Page last updated: 2024-11-12

triptohypol C

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

Description

triptohypol C : A pentacyclic triterpenoid with formula C29H40O4, originally isolated from the root bark of Tripterygium regelii. [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]

FloraRankFlora DefinitionFamilyFamily Definition
TripterygiumgenusA plant genus of the family CELASTRACEAE that is a source of triterpenoids and diterpene epoxides such as triptolide.[MeSH]CelastraceaeA plant family of the order Celastrales, subclass Rosidae, class Magnoliopsida.[MeSH]

Cross-References

ID SourceID
PubMed CID10411574
CHEMBL ID1092797
CHEBI ID132340
SCHEMBL ID18850315

Synonyms (15)

Synonym
CHEBI:132340
dihydrocelastrol
(2r,4as,6as,12bs,14as,14br)-10,11-dihydroxy-2,4a,6a,9,12b,14a-hexamethyl-1,2,3,4,4a,5,6,6a,8,12b,13,14,14a,14b-tetradecahydropicene-2-carboxylic acid
triptohypol c
CHEMBL1092797
SCHEMBL18850315
bdbm50481949
193957-88-9 (dihydrocelastrol)
(2r,4as,6as,6as,14as,14br)-10,11-dihydroxy-2,4a,6a,6a,9,14a-hexamethyl-3,4,5,6,8,13,14,14b-octahydro-1h-picene-2-carboxylic acid
193957-88-9
HY-117469
CS-0066075
rac-(2r,4as,6as,6as,14as,14br)-10,11-dihydroxy-2,4a,6a,6a,9,14a-hexamethyl-3,4,5,6,8,13,14,14b-octahydro-1h-picene-2-carboxylic acid
DTXSID801346962
AKOS040748253
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
plant metaboliteAny eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
apoptosis inducerAny substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
[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 (3)

ClassDescription
pentacyclic triterpenoid
monocarboxylic acidAn oxoacid containing a single carboxy group.
benzenediols
[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 (3)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Replicase polyprotein 1abSevere acute respiratory syndrome-related coronavirusIC50 (µMol)21.70000.00402.92669.9600AID1805801; AID463921
Replicase polyprotein 1abSevere acute respiratory syndrome coronavirus 2IC50 (µMol)21.70000.00022.45859.9600AID1805801
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Nuclear receptor subfamily 4 group A member 1Homo sapiens (human)Kd0.87000.29000.72331.5100AID1597523
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (24)

Processvia Protein(s)Taxonomy
symbiont-mediated perturbation of host ubiquitin-like protein modificationReplicase polyprotein 1abSevere acute respiratory syndrome-related coronavirus
positive regulation of transcription by RNA polymerase IINuclear receptor subfamily 4 group A member 1Homo sapiens (human)
positive regulation of endothelial cell proliferationNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
response to amphetamineNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
cell migration involved in sprouting angiogenesisNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
transcription by RNA polymerase IINuclear receptor subfamily 4 group A member 1Homo sapiens (human)
apoptotic processNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
inflammatory responseNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
signal transductionNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
neurotransmitter secretion involved in regulation of skeletal muscle contractionNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
intracellular receptor signaling pathwayNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
detection of lipopolysaccharideNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
endothelial cell chemotaxisNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
skeletal muscle cell differentiationNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
cellular response to vascular endothelial growth factor stimulusNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
positive regulation of apoptotic processNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
cellular response to fibroblast growth factor stimulusNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
fat cell differentiationNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
negative regulation of cell cycleNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
positive regulation of transcription by RNA polymerase IINuclear receptor subfamily 4 group A member 1Homo sapiens (human)
response to electrical stimulusNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
regulation of type B pancreatic cell proliferationNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
cellular response to corticotropin-releasing hormone stimulusNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
non-canonical inflammasome complex assemblyNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
regulation of transcription by RNA polymerase IINuclear receptor subfamily 4 group A member 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (24)

