An inhibitor of HIV-1 virion maturation
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PA-457

Item No. 21339

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3β)-3-(3-carboxy-3-methyl-1-oxobutoxy)-lup-20(29)-en-28-oic acid
CAS Number
174022-42-5
Synonyms
  • 3-O-(3',3'-Dimethylsuccinyl) Betulinic Acid
  • Bevirimat
  • FH11327
  • MPC-4326
Molecular Formula
C36H56O6
Formula Weight
584.8
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMF:PBS (pH 7.2)(1:3): 0.25 mg/mlDMSO: 25 mg/mlEthanol: 2.5 mg/ml
SMILES
[H][C@]1([C@H](C(C)=C)CC2)[C@@]2(C(O)=O)CC[C@]3(C)[C@]1([H])CC[C@@]4([H])[C@@]3(C)CC[C@]5([H])[C@]4(C)CC[C@H](OC(CC(C)(C)C(O)=O)=O)C5(C)C
InChi Code
InChI=1S/C36H56O6/c1-21(2)22-12-17-36(30(40)41)19-18-34(8)23(28(22)36)10-11-25-33(7)15-14-26(42-27(37)20-31(3,4)29(38)39)32(5,6)24(33)13-16-35(25,34)9/h22-26,28H,1,10-20H2,2-9H3,(H,38,39)(H,40,41)/t22-,23+,24-,25+,26-,28+,33-,34+,35+,36-/m0/s1
InChi Key
YJEJKUQEXFSVCJ-WRFMNRASSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Cayman Chemical
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    Product Description

    PA-457 is an inhibitor of HIV-1 virion maturation.1,2 It inhibits the cleavage of the Gag capsid (CA) precursor CA-SP1 to the mature CA protein. PA-457 inhibits the replication of drug-sensitive and -resistant clinical isolates of HIV-1 in isolated human peripheral blood mononuclear cells (PBMCs; mean IC50s = 10.3 and 7.8 nM, respectively).3 In vivo, it prevents replication of HIV-1 in SCID-hu Thy/Liv mice when administered at a dose of 100 mg/kg.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Martin, D.E., Salzwedel, K., and Allaway, G.P. Bevirimat: A novel maturation inhibitor for the treatment of HIV-1 infection. Antivir. Chem. Chemother. 19(3), 107-113 (2008).

    2. Wang, D., Lu, W., and Li, F. Pharmacological intervention of HIV-1 maturation. Acta Phatm. Sin. B 5(6), 493-499 (2015).

    3. Li, F., Goila-Gaur, R., Salzwedel, K., et al. PA-457: A potent HIV inhibitor that disrupts core condensation by targeting a late step in Gag processing. Proc. Natl. Acad. Sci. USA 100(23), 13555-13560 (2003).

    4. Soddart, C.A., Joshi, P., Sloan, B., et al. Potent activity of the HIV-1 maturation inhibitor bevirimat in SCID-hu Thy/Liv mice. PLoS One 2(11), e1251 (2007).