A fungal metabolite
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Palitantin

Item No. 25208

Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2R,3S,5R,6R)-rel-3-(1E,3E)-1,3-heptadien-1-yl-5,6-dihydroxy-2-(hydroxymethyl)-cyclohexanone
CAS Number
15265-28-8
Synonyms
  • NSC 246119
  • (±)-Palitantin
Molecular Formula
C14H22O4
Formula Weight
254.3
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Methanol: Slightly Soluble: 0.1-1 mg/ml
SMILES
O=C1[C@H](O)[C@H](O)C[C@@H](/C=C/C=C/CCC)[C@@H]1CO
InChi Code
InChI=1S/C14H22O4/c1-2-3-4-5-6-7-10-8-12(16)14(18)13(17)11(10)9-15/h4-7,10-12,14-16,18H,2-3,8-9H2,1H3/b5-4+,7-6+/t10-,11+,12-,14-/m1/s1
InChi Key
MPOXQBRZHHNMER-XZQMCIKJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    500 µg

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    Product Description

    Palitantin is a fungal metabolite originally isolated from P. palitans.1 It inhibits HIV-1 integrase with IC50 values of 350 and 268 µM for 3’-processing and strand transfer activity, respectively.2 Palitantin has been used as a standard for dereplication of natural products.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Birkinshaw, J.H., and Raistrick, H. The biochemistry of microörganisms. XLIX. Palitanin, C14H22O4, a hitherto undescribed metabolic product of Penicillium palitans Westling. Biochem. J. 30, 801-808 (1936).

    2. Hong, H., Neamati, N., Wang, S., et al. Discovery of HIV-1 integrase inhibitors by pharmacophore searching. J. Med. Chem. 40(6), 930-936 (1997).

    3. Nielsen, K.F., Månsson, M., Rank, C., et al. Dereplication of microbial natural products by LC-DAD-TOFMS. J. Nat. Prod. 74(11), 2338-2348 (2011).