Betulinic acid
| Code | Size | Price |
|---|
| CDX-B0402-M025 | 25 mg | £108.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Host Type: Plant
Regulatory Status: RUO
Shipping:
AMBIENT
Storage:
Short Term: +20°C Long Term: +4°C
Documents
Further Information
Alternate Names/Synonyms:
3beta-Hydroxy-20(29)-lupaene-28-oic acid
Appearance:
White powder.
CAS:
472-15-1
EClass:
32160000
Form (Short):
solid
Handling Advice:
Protect from light and moisture.
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
InChiKey:
QGJZLNKBHJESQX-FZFNOLFKSA-N
Long Description:
Chemical. CAS: 472-15-1. Formula: C30H48O3. MW: 456.71. 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-kappa signaling and expression of microRNA-33 in LPS-treated macrophages, increasing levels of the ATP-binding cassette (ABC) cholesterol transporter ABCA1.
MDL:
MFCD00009619
Molecular Formula:
C30H48O3
Molecular Weight:
456.71
Package Type:
Vial
Product Description:
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-kappa signaling and expression of microRNA-33 in LPS-treated macrophages, increasing levels of the ATP-binding cassette (ABC) cholesterol transporter ABCA1.
Purity:
>98% (HPLC)
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
Solubility Chemicals:
Soluble in DMSO (20mg/ml) or DMF (15mg/ml).
Source / Host:
Plant
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at +4°C.
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)