Compounds > 6-deacetylnimbin
Page last updated: 2024-11-12

6-deacetylnimbin

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

Description

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

6-deacetylnimbin : A limonoid that is nimbin in which the acetyloxy group at position 6 is replaced by a hydroxy hroup. It has been isolated from Azadirachta indica. [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]

FloraRankFlora DefinitionFamilyFamily Definition
AzadirachtagenusA plant genus of the family MELIACEAE. Members contain azadirachtin A (a limonoid commonly referred to as azadirachtin) and other TRITERPENES. They have been used in PESTICIDES. The old name of Melia azadirachta is very similar to a related plant, MELIA AZEDARACH.[MeSH]MeliaceaeThe mahogany plant family of the order Sapindales, subclass Rosidae, class Magnoliopsida.[MeSH]

Cross-References

ID SourceID
PubMed CID10505484
CHEMBL ID1774398
CHEBI ID67305
MeSH IDM0550925

Synonyms (12)

Synonym
6-deacetylnimbin
CHEMBL1774398
chebi:67305 ,
desacetylnimbin
methyl (2r,3ar,4as,5r,5ar,6r,9ar,10s,10ar)-2-(furan-3-yl)-5-hydroxy-10-(2-methoxy-2-oxoethyl)-1,6,9a,10a-tetramethyl-9-oxo-3,3a,4a,5,5a,6,9,9a,10,10a-decahydro-2h-cyclopenta[b]naphtho[2,3-d]furan-6-carboxylate
nimbic acid dimethyl ester
deacetylnimbin
AKOS032948232
Q27135761
FS-9346
HY-N3694
CS-0024075
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (3)

RoleDescription
plant metaboliteAny eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
antifeedantA substance that prevents pests from feeding.
insect growth regulatorA growth regulator that inhibits the life cycle of an insect.
[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 (7)

ClassDescription
cyclic terpene ketoneAn alicyclic ketone in which the carbocyclic ring structure forms part of a terpene skeleton.
enoneAn alpha,beta-unsaturated ketone of general formula R(1)R(2)C=CR(3)-C(=O)R(4) (R(4) =/= H) in which the C=O function is conjugated to a C=C double bond at the alpha,beta position.
furansCompounds containing at least one furan ring.
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.
tetracyclic triterpenoidAny triterpenoid consisting of a tetracyclic skeleton.
methyl esterAny carboxylic ester resulting from the formal condensation of a carboxy group with methanol.
diesterA diester is a compound containing two ester 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]

Bioassays (6)

Assay IDTitleYearJournalArticle
AID595611Cytotoxicity against human HL60 cells assessed as cell viability after 48 hrs by MTT assay2011Journal of natural products, Apr-25, Volume: 74, Issue:4
Cytotoxic and apoptosis-inducing activities of limonoids from the seeds of Azadirachta indica (neem).
AID595613Cytotoxicity against human CRL1579 cells assessed as cell viability after 48 hrs by MTT assay2011Journal of natural products, Apr-25, Volume: 74, Issue:4
Cytotoxic and apoptosis-inducing activities of limonoids from the seeds of Azadirachta indica (neem).
AID595610Cytotoxicity against human A549 cells assessed as cell viability after 48 hrs by MTT assay2011Journal of natural products, Apr-25, Volume: 74, Issue:4
Cytotoxic and apoptosis-inducing activities of limonoids from the seeds of Azadirachta indica (neem).
AID595612Cytotoxicity against human SK-BR-3 cells assessed as cell viability after 48 hrs by MTT assay2011Journal of natural products, Apr-25, Volume: 74, Issue:4
Cytotoxic and apoptosis-inducing activities of limonoids from the seeds of Azadirachta indica (neem).
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.
AID595609Cytotoxicity against human AZ-521 cells assessed as cell viability after 48 hrs by MTT assay2011Journal of natural products, Apr-25, Volume: 74, Issue:4
Cytotoxic and apoptosis-inducing activities of limonoids from the seeds of Azadirachta indica (neem).
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's1 (20.00)29.6817
2010's4 (80.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.63

