91466

Betulinic acid

analytical standard

• Synonym(s): 3β-Hydroxy-20(29)-lupaene-28-oic acid, Lupatic acid, Mairin
• Empirical Formula (Hill Notation): C₃₀H₄₈O₃
• CAS Number: 472-15-1
• Molecular Weight: 456.70
• EC Number: 207-448-8
• MDL number: MFCD00009619
• UNSPSC Code: 85151701
• PubChem Substance ID: 329770040
• NACRES: NA.24

Properties

• grade: analytical standard
• Quality Level: 100
• assay: ≥97.0% (HPLC)
• shelf life: limited shelf life, expiry date on the label
• technique(s): HPLC: suitable; gas chromatography (GC): suitable
• mp: 295-298 °C (dec.) (lit.)
• application(s): food and beverages
• format: neat
• storage temp.: 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
• InChI key: QGJZLNKBHJESQX-FZFNOLFKSA-N

Description

General description

Betulinic acid is a pentacyclic triterpene,[1] isolated from the leaves of Syzigium claviflorum. It is found to be an inhibitor of HIV replication in H9 lymphocyte cells.[2]

Application

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).[3]

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

This compound is commonly found in plants of the genus: glycyrrhiza melissa

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable