girinimbine: carbazole alkaloid
ID Source | ID |
---|---|
PubMed CID | 96943 |
CHEMBL ID | 1477760 |
CHEBI ID | 69926 |
SCHEMBL ID | 4132680 |
MeSH ID | M0105202 |
Synonym |
---|
girinimbine |
23095-44-5 |
nsc94932 |
nsc-94932 |
ACON1_001999 |
MEGXP0_000255 |
MLS000863568 , |
smr000440762 |
BRD-K08091267-001-01-2 |
3,3,5-trimethyl-11h-pyrano[3,2-a]carbazole |
3,3,5-trimethyl-3,11-dihydropyrano[3,2-a]carbazole |
chebi:69926 , |
CHEMBL1477760 |
wh639v7qsf , |
pyrano(3,2-a)carbazole, 3,11-dihydro-3,3,5-trimethyl- |
girinimbin |
unii-wh639v7qsf |
nsc 94932 |
HMS2270D17 |
SCHEMBL4132680 |
bdbm68168 |
cid_96943 |
c18h17no |
5,5,8-trimethyl-6-oxa-17-azatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-1,3,7,9,11,13,15-heptaene |
3,11-dihydro-3,3,5-trimethylpyrano[3,2-a]carbazole, 9ci |
3,11-dihydro-3,3,5-trimethyl-pyrano(3,2-a)carbazole |
CS-0181880 |
GAEQWKVGMHUUKO-UHFFFAOYSA-N |
Q25104278 |
MS-23714 |
DTXSID90945774 |
HY-N9488 |
3,11-dihydro-3,3,5-trimethylpyrano[3,2-a]carbazole |
pyrano[3,2-a]carbazole, 3,11-dihydro-3,3,5-trimethyl- |
AKOS040763158 |
Girinimbine is a carbazole alkaloid isolated from Murraya koenigii (the curry tree) It is used in Chinese herbal medicine.
Excerpt | Reference | Relevance |
---|---|---|
"Girinimbine is a carbazole alkaloid isolated from Murraya koenigii (the curry tree) and is used in Chinese herbal medicine." | ( Girinimbine Inhibits the Proliferation of Human Ovarian Cancer Cells In Vitro via the Phosphatidylinositol-3-Kinase (PI3K)/Akt and the Mammalian Target of Rapamycin (mTOR) and Wnt/β-Catenin Signaling Pathways. Muer, A; Xin, Q, 2018) | 2.64 |
"Girinimbine is a carbazole alkaloid isolated from the stem bark and root of Murraya koenigii. " | ( In vitro and in vivo anti-angiogenic activity of girinimbine isolated from Murraya koenigii. Hobani, YH; Iman, V; Karimian, H; Mohan, S; Mustafa, MR; Noor, SM; Noordin, MI, 2015) | 2.11 |
"Girinimbine is an antiplatelet agent isolated from Murraya euchrestifolia. " | ( Inhibition of cyclooxygenase activity and increase in platelet cyclic AMP by girinimbine, isolated from Murraya euchrestifolia. Ko, FN; Lee, YS; Teng, CM; Wu, TS, 1994) | 1.96 |
Excerpt | Reference | Relevance |
---|---|---|
"Girinimbine has induced potent chromatin condensation and nuclear fragmentation." | ( Naturally occurring Girinimbine alkaloid inhibits the proliferation, migration, and invasion of human breast cancer cells via induction of apoptosis and inhibition of MEK/ERK and STAT3 signalling pathways. Yang, L; Yu, X, 2021) | 1.67 |
Excerpt | Reference | Relevance |
---|---|---|
"Girinimbine can inhibit both cancer cell migration as well as invasion." | ( Naturally occurring Girinimbine alkaloid inhibits the proliferation, migration, and invasion of human breast cancer cells via induction of apoptosis and inhibition of MEK/ERK and STAT3 signalling pathways. Yang, L; Yu, X, 2021) | 1.67 |
Excerpt | Reference | Relevance |
---|---|---|
"Girinimbine-treated HepG2 cells showed typical morphological features of apoptosis, as observed from normal inverted microscopy and Hoechst 33342 assay." | ( The growth suppressing effects of girinimbine on HepG2 involve induction of apoptosis and cell cycle arrest. Abdelwahab, SI; Abdul, AB; Mohan, S; Sukari, MA; Syam, S; Wah, TS, 2011) | 1.37 |
Role | Description |
---|---|
metabolite | Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. |
[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] |
Class | Description |
---|---|
carbazoles | |
[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 | Taxonomy | Measurement | Average (µ) | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
---|---|---|---|---|---|---|---|
Chain A, JmjC domain-containing histone demethylation protein 3A | Homo sapiens (human) | Potency | 56.2341 | 0.6310 | 35.7641 | 100.0000 | AID504339 |
Luciferase | Photinus pyralis (common eastern firefly) | Potency | 10.6910 | 0.0072 | 15.7588 | 89.3584 | AID588342 |
glp-1 receptor, partial | Homo sapiens (human) | Potency | 28.1838 | 0.0184 | 6.8060 | 14.1254 | AID624417 |
