Skip Navigation
ChemIDplus A TOXNET DATABASE LiteBrowseAdvanced

Substance Name: Puromycin hydrochloride [USAN]
RN: 58-58-2
UNII: PGN54228S5
InChIKey: MKSVFGKWZLUTTO-FZFAUISWSA-N

Note

  • A cinnamamido ADENOSINE found in STREPTOMYCES alboniger. It inhibits protein synthesis by binding to RNA. It is an antineoplastic and antitrypanosomal agent and is used in research as an inhibitor of protein synthesis.

Molecular Formula

  • C22-H29-N7-O5.2Cl-H

Molecular Weight

  • 544.4369
 

Classification Codes

  • Antineoplastic
  • Antiprotozoal (Trypanosoma)
  • Drug / Therapeutic Agent
  • Mutation Data
  • Natural Product
* denotes mobile formatted website

Links to Resources


Search for this InChIKey on the Web

Names and Synonyms

Name of Substance

  • Puromycin hydrochloride [USAN]

Synonyms

  • 3'-(L-alpha-Amino-p-methoxyhydrocinnamamido)-3'-deoxy-N,N-dimethyladenosine dihydrochloride
  • 3123L, dihydrochloride
  • Adenosine, 3'-((2-amino-3-(4-methoxyphenyl)-1-oxopropyl)amino)-3'-deoxy-N,N-dimethyl-, dihydrochloride, (S)-
  • AI3-26818
  • CL 13,900 dihydrochloride
  • CL 16,536
  • CL16,536
  • EINECS 200-387-8
  • NSC 3055
  • P 638 dihydrochloride
  • Puromycin dihydrochloride
  • Puromycin HCl
  • Puromycin hydrochloride
  • Stylomycin dihydrochloride
  • Stylomycin hydrochloride
  • UNII-PGN54228S5
  • X 185

Systematic Names

  • (S)-3'-((2-Amino-3-(4-methoxyphenyl)-1-oxopropyl)amino)-3'-deoxy-N,N-dimethyladenosine dihydrochloride
  • Adenosine, 3'-(((2S)-2-amino-3-(4-methoxyphenyl)-1-oxopropyl)amino)-3'-deoxy-N,N-dimethyl-, dihydrochloride
  • Adenosine, 3'-((2-amino-3-(4-methoxyphenyl)-1-oxopropyl)amino)-3'-deoxy-N,N-dimethyl-, dihydrochloride, (S)-
  • Adenosine, 3'-(alpha-amino-p-methoxyhydrocinnamamido)-3'-deoxy-N,N-dimethyl-, dihydrochloride, L-

Registry Numbers

CAS Registry Number

  • 58-58-2

FDA UNII

  • PGN54228S5

Related Registry Number

  • 53-79-2 (Parent)

System Generated Number

  • 0000058582

Molecular Formulas

Molecular Formula

  • C22-H29-N7-O5.2Cl-H

Molecular Formula Fragments

  • C22-H29-N7-O5
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

1S/C22H29N7O5.2ClH/c1-28(2)19-17-20(25-10-24-19)29(11-26-17)22-18(31)16(15(9-30)34-22)27-21(32)14(23)8-12-4-6-13(33-3)7-5-12;;/h4-7,10-11,14-16,18,22,30-31H,8-9,23H2,1-3H3,(H,27,32);2*1H/t14-,15+,16+,18+,22+;;/m0../s1

InChIKey

MKSVFGKWZLUTTO-FZFAUISWSA-N

Smiles

CN(C)c1c2c(ncn1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)NC(=O)[C@H](Cc4ccc(cc4)OC)N)O.Cl.Cl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 intramuscular 202mg/kg (202mg/kg) BEHAVIORAL: MUSCLE WEAKNESS Antibiotics Annual. Vol. 2, Pg. 757, 1954/1955.
guinea pig LD50 intraperitoneal 287mg/kg (287mg/kg)   Antibiotics Annual. Vol. 2, Pg. 757, 1954/1955.
guinea pig LD50 intraperitoneal 287mg/kg (287mg/kg) BEHAVIORAL: MUSCLE WEAKNESS Antibiotics Annual. Vol. 2, Pg. 757, 1954/1955.
guinea pig LD50 oral 600mg/kg (600mg/kg) BEHAVIORAL: MUSCLE WEAKNESS Antibiotics Annual. Vol. 2, Pg. 757, 1954/1955.
mouse LD50 intraperitoneal 580mg/kg (580mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Antibiotics Annual. Vol. 2, Pg. 757, 1954/1955.
mouse LD50 intravenous 335mg/kg (335mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Antibiotics Annual. Vol. 2, Pg. 757, 1954/1955.
mouse LD50 oral 720mg/kg (720mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Antibiotics Annual. Vol. 2, Pg. 757, 1954/1955.