pinellic acid profile

pinellic acid: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

pinellic acid : A trihydroxyoctadecenoic acid with hydroxy groups at positions C-9, -12, and 13, and an E (cis) double bond at position 10. [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	9858729
CHEMBL ID	4436085
CHEBI ID	34506
SCHEMBL ID	3989371
MeSH ID	M0455204

Synonym
9s,12s,13s-trihydroxy-10e-octadecenoic acid
9,12,13-trihome
pinellic acid
LMFA02000014
dihydrofulgidic acid
9(s),12(s),13(s)-trihydroxy-10(e)-octadecenoic acid
(10e)-(9s,12s,13s)-9,12,13-trihydroxyoctadec-10-enoic acid
SCHEMBL3989371
(9s,10e,12s,13s)-9,12,13-trihydroxyoctadec-10-enoic acid
CHEBI:34506
97134-11-7
(10e)-(9s,12s,13s)-9,12,13-trihydroxyoctadec-10-enoate
9(s),12(s),13(s)-trihydroxy-10(e)-octadecenoate
9s,12s,13s-trihydroxy-10e-octadecenoate
(e,9s,12s,13s)-9,12,13-trihydroxyoctadec-10-enoic acid
MDIUMSLCYIJBQC-MVFSOIOZSA-N
Q27116118
CHEMBL4436085
(9s,12s,13s)-e-9,12,13-trihydroxy-10-octadecaenoic acid
DTXSID001317644
PD131487
AKOS040755725
9(s),12(s),13(s)-trihome

Excerpt	Reference	Relevance
"Pinellic acid is a novel and potentially useful oral adjuvant when used in conjunction with intranasal inoculation of influenza HA vaccines. "	( Total synthesis and adjuvant activity of all stereoisomers of pinellic acid. Harigaya, Y; Kiyohara, H; Kuwajima, I; Nagai, T; Omura, S; Shirahata, T; Sunazuka, T; Yamada, H; Yamamoto, D; Yoshida, K, 2003)	2

Role	Description
adjuvant	Any pharmacological or immunological agent that modifies the effect of other agents such as drugs or vaccines while having few if any direct effects when given by itself.
anti-inflammatory agent	Any compound that has anti-inflammatory effects.
[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
TriHOME	A trihydroxyoctadecenoic acid metabolite of linoleic acid formed by formal hydroxylation across one of the double bonds of hydroperoxyoctadecadienoic acids (HPODEs).
[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
Linoleic acid oxylipin metabolism	0	13