ATAD5 protein, partial | Homo sapiens (human) | Potency | 19.4683 | 0.0041 | 10.8903 | 31.5287 | AID504466; AID504467 |
TDP1 protein | Homo sapiens (human) | Potency | 26.1011 | 0.0008 | 11.3822 | 44.6684 | AID686978; AID686979 |
Microtubule-associated protein tau | Homo sapiens (human) | Potency | 17.7828 | 0.1800 | 13.5574 | 39.8107 | AID1460 |
Smad3 | Homo sapiens (human) | Potency | 22.3872 | 0.0052 | 7.8098 | 29.0929 | AID588855 |
bromodomain adjacent to zinc finger domain 2B | Homo sapiens (human) | Potency | 50.1187 | 0.7079 | 36.9043 | 89.1251 | AID504333 |
P53 | Homo sapiens (human) | Potency | 10.0000 | 0.0731 | 9.6858 | 31.6228 | AID504706 |
NPC intracellular cholesterol transporter 1 precursor | Homo sapiens (human) | Potency | 3.1623 | 0.0126 | 2.4518 | 25.0177 | AID485313 |
nuclear factor erythroid 2-related factor 2 isoform 2 | Homo sapiens (human) | Potency | 29.0929 | 0.0041 | 9.9848 | 25.9290 | AID504444 |
parathyroid hormone/parathyroid hormone-related peptide receptor precursor | Homo sapiens (human) | Potency | 39.8107 | 3.5481 | 19.5427 | 44.6684 | AID743266 |
transcriptional regulator ERG isoform 3 | Homo sapiens (human) | Potency | 22.3872 | 0.7943 | 21.2757 | 50.1187 | AID624246 |
DNA polymerase beta | Homo sapiens (human) | Potency | 89.1251 | 0.0224 | 21.0102 | 89.1251 | AID485314 |
ras-related protein Rab-9A | Homo sapiens (human) | Potency | 3.1623 | 0.0002 | 2.6215 | 31.4954 | AID485297 |
peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 | Homo sapiens (human) | Potency | 89.1251 | 0.4256 | 12.0591 | 28.1838 | AID504891 |
geminin | Homo sapiens (human) | Potency | 22.1427 | 0.0046 | 11.3741 | 33.4983 | AID624296; AID624297 |
Vpr | Human immunodeficiency virus 1 | Potency | 25.1189 | 1.5849 | 19.6264 | 63.0957 | AID651644 |
TAR DNA-binding protein 43 | Homo sapiens (human) | Potency | 28.1838 | 1.7783 | 16.2081 | 35.4813 | AID652104 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Protein | Taxonomy | Measurement | Average | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
---|---|---|---|---|---|---|---|
XBP1 | Homo sapiens (human) | IC50 (µMol) | 10.0000 | 0.1600 | 5.4049 | 10.0000 | AID504313 |
DNA damage-inducible transcript 3 protein | Mus musculus (house mouse) | IC50 (µMol) | 10.0000 | 0.1600 | 3.9959 | 10.0000 | AID504322 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Process | via Protein(s) | Taxonomy |
---|---|---|
RNA polymerase II cis-regulatory region sequence-specific DNA binding | TAR DNA-binding protein 43 | Homo sapiens (human) |
DNA binding | TAR DNA-binding protein 43 | Homo sapiens (human) |
double-stranded DNA binding | TAR DNA-binding protein 43 | Homo sapiens (human) |
RNA binding | TAR DNA-binding protein 43 | Homo sapiens (human) |
mRNA 3'-UTR binding | TAR DNA-binding protein 43 | Homo sapiens (human) |
protein binding | TAR DNA-binding protein 43 | Homo sapiens (human) |
lipid binding | TAR DNA-binding protein 43 | Homo sapiens (human) |
identical protein binding | TAR DNA-binding protein 43 | Homo sapiens (human) |
pre-mRNA intronic binding | TAR DNA-binding protein 43 | Homo sapiens (human) |
molecular condensate scaffold activity | TAR DNA-binding protein 43 | Homo sapiens (human) |
[Information is prepared from geneontology information from the June-17-2024 release] |
Process | via Protein(s) | Taxonomy |
---|---|---|
intracellular non-membrane-bounded organelle | TAR DNA-binding protein 43 | Homo sapiens (human) |
nucleus | TAR DNA-binding protein 43 | Homo sapiens (human) |
nucleoplasm | TAR DNA-binding protein 43 | Homo sapiens (human) |
perichromatin fibrils | TAR DNA-binding protein 43 | Homo sapiens (human) |
mitochondrion | TAR DNA-binding protein 43 | Homo sapiens (human) |
cytoplasmic stress granule | TAR DNA-binding protein 43 | Homo sapiens (human) |
nuclear speck | TAR DNA-binding protein 43 | Homo sapiens (human) |
interchromatin granule | TAR DNA-binding protein 43 | Homo sapiens (human) |
nucleoplasm | TAR DNA-binding protein 43 | Homo sapiens (human) |
chromatin | TAR DNA-binding protein 43 | Homo sapiens (human) |
[Information is prepared from geneontology information from the June-17-2024 release] |
