Ursolic Acid

Modify Date: 2026-06-30 14:21:55

Ursolic Acid Structure
Ursolic Acid structure
 Common Name Ursolic Acid
CAS Number 77-52-1 Molecular Weight 456.700
Density 1.1±0.1 g/cm3 Boiling Point 556.9±50.0 °C at 760 mmHg
Molecular Formula C30H48O3 Melting Point 292 °C (dec.)(lit.)
MSDS Chinese USA Flash Point 304.7±26.6 °C

 Use of Ursolic Acid


Ursolic acid(Bungeolic acid) is a natural pentacyclic triterpenoid carboxylic acid, exerts anti-tumor effects and is an effective compound for cancer prevention and therapy. IC50 value:Target:in vitro: UA induced phosphorylation of AMP-activated protein kinase alpha (AMPKα) and suppressed the protein expression of DNA methyltransferase 1 (DNMT1) in the dose-dependent manner [1]. The combination of ursolic acid (0.5 μM) and leucine (10 μM) proved to be the most effective in promoting myogenic differentiation. The combination of ursolic acid and leucine significantly increased CK activity than treatment with either agent alone. The level of myosin heavy chain, a myogenic differentiation marker protein, was also enhanced by the combination of ursolic acid and leucine [2]. Ursolic acid efficiently induced apoptosis, possibly via the downregulation of B-cell lymphoma 2 (Bcl-2), the upregulation of Bcl-2-associated X protein and the proteolytic activation of caspase-3. Furthermore, the activation of p38 mitogen-activated protein kinase and c-Jun N-terminal kinase was increased by the administration of ursolic acid. In addition, ursolic acid significantly suppressed the invasive phenotype of the SNU-484 cells and significantly decreased the expression of matrix metalloproteinase (MMP)-2 [3]. ursolic acid (UA) potently induces the apoptosis of gastric cancer SGC-7901 cells. Further mechanistic studies revealed that the ROCK1/PTEN signaling pathway plays a critical role in UA-mediated mitochondrial translocation of cofilin-1 and apoptosis [4].in vivo: UA treatment markedly improved the survival of septic rats, and attenuated CLP-induced lung injury, including reduction of lung wet/dry weight ratio, infiltration of leukocytes and proteins, myeloperoxidase activity, and malondialdehyde content. In addition, UA significantly decreased the serum levels of tumor necrosis factor-α, interleukin-6, and interleukin-1β, inhibited the expression of inducible nitric oxide synthase and cyclooxygenase-2 in the lung, which are involved in the productions of nitric oxide and prostaglandin E2 [5].

 Names

This table lists Chinese names, IUPAC names and various aliases of this chemical substance.

Name ursolic acid
Synonym More Synonyms

 Ursolic Acid Biological Activity

This table contains bioactivity, target information and biological‑assay experimental data of this compound.

Description Ursolic acid(Bungeolic acid) is a natural pentacyclic triterpenoid carboxylic acid, exerts anti-tumor effects and is an effective compound for cancer prevention and therapy. IC50 value:Target:in vitro: UA induced phosphorylation of AMP-activated protein kinase alpha (AMPKα) and suppressed the protein expression of DNA methyltransferase 1 (DNMT1) in the dose-dependent manner [1]. The combination of ursolic acid (0.5 μM) and leucine (10 μM) proved to be the most effective in promoting myogenic differentiation. The combination of ursolic acid and leucine significantly increased CK activity than treatment with either agent alone. The level of myosin heavy chain, a myogenic differentiation marker protein, was also enhanced by the combination of ursolic acid and leucine [2]. Ursolic acid efficiently induced apoptosis, possibly via the downregulation of B-cell lymphoma 2 (Bcl-2), the upregulation of Bcl-2-associated X protein and the proteolytic activation of caspase-3. Furthermore, the activation of p38 mitogen-activated protein kinase and c-Jun N-terminal kinase was increased by the administration of ursolic acid. In addition, ursolic acid significantly suppressed the invasive phenotype of the SNU-484 cells and significantly decreased the expression of matrix metalloproteinase (MMP)-2 [3]. ursolic acid (UA) potently induces the apoptosis of gastric cancer SGC-7901 cells. Further mechanistic studies revealed that the ROCK1/PTEN signaling pathway plays a critical role in UA-mediated mitochondrial translocation of cofilin-1 and apoptosis [4].in vivo: UA treatment markedly improved the survival of septic rats, and attenuated CLP-induced lung injury, including reduction of lung wet/dry weight ratio, infiltration of leukocytes and proteins, myeloperoxidase activity, and malondialdehyde content. In addition, UA significantly decreased the serum levels of tumor necrosis factor-α, interleukin-6, and interleukin-1β, inhibited the expression of inducible nitric oxide synthase and cyclooxygenase-2 in the lung, which are involved in the productions of nitric oxide and prostaglandin E2 [5].
Related Catalog
References

[1]. Yie Y, et al. Ursolic acid inhibited growth of hepatocellular carcinoma HepG2 cells through AMPKα-mediated reduction of DNA methyltransferase 1. Mol Cell Biochem. 2014 Dec 30.

