thiacremonone

Description

thiacremonone: results suggest that a sulfurocompound from garlic inhibited colon cancer cell growth through induction of apoptotic cell death by modulating of NF-kappaB; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID Source	ID
PubMed CID	539170
CHEBI ID	177511
SCHEMBL ID	13240952
MeSH ID	M0515313

Synonyms (15)

Synonym
CHEBI:177511
2,4-dihydroxy-2,5-dimethylthiophen-3-one
2,4-dihydroxy-2,5-dimethyl-3(2h)-thiophenone
2,5-dimethyl-2,4-dihydroxy-3(2h)-thiophenone
SCHEMBL13240952
JYMIRUWYSKOKRU-UHFFFAOYSA-N
2,4-dihydroxy-2,5-dimethyl-3(2h)-thiophenone #
thiacremonone
96504-28-8
2,4-dihydroxy-2,5-dimethyl-2,3-dihydrothiophen-3-one
2,4-dihydroxy-2,5-dimethyl-3(2h)-thiophenone, 9ci
2,5-dimethyl-2,4-dihydroxy-2,3-dihydrothiophen-3-one
AT21857
2,4-dihydroxy-2,5-dimethylthiophen-3(2h)-one
DTXSID601317711

Treatment

Excerpt	Reference
"The thiacremonone-treated db/db mice showed a loss of body weight and decrease in blood triglyceride and glucose levels compared with the control mice."	( Ban, JO; Cho, MC; Hong, JT; Jeong, HS; Kang, JW; Kim, EJ; Kim, JW; Kim, MS; Lee, DH; Yang, Y; Yoon, DY, 2012)
"Treatment of thiacremonone significantly attenuated cognitive impairments in amyloid precursor protein (APP)/presenilin 1 (PS1) double-mutant transgenic mice."	( Han, SB; Hong, JT; Hwang, BY; Hwang, J; Jeong, HS; Jin, P; Jung, JK; Kim, EC; Oh, KW; Park, KR; Yun, HM, 2016)

Drug Classes (1)

Class	Description
secondary alpha-hydroxy ketone	An alpha-hydroxy ketone in which the carbonyl group and the hydroxy group are linked by a carbon bearing one hydrogen and one organyl group. Secondary alpha-hydroxy ketones are also known as acyloins, and are formally derived from reductive coupling of two carboxylic acid groups.
[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]

Research

Studies (10)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	3 (30.00)	29.6817
2010's	7 (70.00)	24.3611
2020's	0 (0.00)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

