Page last updated: 2024-11-08

pinusolide

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

Description

pinusolide: RN given for (1S-(1alpha,4aalpha,5a,8abeta))-isomer; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID161721
CHEMBL ID425068
CHEBI ID69237
MeSH IDM0267169

Synonyms (21)

Synonym
pinusolide
31685-80-0
chebi:69237 ,
CHEMBL425068
methyl (1s,4ar,5s,8ar)-1,4a-dimethyl-6-methylidene-5-[2-(5-oxo-2h-furan-4-yl)ethyl]-3,4,5,7,8,8a-hexahydro-2h-naphthalene-1-carboxylate
1-naphthalenecarboxylic acid, 5-(2-(2,5-dihydro-2-oxo-3-furanyl)ethyl)decahydro-1,4a-dimethyl-6-methylene-, methyl ester, (1s-(1alpha,4aalpha,5alpha,8abeta))-
1-naphthalenecarboxylicacid,5-[2-(2,5-dihydro-2-oxo-3-furanyl)ethyl]decahydro-1,4a-dimethyl-6-methylene-,methyl ester, (1s,4ar,5s,8ar)-
AKOS032948704
Q27137577
FS-9749
A875830
DTXSID90953637
methyl 1,4a-dimethyl-6-methylidene-5-[2-(2-oxo-2,5-dihydrofuran-3-yl)ethyl]decahydronaphthalene-1-carboxylate
1-naphthalenecarboxylic acid, 5-[2-(2,5-dihydro-2-oxo-3-furanyl)ethyl]decahydro-1,4a-dimethyl-6-methylene-, methyl ester, [1s-(1,4a,5,8a)]-; labda-8(20),13-diene-16,19-dioic acid, 15-hydroxy-, -lactone, methyl ester
HY-N3055
CS-0023104
GLXC-17456
methyl (1s,4ar,5s,8ar)-5-[2-(2,5-dihydro-2-oxo-3-furanyl)ethyl]decahydro-1,4a-dimethyl-6-methylene-1-naphthalenecarboxylate
6HV7MVZ4Y7
1-naphthalenecarboxylic acid, 5-[2-(2,5-dihydro-2-oxo-3-furanyl)ethyl]decahydro-1,4a-dimethyl-6-methylene-, methyl ester, (1s,4ar,5s,8ar)-
1-naphthalenecarboxylic acid, 5-[2-(2,5-dihydro-2-oxo-3-furanyl)ethyl]decahydro-1,4a-dimethyl-6-methylene-, methyl ester, [1s-(1alpha,4aalpha,5alpha,8abeta)]-
[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
diterpene lactone
[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]

Bioassays (14)

Assay IDTitleYearJournalArticle
AID401211Induction of membrane modification in erythrocytes assessed as formation of stomatocyte type 2 and discocyte shape change at 25 ug/mL after 48 hrs by phase contrast light microscopy2004Journal of natural products, Apr, Volume: 67, Issue:4
Labdanes and isopimaranes from Platycladus orientalis and their effects on erythrocyte membrane and on Plasmodium falciparum growth in the erythrocyte host cells.
AID400961Antiplasmodial activity against Plasmodium falciparum 3D7 by [3H]phenylalanine uptake2004Journal of natural products, Apr, Volume: 67, Issue:4
Labdanes and isopimaranes from Platycladus orientalis and their effects on erythrocyte membrane and on Plasmodium falciparum growth in the erythrocyte host cells.
AID269754Antiproliferative activity against human BJAB cells after 48 hrs2006Bioorganic & medicinal chemistry letters, Aug-15, Volume: 16, Issue:16
Gram-scale synthesis of pinusolide and evaluation of its antileukemic potential.
AID401204Induction of membrane modification in erythrocytes assessed as formation of stomatocyte type 3 and 2 shape change at 50 ug/mL after 48 hrs by phase contrast light microscopy2004Journal of natural products, Apr, Volume: 67, Issue:4
Labdanes and isopimaranes from Platycladus orientalis and their effects on erythrocyte membrane and on Plasmodium falciparum growth in the erythrocyte host cells.
AID401216Induction of membrane modification in erythrocytes assessed as formation of discocyte shape change at 12.5 ug/mL after 48 hrs by phase contrast light microscopy2004Journal of natural products, Apr, Volume: 67, Issue:4
Labdanes and isopimaranes from Platycladus orientalis and their effects on erythrocyte membrane and on Plasmodium falciparum growth in the erythrocyte host cells.
AID269757Induction of mitochondrial permeability transition in human BJAB cells after 48 hrs2006Bioorganic & medicinal chemistry letters, Aug-15, Volume: 16, Issue:16
Gram-scale synthesis of pinusolide and evaluation of its antileukemic potential.
AID269758Induction of apoptosis in ALL cells at 100 uM after 60 hrs2006Bioorganic & medicinal chemistry letters, Aug-15, Volume: 16, Issue:16
Gram-scale synthesis of pinusolide and evaluation of its antileukemic potential.
AID688450Allosteric modulation of gamma-aminobutyric acid receptor A alpha1beta2gamma2S expressed in Xenopus oocytes assessed as potentiation of GABA-mediated chloride current at 100 uM by voltage clamp analysis relative to control2011Journal of natural products, Aug-26, Volume: 74, Issue:8
Identification and characterization of GABA(A) receptor modulatory diterpenes from Biota orientalis that decrease locomotor activity in mice.
AID269753Antiproliferative activity against human BJAB cells after 24 hrs2006Bioorganic & medicinal chemistry letters, Aug-15, Volume: 16, Issue:16
Gram-scale synthesis of pinusolide and evaluation of its antileukemic potential.
AID269756Loss of mitochondrial membrane potential in human BJAB cells at 100 uM2006Bioorganic & medicinal chemistry letters, Aug-15, Volume: 16, Issue:16
Gram-scale synthesis of pinusolide and evaluation of its antileukemic potential.
AID269755Induction of apoptosis of human BJAB cells as measured by DNA fragmentation at 100 uM after 72 hrs2006Bioorganic & medicinal chemistry letters, Aug-15, Volume: 16, Issue:16
Gram-scale synthesis of pinusolide and evaluation of its antileukemic potential.
AID688449Allosteric modulation of gamma-aminobutyric acid receptor A alpha1beta2gamma2S expressed in Xenopus oocytes assessed as potentiation of GABA-mediated chloride current at 10 uM by voltage clamp analysis relative to control2011Journal of natural products, Aug-26, Volume: 74, Issue:8
Identification and characterization of GABA(A) receptor modulatory diterpenes from Biota orientalis that decrease locomotor activity in mice.
AID269759Induction of apoptosis in AML cells at 100 uM after 60 hrs2006Bioorganic & medicinal chemistry letters, Aug-15, Volume: 16, Issue:16
Gram-scale synthesis of pinusolide and evaluation of its antileukemic potential.
AID400962Induction of membrane modification in erythrocytes assessed as formation of spherostomatocyte type 1 shape change at 100 ug/mL after 48 hrs by phase contrast light microscopy2004Journal of natural products, Apr, Volume: 67, Issue:4
Labdanes and isopimaranes from Platycladus orientalis and their effects on erythrocyte membrane and on Plasmodium falciparum growth in the erythrocyte host cells.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (10)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's3 (30.00)18.2507
2000's4 (40.00)29.6817
2010's3 (30.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.10

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 Index12.10 (24.57)
Research Supply Index2.40 (2.92)
Research Growth Index4.50 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.10)

All Compounds (24.57)

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%
Other10 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]