A mycotoxin
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Stachybotrylactam

Item No. 22584

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1'R,2'R,4'aS,6'R,8'aS)-3',4',4'a,5',6',7,7',8,8',8'a-decahydro-4,6'-dihydroxy-2',5',5',8'a-tetramethyl-spiro[2H-furo[2,3-e]isoindole-2,1'(2'H)-naphthalen]-6(3H)-one
CAS Number
163391-76-2
Molecular Formula
C23H31NO4
Formula Weight
385.5
Purity
≥95%
Formulation (Request formulation change)
A lyophilisate
Solubility(Learn about Variance in Solubility)
DMF: SolubleDMSO: SolubleEthanol: SolubleMethanol: Soluble
λmax
219 nm
SMILES
O=C1NCC2=C1C=C(O)C3=C2O[C@]4([C@](CC[C@@H](O)C5(C)C)(C)[C@@]5([H])CC[C@H]4C)C3
InChi Code
InChI=1S/C23H31NO4/c1-12-5-6-17-21(2,3)18(26)7-8-22(17,4)23(12)10-14-16(25)9-13-15(19(14)28-23)11-24-20(13)27/h9,12,17-18,25-26H,5-8,10-11H2,1-4H3,(H,24,27)/t12-,17+,18-,22+,23-/m1/s1
InChi Key
ZSVLMDBFFSSVAK-RCJATNNHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

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    Product Description

    Stachybotrylactam is a spirodihydrobenzofuranlactam mycotoxin originally isolated from Stachybotrys with antiviral activity.1,2 It inhibits HIV-1 protease in vitro with an IC50 value of 161 μM.2 Stachybotrylactam has no effect on oleic acid-elicited intracellular lipid accumulation and has no observable cytotoxicity at concentrations up to 100 μM in HepG2 cells.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jarvis, B.B., Salemme, J., and Morais, A. Stachybotrys toxins. 1. Nat. Toxins. 3(1), 10-16 (1995).

    2. Roggo, B.E., Petersen, F., Sills, M., et al. Novel spirodihydrobenzofuranlactams as antagonists of endothelin and as inhibitors of HIV-1 protease produced by Stachybotrys Sp. I. Fermentation, isolation and biological activity. J. Antibiot. (Tokyo) 49(1), 13-19 (1996).

    3. Li, Y., Wu, C., Liu, D., et al. Chartarlactams A-P, phenylspirodrimanes from the sponge-associated fungus Stachybotrys chartarum with antihyperlipidemic activities. J. Nat. Prod. 77(1), 138-147 (2014).