An isoquinoline alkaloid with antimicrobial activity
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Allocryptopine

Item No. 34751

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5,7,8,15-tetrahydro-3,4-dimethoxy-6-methyl-[1,3]benzodioxolo[5,6-e][2]benzazecin-14(6H)-one
CAS Number
485-91-6
Synonyms
  • α-Allocryptopine
  • α-Fagarine
  • β-Homochelidonine
Molecular Formula
C21H23NO5
Formula Weight
369.4
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Ethanol: Soluble
SMILES
O=C1C2=CC3=C(C=C2CCN(CC4=C(C(OC)=CC=C4C1)OC)C)OCO3
InChi Code
InChI=1S/C21H23NO5/c1-22-7-6-14-9-19-20(27-12-26-19)10-15(14)17(23)8-13-4-5-18(24-2)21(25-3)16(13)11-22/h4-5,9-10H,6-8,11-12H2,1-3H3
InChi Key
HYBRYAPKQCZIAE-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    10 mg

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    25 mg

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    50 mg

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    Cayman Chemical
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    Product Description

    Allocryptopine is an isoquinoline alkaloid that has been found in M. cordata and has antimicrobial activity.1,2,3 It is active against S. aureus, P. aeruginosa, and E. coli (MICs = 250, 125, and 125 µg/ml, respectively), the protozoa P. falciparum and E. histolytica (IC50s = 5.08 and 135 µM, respectively), as well as a panel of seven phytopathogenic fungi, including F. graminearum and F. oxysporum, with IC50 values ranging from 15.2 to 42.4 µg/ml.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kosina, P., Gregorova, J., Gruz, J., et al. Phytochemical and antimicrobial characterization of Macleaya cordata herb. Fitoterapia 81(8), 1006-1012 (2010).

    2. Wright, C.W., Marshall, S.J., Russell, P.F., et al. In vitro antiplasmodial, antiamoebic, and cytotoxic activities of some monomeric isoquinoline alkaloids. J. Nat. Prod. 63(12), 1638-1640 (2000).

    3. Liu, H., Wang, J., Zhao, J., et al. Isoquinoline alkaloids from Macleaya cordata active against plant microbial pathogens. Nat. Prod. Commun. 4(11), 1557-1560 (2009).