Compounds > sipholenol a
Page last updated: 2024-11-08

sipholenol a

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

Description

sipholenol A: reverses ABCB1-mediated multidrug resistance in cancer cells; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID16757532
CHEMBL ID226093
MeSH IDM0514512

Synonyms (3)

Synonym
sipholenol a
CHEMBL226093
(3r,5ar,6r,7s,9ar)-6-[2-[(1r)-1-hydroxy-1,4,4,6-tetramethyl-2,3,3a,5,8,8a-hexahydroazulen-5-yl]ethyl]-2,2,5a,7-tetramethyl-4,5,6,8,9,9a-hexahydro-3h-benzo[b]oxepine-3,7-diol
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (11)

Assay IDTitleYearJournalArticle
AID288560Cytotoxicity against KB-3-1 cells after 68 hrs by MTT assay2007Journal of natural products, Jun, Volume: 70, Issue:6
Reversal of P-glycoprotein-mediated multidrug resistance by sipholane triterpenoids.
AID1067092Antiproliferative activity against human MCF7 cells after 72 hrs by MTT assay2014European journal of medicinal chemistry, Feb-12, Volume: 73Optimization, pharmacophore modeling and 3D-QSAR studies of sipholanes as breast cancer migration and proliferation inhibitors.
AID430564Reversal of ABCB1-mediated multidrug resistance assessed as ratio of colchicine IC50 for drug-resistant human KB-C2 cells to colchicine IC50 for human drug-sensitive KB-3-1 cells at 10 uM after 68 hrs by MTT assay2009Journal of natural products, Jul, Volume: 72, Issue:7
Sipholane triterpenoids: chemistry, reversal of ABCB1/P-glycoprotein-mediated multidrug resistance, and pharmacophore modeling.
AID288561Cytotoxicity against KB cells expressing MRP1 after 68 hrs by MTT assay2007Journal of natural products, Jun, Volume: 70, Issue:6
Reversal of P-glycoprotein-mediated multidrug resistance by sipholane triterpenoids.
AID288562Cytotoxicity against KB-CV60 cells expressing MRP1 after 68 hrs by MTT assay2007Journal of natural products, Jun, Volume: 70, Issue:6
Reversal of P-glycoprotein-mediated multidrug resistance by sipholane triterpenoids.
AID1067091Antimigratory activity in human MDA-MB-231 cells after 24 hrs by wound healing assay2014European journal of medicinal chemistry, Feb-12, Volume: 73Optimization, pharmacophore modeling and 3D-QSAR studies of sipholanes as breast cancer migration and proliferation inhibitors.
AID430563Reversal of ABCB1-mediated multidrug resistance in human KB-3-1 cells assessed as ratio of colchicine IC50 in absence of drug to colchicine IC50 in presence of drug at 10 uM after 68 hrs by MTT assay2009Journal of natural products, Jul, Volume: 72, Issue:7
Sipholane triterpenoids: chemistry, reversal of ABCB1/P-glycoprotein-mediated multidrug resistance, and pharmacophore modeling.
AID288565Reversal of P-gp-mediated multidrug resistance to Cytotoxicity of colchicine against human KB-C2 cells at 5 uM after 68 hrs by MTT assay2007Journal of natural products, Jun, Volume: 70, Issue:6
Reversal of P-glycoprotein-mediated multidrug resistance by sipholane triterpenoids.
AID288563Cytotoxicity against KB-C2 cells overexpressing P-gp after 68 hrs by MTT assay2007Journal of natural products, Jun, Volume: 70, Issue:6
Reversal of P-glycoprotein-mediated multidrug resistance by sipholane triterpenoids.
AID288564Reversal of P-gp-mediated multidrug resistance to Cytotoxicity of colchicine against human KB-3-1 cells at 5 uM after 68 hrs by MTT assay2007Journal of natural products, Jun, Volume: 70, Issue:6
Reversal of P-glycoprotein-mediated multidrug resistance by sipholane triterpenoids.
AID1067090Antiproliferative activity against human MDA-MB-231 cells after 72 hrs by MTT assay2014European journal of medicinal chemistry, Feb-12, Volume: 73Optimization, pharmacophore modeling and 3D-QSAR studies of sipholanes as breast cancer migration and proliferation inhibitors.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (7)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's3 (42.86)29.6817
2010's4 (57.14)24.3611
2020's0 (0.00)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%
Other7 (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.		2.4420aromatic ether;
nitrile;
polyether;
tertiary amino compound
prazosin
Prazosin: A selective adrenergic alpha-1 antagonist used in the treatment of HEART FAILURE; HYPERTENSION; PHEOCHROMOCYTOMA; RAYNAUD DISEASE; PROSTATIC HYPERTROPHY; and URINARY RETENTION.. prazosin : A member of the class of piperazines that is piperazine substituted by a furan-2-ylcarbonyl group and a 4-amino-6,7-dimethoxyquinazolin-2-yl group at positions 1 and 4 respectively.		2.0310aromatic ether;
furans;
monocarboxylic acid amide;
piperazines;
quinazolines		alpha-adrenergic antagonist;
antihypertensive agent;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor
phenyl acetate
phenyl acetate: The ester formed between phenol and acetic acid. Don't confuse with phenylacetic acid derivatives listed under PHENYLACETATES.. phenyl acetate : An acetate ester obtained by the formal condensation of phenol with acetic acid.		2.1110benzenes;
phenyl acetates
azides
Azides: Organic or inorganic compounds that contain the -N3 group.. azide : Any nitrogen molecular entity containing the group -N3.		2.0310pseudohalide anionmitochondrial respiratory-chain inhibitor
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).		2.1110taxane diterpenoid;
tetracyclic diterpenoid		antineoplastic agent;
human metabolite;
metabolite;
microtubule-stabilising agent
staurosporine
[no description available]		2.110indolocarbazole alkaloid;
organic heterooctacyclic compound		apoptosis inducer;
bacterial metabolite;
EC 2.7.11.13 (protein kinase C) inhibitor;
geroprotector
cp 65,526
azidoprazosin: labeled with 125I		2.0310
ConditionIndicatedRelationship StrengthStudiesTrials
Breast Cancer
[description not available]		07.7830
Breast Neoplasms
Tumors or cancer of the human BREAST.		02.7830
Invasiveness, Neoplasm
[description not available]		02.110
Cancer of Colon
[description not available]		02.1110
Colonic Neoplasms
Tumors or cancer of the COLON.		02.1110