups and at position 2 by a 2,4-difluorophenyl group. It is an antifungal drug used for the treatment of mucosal candidiasis and for systemic infections including systemic candidiasis, coccidioidomycosis, and cryptococcosis.		2.4320conazole antifungal drug;
difluorobenzene;
tertiary alcohol;
triazole antifungal drug		environmental contaminant;
P450 inhibitor;
xenobiotic
flucytosine
Flucytosine: A fluorinated cytosine analog that is used as an antifungal agent.. flucytosine : An organofluorine compound that is cytosine that is substituted at position 5 by a fluorine. A prodrug for the antifungal 5-fluorouracil, it is used for the treatment of systemic fungal infections.		2.0110aminopyrimidine;
nucleoside analogue;
organofluorine compound;
pyrimidine antifungal drug;
pyrimidone		prodrug
ketoconazole
1-acetyl-4-(4-{[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazine : A dioxolane that is 1,3-dioxolane which is substituted at positions 2, 2, and 4 by imidazol-1-ylmethyl, 2,4-dichlorophenyl, and [para-(4-acetylpiperazin-1-yl)phenoxy]methyl groups, respectively.		2.0410dichlorobenzene;
dioxolane;
ether;
imidazoles;
N-acylpiperazine;
N-arylpiperazine
stearic acid
octadecanoic acid : A C18 straight-chain saturated fatty acid component of many animal and vegetable lipids. As well as in the diet, it is used in hardening soaps, softening plastics and in making cosmetics, candles and plastics.		2.0710long-chain fatty acid;
saturated fatty acid;
straight-chain saturated fatty acid		algal metabolite;
Daphnia magna metabolite;
human metabolite;
plant metabolite
undecylenic acid
undecylenic acid: a fatty acid with a terminal double bond. 10-undecenoic acid : An undecenoic acid having its double bond in the 10-position. It is derived from castor oil and is used for the treatment of skin problems.. undecenoic acid : A C11, straight-chain fatty acid carrying a C=C double bond at any position.		2.0410undecenoic acidantifungal drug;
plant metabolite
9-stearolic acid
9-stearolic acid: structure given in first source. stearolic acid : An octadecynoic acid having its triple bond at position 9.		2.7830octadecynoic acid
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.		2.0710octadec-9-enoic acidantioxidant;
Daphnia galeata metabolite;
EC 3.1.1.1 (carboxylesterase) inhibitor;
Escherichia coli metabolite;
mouse metabolite;
plant metabolite;
solvent
terbinafine
[no description available]		2.0410acetylenic compound;
allylamine antifungal drug;
enyne;
naphthalenes;
tertiary amine		EC 1.14.13.132 (squalene monooxygenase) inhibitor;
P450 inhibitor;
sterol biosynthesis inhibitor
cancidas
[no description available]		2.0410
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.		2.0710octadecadienoic acid;
omega-6 fatty acid		algal metabolite;
Daphnia galeata metabolite;
plant metabolite
amphotericin b
Amphotericin B: Macrolide antifungal antibiotic produced by Streptomyces nodosus obtained from soil of the Orinoco river region of Venezuela.. amphotericin B : A macrolide antibiotic used to treat potentially life-threatening fungal infections.		2.4320antibiotic antifungal drug;
macrolide antibiotic;
polyene antibiotic		antiamoebic agent;
antiprotozoal drug;
bacterial metabolite
6-nonadecynoic acid
6-nonadecynoic acid: from the roots of Pentagonia gigantifolia; structure in first source		2.4320
ConditionIndicatedRelationship StrengthStudiesTrials
Adenoma, beta-Cell
[description not available]		02.2510
Insulinoma
A benign tumor of the PANCREATIC BETA CELLS. Insulinoma secretes excess INSULIN resulting in HYPOGLYCEMIA.		02.2510