Streptolydigin

AlkaPlorer ID: AK001908

Synonym: None

IUPAC Name: (2S)-2-[(2S,4E)-4-[(2E,4E,6R)-6-[(1R,3R,4S,5R,8R)-1,4-dimethylspiro[2,9-dioxabicyclo[3.3.1]non-6-ene-8,2'-oxirane]-3-yl]-1-hydroxy-4-methylhepta-2,4-dienylidene]-1-[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]-3,5-dioxopyrrolidin-2-yl]-N-methylpropanamide

Structure

SMILES: CN=C(O)[C@@H](C)[C@H]1C(=O)/C(=C(O)/C=C/C(C)=C/[C@@H](C)[C@H]2O[C@@]3(C)O[C@H](C=C[C@@]34CO4)[C@@H]2C)C(=O)N1[C@@H]1CC[C@H](O)[C@H](C)O1

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InChI: InChI=1S/C32H44N2O9/c1-16(14-17(2)28-18(3)23-12-13-32(15-40-32)31(6,42-23)43-28)8-9-22(36)25-27(37)26(19(4)29(38)33-7)34(30(25)39)24-11-10-21(35)20(5)41-24/h8-9,12-14,17-21,23-24,26,28,35-36H,10-11,15H2,1-7H3,(H,33,38)/b9-8+,16-14+,25-22+/t17-,18+,19+,20+,21+,23-,24+,26+,28-,31-,32-/m1/s1

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InChIKey: KVTPRMVXYZKLIG-NCAOFHFGSA-N

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Source

Properties Information

Molecule Weight: 600.7090000000003

TPSA: 150.65

MolLogP: 3.3004000000000016

Number of H-Donors: 3

Number of H-Acceptors: 9

RingCount: 5

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Staphylococcus epidermidis Staphylococcus epidermidis Activity nan None 10.1128/aac.00343-07
Staphylococcus epidermidis Staphylococcus epidermidis MBC 100.0 ug ml-1 10.1128/aac.00343-07
Staphylococcus epidermidis Staphylococcus epidermidis MIC 50.0 ug.mL-1 10.1128/aac.00343-07
Staphylococcus epidermidis Staphylococcus epidermidis Ratio 2.0 None 10.1128/aac.00343-07
Streptomyces albus Streptomyces albus MIC 1.0 ug.mL-1 10.1128/aac.01406-09
Streptomyces albus Streptomyces albus MIC 6.0 ug.mL-1 10.1128/aac.01406-09
Streptomyces albus Streptomyces albus MIC 9.0 ug.mL-1 10.1128/aac.01406-09
Streptomyces albus Streptomyces albus MIC 10.0 ug.mL-1 10.1128/aac.01406-09
Streptomyces albus Streptomyces albus MIC 20.0 ug.mL-1 10.1128/aac.01406-09
None NON-PROTEIN TARGET MIC 200.0 ug.mL-1 10.1128/aac.01406-09
None Unchecked IC50 2.3 ug.mL-1 10.1128/aac.00343-07

Metabolism Information