Compounds > gaillardin

Page last updated: 2024-11-08

gaillardin

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

Description

gaillardin: isolated from the aerial parts of Inula oculus-christi; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Flora	Rank	Flora Definition	Family	Family Definition
Inula	genus	A plant genus of the family ASTERACEAE. Members contain INULIN, alantol, helenin, alantic acid, and acrid resin.[MeSH]	Asteraceae	A large plant family of the order Asterales, subclass Asteridae, class Magnoliopsida. The family is also known as Compositae. Flower petals are joined near the base and stamens alternate with the corolla lobes. The common name of daisy refers to several genera of this family including Aster; CHRYSANTHEMUM; RUDBECKIA; TANACETUM.[MeSH]

Cross-References

ID Source	ID
PubMed CID	267247
CHEMBL ID	490386
CHEBI ID	5240
MeSH ID	M0453352

Synonyms (11)

Synonym
14682-46-3
nsc-106394
gaillardin
nsc106394
C09455
CHEMBL490386 ,
chebi:5240 ,
[(3as,5as,6s,8r,8ar,9ar)-8-hydroxy-5,8-dimethyl-1-methylidene-2-oxo-5a,6,7,8a,9,9a-hexahydro-3ah-azuleno[6,5-b]furan-6-yl] acetate
DTXSID70295941
Q27106695
nsc 106394

Research Excerpts

Overview

Gaillardin is a natural sesquiterpene lactone that has recently been reported to have anticancer properties.

Excerpt	Reference	Relevance
"Gaillardin is a natural sesquiterpene lactone that has recently been reported to have anticancer properties."	( Molecular mechanism of apoptosis induction by Gaillardin, a sesquiterpene lactone, in breast cancer cell lines : Gaillardin-induced apoptosis in breast cancer cell lines. Abdolmohammadi, MH; Aghaei, M; Fallahian, F; Hamzeloo-Moghadam, M, 2015)	1.4

[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

Class	Description
sesquiterpene lactone	Any member of a diverse class of complex, multicyclic phytochemicals showing a variety of skeleton arrangements and bioactivities, and having in common a sesquiterpenoid structure including a lactone ring.
[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 (4)

Assay ID	Title	Year	Journal	Article
AID387024	Cytotoxicity against human KB cells	2008	European journal of medicinal chemistry, Oct, Volume: 43, Issue:10	Use of self-organizing maps and molecular descriptors to predict the cytotoxic activity of sesquiterpene lactones.
AID487368	Inhibition of LPS-induced NO production in mouse RAW264.7 cells measured after 24 hrs	2010	Journal of natural products, Jun-25, Volume: 73, Issue:6	Sesquiterpenoids from Inula lineariifolia inhibit nitric oxide production.
AID310936	Cytotoxicity against human KB cells	2007	Bioorganic & medicinal chemistry, Apr-15, Volume: 15, Issue:8	Quantitative structure-activity relationship of sesquiterpene lactones with cytotoxic activity.
AID487369	Cytotoxicity against mouse RAW264.7 cells at concentration required inhibit NO synthesis by MTT assay	2010	Journal of natural products, Jun-25, Volume: 73, Issue:6	Sesquiterpenoids from Inula lineariifolia inhibit nitric oxide production.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (7)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	3 (42.86)	29.6817
2010's	2 (28.57)	24.3611
2020's	2 (28.57)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 32.02

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 moderate demand-to-supply ratio for research on this compound.

Metric	This Compound (vs All)
Research Demand Index	32.02 (24.57)
Research Supply Index	2.20 (2.92)
Research Growth Index	4.55 (4.65)
Search Engine Demand Index	39.34 (26.88)
Search Engine Supply Index	2.00 (0.95)

This Compound (32.02)

All Compounds (24.57)

