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Pactamycin

CAS No.
23668-11-3
Chemical Name:
Pactamycin
Synonyms
U-15800;NSC52947;A 80856F30;Pactamycin;PNU-0015800;2-Hydroxy-6-methylbenzoic acid [[(1S)-5α-(3-acetylphenylamino)-4β-amino-3β-(3,3-dimethylureido)-1β,2α-dihydroxy-3-[(S)-1-hydroxyethyl]-2-methylcyclopentan-1α-yl]methyl] ester;2-Hydroxy-6-methylbenzoic acid [(1S)-5α-[(3-acetylphenyl)amino]-4β-amino-3β-[[(dimethylamino)carbonyl]amino]-1β,2α-dihydroxy-3-[(S)-1-hydroxyethyl]-2-methylcyclopentyl]methyl ester;2-Hydroxy-6-methylbenzoic acid [(1S,2R,3R,4S,5S)-5-[(3-acetylphenyl)amino]-4-amino-3-[[(dimethylamino)carbonyl]amino]-1,2-dihydroxy-3-[(1S)-1-hydroxyethyl]-2-methylcyclopentyl]methyl ester;Benzoic acid, 2-hydroxy-6-methyl-, [(1S,2R,3R,4S,5S)-5-[(3-acetylphenyl)amino]-4-amino-3-[[(dimethylamino)carbonyl]amino]-1,2-dihydroxy-3-[(1S)-1-hydroxyethyl]-2-methylcyclopentyl]methyl ester
CBNumber:
CB11250904
Molecular Formula:
C28H38N4O8
Molecular Weight:
558.62
MDL Number:
MFCD00158126
MOL File:
23668-11-3.mol
Last updated:2023-04-23 13:52:06

Pactamycin Properties

Boiling point 626.7°C (rough estimate)
alpha D25 +79° (ethanol) changing to +23° on standing; changes in acetone on standing from +25° to +76°
Density 1.2608 (rough estimate)
refractive index 1.5500 (estimate)
storage temp. 2-8°C
solubility DMSO: ≥12mg/mL
pka 8.10±0.35(Predicted)
color white to tan
EWG's Food Scores 1
FDA UNII 18P04J5471

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H300-H315-H319-H335
Precautionary statements  P261-P264-P301+P310-P305+P351+P338
Hazard Codes  T+
Risk Statements  28-36/37/38
Safety Statements  26-28-36/37-45
RIDADR  UN 2811 6.1 / PGII
Toxicity LD50 in mice (mg/kg): 10.7 orally; 15.6 i.v.; in rats (mg/kg): 1.4 i.v. (Bhuyan)

Pactamycin price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
American Custom Chemicals Corporation API0010173 PACTAMYCIN 95.00% 23668-11-3 5MG $495.11 2021-12-16 Buy
Product number Packaging Price Buy
API0010173 5MG $495.11 Buy

Pactamycin Chemical Properties,Uses,Production

Safety Profile

Poison by ingestion, intravenous, and intraperitoneal routes. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.

Enzyme inhibitor

This universal translation inhibitor (FW = 558.63 g/mol; CAS 23668-11-3; soluble in ethanol and benzene; Abbreviation: Pct) from Streptomyces pactum, previously known as NSC 52947 and named systematically as benzoic acid, 2-hydroxy-6-methyl-[(1S,2R,3R,4S,5S)-5-[(3-acetylphenyl) amino]-4-amino-3-[[(dimethylamino)carbonyl]amino]-1,2-dihydroxy-3- [(1S)-1-hydroxyethyl]-2-methylcyclopentyl]methyl ester, inhibits protein synthesis and exhibits antitumor activity. Because the optical rotation of dissolved pactamycin changes upon standing, some as-yet undefined chemical rearrangement must take place. Solutions should be freshly prepared. Primary Mode of Inhibitory Action: Pct restricts structural transitions in ribosomal RNA, preventing the ribosome blocks the binding of initiator tRNA to the initiator complex, preventing formation of the 80S ribosomal complex and arresting protein biosynthesis immediately after the initial dipeptide is formed. Binding Interactions: Pct binds in a single site on the 30S ribosome subunit in the upper part of the platform, very close to the cleft in the subunit that is responsible for binding of the three tRNA molecules. It interacts primarily with residues at the tips of the stem loops H23b and H24a in the central domain of 16S RNA, where it folds up to mimic an RNA dinucleotide. The interaction between N6 of A694 and Pct is crucial for binding of the drug since this is the only interaction with that particular base. N-methylation of this residue causes resistance, most likely from distortions of the local structure

Pactamycin Preparation Products And Raw materials

Raw materials

Preparation Products

Pactamycin Suppliers

Global( 19)Suppliers
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Fuxin Pharmaceutical
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SHANGHAI T&W PHARMACEUTICAL CO., LTD.
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TargetMol Chemicals Inc.
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Zhejiang Huida Biotech Co., LTD
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BOC Sciences 1-631-485-4226; 16314854226 info@bocsci.com United States 14059 65
T&W GROUP 021-61551611 13296011611 contact@trustwe.com China 9900 58
ChemStrong Scientific Co.,Ltd 0755-0755-66853366 13670046396 sales@chem-strong.com China 17993 56
Zhejiang Huida Biotech Co., LTD 0571-89903882 13626641628 jiangnan@huidabiotech.com China 3656 58
Changzhou Xianglong Pharmaceutical Technology Co., LTD 0519-88910898 18661161657 yaoxiangqiu2021@163.com China 10066 58
Zhejiang Huida Biotech Co., LTD 0571-0571-89903882 15990081639 sunshixuan@huidabiotech.com China 3705 58
A 80856F30 NSC52947 Pactamycin 2-Hydroxy-6-methylbenzoic acid [(1S)-5α-[(3-acetylphenyl)amino]-4β-amino-3β-[[(dimethylamino)carbonyl]amino]-1β,2α-dihydroxy-3-[(S)-1-hydroxyethyl]-2-methylcyclopentyl]methyl ester 2-Hydroxy-6-methylbenzoic acid [[(1S)-5α-(3-acetylphenylamino)-4β-amino-3β-(3,3-dimethylureido)-1β,2α-dihydroxy-3-[(S)-1-hydroxyethyl]-2-methylcyclopentan-1α-yl]methyl] ester 2-Hydroxy-6-methylbenzoic acid [(1S,2R,3R,4S,5S)-5-[(3-acetylphenyl)amino]-4-amino-3-[[(dimethylamino)carbonyl]amino]-1,2-dihydroxy-3-[(1S)-1-hydroxyethyl]-2-methylcyclopentyl]methyl ester PNU-0015800 U-15800 Benzoic acid, 2-hydroxy-6-methyl-, [(1S,2R,3R,4S,5S)-5-[(3-acetylphenyl)amino]-4-amino-3-[[(dimethylamino)carbonyl]amino]-1,2-dihydroxy-3-[(1S)-1-hydroxyethyl]-2-methylcyclopentyl]methyl ester 23668-11-3