Oleanolic acid
- CAS No.
- 508-02-1
- Chemical Name:
- Oleanolic acid
- Synonyms
- oleanic acid;Oleanolic;Oleanoic Acid;CARYOPHYLLIN;Oleanlic Acid;eanoL;Oleanol;Guagenin;Gledigeni;Taragenin
- CBNumber:
- CB9113460
- Molecular Formula:
- C30H48O3
- Molecular Weight:
- 456.7
- MOL File:
- 508-02-1.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/7/2 8:55:39
| Melting point | >300 °C (lit.) |
|---|---|
| alpha | D20 +83.3° (c = 0.6 in chloroform) |
| Boiling point | 502.79°C (rough estimate) |
| Density | 1.0261 (rough estimate) |
| refractive index | 1.4940 (estimate) |
| storage temp. | 2-8°C |
| solubility | Chloroform (Very Slightly), DMSO (Slightly, Heated), Methanol (Slightly, Heated) |
| pka | 2.52(at 25℃) |
| form | Solid |
| color | light yellow |
| Merck | 14,6827 |
| InChIKey | NZQIXFRGWXNLSP-IDYUENATSA-N |
| LogP | 8.576 (est) |
| CAS DataBase Reference | 508-02-1(CAS DataBase Reference) |
| EPA Substance Registry System | Oleanolic acid (508-02-1) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P261-P280a-P304+P340-P305+P351+P338-P405-P501a | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38 | |||||||||
| Safety Statements | 26-36-37/39-60-37 | |||||||||
| WGK Germany | 2 | |||||||||
| RTECS | RK0177965 | |||||||||
| TSCA | Yes | |||||||||
| HS Code | 29181990 | |||||||||
| NFPA 704 |
|
Oleanolic acid price More Price(12)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | O5504 | Oleanolic acid ≥97% | 508-02-1 | 100MG | ₹11019.85 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | O5504 | Oleanolic acid ≥97% | 508-02-1 | 500MG | ₹29855.35 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 42515 | Oleanolic acid analytical standard | 508-02-1 | 10MG | ₹13238.98 | 2022-06-14 | Buy |
| TCI Chemicals (India) | O0317 | Oleanolic Acid | 508-02-1 | 5G | ₹7200 | 2022-05-26 | Buy |
| TCI Chemicals (India) | O0317 | Oleanolic Acid | 508-02-1 | 25G | ₹11900 | 2022-05-26 | Buy |
Oleanolic acid Chemical Properties,Uses,Production
Description
Oleanolic acid or oleanic acid is a naturally occurring pentacyclic triterpenoid with the formula of C30H48O3. It was found in the non-glyceride fraction of olive pomace oil and is widely distributed in food and plants where it exists as a free acid or as an aglycone precursor for triterpenoid saponins, in which it can be linked to one or more sugar chains. It is biosynthesized from lupane. It can rearrange to the isomer, ursolic acid, or be oxidized to taraxasterol and amyrin. Oleanolic acid and its derivatives possess several promising pharmacological activities, such as hepatoprotective effects, and anti-inflammatory, antioxidant, or anticancer activities.
Chemical Properties
White needle-like crystals (ethanol), odorless, tasteless. Unstable to acid and alkali. Insoluble in water, soluble in methanol, ethanol, ethyl ether, acetone and chloroform.
Occurrence
The ingredient is mainly extracted from the leaves of Olea europaea and Viscum album L. Besides, it is found in the fruit of ligustrum lucidum ait, the whole grass of swertia mileensis t.n.he et w.l.shi, s. mussotii franch, the leaves and roots of astrantia major, the root bark and stem bark of aralia chinensis, the roots of hemsleya macrosperma c.y.wu , the roots of hemsleya amabilis diels, and the roots of hemsleya chinensis cogn. There is a long history in the herb and fruit which contain oleanolic acid. They play an important role in the treatment of various diseases. Oleanolic acid may be the most effective component in various Chinese medicines.
