Introduction：Basic information about CAS 68247-85-8|N1-[3-[(1-Phenylethyl)amino]propyl]bleomycinamide, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | N1-[3-[(1-Phenylethyl)amino]propyl]bleomycinamide |
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| CAS Number | 68247-85-8 | Molecular Weight | 1473.589 |
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| Density | 1.6±0.1 g/cm3 | Boiling Point | / |
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| Molecular Formula | C61H88N18O21S2 | Melting Point | / |
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| MSDS | / | Flash Point | / |
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Names
| Name | peplomycin |
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| Synonym | More Synonyms |
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BiologicalActivity
| Description | Peplomycin (Bleomycin PEP; Pepleomycin) is an antibiotic analogue of Bleomycin (HY-108345), with high antitumor effect and less pulmonary toxicity. Peplomycin induce apoptosis in oral squamous carcinoma cell line SSCKN cells and pulmonary fibrosis in rats[1][2][3][4]. |
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| Related Catalog | Research Areas >>Cancer |
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| In Vitro | Peplomycin (0-100 μM; 30 h) inhibits human oral squamous carcinoma cell line SSCKN and SCCTF cells in a dose-dependent manner[3]. Peplomycin (1 μM and 10 μM; 30 h) results nuclear fragmentation and condensation of chromatin in cells dose-dependently and induces apoptosis[3]. Peplomycin (5 mg/mL; 7 d) induces pulmonary fibrosis separated from saline-injected rats (N-Fib) by differentiating fibroblasts to alpha-SMA-positive MF[4]. Cell Viability Assay[3] Cell Line: SSCKN and SCCTF cells Concentration: 0, 1, 5, 10, 50, and 100 μM Incubation Time: 30 hours Result: Decreased SSCKN and SCCTF cells viability dose-dependently up to 50 μM, and resulted the viability of 38% and 30% that of the control group, respectively. |
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| In Vivo | Peplomycin (5 mg/kg; once daily) induces rat pulmonary fibroblasts to myofibroblasts (MF), while the peripheries of lungs adjacent to the pleura reveals advanced fibrosis with a small number of alpha-smooth muscle actin (alpha-SMA)-positive MF, which ultrastructurally possessed abundant microfilaments and cellular organelles[4]. |
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Chemical & Physical Properties
| Density | 1.6±0.1 g/cm3 |
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| Molecular Formula | C61H88N18O21S2 |
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| Molecular Weight | 1473.589 |
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| Exact Mass | 1472.581299 |
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| PSA | 695.58000 |
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| LogP | 0.00 |
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| Index of Refraction | 1.689 |
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| InChIKey | QIMGFXOHTOXMQP-GFAGFCTOSA-N |
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| SMILES | Cc1c(N)nc(C(CC(N)=O)NCC(N)C(N)=O)nc1C(=O)NC(C(=O)NC(C)C(O)C(C)C(=O)NC(C(=O)NCCc1nc(-c2nc(C(=O)NCCCNC(C)c3ccccc3)cs2)cs1)C(C)O)C(OC1OC(CO)C(O)C(O)C1OC1OC(CO)C(O)C(OC(N)=O)C1O)c1cnc[nH]1 |
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Toxicological Information
CHEMICAL IDENTIFICATION - RTECS NUMBER :
- EC5991700
- CHEMICAL NAME :
- Bleomycinamide, N(sup 1)-(3-((1-phenylethyl)amino)propyl)-
- CAS REGISTRY NUMBER :
- 68247-85-8
- LAST UPDATED :
- 199612
- DATA ITEMS CITED :
- 9
- MOLECULAR FORMULA :
- C61-H88-N18-O21-S2
- MOLECULAR WEIGHT :
- 1473.79
- WISWESSER LINE NOTATION :
- T6OTJ BQ CQ DOVZ EQ FO- CT6OTJ DQ EQ FQ BOY- DT5M CNJ&YMV- DT6N CNJ BY1VZM1YZVZ E1
HEALTH HAZARD DATAACUTE TOXICITY DATA - TYPE OF TEST :
- LDLo - Lowest published lethal dose
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 100 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 51 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Subcutaneous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 80 mg/kg/4W-I
- TOXIC EFFECTS :
- Behavioral - irritability Related to Chronic Data - death
MUTATION DATA - TYPE OF TEST :
- DNA damage
- TEST SYSTEM :
- Rodent - hamster Ovary
- DOSE/DURATION :
- 25 mg/L
- REFERENCE :
- JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 38,1257,1985
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Synonyms
| PLM |
| N1-[3-[[(S)-a-Methylbenzyl]amino]propyl]bleomycinamide |
| NK-631{PEP |
| Peplocin |
| Bleomycin PEP |
| Pepleocine |
| Pepreomycin |
| (2R,3S,4S,5R,6R)-2-{[(2R,3S,4S,5S,6S)-2-[2-{[(6-Amino-2-{3-amino-1-[(2,3-diamino-3-oxopropyl)amino]-3-oxopropyl}-5-methyl-4-pyrimidinyl)carbonyl]amino}-3-{[3-hydroxy-5-({3-hydroxy-1-oxo-1-[(2-{4-[(3-{[(1S)-1-phenylethyl]amino}propyl)carbamoyl]-2,4'-bi-1,3-thiazol-2'-yl}ethyl)amino]-2-butanyl}amino)-4-methyl-5-oxo-2-pentanyl]amino}-1-(1H-imidazol-5-yl)-3-oxopropoxy]-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl]oxy}-3,5-dihydroxy-6 |
| Pepleomycin |
| PEP-Bleomycin |
| 3((S)-1'-Phenylethylamino)-propylaminbleomycin |
| N1-[3-[(1-Phenylethyl)amino]propyl]bleomycinamide |
