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Baraphenazine A

AlkaPlorer ID: AK030070

Synonym: 'Baraphenazine A'

IUPAC Name: (3S,3aS,11S,11aR)-2,6,11-trihydroxy-3-(4-hydroxyphenyl)-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=CC=C(O)C=C1

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InChI: InChI=1S/C21H18N2O7/c24-10-6-4-9(5-7-10)15-11-8-13-17(18(26)19(11)30-21(15,29)20(27)28)22-12-2-1-3-14(25)16(12)23-13/h1-7,11,15,18-19,24-26,29H,8H2,(H,27,28)/t11-,15+,18-,19+,21?/m0/s1

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InChIKey: BFBFPQNRDXCHEY-WNQJUYSBSA-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: 410.38200000000006

TPSA？: 153.23

MolLogP？: 1.2024999999999997

Number of H-Donors: 5

Number of H-Acceptors: 8

RingCount: 5

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