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
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) | 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 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
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
Fuxin Pharmaceutical | +86-021-021-50872116 +8613122107989 | contact@fuxinpharm.com | China | 10297 | 58 |
SHANGHAI T&W PHARMACEUTICAL CO., LTD. | +86-021-61551413 +8618813727289 | contact@trustwe.com | China | 5738 | 58 |
TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | marketing@targetmol.com | United States | 19892 | 58 |
Zhejiang Huida Biotech Co., LTD | 008613515763466 8615669048680 | wendy@huidabiotech.com | CHINA | 87 | 58 |
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 | 18021 | 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 | 9997 | 58 |
Zhejiang Huida Biotech Co., LTD | 0571-0571-89903882 15990081639 | sunshixuan@huidabiotech.com | China | 3705 | 58 |