Terramycin

AlkaPlorer ID: AK022105

Synonym: None

IUPAC Name: (4S,4aR,5S,5aR,6S,12aR)-4-(dimethylamino)-1,5,6,10,11,12a-hexahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide

Structure

SMILES: CN(C)[C@@H]1C(=O)C(C(N)=O)=C(O)[C@@]2(O)C(=O)C3=C(O)C4=C(O)C=CC=C4[C@@](C)(O)[C@H]3[C@H](O)[C@@H]12

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InChI: InChI=1S/C22H24N2O9/c1-21(32)7-5-4-6-8(25)9(7)15(26)10-12(21)17(28)13-14(24(2)3)16(27)11(20(23)31)19(30)22(13,33)18(10)29/h4-6,12-14,17,25-26,28,30,32-33H,1-3H3,(H2,23,31)/t12-,13-,14+,17+,21-,22+/m1/s1

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InChIKey: OWFJMIVZYSDULZ-PXOLEDIWSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain
Sparticola junci Sparticola Sporormiaceae Pleosporales Dothideomycetes Ascomycota Fungi Eukaryota

Properties Information

Molecule Weight: 460.43900000000014

TPSA: 201.85

MolLogP: -1.4001999999999974

Number of H-Donors: 7

Number of H-Acceptors: 10

RingCount: 4

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Bacillus subtilis Bacillus subtilis MIC 3.33 ug.mL-1 10.1021/acs.jnatprod.1c00975
Chromobacterium violaceum Chromobacterium violaceum MIC 1.7 ug.mL-1 10.1021/acs.jnatprod.1c00975
Escherichia coli Escherichia coli MIC 8.3 ug.mL-1 10.1021/acs.jnatprod.1c00975
Micrococcus luteus Micrococcus luteus MIC 0.83 ug.mL-1 10.1021/acs.jnatprod.1c00975
Micrococcus luteus Micrococcus luteus MIC 8.3 ug.mL-1 10.1021/acs.jnatprod.7b00764
Staphylococcus aureus Staphylococcus aureus MIC 0.4 ug.mL-1 10.1021/acs.jnatprod.1c00975
Staphylococcus aureus Staphylococcus aureus MIC 1.0 ug.mL-1 10.1021/acs.jnatprod.7b00764

Metabolism Information