neopeltolide

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

Description

neopeltolide: a macrolide from a lithistid sponge of the family Neopeltidae; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID Source	ID
PubMed CID	16115403
CHEMBL ID	223238
MeSH ID	M0509142

Synonyms (4)

Synonym
neopeltolide
CHEMBL223238
YRSJLYCTJWNTMF-NRBUTUAXSA-N
[(1r,5r,7r,9s,11r,13r)-7-methoxy-9-methyl-3-oxo-5-propyl-4,15-dioxabicyclo[9.3.1]pentadecan-13-yl] (z)-5-[2-[(z)-3-(methoxycarbonylamino)prop-1-enyl]-1,3-oxazol-4-yl]pent-2-enoate

Research Excerpts

Overview

Neopeltolide (1) is a potent inhibitor of the in vitro proliferation of the A-549 human lung adenocarcinoma, the NCI-ADR-RES human ovarian sarcoma, and the P388 murine leukemia cell lines.

Excerpt	Reference	Relevance
"Neopeltolide (1) is a potent inhibitor of the in vitro proliferation of the A-549 human lung adenocarcinoma, the NCI-ADR-RES human ovarian sarcoma, and the P388 murine leukemia cell lines, with IC50's of 1.2, 5.1, and 0.56 nM, respectively."	( Neopeltolide, a macrolide from a lithistid sponge of the family Neopeltidae. Botelho, JC; Guzmán, E; Harmody, D; Linley, P; McCarthy, PJ; Pitts, TP; Pomponi, SA; Reed, JK; Wright, AE, 2007)	2.5

Effects

Excerpt	Reference	Relevance
"Neopeltolide has been proven to be a new type of inhibitor of the cytochrome bc"	( Natural Product Neopeltolide as a Cytochrome bc Song, YJ; Wang, YX; Wu, QY; Yang, GF; Yang, JF; Zhang, R; Zhu, XL, 2019)	1.58

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

Bioassays (31)

