Page last updated: 2024-12-11

isocupressic acid

Description

isocupressic acid: a labdane that induces premature LABOR [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID6438138
CHEMBL ID511193
SCHEMBL ID13532265
MeSH IDM0287138

Synonyms (24)

Synonym
isocupressic acid
isocupressicacid
CHEMBL511193
(1s,4ar,5s,8ar)-5-[(e)-5-hydroxy-3-methylpent-3-enyl]-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2h-naphthalene-1-carboxylic acid
1-naphthalenecarboxylic acid, decahydro-5-((3e)-5-hydroxy-3-methyl-3-pentenyl)-1,4a-dimethyl-6-methylene-, (1s,4ar,5s,8ar)-
15-hydroxylabda-8(17),13-dien-19-oic acid
1909-91-7
6dv5el78he ,
unii-6dv5el78he
1-naphthalenecarboxylic acid, decahydro-5-(5-hydroxy-3-methyl-3-pentenyl)-1,4a-dimethyl-6-methylene-, (1s-(1alpha,4aalpha,5alpha(e),8abeta))-
SCHEMBL13532265
AKOS032948527
Q15426267
labda-8(20),13-dien-19-oic acid, 15-hydroxy-, (e)- (8ci); (1s,4ar,5s,8ar)-decahydro-5-[(3e)-5-hydroxy-3-methyl-3-penten-1-yl]-1,4a-dimethyl-6-methylene-1-naphthalenecarboxylic acid
HY-N3493
CS-0024374
(1s,4ar,5s,8ar)-decahydro-5-[(3e)-5-hydroxy-3-methyl-3-penten-1-yl]-1,4a-dimethyl-6-methylene-1-naphthalenecarboxylic acid
1-naphthalenecarboxylic acid, decahydro-5-(5-hydroxy-3-methyl-3-pentenyl)-1,4a-dimethyl-6-methylene-, (1s-(1.alpha.,4a.alpha.,5.alpha.(e),8a.beta.))-
(+)-isocupressic acid
labda-8(20),13-dien-19-oic acid, 15-hydroxy-, (e)-
isocupressic acid, (+)-
1-naphthalenecarboxylic acid, decahydro-5-[(3e)-5-hydroxy-3-methyl-3-penten-1-yl]-1,4a-dimethyl-6-methylene-, (1s,4ar,5s,8ar)-
DTXSID901045341
FS-10528

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" One assay was used to follow the absorption and elimination profile of isocupressic acid metabolites in both cow serum and urine after oral dosage of a cow with common juniper."( Development of enzyme-linked immunosorbent assays for isocupressic acid and serum metabolites of isocupressic acid.
Gardner, DR; Garrosian, M; Lee, ST; Panter, KE; Schoch, TK; Serrequi, AN; Stegelmeier, BL, 2003
)
0.8
" When pine needles are dosed orally to cattle, no ICA is detected in their serum, whereas AGA is readily detected."( A comparison of the metabolism of the abortifacient compounds from Ponderosa pine needles in conditioned versus naive cattle.
Gardner, DR; Hall, JO; Panter, KE; Pfister, JA; Welch, KD; Zieglar, J, 2012
)
0.38
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (18)

Assay IDTitleYearJournalArticle
AID750854Cytotoxicity against human SMMC7721 cells after 48 hrs by MTT assay2013Journal of natural products, Jun-28, Volume: 76, Issue:6
Diterpenoids from the twigs and leaves of Fokienia hodginsii.
AID1657513Anti-inflammatory activity against human neutrophils assessed as inhibition of fMLF/CB-induced superoxide anion generation at 10 uM preincubated for 5 mins followed by fMLF addition after priming with CB for 3 mins and measured after 10 mins by spectropho2020Bioorganic & medicinal chemistry letters, 05-15, Volume: 30, Issue:10
AID1657512Anti-inflammatory activity against human neutrophils assessed as inhibition of fMLF/CB-induced superoxide anion generation preincubated for 5 mins followed by fMLF addition after priming with CB for 3 mins and measured after 10 mins by spectrophotometric 2020Bioorganic & medicinal chemistry letters, 05-15, Volume: 30, Issue:10
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.
AID401212Induction of membrane modification in erythrocytes assessed as formation of 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.
AID1657515Anti-inflammatory activity against human neutrophils assessed as inhibition in fMLF/CB-induced elastase release at 10 uM preincubated for 5 mins followed by fMLF addition after priming with CB for 3 mins and measured after 10 mins by spectrophotometric an2020Bioorganic & medicinal chemistry letters, 05-15, Volume: 30, Issue:10
AID750851Cytotoxicity against human SW480 cells after 48 hrs by MTT assay2013Journal of natural products, Jun-28, Volume: 76, Issue:6
Diterpenoids from the twigs and leaves of Fokienia hodginsii.
AID750853Cytotoxicity against human MCF7 cells after 48 hrs by MTT assay2013Journal of natural products, Jun-28, Volume: 76, Issue:6
Diterpenoids from the twigs and leaves of Fokienia hodginsii.
AID750855Cytotoxicity against human HL60 cells after 48 hrs by MTT assay2013Journal of natural products, Jun-28, Volume: 76, Issue:6
Diterpenoids from the twigs and leaves of Fokienia hodginsii.
AID404064Cytotoxicity against mouse 26-L5 cells after 24 hrs by MTT assay1998Journal of natural products, Jul, Volume: 61, Issue:7
Chemical constituents of Brazilian propolis and their cytotoxic activities.
AID401198Induction of membrane modification in erythrocytes assessed as formation of stomatocyte type 2 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.
AID750852Cytotoxicity against human A549 cells after 48 hrs by MTT assay2013Journal of natural products, Jun-28, Volume: 76, Issue:6
Diterpenoids from the twigs and leaves of Fokienia hodginsii.
AID1657510Antiproliferative activity against human MDA-MB-231 cells assessed as inhibition of cell viability by MTT assay2020Bioorganic & medicinal chemistry letters, 05-15, Volume: 30, Issue:10
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.
AID1657509Antiproliferative activity against human HepG2 cells assessed as inhibition of cell viability by MTT assay2020Bioorganic & medicinal chemistry letters, 05-15, Volume: 30, Issue:10
AID401206Induction of membrane modification in erythrocytes assessed as formation of discocyte 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.
AID1657511Antiproliferative activity against human A549 cells assessed as inhibition of cell viability by MTT assay2020Bioorganic & medicinal chemistry letters, 05-15, Volume: 30, Issue:10
AID404063Cytotoxicity against human HT1080 cells after 24 hrs by MTT assay1998Journal of natural products, Jul, Volume: 61, Issue:7
Chemical constituents of Brazilian propolis and their cytotoxic activities.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (23)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's6 (26.09)18.2507
2000's5 (21.74)29.6817
2010's10 (43.48)24.3611
2020's2 (8.70)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 24.93

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index24.93 (24.57)
Research Supply Index3.18 (2.92)
Research Growth Index4.78 (4.65)
Search Engine Demand Index26.67 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (24.93)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews2 (8.70%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other21 (91.30%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
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