Hippamine

AlkaPlorer ID: AK078321

Synonym: 'O2-Methyllycorine', '2-O-Methyllycorine'

IUPAC Name: (1S,17S,18S,19S)-17-methoxy-5,7-dioxa-12-azapentacyclo[10.6.1.02,10.04,8.015,19]nonadeca-2,4(8),9,15-tetraen-18-ol

Structure

SMILES: CO[C@H]1C=C2CCN3CC4=CC5=C(C=C4[C@H]([C@@H]1O)[C@@H]23)OCO5

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InChI: InChI=1S/C17H19NO4/c1-20-14-4-9-2-3-18-7-10-5-12-13(22-8-21-12)6-11(10)15(16(9)18)17(14)19/h4-6,14-17,19H,2-3,7-8H2,1H3/t14-,15-,16+,17+/m0/s1

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InChIKey: GYLFSMMPXXYQAB-MWDXBVQZSA-N

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Source

Properties Information

Molecule Weight: 301.3420000000001

TPSA: 51.16000000000001

MolLogP: 1.4026999999999998

Number of H-Donors: 1

Number of H-Acceptors: 5

RingCount: 5

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Homo sapiens A549 GI50 31000.0 nM 10.1016/j.bmcl.2013.12.073
Homo sapiens MCF7 GI50 100000.0 nM 10.1016/j.bmcl.2013.12.073
Homo sapiens SK-MEL-28 GI50 92000.0 nM 10.1016/j.bmcl.2013.12.073
Homo sapiens T98G GI50 84000.0 nM 10.1016/j.bmcl.2013.12.073
Mus musculus B16-F10 GI50 40000.0 nM 10.1016/j.bmcl.2013.12.073
Solanum tuberosum Solanum tuberosum Inhibition 58.0 % 10.1021/np50036a041
None NON-PROTEIN TARGET GI50 36000.0 nM 10.1016/j.bmcl.2013.12.073

Metabolism Information