Page last updated: 2024-12-11

caulerpin

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

Description

caulerpin: pigment from green algae, Caulerpa lamourouxii; structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID5326018
CHEMBL ID377236
CHEBI ID80923
SCHEMBL ID13808752
MeSH IDM0040489

Synonyms (16)

Synonym
caulerpin
26612-48-6
nsc-719624
nsc719624
bdbm50184688
C17097
chebi:80923 ,
CHEMBL377236 ,
cycloocta(1,2-b:5,6-b')diindole-6,13-dicarboxylic acid, 5,12-dihydro-, dimethyl ester
SCHEMBL13808752
cycloocta[1,2-b:5,6-b']diindole-6,13-dicarboxylic acid, 5,12-dihydro-, dimethyl ester
Q27151423
dimethyl (1z,3z,12z,14z)-11,22-diazapentacyclo[13.7.0.04,12.05,10.016,21]docosa-1,3,5,7,9,12,14,16,18,20-decaene-2,13-dicarboxylate
dimethyl 5,12-dihydrocycloocta[1,2-b:5,6-b']diindole-6,13-dicarboxylate
dimethyl-6,13-dihydrodibenzo[b,i]phenazine-5,12-dicarboxylate
STARBLD0001353

Research Excerpts

Overview

Caulerpin is a bisindolic alkaloid that has been obtained from many species of the genus.

ExcerptReferenceRelevance
"Caulerpin is a bisindolic alkaloid that has been obtained from many species of the genus "( Microwave irradiation is a suitable method for caulerpin extraction from the green algae
Cantarino, SJ; Coutinho, R; Duarte, HM; Martinez, ST; Soares, AR, 2022
)
2.42
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Pathways (1)

PathwayProteinsCompounds
CAMKK2 pathway011

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Tyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)IC50 (µMol)3.77000.00053.49849.7600AID264979
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (27)

Processvia Protein(s)Taxonomy
positive regulation of JUN kinase activityTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
protein dephosphorylationTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
insulin receptor signaling pathwayTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
regulation of signal transductionTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
negative regulation of signal transductionTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
actin cytoskeleton organizationTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
regulation of endocytosisTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
negative regulation of vascular endothelial growth factor receptor signaling pathwayTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
endoplasmic reticulum unfolded protein responseTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
regulation of intracellular protein transportTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
cellular response to unfolded proteinTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
peptidyl-tyrosine dephosphorylationTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
platelet-derived growth factor receptor-beta signaling pathwayTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
IRE1-mediated unfolded protein responseTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
insulin receptor recyclingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
negative regulation of MAP kinase activityTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
negative regulation of insulin receptor signaling pathwayTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
regulation of type I interferon-mediated signaling pathwayTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
growth hormone receptor signaling pathway via JAK-STATTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
positive regulation of protein tyrosine kinase activityTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
negative regulation of ERK1 and ERK2 cascadeTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
regulation of hepatocyte growth factor receptor signaling pathwayTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
negative regulation of endoplasmic reticulum stress-induced intrinsic apoptotic signaling pathwayTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
positive regulation of IRE1-mediated unfolded protein responseTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
negative regulation of PERK-mediated unfolded protein responseTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
peptidyl-tyrosine dephosphorylation involved in inactivation of protein kinase activityTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
positive regulation of receptor catabolic processTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (12)

Processvia Protein(s)Taxonomy
RNA bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
protein tyrosine phosphatase activityTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
insulin receptor bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
protein bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
zinc ion bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
enzyme bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
protein kinase bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
receptor tyrosine kinase bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
cadherin bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
ephrin receptor bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
protein phosphatase 2A bindingTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
non-membrane spanning protein tyrosine phosphatase activityTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (11)