[2]. Kim M, et al. The combination of ursolic acid and leucine potentiates the differentiation of C2C12 murine myoblasts through the mTOR signaling pathway. Int J Mol Med. 2015 Mar;35(3):755-62.

[3]. Kim ES, et al. Ursolic acid inhibits the invasive phenotype of SNU-484 human gastric cancer cells. Oncol Lett. 2015 Feb;9(2):897-902.

[4]. Li R, et al. Ursolic Acid Promotes Apoptosis of SGC-7901 Gastric Cancer Cells through ROCK/PTEN Mediated Mitochondrial Translocation of Cofilin-1. Asian Pac J Cancer Prev. 2014;15(22):9593-7.

[5]. Hu Z, et al. Ursolic acid improves survival and attenuates lung injury in septic rats induced by cecal ligation and puncture. J Surg Res. 2014 Oct 22. pii: S0022-4804(14)00967-6.

 Chemical & Physical Properties

This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.

Density 1.1±0.1 g/cm3
Boiling Point 556.9±50.0 °C at 760 mmHg
Melting Point 292 °C (dec.)(lit.)
Molecular Formula C30H48O3
Molecular Weight 456.700
Flash Point 304.7±26.6 °C
Exact Mass 456.360352
PSA 57.53000
LogP 9.01
Vapour Pressure 0.0±3.4 mmHg at 25°C
Index of Refraction 1.555
InChIKey WCGUUGGRBIKTOS-GPOJBZKASA-N
SMILES CC1CCC2(C(=O)O)CCC3(C)C(=CCC4C5(C)CCC(O)C(C)(C)C5CCC43C)C2C1C
Storage condition 2~8°C
Water Solubility insoluble

 MSDS

This table provides MSDS information including hazard classification, first‑aid, fire‑fighting, spill handling, operation and storage instructions.

 Safety Information

This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.

Hazard Statements H413
Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes Xi
Risk Phrases R36/37/38
Safety Phrases S24/25
RIDADR NONH for all modes of transport
WGK Germany -
RTECS YU9520000
HS Code 2942000000

 Synthetic Route

This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.

N/A structure

N/A

CAS#:1381876-19-2

~75%

Ursolic Acid Structure

Ursolic Acid

CAS#:77-52-1

Learn More
Literature: Yan, Shiqiang; Ding, Ning; Zhang, Wei; Wang, Peng; Li, Yingxia; Li, Ming Carbohydrate Research, 2012 , vol. 354, p. 6 - 20
3-HYDROXY-(3ALPHA)-URS-12-EN-28-OIC ACID METHYL ESTER structure

3-HYDROXY-(3ALP...

CAS#:915-32-2

~71%

Ursolic Acid Structure

Ursolic Acid

CAS#:77-52-1

Learn More
Literature: Sengupta, Pasupati; Sen, Manju; Das, Saktipada Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1980 , vol. 19, # 8 p. 721 - 722
3'-methyl-2'-butenyl 3β-hydroxyurs-12-en-28-oate structure

3'-methyl-2'-bu...

CAS#:1198208-27-3

~%

Ursolic Acid Structure

Ursolic Acid

CAS#:77-52-1

Learn More
Literature: Synthetic Communications, , vol. 43, # 1 p. 26 - 33
phenyl-3β-acetoxy-urs-12-en-28-oate structure

phenyl-3β-aceto...

CAS#:104668-95-3

~1%

Ursolic Acid Structure

Ursolic Acid

CAS#:77-52-1

Learn More
Literature: Meksuriyen, Duangdeun; Nanayakkara, N. P. Dhammika; Phoebe, Charles H.; Cordell, Geoffrey A. Phytochemistry (Elsevier), 1986 , vol. 25, # 7 p. 1685 - 1690
3-O-β-D-glucopyranosylursolic acid 28-O-β-D-glucopyranoside ester structure

3-O-β-D-glucopy...

CAS#:28288-99-5

~%

D-(+)-Glucose structure

D-(+)-Glucose

CAS#:50-99-7

Ursolic Acid Structure

Ursolic Acid

CAS#:77-52-1

Learn More
Literature: Egyptian Journal of Chemistry, , vol. 54, # 1 p. 99 - 113
Sodium acetate structure

Sodium acetate

CAS#:127-09-3

~%

Ursolic Acid Structure

Ursolic Acid

CAS#:77-52-1

Oleanic acid structure

Oleanic acid

CAS#:508-02-1

Learn More
Literature: Journal of the Chemical Society, Chemical Communications, , # 14 p. 1141 - 1143

 Customs

This table shows customs‑related data including HS‑code, tariff and regulatory conditions for import and export.

HS Code 2942000000

 Articles132

More Articles

This table lists relevant public references with title, journal and publication metadata for this compound.

RIPK1 promotes death receptor-independent caspase-8-mediated apoptosis under unresolved ER stress conditions.

