Page last updated: 2024-11-13

cedrelone

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

Description

cedrelone: from Toona ciliata; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

FloraRankFlora DefinitionFamilyFamily Definition
ToonagenusA plant genus of the family MELIACEAE. Several members were formerly classified under CEDRELA (e.g., Toona sinensis formerly Cedrela sinensis) and produces various LIMONOIDS (e.g., toonins).[MeSH]MeliaceaeThe mahogany plant family of the order Sapindales, subclass Rosidae, class Magnoliopsida.[MeSH]

Cross-References

ID SourceID
PubMed CID21596358
CHEMBL ID2269927
CHEBI ID197237
SCHEMBL ID887112
MeSH IDM0371557

Synonyms (16)

Synonym
24-norchola-1,5,20,22-tetraene-3,7-dione, 14,15:21,23-diepoxy-6-hydroxy-4,4,8-trimethyl-, (13alpha,14beta,15beta,17beta)-
1254-85-9
14,15:21,23-diepoxy-6-hydroxy-4,4,8-trimethyl-24-norchola-1,5,20,22-tetraene-3,7-dione (13alpha,14beta,15beta,17beta)-
(1s,2ar,3ar,3br,9ar,9br,11as)-1-(furan-3-yl)-5-hydroxy-3b,6,6,9a,11a-pentamethyl-2,2a,6,9a,9b,10,11,11a-octahydronaphtho[1',2':6,7]indeno[1,7a-b]oxirene-4,7(1h,3bh)-dione
cedrelone
CHEBI:197237
(1r,2r,4r,6s,7s,10r,11r)-6-(uran-3-yl)-17-hydroxy-1,7,11,15,15-pentamethyl-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadeca-12,16-diene-14,18-dione
SCHEMBL887112
CHEMBL2269927
(1r,2r,4r,6s,7s,10r,11r)-6-(furan-3-yl)-17-hydroxy-1,7,11,15,15-pentamethyl-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadeca-12,16-diene-14,18-dione
24-nor-13,14,17-chola-1,5,20,22-tetraene-3,7-dione, 14,15:21,23-diepoxy-6-hydroxy-4,4,8-trimethyl-
24-norchola-1,5,20,22-tetraene-3,7-dione, 14,15:21,23-diepoxy-6-hydroxy-4,4,8-trimethyl-, (13alpha,14beta,15beta,17alpha)-
AKOS040761476
FS-10270
CS-0023844
HY-N3561

Research Excerpts

Overview

Cedrelone is a limonoid isolated from Trichilia catigua (Meliaceae) which is a native Brazilian plant.

ExcerptReferenceRelevance
"Cedrelone is a limonoid isolated from the plant Trichilia catigua (Meliaceae). "( Acetylation of cedrelone increases its cytotoxic activity and reverts the malignant phenotype of breast cancer cells in 3D culture.
Becceneri, AB; Cazal, CM; Cominetti, MR; Domingues, VC; Fernandes, JB; Fuzer, AM; Popolin, CP; Vieira, PC, 2020
)
2.35
"Cedrelone is a limonoid isolated from Trichilia catigua (Meliaceae) which is a native Brazilian plant."( Effects of limonoid cedrelone on MDA-MB-231 breast tumor cells in vitro.
Becceneri, AB; Cazal, CM; Cominetti, MR; da Silva, MF; Dos Santos, DA; Fernandes, JB; Filho, JC; Fuzer, AM; Selistre-de-Araujo, HS; Vieira, PC, 2013
)
1.43
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
limonoidAny triterpenoid that is highly oxygenated and has a prototypical structure either containing or derived from a precursor with a 4,4,8-trimethyl-17-furanylsteroid skeleton. The term 'limonoid' comes from limonin, the first tetranortriterpenoid obtained from citrus bitter principles.
[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]

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
DNA repair protein RAD52 homologHomo sapiens (human)IC50 (µMol)300.00000.25502.63016.7000AID1639797
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (9)