Processvia Protein(s)Taxonomy
plasma membraneTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
cytoplasmTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
mitochondrial matrixTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
early endosomeTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
endoplasmic reticulumTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
cytosolTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
mitochondrial cristaTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
endosome lumenTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
sorting endosomeTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
cytoplasmic side of endoplasmic reticulum membraneTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
protein-containing complexTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
endoplasmic reticulumTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
cytoplasmTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
early endosomeTyrosine-protein phosphatase non-receptor type 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (44)

Assay IDTitleYearJournalArticle
AID468785Inhibition of cell migration in human MDA-MB-231 cells under hypoxic conditions after 22 hrs by wound-healing assay2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID468784Inhibition of cell migration in human MDA-MB-231 cells under normoxic conditions after 22 hrs by wound-healing assay2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID468802Inhibition of electron transport protein complex 3 in human T47D cells assessed as decrease in oxygen consumption at 30 uM pretreated for 2 hrs before succinate addition by mitochondrial respiration assay2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID468221Inhibition of 1,10-phenanthroline-induced HIF1 activation in human T47D cells at 1 uM after 16 hrs by pTK-HRE3-luciferase reporter gene assay2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID468235Antiangiogenic activity in human HUVEC cells assessed as inhibition of normoxic T47D cell-conditioned media-induced tube formation at 30 uM after 18 hrs by Matrigel based tube formation assay2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID468219Inhibition of electron transport protein complex 1 in digitonin-permeabilized human T47D cells assessed as decrease in oxygen consumption at 30 uM by mitochondrial respiration assay2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID468795Inhibition of hypoxia-induced nuclear HIF1beta accumulation in human T47D cells at 10 uM after 4 hrs by Western blot analysis2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID468803Inhibition of electron transport protein complex 4 in human T47D cells assessed as decrease in oxygen consumption at 30 uM pretreated for 2 hrs before TMPD/ascorbate addition by mitochondrial respiration assay2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID468786Cytotoxicity against human MDA-MB-231 cells under hypoxic conditions up to 30 uM after 22 hrs by neutral red method2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID468800Inhibition of electron transport protein complex 1 in human T47D cells assessed as decrease in oxygen consumption at 30 uM pretreated for 2 hrs before malate and pyruvate addition by mitochondrial respiration assay2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID468229Inhibition of 1,10-phenanthroline-induced VEGF mRNA expression in human T47D cells at 30 uM after 16 hrs by RT-PCR2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID468225Inhibition of hypoxia-induced VEGF mRNA expression in human T47D cells at 30 uM after 16 hrs by RT-PCR2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID468793Inhibition of hypoxia-induced nuclear HIF1alpha accumulation in human T47D cells at 10 uM after 4 hrs by Western blot analysis2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID468216Cytotoxicity against human MDA-MB-231 cells up to 30 uM after 22 hrs by neutral red method2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID468218Antiangiogenic activity in human HUVEC cells assessed as decrease in tube length up to 30 uM after 18 hrs by Matrigel based tube formation assay2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID468798Inhibition of electron transport protein complex 1 in human T47D cells assessed as reduction of oxygen consumption at 30 uM pretreated for 2 hrs relative to untreated control2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID468220Inhibition of 1,10-phenanthroline-induced HIF1 activation in human T47D cells after 16 hrs by pTK-HRE3-luciferase reporter gene assay2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID468217Inhibition of hypoxia-induced HIF1 activation in human T47D cells after 16 hrs by pTK-HRE3-luciferase reporter gene assay2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID264979Inhibition of human PTP1B2006Bioorganic & medicinal chemistry letters, Jun-01, Volume: 16, Issue:11
Two novel aromatic valerenane-type sesquiterpenes from the Chinese green alga Caulerpa taxifolia.