History
The chemical formula was first identified in 1918. In 1960, Khastgir purified the compound for the first time. Corey identified the structure of oleanolic acid in 1993.Now the compound has been made into a drug and is being marketed in China. As early as 2002, the tablet form of oleanolic acid was listed. In 2010, capsule preparations came into the market, and to date, there is no other listed preparation. Sanofi treated it as antiulcer and NSAIDs candidate in abroad.Although it has anti-inflammatory and anti-ulcer effects, Sanofi stopped the study of developing oleanolic acid into a drug in 1989.
Uses
Oleanolic acid is a triterpenoid known for its anti-inflammatory properties, is commonly present in several medicinal plants. It can Inhibits secretory phospholipase A2 that is mainly used for the treatment of acute jaundiced hepatitis with remarkable efficacy, and also has good effect on chronic hepatitis.?
Definition
ChEBI: Oleanolic acid is a pentacyclic triterpenoid that is olean-12-en-28-oic acid substituted by a beta-hydroxy group at position 3. It has a role as a plant metabolite. It is a pentacyclic triterpenoid and a hydroxy monocarboxylic acid. It is a conjugate acid of an oleanolate. It derives from a hydride of an oleanane.
Indications
Oleanolic acid is included in the Pharmacopoeia of the People's Republic of China (Part 2, volume 3), the British Pharmacopoeia (2017), and the European Pharmacopoeia (8.7th ed.). It is mainly used for the adjuvant treatment of acute infectious icteric hepatitis and acute and chronic hepatitis. It also can be utilized in psoriasis, rheumatoid arthritis, nephritic edema, ascites, stomach with turbid, metrorrhagia, bruises, carbuncle, soreness and weakness of the waist and knees, fetal irritability and so on.
General Description
Oleanolic acid is a hydroxyl pentacyclic triterpenoic acid (HPTA), which exhibits antibacterial, antitumor and antileishmanial activity. It is biosynthesized from lupane. It can rearrange to the isomer, ursolic acid, or be oxidized to taraxasterol and amyrin.
Clinical Use
It is reported that contrast with Western medicine, the 60~90?mg/d oleanolic acid tablets supplemented with vitamin B can treat acute and chronic hepatitis, with effective rates of 94.4% and 69.81%, respectively, in clinical results. It has been listed on the drug manual as adjuvant therapy for acute and chronic hepatitis.
References
1.https://en.wikipedia.org/wirki/Oleanolic_acid
2.https://www.ncbi.nlm.nih.gov/mesh/68009828
3.http://www.sciencedirect.com/science/article/pii/S0031942212000027
4.http://www.adooq.com/oleanolic-acid-caryophyllin.html
Oleanolic acid Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| Natural Remedies Pvt Ltd | +91 (80) 4020-9999 | New Delhi, India | 110 | 50 | Inquiry |
| A.J Chemicals | 91-9810153283 | New Delhi, India | 6124 | 58 | Inquiry |
| CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6351 | 58 | Inquiry |
| CHEMSWORTH | +91-261-2397244 | New Delhi, India | 6707 | 30 | Inquiry |
| Otto Chemie Pvt. Ltd. | +91 9820041841 | Mumbai, India | 5873 | 58 | Inquiry |
| TCI Chemicals (India) Pvt. Ltd. | 1800 425 7889 | New Delhi, India | 6778 | 58 | Inquiry |
| Triveni chemicals | 08048762458 | New Delhi, India | 6093 | 58 | Inquiry |
| Sami Labs Limited | 09886575758 | Karnataka, India | 26 | 58 | Inquiry |
| Phytocompounds | 91-80-40209999 | Karnataka, India | 35 | 58 | Inquiry |
| Pioneer Enterprise | 91-22-23472534 | Maharashtra, India | 28 | 58 | Inquiry |
| Supplier | Advantage |
|---|---|
| Natural Remedies Pvt Ltd | 50 |
| A.J Chemicals | 58 |
| CLEARSYNTH LABS LTD. | 58 |
| CHEMSWORTH | 30 |
| Otto Chemie Pvt. Ltd. | 58 |
| TCI Chemicals (India) Pvt. Ltd. | 58 |
| Triveni chemicals | 58 |
| Sami Labs Limited | 58 |
| Phytocompounds | 58 |
| Pioneer Enterprise | 58 |
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