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Baraphenazine B

AlkaPlorer ID: AK030511

Synonym: 'Baraphenazine C', 'Baraphenazine B'

IUPAC Name: (3S,3aS,11S,11aR)-2,6,11-trihydroxy-3-(1H-indol-3-yl)-3a,4,11,11a-tetrahydro-3H-furo[2,3-b]phenazine-2-carboxylic acid

Structure

SMILES: O=C(O)C1(O)O[C@@H]2[C@@H](CC3=NC4=C(O)C=CC=C4N=C3[C@@H]2O)[C@H]1C1=CNC2=CC=CC=C12

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InChI: InChI=1S/C23H19N3O6/c27-16-7-3-6-14-18(16)26-15-8-11-17(12-9-24-13-5-2-1-4-10(12)13)23(31,22(29)30)32-21(11)20(28)19(15)25-14/h1-7,9,11,17,20-21,24,27-28,31H,8H2,(H,29,30)/t11-,17-,20-,21+,23?/m0/s1

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InChIKey: NFKKAYYYJYWZMD-BFNSWRRMSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain
None None Streptomycetaceae Kitasatosporales Actinomycetes Actinomycetota None Bacteria

Properties Information

Molecule Weight: 433.4200000000001

TPSA？: 148.79

MolLogP？: 1.9781999999999995

Number of H-Donors: 5

Number of H-Acceptors: 7

RingCount: 6

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Ambystoma mexicanum Ambystoma mexicanum Activity nan None 10.1021/acs.jnatprod.9b00289
Bacillus subtilis Bacillus subtilis MIC 120000.0 nM 10.1021/acs.jnatprod.9b00289
Escherichia coli Escherichia coli MIC 120000.0 nM 10.1021/acs.jnatprod.9b00289
Homo sapiens A549 IC50 50000.0 nM 10.1021/acs.jnatprod.9b00289
Homo sapiens PC-3 IC50 50000.0 nM 10.1021/acs.jnatprod.9b00289
Micrococcus luteus Micrococcus luteus MIC 120000.0 nM 10.1021/acs.jnatprod.9b00289
Mycolicibacterium aurum Mycolicibacterium aurum MIC 120000.0 nM 10.1021/acs.jnatprod.9b00289
Saccharomyces cerevisiae Saccharomyces cerevisiae MIC 120000.0 nM 10.1021/acs.jnatprod.9b00289
Salmonella enterica Salmonella enterica MIC 120000.0 nM 10.1021/acs.jnatprod.9b00289
Staphylococcus aureus Staphylococcus aureus MIC 120000.0 nM 10.1021/acs.jnatprod.9b00289

Metabolism Information