H0165

7-Ethyl-10-hydroxycamptothecin

powder, ≥98% (HPLC)

• Synonym(s): SN-38
• Empirical Formula (Hill Notation): C₂₂H₂₀N₂O₅
• CAS Number: 86639-52-3
• Molecular Weight: 392.40
• MDL number: MFCD00871873
• UNSPSC Code: 12352204
• PubChem Substance ID: 329815105
• NACRES: NA.77

Properties

• Product Name: 7-Ethyl-10-hydroxycamptothecin, ≥98% (HPLC), powder
• biological source: Artemisia annua
• Assay: ≥98% (HPLC)
• form: powder
• solubility: DMSO: 1 mg/mL
• storage temp.: −20°C
• SMILES string: OC1=CC2=C(CC)C(C3)=C(N=C2C=C1)C(N3C4=O)=CC5=C4COC([C@]5(O)CC)=O
• InChI: 1S/C22H20N2O5/c1-3-12-13-7-11(25)5-6-17(13)23-19-14(12)9-24-18(19)8-16-15(20(24)26)10-29-21(27)22(16,28)4-2/h5-8,25,28H,3-4,9-10H2,1-2H3/t22-/m0/s1
• InChI key: FJHBVJOVLFPMQE-QFIPXVFZSA-N

Description

Application

7-Ethyl-10-hydroxycamptothecin has been used:

• to inhibit enterovirus 71 (EV71) (H) infection[1]
• to screen the chemosensitivity of pancreatic adenocarcinoma cells[2]
• as a chemical to study its ability to reverse multidrug resistance (MDR), due to ATP binding cassette (ABC) transporters[3]

Biochem/physiol Actions

Active metabolite of irinotecan. Inhibitor of topoisomerase I.

Active metabolite of irinotecan. Inhibitor of topoisomerase I.. Gene expression analysis of colon cancer cell lines treated with SN-38 showed differential effects: the majority of affected genes were down-regulated (including, most strongly, genes related to receptor and kinase activity, signal transduction, apoptosis, RNA processing, protein metabolism and transport, cell cycle and transcription. Some of the up-regulated genes were involved in apoptosis, transcription, development and differentiation.

Safety Information

• Pictograms: GHS08,GHS07
• Signal Word: Danger
• Hazard Statements: H302,H360D,H372
• Precautionary Statements: P201 - P202 - P260 - P264 - P301 + P312 - P308 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Repr. 1B - STOT RE 1
• Target Organs: Gastro-intestinal system
• Storage Class Code: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves