| Field | Specification |
|---|---|
| Alternative names | DC 81 |
| CAS no. | |
| Applications | |
| Molecular weight | |
| Molecular formula | C13H14N2O3 |
| Purity | |
| SMILES | |
| Form | Solid |
| Storage | |
| Shipping | |
| Catalog no. (Mfr.) | |
| Main SKU |
Compound Overview
Antibiotic DC 81, also known as DC 81, is an antitumor antibiotic produced by Streptomyces species and belongs to the PBD (pyrrolo[2,1-c][1,4]benzodiazepine) class. It is a potent inhibitor of nucleic acid synthesis that can recognize and bind specific DNA sequences, forming a labile covalent adduct[1][2]. It is supplied as a white to off-white solid (C13H14N2O3, MW 246.26) at 96.37% purity.
Physical & Chemical Properties
| CAS Number | 81307-24-6 |
|---|---|
| Molecular Formula | C13H14N2O3 |
| Molecular Weight | 246.26 g/mol |
| Purity | 96.37% |
| Appearance | Solid |
| Color | White to off-white |
| SMILES | O=C1C2=CC(OC)=C(O)C=C2N=C[C@@]3([H])N1CCC3 |
| Signaling Pathway | Anti-infection; Apoptosis; Cell Cycle/DNA Damage |
| Solubility | In Vitro: DMSO: 20 mg/mL (81.21 mM; Requires sonication; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO) |
| Storage | Powder: -20°C, 3 years. In solvent: -80°C, 6 months; -20°C, 1 month. |
| Shipping | Room temperature in continental US; may vary elsewhere. |
Literature Cited
Sources cited in this description and in the In Vitro & In Vivo Data tab. Peer-reviewed publications that used this product are listed under References.
Safety
For Research Use Only. Not for use in diagnostic or therapeutic procedures, and not for human or veterinary use. Handle in accordance with the Safety Data Sheet and your institution's chemical hygiene plan.
In Vitro
| Solvent | Solubility | Notes |
|---|---|---|
| DMSO | 20 mg/mL (81.21 mM) | requires sonication; use freshly opened DMSO (absorbed moisture lowers solubility) |
Aliquot the stock solution and store it at -80°C (up to 6 months) or -20°C (up to 1 month); avoid repeated freeze-thaw cycles.
Data provided by the manufacturer.
In Vitro
Antibiotic DC 81 shows cytotoxicity against B16, A375, A2058, and RPMI7951 human melanoma cell lines, with IC50 values, in that order, of 4.4 μM, 18.5 μM, 31.0 μM, and 41.5 μM[1][2]. Antibiotic DC 81 acts by covalently binding the N2 of guanine in the DNA minor groove through its electrophilic carbinolamine functionality at N10-C11[1]. At 4 μM for 24 h, Antibiotic DC 81 induces mitochondria dependent apoptosis[2].
Apoptosis Analysis[2]
| Cell Line | B16 melanoma cells |
|---|---|
| Concentration | 4 μM |
| Incubation Time | 24 h |
| Result | Induced mitochondria dependent apoptosis. |
In Vivo
In tumor-bearing mice, Antibiotic DC 81 (0-10 mg/kg, i.p.; days 4, 7, 10 and 13 after tumor cell injection) decreases the tumor burden, but at 10 mg/kg it significantly impairs cardiac muscle enzyme and liver function[2].
| Animal Model | Female C57BL/6 mice (8-12 weeks old, B16 cells were injected into the tail veins of mice)[2] |
|---|---|
| Dosage | 0.1, 1, 10 mg/kg |
| Administration | i.p., at day 4, 7, 10, 13 after tumor cell injection |
| Result | Substantially decreased the tumor burden by 20% at 1 mg/kg. DC-81 at 10 mg/kg induced an 8-10-fold increase of GPT and a 6-8-fold increase in CPK, which indicated severe impaired liver function and muscle damage. Did not impair significant renal function as demonstrated by serum creatinine. |
Data provided by the manufacturer. Numbered citations refer to the Literature Cited list in the product description.
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