A drimane sesquiterpene lactone
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Isomer(s)
33520Nanangenine B
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Isonanangenine B

Item No. 33518

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(5R,5aS,9R,9aR,9bS)-1,3,5,5a,6,7,8,9,9a,9b-decahydro-9,9b-dihydroxy-6,6,9a-trimethyl-3-oxonaphtho[1,2-c]furan-5-yl ester, hexanoic acid
CAS Number
1623153-14-9
Synonyms
  • SF002-96-1
Molecular Formula
C21H32O6
Formula Weight
380.5
Purity
≥95%
Formulation (Request formulation change)
A solid
SMILES
CC1(C)CC[C@@H](O)[C@@]2(C)[C@@]1([H])[C@H](OC(CCCCC)=O)C=C3[C@]2(O)COC3=O
InChi Code
InChI=1S/C21H32O6/c1-5-6-7-8-16(23)27-14-11-13-18(24)26-12-21(13,25)20(4)15(22)9-10-19(2,3)17(14)20/h11,14-15,17,22,25H,5-10,12H2,1-4H3/t14-,15-,17+,20+,21-/m1/s1
InChi Key
WQPFOWNSHXWLAY-NFWXSOHESA-N
Origin
Fungus/Aspergillus nanangensis
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

    $236

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    5 mg

    $876

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    Product Description

    Isonanangenine B is a drimane sesquiterpene lactone that has been found in Aspergillus.1,2 It decreases survivin mRNA expression in a reporter assay when used at concentrations of 13.6, 18.42, and 26.31 µM. Isonanagenine B (18.42 µM) inhibits STAT3 and NF-κB binding to the survivin promoter in chromatin immunoprecipitation (ChIP) assays. It also induces apoptosis in COLO 320DM cells.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lacey, H.J., Gilchrist, C.L.M., Crombie, A., et al. Nanangenines: Drimane sesquiterpenoids as the dominant metabolite cohort of a novel Australian fungus, Aspergillus nanangensis. Beilstein J. Org. Chem. 15, 2631-2643 (2019).

    2. Felix, S., Sandjo, L.P., Opatz, T., et al. SF002-96-1, a new drimane sesquiterpene lactone from an Aspergillus species, inhibits survivin expression. Beilstein J. Org. Chem. 9, 2866-2876 (2013).