Processvia Protein(s)Taxonomy
3'-5'-RNA exonuclease activityReplicase polyprotein 1abSevere acute respiratory syndrome-related coronavirus
RNA-dependent RNA polymerase activityReplicase polyprotein 1abSevere acute respiratory syndrome-related coronavirus
cysteine-type endopeptidase activityReplicase polyprotein 1abSevere acute respiratory syndrome-related coronavirus
mRNA 5'-cap (guanine-N7-)-methyltransferase activityReplicase polyprotein 1abSevere acute respiratory syndrome-related coronavirus
mRNA (nucleoside-2'-O-)-methyltransferase activityReplicase polyprotein 1abSevere acute respiratory syndrome-related coronavirus
5'-3' RNA helicase activityReplicase polyprotein 1abSevere acute respiratory syndrome-related coronavirus
K63-linked deubiquitinase activityReplicase polyprotein 1abSevere acute respiratory syndrome-related coronavirus
K48-linked deubiquitinase activityReplicase polyprotein 1abSevere acute respiratory syndrome-related coronavirus
3'-5'-RNA exonuclease activityReplicase polyprotein 1abSevere acute respiratory syndrome coronavirus 2
RNA-dependent RNA polymerase activityReplicase polyprotein 1abSevere acute respiratory syndrome coronavirus 2
cysteine-type endopeptidase activityReplicase polyprotein 1abSevere acute respiratory syndrome coronavirus 2
mRNA 5'-cap (guanine-N7-)-methyltransferase activityReplicase polyprotein 1abSevere acute respiratory syndrome coronavirus 2
mRNA (nucleoside-2'-O-)-methyltransferase activityReplicase polyprotein 1abSevere acute respiratory syndrome coronavirus 2
mRNA guanylyltransferase activityReplicase polyprotein 1abSevere acute respiratory syndrome coronavirus 2
RNA endonuclease activity, producing 3'-phosphomonoestersReplicase polyprotein 1abSevere acute respiratory syndrome coronavirus 2
ISG15-specific peptidase activityReplicase polyprotein 1abSevere acute respiratory syndrome coronavirus 2
5'-3' RNA helicase activityReplicase polyprotein 1abSevere acute respiratory syndrome coronavirus 2
protein guanylyltransferase activityReplicase polyprotein 1abSevere acute respiratory syndrome coronavirus 2
DNA-binding transcription factor activity, RNA polymerase II-specificNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
DNA-binding transcription activator activity, RNA polymerase II-specificNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
lipopolysaccharide bindingNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
DNA bindingNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
nuclear receptor activityNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
protein bindingNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
zinc ion bindingNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
identical protein bindingNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
protein heterodimerization activityNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
sequence-specific double-stranded DNA bindingNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
nuclear glucocorticoid receptor bindingNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
RNA polymerase II cis-regulatory region sequence-specific DNA bindingNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (9)

Processvia Protein(s)Taxonomy
double membrane vesicle viral factory outer membraneReplicase polyprotein 1abSevere acute respiratory syndrome-related coronavirus
double membrane vesicle viral factory outer membraneReplicase polyprotein 1abSevere acute respiratory syndrome coronavirus 2
nucleusNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
nucleoplasmNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
mitochondrionNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
cytosolNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
nuclear membraneNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
presynapseNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
chromatinNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
transcription regulator complexNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
nucleusNuclear receptor subfamily 4 group A member 1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (27)

