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Betulinic acid (>99%)

CHF 45.00
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AG-CN2-0415-M0055 mgCHF 45.00
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AG-CN2-0415-M100100 mgCHF 390.00
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Product Details
Synonyms 3β-Hydroxy-20(29)-lupaene-28-oic acid
Product Type Chemical
Properties
Formula

C30H48O3

MW 456.7
CAS 472-15-1
Source/Host Chemicals Isolated from Platanus acerifolia bark.
Purity Chemicals ≥99% (HPLC)
Appearance White to off-white solid.
Solubility Soluble in DMSO.
Identity Determined by 1H-NMR and MS.
InChi Key QGJZLNKBHJESQX-FZFNOLFKSA-N
Smiles [H][C@]12[C@@H](CC[C@@]1(CC[C@]1(C)[C@]2([H])CC[C@]2([H])[C@@]3(C)CC[C@H](O)C(C)(C)[C@]3([H])CC[C@@]12C)C(O)=O)C(C)=C
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage +4°C
Handling Advice Keep cool and dry.
Use/Stability Stable for at least 2 years after receipt when stored at +4°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
Description
  • Anti-HIV compound [1].
  • Anticancer compound [2].
  • Apoptosis inducer [2].
  • Modulator of NF-κB [3,4,8].
  • Potent DNA topoisomerase II inhibitor [5].
  • Potent proteasome activator [6].
  • Antimalarial compound [7].
Product References
  1. 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: T. Fujioka, et al.; J. Nat. Prod. 57, 243 (1994)
  2. Discovery of betulinic acid as a selective inhibitor of human melanoma that functions by induction of apoptosis: E. Pisha, et al.; Nat. Med. 1, 1046 (1995)
  3. Betulinic acid suppresses carcinogen-induced NF-kappa B activation through inhibition of I kappa B alpha kinase and p65 phosphorylation: abrogation of cyclooxygenase-2 and matrix metalloprotease-9: Y. Takada & B.B. Aggarwal: J. Immunol. 171, 3278 (2003)
  4. Betulinic acid as new activator of NF-kappaB: molecular mechanisms and implications for cancer therapy: H. Kasperczyk, et al.; Oncogene 24, 6945 (2005)
  5. Betulinic acid and its derivatives, potent DNA topoisomerase II inhibitors, from the bark of Bischofia javanica: S. Wada & R. Tanaka; Chem. Biodivers. 2, 689 (2005)
  6. Activation and inhibition of the proteasome by betulinic acid and its derivatives: L. Huang, et al.; FEBS Lett. 581, 4955 (2007)
  7. Antimalarial activity of betulinic acid and derivatives in vitro against Plasmodium falciparum and in vivo in P. berghei-infected mice: M.S. de Sa, et al.; Parasitol. Res. 105, 275 (2009)
  8. Betulinic acid, a natural compound with potent anticancer effects: F.B. Mullauer, et al.; Anticancer Drugs 21, 215 (2010)
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