Fig. 1 · Structure

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Oleanolic Acid (Caryophyllin)

Cat. No. A10668 CAS 508-02-1
Oleanolic acid (Caryophyllin) is a naturally occurring triterpenoid, widely distributed in food and medicinal plants, related to betulinic acid. It is relatively non-toxic, antitumor, and hepatoprotective, as well as exhibiting antiviral properties.

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Biological Activity

Cellular Effect

Cell Line Activity Value Description Reference
4T1 IC50 514.1 μM Cytotoxicity activity against mouse 4T1 cells assessed as cell growth inhibition after 48 hrs by MTT assay [PMID: 30433783]
518A2 EC50 > 30 μM Cytotoxicity against human 518A2 cells after 96 hrs by SRB assay [PMID: 28033541]
518A2 EC50 > 30 μM Cytotoxicity against human 518A2 cells assessed as cell survival after 96 hrs by SRB assay [PMID: 26177446]
518A2 EC50 > 30 μM Cytotoxicity against human 518A2 cells after 96 hrs by sulforhodamine B assay [PMID: 30278332]
518A2 IC50 > 60 μM Cytotoxicity against human 518A2 cells after 96 hrs by SRB assay [PMID: 24361521]
518A2 EC50 61.3 μM Cytotoxicity against human 518A2 cells after 96 hrs by sulforhodamine-B assay [PMID: 29529499]
518A2 EC50 64.3 μM Cytotoxicity against human 518A2 cells after 96 hrs by SRB assay [PMID: 26750249]
518A2 EC50 64.3 μM Cytotoxicity against human 518A2 cells assessed as reduction in cell proliferation after 96 hrs by sulforhodamine B assay [PMID: 27149037]
8505C EC50 > 30 μM Cytotoxicity against human 8505C cells after 96 hrs by SRB assay [PMID: 28033541]
8505C EC50 > 30 μM Cytotoxicity against human 8505C cells assessed as cell survival after 96 hrs by SRB assay [PMID: 26177446]
8505C EC50 > 30 μM Cytotoxicity against human 8505C cells after 96 hrs by sulforhodamine B assay [PMID: 30278332]
8505C IC50 > 60 μM Cytotoxicity against human 8505C cells after 96 hrs by SRB assay [PMID: 24361521]
A2780 EC50 > 30 μM Cytotoxicity against human A2780 cells assessed as reduction in cell viability incubated for 96 hrs by SRB assay [PMID: 31718946]
A2780 EC50 > 30 μM Cytotoxicity against human A2780 cells after 96 hrs by sulforhodamine B assay [PMID: 30278332]
A2780 EC50 14 μM Cytotoxicity against human A2780 cells after 96 hrs by SRB assay [PMID: 28033541]
A2780 EC50 14 μM Cytotoxicity against human A2780 cells after 96 hrs by SRB assay [PMID: 26750249]
A2780 IC50 14 μM Cytotoxicity against human A2780 cells after 96 hrs by SRB assay [PMID: 24361521]
A2780 EC50 14 μM Cytotoxicity against human A2780 cells assessed as reduction in cell proliferation after 96 hrs by sulforhodamine B assay [PMID: 27149037]
A2780 EC50 58.2 μM Cytotoxicity against human A2780 cells after 96 hrs by sulforhodamine-B assay [PMID: 29529499]
A-375 IC50 328.8 μM Cytotoxicity activity against human A375 cells assessed as cell growth inhibition after 48 hrs by MTT assay [PMID: 30433783]

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In Vitro Studies

In A549 cells, only 40 µg/mL Oleanolic Acid caused a notable decline in cell viability (56%). In neonatal primary microglial cultures, Oleanolic Acid increased PPAR-γ levels compared with untreated cultures. In a separate A549 study using Oleanolic Acid at 20 µg/mL, LC3-II expression was absent at 2 and 6 h and evident in the cytoplasm at 24 and 48 h. [1,2]

Literature-reported observations and conditions; not Adooq-tested protocols or general treatment recommendations.

Oleanolic Acid and A549 Cell Viability

Cell-based study · A549 cells [1]

A549 cells were treated with Oleanolic Acid and assessed for viability relative to untreated cells. Only 40 µg/mL caused a notable decline in cell viability (56%).