Assay IDTitleYearJournalArticle
AID1597522Binding affinity to GFP-Nur77 (unknown origin) expressed in human HepG2 cells cotransfected with mCherry-p62/SQSTM1 assessed as co-localization with p62/SQSTM1 in cytoplasm in presence of TNFalpha by DAPI staining based confocal microscopic analysis2019European journal of medicinal chemistry, Sep-01, Volume: 177SAR study of celastrol analogs targeting Nur77-mediated inflammatory pathway.
AID1597527Induction of apoptosis in TNFalpha-treated human HepG2 cells assessed as PARP cleavage at 2 uM incubated for 10 hrs by Western blot analysis2019European journal of medicinal chemistry, Sep-01, Volume: 177SAR study of celastrol analogs targeting Nur77-mediated inflammatory pathway.
AID1501725Antiproliferative activity against human MIAPaCa2 cells after 72 hrs by MTT assay2017European journal of medicinal chemistry, Oct-20, Volume: 139Design, synthesis and biological evaluation of novel C-29 carbamate celastrol derivatives as potent and selective cytotoxic compounds.
AID1594144Inhibition of Escherichia coli GroEL expressed in Escherichia coliDH5alpha/Escherichia coli GroES expressed in Escherichia coli BL21 (DE3) assessed as reduction in GroEL/GroES-mediated denatured soluble pig heart MDH refolding by measuring MDH enzyme acti2019Bioorganic & medicinal chemistry letters, 05-01, Volume: 29, Issue:9
HSP60/10 chaperonin systems are inhibited by a variety of approved drugs, natural products, and known bioactive molecules.
AID1597523Binding affinity to recombinant human N-terminal His-tagged Nur77 LBD (367 to 598 residues) expressed in Escherichia coli BL21(DE3) incubated for 30 secs by fluorescence quenching assay2019European journal of medicinal chemistry, Sep-01, Volume: 177SAR study of celastrol analogs targeting Nur77-mediated inflammatory pathway.
AID977599Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM2013Molecular pharmacology, Jun, Volume: 83, Issue:6
Structure-based identification of OATP1B1/3 inhibitors.
AID1597525Antiinflammatory activity in human HepG2 cells assessed as inhibition of TNFalpha-induced IkappaBalpha degradation at 2 uM pretreated for 1 hr followed by TNFalpha addition and measured after 30 mins by Western blot analysis2019European journal of medicinal chemistry, Sep-01, Volume: 177SAR study of celastrol analogs targeting Nur77-mediated inflammatory pathway.
AID1377857Antiproliferative activity against human A549 cells after 72 hrs by MTT assay2017European journal of medicinal chemistry, Sep-29, Volume: 138Novel celastrol derivatives with improved selectivity and enhanced antitumour activity: Design, synthesis and biological evaluation.
AID463921Inhibition of 3C-like protease of SARS coronavirus assessed as concentration of FRET peptide for 60 mins2010Bioorganic & medicinal chemistry letters, Mar-15, Volume: 20, Issue:6
SARS-CoV 3CLpro inhibitory effects of quinone-methide triterpenes from Tripterygium regelii.
AID463922Inhibition of 3C-like protease of SARS coronavirus assessed as concentration of FRET peptide for 60 mins by dixon plot2010Bioorganic & medicinal chemistry letters, Mar-15, Volume: 20, Issue:6
SARS-CoV 3CLpro inhibitory effects of quinone-methide triterpenes from Tripterygium regelii.
AID1597526Binding affinity to Myc-Nur77 (unknown origin) expressed in human HepG2 cells co-transfected with Flag tagged TRAF2 assessed as effect on protein interaction with TRAF2 at 2 uM incubated for 1 hr in presence of TNFalpha by co-immunoprecipitation assay2019European journal of medicinal chemistry, Sep-01, Volume: 177SAR study of celastrol analogs targeting Nur77-mediated inflammatory pathway.
AID1597531Toxicity in zebrafish embryo AB assessed as mortality at 0.5 uM incubated for 24 hrs2019European journal of medicinal chemistry, Sep-01, Volume: 177SAR study of celastrol analogs targeting Nur77-mediated inflammatory pathway.
AID977602Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM2013Molecular pharmacology, Jun, Volume: 83, Issue:6
Structure-based identification of OATP1B1/3 inhibitors.
AID1574312Inhibition of human N-terminal His6-tagged PTP1B catalytic domain (1 to 393 residues) expressed in Escherichia coli strain Rosetta2 (DE3) at 500 uM using DiFMUP as substrate preincubated for 10 mins followed by substrate addition and measured after 10 min2018Journal of medicinal chemistry, 12-27, Volume: 61, Issue:24
Celastrol Promotes Weight Loss in Diet-Induced Obesity by Inhibiting the Protein Tyrosine Phosphatases PTP1B and TCPTP in the Hypothalamus.
AID1377858Antiproliferative activity against human MIAPaCa2 cells after 72 hrs by MTT assay2017European journal of medicinal chemistry, Sep-29, Volume: 138Novel celastrol derivatives with improved selectivity and enhanced antitumour activity: Design, synthesis and biological evaluation.
