Compounds > cycloviolacin o2
Page last updated: 2024-11-13

cycloviolacin o2

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Description

cycloviolacin O2: macrocyclic peptide (cyclotide) from the two violets, Viola arvensis Murr. and Viola odorata (Violaceae); amino acid sequence in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

FloraRankFlora DefinitionFamilyFamily Definition
ViolagenusA plant genus of the family VIOLACEAE. Some species in this genus are called bouncing bet which is a common name more often used with SAPONARIA OFFICINALIS. Members contain macrocyclic peptides.[MeSH]ViolaceaeA plant family of the order Violales, subclass Dilleniidae, class Magnoliopsida.[MeSH]
Viola odorataspecies[no description available]ViolaceaeA plant family of the order Violales, subclass Dilleniidae, class Magnoliopsida.[MeSH]
Viola arvensisspecies[no description available]ViolaceaeA plant family of the order Violales, subclass Dilleniidae, class Magnoliopsida.[MeSH]
ViolagenusA plant genus of the family VIOLACEAE. Some species in this genus are called bouncing bet which is a common name more often used with SAPONARIA OFFICINALIS. Members contain macrocyclic peptides.[MeSH]ViolaceaeA plant family of the order Violales, subclass Dilleniidae, class Magnoliopsida.[MeSH]
Viola odorataspecies[no description available]ViolaceaeA plant family of the order Violales, subclass Dilleniidae, class Magnoliopsida.[MeSH]
Viola arvensisspecies[no description available]ViolaceaeA plant family of the order Violales, subclass Dilleniidae, class Magnoliopsida.[MeSH]

Cross-References

ID SourceID
PubMed CID119026029
CHEMBL ID4210529
CHEMBL ID4285275
MeSH IDM0448664
PubMed CID139033098
MeSH IDM0448664

Synonyms (10)

Synonym
bdbm50452159
chembl4210529 ,
261714-23-2
cycloviolacin-o2
IHB9R8ET7W ,
cyclo(gly-ile-pro-cys-gly-glu-ser-cys-val-trp-ile-pro-cys-ile-ser-ser-ala-ile-gly-cys-ser-cys-lys-ser-lys-val-cys-tyr-arg-asn) 4->18,6->22, 11->27 trisdisulfide
unii-ihb9r8et7w
CHEMBL4285275
cycloviolacin o2
Q27280731

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" At a sub-lethal concentration, cycloviolacin O2 and vaby D gave a bell-shaped dose-response curve for their DNA-damaging effect."( Genotoxicity and cellular uptake of cyclotides: evidence for multiple modes of action.
Burman, R; Göransson, U; Hellman, B; Yeshak, MY, 2012)		0.38
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Cationic trypsinBos taurus (cattle)Ki0.00000.00001.07539.0000AID1367774
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (2)

Processvia Protein(s)Taxonomy
proteolysisCationic trypsinBos taurus (cattle)
digestionCationic trypsinBos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (5)

Processvia Protein(s)Taxonomy
endopeptidase activityCationic trypsinBos taurus (cattle)
serine-type endopeptidase activityCationic trypsinBos taurus (cattle)
protein bindingCationic trypsinBos taurus (cattle)
metal ion bindingCationic trypsinBos taurus (cattle)
serpin family protein bindingCationic trypsinBos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (1)

Processvia Protein(s)Taxonomy
serine protease inhibitor complexCationic trypsinBos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (34)

