Ursolic acid

ALDRICH/U6753 - ≥90%

Synonym: 3β-Hydroxy-12-ursen-28-ic acid

CAS Number: 77-52-1
Empirical Formula (Hill Notation): C₃₀H₄₈O₃
Molecular Weight: 456.70
EC Number: 201-034-0
MDL Number: MFCD00009621
Linear Formula: C₃₀H₄₈O₃
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-U6753-100MG	100 mg	$77.00 1/EA		Add To Favorites
45-U6753-500MG	500 mg	$331.00 1/EA		Add To Favorites

Properties
Descriptions
Safety Info.
Basic Data

assay	≥90%
InChI	1S/C30H48O3/c1-18-10-15-30(25(32)33)17-16-28(6)20(24(30)19(18)2)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h8,18-19,21-24,31H,9-17H2,1-7H3,(H,32,33)/t18-,19+,21+,22-,23+,24+,27+,28-,29-,30+/m1/s1
InChI key	WCGUUGGRBIKTOS-GPOJBZKASA-N
mp	292 °C (dec.) (lit.)
Quality Level	100
SMILES string	[H][C@@]12CC[C@]3(C)[C@]([H])(CC=C4[C@]5([H])[C@@H](C)[C@H](C)CC[C@@]5(CC[C@@]34C)C(O)=O)[C@@]1(C)CC[C@H](O)C2(C)C
storage temp.	2-8°C

Application:	Ursolic acid can be used as a starting material to synthesize ethoxycarbonylmethyl ursolate (ECU) by reacting with ethyl chloroacetate. ECU is further used as a key intermediate in the total synthesis of a biologically important compound 3-acetyl-2-[(un)substituted phenyl]-2,3-dihydro-1,3,4-oxadiazol-5-Me 3-O-acetylursolate. Ursolic acid can also be used to prepare novel heterocyclic derivatives for various activity studies.
Biochem/physiol Actions:	Triterpenoid found in a variety of fruits, including apples. Cardioprotective and anti-tumor agent. Under study as a potential Alzheimer′s disease therapeutic due to its inhibitory effect on the interactions between amyloid-β and the CD36 receptor.
General description:	Ursolic acid (UA) is a hydroxyl pentacyclic triterpenoic acid (HPTA), which exhibits anti-bacterial, anti-cancer, anti-oxidative and anti-inflammatory effects. It can also promote neuroregeneration after peripheral nerve injury. UA can enhance sleep duration by activating the GABAergic neurotransmitter system. [GABA= γ-aminobutyric acid]
Other Notes:	Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. U6753.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.
Packaging:	100 mg in poly bottle
Packaging:	500 mg in poly tube

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	580.5 °F
Flash Point(C)	304.7 °C

Purity	≥90%
mp	292 °C (dec.) (lit.)
Storage Temp.	2-8°C
UNSPSC	12352002

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