Measured endpoints — not treatment concentrations
EndpointReported resultReference
viability percentagecell viability decline in cell viability (56%)[1]

Literature-Reported Treatment Conditions

Treatment concentration
5, 10, 20, and 40 µg/mL
Exposure duration
24 and 48 h of incubation
Method
stimulated
Reported limits
Not stated in the sentences used: vehicle.
Methods and source locations

Compound reported in the paper: Oleanolic Acid

Literature evidence for the named compound in the stated model; no Adooq product-use or lot-performance claim.

2. Results > 2.1. Ursolic and Oleanolic Acids Decrease the Viability of A549 Human Lung Cancer Cells (S4); 4. Materials and Methods > 4.3. Cell Viability Assay (S82, S83, S84, S86); Figure 1 legend (S130, S131)

viability percentage: viability percentage; comparator: untreated cells (UNS) — 2. Results > 2.1. Ursolic and Oleanolic Acids Decrease the Viability of A549 Human Lung Cancer Cells (S4); 4. Materials and Methods > 4.3. Cell Viability Assay (S86)

PPAR-γ levels in neonatal primary microglial cultures

Cell-based study · Neonatal primary microglial cultures (2.5 × 105 cells) [2]

Neonatal primary microglial cultures were incubated with Oleanolic Acid at 4.5 μg/mL and 45 μg/mL for 24 h. Immunoblot analysis showed increased PPAR-γ levels specifically in microglia compared with untreated cultures.

Measured endpoints — not treatment concentrations
EndpointReported resultReference
The PPAR-γ levels from the cell extracts were determined by immunoblotReported result oleanolic acid increased PPAR-γ levels specifically in microglia (Ctrl vs 4.5 μg/mL oleanolic acid, p = 0.0414; Ctrl vs 45 μg/mL oleanolic acid, p = 0.0608)[2]

Literature-Reported Treatment Conditions

Treatment concentration
4.5 μg/mL and 45 μg/mL
Exposure duration
for 24 h
Method
incubation with oleanolic acid (OA)
Reported limits
Not stated in the sentences used: vehicle.
Methods and source locations

Compound reported in the paper: Oleanolic Acid

Literature evidence for the named compound in the stated model; no Adooq product-use or lot-performance claim.

Methods > PPAR-γ protein levels and ex vivo phagocytosis assay (S102, S103, S104); Results > M. parviflora hydroalcoholic extract regulates the phagocytic capacity of microglial cells via the PPARγ-CD36 pathway (S275); Fig. 12 legend (S407, S411)

The PPAR-γ levels from the cell extracts were determined by immunoblot: The PPAR-γ levels from the cell extracts were determined by immunoblot; comparator: left untreated — Methods > PPAR-γ protein levels and ex vivo phagocytosis assay (S103, S104); Results > M. parviflora hydroalcoholic extract regulates the phagocytic capacity of microglial cells via the PPARγ-CD36 pathway (S275); Fig. 12 legend (S411)

Oleanolic Acid and LC3-II Expression in A549 Cells

Cell-based study · A549 cells [1]

A549 cells were treated with 20 µg/mL Oleanolic Acid and assessed by immunofluorescence for LC3-II. Expression was absent at 2 and 6 h after stimulation but evident in the cytoplasm at 24 and 48 h after treatment.

Measured endpoints — not treatment concentrations
EndpointReported resultReference
immunofluorescence analysis for LC3-IIReported result null expression of this protein at 2 and 6 h after stimulus; The expression of LC3-II in the cytoplasm of the cells was evident at 24 and 48 h after treatment[1]

Literature-Reported Treatment Conditions

Treatment concentration
20 µg/mL
Exposure duration
2, 6, 24, and 48 h
Method
stimulated
Reported limits
Not stated in the sentences used: vehicle.
Methods and source locations

Compound reported in the paper: Oleanolic Acid

Literature evidence for the named compound in the stated model; no Adooq product-use or lot-performance claim.

