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855057

Sigma-Aldrich

Betulinic acid

technical grade, 90%

Sinonimo/i:

3β-Hydroxy-20(29)-lupaene-28-oic acid, Lupatic acid, Mairin

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CHF 102.00
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CHF 378.00

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100 MG
CHF 102.00
500 MG
CHF 378.00

About This Item

Formula empirica (notazione di Hill):
C30H48O3
Numero CAS:
472-15-1
Peso molecolare:
456.70
Numero CE:
207-448-8
Numero MDL:
MFCD00009619
Codice UNSPSC:
85151701
ID PubChem:
24888370
NACRES:
NA.22

CHF 102.00

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Grado

technical grade

Livello qualitativo

100

Saggio

90%

Stato

powder

Attività ottica

[α]20/D +7.8°, c = 0.9 in pyridine

Punto di fusione

295-298 °C (dec.) (lit.)

Gruppo funzionale

carboxylic acid
hydroxyl

Temperatura di conservazione

2-8°C

Stringa SMILE

CC(=C)[C@@H]1CC[C@@]2(CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@@]34C)[C@@H]12)C(O)=O

InChI

1S/C30H48O3/c1-18(2)19-10-15-30(25(32)33)17-16-28(6)20(24(19)30)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h19-24,31H,1,8-17H2,2-7H3,(H,32,33)/t19-,20+,21-,22+,23-,24+,27-,28+,29+,30-/m0/s1
QGJZLNKBHJESQX-FZFNOLFKSA-N

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Categorie correlate

Descrizione generale

Betulinic acid is a lupane-type triterpene, which can be prepared from betulin via oxidation using chromium oxide (VI).[1] Along with anti-HIV-1 and anti-tumor activity,[2] it also shows other bioactivities such as anti-inflammatory, antibacterial, in vitro antimalarial, anthelmintic and antioxidant activities.[1]

Azioni biochim/fisiol

Betulinic acid, a pentacyclic triterpene, selectively induces apoptosis in tumor cells by directly activating the mitochondrial pathway of apoptosis through a p53- and CD95-independent mechanism.

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

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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Certificati d'analisi (COA)

Lot/Batch Number
STBL4397
STBL1060
STBL3165
STBJ9909
STBJ1809

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Maslinic acid ≥98% (HPLC)

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Lupeol ≥94%

Sigma-Aldrich

L5632

Lupeol

Oregonin ≥95% (LC/MS-ELSD)

Sigma-Aldrich

SMB00088

Oregonin

Lupeol analytical standard

Supelco

18692

Lupeol

2’-C-Methylcytidine ≥95% (HPLC), powder

Sigma-Aldrich

M4949

2′-C-Methylcytidine

β-Sitosterol β-D-glucoside analytical standard

Supelco

89851

β-Sitosterol β-D-glucoside

Li Kong et al.
Antioxidants (Basel, Switzerland), 10(2) (2021-01-28)
T-2 toxin, which is mainly produced by specific strains of Fusarium in nature, can induce immunotoxicity and oxidative stress, resulting in immune organ dysfunction and apoptosis. Betulinic acid (BA), a pentacyclic triterpenoids from nature plants, has been demonstrated to possess
Rita C Santos et al.
Bioorganic & medicinal chemistry, 17(17), 6241-6250 (2009-08-14)
A series of new imidazole carboxylic esters (carbamates) and N-acylimidazole derivatives of betulin and betulinic acid (14-29) have been synthesized. The new compounds were screened for in vitro cytotoxicity activity against human cancer cell lines HepG2, Jurkat and HeLa. A
Rafael Alcalá-Vida et al.
EMBO molecular medicine, 13(2), e12105-e12105 (2020-12-29)
Lamins are crucial proteins for nuclear functionality. Here, we provide new evidence showing that increased lamin B1 levels contribute to the pathophysiology of Huntington's disease (HD), a CAG repeat-associated neurodegenerative disorder. Through fluorescence-activated nuclear suspension imaging, we show that nucleus
Sami Alakurtti et al.
Bioorganic & medicinal chemistry, 18(4), 1573-1582 (2010-02-02)
Betulin, a naturally occurring abundant triterpene is converted in four steps to 3,28-di-O-acetyllupa-12,18-diene. When various 4-substituted urazoles were oxidized to the corresponding urazines with iodobenzene diacetate in the presence of 3,28-di-O-acetyllupa-12,18-diene, new heterocyclic betulin derivatives were produced. These betulin derivatives
Rita C Santos et al.
Bioorganic & medicinal chemistry, 18(12), 4385-4396 (2010-05-25)
Chemical transformation studies were conducted on betulin and betulinic acid, common plant-derived lupane-type triterpenes. The concise synthesis, via a stepwise approach, of betulin and betulinic acid carbamate and N-acylheterocyclic containing derivatives is described. All new compounds, as well as betulinic
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