Compounds > isorhyncophylline
Page last updated: 2024-12-10

isorhyncophylline

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

Cross-References

ID SourceID
PubMed CID3037048
CHEMBL ID480521
CHEBI ID70071
SCHEMBL ID23259272
MeSH IDM0149537

Synonyms (38)

Synonym
smr000470794
MLS000728608
isorhynchophylline
(16e,20-alpha)-16,17-didehydro-17-methoxy-2-oxo-corynoxan-16-carboxylic acid
corynoxan-16-carboxylic acid, 16,17-didehydro-17-methoxy-2-oxo-, methyl ester, (16e,20-alpha)-
7-isorhyncophylline
C16980
6859-01-4
chebi:70071 ,
CHEMBL480521
methyl (e)-2-[(3s,6'r,7's,8'as)-6'-ethyl-2-oxospiro[1h-indole-3,1'-3,5,6,7,8,8a-hexahydro-2h-indolizine]-7'-yl]-3-methoxyprop-2-enoate
7f4p99khlj ,
unii-7f4p99khlj
HMS2267O23
S9310
isorhychophylline
isorhynchophylline (constituent of cat's claw) [dsc]
spiro(3h-indole-3,1'(5'h)-indolizine)-7'-acetic acid, 6'-ethyl-1,2,2',3',6',7',8',8'a-octahydro-.alpha.-(methoxymethylene)-2-oxo-, methyl ester, (.alpha.e,1's,6'r,7's,8'as)-
corynoxan-16-carboxylic acid, 16,17-didehydro-17-methoxy-2-oxo-, methyl ester, (16e,20.alpha.)-
CS-3805
Q-100013
HY-N0766
AKOS025402306
AC-7996
bp0799
Q27138409
methyl (2e)-2-[(3s,6'r,7's,8'as)-6'-ethyl-2-oxo-1,2,3',5',6',7',8',8'a-octahydro-2'h-spiro[indole-3,1'-indolizin]-7'-yl]-3-methoxyprop-2-enoate
AS-75287
HMS3886F22
CCG-268459
isorhy
SCHEMBL23259272
spiro[3h-indole-3,1'(5'h)-indolizine]-7'-acetic acid,6'-ethyl-1,2,2',3',6',7',8',8'a-octahydro-a-(methoxymethylene)-2-oxo-,methyl ester, (ae,1's,6'r,7's,8'as)-
rel-methyl (e)-2-((3s,6'r,7's,8a's)-6'-ethyl-2-oxo-2',3',6',7',8',8a'-hexahydro-5'h-spiro[indoline-3,1'-indolizin]-7'-yl)-3-methoxyacrylate
bdbm50531282
spiro(3h-indole-3,1'(5'h)-indolizine)-7'-acetic acid, 6'-ethyl-1,2,2',3',6',7',8',8'a-octahydro-alpha-(methoxymethylene)-2-oxo-, methyl ester, (alphae,1's,6'r,7's,8'as)-
corynoxan-16-carboxylic acid, 16,17-didehydro-17-methoxy-2-oxo-, methyl ester, (16e,20alpha)-
isorhynchophylline (constituent of cat's claw)
[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
indolizines
[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 Targets (1)

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
5-hydroxytryptamine receptor 1AHomo sapiens (human)EC50 (µMol)2.00000.00010.25718.0000AID1617782
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (15)

Processvia Protein(s)Taxonomy
behavioral fear response5-hydroxytryptamine receptor 1AHomo sapiens (human)
G protein-coupled receptor signaling pathway5-hydroxytryptamine receptor 1AHomo sapiens (human)
adenylate cyclase-inhibiting serotonin receptor signaling pathway5-hydroxytryptamine receptor 1AHomo sapiens (human)
serotonin receptor signaling pathway5-hydroxytryptamine receptor 1AHomo sapiens (human)
gamma-aminobutyric acid signaling pathway5-hydroxytryptamine receptor 1AHomo sapiens (human)
positive regulation of cell population proliferation5-hydroxytryptamine receptor 1AHomo sapiens (human)
regulation of serotonin secretion5-hydroxytryptamine receptor 1AHomo sapiens (human)
regulation of vasoconstriction5-hydroxytryptamine receptor 1AHomo sapiens (human)
exploration behavior5-hydroxytryptamine receptor 1AHomo sapiens (human)
regulation of dopamine metabolic process5-hydroxytryptamine receptor 1AHomo sapiens (human)
serotonin metabolic process5-hydroxytryptamine receptor 1AHomo sapiens (human)
regulation of hormone secretion5-hydroxytryptamine receptor 1AHomo sapiens (human)
regulation of behavior5-hydroxytryptamine receptor 1AHomo sapiens (human)
chemical synaptic transmission5-hydroxytryptamine receptor 1AHomo sapiens (human)
G protein-coupled receptor signaling pathway, coupled to cyclic nucleotide second messenger5-hydroxytryptamine receptor 1AHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (5)