2. Results > 2.2. Ursolic and Oleanolic Acids Induce Autophagy in A549 Human Lung Cancer Cells (S8, S9); Figure 2 legend (S133, S134)

immunofluorescence analysis for LC3-II: immunofluorescence analysis for LC3-II; comparator: A549 cells unstimulated (Uns) — 2. Results > 2.2. Ursolic and Oleanolic Acids Induce Autophagy in A549 Human Lung Cancer Cells (S8, S9)

In Vivo Studies

Balb/c mice rendered colitic by TNBS treatment received Oleanolic Acid orally. Compared with TNBS alone, Oleanolic Acid dose-dependently attenuated colitis development, as assessed by weight loss, diarrhea and macroscopic scores. [3]

Oleanolic Acid in TNBS-Induced Colitis

Animal study · Balb/c mice rendered colitic by TNBS treatment [3]

Balb/c mice rendered colitic by TNBS treatment received Oleanolic Acid orally. Compared with TNBS alone, Oleanolic Acid dose-dependently attenuated colitis development, as assessed by weight loss, diarrhea and macroscopic scores.

Measured endpoints — not treatment concentrations
EndpointReported resultReference
macroscopic scoresReported result oleanolic acid dose-dependently attenuated development of TNBS colitis, as measured by assessing weight loss, diarrhea and macroscopic scores[3]

Conditions shared by the study groups

Route
orally
Treatment course
for 4 days
Study groups and reported outcomes
Group / doseComparatorObserved resultReference
Oleanolic Acid 0.1, 1 and 10 mg/kg/dayTNBS aloneoleanolic acid dose-dependently attenuated development of TNBS colitis, as measured by assessing weight loss, diarrhea and macroscopic scores[3]
Oleanolic Acid 0.1, 1 and 10 mg/kg/day
Model: Balb/c mice rendered colitic by TNBS treatment
Reported limits: Not stated in the sentences used: vehicle.
Methods and source locations

Compound reported in the paper: Oleanolic Acid

Literature evidence for the named compound in the stated model; no Adooq product-use or lot-performance claim.

Materials and Methods > Animal models of colitis, histopathology analysis and MPO activity (S19); Results > Oleanolic acid, a GP-BAR1 agonist attenuates colitis induced by TNBS (S97, S100)

macroscopic scores: macroscopic scores; comparator: TNBS alone — Results > Oleanolic acid, a GP-BAR1 agonist attenuates colitis induced by TNBS (S100)

Oleanolic Acid 0.1, 1 and 10 mg/kg/day · Results > Oleanolic acid, a GP-BAR1 agonist attenuates colitis induced by TNBS (S100)

Specifications

Manufacturer Adooq Bioscience
CAS Number 508-02-1
Formula C30H48O3
Molecular Weight 456.7
Synonyms Caryophyllin; Astrantiagenin C; Giganteumgenin C; Virgaureagenin B; Gledigenin 1; NSC 114945
SMILES
C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O)C)C)(C)C)O

Storage & Solubility

In Vitro Solubility

Reported Solubility

SolventReported Solubility
DMSO 19 mg/mL (41.6 mM)
Water Insoluble
Ethanol 6 mg/mL (13.13 mM)

Preparing Stock Solutions

Stock preparation is unavailable for this product molecular weight.

Calculated stock concentrations do not establish solvent solubility. Refer to the reported solubility data for experimental guidance.

Storage

Store powder at -20°C, keep desiccated.
In powder form, the chemical is stable for 36 months.
In solution, store at -20°C and use within 1 month to prevent loss of potency. Aliquot to avoid multiple freeze/thaw cycles.

Research References

  1. [1] Castrejón-Jiménez NS, Leyva-Paredes K, Baltierra-Uribe SL, et al. Ursolic and Oleanolic Acids Induce Mitophagy in A549 Human Lung Cancer Cells. Molecules (2019). PMID: 31547522 DOI: 10.3390/molecules24193444 Source material
  2. [2] Medrano-Jiménez E, Jiménez-Ferrer Carrillo I, Pedraza-Escalona M, et al. Malva parviflora extract ameliorates the deleterious effects of a high fat diet on the cognitive deficit in a mouse model of Alzheimer's disease by restoring microglial function via a PPAR-γ-dependent mechanism. J Neuroinflammation (2019). PMID: 31291963 DOI: 10.1186/s12974-019-1515-3 Source material
  3. [3] Cipriani S, Mencarelli A, Chini MG, et al. The bile acid receptor GPBAR-1 (TGR5) modulates integrity of intestinal barrier and immune response to experimental colitis. PLoS One (2011). PMID: 22046243 DOI: 10.1371/journal.pone.0025637 Source material

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