Specifications
- Purity
- ≥98% (HPLC)
- Appearance
- White powder
- Identity
- 1H-NMR
Properties
- Solvents
- DMSO (20 mg/ml), DMF (15 mg/ml)
Category: Phytochemicals
Betulinic acid is a natural plant triterpenoid. It has been shown to have anticancer, apoptotic, anti-inflammatory, antiobesity, antimalarial and anti-HIC properties. It has been described as a potent DNA topoisomerase II inhibitor and proteasome activator. It is an agonist of the G protein-coupled bile acid receptor TGR5, which might be linked with its ability to alter gene expression and fatty liver development. Betulinic acid also reduces NF-?B signaling and expression of microRNA-33 in LPS-treated macrophages, increasing levels of the ATP-binding cassette (ABC) cholesterol transporter ABCA1.
Synonyms | 3β-Hydroxy-20(29)-lupaene-28-oic acid |
---|---|
Purity | ≥98% (HPLC) |
Appearance | White powder |
CAS-Number | 472-15-1 |
Molecular Formula | C30H48O3 |
Molecular Weight | 456.71 |
Identity | 1H-NMR |
Solvents | DMSO (20 mg/ml), DMF (15 mg/ml) |
Smiles | 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])C1(C)C |
InChi Key | QGJZLNKBHJESQX-FZFNOLFKSA-N |
Shipping | AMBIENT |
Short Term Storage | RT |
Long Term Storage | +4°C |
Handling Advice | Protect from light and moisture. |
Use / Stability | Stable for at least 2 years after receipt when stored at +4°C. |
Transportation | Not dangerous goods |
References | (1) T. Fujioka, et al., J. Nat. Prod. 57, 243 (1994), (2) E. Pisha, et al., Nat. Med. 1, 1046 (1995), (3) Y. Kashiwada, et al., J. Med. Chem. 39, 1016 (1996), (4) Y. Takada & B.B. Aggarwal: J. Immunol. 171, 3278 (2003), (5) H. Kasperczyk, et al., Oncogene 24, 6945 (2005), (6) S. Wada & R. Tanaka, Chem. Biodivers. 2, 689 (2005), (7) L. Huang, et al., FEBS Lett. 581, 4955 (2007), (8) M.S. de Sa, et al., Parasitol. Res. 105, 275 (2009), (9) F.B. Mullauer, et al., Anticancer Drugs 21, 215 (2010), (10) C. Genet, et al., J. Med. Chem. 53, 178 (2010), (11) Y. Wan, et al., Intern. Immunopharmacol. 17, 184 (2013), (12) G.J. Zhao, et al., PLoS One 8, e474782 (2013), (13) K.D. Kim, et al., Nutr. Metab. Cardiovasc. Dis. 29, 409 (2019), (14) Y. Zheng, et al., Oxid. Med. Cell Longev. 2019, 8781690 (2019), (15) W. Liu, et al., Am. J. Transl. Res. 11, 6952 (2019) |
InChi | 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 |
Quantity | 25 mg, Bulk |