Processvia Protein(s)Taxonomy
G protein-coupled serotonin receptor activity5-hydroxytryptamine receptor 1AHomo sapiens (human)
protein binding5-hydroxytryptamine receptor 1AHomo sapiens (human)
receptor-receptor interaction5-hydroxytryptamine receptor 1AHomo sapiens (human)
neurotransmitter receptor activity5-hydroxytryptamine receptor 1AHomo sapiens (human)
serotonin binding5-hydroxytryptamine receptor 1AHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (3)

Processvia Protein(s)Taxonomy
plasma membrane5-hydroxytryptamine receptor 1AHomo sapiens (human)
synapse5-hydroxytryptamine receptor 1AHomo sapiens (human)
plasma membrane5-hydroxytryptamine receptor 1AHomo sapiens (human)
dendrite5-hydroxytryptamine receptor 1AHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (24)

Assay IDTitleYearJournalArticle
AID340405Cell viability of rat cortical microglial cells after 48 hrs by MTT assay2008Journal of natural products, Jul, Volume: 71, Issue:7
Alkaloids from the leaves of Uncaria rhynchophylla and their inhibitory activity on NO production in lipopolysaccharide-activated microglia.
AID568587Vasodilatory activity in Sprague-Dawley rat thoracic aorta smooth muscle assessed as inhibition of phenylephrine-induced vasoconstriction2011Journal of natural products, Jan-28, Volume: 74, Issue:1
Macrophyllionium and macrophyllines A and B, oxindole alkaloids from Uncaria macrophylla.
AID568586Cytotoxicity against human SW480 cells after 48 hrs by MTT assay2011Journal of natural products, Jan-28, Volume: 74, Issue:1
Macrophyllionium and macrophyllines A and B, oxindole alkaloids from Uncaria macrophylla.
AID340408Inhibition of LPS-stimulated NO release in rat cortical microglial cells assessed as nitrite accumulation at 10 ug/ml after 48 hrs relative to LPS2008Journal of natural products, Jul, Volume: 71, Issue:7
Alkaloids from the leaves of Uncaria rhynchophylla and their inhibitory activity on NO production in lipopolysaccharide-activated microglia.
AID340406Inhibition of NO release in rat cortical microglial cells2008Journal of natural products, Jul, Volume: 71, Issue:7
Alkaloids from the leaves of Uncaria rhynchophylla and their inhibitory activity on NO production in lipopolysaccharide-activated microglia.
AID568588Vasodilatory activity in Sprague-Dawley rat thoracic aorta smooth muscle assessed as inhibition of KCL-induced vasoconstriction2011Journal of natural products, Jan-28, Volume: 74, Issue:1
Macrophyllionium and macrophyllines A and B, oxindole alkaloids from Uncaria macrophylla.
AID1617782Agonist activity at human 5HT1A receptor expressed in CHOK1 cells incubated for 16 hrs followed by forskolin-stimulation and measured after 2 hrs by dual-glo luciferase reporter gene assay2019Journal of natural products, 12-27, Volume: 82, Issue:12
Uncarialins A-I, Monoterpenoid Indole Alkaloids from
AID568585Cytotoxicity against human HL60 cells after 48 hrs by MTT assay2011Journal of natural products, Jan-28, Volume: 74, Issue:1
Macrophyllionium and macrophyllines A and B, oxindole alkaloids from Uncaria macrophylla.
AID340409Inhibition of LPS-stimulated NO release in rat cortical microglial cells assessed as nitrite accumulation after 48 hrs2008Journal of natural products, Jul, Volume: 71, Issue:7
Alkaloids from the leaves of Uncaria rhynchophylla and their inhibitory activity on NO production in lipopolysaccharide-activated microglia.
AID340410Inhibition of LPS-stimulated NO release in rat cortical microglial cells assessed as nitrite accumulation at 100 ug/ml after 48 hrs relative to LPS2008Journal of natural products, Jul, Volume: 71, Issue:7
Alkaloids from the leaves of Uncaria rhynchophylla and their inhibitory activity on NO production in lipopolysaccharide-activated microglia.
AID1862312Inhibition of Hen egg white lysozyme fibril formation by Thioflavin T spectroscopic assay relative to control2022European journal of medicinal chemistry, Oct-05, Volume: 240Regioselective pyrrolizidine bis-spirooxindoles as efficient anti-amyloidogenic agents.
AID340404Cell viability of LPS-stimulated rat cortical microglial cells after 48 hrs by MTT assay2008Journal of natural products, Jul, Volume: 71, Issue:7
Alkaloids from the leaves of Uncaria rhynchophylla and their inhibitory activity on NO production in lipopolysaccharide-activated microglia.
AID340407Inhibition of LPS-stimulated NO release in rat cortical microglial cells assessed as nitrite accumulation at 1 ug/ml after 48 hrs relative to LPS2008Journal of natural products, Jul, Volume: 71, Issue:7
Alkaloids from the leaves of Uncaria rhynchophylla and their inhibitory activity on NO production in lipopolysaccharide-activated microglia.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2006Cytometry. 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.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID1745845Primary qHTS for Inhibitors of ATXN expression
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2006Cytometry. 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.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2006Cytometry. 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.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID651635Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (8)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's2 (25.00)29.6817
2010's4 (50.00)24.3611
2020's2 (25.00)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%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other8 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
verapamil
Verapamil: A calcium channel blocker that is a class IV anti-arrhythmia agent.. verapamil : A racemate comprising equimolar amounts of dexverapamil and (S)-verapamil. An L-type calcium channel blocker of the phenylalkylamine class, it is used (particularly as the hydrochloride salt) in the treatment of hypertension, angina pectoris and cardiac arrhythmia, and as a preventive medication for migraine.. 2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile : A tertiary amino compound that is 3,4-dimethoxyphenylethylamine in which the hydrogens attached to the nitrogen are replaced by a methyl group and a 4-cyano-4-(3,4-dimethoxyphenyl)-5-methylhexyl group.		2.0610aromatic ether;
nitrile;
polyether;
tertiary amino compound
epigallocatechin gallate
epigallocatechin gallate: a steroid 5alpha-reductase inhibitor and antimutagen in green tea (Camellia sinensis). (-)-epigallocatechin 3-gallate : A gallate ester obtained by the formal condensation of gallic acid with the (3R)-hydroxy group of (-)-epigallocatechin.		2.4110flavans;
gallate ester;
polyphenol		antineoplastic agent;
antioxidant;
apoptosis inducer;
geroprotector;
Hsp90 inhibitor;
neuroprotective agent;
plant metabolite
tetrahydroalstonine
tetrahydroalstonine : A heteropentacyclic compound that is (20alpha)-16,17-didehydro-18-oxayohimban which is substituted at position 16 by a methoxycarbonyl group and at position 19 by a methyl group. It is a metabolite found in several plant species.		2.2110methyl ester;
organic heteropentacyclic compound;
yohimban alkaloid		plant metabolite
resveratrol
trans-resveratrol : A resveratrol in which the double bond has E configuration.		2.0410resveratrolantioxidant;
phytoalexin;
plant metabolite;
quorum sensing inhibitor;
radical scavenger
Rhynchophylline
[no description available]		3.0340indolizinesmetabolite
corynoxine b
corynoxine B: structure in first source		2.0610indolizinesmetabolite
vincosamide
vincosamide: isolated from Anthocephalus cadamba; structure in first source		2.2110monoterpenoid indole alkaloid
strictosamide
strictosamide: from Sarcocephalus latifolius; structure in first source		2.2110beta-carbolines
corynoxine
corynoxine: structure in first source		2.0610indolizinesmetabolite
corynoxeine
corynoxeine: active principles of Uncariae Ramulus et Uncus; structure given in first source for ((7beta,16E,20alpha)-isomer) and ((16E,20alpha)-isomer); RN given refers to ((7beta,16E,20alpha)-isomer)		2.0410
ConditionIndicatedRelationship StrengthStudiesTrials
Innate Inflammatory Response
[description not available]		02.0510
Inflammation
A pathological process characterized by injury or destruction of tissues caused by a variety of cytologic and chemical reactions. It is usually manifested by typical signs of pain, heat, redness, swelling, and loss of function.		02.0510
Acute Confusional Senile Dementia
[description not available]		02.4110
Alzheimer Disease
A degenerative disease of the BRAIN characterized by the insidious onset of DEMENTIA. Impairment of MEMORY, judgment, attention span, and problem solving skills are followed by severe APRAXIAS and a global loss of cognitive abilities. The condition primarily occurs after age 60, and is marked pathologically by severe cortical atrophy and the triad of SENILE PLAQUES; NEUROFIBRILLARY TANGLES; and NEUROPIL THREADS. (From Adams et al., Principles of Neurology, 6th ed, pp1049-57)		02.4110