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U6628

Sigma-Aldrich

Uvaol

≥95%

Sinonimo/i:

Urs-12-ene-3,28-diol

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About This Item

Formula empirica (notazione di Hill):
C30H50O2
Numero CAS:
545-46-0
Peso molecolare:
442.72
Numero CE:
208-888-3
Numero MDL:
MFCD00009620
Codice UNSPSC:
12352103
ID PubChem:
24900437
NACRES:
NA.25

Livello qualitativo

100

Saggio

≥95%

Punto di fusione

223-225 °C (lit.)

applicazioni

metabolomics
vitamins, nutraceuticals, and natural products

Stringa SMILE

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
XUARCIYIVXVTAE-ZAPOICBTSA-N

Informazioni sul gene

mouse ... Nos2(18126)

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Categorie correlate

Descrizione generale

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.).

Applicazioni

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.

Azioni biochim/fisiol

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.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

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Certificati d'analisi (COA)

Lot/Batch Number
BCCF6195
BCCD6167
BCCB3325
BCBZ8502
BCBV3728

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Fucosterol ≥93%

Sigma-Aldrich

F5379

Fucosterol

Δ 5-avenasterol Avanti Research™ - A Croda Brand

Avanti

700174P

Δ 5-avenasterol

Brassicasterol Avanti Research™ - A Croda Brand

Avanti

700175P

Brassicasterol

Lanosterol ≥93%, powder

Sigma-Aldrich

L5768

Lanosterol

Oleanolic acid ≥97%

Sigma-Aldrich

O5504

Oleanolic acid

α-Amyrin analytical standard

Supelco

53017

α-Amyrin

Lupeol analytical standard

Supelco

18692

Lupeol

Betulin analytical standard

Supelco

92648

Betulin

Emad M Hassan et al.
Planta medica, 74(14), 1749-1750 (2008-11-01)
Phytochemical investigation of the methanolic extract of Plumeria acutifolia (Apocynaceae) leaves has led to the isolation and identification by spectroscopic means of a new monoterpene alkaloid, (R)-4'-((S)-1-hydroxyethyl)-5,6-dihydro-5' H-spiro[cyclopenta[C]pyridine-7,2'-furan)-5'-one, for which the name plumerianine was adopted, the iridoid 15-demethylplumeride, and three
Lei Liu et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 32(17), 1762-1765 (2007-11-13)
To investigate the chemical constituents of Pyrola calliatha. The chemical constituents were isolated by various column chromatographic methods. The structures were identified by spectral data. Ten compounds were isolated and identified as chimaphilin (1), uvaol(2), ursolic acid (3), 2beta,3beta,23-trihydroxy-12-ene-28-ursolic acid
B S Min et al.
Planta medica, 65(4), 374-375 (1999-06-12)
The methanol extracts of the leaves of Crataegus pinnatifida showed potent inhibitory activities against HIV-1 protease at a concentration of 100 micrograms/ml. The subsequent fractionation and isolation of the extract gave two active compounds. Their structures were identified as uvaol
A Martins et al.
Anticancer research, 30(3), 829-835 (2010-04-16)
A bioassay-guided separation protocol, including the testing of the extracts, fractions and pure compounds for their ability to inhibit P-glycoprotein (the efflux pump responsible for the multidrug resistance of the used cell line) of mouse lymphoma cells containing the human
X Z Xu et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 25(4), 225-226 (2003-01-07)
To study the chemical components of Gentiana tizuensis distributed in Qinghai Province. Chromatography and spectral analyses were used to isolate the constituents and elucidate their structure. Four compounds were isolated and identified as uvaol, L-(+)-l-O-methyl-myo-inositol, ursolic acid,beta-sitosterol. All these components
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