Assay IDTitleYearJournalArticle
AID1825330Cytotoxicity against human SH-SY5Y cells assessed as TMZ-induced cell death at 2.15 uM cotreated with 54.05 uM of TMZ incubated upto 72 hrs by MTT assay2022Journal of natural products, 01-28, Volume: 85, Issue:1
Cyclotides Chemosensitize Glioblastoma Cells to Temozolomide.
AID1423351Cytotoxicity against human HT-29 after 24 hrs by MTT assay2018Journal of natural products, 11-26, Volume: 81, Issue:11
Discovery and Characterization of Cyclotides from Rinorea Species.
AID1660348Cytotoxicty against human HeLa cells after 24 hrs by MTT assay2020Journal of natural products, 06-26, Volume: 83, Issue:6
Exploring the Sequence Diversity of Cyclotides from Vietnamese
AID1825312Cytotoxicity against human U-87 MG cells assessed as TMZ-induced cell death at 4.4 uM cotreated with 352 uM of TMZ measured after 72 hrs by phase contrast microscopy2022Journal of natural products, 01-28, Volume: 85, Issue:1
Cyclotides Chemosensitize Glioblastoma Cells to Temozolomide.
AID1423349Cytotoxicity against human MM96L after 24 hrs by MTT assay2018Journal of natural products, 11-26, Volume: 81, Issue:11
Discovery and Characterization of Cyclotides from Rinorea Species.
AID1825345Effect on cell morphology in human U-87 MG cells at 4.4 uM cotreated with 352 uM of TMZ measured after 72 hrs by phase contrast microscopy2022Journal of natural products, 01-28, Volume: 85, Issue:1
Cyclotides Chemosensitize Glioblastoma Cells to Temozolomide.
AID1825325Cytotoxicity against human U-87 MG cells assessed as cell viability at 5 uM upto 72 hrs by MTT assay2022Journal of natural products, 01-28, Volume: 85, Issue:1
Cyclotides Chemosensitize Glioblastoma Cells to Temozolomide.
AID1660350Hemolytic activity in human red blood cells after 1 hr2020Journal of natural products, 06-26, Volume: 83, Issue:6
Exploring the Sequence Diversity of Cyclotides from Vietnamese
AID1423350Cytotoxicity against human MDA-MB-231 after 24 hrs by MTT assay2018Journal of natural products, 11-26, Volume: 81, Issue:11
Discovery and Characterization of Cyclotides from Rinorea Species.
AID1825336Induction of morphological changes in human U-87 MG cells assessed as appearance of shrunken cell bodies at 4.4 uM measured after 72 hrs by phase contrast microscopy2022Journal of natural products, 01-28, Volume: 85, Issue:1
Cyclotides Chemosensitize Glioblastoma Cells to Temozolomide.
AID1825337Induction of morphological changes in human U-87 MG cells assessed as membrane blebbing at 4.4 uM measured after 72 hrs by phase contrast microscopy2022Journal of natural products, 01-28, Volume: 85, Issue:1
Cyclotides Chemosensitize Glioblastoma Cells to Temozolomide.
AID1423347Cytotoxicity against HUVEC after 24 hrs by MTT assay2018Journal of natural products, 11-26, Volume: 81, Issue:11
Discovery and Characterization of Cyclotides from Rinorea Species.
AID1753191Cytotoxicity against human PC-3 cells assessed as decrease in cell viability measured after 24 hrs by MTT assay2021Journal of natural products, 02-26, Volume: 84, Issue:2
In Planta Discovery and Chemical Synthesis of Bracelet Cystine Knot Peptides from
AID1825314Cytotoxicity against human U-87 MG cells by sulforhodamine B assay2022Journal of natural products, 01-28, Volume: 85, Issue:1
Cyclotides Chemosensitize Glioblastoma Cells to Temozolomide.
AID1825311Cytotoxicity against human SH-SY5Y cells using best fit nonlinear regression analysis2022Journal of natural products, 01-28, Volume: 85, Issue:1
Cyclotides Chemosensitize Glioblastoma Cells to Temozolomide.
AID1825321Cytotoxicity against human SH-SY5Y cells assessed as cell viability using raw interpretation method2022Journal of natural products, 01-28, Volume: 85, Issue:1
Cyclotides Chemosensitize Glioblastoma Cells to Temozolomide.
AID1825313Cytotoxicity against human U-251 cells by sulforhodamine B assay2022Journal of natural products, 01-28, Volume: 85, Issue:1
Cyclotides Chemosensitize Glioblastoma Cells to Temozolomide.
AID1825332Cytotoxicity against human U-87 MG cells assessed as TMZ-induced cell death at 4.5 uM cotreated with 352 to 1408 uM of TMZ incubated upto 72 hrs by MTT assay2022Journal of natural products, 01-28, Volume: 85, Issue:1
Cyclotides Chemosensitize Glioblastoma Cells to Temozolomide.
AID1753193Cytotoxicity against HUVEC cells assessed as decrease in cell viability measured after 24 hrs by MTT assay2021Journal of natural products, 02-26, Volume: 84, Issue:2
In Planta Discovery and Chemical Synthesis of Bracelet Cystine Knot Peptides from
