A sesquiterpene lactone with diverse biological activities
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Sclareolide

Item No. 31371

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3aR,5aS,9aS,9bR)-decahydro-3a,6,6,9a-tetramethyl-naphtho[2,1-b]furan-2(1H)-one
CAS Number
564-20-5
Synonyms
  • Norambreinolide
  • (+)-Sclareolide
  • (R)-(+)-Sclareolide
Molecular Formula
C16H26O2
Formula Weight
250.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMF:PBS (pH 7.2) (1:2): 0.33 mg/mlDMSO: 15 mg/mlEthanol: 10 mg/ml
SMILES
C[C@@]12[C@]3([H])[C@@](CC[C@@]1([H])C(C)(CCC2)C)(OC(C3)=O)CC[C@@]12[C@]3([H])[C@@](CC[C@@]1([H])C(C)(CCC2)C)(OC(C3)=O)C
InChi Code
InChI=1S/C16H26O2/c1-14(2)7-5-8-15(3)11(14)6-9-16(4)12(15)10-13(17)18-16/h11-12H,5-10H2,1-4H3/t11-,12+,15-,16+/m0/s1
InChi Key
IMKJGXCIJJXALX-SHUKQUCYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 g

    $51

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    10 g

    $92

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    25 g

    $152

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    100 g

    $505

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    Product Description

    Sclareolide is a sesquiterpene lactone that has been found in Salvia and has diverse biological activities.1,2,3,4 It inhibits mycelial growth in the phytopathogenic fungi B. cinerea, F. coeruleum, C. lunata, F. graminearum, and A. brassicae by 33.93, 67.14, 27.04, 46.22, and 32.48%, respectively, when used at a concentration of 100 μg/ml.2 Sclareolide is an Ebola virus entry inhibitor that reduces infection of HEK293T cells by an HIV-based virus system pseudotyped with Ebola virus glycoprotein (EC50 = 8 μM).3 It inhibits nitric oxide production in LPS-stimulated BV-2 cells (IC50 = 20.3 μM).4 Sclareolide (5, 10, and 20 μM) enhances gemcitabine-induced cell death in gemcitabine-resistant PANC-1 and AsPC-1 human pancreatic cancer cells.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Chen, S., Wang, Y., Zhang, W.L., et al. Sclareolide enhances gemcitabine‑induced cell death through mediating the NICD and Gli1 pathways in gemcitabine‑resistant human pancreatic cancer. Mol. Med. Rep. 15(4), 1461-1470 (2017).

    2. Ma, M., Feng, J., Li, R., et al. Synthesis and antifungal activity of ethers, alcohols, and iodohydrin derivatives of sclareol against phytopathogenic fungi in vitro. Bioorg. Med. Chem. Lett. 25(14), 2773-2777 (2015).

    3. Chen, Q., Tang, K., and Guo, Y. Discovery of sclareol and sclareolide as filovirus entry inhibitors. J. Asian Nat. Prod. Res. 22(5), 464-473 (2020).

    4. Kim, C.S., Oh, J., Subedi, L., et al. Structural characterization of terpenoids from Abies holophylla using computational and statistical methods and their biological activities. J. Nat. Prod. 81(8), 1795-1802 (2018).