Vicenistatin

AlkaPlorer ID: AK023247

Synonym: 'HC 34', 'Vicenistatine', 'Vicenistatin', 'vicenistatin'

IUPAC Name: (3E,5E,7S,8S,10E,13E,15E,19S)-8-[(2R,4S,5S,6R)-4-hydroxy-6-methyl-5-(methylamino)oxan-2-yl]oxy-7,11,13,19-tetramethyl-1-azacycloicosa-3,5,10,13,15-pentaen-2-one

Structure

SMILES: CN[C@H]1[C@@H](O)C[C@H](O[C@H]2C/C=C(\C)C/C(C)=C/C=C/CC[C@H](C)CN=C(O)/C=C/C=C/[C@@H]2C)O[C@@H]1C

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InChI: InChI=1S/C30H48N2O4/c1-21-12-8-7-9-13-23(3)20-32-28(34)15-11-10-14-24(4)27(17-16-22(2)18-21)36-29-19-26(33)30(31-6)25(5)35-29/h7-8,10-12,14-16,23-27,29-31,33H,9,13,17-20H2,1-6H3,(H,32,34)/b8-7+,14-10+,15-11+,21-12+,22-16+/t23-,24-,25+,26-,27-,29-,30+/m0/s1

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InChIKey: FINGADBUNZWVLV-KVAOKYIVSA-N

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Source

Properties Information

Molecule Weight: 500.7240000000003

TPSA: 83.31

MolLogP: 5.8193000000000055

Number of H-Donors: 3

Number of H-Acceptors: 5

RingCount: 2

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Artemia salina Artemia salina Activity 89.8 % 10.1016/j.bmcl.2011.05.028
Bacillus subtilis Bacillus subtilis MIC 0.13 ug.mL-1 10.1021/acs.jnatprod.1c01044
Candida albicans Candida albicans MIC 4.0 ug.mL-1 10.1021/acs.jnatprod.1c01044
Cryptococcus neoformans Cryptococcus neoformans MIC 2.0 ug.mL-1 10.1021/acs.jnatprod.1c01044
Helicobacter pylori Helicobacter pylori MIC 1.0 ug.mL-1 10.1021/acs.jnatprod.1c01044
Homo sapiens A549 IC50 760.0 nM 10.1021/acs.jnatprod.1c01044
Homo sapiens BEAS-2B IC50 1400.0 nM 10.1021/acs.jnatprod.1c01044
Homo sapiens COLO 205 IC50 0.19 ug.mL-1 10.1016/j.ejmech.2017.10.015
Homo sapiens HeLa IC50 1380.0 nM 10.1021/acs.jnatprod.1c01044
Homo sapiens HepG2 IC50 2010.0 nM 10.1021/acs.jnatprod.1c01044
Homo sapiens HL-60 IC50 0.12 ug.mL-1 10.1016/j.ejmech.2017.10.015
Homo sapiens HL-60 IC50 640.0 nM 10.1021/acs.jnatprod.1c01044
Homo sapiens L02 IC50 890.0 nM 10.1021/acs.jnatprod.1c01044
Homo sapiens MCF7 IC50 800.0 nM 10.1021/acs.jnatprod.1c01044
Homo sapiens RKO IC50 2330.0 nM 10.1021/acs.jnatprod.1c01044
Micrococcus luteus Micrococcus luteus MIC 0.06 ug.mL-1 10.1021/acs.jnatprod.1c01044
Mycolicibacterium smegmatis Mycolicibacterium smegmatis MIC 64.0 ug.mL-1 10.1021/acs.jnatprod.1c01044
Staphylococcus aureus Staphylococcus aureus MIC 0.06 ug.mL-1 10.1021/acs.jnatprod.1c01044
Staphylococcus aureus Staphylococcus aureus MIC 0.13 ug.mL-1 10.1021/acs.jnatprod.1c01044

Metabolism Information