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 Index12.63 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.42 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.63)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other5 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
ethylenediamine
ethylenediamine: RN given refers to parent cpd; edamine is the recommended contraction for the ethylenediamine radical. ethylenediamine : An alkane-alpha,omega-diamine in which the alkane is ethane.		2.0510alkane-alpha,omega-diamineGABA agonist
fluorouracil
Fluorouracil: A pyrimidine analog that is an antineoplastic antimetabolite. It interferes with DNA synthesis by blocking the THYMIDYLATE SYNTHETASE conversion of deoxyuridylic acid to thymidylic acid.. 5-fluorouracil : A nucleobase analogue that is uracil in which the hydrogen at position 5 is replaced by fluorine. It is an antineoplastic agent which acts as an antimetabolite - following conversion to the active deoxynucleotide, it inhibits DNA synthesis (by blocking the conversion of deoxyuridylic acid to thymidylic acid by the cellular enzyme thymidylate synthetase) and so slows tumour growth.		2.0610nucleobase analogue;
organofluorine compound		antimetabolite;
antineoplastic agent;
environmental contaminant;
immunosuppressive agent;
radiosensitizing agent;
xenobiotic
nimbin
nimbin: from Neem seed (Azadirachta indica). nimbin : A limonoid found in Azadirachta indica.		3.1550acetate ester;
cyclic terpene ketone;
enone;
furans;
limonoid;
methyl ester;
tetracyclic triterpenoid		pesticide;
plant metabolite
7-deacetylgedunin
7-deacetylgedunin : A limonoid that is the 7-deacetyl derivative of gedunin. It has been isolated from Azadirachta indica.		2.0610cyclic terpene ketone;
delta-lactone;
enone;
epoxide;
furans;
limonoid;
pentacyclic triterpenoid		anti-inflammatory agent;
antimalarial;
metabolite;
plant metabolite
azadirachtin
azadirachtin A : A member of the family of azadirachtins that is isolated from the neem tree (Azadirachta indica).. azadirachtin : A family of terpenoids isolated from the neem tree (Azadirachta indica).		2.4520acetate ester;
azadirachtin;
cyclic hemiketal;
enoate ester;
epoxide;
methyl ester;
organic heterotetracyclic compound;
secondary alcohol;
tertiary alcohol		hepatoprotective agent
azadirone
azadirone: from Azadirachta indica A. Juss; structure in first source. azadirone : A tetracyclic triterpenoid that is 4,4,8-trimethylandrosta-1,14-diene substituted by an oxo group at position 3, an acetoxy group at position 7 and a furan-3-yl group at position 17. Isolated from Azadirachta indica, it exhibits antiplasmodial and antineoplastic activities.		2.0110acetate ester;
cyclic terpene ketone;
furans;
limonoid;
tetracyclic triterpenoid		antineoplastic agent;
antiplasmodial drug;
plant metabolite
gedunin
[no description available]		2.4420acetate ester;
enone;
epoxide;
furans;
lactone;
limonoid;
organic heteropentacyclic compound;
pentacyclic triterpenoid		antimalarial;
antineoplastic agent;
Hsp90 inhibitor;
plant metabolite
azadiradione
azadiradione: structure in first source. azadiradione : A tetracyclic triterpenoid that is 4,4,8-trimethylandrosta-1,14-diene substituted by oxo groups at positions 3 and 16, an acetoxy group at position 7 and a furan-3-yl group at position 17. Isolated from Azadirachta indica, it exhibits antimycobacterial and anti-inflammatory activities.		2.4420acetate ester;
cyclic terpene ketone;
furans;
limonoid;
tetracyclic triterpenoid		anti-inflammatory agent;
antimycobacterial drug;
plant metabolite
swietenine
swietenine: hypoglycemic from Swietenia macrophylla seeds; structure in first source		2.0110
cedrelone
cedrelone: from Toona ciliata; structure in first source		2.0110limonoid
azadirachtin b
azadirachtin B: structure in first source. azadirachtin B : A member of the class of azadirachtin found in the neem tree, Azadirachta indica.		2.0610
piperidines
Piperidines: A family of hexahydropyridines.		2.0510
epoxyazadiradione
epoxyazadiradione: limonoid from neem tree Azadirachta indica; RN given for (5alpha,7alpha,13alpha,14beta,15beta,17alpha)-isomer; structure in first source. epoxyazadiradione : A limonoid that is azadiradione with an epoxy group across positions 14 and 15. Isolated from Azadirachta indica it exhibits insecticidal activitry against mosquitoes.		2.4420acetate ester;
cyclic terpene ketone;
epoxide;
furans;
limonoid;
pentacyclic triterpenoid		anti-inflammatory agent;
insecticide;
plant metabolite
ConditionIndicatedRelationship StrengthStudiesTrials
Breast Cancer
[description not available]		02.0510
Cancer of Ovary
[description not available]		02.0510
Breast Neoplasms
Tumors or cancer of the human BREAST.		02.0510
Ovarian Neoplasms
Tumors or cancer of the OVARY. These neoplasms can be benign or malignant. They are classified according to the tissue of origin, such as the surface EPITHELIUM, the stromal endocrine cells, and the totipotent GERM CELLS.		02.0510