Processvia Protein(s)Taxonomy
DNA double-strand break processing involved in repair via single-strand annealingDNA repair protein RAD52 homologHomo sapiens (human)
cellular response to oxidative stressDNA repair protein RAD52 homologHomo sapiens (human)
regulation of nucleotide-excision repairDNA repair protein RAD52 homologHomo sapiens (human)
DNA recombinase assemblyDNA repair protein RAD52 homologHomo sapiens (human)
double-strand break repairDNA repair protein RAD52 homologHomo sapiens (human)
DNA recombinationDNA repair protein RAD52 homologHomo sapiens (human)
double-strand break repair via homologous recombinationDNA repair protein RAD52 homologHomo sapiens (human)
mitotic recombinationDNA repair protein RAD52 homologHomo sapiens (human)
double-strand break repair via single-strand annealingDNA repair protein RAD52 homologHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (4)

Processvia Protein(s)Taxonomy
DNA bindingDNA repair protein RAD52 homologHomo sapiens (human)
single-stranded DNA bindingDNA repair protein RAD52 homologHomo sapiens (human)
protein bindingDNA repair protein RAD52 homologHomo sapiens (human)
identical protein bindingDNA repair protein RAD52 homologHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (4)

Processvia Protein(s)Taxonomy
nucleusDNA repair protein RAD52 homologHomo sapiens (human)
nucleoplasmDNA repair protein RAD52 homologHomo sapiens (human)
protein-containing complexDNA repair protein RAD52 homologHomo sapiens (human)
protein-DNA complexDNA repair protein RAD52 homologHomo sapiens (human)
nucleusDNA repair protein RAD52 homologHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (6)

Assay IDTitleYearJournalArticle
AID977599Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM2013Molecular pharmacology, Jun, Volume: 83, Issue:6
Structure-based identification of OATP1B1/3 inhibitors.
AID1594144Inhibition of Escherichia coli GroEL expressed in Escherichia coliDH5alpha/Escherichia coli GroES expressed in Escherichia coli BL21 (DE3) assessed as reduction in GroEL/GroES-mediated denatured soluble pig heart MDH refolding by measuring MDH enzyme acti2019Bioorganic & medicinal chemistry letters, 05-01, Volume: 29, Issue:9
HSP60/10 chaperonin systems are inhibited by a variety of approved drugs, natural products, and known bioactive molecules.
AID1110753Antifeedant activity against larvae of Spodoptera litura in castor leaves relative to control2002Journal of agricultural and food chemistry, Jul-31, Volume: 50, Issue:16
Insect antifeedant activity of tetranortriterpenoids from the Rutales. A perusal of structural relations.
AID1594145Inhibition of Escherichia coli GroEL expressed in Escherichia coli DH5alpha/Escherichia coli GroES expressed in Escherichia coli BL21 (DE3) assessed as reduction in GroEL/GroES-mediated denatured rhodanese refolding by measuring rhodanese enzyme activity 2019Bioorganic & medicinal chemistry letters, 05-01, Volume: 29, Issue:9
HSP60/10 chaperonin systems are inhibited by a variety of approved drugs, natural products, and known bioactive molecules.
AID977602Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM2013Molecular pharmacology, Jun, Volume: 83, Issue:6
Structure-based identification of OATP1B1/3 inhibitors.
AID1159550Human Phosphogluconate dehydrogenase (6PGD) Inhibitor Screening2015Nature cell biology, Nov, Volume: 17, Issue:11
6-Phosphogluconate dehydrogenase links oxidative PPP, lipogenesis and tumour growth by inhibiting LKB1-AMPK signalling.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (13)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's2 (15.38)29.6817
2010's10 (76.92)24.3611
2020's1 (7.69)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 13.06

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

MetricThis Compound (vs All)
Research Demand Index13.06 (24.57)
Research Supply Index2.71 (2.92)
Research Growth Index5.77 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (13.06)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (7.14%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other13 (92.86%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]