AID1825328Cytotoxicity against human SH-SY5Y cells assessed as TMZ-induced cell death at 0.27 to 2.15 uM cotreated with 216.2 uM of TMZ incubated upto 72 hrs by MTT assay2022Journal of natural products, 01-28, Volume: 85, Issue:1
Cyclotides Chemosensitize Glioblastoma Cells to Temozolomide.
AID1660349Cytotoxicty against HUVEC after 24 hrs by MTT assay2020Journal of natural products, 06-26, Volume: 83, Issue:6
Exploring the Sequence Diversity of Cyclotides from Vietnamese
AID1825323Cytotoxicity against human U-87 MG cells using best fit nonlinear regression analysis2022Journal of natural products, 01-28, Volume: 85, Issue:1
Cyclotides Chemosensitize Glioblastoma Cells to Temozolomide.
AID1825338Induction of morphological changes in human U-87 MG cells assessed as cell death at 4.4 uM cotreated with 352 uM of TMZ measured after 72 hrs by phase contrast microscopy2022Journal of natural products, 01-28, Volume: 85, Issue:1
Cyclotides Chemosensitize Glioblastoma Cells to Temozolomide.
AID1825329Cytotoxicity against human SH-SY5Y cells assessed as TMZ-induced cell death at 2.15 uM cotreated with 108.1 uM of TMZ incubated upto 72 hrs by MTT assay2022Journal of natural products, 01-28, Volume: 85, Issue:1
Cyclotides Chemosensitize Glioblastoma Cells to Temozolomide.
AID1825340Induction of morphological changes in human U-87 MG cells assessed as membrane blebbing at 4.4 uM cotreated with 352 uM of TMZ measured after 72 hrs by phase contrast microscopy2022Journal of natural products, 01-28, Volume: 85, Issue:1
Cyclotides Chemosensitize Glioblastoma Cells to Temozolomide.
AID1825339Induction of morphological changes in human U-87 MG cells assessed as swollen nuclei at 4.4 uM cotreated with 352 uM of TMZ measured after 72 hrs by phase contrast microscopy2022Journal of natural products, 01-28, Volume: 85, Issue:1
Cyclotides Chemosensitize Glioblastoma Cells to Temozolomide.
AID1753194Hemolytic activity against human RBC incubated for 1 hr2021Journal of natural products, 02-26, Volume: 84, Issue:2
In Planta Discovery and Chemical Synthesis of Bracelet Cystine Knot Peptides from
AID1423348Cytotoxicity against human HFF1 after 24 hrs by MTT assay2018Journal of natural products, 11-26, Volume: 81, Issue:11
Discovery and Characterization of Cyclotides from Rinorea Species.
AID1753192Cytotoxicity against human MDA-MB-231 cells assessed as decrease in cell viability measured after 24 hrs by MTT assay2021Journal of natural products, 02-26, Volume: 84, Issue:2
In Planta Discovery and Chemical Synthesis of Bracelet Cystine Knot Peptides from
AID1423352Hemolytic activity against human RBC after 1 hr2018Journal of natural products, 11-26, Volume: 81, Issue:11
Discovery and Characterization of Cyclotides from Rinorea Species.
AID1825322Cytotoxicity against human U-87 MG cells assessed as cell viability using raw interpretation method2022Journal of natural products, 01-28, Volume: 85, Issue:1
Cyclotides Chemosensitize Glioblastoma Cells to Temozolomide.
AID1660347Cytotoxicty against human PC3 cells after 24 hrs by MTT assay2020Journal of natural products, 06-26, Volume: 83, Issue:6
Exploring the Sequence Diversity of Cyclotides from Vietnamese
AID1825324Cytotoxicity against human SH-SY5Y cells assessed as cell viability at 5 uM upto 72 hrs by MTT assay2022Journal of natural products, 01-28, Volume: 85, Issue:1
Cyclotides Chemosensitize Glioblastoma Cells to Temozolomide.
AID1367774Inhibition of bovine beta-trypsin incubated for 5 mins using BAPNA as substrate by colorimetric assay2017Bioorganic & medicinal chemistry letters, 12-01, Volume: 27, Issue:23
Cyclotides, a versatile ultrastable micro-protein scaffold for biotechnological applications.
[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's7 (28.00)29.6817
2010's15 (60.00)24.3611
2020's3 (12.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Trials0 (0.00%)5.53%
Reviews1 (20.00%)6.00%
Reviews1 (4.76%)6.00%
Case Studies0 (0.00%)4.05%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Observational0 (0.00%)0.25%
Other4 (80.00%)84.16%
Other20 (95.24%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
temozolomide
[no description available]		2.4110imidazotetrazine;
monocarboxylic acid amide;
triazene derivative		alkylating agent;
antineoplastic agent;
prodrug
paclitaxel
Taxus: Genus of coniferous yew trees or shrubs, several species of which have medicinal uses. Notable is the Pacific yew, Taxus brevifolia, which is used to make the anti-neoplastic drug taxol (PACLITAXEL).		2.1710taxane diterpenoid;
tetracyclic diterpenoid		antineoplastic agent;
