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N-Acetylpuromycin

CAT: 0804-HY-110271-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-110271-01Size:1 mg
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Description
N-Acetylpuromycin is a inactive form of the antibiotic puromycin. N-Acetylpuromycin is the last intermediate of the puromycin antibiotic biosynthetic pathway in Streptomyces alboniger[1].
CAS Number
22852-13-7
UNSPSC
12352005
Target
Antibiotic
Type
Reference compound
Related Pathways
Anti-infection
Field of Research
Others
Assay Protocol
https://www.medchemexpress.com/n-acetylpuromycin.html
Smiles
O[C@H]1[C@@H](O[C@H](CO)[C@H]1NC([C@@H](NC(C)=O)CC2=CC=C(OC)C=C2)=O)N3C4=C(C(N(C)C)=NC=N4)N=C3
Molecular Formula
C24H31N7O6
Molecular Weight
513.55
References & Citations
[1]Lacalle RA, et al. Identification of the gene encoding an N-acetylpuromycin N-acetylhydrolase in the puromycin biosynthetic gene cluster from Streptomyces alboniger. J Bacteriol. 1993;175 (22) :7474-7478.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

N-Acetylpuromycin

N-Acetylpuromycin has been reported in Streptomyces with data available.

CAS Number22852-13-7
PubChem CID46173769
IUPAC Name(2S)-2-acetamido-N-[(2S,3S,4R,5R)-5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(4-methoxyphenyl)propanamide
Molecular FormulaC24H31N7O6
Molecular Weight513.5
XLogP0.3
Topological Polar Surface Area164
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count10
Rotatable Bond Count9
Heavy Atom Count37
Formal Charge0
Complexity783
SMILES
CC(=O)N[C@@H](CC1=CC=C(C=C1)OC)C(=O)N[C@@H]2[C@H](O[C@H]([C@@H]2O)N3C=NC4=C3N=CN=C4N(C)C)CO
InChI
InChI=1S/C24H31N7O6/c1-13(33)28-16(9-14-5-7-15(36-4)8-6-14)23(35)29-18-17(10-32)37-24(20(18)34)31-12-27-19-21(30(2)3)25-11-26-22(19)31/h5-8,11-12,16-18,20,24,32,34H,9-10H2,1-4H3,(H,28,33)(H,29,35)/t16-,17+,18+,20+,24+/m0/s1
InChIKey
LADKVYSQIGJMFP-IYRMOJGWSA-N
Chemical Structure
2D Structure
2D structure of N-Acetylpuromycin
CAS: 22852-13-7
CID: 46173769
Formula: C24H31N7O6
MW: 513.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight513.5
XLogP30.3
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count10
Rotatable Bond Count9
Exact Mass513.23358173
Monoisotopic Mass513.23358173
Topological Polar Surface Area164 Ų
Heavy Atom Count37
Formal Charge0
Complexity783
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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