A diarylnonanoid with diverse biological activities
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Malabaricone C

Item No. 29741

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-(2,6-dihydroxyphenyl)-9-(3,4-dihydroxyphenyl)-1-nonanone
CAS Number
63335-25-1
Synonyms
  • NSC 287968
Molecular Formula
C21H26O5
Formula Weight
358.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 20 mg/mlEthanol: 10 mg/ml
λmax
223, 272 nm
SMILES
OC1=C(C(CCCCCCCCC2=CC=C(O)C(O)=C2)=O)C(O)=CC=C1
InChi Code
InChI=1S/C21H26O5/c22-16-13-12-15(14-20(16)26)8-5-3-1-2-4-6-9-17(23)21-18(24)10-7-11-19(21)25/h7,10-14,22,24-26H,1-6,8-9H2
InChi Key
HCOZRFYGIFMIEX-UHFFFAOYSA-N
Origin
Plant/Myristica malabarica
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

    $41

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    5 mg

    $186

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    10 mg

    $351

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    25 mg

    $823

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    Product Description

    Malabaricone C is a diarylnonanoid that has been found in Myristica and has diverse biological activities.1,2,3,4 It scavenges 59.9% of 2,2-diphenyl-1-picrylhydrazyl (DPPH; Item No. 14805) radicals when used at a concentration of 7 μg/ml.1 Malabaricone C is active against S. aureus, B. subtilis, and C. albicans in vitro (MICs = 2-32 μg/ml).2 It is cytotoxic to A549, HL-60, and MCF-7 cells (IC50s = 12.3, 46.1, and 10.8 μM, respectively).3 Malabaricone C inhibits sphingomyelin synthase 1 (SMS1) and SMS2 activity in cell lysates (IC50s = 3 and 1.5 μM, respectively).4 It decreases body weight gain, hepatic steatosis, and hepatic and plasma triglyceride levels in a mouse model of high-fat diet-induced obesity when administered at a dose of 0.1% in the diet.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Patro, B.S., Bauri, A.K., Mishra, S., et al. Antioxidant activity of Myristica malabarica extracts and their constituents. J. Agric. Food Chem. 53(17), 6912-6918 (2005).

    2. Orabi, K.Y., Mossa, J.S., and El-Feraly, F.S. Isolation and characterization of two antimicrobial agents from mace (Myristica fragrans). J. Nat. Prod. 54(3), 856-859 (1991).

    3. Cuong, T.D., Lim, C.J., Trang, T.T.T., et al. Compounds from the seeds of Myristica fragrans and their cytotoxic activity. Nat. Prod. Sci. 18(2), 97-101 (2012).

    4. Othman, M.A., Yuyama, K., Murai, Y., et al. Malabaricone C as natural sphingomyelin synthase inhibitor against diet-induced obesity and its lipid metabolism in mice. Med. Chem. Lett. 10(8), 1154-1158 (2019).