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Oganomycin GA

CAT: 0931-TN10928-01Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0931-TN10928-01Size:10 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
80458-11-3
Target
Antibacterial
Related Pathways
Microbiology/Virology
Bioactivity
Oganomycin GA is a fermentation product from the bacterium Streptomyces (Streptomyces str. oganonensis YG 19Z) . By introducing sodium p-hydroxycinnamate into the fermentation medium, Oganomycin A is produced. Under the influence of D-amino acid oxidase, Oganomycin A is converted into the glutaric acid derivative Oganomycin GA, which exhibits greater efficacy against Gram-negative bacteria than against Gram-positive bacteria.
Smiles
N(C(CCCC(O)=O)=O)[C@@]1(OC)[C@@]2(N(C1=O)C(C(O)=O)=C(COC(/C=C/C3=CC=C(OS(=O)(=O)O)C=C3)=O)CS2)[H]
Molecular Formula
C23H24N2O13S2
Molecular Weight
600.57
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Oganomycin GA
CAS Number80458-11-3
PubChem CID15572078
IUPAC Name(6R,7S)-7-(4-carboxybutanoylamino)-7-methoxy-8-oxo-3-[[(E)-3-(4-sulfooxyphenyl)prop-2-enoyl]oxymethyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Molecular FormulaC23H24N2O13S2
Molecular Weight600.6
XLogP0.2
Topological Polar Surface Area257
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count14
Rotatable Bond Count14
Heavy Atom Count40
Formal Charge0
Complexity1200
SMILES
CO[C@@]1([C@@H]2N(C1=O)C(=C(CS2)COC(=O)/C=C/C3=CC=C(C=C3)OS(=O)(=O)O)C(=O)O)NC(=O)CCCC(=O)O
InChI
InChI=1S/C23H24N2O13S2/c1-36-23(24-16(26)3-2-4-17(27)28)21(32)25-19(20(30)31)14(12-39-22(23)25)11-37-18(29)10-7-13-5-8-15(9-6-13)38-40(33,34)35/h5-10,22H,2-4,11-12H2,1H3,(H,24,26)(H,27,28)(H,30,31)(H,33,34,35)/b10-7+/t22-,23+/m1/s1
InChIKey
ZXJVXUCPNNUOQI-ROOIWUQASA-N
Chemical Structure
2D Structure
2D structure of Oganomycin GA
CAS: 80458-11-3
CID: 15572078
Formula: C23H24N2O13S2
MW: 600.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight600.6
XLogP30.2
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count14
Rotatable Bond Count14
Exact Mass600.07198117
Monoisotopic Mass600.07198117
Topological Polar Surface Area257 Ų
Heavy Atom Count40
Formal Charge0
Complexity1200
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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