(S)-(+)-Camptothecin
SIGMA/C9911 - ≥90% (HPLC), powder
Synonym: (S)
CAS Number: 7689-03-4
Empirical Formula (Hill Notation): C20H16N2O4
Molecular Weight: 348.35
MDL Number: MFCD00081076
Linear Formula: C20H16N2O4
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: C9911-100MG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: C9911-1G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: C9911-250MG
| antibiotic activity spectrum | neoplastics |
| assay | ≥90% (HPLC) |
| form | powder |
| InChI | 1S/C20H16N2O4/c1-2-20(25) |
| InChI key | VSJKWCGYPAHWDS-FQEVSTJZSA |
| mode of action | DNA synthesis | interferes |
| enzyme | inhibits | |
| mp | 260 °C (dec.) (lit.) |
| Quality Level | 200  |
| SMILES string | CC[C@@]1(O)C(=O)OCC2=C1C= |
| solubility | chloroform/methanol (4:1): 5 mg/mL |
| storage temp. | 2-8°C |
| Biochem/physiol Actions: | (S)-(+)-Camptothecin binds irreversibly to the DNA-topoisomerase I complex, inhibiting the reassociation of DNA after cleavage by topoisomerase I and traps the enzyme in a covalent linkage with DNA. The enzyme complex is ubiquinated and destroyed by the 26S proteasome, thus depleting cellular topoisomerase I. Blocks the cell cycle in S-phase at low does and induces apoptosis in a large number of normal and tumor cell lines by cell cycle-dependent and cell cycle-independent processes. |
| Features and Benefits: | This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm . |
| Other Notes: | 20S isomer |
| Packaging: | 1 g in glass bottle |
| Packaging: | 25, 100, 250 mg in glass bottle |
| Symbol |   GHS06,GHS08 |
| Signal word | Danger |
| Hazard statements | H301 - H340 |
| Precautionary statements | P201 - P202 - P264 - P270 - P280 - P301 + P310 |
| Hazard Codes | T |
| Risk Statements | 25 |
| Safety Statements | 45 |
| RIDADR | UN 1544PSN1 6.1 / PGIII |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥90% (HPLC) |
| mp | 260 °C (dec.) (lit.) |
| Storage Temp. | 2-8°C |
| UNSPSC | 12352200 |