Assay ID	Title	Year	Journal	Article
AID280375	Cell cycle arrest in A549 cells by accumulation at G2/M phase at 100 nM	2007	Journal of natural products, Mar, Volume: 70, Issue:3	Neopeltolide, a macrolide from a lithistid sponge of the family Neopeltidae.
AID500483	Antifungal activity against Saccharomyces cerevisiae W303-1A in glycerol agar media at 1 ug after 24 hrs by disk diffusion method	2008	Nature chemical biology, Jul, Volume: 4, Issue:7	Synthesis enables identification of the cellular target of leucascandrolide A and neopeltolide.
AID280370	Cytotoxicity against mouse NCI-P388 cells by MTT assay	2007	Journal of natural products, Mar, Volume: 70, Issue:3	Neopeltolide, a macrolide from a lithistid sponge of the family Neopeltidae.
AID500487	Inhibition of bc1 complex in human A549 cells assessed as reduction in ATP production in presence of 10 mM of 2-DG	2008	Nature chemical biology, Jul, Volume: 4, Issue:7	Synthesis enables identification of the cellular target of leucascandrolide A and neopeltolide.
AID280378	Cell cycle arrest in A549 cells by accumulation at G2/M phase at 10 nM	2007	Journal of natural products, Mar, Volume: 70, Issue:3	Neopeltolide, a macrolide from a lithistid sponge of the family Neopeltidae.
AID280369	Cytotoxicity against human NCI-ADR-RES cells by MTT assay	2007	Journal of natural products, Mar, Volume: 70, Issue:3	Neopeltolide, a macrolide from a lithistid sponge of the family Neopeltidae.
AID500493	Inhibition of Saccharomyces cerevisiae Cytochrome b-c1 complex	2008	Nature chemical biology, Jul, Volume: 4, Issue:7	Synthesis enables identification of the cellular target of leucascandrolide A and neopeltolide.
AID280367	Antifungal activity against Candida albicans ATCC 44506 by broth dilution assay	2007	Journal of natural products, Mar, Volume: 70, Issue:3	Neopeltolide, a macrolide from a lithistid sponge of the family Neopeltidae.
AID280373	Cell cycle arrest in A549 cells by accumulation at G1 phase at 100 nM	2007	Journal of natural products, Mar, Volume: 70, Issue:3	Neopeltolide, a macrolide from a lithistid sponge of the family Neopeltidae.
AID280377	Cell cycle arrest in A549 cells by accumulation at S phase at 10 nM	2007	Journal of natural products, Mar, Volume: 70, Issue:3	Neopeltolide, a macrolide from a lithistid sponge of the family Neopeltidae.
AID500495	Inhibition of bovine Cytochrome b-c1 complex	2008	Nature chemical biology, Jul, Volume: 4, Issue:7	Synthesis enables identification of the cellular target of leucascandrolide A and neopeltolide.
AID280371	Cytotoxicity against p53 mutated PANC1 cells ATCC CRL1469 by MTT assay	2007	Journal of natural products, Mar, Volume: 70, Issue:3	Neopeltolide, a macrolide from a lithistid sponge of the family Neopeltidae.
AID280384	Cell cycle arrest in A549 cells by accumulation at G2/M phase at 0.1 nM	2007	Journal of natural products, Mar, Volume: 70, Issue:3	Neopeltolide, a macrolide from a lithistid sponge of the family Neopeltidae.
AID280368	Cytotoxicity against human A549 cells ATCC CCL-185 by MTT assay	2007	Journal of natural products, Mar, Volume: 70, Issue:3	Neopeltolide, a macrolide from a lithistid sponge of the family Neopeltidae.
AID280381	Cell cycle arrest in A549 cells by accumulation at G2/M phase at 1 nM	2007	Journal of natural products, Mar, Volume: 70, Issue:3	Neopeltolide, a macrolide from a lithistid sponge of the family Neopeltidae.
AID500498	Effect on cytochrome c oxidase activity of respiratory chain in Saccharomyces cerevisiae W303-1A mitochondria at 100 mM	2008	Nature chemical biology, Jul, Volume: 4, Issue:7	Synthesis enables identification of the cellular target of leucascandrolide A and neopeltolide.
