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(+)-Sparsomycin

(+)-Sparsomycin structure

(+)-Sparsomycin 

structure
  • CAS No:

    1404-64-4

  • Formula:

    C13H19N3O5S2

  • Chemical Name:

    (+)-Sparsomycin

  • Synonyms:

    2-Propenamide,N-[(1S)-1-(hydroxymethyl)-2-[(R)-[(methylthio)methyl]sulfinyl]ethyl]-3-(1,2,3,4-tetrahydro-6-methyl-2,4-dioxo-5-pyrimidinyl)-,(2E)-;Sparsomycin;5-Pyrimidineacrylamide,1,2,3,4-tetrahydro-N-[1-(hydroxymethyl)-2-[[(methylthio)methyl]sulfinyl]ethyl]-6-methyl-2,4-dioxo-,(E)-(1S)-;2-Propenamide,N-[1-(hydroxymethyl)-2-[[(methylthio)methyl]sulfinyl]ethyl]-3-(1,2,3,4-tetrahydro-6-methyl-2,4-dioxo-5-pyrimidinyl)-,[R-[R*,S*-(E)]]-;(2E)-N-[(1S)-1-(Hydroxymethyl)-2-[(R)-[(methylthio)methyl]sulfinyl]ethyl]-3-(1,2,3,4-tetrahydro-6-methyl-2,4-dioxo-5-pyrimidinyl)-2-propenamide;U 19183;(+)-Sparsomycin;NSC 059729;NSC 59729;28277-66-9

Description

An antitumor antibiotic produced by Streptomyces sparsogenes. It inhibits protein synthesis in 70S and 80S ribosomal systems.

(+)-Sparsomycin Basic Attributes

361.441

361.44

59729

Characteristics

176.63000

0.18770

1.3893 (rough estimate)

207-210 °C (decomp)

1.6390 (estimate)

LD50 in dogs, rats, mice (mg/kg): 0.5-1.0, 2.25, 4.32 i.v. (Ottenheijm, 1986); LD50 i.p. in mice: 2.4 mg/kg (Owen)

Safety Information

UN 2811 6.1/PG 2

28

28-36/37-45

T+

Drug Information

Compounds which inhibit the synthesis of proteins. They are usually ANTI-BACTERIAL AGENTS or toxins. Mechanism of the action of inhibition includes the interruption of peptide-chain elongation, the blocking the A site of ribosomes, the misreading of the genetic code or the prevention of the attachment of oligosaccharide side chains to glycoproteins. (See all compounds classified as Protein Synthesis Inhibitors.)|Chemical substances, produced by microorganisms, inhibiting or preventing the proliferation of neoplasms. (See all compounds classified as Antibiotics, Antineoplastic.)

Sparsomycin

(+)-Sparsomycin Use and Manufacturing

Research tool for studying protein biosynthesis.

Computed Properties

Molecular Weight:361.4
XLogP3:-1.7
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:8
Exact Mass:361.07661306
Monoisotopic Mass:361.07661306
Topological Polar Surface Area:169
Heavy Atom Count:23
Complexity:574
Defined Atom Stereocenter Count:1
Undefined Atom Stereocenter Count:1
Defined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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