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	10 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Description	Relationhip Strength	Studies	Classes	Roles
thiophenes	[no description available]	medium	10	mancude organic heteromonocyclic parent; monocyclic heteroarene; thiophenes; volatile organic compound	non-polar solvent
paclitaxel	[no description available]	medium	1	taxane diterpenoid; tetracyclic diterpenoid	antineoplastic agent; human metabolite; metabolite; microtubule-stabilising agent
sb 203580	[no description available]	medium	1	imidazoles; monofluorobenzenes; pyridines; sulfoxide	EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor; EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor; geroprotector; Hsp90 inhibitor; neuroprotective agent
1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine	[no description available]	medium	1	methylpyridines; phenylpyridine; tetrahydropyridine	neurotoxin
docetaxel anhydrous	[no description available]	medium	1	secondary alpha-hydroxy ketone; tetracyclic diterpenoid	antimalarial; antineoplastic agent; photosensitizing agent
tris(2-pyridylmethyl)amine	[no description available]	medium	1
sulfur	[no description available]	medium	1	chalcogen; nonmetal atom	macronutrient
tetradecanoylphorbol acetate	[no description available]	medium	1	acetate ester; diester; phorbol ester; tertiary alpha-hydroxy ketone; tetradecanoate ester	antineoplastic agent; apoptosis inducer; carcinogenic agent; mitogen; plant metabolite; protein kinase C agonist; reactive oxygen species generator
acetoin	[no description available]	low	0	methyl ketone; secondary alpha-hydroxy ketone	metabolite
taxifolin	[no description available]	low	0	3'-hydroxyflavanones; 4'-hydroxyflavanones; dihydroflavonols; pentahydroxyflavanone; secondary alpha-hydroxy ketone
benzoin	[no description available]	low	0	benzoins; secondary alpha-hydroxy ketone	EC 3.1.1.1 (carboxylesterase) inhibitor
silybin	[no description available]	low	0	aromatic ether; benzodioxine; flavonolignan; polyphenol; secondary alpha-hydroxy ketone	antineoplastic agent; antioxidant; hepatoprotective agent; plant metabolite
deoxynivalenol	[no description available]	low	0	cyclic ketone; enone; primary alcohol; secondary alpha-hydroxy ketone; trichothecene; triol	mycotoxin
pinobanksin	[no description available]	low	0	secondary alpha-hydroxy ketone; trihydroxyflavanone	antimutagen; antioxidant; metabolite
1-hydroxy-1-phenyl-2-propanone	[no description available]	low	0	benzenes; methyl ketone; secondary alpha-hydroxy ketone
16-hydroxydehydroepiandrosterone	[no description available]	low	0	16alpha-hydroxy steroid; 17-oxo steroid; 3beta-hydroxy-Delta(5)-steroid; androstanoid; secondary alpha-hydroxy ketone	human metabolite; mouse metabolite
olivomycin a	[no description available]	low	0	olivomycin; secondary alpha-hydroxy ketone	antimicrobial agent
aromadedrin	[no description available]	low	0	4'-hydroxyflavanones; dihydroflavonols; secondary alpha-hydroxy ketone; tetrahydroxyflavanone	metabolite
terpentecin	[no description available]	low	0	carbocyclic antibiotic; diterpenoid; octahydronaphthalenes; secondary alpha-hydroxy ketone
docetaxel	[no description available]	low	0	hydrate; secondary alpha-hydroxy ketone	antineoplastic agent
10-deacetylbaccatine iii	[no description available]	low	0	secondary alpha-hydroxy ketone; tetracyclic diterpenoid
kolaviron	[no description available]	low	0	4'-methoxyflavanones; biflavonoid; dihydroflavonols; ring assembly; secondary alpha-hydroxy ketone	hepatoprotective agent; plant metabolite
ampelopsin	[no description available]	low	0	dihydromyricetin; secondary alpha-hydroxy ketone	antineoplastic agent; antioxidant; metabolite
erythrulose	[no description available]	low	0	ketotetrose; primary alpha-hydroxy ketone; secondary alpha-hydroxy ketone
cucurbitacin r	[no description available]	low	0	23,24-dihydrocucurbitacin; secondary alpha-hydroxy ketone; tertiary alpha-hydroxy ketone
cohumulone	[no description available]	low	0	secondary alpha-hydroxy ketone
23,24-dihydrocucurbitacin b	[no description available]	low	0	23,24-dihydrocucurbitacin; secondary alpha-hydroxy ketone; tertiary alpha-hydroxy ketone
3-dehydroquinic acid	[no description available]	low	0	2-hydroxy monocarboxylic acid; 4-hydroxy monocarboxylic acid; 4-oxo monocarboxylic acid; 5-hydroxy monocarboxylic acid; secondary alpha-hydroxy ketone	Escherichia coli metabolite
silychristin	[no description available]	low	0	1-benzofurans; aromatic ether; flavonolignan; polyphenol; secondary alpha-hydroxy ketone	lipoxygenase inhibitor; metabolite; prostaglandin antagonist; radical scavenger
glaucarubinone	[no description available]	low	0	carboxylic ester; organic heteropentacyclic compound; quassinoid; secondary alpha-hydroxy ketone; tertiary alpha-hydroxy ketone; tetrol	antimalarial; antineoplastic agent; geroprotector; plant metabolite
cornexistin	[no description available]	low	0	cyclic dicarboxylic anhydride; organic heterobicyclic compound; secondary alpha-hydroxy ketone	herbicide; metabolite
cucurbitacin b	[no description available]	low	0	cucurbitacin; secondary alpha-hydroxy ketone; tertiary alpha-hydroxy ketone
cucurbitacin d	[no description available]	low	0	cucurbitacin; secondary alpha-hydroxy ketone; tertiary alpha-hydroxy ketone
3-dehydroecdysone	[no description available]	low	0	3-oxo steroid; secondary alpha-hydroxy ketone
chaetoglobosin A	[no description available]	low	0	cytochalasan alkaloid; epoxide; indoles; macrocycle; secondary alpha-hydroxy ketone	Chaetomium metabolite
fr 148083	[no description available]	low	0	aromatic ether; macrolide; phenols; secondary alcohol; secondary alpha-hydroxy ketone	antibacterial agent; antineoplastic agent; metabolite; NF-kappaB inhibitor
hypothemycin	[no description available]	low	0	aromatic ether; diol; enone; epoxide; macrolide; phenols; polyketide; secondary alpha-hydroxy ketone	antifungal agent; antineoplastic agent; EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor; fungal metabolite
(S)-4,5-dihydroxypentane-2,3-dione	[no description available]	low	0	alpha-diketone; secondary alpha-hydroxy ketone	Escherichia coli metabolite
simalikalactone D	[no description available]	low	0	cyclic ether; delta-lactone; enone; organic heteropentacyclic compound; quassinoid; secondary alcohol; secondary alpha-hydroxy ketone; triol	antimalarial; antineoplastic agent; antiviral agent; metabolite
eurycomanone	[no description available]	low	0	cyclic ether; delta-lactone; enone; organic heteropentacyclic compound; pentol; quassinoid; secondary alcohol; secondary alpha-hydroxy ketone; tertiary alcohol	antimalarial; antineoplastic agent; metabolite
3alpha,12alpha-dihydroxy-4alpha-methylergosta-8,24(28)-dien-7,11-dione-26-oic acid	[no description available]	low	0	11-oxo steroid; 12alpha-hydroxy steroid; 3alpha-hydroxy steroid; 7-oxo steroid; monocarboxylic acid; secondary alpha-hydroxy ketone; steroid acid	antineoplastic agent; metabolite
maysin	[no description available]	low	0	disaccharide derivative; flavone C-glycoside; secondary alpha-hydroxy ketone; tetrahydroxyflavone	insecticide; neuroprotective agent; plant metabolite