Assay ID | Title | Year | Journal | Article |
---|---|---|---|---|
AID588497 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set | 2010 | Current protocols in cytometry, Oct, Volume: Chapter 13 | Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening. |
AID588497 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set | 2006 | Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5 | Microsphere-based protease assays and screening application for lethal factor and factor Xa. |
AID588497 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set | 2010 | Assay and drug development technologies, Feb, Volume: 8, Issue:1 | High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors. |
AID588499 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set | 2010 | Current protocols in cytometry, Oct, Volume: Chapter 13 | Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening. |
AID588499 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set | 2006 | Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5 | Microsphere-based protease assays and screening application for lethal factor and factor Xa. |
AID588499 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set | 2010 | Assay and drug development technologies, Feb, Volume: 8, Issue:1 | High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors. |
AID588501 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set | 2010 | Current protocols in cytometry, Oct, Volume: Chapter 13 | Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening. |
AID588501 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set | 2006 | Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5 | Microsphere-based protease assays and screening application for lethal factor and factor Xa. |
AID588501 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set | 2010 | Assay and drug development technologies, Feb, Volume: 8, Issue:1 | High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors. |
AID1745845 | Primary qHTS for Inhibitors of ATXN expression | |||
AID504810 | Antagonists of the Thyroid Stimulating Hormone Receptor: HTS campaign | 2010 | Endocrinology, Jul, Volume: 151, Issue:7 | A small molecule inverse agonist for the human thyroid-stimulating hormone receptor. |
AID504812 | Inverse Agonists of the Thyroid Stimulating Hormone Receptor: HTS campaign | 2010 | Endocrinology, Jul, Volume: 151, Issue:7 | A small molecule inverse agonist for the human thyroid-stimulating hormone receptor. |
AID651635 | Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression | |||
AID587892 | Cytotoxicity against human KB cells by resazurin microplate assay | 2011 | Journal of natural products, Feb-25, Volume: 74, Issue:2 | Claurailas A-D, cytotoxic carbazole alkaloids from the roots of Clausena harmandiana. |
AID1684495 | Anticancer activity against human SW1990 cells by MTT assay | 2021 | Bioorganic & medicinal chemistry letters, 02-01, Volume: 33 | Synthesis and biological evaluation of pyranocarbazole derivatives as Anti-tumor agents. |
AID1684490 | Anticancer activity against human MCF7 cells by MTT assay | 2021 | Bioorganic & medicinal chemistry letters, 02-01, Volume: 33 | Synthesis and biological evaluation of pyranocarbazole derivatives as Anti-tumor agents. |
AID664539 | Cytotoxicity against human NCI-H187 cells by resazurin reduction assay | 2012 | Journal of natural products, Apr-27, Volume: 75, Issue:4 | Bioactive carbazole alkaloids from Clausena wallichii roots. |
AID1684492 | Anticancer activity against human H7402 cells by MTT assay | 2021 | Bioorganic & medicinal chemistry letters, 02-01, Volume: 33 | Synthesis and biological evaluation of pyranocarbazole derivatives as Anti-tumor agents. |
AID664538 | Cytotoxicity against human MCF7 cells by resazurin reduction assay | 2012 | Journal of natural products, Apr-27, Volume: 75, Issue:4 | Bioactive carbazole alkaloids from Clausena wallichii roots. |
AID587893 | Cytotoxicity against human NCI-H187 by resazurin microplate assay | 2011 | Journal of natural products, Feb-25, Volume: 74, Issue:2 | Claurailas A-D, cytotoxic carbazole alkaloids from the roots of Clausena harmandiana. |
