migrastatin

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

Description

migrastatin: inhibits tumor cell migration; isolated from Streptomyces; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

migrastatin : A 14-membered macrolide which is isolated from Streptomyces sp.MK929-43F1 and inhibits cell migration of human esophageal cancer EC17 cells and mouse melanona B16 cells. [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 Source	ID
PubMed CID	11016431
CHEMBL ID	474321
CHEBI ID	66389
SCHEMBL ID	41023
MeSH ID	M0376507

Synonyms (14)

Synonym
CHEMBL474321
chebi:66389 ,
migrastatin
314245-65-3
4-{(5s)-5-[(2r,3z,5r,6s,7s,8e,12e)-6-hydroxy-7-methoxy-3,5-dimethyl-14-oxooxacyclotetradeca-3,8,12-trien-2-yl]-4-oxohexyl}piperidine-2,6-dione
(+)-migrastatin
OGYMUMAKGYYNHV-IJMHZYIBSA-N
SCHEMBL41023
IMC-10708
DTXSID70904046
4-[(5s)-5-[(2r,3z,5r,6s,7s,8e,12e)-6-hydroxy-7-methoxy-3,5-dimethyl-14-oxo-1-oxacyclotetradeca-3,8,12-trien-2-yl]-4-oxohexyl]piperidine-2,6-dione
Q6844317
HY-121452
CS-0082071

Research Excerpts

Overview

Migrastatin is a natural product secreted by Streptomyces. Synthesized migrastatin analogues are potent inhibitors of metastatic tumour cell migration, invasion and metastasis.

Excerpt	Reference	Relevance
"Migrastatin is a natural product secreted by Streptomyces, and synthesized migrastatin analogues such as macroketone are potent inhibitors of metastatic tumour cell migration, invasion and metastasis."	( Migrastatin analogues target fascin to block tumour metastasis. Chen, L; Huang, XY; Jakoncic, J; Yang, S; Zhang, JJ, 2010)	2.52
"Migrastatin is a biologically active natural product isolated from Streptomyces that has been shown to inhibit tumor cell migration. "	( Emergence of potent inhibitors of metastasis in lung cancer via syntheses based on migrastatin. Danishefsky, SJ; Downey, R; Lecomte, N; Moore, MA; Nagorny, P; Njardarson, JT; Ouerfelli, O; Yang, G, 2011)	2.04
"Migrastatin (MGS) is a Streptomyces metabolite that inhibits cancer cell migration. "	( Suppression of multidrug resistance by migrastatin. Imoto, M; Takemoto, Y; Tashiro, E, 2006)	2.05

Dosage Studied

Excerpt	Relevance	Reference
" In a human small-cell lung carcinoma (SCLC) primary xenograft model, ME and CME compounds were found to be highly potent in inhibiting overall metastasis even at the lowest dosage used (degree of inhibition: 96."	( Emergence of potent inhibitors of metastasis in lung cancer via syntheses based on migrastatin. Danishefsky, SJ; Downey, R; Lecomte, N; Moore, MA; Nagorny, P; Njardarson, JT; Ouerfelli, O; Yang, G, 2011)	0.59

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

Roles (2)

Role	Description
metabolite	Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antineoplastic agent	A substance that inhibits or prevents the proliferation of neoplasms.
[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]

Drug Classes (4)

Class	Description
ether	An organooxygen compound with formula ROR, where R is not hydrogen.
secondary alcohol	A secondary alcohol is a compound in which a hydroxy group, -OH, is attached to a saturated carbon atom which has two other carbon atoms attached to it.
piperidones
macrolide antibiotic	A macrocyclic lactone with a ring of twelve or more members which exhibits antibiotic activity.
[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 (9)

