A potent ACAT2-selective inhibitor
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Pyripyropene A

Item No. 11896

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3,6-bis(acetyloxy)-4-[(acetyloxy)methyl]-1,3S,4R,4aR,5,6S,6aS,12R,12aS,12bS-decahydro-12-hydroxy-4,6a,12b-trimethyl-9-(3-pyridinyl)-2H,11H-naphtho[2,1-b]pyrano[3,4-e]pyran-11-one
CAS Number
147444-03-9
Synonyms
  • FO-1289A
  • PPPA
Molecular Formula
C31H37NO10
Formula Weight
583.6
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: SolubleMethanol: Soluble
SMILES
O=C1OC(C2=CN=CC=C2)=CC3=C1[C@H](O)[C@@]4([H])[C@@](O3)(C)[C@@H](OC(C)=O)C[C@@]5([H])[C@@](COC(C)=O)(C)[C@@H](OC(C)=O)CC[C@@]54C
InChi Code
InChI=1S/C31H37NO10/c1-16(33)38-15-30(5)22-13-24(40-18(3)35)31(6)27(29(22,4)10-9-23(30)39-17(2)34)26(36)25-21(42-31)12-20(41-28(25)37)19-8-7-11-32-14-19/h7-8,11-12,14,22-24,26-27,36H,9-10,13,15H2,1-6H3/t22-,23+,24+,26+,27-,29+,30+,31-/m1/s1
InChi Key
PMMQOFWSZRQWEV-RVTXXDJVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    250 µg

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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Pyripyropene A, naturally produced by A. fumigates, is a potent inhibitor of ACAT2 with an IC50 value of 70 nM in an in vitro activity assay.1,2,3 It demonstrates high selectivity for the ACAT2 isozyme, inhibiting ACAT1 in a similar assay with an IC50 value of > 80 μM.3 A dose of 10 to 100 mg/kg PPPA inhibits cholesterol absorption in mouse intestine by 30.5-55%.3 Oral administration to apolipoprotein E-knockout mice at 10-50 mg/kg per day for 12 weeks can lower the levels of plasma cholesterol and hepatic cholesterol, very-low-density lipoprotein, and LDL content, resulting in protection from atherosclerosis development.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Omura, S., Tomoda, H., Kim, Y.K., et al. Pyripyropenes, highly potent inhibitors of acyl-CoA:cholesterol acyltransferase produced by Aspergillus fumigatus. J. Antibiot. (Tokyo) 46(7), 1168-1169 (1993).

    2. Tomoda, H., Kim, Y.K., Nishida, H., et al. Pyripyropenes, novel inhibitors of acyl-CoA: Cholesterol acyltransferase produced by Aspergillus fumigatus. I. Production, isolation, and biological properties. J. Antibiot. (Tokyo) 47(2), 148-153 (1994).

    3. Ohshiro, T., Matsuda, D., Sakai, K., et al. Pyripyropene A, an acyl-coenzyme A:cholesterol acyltransferase 2-selective inhibitor, attenuates hypercholesterolemia and atherosclerosis in murine models of hyperlipidemia. Arterioscler. Thromb. Vasc. Biol. 31(5), 1108-1115 (2011).