Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C20H32O3 |
Molecular Weight | 320.4663 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@@]12CC=C(C)[C@]3(CC[C@@](C)(CC(O)=O)O3)[C@@]1(C)CCCC2(C)C
InChI
InChIKey=XLWWERNKTLITEF-MVJPYGJCSA-N
InChI=1S/C20H32O3/c1-14-7-8-15-17(2,3)9-6-10-19(15,5)20(14)12-11-18(4,23-20)13-16(21)22/h7,15H,6,8-13H2,1-5H3,(H,21,22)/t15-,18-,19-,20+/m0/s1
Molecular Formula | C20H32O3 |
Molecular Weight | 320.4663 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/26119826 | https://www.ncbi.nlm.nih.gov/pubmed/23831507Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/24383718
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26119826 | https://www.ncbi.nlm.nih.gov/pubmed/23831507
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/24383718
Grindelic acid is a labdane-type diterpene that was reported as the main secondary metabolite from Grindelia chiloensis Cabr and G. pulchella Dunal var. pulchella (Asteraceae). Recent studies demonstrated potential pharmaceutical applications for grindelic acid and its synthetic derivatives. Grindelic acid is a NOX4 inhibitor (IC50 2 uM). Grindelic acid’s mechanism of action is unknown, but it inhibited neither ROS in a cell-free membrane-based NOX4 assay nor from the purified NOX4 dehydrogenase domain. Grindelic acid demonstrates in vitro antitumor activity against human breast, cervix, lung,colon cancer.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL1250375 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24383718 |
2.06 µM [IC50] | ||
Target ID: CHEMBL612570 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23831507 |
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Target ID: CHEMBL614811 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23831507 |
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Target ID: CHEMBL614647 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23831507 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
---|---|---|
Derivatives of grindelic acid: from a non-active natural diterpene to synthetic antitumor derivatives. | 2013 Sep |
|
Exploring diterpene metabolism in non-model species: transcriptome-enabled discovery and functional characterization of labda-7,13E-dienyl diphosphate synthase from Grindelia robusta. | 2015 Sep |
Patents
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/24383718
Grindelic acid inhibited NOX4 with IC50 2 uM in cell-free assay.
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 18:35:00 GMT 2023
by
admin
on
Sat Dec 16 18:35:00 GMT 2023
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Record UNII |
4QX9FCD1IN
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Record Status |
Validated (UNII)
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