human metabolite;
metabolite;
microtubule-stabilising agent
forapin
Forapin: used as ointment for treatment of myositis & arthritis; contains bee venom, salicylate, nicotinate & vanillylnonamide		2.1710peptidyl amide;
polypeptide		animal metabolite;
antineoplastic agent;
apoptosis inducer;
EC 2.7.11.13 (protein kinase C) inhibitor;
hepatoprotective agent;
neuroprotective agent;
venom
cycloviolacin o13
cycloviolacin O13: amino acid sequence in first source		2.7220
phosphorylcholine
Phosphorylcholine: Calcium and magnesium salts used therapeutically in hepatobiliary dysfunction.. phosphocholine : The phosphate of choline; and the parent compound of the phosphocholine family.		2.0510phosphocholinesallergen;
epitope;
hapten;
human metabolite;
mouse metabolite
erythrosine
Fluoresceins: A family of spiro(isobenzofuran-1(3H),9'-(9H)xanthen)-3-one derivatives. These are used as dyes, as indicators for various metals, and as fluorescent labels in immunoassays.		2.0310
manganese
Manganese: A trace element with atomic symbol Mn, atomic number 25, and atomic weight 54.94. It is concentrated in cell mitochondria, mostly in the pituitary gland, liver, pancreas, kidney, and bone, influences the synthesis of mucopolysaccharides, stimulates hepatic synthesis of cholesterol and fatty acids, and is a cofactor in many enzymes, including arginase and alkaline phosphatase in the liver. (From AMA Drug Evaluations Annual 1992, p2035). manganese(4+) : A manganese cation that is monoatomic and has a formal charge of +4.		2.0510elemental manganese;
manganese group element atom		Escherichia coli metabolite;
micronutrient
glutamic acid
Glutamic Acid: A non-essential amino acid naturally occurring in the L-form. Glutamic acid is the most common excitatory neurotransmitter in the CENTRAL NERVOUS SYSTEM.. glutamic acid : An alpha-amino acid that is glutaric acid bearing a single amino substituent at position 2.		7.4420glutamic acid;
glutamine family amino acid;
L-alpha-amino acid;
proteinogenic amino acid		Escherichia coli metabolite;
ferroptosis inducer;
micronutrient;
mouse metabolite;
neurotransmitter;
nutraceutical
dodecylphosphocholine
dodecylphosphocholine: phospholipase A2 inhibitor; RN refers to chloride. dodecylphosphocholine : A phosphocholine that is the monododecyl ester of phosphocholine		2.0510phosphocholinesdetergent
5-doxylstearate
[no description available]		2.0510aminoxyls
cystine
[no description available]		7.0410
kalata b1
kalata B1: a 29-residue cyclotide which has a cystine knot structure and beta-sheet; causes uterine contraction; the principal active component from Oldenlandia affinis; amino acid sequence given in first source		4.4360
kalata b2
kalata B2: conformation in first source		2.4820
ConditionIndicatedRelationship StrengthStudiesTrials
Extravascular Hemolysis
[description not available]		02.8330
Hemolysis
The destruction of ERYTHROCYTES by many different causal agents such as antibodies, bacteria, chemicals, temperature, and changes in tonicity.		02.8330
Benign Neoplasms, Brain
[description not available]		02.4110
Astrocytoma, Grade IV
[description not available]		02.4110
Brain Neoplasms
Neoplasms of the intracranial components of the central nervous system, including the cerebral hemispheres, basal ganglia, hypothalamus, thalamus, brain stem, and cerebellum. Brain neoplasms are subdivided into primary (originating from brain tissue) and secondary (i.e., metastatic) forms. Primary neoplasms are subdivided into benign and malignant forms. In general, brain tumors may also be classified by age of onset, histologic type, or presenting location in the brain.		02.4110
Glioblastoma
A malignant form of astrocytoma histologically characterized by pleomorphism of cells, nuclear atypia, microhemorrhage, and necrosis. They may arise in any region of the central nervous system, with a predilection for the cerebral hemispheres, basal ganglia, and commissural pathways. Clinical presentation most frequently occurs in the fifth or sixth decade of life with focal neurologic signs or seizures.		02.4110
Acinetobacter Infections
Infections with bacteria of the genus ACINETOBACTER.		02.1510
Benign Neoplasms
[description not available]		02.4620
Neoplasms
New abnormal growth of tissue. Malignant neoplasms show a greater degree of anaplasia and have the properties of invasion and metastasis, compared to benign neoplasms.		02.4620
Germinoblastoma
[description not available]		02.0310
Lymphoma
A general term for various neoplastic diseases of the lymphoid tissue.		02.0310