AID1684497 | Anticancer activity against human HeLa cells by MTT assay | 2021 | Bioorganic & medicinal chemistry letters, 02-01, Volume: 33 | Synthesis and biological evaluation of pyranocarbazole derivatives as Anti-tumor agents. |
AID587894 | Cytotoxicity against african green monkey Vero cells by green fluorescent protein microplate assay | 2011 | Journal of natural products, Feb-25, Volume: 74, Issue:2 | Claurailas A-D, cytotoxic carbazole alkaloids from the roots of Clausena harmandiana. |
AID664536 | Antibacterial activity against Salmonella typhimurium TISTR 292 by broth dilution method | 2012 | Journal of natural products, Apr-27, Volume: 75, Issue:4 | Bioactive carbazole alkaloids from Clausena wallichii roots. |
AID664535 | Antibacterial activity against Escherichia coli TISTR 780 by broth dilution method | 2012 | Journal of natural products, Apr-27, Volume: 75, Issue:4 | Bioactive carbazole alkaloids from Clausena wallichii roots. |
AID1684491 | Anticancer activity against human HCT-8 cells by MTT assay | 2021 | Bioorganic & medicinal chemistry letters, 02-01, Volume: 33 | Synthesis and biological evaluation of pyranocarbazole derivatives as Anti-tumor agents. |
AID664534 | Antibacterial activity against Staphylococcus aureus TISTR 1466 by broth dilution method | 2012 | Journal of natural products, Apr-27, Volume: 75, Issue:4 | Bioactive carbazole alkaloids from Clausena wallichii roots. |
AID1684499 | Anticancer activity against human A431 cells by MTT assay | 2021 | Bioorganic & medicinal chemistry letters, 02-01, Volume: 33 | Synthesis and biological evaluation of pyranocarbazole derivatives as Anti-tumor agents. |
AID634796 | Growth inhibition of human HepG2 cells after 48 hrs by WST-8 based CCK8 assay | 2012 | European journal of medicinal chemistry, Jan, Volume: 47, Issue:1 | Induction of cell cycle arrest by the carbazole alkaloid Clauszoline-I from Clausena vestita D. D. Tao via inhibition of the PKCδ phosphorylation. |
AID1684494 | Anticancer activity against human BGC-823 cells by MTT assay | 2021 | Bioorganic & medicinal chemistry letters, 02-01, Volume: 33 | Synthesis and biological evaluation of pyranocarbazole derivatives as Anti-tumor agents. |
AID1684493 | Anticancer activity against human H460 cells by MTT assay | 2021 | Bioorganic & medicinal chemistry letters, 02-01, Volume: 33 | Synthesis and biological evaluation of pyranocarbazole derivatives as Anti-tumor agents. |
AID1684498 | Anticancer activity against human A2780 cells by MTT assay | 2021 | Bioorganic & medicinal chemistry letters, 02-01, Volume: 33 | Synthesis and biological evaluation of pyranocarbazole derivatives as Anti-tumor agents. |
AID664537 | Cytotoxicity against human KB cells by resazurin reduction assay | 2012 | Journal of natural products, Apr-27, Volume: 75, Issue:4 | Bioactive carbazole alkaloids from Clausena wallichii roots. |
AID664533 | Antibacterial activity against methicillin-resistant Staphylococcus aureus SK1 by broth dilution method | 2012 | Journal of natural products, Apr-27, Volume: 75, Issue:4 | Bioactive carbazole alkaloids from Clausena wallichii roots. |
AID1684496 | Anticancer activity against human KETR3 cells by MTT assay | 2021 | Bioorganic & medicinal chemistry letters, 02-01, Volume: 33 | Synthesis and biological evaluation of pyranocarbazole derivatives as Anti-tumor agents. |
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Timeframe | Studies, This Drug (%) | All Drugs % |
---|---|---|
pre-1990 | 1 (4.55) | 18.7374 |
1990's | 2 (9.09) | 18.2507 |
2000's | 1 (4.55) | 29.6817 |
2010's | 14 (63.64) | 24.3611 |
2020's | 4 (18.18) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
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.
| This Compound (22.60) All Compounds (24.57) |
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 0 (0.00%) | 5.53% |
Reviews | 1 (4.55%) | 6.00% |
Case Studies | 0 (0.00%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 21 (95.45%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |