momilactone b profile

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

ID Source	ID
PubMed CID	3084979
CHEBI ID	169709
MeSH ID	M0453685

Synonym
4h-3,10b-ethano-1h,3h-benzo(f)furo(4,3,2-de)-2-benzopyran-4-one, 8-ethenyl-3a,5a,7,8,9,10,10a,10c-octahydro-3a,8-dimethyl-, (3s-(3alpha,3abeta,5abeta,8alpha,10aalpha,10bbeta,10cbeta))-
momilacton b
momilactone b
CHEBI:169709
(1s,2r,5r,12r,18r)-5-ethenyl-13-hydroxy-5,12-dimethyl-10,14-dioxapentacyclo[11.2.2.11,9.02,7.012,18]octadec-7-en-11-one
51415-08-8
Q4392808
DTXSID30965734

Research Excerpts

Overview

Momilactone B (MB) is a terpenoid phytoalexin present in rice bran that exhibits several biological activities. MB acts as an antimicrobial and allelopathic agent, and may provide a competitive advantage for root establishment.

Excerpt	Reference	Relevance
"Momilactone B is a natural product with dual biological activities, including antimicrobial and allelopathic properties, and plays a major role in plant chemical defense against competitive plants and pathogens. "	( Genome-wide screening of genes associated with momilactone B sensitivity in the fission yeast Schizosaccharomyces pombe. Boone, C; Kawamukai, M; Kawamura, Y; Kimura, H; Li, SC; Matsuo, Y; Nojiri, H; Okada, K; Okamoto, R; Piotrowski, JS; Tomita, K; Yashiroda, Y; Yoshida, M; Yoshimura, M, 2021)	2.32
"Momilactone B is an active compound isolated from Korean rice."	( Momilactone B Inhibits Ketosis In Vitro by Regulating the ANGPTL3-LPL Pathway and Inhibiting HMGCS2. Byun, HJ; Cho, KH; Darvin, P; Do, CH; Joung, YH; Kang, DY; Park, KD; Park, MN; S P, N; Yang, YM, 2017)	2.62
"Momilactone B (MB) is a terpenoid phytoalexin present in rice bran that exhibits several biological activities. "	( Momilactione B inhibits protein kinase A signaling and reduces tyrosinase-related proteins 1 and 2 expression in melanocytes. Cho, B; Cho, KJ; Jun, HJ; Kim, DW; Lee, JH; Lee, SJ; Seo, WD, 2012)	1.82
"As momilactone B acts as an antimicrobial and allelopathic agent, secretion of momilactone B into the rhizosphere may provide a competitive advantage for root establishment through local suppression of soil microorganism and inhibition of the growth of competing plant species."	( UV-induced momilactone B accumulation in rice rhizosphere. Ino, T; Kato-Noguchi, H; Kujime, H, 2007)	1.24

Treatment

Momilactone B treatment of U937 cells resulted in a dose-dependent inhibition of cell growth and induced apoptotic cell death. Treatment also increased the expression of cyclin-dependent kinase (Cdk) inhibitor p21Waf1/Cip1.

Excerpt	Reference	Relevance
"Momilactone B treatment of U937 cells resulted in a dose-dependent inhibition of cell growth and induced apoptotic cell death as detected by chromatin condensation, DNA fragmentation, the cleavage of poly(ADP-ribose) polymerase and Annexin V-FITC staining."	( Momilactone B induces apoptosis and G1 arrest of the cell cycle in human monocytic leukemia U937 cells through downregulation of pRB phosphorylation and induction of the cyclin-dependent kinase inhibitor p21Waf1/Cip1. Choi, YH; Chung, IM; Han, MH; Jeong, NY; Kim, GY; Kim, WJ; Park, C; Yoo, YH, 2014)	2.57
"Treatment with momilactone B also increased the expression of cyclin-dependent kinase (Cdk) inhibitor p21Waf1/Cip1 in a p53-independent manner, without any noticeable changes in G1 cyclins and cyclin-dependent kinases (Cdks), except a slight decrease in cyclin E."	( Momilactone B induces apoptosis and G1 arrest of the cell cycle in human monocytic leukemia U937 cells through downregulation of pRB phosphorylation and induction of the cyclin-dependent kinase inhibitor p21Waf1/Cip1. Choi, YH; Chung, IM; Han, MH; Jeong, NY; Kim, GY; Kim, WJ; Park, C; Yoo, YH, 2014)	2.18

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

Class	Description
organooxygen compound	An organochalcogen compound containing at least one carbon-oxygen bond.
organic heterotricyclic compound	An organic tricyclic compound in which at least one of the rings of the tricyclic skeleton contains one or more heteroatoms.
[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
Momilactone biosynthesis	0	3