Assay ID	Title	Year	Journal	Article
AID409663	Inhibition of cell migration of mouse 4T1 cells after 4 days by scratch wound healing assay	2008	Bioorganic & medicinal chemistry letters, Nov-15, Volume: 18, Issue:22	Evaluation of new migrastatin and dorrigocin congeners unveils cell migration inhibitors with dramatically improved potency.
AID409662	Inhibition of human MDA-MB-231 cell migration after 4 days by scratch wound healing assay	2008	Bioorganic & medicinal chemistry letters, Nov-15, Volume: 18, Issue:22	Evaluation of new migrastatin and dorrigocin congeners unveils cell migration inhibitors with dramatically improved potency.
AID409666	Metabolic stability in mouse plasma assessed as half life	2008	Bioorganic & medicinal chemistry letters, Nov-15, Volume: 18, Issue:22	Evaluation of new migrastatin and dorrigocin congeners unveils cell migration inhibitors with dramatically improved potency.
AID501212	Antiproliferative activity against human MDA-MB-231 cells assessed as incorporation of [3H]thymidine in nuclear DNA at 2.5 uM after 24 hrs by scintillation counting	2010	Nature chemical biology, Mar, Volume: 6, Issue:3	Inhibition of eukaryotic translation elongation by cycloheximide and lactimidomycin.
AID501214	Inhibition of protein synthesis in human HeLa cells assessed as [35S]cysteine/methionine utilization after 2 hrs by scintillation spectroscopy	2010	Nature chemical biology, Mar, Volume: 6, Issue:3	Inhibition of eukaryotic translation elongation by cycloheximide and lactimidomycin.
AID501211	Antiproliferative activity against human HeLa cells assessed as incorporation of [3H]thymidine in nuclear DNA at 2.5 uM after 24 hrs by scintillation counting	2010	Nature chemical biology, Mar, Volume: 6, Issue:3	Inhibition of eukaryotic translation elongation by cycloheximide and lactimidomycin.
AID409664	Cytotoxicity against human MDA-MB-231 cells	2008	Bioorganic & medicinal chemistry letters, Nov-15, Volume: 18, Issue:22	Evaluation of new migrastatin and dorrigocin congeners unveils cell migration inhibitors with dramatically improved potency.
AID409665	Cytotoxicity against human mouse 4T1 cells	2008	Bioorganic & medicinal chemistry letters, Nov-15, Volume: 18, Issue:22	Evaluation of new migrastatin and dorrigocin congeners unveils cell migration inhibitors with dramatically improved potency.
AID501213	Antiproliferative activity against human Jurkat cells assessed as incorporation of [3H]thymidine in nuclear DNA at 2.5 uM after 24 hrs by scintillation counting	2010	Nature chemical biology, Mar, Volume: 6, Issue:3	Inhibition of eukaryotic translation elongation by cycloheximide and lactimidomycin.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (31)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	17 (54.84)	29.6817
2010's	13 (41.94)	24.3611
2020's	1 (3.23)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 22.47

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	22.47 (24.57)
Research Supply Index	3.47 (2.92)
Research Growth Index	5.35 (4.65)
Search Engine Demand Index	21.17 (26.88)
Search Engine Supply Index	2.00 (0.95)

This Compound (22.47)

All Compounds (24.57)

Study Types

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	3 (9.68%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	28 (90.32%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
imipramine Imipramine: The prototypical tricyclic antidepressant. It has been used in major depression, dysthymia, bipolar depression, attention-deficit disorders, agoraphobia, and panic disorders. It has less sedative effect than some other members of this therapeutic group.. imipramine : A dibenzoazepine that is 5H-dibenzo[b,f]azepine substituted by a 3-(dimethylamino)propyl group at the nitrogen atom.	2.25	1	dibenzoazepine	adrenergic uptake inhibitor; antidepressant; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor
carbachol Carbachol: A slowly hydrolyzed CHOLINERGIC AGONIST that acts at both MUSCARINIC RECEPTORS and NICOTINIC RECEPTORS.	2.03	1	ammonium salt; carbamate ester	cardiotonic drug; miotic; muscarinic agonist; nicotinic acetylcholine receptor agonist; non-narcotic analgesic
cycloheximide Cycloheximide: Antibiotic substance isolated from streptomycin-producing strains of Streptomyces griseus. It acts by inhibiting elongation during protein synthesis.. cycloheximide : A dicarboximide that is 4-(2-hydroxyethyl)piperidine-2,6-dione in which one of the hydrogens attached to the carbon bearing the hydroxy group is replaced by a 3,5-dimethyl-2-oxocyclohexyl group. It is an antibiotic produced by the bacterium Streptomyces griseus.	2.05	1	antibiotic fungicide; cyclic ketone; dicarboximide; piperidine antibiotic; piperidones; secondary alcohol	anticoronaviral agent; bacterial metabolite; ferroptosis inhibitor; neuroprotective agent; protein synthesis inhibitor
quinic acid (-)-quinic acid : The (-)-enantiomer of quinic acid.	2.03	1
furan furan : A monocyclic heteroarene with a structure consisting of a 5-membered ring containing four carbons and one oxygen, with formula C4H4O. It is a toxic, flammable, low-boiling (31degreeC) colourless liquid.	7.21	1	furans; mancude organic heteromonocyclic parent; monocyclic heteroarene	carcinogenic agent; hepatotoxic agent; Maillard reaction product
calcium gluconate [no description available]	2.04	1	calcium salt	nutraceutical
2-piperidone 2-piperidone: structure given in first source. piperidin-2-one : A delta-lactam that is piperidine which is substituted by an oxo group at position 2.	6.73	30	delta-lactam; piperidones	EC 1.2.1.88 (L-glutamate gamma-semialdehyde dehydrogenase) inhibitor
alkenes [no description available]	2.47	2
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).	2.03	1	taxane diterpenoid; tetracyclic diterpenoid	antineoplastic agent; human metabolite; metabolite; microtubule-stabilising agent
glutarimide [no description available]	2.43	2	dicarboximide; piperidones
n-methylscopolamine N-Methylscopolamine: A muscarinic antagonist used to study binding characteristics of muscarinic cholinergic receptors.	2.03	1
epothilone a Epothilones: A group of 16-member MACROLIDES which stabilize MICROTUBULES in a manner similar to PACLITAXEL. They were originally found in the myxobacterium Sorangium cellulosum, now renamed to Polyangium (MYXOCOCCALES).	3.15	1	epothilone; epoxide	antineoplastic agent; metabolite; microtubule-stabilising agent; tubulin modulator
dactinomycin Dactinomycin: A compound composed of a two CYCLIC PEPTIDES attached to a phenoxazine that is derived from STREPTOMYCES parvullus. It binds to DNA and inhibits RNA synthesis (transcription), with chain elongation more sensitive than initiation, termination, or release. As a result of impaired mRNA production, protein synthesis also declines after dactinomycin therapy. (From AMA Drug Evaluations Annual, 1993, p2015)	2.05	1	actinomycin	mutagen
pateamine a pateamine A: a 19-membered macrolide; structure in first source; inhibits eukaryotic translation initiation. pateamine : A marine macrodiolide that is isolated from the sponge Mycale hentscheli and exhibits anticancer and antiviral properties	2.05	1	1,3-thiazoles; macrodiolide; olefinic compound; primary amino compound; tertiary amino compound	antineoplastic agent; antiviral agent; eukaryotic initiation factor 4F inhibitor; marine metabolite
lactimidomycin lactimidomycin: a glutarimide antibiotic isolated from Streptomyces amphibiosporus	2.45	2	macrolide
isomigrastatin isomigrastatin: isolated from Streptomyces platensis; structure in first source	3.29	6	macrolide
dorrigocin b dorrigocin B: isolated from the fermentation broth & mycelium of Streptomyces platensis; structure given in first source	2.05	1
dorrigocin a dorrigocin A: isolated from the fermentation broth & mycelium of Streptomyces platensis; structure given in first source	7.95	4