Condition	Relationship Strength	Studies
Adjuvant Arthritis	low	1
Age-Related Memory Disorders	low	2
Arthritis, Adjuvant	low	1
Arthritis, Adjuvant-Induced	low	1
Arthritis, Collagen-Induced	low	1
Arthritis, Experimental	low	1
Benign Neoplasms	low	1
Body Weight	low	1
Cancer	low	1
Cancer of Colon	low	2
Cancer of Lung	low	1
Cancer of the Colon	low	2
Cancer of the Lung	low	1
Collagen Arthritis	low	1
Colon Cancer	low	2
Colon Neoplasms	low	2
Colonic Cancer	low	2
Colonic Neoplasms	low	2
Disease Models, Animal	low	4
Fatty Liver	low	1
Inflammation	low	3
Innate Inflammatory Response	low	3
Liver Steatosis	low	1
Lung Cancer	low	1
Lung Neoplasms	low	1
Malignancy	low	1
Malignant Neoplasms	low	1
Memory Deficits	low	2
Memory Disorder, Semantic	low	2
Memory Disorder, Spatial	low	2
Memory Disorders	low	2
Memory Disorders, Age-Related	low	2
Memory Loss	low	2
Neoplasia	low	1
Neoplasm	low	1
Neoplasms	low	1
Neoplasms, Benign	low	1
Neoplasms, Colonic	low	2
Neoplasms, Lung	low	1
Neoplasms, Pulmonary	low	1
Obesity	low	1
Pulmonary Cancer	low	1
Pulmonary Neoplasms	low	1
Retention Disorders, Cognitive	low	2
Semantic Memory Disorder	low	2
Spatial Memory Disorder	low	2
Steatohepatitis	low	1
Steatosis of Liver	low	1
Tumors	low	1
Visceral Steatosis	low	1