AID468801Inhibition of electron transport protein complex 2 in human T47D cells assessed as decrease in oxygen consumption at 30 uM pretreated for 2 hrs before succinate addition by mitochondrial respiration assay2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID468234Antiangiogenic activity in human HUVEC cells assessed as inhibition of hypoxic T47D cell-conditioned media-induced tube formation at 30 uM after 18 hrs by Matrigel based tube formation assay2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID468222Inhibition of hypoxia-induced HIF1 activation in human T47D cells at 1 uM after 16 hrs by pTK-HRE3-luciferase reporter gene assay2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID468790Growth inhibition of human MCF7 cells at 1 uM to 30 uM after 48 hrs by sulforhodamine B assay2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID468226Inhibition of hypoxia-induced GLUT1 mRNA expression in human T47D cells at 30 uM after 16 hrs by RT-PCR2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID468791Growth inhibition of human PC3 cells at 30 uM after 48 hrs by sulforhodamine B assay2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID468787Growth inhibition of human MDA-MB-231 cells at 1 uM to 30 uM after 48 hrs by sulforhodamine B assay2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID468804Inhibition of cellular respiration in human T47D cells assessed as oxygen consumption2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID468797Inhibition of electron transport protein complex 1 in human T47D cells assessed as reduction of oxygen consumption at 30 uM2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID468223Cytotoxicity against human T47D cells under hypoxic conditions at 30 uM after 16 hrs2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID468789Growth inhibition of human T47D cells at 1 uM to 30 uM after 48 hrs by sulforhodamine B assay2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID468788Growth inhibition of human DU145 cells at 1 uM to 30 uM after 48 hrs by sulforhodamine B assay2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID468227Inhibition of hypoxia-induced VEGF mRNA expression in human T47D cells at 10 uM after 16 hrs by RT-PCR2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID468232Inhibition of secreted VEGF protein level in human T47D cells under normoxic conditions at 10 uM after 16 hrs by ELISA2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID468459Antiangiogenic activity in human HUVEC cells assessed as decrease in branch point number up to 30 uM after 18 hrs by Matrigel based tube formation assay2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID468228Inhibition of hypoxia-induced GLUT1 mRNA expression in human T47D cells at 10 uM after 16 hrs by RT-PCR2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID1601819Antimycobacterial activity against Mycobacterium tuberculosis H37Rv2019European journal of medicinal chemistry, Mar-01, Volume: 165Marine natural products as potential anti-tubercular agents.
AID468233Antiangiogenic activity in human HUVEC cells assessed as inhibition of hypoxic T47D cell-conditioned media-induced tube formation at 10 uM after 18 hrs by Matrigel based tube formation assay2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID468231Inhibition of hypoxia-induced secreted VEGF protein level in human T47D cells at 10 uM after 16 hrs by ELISA2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID468794Inhibition of 1,10-phenanthroline-induced nuclear HIF1alpha accumulation in human T47D cells at 10 uM after 4 hrs by Western blot analysis2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID468224Effect on luciferase expression in hypoxia-stimulated human T47D cells expressing pGL3 construct at 30 uM after 16 hrs by reporter gene assay2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID468792Growth inhibition of human HMEC cells up to 30 uM after 48 hrs by sulforhodamine B assay2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID468230Inhibition of 1,10-phenanthroline-induced GLUT1 mRNA expression in human T47D cells at 30 uM after 16 hrs by RT-PCR2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID468799Inhibition of electron transport protein complex 1 in digitonin-induced permeable human T47D cells assessed as reduction of oxygen consumption at 30 uM relative to control2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
AID468796Inhibition of electron transport protein complex 1 in human T47D cells assessed as reduction of oxygen consumption at 10 uM2009Journal of natural products, Dec, Volume: 72, Issue:12
The Caulerpa pigment caulerpin inhibits HIF-1 activation and mitochondrial respiration.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (25)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's5 (20.00)29.6817
2010's16 (64.00)24.3611
2020's4 (16.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 30.48

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.

MetricThis Compound (vs All)
Research Demand Index30.48 (24.57)
Research Supply Index3.26 (2.92)
Research Growth Index5.38 (4.65)
Search Engine Demand Index36.71 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (30.48)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews3 (12.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other22 (88.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]