Compounds > clausine e
Page last updated: 2024-12-11

clausine e

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Description

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

Cross-References

ID SourceID
PubMed CID5315951
CHEMBL ID235934
CHEBI ID69930
MeSH IDM0513399

Synonyms (11)

Synonym
clausine e
CHEMBL235934
chebi:69930 ,
methyl 1-hydroxy-9h-carbazole-3-carboxylate
182261-83-2
Q27138274
9h-carbazole-3-carboxylic acid, 1-hydroxy-, methyl ester
AKOS040763681
FS-7406
HY-N10340
CS-0380745
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
metaboliteAny 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]

Drug Classes (1)

ClassDescription
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]

Bioassays (54)

Assay IDTitleYearJournalArticle
AID300127Cell cycle arrest in SW480 cells by accumulation at S phase at 100 uM after 72 hrs2007Bioorganic & medicinal chemistry, Aug-15, Volume: 15, Issue:16
Synthesis and antiproliferative activity of clausine E, mukonine, and koenoline bioisosteres.
AID378932Cytotoxicity against human Raji cells assessed as cell viability at 32 nmol by trypan blue assay2000Journal of natural products, Jan, Volume: 63, Issue:1
New carbazole alkaloids from Clausena anisata with antitumor promoting activity.
AID634894Inhibition of PKCalpha/beta2 phosphorylation at Thr 638/641 in human HepG2 cells by Western blot analysis2012European 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.
AID634888Cell cycle arrest in human L02 cells assessed as effect on Chk1 protein level in nucleus at 16 uM after 24 hrs by Western blot analysis2012European 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.
AID300117Antiproliferative activity against human HCT116 cells after 72 hrs2007Bioorganic & medicinal chemistry, Aug-15, Volume: 15, Issue:16
Synthesis and antiproliferative activity of clausine E, mukonine, and koenoline bioisosteres.
AID300115Antiproliferative activity against human MCF7 cells after 72 hrs2007Bioorganic & medicinal chemistry, Aug-15, Volume: 15, Issue:16
Synthesis and antiproliferative activity of clausine E, mukonine, and koenoline bioisosteres.
AID300120Cell cycle arrest in HCT116 cells by accumulation at G1 phase at 100 uM after 72 hrs2007Bioorganic & medicinal chemistry, Aug-15, Volume: 15, Issue:16
Synthesis and antiproliferative activity of clausine E, mukonine, and koenoline bioisosteres.
AID634802Growth inhibition human CNE2 cells after 48 hrs by WST-8 based CCK8 assay2012European 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.
AID634884Cell cycle arrest in human HepG2 cells assessed as decrease in Chk1 protein level in nucleus at 16 uM after 24 hrs by Western blot analysis2012European 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.
AID634893Inhibition of PKCdelta phosphorylation at Ser643 in human L02 cells by Western blot analysis2012European 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.
AID634799Cytotoxicity human L02 cells after 48 hrs by WST-8 based CCK8 assay2012European 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.
AID634804Cytotoxicity against human HepG2 cells assessed as increase in cells with filamentous protrusions at 16 uM after 24 hrs using damine-phalloidin staining by confocal microscopy2012European 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.
AID634805Inhibition of RhoA activation in human HepG2 cells assessed as decrease of membrane-associated protein level at 16 uM after 24 hrs by Western blot analysis2012European 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.
AID378928Inhibition of 12-O-tetradecanoylphorbol-13-acetate-induced EBV-early antigen activation in human Raji cells assessed as EA activation at 32 nmol relative to 12-O-tetradecanoylphorbol-13-acetate2000Journal of natural products, Jan, Volume: 63, Issue:1
New carbazole alkaloids from Clausena anisata with antitumor promoting activity.
AID300118Antiproliferative activity against human SW48 cells after 72 hrs2007Bioorganic & medicinal chemistry, Aug-15, Volume: 15, Issue:16
Synthesis and antiproliferative activity of clausine E, mukonine, and koenoline bioisosteres.
AID634800Growth inhibition human HeLa cells after 48 hrs by WST-8 based CCK8 assay2012European 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.
AID300119Antiproliferative activity against human SW480 cells after 72 hrs2007Bioorganic & medicinal chemistry, Aug-15, Volume: 15, Issue:16
