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Art. -Nr.: HY-N3558

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Ceanothic acid

(Synonyms: Emmolic acid)

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Ceanothic acid (Emmolic acid) is an orally active pentacyclic triterpenoid. Ceanothic acid inhibits the growth of various oral bacteria, including Streptococcus mutans, Actinomyces viscosus, Porphyromonas gingivalis, and Prevotella intermedia. Ceanothic acid scavenges DPPH and H₂O₂ free radicals. Ceanothic acid inhibits acetic acid (HY-Y0319)-induced writhing response, xylene-induced ear swelling, and carrageenan-induced paw swelling in mice. Ceanothic acid can be used in research related to oral bacterial infections, ovarian cancer, liver cancer, and liver injury.

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Reinheit: 98.0%
CAS. Nr.: 21302-79-4
Formel: C₃₀H₄₆O₅
Molecular Weight:486.68

Speicherung:

Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month

Ceanothic acid Chemical Structure

CAS. Nr.: 21302-79-4

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Biologische Aktivität
- Beschreibung
- Cellular Effect
- In Vitro
- In Vivo
Chemical Information
Reinheit & Dokumentation
Verweise
Calculators
Help & FAQs
Classifications
Bioz

Biologische Aktivität

Beschreibung

Cellular Effect

Cell Line	Type	Value	Description	References
C3H 10T1/2	IC₅₀	>200 μM Compound: 5	Cytotoxicity against mouse C3H10T1/2 cells after 24 hrs by fluorometric microculture cytotoxicity assay Cytotoxicity against mouse C3H10T1/2 cells after 24 hrs by fluorometric microculture cytotoxicity assay	[PMID: 18842418]
DU-145	IC₅₀	>200 μM Compound: 5	Cytotoxicity against human DU145 cells after 24 hrs by fluorometric microculture cytotoxicity assay Cytotoxicity against human DU145 cells after 24 hrs by fluorometric microculture cytotoxicity assay	[PMID: 18842418]
HaCaT	IC₅₀	>200 μM Compound: 5	Inhibition of GLI1-mediated transcriptional activity in human HaCaT cells by luciferase based reporter gene assay Inhibition of GLI1-mediated transcriptional activity in human HaCaT cells by luciferase based reporter gene assay	[PMID: 18842418]
HepG2	IC₅₀	>10 μM Compound: 19	Cytotoxicity against human HepG2 cells assessed as reduction in cell viability measured after 48 hrs by MTT assay Cytotoxicity against human HepG2 cells assessed as reduction in cell viability measured after 48 hrs by MTT assay	[PMID: 27617953]
PANC-1	IC₅₀	195 μM Compound: 5	Cytotoxicity against human PANC1 after 24 hrs by fluorometric microculture cytotoxicity assay Cytotoxicity against human PANC1 after 24 hrs by fluorometric microculture cytotoxicity assay	[PMID: 18842418]
Raji	IC₅₀	400 molar ratio Compound: 2, CA	Inhibition of TPA-induced EBV-early antigen activation in human Raji cells assessed as EA induction after 48 hrs relative to TPA Inhibition of TPA-induced EBV-early antigen activation in human Raji cells assessed as EA induction after 48 hrs relative to TPA	[PMID: 19481937]

In Vitro

Ceanothic acid (42-250 μg/mL; 48 hours) inhibits the growth of Actinomyces viscosus, Porphyromonas gingivalis, Prevotella intermedia, and Streptococcus mutans with MIC values of 42 μg/mL, 62 μg/mL, 62 μg/mL, and 250 μg/mL, respectively^[1].
Ceanothic acid (20-100 μg/mL; 30 min) exhibits dose-dependent DPPH free radical scavenging activity, with 14.1% activity at 20 μg/mL and 52.8% activity at 100 μg/mL in a cell-free assay^[2].
Ceanothic acid (48 h) inhibits OVCAR-3, HeLa, and FS-5 cells with the cell survival of 68%, 65%, and 81%, respectively^[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Ceanothic acid (25-50 mg/kg; p.o.; single dose) exhibits statistically significant antinociceptive activity, with 64.28% inhibition of Acetic acid (HY-Y0319)-induced writhing at 50 mg/kg (p.o.) in BALB/c mice^[2].
Ceanothic acid (25-50 mg/kg; p.o.; single dose) exhibits statistically significant anti-inflammatory activity against Xylene-induced ear edema, with 51.33% inhibition at 50 mg/kg (p.o.) in BALB/c mice^[2].
Ceanothic acid (25-50 mg/kg; i.p.; single dose) exhibits statistically significant anti-inflammatory activity against carrageenan-induced paw edema, with 33.3% inhibition at 50 mg/kg (i.p.) in BALB/c mice 5 hours post-carrageenan injection^[2].
Ceanothic acid (25-50 mg/kg; p.o.; daily; 7 days) exhibits statistically significant hepatoprotective activity against CCl₄ (HY-Y0298)-induced liver injury in BALB/c mice, with more pronounced effects at 50 mg/kg including partial restoration of serum biomarkers, reduction of lipid peroxidation, and improvement of histopathological liver damage^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model:

BALB/c (either sex, 20-30 g)^[2]
Dosage:

25 mg/kg; 50 mg/kg
Administration:

p.o.; single dose
Result:

Inhibited acetic acid-induced writhing by a statistically significant level at 25 mg/kg.
Inhibited Acetic acid-induced writhing by 64.28% at 50 mg/kg.

