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89797

Supelco

Ursolic acid

analytical standard

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Synonym(s):
3β-Hydroxy-12-ursen-28-ic acid
Empirical Formula (Hill Notation):
C30H48O3
CAS Number:
Molecular Weight:
456.70
Beilstein/REAXYS Number:
2228563
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

assay

≥98.5% (HPLC)

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

292 °C (dec.) (lit.)

application(s)

food and beverages

format

neat

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

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

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1 of 4

This Item
1707770672315U6753
vibrant-m

89797

Ursolic acid

vibrant-m

1707770

Ursolic acid

vibrant-m

672315

Ursolic Acid

vibrant-m

U6753

Ursolic acid

Quality Level

100

Quality Level

-

Quality Level

100

Quality Level

100

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

-

technique(s)

-

technique(s)

-

application(s)

food and beverages

application(s)

pharmaceutical (small molecule)

application(s)

-

application(s)

-

assay

≥98.5% (HPLC)

assay

-

assay

≥90% (GC)

assay

≥90%

grade

analytical standard

grade

pharmaceutical primary standard

grade

-

grade

-

General description

Ursolic acid belongs to the class of triterpenoid compounds that occurs widely in medicinal herbs, food and other plants. It may possess pharmacological properties like hepta-protection, analgesic, cardiotonic, sedative and tonic effects.

application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

580.5 °F

flash_point_c

304.7 °C

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

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Pharmacology of oleanolic acid and ursolic acid
Liu J
Journal of Ethnopharmacology, 49, 57-68 (1995)
Jin-Feng Hu et al.
Journal of natural products, 69(1), 118-120 (2006-01-31)
One new (1) and four known (2-5) ursene triterpenes with potent inhibition of the formation of the bacterial biofilm Pseudomonas aeruginosa PA01 were obtained from Diospyros dendo using a high-throughput natural products chemistry procedure. These compounds were isolated as mass-limited
Jing-Wei Shao et al.
European journal of medicinal chemistry, 46(7), 2652-2661 (2011-04-26)
Twenty-three ursolic acid (1) derivatives 2-24 (ten novel compounds 8-10, 14-17 and 22-24) modified at the C-3 and the C-28 positions were synthesized, and their structures were confirmed by IR, (1)H NMR, MS, and elemental analysis. The single crystals of
Huang-Yao Tu et al.
Bioorganic & medicinal chemistry, 17(20), 7265-7274 (2009-09-18)
Twenty-three ursolic acid (1) derivatives 2-24 including nine new 1 derivatives 5, 7-11, 20-22 were synthesized and evaluated for cytotoxicities against NTUB1 cells (human bladder cancer cell line). Compounds 5 and 17 with an isopropyl ester moiety at C-17-COOH and
Hao Zhang et al.
International journal of pharmaceutics, 441(1-2), 261-268 (2012-12-01)
It has been demonstrated that ursolic acid (UA) could effectively induces apoptosis of cancer cells by inhibiting the expression of cyclooxygenase 2 (COX-2), which constitutively expresses in gastric cancer. However, the hydrophobicity of UA increases the difficulty in its potential

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