Cell Death Dis. 5 , e1555, (2014)

Accumulation of unfolded proteins in the endoplasmic reticulum (ER) causes ER stress and results in the activation of the unfolded protein response (UPR), which aims at restoring ER homeostasis. Howev...

Chemical profile and in vivo hypoglycemic effects of Syzygium jambos, Costus speciosus and Tapeinochilos ananassae plant extracts used as diabetes adjuvants in Puerto Rico.

BMC Complement Altern. Med. 15 , 244, (2015)

The increasing numbers of people who use plant-based remedies as alternative or complementary medicine call for the validation of less known herbal formulations used to treat their ailments. Since Pue...

Analysis of triterpenoids and phytosterols in vegetables by thin-layer chromatography coupled to tandem mass spectrometry.

J. Chromatogr. A. 1381 , 229-38, (2015)

Three TLC methods were used for an initial screening of some common plant triterpenoids and phytosterols in cuticular wax extracts of different vegetables (zucchini, eggplant, tomato, red pepper, mang...

 Ursolic AcidBioassay

View more

This table contains target information, in‑vitro & in‑vivo assay data for this compound.

Name: Growth inhibition of human A549 cells after 48 hrs by sulforhodamine-B assay
Source: ChEMBL
Target: A549
External Id: CHEMBL2416627
Name: Growth inhibition of human HCT116 cells after 48 hrs by sulforhodamine-B assay
Source: ChEMBL
Target: HCT-116
External Id: CHEMBL2416625
Name: Growth inhibition of human FR2 cells assessed as dead cells at 10 uM after 48 hrs by ...
Source: ChEMBL
Target: N/A
External Id: CHEMBL2416632
Name: Inhibition of HCV NS3 helicase overexpressed in Escherichia coli BL21(DE3) assessed a...
Source: ChEMBL
Target: N/A
External Id: CHEMBL2060535
Name: Inhibition of SARS coronavirus nsP13 helicase activity expressed in Escherichia coli ...
Source: ChEMBL
Target: N/A
External Id: CHEMBL2060534
Name: Growth inhibition of human MCF7 cells after 48 hrs by sulforhodamine-B assay
Source: ChEMBL
Target: MCF7
External Id: CHEMBL2416624
Name: Growth inhibition of human THP1 cells after 48 hrs by sulforhodamine-B assay
Source: ChEMBL
Target: THP-1
External Id: CHEMBL2416623
Name: Inhibition of HCV NS3 helicase ATP hydrolysis activity overexpressed in Escherichia c...
Source: ChEMBL
Target: N/A
External Id: CHEMBL2060537
Name: Growth inhibition of human FR2 cells after 48 hrs by sulforhodamine-B assay
Source: ChEMBL
Target: N/A
External Id: CHEMBL2416622
Name: Growth inhibition of human THP1 cells assessed as dead cells at 50 uM after 48 hrs by...
Source: ChEMBL
Target: THP-1
External Id: CHEMBL2416641
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 Synonyms

This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.

Masterin
URSON
Merotaine
Neoage UR
EINECS 201-034-0
PRUNOL
MICROMEROL
Ursolicacid
Ursolic acid
MALOL
MFCD00009621
Ursolic

 Ursolic Acid | FAQ

This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.

Q: What is the LogP of ursolic acid?
A: LogP of ursolic acid is 9.01.
Q: What is the SMILES notation of ursolic acid?
A: SMILES notation of ursolic acid is CC1CCC2(C(=O)O)CCC3(C)C(=CCC4C5(C)CCC(O)C(C)(C)C5CCC43C)C2C1C.
Q: What is the melting point of ursolic acid?
A: Melting point of ursolic acid is 292 °C (dec.)(lit.).
Q: What are the upstream materials of ursolic acid?
A: Related upstream materials(CAS) of ursolic acid: 1198208-27-3;28288-99-5;127-09-3.
Q: What is the polar surface area (PSA) of ursolic acid?
A: Polar surface area (PSA) of ursolic acid is 57.53000.
Q: What is the boiling point of ursolic acid?
A: Boiling point of ursolic acid is 556.9±50.0 °C at 760 mmHg.
Q: What is the molecular formula of ursolic acid?
A: Molecular formula of ursolic acid is C30H48O3.
Q: What is the safety information for ursolic acid?
A: Safety information for ursolic acid: S24/25.
Q: What is the molecular weight of ursolic acid?
A: Molecular weight of ursolic acid is 456.700.
Q: What is the InChIKey of ursolic acid?
A: InChIKey of ursolic acid is WCGUUGGRBIKTOS-GPOJBZKASA-N.

 Ursolic Acidfactory

This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.

Shanghai Nianxing Industrial Co., Ltd
BioBioPha
Dayang Chem (Hangzhou) Co., Ltd.
Henan Tianfu Chemical Co., Ltd.
Zhongshan Xingrui Chemical Co. , Ltd.
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Chemsrc provides Ursolic Acid(CAS#:77-52-1) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of Ursolic Acid are included as well.>> amp version: Ursolic Acid

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