ChemicalBook
Chinese Japanese Germany Korea

Oleanic acid

Description References
Oleanic acid
Oleanic acid structure
CAS No.
508-02-1
Chemical Name:
Oleanic acid
Synonyms
eanoL;Oleanol;Guagenin;Gledigeni;Taragenin;qidunguos;Oleanolic;Araligenin;MoMorgenin;NSC 114945
CBNumber:
CB9113460
Molecular Formula:
C30H48O3
Formula Weight:
456.7
MOL File:
508-02-1.mol

Oleanic acid Properties

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
form 
neat
pka
2.52(at 25℃)
color 
light yellow
Merck 
14,6827
InChIKey
NZQIXFRGWXNLSP-IDYUENATSA-N
CAS DataBase Reference
508-02-1(CAS DataBase Reference)
EWG's Food Scores
1
FDA UNII
6SMK8R7TGJ
EPA Substance Registry System
Oleanolic acid (508-02-1)
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS07
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

Oleanic acid price More Price(10)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 42515 Oleanolic acid analytical standard 508-02-1 10mg $142 2021-03-22 Buy
Sigma-Aldrich 03920590 Oleanolic acid primary reference standard 508-02-1 10mg $238 2021-03-22 Buy
TCI Chemical O0317 Oleanolic Acid Hydrate >98.0%(T) 508-02-1 5g $64 2021-03-22 Buy
TCI Chemical O0317 Oleanolic Acid Hydrate >98.0%(T) 508-02-1 25g $200 2021-03-22 Buy
Alfa Aesar H60445 Oleanolic acid, 97% 508-02-1 250mg $142 2020-06-24 Buy

Oleanic 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.

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

Description

The ingredient is mainly extracted from the leaves of muxilan 木樨榄 (Olea europaea). 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.

Chemical Properties

White Solid

Physical properties

Appearance: Olea europaea exists in white needle crystal with ethanol or methanol. Melting point: It melts at 306–310?°C. Solubility: The ingredient is insoluble in water. Specific optical rotation: Polarized light rotates +83.3° when it passes through chloroform with concentration of 6?mol/L.

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

A triterpenoid known for its anti-inflammatory properties, is commonly present in several medicinal plants.

Indications

It 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.

Definition

ChEBI: A pentacyclic triterpenoid that is olean-12-en-28-oic acid substituted by a beta-hydroxy group at position 3.

Pharmacology

Liver protection: Pretreatment of 100?mg/kg once a day for 3?days can protect the liver and decrease the activity of enzymes. It achieves by increasing the amount of metallothioneins and liver glucoside transferases to prevent glutathione emptying, to inhibit several subtypes of P450 oxidase, and to prevent combination with toxic substances.
Antimicrobial and antiviral effect: Oleanolic acid may inhibit the proliferation or production of NO induced by interferon or in the macrophages by competitively binding to the enzymes necessary for the growth and reproduction of microorganisms or virus and play an anti-inflammatory and antiviral role. EC50 of HIV-1- infected H9 cells is 3.4?mol/L.
Effects on metabolism of glucose and lipid: The treatment of 50–100?mg/kg for 4?days achieves the glucosidase activity inhibition, reduction of glucose absorption, inhibition of glycogen phosphorylase, activation of glycogen synthesis, inhibition of protein tyrosine phosphatase 1B, regulation of insulin signaling pathway, and increase of insulin sensitivity, and it may also be achieved by inhibiting the transport of glucose from the stomach to the intestine and transport activity of intestinal villi. 200?mg/kg suspension administrated by gavage for 4?weeks decreases the level of triglycerides, cholesterol, and β-lipoprotein in high-fat animal, and it contributes to increased platelet swimming rate and decreased blood viscosity
Effects on immunologic function: 60?mg/kg intraperitoneal injection may regulate the immune system by inhibiting type I allergic reaction, promoting proliferation of lymphocyte and inhibiting enzyme C-3? in the traditional complement pathway.
Antioxidant effect: It fights against lipid peroxidation by scavenging free radicals.
Other functions: 10–5?mol/L oleanolic acid may inhibit the activity of DNA ligase I active site. It exerts anticancer and anti-mutation effects, and IC50 value is2.2×105 ?mol/L in inhibiting ornithine decarboxylase (ODC) induced by external TPA at the transcriptional level. Oleanolic acid in polyvinylpyrrolidone suspension at the dose of 16?mg/kg by intragastric administration for 30?days also reversibly decreases quality and exercise capacity of mouse sperms.
It is reported that it is consistent with the single compartment model, or noncompartmental model, and may be distributed in the compound in accordance with the two compartment models. Eventually, it will be eliminated by P450 oxidase in the liver.

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.

Oleanic acid Preparation Products And Raw materials

Raw materials

Preparation Products


Oleanic acid Suppliers

Global( 463)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Shaanxi Pioneer Biotech Co., Ltd .
86-13259417953(Whatsapp/Wechat) 86-13259417953(Whatsapp)
029-84385017 sales@pioneerbiotech.com CHINA 3001 58
Shanghai Standard Technology Co., Ltd.
18502101150
+86-21-57127007-6606 ft-sales@nature-standard.com CHINA 1923 58
Aktin Chemicals, Inc.
028-85159085
86-28-85159085 Ex:604 info@aktinchem.com CHINA 1026 58
Henan DaKen Chemical CO.,LTD.
+86-371-66670886
info@dakenchem.com China 21022 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 22607 55
Shanghai Time Chemicals CO., Ltd.
+8618017249410 +86-021-57951555
+86-021-57951555 jack.li@time-chemicals.com CHINA 1365 55
Hangzhou FandaChem Co.,Ltd.
008615858145714
+86-571-56059825 fandachem@gmail.com CHINA 8882 55
Hubei XinRunde Chemical Co., Ltd.
+8615102730682
02783214688 bruce@xrdchem.cn CHINA 567 55
Nanjing Finetech Chemical Co., Ltd.
025-85710122 17714198479
025-85710122 sales@fine-chemtech.com CHINA 890 55
Shanxi Naipu Import and Export Co.,Ltd
+8613734021967
kaia@neputrading.com CHINA 1010 58

View Lastest Price from Oleanic acid manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2021-10-28 Oleanolic acid 508-02-1
508-02-1
US $24.00 / g 1g ≥98% 1000.00 kgs NanJing Spring & Autumn Biological Engineering CO., LTD.
2021-10-27 Oleanic acid
508-02-1
US $0.00 / KG 100g 98%+ 100kg WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
2021-10-21 Oleanic acid
508-02-1
US $1.00-180.00 / KG 0.5KG >99% 20tons Anhui Rencheng Technology Co., Ltd

Oleanic acid Spectrum


508-02-1(Oleanic acid)Related Search:


Copyright 2017 © ChemicalBook. All rights reserved