A fungal metabolite
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Benzomalvin A

Item No. 25016

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(6S,7S)-6,7-dihydro-6-methyl-7-(phenylmethyl)-quinazolino[3,2-a][1,4]benzodiazepine-5,13-dione
CAS Number
157047-96-6
Synonyms
  • (-)-Benzomalvin A
Molecular Formula
C24H19N3O2
Formula Weight
381.4
Purity
≥95%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMF: SolubleDMSO: SolubleEthanol: SolubleMethanol: Soluble
SMILES
O=C1N2C(C(CC3=CC=CC=C3)N(C)C(C4=C2C=CC=C4)=O)=NC5=CC=CC=C51
InChi Code
InChI=1S/C24H19N3O2/c1-26-21(15-16-9-3-2-4-10-16)22-25-19-13-7-5-11-17(19)24(29)27(22)20-14-8-6-12-18(20)23(26)28/h2-14,21H,15H2,1H3
InChi Key
YYWUABJYAOCACI-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Cayman Chemical
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    Product Description

    Benzomalvin A is a fungal metabolite produced by Penicillium.1,2 It inhibits yeast α-glucosidase in vitro (IC50 = 383.2 μM).1 In vivo, benzomalvin A (3.1-31.6 mg/kg) decreases plasma glucose levels in mice following administration of sucrose. It also decreases the plasma glucose postprandial peak in nicotinamide-streptozotocin-induced hyperglycemic mice when administered at a dose of 10 mg/kg. Benzomalvin A also acts as an antagonist of neurokinin-1 (NK1) receptors, inhibiting binding of substance P (Item No. 24035) to guinea pig, rat, and human NK1 (Kis = 12, 42, and 43 μM, respectively).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Del Valle, P., Martinez, A.L., Figueroa, M., et al. Alkaloids from the fungus Penicillium spathulatum as α-glucosidase inhibitors. Planta Med. 82(14), 1286-1294 (2016).

    2. Sun, H.H., Barrow, C.J., Sedlock, D.M., et al. Benzomalvins, new substance P inhibitors from a Penicillium sp. J. Antibiot. (Tokyo) 47(5), 515-522 (1994).