Animal Model:

BALB/c (either sex, 20-30 g)^[2]
Dosage:

25 mg/kg; 50 mg/kg
Administration:

p.o.; single dose
Result:

Exhibited 34% inhibitory activity against xylene-induced ear edema at 25 mg/kg.
Exhibited 51.33% inhibitory activity against xylene-induced ear edema at 50 mg/kg.

Animal Model:

BALB/c (20-25 g)^[2]
Dosage:

25 mg/kg; 50 mg/kg
Administration:

i.p.; single dose
Result:

Exhibited 13.7% inhibition of carrageenan-induced paw edema at 25 mg/kg 5 hours post-carrageenan injection.
Exhibited 33.3% inhibition of carrageenan-induced paw edema at 50 mg/kg 5 hours post-carrageenan injection.

Animal Model:

BALB/c (either sex, 20-30 g, carbon tetrachloride-induced liver injury)^[2]
Dosage:

25 mg/kg; 50 mg/kg
Administration:

p.o.; daily; 7 days
Result:

Significantly reduced CCl₄-induced elevations in serum alanine transaminase (ALT) and alkaline phosphatase (ALP) levels, partially restored serum total protein (TP) levels, and reduced total bilirubin (TB) levels at 25 mg/kg and 50 mg/kg.
Did not significantly improve CCl₄-reduced catalase (CAT) and superoxide dismutase (SOD) activity, but reduced CCl₄-induced elevation of malondialdehyde (MDA) levels at 25 mg/kg and 50 mg/kg.
Did not significantly reduce CCl₄-prolonged phenobarbital-induced sleeping time at 25 mg/kg; produced a small, non-significant reduction in sleeping time at 50 mg/kg.
Caused a 0.99% loss in body weight at 25 mg/kg, and a 0.65% gain in body weight at 50 mg/kg; reduced hepatic index from 8.8% (CCl₄-only group) to 7.4% at 25 mg/kg and 6.5% at 50 mg/kg.
Reduced CCl₄-induced centrilobular necrosis, piecemeal necrosis, and lymphocyte infiltration to mild levels, with mild sinusoidal congestion at 25 mg/kg; eliminated centrilobular and piecemeal necrosis, reduced lymphocyte infiltration to mild levels, and left mild sinusoidal congestion at 50 mg/kg.

Chemical Information

CAS. Nr. 21302-79-4
Appearance Solid
Molecular Weight 486.68
Formel C₃₀H₄₆O₅
Color White to off-white
SMILES

C[C@@]12[C@]3([H])[C@]([C@]4([C@]([C@]5([H])[C@](C(O)=O)(CC[C@H]5C(C)=C)CC4)([H])CC3)C)(CC[C@@]1([H])C(C)(C)[C@@H](O)[C@@H]2C(O)=O)C
Synonyms

Emmolic acid
Structure Classification
- Terpenoids
- Other Terpenoids
Initial Source
- Plants
- other families
Versand

Room temperature in continental US; may vary elsewhere.

Speicherung

Powder	-20°C	3 years
	4°C	2 years
In solvent	-80°C	6 months
	-20°C	1 month

Reinheit & Dokumentation

Select Batch:

Reinheit: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (286 KB)
SDS (252 KB)
- English - EN (252 KB)
- Français - FR (252 KB)
- Deutsch - DE (252 KB)
- Norwegian - NO (252 KB)
- Español - ES (252 KB)
- Swedish - SV (252 KB)
- Italian - IT (252 KB)
- Korean - KR (252 KB)
- Portuguese - PT (252 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

Verweise

[1]. Li XC, et al. Antimicrobial compounds from Ceanothus americanus against oral pathogens. Phytochemistry. 1997;46(1):97-102. [Content Brief]

[2]. Abdullah, et al. Antioxidant, antinociceptive, anti-inflammatory, and hepatoprotective activities of pentacyclic triterpenes isolated from Ziziphus oxyphylla Edgew. Drug Chem Toxicol. 2022 Jul;45(4):1796-1807. [Content Brief]

[3]. Lee SS, et al. Preparation and cytotoxic effect of ceanothic acid derivatives. J Nat Prod. 1998 Nov;61(11):1343-7. [Content Brief]

Calculators

Molaritätsrechner

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Mass Mass

Konzentration Konzentration

Volumen Volumen

Molecular Weight Molecular Weight

Verdünnungsrechner

Konzentration _{(Stammlösung)} × Volumen _{(Stammlösung)} = Konzentration _{(Ziellösung)} × Volumen _{(Ziellösung)}

Konzentration _{(Stammlösung)} Konzentration _{(Stammlösung)}

Volumen _{(Stammlösung)} Volumen _{(Stammlösung)}

Konzentration _{(Ziellösung)} Konzentration _{(Ziellösung)}

Volumen _{(Ziellösung)} Volumen _{(Ziellösung)}

Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

Keywords

100 mg

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