Stylopine; (ξ)-form

AlkaPlorer ID: AK314651

Synonym: Fumjudaine

IUPAC Name: 5,7,17,19-tetraoxa-13-azahexacyclo[11.11.0.02,10.04,8.015,23.016,20]tetracosa-2,4(8),9,15(23),16(20),21-hexaene

Structure

SMILES: C1=CC2=C(OCO2)C2=C1CC1C3=C(C=C4OCOC4=C3)CCN1C2

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InChI: InChI=1S/C19H17NO4/c1-2-16-19(24-10-21-16)14-8-20-4-3-12-6-17-18(23-9-22-17)7-13(12)15(20)5-11(1)14/h1-2,6-7,15H,3-5,8-10H2

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InChIKey: UXYJCYXWJGAKQY-UHFFFAOYSA-N

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Properties Information

Molecule Weight: 323.34800000000007

TPSA: 40.16

MolLogP: 2.799500000000001

Number of H-Donors: 0

Number of H-Acceptors: 5

RingCount: 6

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Homo sapiens GES1 IC50 150000.0 nM 10.1016/j.bmc.2022.116705
Homo sapiens HGC-27 IC50 55060.0 nM 10.1016/j.bmc.2022.116705
Homo sapiens MGC-803 IC50 107300.0 nM 10.1016/j.bmc.2022.116705
Influenza A virus (strain A/USSR/90/1977 H1N1) Neuraminidase IC50 nan None 10.1016/j.bmc.2014.09.004
Mus musculus Mus musculus Activity nan None 10.1021/acs.jmedchem.5b00964
None Unchecked IC50 nan None 10.1016/j.bmc.2014.09.004
None Unchecked Inhibition 4.7 % 10.1016/j.bmc.2014.09.004

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT014762 C[SAH].c1cc2c(c3c1CC1c4cc5c(cc4CCN1C3)OCO5)OCO2>>C[N+]12CCc3cc4c(cc3C1Cc1ccc3c(c1C2)OCO3)OCO4 enzymemap_26919