Skip to Content
Merck
All Photos(1)

Key Documents

SML2070

Sigma-Aldrich

23-Hydroxybetulinic acid

≥98% (HPLC)

Synonym(s):

(3β,4α)-3,23-Dihydroxylup-20(29)-en-28-oic acid, 3β,23-Dihydroxylup-20(29)-en-28-oic acid, 3aH-Cyclopenta[a]chrysene, lup-20(29)-en-28-oic acid deriv., Anemosapogenin

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C30H48O4
CAS Number:
Molecular Weight:
472.70
MDL number:
UNSPSC Code:
12352106
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

storage condition

under inert gas

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

O[C@H]1CC[C@@]2(C)[C@](CC[C@]3(C)[C@]2([H])CC[C@@]4([H])[C@@]3(C)CC[C@]5(C(O)=O)[C@]4([H])[C@H](C(C)=C)CC5)([H])[C@]1(C)CO

InChI

1S/C30H48O4/c1-18(2)19-9-14-30(25(33)34)16-15-28(5)20(24(19)30)7-8-22-26(3)12-11-23(32)27(4,17-31)21(26)10-13-29(22,28)6/h19-24,31-32H,1,7-17H2,2-6H3,(H,33,34)/t19-,20+,21+,22+,23-,24+,26-,27-,28+,29+,30-/m0/s1

InChI key

HXWLKAXCQLXHML-WGOZWDAUSA-N

Looking for similar products? Visit Product Comparison Guide

Biochem/physiol Actions

23-Hydroxybetulinic acid is a cytotoxic agent from rizoma of Pulsatilla chinensis (Bunge) Regel. Anticancer activity of 23-Hydroxybetulinic acid is associated with depolarizations of the mitochondrial membrane potential and subsequent cell apoptosis. Additionally it induces autophagic cell death in HL-60 cells via the up regulation of Beclin-1.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Yi Bi et al.
Molecules (Basel, Switzerland), 17(8), 8832-8841 (2012-07-27)
23-Hydroxybetulinic acid (1) served as the precursor for the synthesis of C-28 ester derivatives. The target compounds were evaluated in vitro for their antitumor activities against five cell lines (A549, BEL-7402, SF-763, B16 and HL-60). Among the obtained compounds, 6i
Nan Yao et al.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology, 37(3), 838-852 (2015-09-19)
Hepatocellular carcinoma (HCC) is the most common type of liver cancer. At present, only sorafenib is approved to treat HCC. In this study, we found that a 23-hydroxybetulinic acid derivative, B4G2, exhibited potent antiproliferative activity in HCC cell lines. We
Ming Liu et al.
Pharmaceutical biology, 53(1), 1-9 (2014-07-16)
The rizoma of Pulsatilla chinensis (Bunge) Regel has been used as a traditional Chinese medicinal herb for thousands of years. Total saponins from P. chinensis can induce the apoptosis of solid cancer cells; however, their activity on chronic myeloid leukemia

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service