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O5504

Sigma-Aldrich

Oleanolic acid

≥97%

Sinônimo(s):

(+)-Oleanolic acid, 3beta-Hydroxyolean-12-en-28-oic acid, Astrantiagenin C, Caryophyllin, Oleanic acid

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About This Item

Fórmula empírica (Notação de Hill):
C30H48O3
Número CAS:
508-02-1
Peso molecular:
456.70
Número CE:
208-081-6
Número MDL:
MFCD00064914
Código UNSPSC:
12352002
ID de substância PubChem:
57654491
NACRES:
NA.22

Ensaio

≥97%

forma

powder

cor

light yellow

pf

>300 °C (lit.)

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

[H][C@@]12CC(C)(C)CC[C@@]1(CC[C@]3(C)C2=CC[C@]4([H])[C@@]5(C)CC[C@H](O)C(C)(C)[C@]5([H])CC[C@@]34C)C(O)=O

InChI

1S/C30H48O3/c1-25(2)14-16-30(24(32)33)17-15-28(6)19(20(30)18-25)8-9-22-27(5)12-11-23(31)26(3,4)21(27)10-13-29(22,28)7/h8,20-23,31H,9-18H2,1-7H3,(H,32,33)/t20-,21-,22+,23-,27-,28+,29+,30-/m0/s1

chave InChI

MIJYXULNPSFWEK-GTOFXWBISA-N

Informações sobre genes

mouse ... Ifng(15978) , Nos2(18126)

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Categorias relacionadas

Descrição geral

Oleanolic acid is a hydroxyl pentacyclic triterpenoic acid (HPTA), which exhibits antibacterial, antitumor and antileishmanial activity.

Aplicação

Oleanolic acid has been used as a reference compound during its quantification in the roots of Cissampelos pareria Linn.var hirsuta by high performance thin layer chromatography (HPTLC).

Ações bioquímicas/fisiológicas

Triterpenoid isolated from medicinal plants. Antitumor and hepatoprotective agent. Oleanolic acid has therapeutic potential for neurodegenerative diseases.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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23-Hydroxytormentic acid ≥95% (LC/MS-ELSD)

Sigma-Aldrich

SMB00242

23-Hydroxytormentic acid

Ursolic acid primary reference standard

03240595

Ursolic acid

Phytolaccagenin phyproof® Reference Substance

PHL80614

Phytolaccagenin

NDB ≥98% (HPLC)

Sigma-Aldrich

SML1604

NDB

Apurva Bhave et al.
Journal of food and drug analysis, 25(3), 681-690 (2017-09-16)
In this study, an in-depth analysis of the unique set of rosehip samples from 71 Rosa genotypes was conducted with the aim to identify the most suitable ones for applications in the food and pharmaceutical industries based on the content
Validated HPTLC method for qualitative and quantitative estimation of oleanolic acid in roots of Cissampelos pareira Linn. var. hirsuta, Menispermaceae.
Patel VG, et al.
Der Pharmacia Lettre, 7(5), 300-306 (2015)
Oleanolic acid (OA) as an antileishmanial agent: Biological evaluation and in silico mechanistic insights.
Melo TS, et al.
Parasitology International, 65(3), 227-237 (2016)
Li Chen et al.
Journal of medicinal chemistry, 51(15), 4834-4838 (2008-07-05)
Novel furoxan-based nitric oxide (NO) releasing derivatives of oleanolic acid (OA) were synthesized for potential therapy of liver cancers. Six compounds produced high levels of NO in human hepatocellular carcinoma (HCC) cells and exhibited strong cytotoxicity selectively against HCC in
Amélia M Silva et al.
Pharmaceutics, 11(8) (2019-07-28)
Oleanolic (OA) and ursolic (UA) acids are recognized triterpenoids with anti-cancer properties, showing cell-specific activity that can be enhanced when loaded into polymeric nanoparticles. The cytotoxic activity of OA and UA was assessed by Alamar Blue assay in three different
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