Study Types

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	8 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Trials	Classes	Roles
pimagedine pimagedine: diamine oxidase & nitric oxide synthase inhibitor; an advanced glycosylation end product inhibitor; used in the treatment of diabetic complications; structure. aminoguanidine : A one-carbon compound whose unique structure renders it capable of acting as a derivative of hydrazine, guanidine or formamide.	2.05	1	0	guanidines; one-carbon compound	EC 1.14.13.39 (nitric oxide synthase) inhibitor; EC 1.4.3.4 (monoamine oxidase) inhibitor
helenalin helenalin: toxic principle of Helenium microcephalum (smallhead sneezeweed); structure. helenalin : A sesquiterpene lactone that is 3,3a,4,4a,7a,8,9,9a-octahydroazuleno[6,5-b]furan-2,5-dione substituted by a hydroxy group at position 4, methyl groups at positions 4a and 8 and a methylidene group at position 3 (the 3aS,4S,4aR,7aR,8R,9aR stereoisomer).. NF-kappaB inhibitor : An inhibitor of NF-kappaB (nuclear factor kappa-light-chain-enhancer of activated B cells), a protein complex involved in the transcription of DNA.	2.44	2	0	cyclic ketone; gamma-lactone; organic heterotricyclic compound; secondary alcohol; sesquiterpene lactone	anti-inflammatory agent; antineoplastic agent; metabolite; plant metabolite
ambrosin ambrosin: from Ambrosia maritime; structure	2.44	2	0	sesquiterpene lactone
Mexicanin I [no description available]	2.44	2	0	sesquiterpene lactone
parthenolide [no description available]	2.04	1	0	germacranolide
tomentosin tomentosin: isolated from fresh Inula viscosa (Asteraceae) flowers; structure in first source	2.05	1	0	sesquiterpene lactone
vernodalin vernodalin: RN given for (3aR-(3aalpha,4alpha,5aalpha,9aalpha,9bbeta))-isomer; structure in first source	2.44	2	0	carbonyl compound
coronopilin coronopilin: isolated from Ambrosia arborescens	2.44	2	0	sesquiterpene lactone
aromaticin [no description available]	2.44	2	0	cyclic ketone; gamma-lactone; organic heterotricyclic compound; sesquiterpene lactone	anti-inflammatory agent; metabolite; plant metabolite
parthenin parthenin: sesqiterpene lactone from Parthenium hysterophorus; structure; RN given refers to 3aS-(3aalpha,6beta,6abeta,9abeta,9balpha)-isomer	2.44	2	0	sesquiterpene lactone
vernolepin [no description available]	2.44	2	0	delta-lactone
vernomenin vernomenin: generic name for group of peptide lactone antibiotics from Streptomyces loidensis; structure	2.44	2	0	delta-lactone
sesquiterpenes [no description available]	3.02	4	0
costunolide [no description available]	2.44	2	0	germacranolide; heterobicyclic compound	anthelminthic drug; antiinfective agent; antineoplastic agent; antiparasitic agent; antiviral drug; metabolite
Euparotin acetate [no description available]	2.44	2	0	sesquiterpene lactone
eupatolide eupatolide: sesquiterpene lactone from Eupatorium formasanum HAY; structure. eupatolide : A germacranolide with formula C15H20O3, isolated from several Inula species. It exhibits anti-cancer properties.	2.04	1	0	gamma-lactone; germacranolide; homoallylic alcohol; secondary alcohol	antineoplastic agent; plant metabolite
eupatoriopicrine [no description available]	2.04	1	0	germacranolide
britannin britannin: from Inula aucheriana; structure in first source	2.05	1	0

Condition	Indicated	Relationship Strength	Studies	Trials
Benign Neoplasms [description not available]	0	2.03	1	0
Neoplasms New abnormal growth of tissue. Malignant neoplasms show a greater degree of anaplasia and have the properties of invasion and metastasis, compared to benign neoplasms.	0	2.03	1	0
Acute Lymphoid Leukemia [description not available]	0	2.25	1	0
Precursor Cell Lymphoblastic Leukemia-Lymphoma A neoplasm characterized by abnormalities of the lymphoid cell precursors leading to excessive lymphoblasts in the marrow and other organs. It is the most common cancer in children and accounts for the vast majority of all childhood leukemias.	0	2.25	1	0