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Sultamicillin (tosylate)

CAT: 0804-HY-N7111-01Size: 500 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N7111-01Size:500 mg
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Description
Sultamicillin tosylate is a broad-spectrum and orally active beta-lactamase inhibitor, an antibiotic with antibacterial activity[1].
CAS Number
83105-70-8
Product Name Alternative
Sultamicillin (tosilate)
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Antibiotic; Bacterial
Type
Reference compound
Related Pathways
Anti-infection
Applications
COVID-19-immunoregulation
Field of Research
Infection
Assay Protocol
https://www.medchemexpress.com/sultamicillin-tosylate.html
Purity
99.43
Solubility
DMSO : 125 mg/mL (ultrasonic)
Smiles
O=C(OCOC([C@H](N1C2=O)C(C)(S[C@@]1([C@@H]2NC([C@@H](C3=CC=CC=C3)N)=O)[H])C)=O)[C@H](N45)C(C)(S([C@@]4(CC5=O)[H])(=O)=O)C.O=S(C6=CC=C(C)C=C6)(O)=O
Molecular Formula
C32H38N4O12S3
Molecular Weight
766.86
Precautions
H302, H315, H319, H335
References & Citations
[1]Friedel HA, et al. Sultamicillin. A review of its antibacterial activity, pharmacokinetic properties and therapeutic use. Drugs. 1989 Apr;37 (4) :491-522.|[2]English AR, et al. Pharmacokinetics of sultamicillin in mice, rats, and dogs. Antimicrob Agents Chemother. 1984 May;25 (5) :599-602.|[3]Assfalg V, et al. Combined immunosuppressive and antibiotic therapy improves bacterial clearance and survival of polymicrobial septic peritonitis. Shock. 2010 Feb;33 (2) :155-61.|[4]Qin HL, et al. Indole-based derivatives as potential antibacterial activity against methicillin-resistance Staphylococcus aureus (MRSA) . Eur J Med Chem. 2020 May 15;194:112245.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, sealed storage, away from moisture and light)
Scientific Category
Reference compound1
Clinical Information
Launched
Isoform
β-lactam

Chemical Information

Sultamicillin tosylate
CAS Number83105-70-8
PubChem CID444021
IUPAC Name[(2S,5R)-3,3-dimethyl-4,4,7-trioxo-4lambda6-thia-1-azabicyclo[3.2.0]heptane-2-carbonyl]oxymethyl (2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate;4-methylbenzenesulfonic acid
Molecular FormulaC32H38N4O12S3
Molecular Weight766.9
Topological Polar Surface Area279
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count14
Rotatable Bond Count10
Heavy Atom Count51
Formal Charge0
Complexity1450
SMILES
CC1=CC=C(C=C1)S(=O)(=O)O.CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)N)C(=O)OCOC(=O)[C@H]4C(S(=O)(=O)[C@H]5N4C(=O)C5)(C)C)C
InChI
InChI=1S/C25H30N4O9S2.C7H8O3S/c1-24(2)17(29-20(32)16(21(29)39-24)27-19(31)15(26)12-8-6-5-7-9-12)22(33)37-11-38-23(34)18-25(3,4)40(35,36)14-10-13(30)28(14)18;1-6-2-4-7(5-3-6)11(8,9)10/h5-9,14-18,21H,10-11,26H2,1-4H3,(H,27,31);2-5H,1H3,(H,8,9,10)/t14-,15-,16-,17+,18+,21-;/m1./s1
InChIKey
FFCSPKNZHGIDQM-CGAOXQFVSA-N
Chemical Structure
2D Structure
2D structure of Sultamicillin tosylate
CAS: 83105-70-8
CID: 444021
Formula: C32H38N4O12S3
MW: 766.9
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight766.9
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count14
Rotatable Bond Count10
Exact Mass766.16483618
Monoisotopic Mass766.16483618
Topological Polar Surface Area279 Ų
Heavy Atom Count51
Formal Charge0
Complexity1450
Isotope Atom Count0
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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