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	13 (46.43)	29.6817
2010's	13 (46.43)	24.3611
2020's	2 (7.14)	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	2 (6.90%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	27 (93.10%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
cantharidin Cantharidin: A toxic compound, isolated from the Spanish fly or blistering beetle (Lytta (Cantharis) vesicatoria) and other insects. It is a potent and specific inhibitor of protein phosphatases 1 (PP1) and 2A (PP2A). This compound can produce severe skin inflammation, and is extremely toxic if ingested orally.. cantharidin : A monoterpenoid with an epoxy-bridged cyclic dicarboxylic anhydride structure secreted by many species of blister beetle, and most notably by the Spanish fly, Lytta vesicatoria. Natural toxin inhibitor of protein phosphatases 1 and 2A.	3.56	2	cyclic dicarboxylic anhydride; monoterpenoid	EC 3.1.3.16 (phosphoprotein phosphatase) inhibitor; herbicide
uridine [no description available]	2.15	1	uridines	drug metabolite; fundamental metabolite; human metabolite
cyclopentane Cyclopentanes: A group of alicyclic hydrocarbons with the general formula R-C5H9.. cyclopentanes : Cyclopentane and its derivatives formed by substitution.	3.56	2	cycloalkane; cyclopentanes; volatile organic compound	non-polar solvent
hentriacontane [no description available]	2.02	1	long-chain alkane	antitubercular agent
alkenes [no description available]	2.31	1
paclitaxel Taxus: Genus of coniferous yew trees or shrubs, several species of which have medicinal uses. Notable is the Pacific yew, Taxus brevifolia, which is used to make the anti-neoplastic drug taxol (PACLITAXEL).	2.31	1	taxane diterpenoid; tetracyclic diterpenoid	antineoplastic agent; human metabolite; metabolite; microtubule-stabilising agent
colforsin Colforsin: Potent activator of the adenylate cyclase system and the biosynthesis of cyclic AMP. From the plant COLEUS FORSKOHLII. Has antihypertensive, positive inotropic, platelet aggregation inhibitory, and smooth muscle relaxant activities; also lowers intraocular pressure and promotes release of hormones from the pituitary gland.	2.31	1	acetate ester; cyclic ketone; labdane diterpenoid; organic heterotricyclic compound; tertiary alpha-hydroxy ketone; triol	adenylate cyclase agonist; anti-HIV agent; antihypertensive agent; plant metabolite; platelet aggregation inhibitor; protein kinase A agonist
1-triacontanol 1-triacontanol: constituent of Apocynum venetum leaf & Cirsium segetum. triacontan-1-ol : An ultra-long-chain primary fatty alcohol that is triacontane in which one of the terminal methyl hydrogens is replaced by a hydroxy group.	2.02	1	fatty alcohol 30:0; ultra-long-chain primary fatty alcohol
momilactone a momilactone A: RN given for (3aR-(3aalpha,5aalpha,8beta,10abeta,10bbeta,10calpha))-isomer	5.46	11	diterpene lactone; pimarane diterpenoid
mevalonic acid Mevalonic Acid: A dihydroxy monocarboxylic acid and precursor in the biosynthetic pathway known as the mevalonate pathway, which produces terpenes and steroids that are vital for diverse cellular functions.. mevalonic acid : A racemate composed of equimolar amounts of (R)- and (S)-mevalonic acid.. (R)-mevalonic acid : The (R)-enantiomer of mevalonic acid.	2.31	1	3,5-dihydroxy-3-methylpentanoic acid
gamma-sitosterol clionasterol : A member of the class of phytosterols that is poriferast-5-ene carrying a beta-hydroxy substituent at position 3.	2.02	1	3beta-hydroxy-Delta(5)-steroid; 3beta-sterol; phytosterols	marine metabolite; plant metabolite
sesquiterpenes [no description available]	2.02	1
cytellin cytellin: a phytosterol preparation of mainly B-sitosterol, that was marketed by Eli Lilly to lower cholesterol 1957 to 1982	2.02	1
jasmonic acid jasmonic acid: a derivative of alpha-linolenic acid that has a role in plant response to herbivory analogous to the role of prostanoids in inflammation in mammals;. jasmonic acid : An oxo monocarboxylic acid that is (3-oxocyclopentyl)acetic acid substituted by a (2Z)-pent-2-en-1-yl group at position 2 of the cyclopentane ring.	3.56	2	oxo monocarboxylic acid	jasmonates; plant metabolite
tricin tricin: from Spartina cynosuroides and other plants; structure	2.47	2	3'-methoxyflavones; dimethoxyflavone; trihydroxyflavone	EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor; metabolite
granite granite: crystalline rock of quartz, orthoclase, muscovite & biotite	2.15	1	triazolopyrimidines
lyoniside lyoniside: see also eleutherosides & syringin for eleutheroside B: 118-34-3; RN given refers to (3beta)-isomer	2.02	1
cyclin d1 Cyclin D1: Protein encoded by the bcl-1 gene which plays a critical role in regulating the cell cycle. Overexpression of cyclin D1 is the result of bcl-1 rearrangement, a t(11;14) translocation, and is implicated in various neoplasms.	2.04	1

Condition	Relationship Strength	Studies
Leucocythaemia [description not available]	2.1	1
Leukemia A progressive, malignant disease of the blood-forming organs, characterized by distorted proliferation and development of leukocytes and their precursors in the blood and bone marrow. Leukemias were originally termed acute or chronic based on life expectancy but now are classified according to cellular maturity. Acute leukemias consist of predominately immature cells; chronic leukemias are composed of more mature cells. (From The Merck Manual, 2006)	7.1	1
Acetonemia [description not available]	2.15	1
Breast Cancer [description not available]	7.04	1
Breast Neoplasms Tumors or cancer of the human BREAST.	2.04	1
Cancer of Colon [description not available]	2.03	1
Condition, Preneoplastic [description not available]	2.03	1
Colonic Neoplasms Tumors or cancer of the COLON.	2.03	1
Precancerous Conditions Pathological conditions that tend eventually to become malignant.	2.03	1

momilactone b

Description

Cross-References

Synonyms (8)

Research Excerpts

Overview

Treatment

Drug Classes (2)

Pathways (1)

Research

Studies (28)

Market Indicators

Research Demand Index: 20.42

Study Types

momilactone b

Description

Cross-References

Synonyms (8)

Research Excerpts

Overview

Treatment

Drug Classes (2)

Pathways (1)

Research

Studies (28)

Market Indicators

Research Demand Index: 20.42

Study Types

Related Drugs (18)

Related Conditions (9)