Synthesis and antiproliferative activity of clausine E, mukonine, and koenoline bioisosteres.
AID378929Inhibition of 12-O-tetradecanoylphorbol-13-acetate-induced EBV-early antigen activation in human Raji cells assessed as EA activation at 16 nmol relative to 12-O-tetradecanoylphorbol-13-acetate2000Journal of natural products, Jan, Volume: 63, Issue:1
New carbazole alkaloids from Clausena anisata with antitumor promoting activity.
AID587894Cytotoxicity against african green monkey Vero cells by green fluorescent protein microplate assay2011Journal of natural products, Feb-25, Volume: 74, Issue:2
Claurailas A-D, cytotoxic carbazole alkaloids from the roots of Clausena harmandiana.
AID300128Cell cycle arrest in SW480 cells by accumulation at G2/M phase at 100 uM after 72 hrs2007Bioorganic & medicinal chemistry, Aug-15, Volume: 15, Issue:16
Synthesis and antiproliferative activity of clausine E, mukonine, and koenoline bioisosteres.
AID634798Growth inhibition of human HepG2 cells at 16 uM after 24 to 72 hrs by WST-8 based CCK8 assay2012European 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.
AID634808Cell cycle arrest in human HepG2 cells assessed as accumulation at G0/G1 phase at 16 uM after 24 hrs using propidium iodide staining by flow cytometry (Rvb = 71.5 %)2012European 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.
AID300123Cell cycle arrest in SW48 cells by accumulation at G1 phase at 100 uM after 72 hrs2007Bioorganic & medicinal chemistry, Aug-15, Volume: 15, Issue:16
Synthesis and antiproliferative activity of clausine E, mukonine, and koenoline bioisosteres.
AID587892Cytotoxicity against human KB cells by resazurin microplate assay2011Journal of natural products, Feb-25, Volume: 74, Issue:2
Claurailas A-D, cytotoxic carbazole alkaloids from the roots of Clausena harmandiana.
AID634796Growth inhibition of human HepG2 cells after 48 hrs by WST-8 based CCK8 assay2012European 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.
AID378930Inhibition of 12-O-tetradecanoylphorbol-13-acetate-induced EBV-early antigen activation in human Raji cells assessed as EA activation at 3.2 nmol relative to 12-O-tetradecanoylphorbol-13-acetate2000Journal of natural products, Jan, Volume: 63, Issue:1
New carbazole alkaloids from Clausena anisata with antitumor promoting activity.
AID300126Cell cycle arrest in SW480 cells by accumulation at G1 phase at 100 uM after 72 hrs2007Bioorganic & medicinal chemistry, Aug-15, Volume: 15, Issue:16
Synthesis and antiproliferative activity of clausine E, mukonine, and koenoline bioisosteres.
AID378934Cytotoxicity against human Raji cells assessed as cell viability at 3.2 nmol by trypan blue assay2000Journal of natural products, Jan, Volume: 63, Issue:1
New carbazole alkaloids from Clausena anisata with antitumor promoting activity.
AID634810Cell cycle arrest in human HepG2 cells assessed as accumulation at G2/M phase at 16 uM after 24 hrs using propidium iodide staining by flow cytometry (Rvb = 6.9 %)2012European 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.
AID634889Cell cycle arrest in human L02 cells assessed as effect on cytoplasmic Chk1 protein level at 16 uM after 24 hrs by Western blot analysis2012European 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.
AID634895Inhibition of PKCdelta phosphorylation at Thr505 in human L02 cells by Western blot analysis2012European 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.
AID300124Cell cycle arrest in SW48 cells by accumulation at S phase at 100 uM after 72 hrs2007Bioorganic & medicinal chemistry, Aug-15, Volume: 15, Issue:16
Synthesis and antiproliferative activity of clausine E, mukonine, and koenoline bioisosteres.
AID634809Cell cycle arrest in human HepG2 cells assessed as accumulation at S phase at 16 uM after 24 hrs using propidium iodide staining by flow cytometry (Rvb = 21.6 %)2012European 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.
AID634896Inhibition of PKCzeta/lambda phosphorylation at Thr410/403 in human HepG2 cells by Western blot analysis2012European 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.
AID634885Cell cycle arrest in human HepG2 cells assessed as increase in cytoplasmic Chk1 protein level at 16 uM after 24 hrs by Western blot analysis2012European 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.
