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Supelco

Betulinsäure

analytical standard

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C30H48O3
CAS-Nummer:
472-15-1
Molekulargewicht:
456.70
EG-Nummer:
207-448-8
MDL-Nummer:
MFCD00009619
UNSPSC-Code:
85151701
PubChem Substanz-ID:
329770040

Qualität

analytical standard

Qualitätsniveau

100

Assay

≥97.0% (HPLC)

Haltbarkeit

limited shelf life, expiry date on the label

Methode(n)

HPLC: suitable
gas chromatography (GC): suitable

mp (Schmelzpunkt)

295-298 °C (dec.) (lit.)

Anwendung(en)

food and beverages

Format

neat

Lagertemp.

2-8°C

SMILES String

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

InChIKey

QGJZLNKBHJESQX-FZFNOLFKSA-N

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Allgemeine Beschreibung

Betulinic acid is a pentacyclic triterpene, isolated from the leaves of Syzigium claviflorum. It is found to be an inhibitor of HIV replication in H9 lymphocyte cells.

Anwendung

Betulinic acid may be used as a reference standard in the determination of betulinic acid in white birch bark using reversed-phase high-performance liquid chromatography (RP-HPLC).
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem./physiol. Wirkung

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.

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

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Analysenzertifikate (COA)

Lot/Batch Number

Sorry, we don't have COAs for this product available online at this time.

If you need assistance, please contact Kundensupport

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Ursolsäure ≥90%

Sigma-Aldrich

U6753

Ursolsäure

Lupeol ≥94%

Sigma-Aldrich

L5632

Lupeol

Lanosterin ≥93%, powder

Sigma-Aldrich

L5768

Lanosterin

Discovery of betulinic acid as a selective inhibitor of human melanoma that functions by induction of apoptosis.
Pisha E, et al.
Nature Medicine, 1(10), 1046-1046 (1995)
Simultaneous determination of betulin and betulinic acid in white birch bark using RP-HPLC.
Zhao G, et al.
Journal of Pharmaceutical and Biomedical Analysis, 43(3), 959-962 (2007)
Anti-AIDS agents, 11. Betulinic acid and platanic acid as anti-HIV principles from Syzigium claviflorum, and the anti-HIV activity of structurally related triterpenoids.
Fujioka T, et al.
Journal of Natural Products, 57(2), 243-247 (1994)
Yan-Fang Sun et al.
Food chemistry, 138(2-3), 1998-2007 (2013-02-16)
Betulinic acid (BA), a natural pentacyclic triterpenoid, was isolated from sour jujube fruits for the first time. An inclusion complex comprising BA and β-cyclodextrin (β-CD) was formed to improve the dissolution of BA, but little is known about its anticancer
Teresita Reiner et al.
PloS one, 8(2), e56234-e56234 (2013-02-21)
Inhibition of the ubiquitin-proteasome system (UPS) of protein degradation is a valid anti-cancer strategy and has led to the approval of bortezomib for the treatment of multiple myeloma. However, the alternative approach of enhancing the degradation of oncoproteins that are
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