A pyranocoumarin with diverse biological activities
Technical Support & Resources

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

Decursinol angelate

Item No. 25212

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2Z)-2-methyl-2-butenoic acid, (7S)-7,8-dihydro-8,8-dimethyl-2-oxo-2H,6H-benzo[1,2-b:5,4-b']dipyran-7-yl ester
CAS Number
130848-06-5
Molecular Formula
C19H20O5
Formula Weight
328.4
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMF:PBS(pH 7.2)(1:1): 0.5 mg/mlDMSO: 2 mg/mlEthanol: 1 mg/ml
λmax
220, 329 nm
SMILES
O=C1C=CC(C=C(C[C@H](OC(/C(C)=C\C)=O)C(C)(C)O2)C2=C3)=C3O1
InChi Code
InChI=1S/C19H20O5/c1-5-11(2)18(21)23-16-9-13-8-12-6-7-17(20)22-14(12)10-15(13)24-19(16,3)4/h5-8,10,16H,9H2,1-4H3/b11-5-/t16-/m0/s1
InChi Key
AGABNGOXUSXQDD-XKGFZTIGSA-N
Origin
Plant/Angelicae sinensis Radix
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    1 mg

    $49

    Add

    5 mg

    $202

    Add

    10 mg

    $354

    Add

    25 mg

    $762

    Add
    Cayman Chemical
    Visit Our Cancer Resource Center
    Find Tools & Resources to Study the Hallmarks of Cancer
    • Cancer cell signaling & regulation
    • Cancer metabolism
    • Tumor microenvironment
    EXPLORE NOW
    Product Description

    Decursinol angelate is a pyranocoumarin that has been found in the Korean medicinal herb A. gigas and has diverse biological activities.1,2,3,4,5 It inhibits the growth of K562, HL-60, KG-1, SK-BR-3, AGS, A549, HeLa, HepG2, and G-361 cancer cells (ED50s = 24-56 μM) and decreases estrogen-stimulated growth of MCF-7 breast cancer cells in a concentration-dependent manner via decreased estrogen receptor α (ERα) protein levels and signaling activity.1,2 Decursinol angelate (30 μM) activates PKC purified from rat brain.1 It selectively inhibits the cytochrome P450 (CYP) isoform CYP1A1/2 over CYP2D15 and CYP3A12 in canine liver microsomes (Kis = 67.56, 872.5, and 853.9 μM, respectively).3 Decursinol angelate (0.01-10 μM) reduces cytotoxicity and malondialdehyde (MDA) production induced by amyloid-β (23-35) (Aβ25-35) and increases superoxide dismutase (SOD) and glutathione peroxidase (GPx) activities in PC12 cells.4 In mice, decursinol angelate (200 mg/kg) has antinociceptive activity in the tail flick and hot plate tests and reduces acetic acid-induced writhing as well as decreases production of the pro-inflammatory cytokines TNF-α and IL-1β.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ahn, K.-S., Sim, W.-S., Lee, I.-K., et al. Decursinol angelate: A cytotoxic and protein kinase C activating agent from the root of Angelica gigas. Planta Med. 63(4), 360-361 (1997).

    2. Jiang, C., Guo, J., Wang, Z., et al. Decursin and decursinol angelate inhibit estrogen-stimulated and estrogen-independent growth and survival of breast cancer cells. Breast Cancer Res. 9(6), R77 (2007).

    3. Abd El-Aty, A.M., Shah, S.S., Kim, B.M., et al. In vitro inhibitory potential of decursin and decursinol angelate on the catalytic activity of cytochrome P-450 1A1/2, 2D15, and 3A12 isoforms in canine hepatic microsomes. Arch. Pharm. Res. 31(11), 1425-1435 (2008).

    4. Li, L., Li, W., Jung, S.-W., et al. Protective effects of decursin and decursinol angelate against amyloid β-protein-induced oxidative stress in the PC12 cell line: The role of Nrf2 and antioxidant enzymes. Biosci. Biotech. Biochem. 75(3), 343-342 (2011).

    5. Choi, S.-S., Han, K.-J., Lee, J.-K., et al. Antinociceptive mechanisms of orally administered decursinol in the mouse. Life Sci. 73(4), 471-485 (2003).