AID634797Growth inhibition of human HepG2 cells at 4 uM after 24 to 72 hrs by WST-8 based CCK8 assay2012European 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.
AID634807Induction of apoptosis in human HepG2 cells at 16 uM after 24 hrs using propidium iodide staining by flow cytometry2012European 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.
AID300116Antiproliferative activity against human Mes-sa cells after 72 hrs2007Bioorganic & medicinal chemistry, Aug-15, Volume: 15, Issue:16
Synthesis and antiproliferative activity of clausine E, mukonine, and koenoline bioisosteres.
AID634801Growth inhibition human T98G cells after 48 hrs by WST-8 based CCK8 assay2012European 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.
AID634803Growth inhibition human MDA-MB-231 cells after 48 hrs by WST-8 based CCK8 assay2012European 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.
AID300125Cell cycle arrest in SW48 cells by accumulation at G2/M phase at 100 uM after 72 hrs2007Bioorganic & medicinal chemistry, Aug-15, Volume: 15, Issue:16
Synthesis and antiproliferative activity of clausine E, mukonine, and koenoline bioisosteres.
AID378933Cytotoxicity against human Raji cells assessed as cell viability at 16 nmol by trypan blue assay2000Journal of natural products, Jan, Volume: 63, Issue:1
New carbazole alkaloids from Clausena anisata with antitumor promoting activity.
AID378931Inhibition of 12-O-tetradecanoylphorbol-13-acetate-induced EBV-early antigen activation in human Raji cells assessed as EA activation at 0.32 nmol relative to 12-O-tetradecanoylphorbol-13-acetate2000Journal of natural products, Jan, Volume: 63, Issue:1
New carbazole alkaloids from Clausena anisata with antitumor promoting activity.
AID634892Inhibition of PKCdelta phosphorylation at Ser643 in human HepG2 cells by Western blot analysis2012European 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.
AID634887Cell cycle arrest in human HepG2 cells assessed as effect on cytoplasmic Chk2 protein level at 16 uM after 24 hrs by Western blot analysis2012European 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.
AID378935Cytotoxicity against human Raji cells assessed as cell viability at 0.32 nmol by trypan blue assay2000Journal of natural products, Jan, Volume: 63, Issue:1
New carbazole alkaloids from Clausena anisata with antitumor promoting activity.
AID587893Cytotoxicity against human NCI-H187 by resazurin microplate assay2011Journal of natural products, Feb-25, Volume: 74, Issue:2
Claurailas A-D, cytotoxic carbazole alkaloids from the roots of Clausena harmandiana.
AID634890Cell cycle arrest in human L02 cells assessed as effect on Chk2 protein level in nucleus at 16 uM after 24 hrs by Western blot analysis2012European 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.
AID634891Cell cycle arrest in human L02 cells assessed as effect on cytoplasmic Chk2 protein level at 16 uM after 24 hrs by Western blot analysis2012European 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.
AID634806Inhibition of RhoA activation in human L02 cells assessed as decrease of membrane-associated protein level at 16 uM after 24 hrs by Western blot analysis2012European 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.
AID634886Cell cycle arrest in human HepG2 cells assessed as effect on Chk2 protein level in nucleus at 16 uM after 24 hrs by Western blot analysis2012European 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.
AID300122Cell cycle arrest in HCT116 cells by accumulation at G2/M phase at 100 uM after 72 hrs2007Bioorganic & medicinal chemistry, Aug-15, Volume: 15, Issue:16
Synthesis and antiproliferative activity of clausine E, mukonine, and koenoline bioisosteres.
AID634899Cytotoxicity against human HepG2 cells assessed as decrease in F-actin staining at 16 uM after 24 hrs using damine-phalloidin staining by confocal microscopy2012European 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.
AID300121Cell cycle arrest in HCT116 cells by accumulation at S phase at 100 uM after 72 hrs2007Bioorganic & medicinal chemistry, Aug-15, Volume: 15, Issue:16
Synthesis and antiproliferative activity of clausine E, mukonine, and koenoline bioisosteres.
[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's2 (40.00)29.6817
2010's3 (60.00)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: 13.13