AID1594145Inhibition of Escherichia coli GroEL expressed in Escherichia coli DH5alpha/Escherichia coli GroES expressed in Escherichia coli BL21 (DE3) assessed as reduction in GroEL/GroES-mediated denatured rhodanese refolding by measuring rhodanese enzyme activity 2019Bioorganic & medicinal chemistry letters, 05-01, Volume: 29, Issue:9
HSP60/10 chaperonin systems are inhibited by a variety of approved drugs, natural products, and known bioactive molecules.
AID1597537Toxicity in zebrafish embryo AB assessed as induction of malformation at 0.5 to 1.25 uM incubated for 24 to 72 hrs2019European journal of medicinal chemistry, Sep-01, Volume: 177SAR study of celastrol analogs targeting Nur77-mediated inflammatory pathway.
AID1574313Inhibition of human N-terminal His6-tagged TCPTP catalytic domain (1 to 336 residues) expressed in Escherichia coli strain Rosetta2 (DE3) at 500 uM using DiFMUP as substrate preincubated for 10 mins followed by substrate addition and measured after 10 min2018Journal of medicinal chemistry, 12-27, Volume: 61, Issue:24
Celastrol Promotes Weight Loss in Diet-Induced Obesity by Inhibiting the Protein Tyrosine Phosphatases PTP1B and TCPTP in the Hypothalamus.
AID1597529Induction of apoptosis in TNFalpha-treated human HepG2 cells assessed as viable apoptotic cells at 2 uM incubated for 10 hrs by FITC Annexin V and propidium iodide staining based flow cytometric analysis (Rvb = 3.69%)2019European journal of medicinal chemistry, Sep-01, Volume: 177SAR study of celastrol analogs targeting Nur77-mediated inflammatory pathway.
AID1597534Toxicity in zebrafish embryo AB assessed as mortality at 0.5 uM incubated for 72 hrs2019European journal of medicinal chemistry, Sep-01, Volume: 177SAR study of celastrol analogs targeting Nur77-mediated inflammatory pathway.
AID1597536Toxicity in zebrafish embryo AB assessed as mortality at 0.125 uM incubated for 24 hrs2019European journal of medicinal chemistry, Sep-01, Volume: 177SAR study of celastrol analogs targeting Nur77-mediated inflammatory pathway.
AID1501724Antiproliferative activity against human A549 cells after 72 hrs by MTT assay2017European journal of medicinal chemistry, Oct-20, Volume: 139Design, synthesis and biological evaluation of novel C-29 carbamate celastrol derivatives as potent and selective cytotoxic compounds.
AID1597530Induction of apoptosis in TNFalpha-treated human HepG2 cells assessed as necrotic cells at 2 uM incubated for 10 hrs by FITC Annexin V and propidium iodide staining based flow cytometric analysis (Rvb = 1.29%)2019European journal of medicinal chemistry, Sep-01, Volume: 177SAR study of celastrol analogs targeting Nur77-mediated inflammatory pathway.
AID1597521Induction of apoptosis in TNFalpha-treated human HepG2 cells assessed as normal cells at 2 uM incubated for 10 hrs by FITC Annexin V and propidium iodide staining based flow cytometric analysis (Rvb = 88.37%)2019European journal of medicinal chemistry, Sep-01, Volume: 177SAR study of celastrol analogs targeting Nur77-mediated inflammatory pathway.
AID1597528Induction of apoptosis in TNFalpha-treated human HepG2 cells assessed as non-viable apoptotic cells at 2 uM incubated for 10 hrs by FITC Annexin V and propidium iodide staining based flow cytometric analysis (Rvb = 6.65%)2019European journal of medicinal chemistry, Sep-01, Volume: 177SAR study of celastrol analogs targeting Nur77-mediated inflammatory pathway.
AID1159550Human Phosphogluconate dehydrogenase (6PGD) Inhibitor Screening2015Nature cell biology, Nov, Volume: 17, Issue:11
6-Phosphogluconate dehydrogenase links oxidative PPP, lipogenesis and tumour growth by inhibiting LKB1-AMPK signalling.
AID1805801Various Assay from Article 10.1021/acs.jmedchem.1c00409: \\Perspectives on SARS-CoV-2 Main Protease Inhibitors.\\2021Journal of medicinal chemistry, 12-09, Volume: 64, Issue:23
Perspectives on SARS-CoV-2 Main Protease Inhibitors.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (9)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's0 (0.00)29.6817
2010's8 (88.89)24.3611
2020's1 (11.11)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 13.15

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 Index13.15 (24.57)
Research Supply Index2.30 (2.92)
Research Growth Index5.45 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (13.15)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (11.11%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other8 (88.89%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]