AID500484	Antifungal activity against Saccharomyces cerevisiae W303-1A in glucose agar media at 1 ug after 24 hrs by disk diffusion method	2008	Nature chemical biology, Jul, Volume: 4, Issue:7	Synthesis enables identification of the cellular target of leucascandrolide A and neopeltolide.
AID500470	Inhibition of cell proliferation in human HCT116 cells in after 48 hrs	2008	Nature chemical biology, Jul, Volume: 4, Issue:7	Synthesis enables identification of the cellular target of leucascandrolide A and neopeltolide.
AID280366	Antifungal activity against Candida albicans ATCC 44506 at 25 ug/disk by agar diffusion assay	2007	Journal of natural products, Mar, Volume: 70, Issue:3	Neopeltolide, a macrolide from a lithistid sponge of the family Neopeltidae.
AID500496	Effect on NADH dehydrogenase in respiratory chain of Saccharomyces cerevisiae W303-1A mitochondria at 100 mM	2008	Nature chemical biology, Jul, Volume: 4, Issue:7	Synthesis enables identification of the cellular target of leucascandrolide A and neopeltolide.
AID280374	Cell cycle arrest in A549 cells by accumulation at S phase at 100 nM	2007	Journal of natural products, Mar, Volume: 70, Issue:3	Neopeltolide, a macrolide from a lithistid sponge of the family Neopeltidae.
AID500468	Inhibition of cell proliferation in human A549 cells in after 48 hrs	2008	Nature chemical biology, Jul, Volume: 4, Issue:7	Synthesis enables identification of the cellular target of leucascandrolide A and neopeltolide.
AID280380	Cell cycle arrest in A549 cells by accumulation at S phase at 1 nM	2007	Journal of natural products, Mar, Volume: 70, Issue:3	Neopeltolide, a macrolide from a lithistid sponge of the family Neopeltidae.
AID280383	Cell cycle arrest in A549 cells by accumulation at S phase at 0.1 nM	2007	Journal of natural products, Mar, Volume: 70, Issue:3	Neopeltolide, a macrolide from a lithistid sponge of the family Neopeltidae.
AID280382	Cell cycle arrest in A549 cells by accumulation at G1 phase at 0.1 nM	2007	Journal of natural products, Mar, Volume: 70, Issue:3	Neopeltolide, a macrolide from a lithistid sponge of the family Neopeltidae.
AID500715	Effect on succinate:ubiquinone oxidoreductase activity of respiratory chain in Saccharomyces cerevisiae W303-1A mitochondria at 100 mM	2008	Nature chemical biology, Jul, Volume: 4, Issue:7	Synthesis enables identification of the cellular target of leucascandrolide A and neopeltolide.
AID500488	Inhibition of bc1 complex in human A549 cells assessed as reduction in ATP production	2008	Nature chemical biology, Jul, Volume: 4, Issue:7	Synthesis enables identification of the cellular target of leucascandrolide A and neopeltolide.
AID280379	Cell cycle arrest in A549 cells by accumulation at G1 phase at 1 nM	2007	Journal of natural products, Mar, Volume: 70, Issue:3	Neopeltolide, a macrolide from a lithistid sponge of the family Neopeltidae.
AID500469	Inhibition of cell proliferation in human PC3 cells in after 48 hrs	2008	Nature chemical biology, Jul, Volume: 4, Issue:7	Synthesis enables identification of the cellular target of leucascandrolide A and neopeltolide.
AID280376	Cell cycle arrest in A549 cells by accumulation at G1 phase at 10 nM	2007	Journal of natural products, Mar, Volume: 70, Issue:3	Neopeltolide, a macrolide from a lithistid sponge of the family Neopeltidae.
AID280372	Cytotoxicity against p53 mutated NCI-DLD1 cells by MTT assay	2007	Journal of natural products, Mar, Volume: 70, Issue:3	Neopeltolide, a macrolide from a lithistid sponge of the family Neopeltidae.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (35)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	15 (42.86)	29.6817
2010's	18 (51.43)	24.3611
2020's	2 (5.71)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 20.22