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 Index13.13 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.92 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (13.13)

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
ellipticine
ellipticine : A organic heterotetracyclic compound that is pyrido[4,3-b]carbazole carrying two methyl substituents at positions 5 and 11.		2.0610indole alkaloid;
organic heterotetracyclic compound;
organonitrogen heterocyclic compound;
polycyclic heteroarene		antineoplastic agent;
plant metabolite
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.		2.0310nucleobase analogue;
organofluorine compound		antimetabolite;
antineoplastic agent;
environmental contaminant;
immunosuppressive agent;
radiosensitizing agent;
xenobiotic
xanthoxyletin
xanthoxyletin: structure in first source		2.0610coumarinsmetabolite
dictamnine
dictamnine: furanoquinoline alkaloid; crosslinks DNA in presence of ultraviolet light		2.0710alkaloid antibiotic;
organic heterotricyclic compound;
organonitrogen heterocyclic compound;
oxacycle
murrayanine
murrayanine: carbazole alkaloid from Murraya koenigii; structure in first source		2.0610carbazolesmetabolite
girinimbine
girinimbine: carbazole alkaloid		2.4720carbazolesmetabolite
gamma-fagarine
gamma-fagarine: active alkaloid of Chinese medicines from Dictamni radicis cortex (Rutaceae); structure given in first source		2.0710organic heterotricyclic compound;
organonitrogen heterocyclic compound;
oxacycle
7-methoxyheptaphylline
7-methoxyheptaphylline: cytotoxic carbazole alkaloid from the roots of Clausena harmandiana; structure in first source		2.0610carbazolesmetabolite
dentatin
dentatin: from Clausena excavata; structure in first source		2.0610coumarinsmetabolite
methyl carbazole-3-carboxylate
methyl carbazole-3-carboxylate: structure in first source		2.4320carbazoles
rottlerin
rottlerin: an angiogenesis inhibitor; an inhibitor of protein kinase Cdelta (PKCdelta) and calmodulin kinase III; RN refers to (E)-isomer; do not confuse this chalcone with an anthraquinone that is also called rottlerin (RN 481-72-1);. rottlerin : A chromenol that is 2,2-dimethyl-2H-chromene substituted by hydroxy groups at positions 5 and 7, a 3-acetyl-2,4,6-trihydroxy-5-methylbenzyl group at position 6 and a (1E)-3-oxo-1-phenylprop-1-en-3-yl group at position 8. A potassium channel opener, it is isolated from Mallotus philippensis.		2.0710aromatic ketone;
benzenetriol;
chromenol;
enone;
methyl ketone		anti-allergic agent;
antihypertensive agent;
antineoplastic agent;
apoptosis inducer;
K-ATP channel agonist;
metabolite
heptaphylline
heptaphylline: cytotoxic carbazole alkaloid from the roots of Clausena harmandiana; structure in first source		2.0610carbazolesmetabolite
ConditionIndicatedRelationship StrengthStudiesTrials