Assay ID	Title	Year	Journal	Article
AID1587311	Inhibition of human DNA topoisomerase 2 using supercoiled pBR322 plasmid DNA as substrate at 20 uM after 30 mins by agarose gel electrophoresis method relative to control	2019	European journal of medicinal chemistry, Jun-01, Volume: 171	A comprehensive review of topoisomerase inhibitors as anticancer agents in the past decade.
AID1587312	Inhibition of calf thymus DNA topoisomerase 1 using supercoiled pBR322 plasmid DNA as substrate at 20 uM after 30 mins by agarose gel electrophoresis method relative to control	2019	European journal of medicinal chemistry, Jun-01, Volume: 171	A comprehensive review of topoisomerase inhibitors as anticancer agents in the past decade.
[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	0 (0.00)	18.2507
2000's	2 (22.22)	29.6817
2010's	6 (66.67)	24.3611
2020's	1 (11.11)	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	1 (11.11%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	8 (88.89%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
gallic acid gallate : A trihydroxybenzoate that is the conjugate base of gallic acid.	2.11	1	trihydroxybenzoic acid	antineoplastic agent; antioxidant; apoptosis inducer; astringent; cyclooxygenase 2 inhibitor; EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor; geroprotector; human xenobiotic metabolite; plant metabolite
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.	3.31	1	long-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
tryptophan Tryptophan: An essential amino acid that is necessary for normal growth in infants and for NITROGEN balance in adults. It is a precursor of INDOLE ALKALOIDS in plants. It is a precursor of SEROTONIN (hence its use as an antidepressant and sleep aid). It can be a precursor to NIACIN, albeit inefficiently, in mammals.. tryptophan : An alpha-amino acid that is alanine bearing an indol-3-yl substituent at position 3.	2.13	1	erythrose 4-phosphate/phosphoenolpyruvate family amino acid; L-alpha-amino acid zwitterion; L-alpha-amino acid; proteinogenic amino acid; tryptophan zwitterion; tryptophan	antidepressant; Escherichia coli metabolite; human metabolite; micronutrient; mouse metabolite; nutraceutical; plant metabolite; Saccharomyces cerevisiae metabolite
syringic acid syringic acid: RN given refers to parent cpd; structure in third source. syringic acid : A dimethoxybenzene that is 3,5-dimethyl ether derivative of gallic acid.	2.11	1	benzoic acids; dimethoxybenzene; phenols	plant metabolite
camptothecin NSC 100880: carboxylate (opened lactone) form of camptothecin; RN refers to (S)-isomer; structure given in first source	3.31	1	delta-lactone; pyranoindolizinoquinoline; quinoline alkaloid; tertiary alcohol	antineoplastic agent; EC 5.99.1.2 (DNA topoisomerase) inhibitor; genotoxin; plant metabolite
etoposide [no description available]	3.31	1	beta-D-glucoside; furonaphthodioxole; organic heterotetracyclic compound	antineoplastic agent; DNA synthesis inhibitor
prostaglandin d2 Prostaglandin D2: The principal cyclooxygenase metabolite of arachidonic acid. It is released upon activation of mast cells and is also synthesized by alveolar macrophages. Among its many biological actions, the most important are its bronchoconstrictor, platelet-activating-factor-inhibitory, and cytotoxic effects.. prostaglandin D2 : A member of the class of prostaglandins D that is prosta-5,13-dien-1-oic acid substituted by hydroxy groups at positions 9 and 15 and an oxo group at position 11 (the 5Z,9alpha,13E,15S- stereoisomer).	2.08	1	prostaglandins D	human metabolite; mouse metabolite
methyl caffeate methyl caffeate: from plant Gaillardia pulchella. methyl caffeate : An alkyl caffeate ester formed by the formal condensation of caffeic acid with methyl alcohol.	2.11	1	alkyl caffeate ester; methyl ester
ovalbumin Ovalbumin: An albumin obtained from the white of eggs. It is a member of the serpin superfamily.	2.02	1
myricetin [no description available]	3.31	1	7-hydroxyflavonol; hexahydroxyflavone	antineoplastic agent; antioxidant; cyclooxygenase 1 inhibitor; food component; geroprotector; hypoglycemic agent; plant metabolite
9,12,13-trihydroxy-10-octadecenoic acid 9,12,13-trihydroxy-10-octadecenoic acid: from roots & stem of Glycyrrhiza glabara; antistress compound; RN refers to (E)-isomer. 9,12,13-trihydroxyoctadec-10-enoic acid : A TriHOME that is octadec-10-enoic acid in which the three hydroxy substituents are located at positions 9, 12 and 13.	2.05	1
methyl-p-coumarate methyl-p-coumarate: structure in first source. 4-coumaric acid methyl ester : A cinnamate ester that is the methyl ester of 4-coumaric acid.	2.11	1	4-coumaric acid methyl ester
luotonin a luotonin A: structure in first source	3.31	1	quinazolines

Condition	Relationship Strength	Studies
Astrocytoma, Grade IV [description not available]	2.11	1
Glioblastoma A malignant form of astrocytoma histologically characterized by pleomorphism of cells, nuclear atypia, microhemorrhage, and necrosis. They may arise in any region of the central nervous system, with a predilection for the cerebral hemispheres, basal ganglia, and commissural pathways. Clinical presentation most frequently occurs in the fifth or sixth decade of life with focal neurologic signs or seizures.	2.11	1
Grippe [description not available]	2.05	1
Influenza, Human An acute viral infection in humans involving the respiratory tract. It is marked by inflammation of the NASAL MUCOSA; the PHARYNX; and conjunctiva, and by headache and severe, often generalized, myalgia.	2.05	1
Asthma, Bronchial [description not available]	2.02	1
Disease Models, Animal Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.	2.02	1
Asthma A form of bronchial disorder with three distinct components: airway hyper-responsiveness (RESPIRATORY HYPERSENSITIVITY), airway INFLAMMATION, and intermittent AIRWAY OBSTRUCTION. It is characterized by spasmodic contraction of airway smooth muscle, WHEEZING, and dyspnea (DYSPNEA, PAROXYSMAL).	2.02	1

pinellic acid

Description

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Synonyms (23)

Research Excerpts

Overview

Roles (2)

Drug Classes (1)

Pathways (1)

Bioassays (2)

Research

Studies (9)

Market Indicators

Research Demand Index: 27.09

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