Condition	Relationship Strength	Studies
Cancer of Colon [description not available]	2.25	1
Invasiveness, Neoplasm [description not available]	3.01	4
Colonic Neoplasms Tumors or cancer of the COLON.	2.25	1
Animal Mammary Carcinoma [description not available]	2.08	1
Adenocarcinoma, Basal Cell [description not available]	2.1	1
Cancer of Pancreas [description not available]	2.51	2
Adenocarcinoma A malignant epithelial tumor with a glandular organization.	2.1	1
Pancreatic Neoplasms Tumors or cancer of the PANCREAS. Depending on the types of ISLET CELLS present in the tumors, various hormones can be secreted: GLUCAGON from PANCREATIC ALPHA CELLS; INSULIN from PANCREATIC BETA CELLS; and SOMATOSTATIN from the SOMATOSTATIN-SECRETING CELLS. Most are malignant except the insulin-producing tumors (INSULINOMA).	2.51	2
Metastase [description not available]	4.23	6
Benign Neoplasms [description not available]	3.36	2
Neoplasm Metastasis The transfer of a neoplasm from one organ or part of the body to another remote from the primary site.	4.23	6
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.	3.36	2
Breast Cancer [description not available]	2.96	4
Breast Neoplasms Tumors or cancer of the human BREAST.	2.96	4
Cancer of Lung [description not available]	2.95	4
Lung Neoplasms Tumors or cancer of the LUNG.	2.95	4
Carcinoma, Small Cell Lung [description not available]	2.06	1
Small Cell Lung Carcinoma A form of highly malignant lung cancer that is composed of small ovoid cells (SMALL CELL CARCINOMA).	2.06	1
Experimental Mammary Neoplasms [description not available]	2.02	1
Cancer of Esophagus [description not available]	2	1
B16 Melanoma [description not available]	2	1
Esophageal Neoplasms Tumors or cancer of the ESOPHAGUS.	2	1
Carcinoma, Oat Cell [description not available]	2	1
Carcinoma, Small Cell An anaplastic, highly malignant, and usually bronchogenic carcinoma composed of small ovoid cells with scanty neoplasm. It is characterized by a dominant, deeply basophilic nucleus, and absent or indistinct nucleoli. (From Stedman, 25th ed; Holland et al., Cancer Medicine, 3d ed, p1286-7)	2	1

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