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U6628

Sigma-Aldrich

Uvaol

≥95%

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Synonym(s):
Urs-12-ene-3,28-diol
Empirical Formula (Hill Notation):
C30H50O2
CAS Number:
Molecular Weight:
442.72
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.25

assay

≥95%

mp

223-225 °C (lit.)

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

SMILES string

C[C@@H]1CC[C@]2(CO)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@@]34C)[C@@H]2[C@H]1C

InChI

1S/C30H50O2/c1-19-10-15-30(18-31)17-16-28(6)21(25(30)20(19)2)8-9-23-27(5)13-12-24(32)26(3,4)22(27)11-14-29(23,28)7/h8,19-20,22-25,31-32H,9-18H2,1-7H3/t19-,20+,22+,23-,24+,25+,27+,28-,29-,30-/m1/s1

InChI key

XUARCIYIVXVTAE-ZAPOICBTSA-N

Gene Information

mouse ... Nos2(18126)

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Show Differences

1 of 4

This Item
B0261B9757672315
vibrant-m

U6628

Uvaol

vibrant-m

B0261

Bufalin

vibrant-m

B9757

Betulin

vibrant-m

672315

Ursolic Acid

assay

≥95%

assay

≥97% (HPLC)

assay

≥98%

assay

≥90% (GC)

Quality Level

100

Quality Level

200

Quality Level

100

Quality Level

100

mp

223-225 °C (lit.)

mp

-

mp

256-257 °C (lit.)

mp

-

Gene Information

mouse ... Nos2(18126)

Gene Information

-

Gene Information

-

Gene Information

-

General description

Uvaolis a pentacyclic triterpene compound usually extracted from plant leaves such as Apocynum venetum L., olive leaves (Olea europaea L.), and oregano (Origanum vulgare L.).

Application

Uvaol has been used as retinoic acid receptor-related orphan receptor gamma t (RORγt) inhibitor to study the role of cardiac glycoside reductase 2 (Cgr2) enzyme on its metabolism.

Biochem/physiol Actions

Uvaolexerts pharmacological properties such as antioxidant, anticancer, anti-inflammatory, and wound healing. It also displays vasodilator, hepatoprotective, and antimicrobial effects. Uvaol has inhibitory effects on nitric oxide (NO) release.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Guang-Bo Xie et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 32(18), 1890-1892 (2007-12-07)
To investigate the chemical constituents of Ilex pernyi. The chemical constituents were isolated by various column chromatographic methods. The structures were identified by spectral data. Eight triterpenoid compounds were isolated and identified as ursolic acid (1), lupeol (2), alpha-amyrin (3)
Sabira Begum et al.
Natural product research, 18(2), 135-140 (2004-02-27)
Five constituents including one new pentacyclic triterpenoid guajanoic acid (1) and four known compounds beta-sitosterol (2), uvaol (3), oleanolic acid (4), and ursolic acid (5) have been isolated from the leaves of Psidium guajava. The new constituent 1 has been
A Martins et al.
International journal of antimicrobial agents, 37(5), 438-444 (2011-03-18)
Several compounds isolated from the plant Carpobrotus edulis were evaluated for their activity against multidrug-resistant (MDR) bacteria and their efflux pump systems. Amongst the compounds isolated, six compounds were tested, namely uvaol, β-amyrin, oleanolic acid, catechin, epicatechin and monogalactosyldiacylglycerol. Oleanolic
Margaret Alexander et al.
Cell host & microbe, 30(1), 17-30 (2021-11-26)
Bacterial activation of T helper 17 (Th17) cells exacerbates mouse models of autoimmunity, but how human-associated bacteria impact Th17-driven disease remains elusive. We show that human gut Actinobacterium Eggerthella lenta induces intestinal Th17 activation by lifting inhibition of the Th17
Shi-Yun Du et al.
Chinese medicine, 15, 43-43 (2020-05-16)
Apocynum venetum leaves are used as a kind of phytomedicine and the main ingredient in some traditional Chinese medicine products for the relief of colitis. To understand the bioactive constituents of A. venetum L., we did a phytochemistry study and

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