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	20.22 (24.57)
Research Supply Index	3.58 (2.92)
Research Growth Index	4.50 (4.65)
Search Engine Demand Index	18.60 (26.88)
Search Engine Supply Index	2.00 (0.95)

This Compound (20.22)

All Compounds (24.57)

Study Types

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	3 (8.57%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	32 (91.43%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
iodine Iodine: A nonmetallic element of the halogen group that is represented by the atomic symbol I, atomic number 53, and atomic weight of 126.90. It is a nutritionally essential element, especially important in thyroid hormone synthesis. In solution, it has anti-infective properties and is used topically.. diiodine : Molecule comprising two covalently bonded iodine atoms with overall zero charge..	2.05	1	diatomic iodine	nutrient
ether Ether: A mobile, very volatile, highly flammable liquid used as an inhalation anesthetic and as a solvent for waxes, fats, oils, perfumes, alkaloids, and gums. It is mildly irritating to skin and mucous membranes.. ether : An organooxygen compound with formula ROR, where R is not hydrogen.. diethyl ether : An ether in which the oxygen atom is linked to two ethyl groups.	7.04	1	ether; volatile organic compound	inhalation anaesthetic; non-polar solvent; refrigerant
cytidine [no description available]	2.15	1	cytidines	Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite
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.	2.04	1	antibiotic fungicide; cyclic ketone; dicarboximide; piperidine antibiotic; piperidones; secondary alcohol	anticoronaviral agent; bacterial metabolite; ferroptosis inhibitor; neuroprotective agent; protein synthesis inhibitor
oxazoles Oxazoles: Five-membered heterocyclic ring structures containing an oxygen in the 1-position and a nitrogen in the 3-position, in distinction from ISOXAZOLES where they are at the 1,2 positions.. 1,3-oxazole : A five-membered monocyclic heteroarene that is an analogue of cyclopentadiene with O in place of CH2 at position 1 and N in place of CH at position 3.. oxazole : An azole based on a five-membered heterocyclic aromatic skeleton containing one N and one O atom.	2.98	4	1,3-oxazoles; mancude organic heteromonocyclic parent; monocyclic heteroarene
molybdenum Molybdenum: A metallic element with the atomic symbol Mo, atomic number 42, and atomic weight 95.95. It is an essential trace element, being a component of the enzymes xanthine oxidase, aldehyde oxidase, and nitrate reductase.	2.11	1	chromium group element atom	micronutrient
palladium Palladium: A chemical element having an atomic weight of 106.4, atomic number of 46, and the symbol Pd. It is a white, ductile metal resembling platinum, and following it in abundance and importance of applications. It is used in dentistry in the form of gold, silver, and copper alloys.. palladium : Chemical element (nickel group element atom) with atomic number 46.	2.07	1	metal allergen; nickel group element atom; platinum group metal atom
ruthenium Ruthenium: A hard, brittle, grayish-white rare earth metal with an atomic symbol Ru, atomic number 44, and atomic weight 101.07. It is used as a catalyst and hardener for PLATINUM and PALLADIUM.	2.11	1	iron group element atom; platinum group metal atom
alkenes [no description available]	2.11	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).	2.44	2	taxane diterpenoid; tetracyclic diterpenoid	antineoplastic agent; human metabolite; metabolite; microtubule-stabilising agent
pyrimidin-2-one beta-ribofuranoside pyrimidin-2-one beta-ribofuranoside: RN given refers to (D)-isomer; structure	2.15	1	pyrimidine ribonucleosides
sesquiterpenes [no description available]	2.44	2
kendomycin kendomycin: structure in first source	3.15	1	benzofurans
laulimalide laulimalide: isolated from Cacospongia mycofijiensis; structure in first source. laulimalide : A macrolide with formula C30H42O7 that is isolated from the marine sponges, Cacospongia mycofijiensis and Hyattella sp.	3.16	1	carboxylic ester; epoxide; macrolide; secondary alcohol; secondary allylic alcohol	animal metabolite; antimitotic; antineoplastic agent; marine metabolite; microtubule-stabilising agent
halichondrin b halichondrin B: from marine sponge Halichondria okadai; binds in the Vinca domain of tubulin	3.16	1	furopyran
leucascandrolide a leucascandrolide A: structure in first source	7.44	2
nad NAD(1-) : An anionic form of nicotinamide adenine dinucleotide arising from deprotonation of the two OH groups of the diphosphate moiety.	2.04	1	organophosphate oxoanion	cofactor; human metabolite; hydrogen acceptor; Saccharomyces cerevisiae metabolite
bryostatin 1 bryostatin 1: a protein kinase C activator; macrocyclic lactone from marine Bryozoan Bugula neritina; RN given refers to (1S-(1R,3R,5Z,7S,8E,11R,12R(2E,4E),13E,15R,17S(S),21S,23S,25R))-isomer; structure given in first source; activates protein kinase c. bryostatin 1 : A member of the class of bryostatins that is (17E)-2-oxooxacyclohexacos-17-ene which is substituted by hydroxy groups at positions 4, 10, and 20; an acetoxy group at position 8; methyl groups at positions 9, 9, 18, and 19; 2-methoxy-2-oxoethylidene groups at positions 14 and 24; an (E,E)-octa-2,4-dienoyloxy group at position 21; and with oxygen bridges linking positions 6 to 10, 12 to 16, and 20 to 24. It is one of the most abundant member of the class of bryostatins.	4.07	2
clavosolide a clavosolide A: from the Philippines sponge Myriastra clavosa; structure in first source	3.15	1

Condition	Relationship Strength	Studies
Leukemia P388 An experimental lymphocytic leukemia originally induced in DBA/2 mice by painting with methylcholanthrene.	2.03	1
Canine Diseases [description not available]	2.15	1
Benign Neoplasms [description not available]	2.15	1
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.	2.15	1
Neutropenia A decrease in the number of NEUTROPHILS found in the blood.	2.15	1

chemdatabank.com