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H0165

Sigma-Aldrich

7-Ethyl-10-hydroxycamptothecin

powder, ≥98% (HPLC)

Synonym(e):

SN-38

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About This Item

Empirische Formel (Hill-System):
C22H20N2O5
CAS-Nummer:
86639-52-3
Molekulargewicht:
392.40
MDL-Nummer:
MFCD00871873
UNSPSC-Code:
12352204
PubChem Substanz-ID:
329815105
NACRES:
NA.77

product name

7-Ethyl-10-hydroxycamptothecin, ≥98% (HPLC), powder

Biologische Quelle

Artemisia annua

Assay

≥98% (HPLC)

Form

powder

Löslichkeit

DMSO: 1 mg/mL

Lagertemp.

−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

InChIKey

FJHBVJOVLFPMQE-QFIPXVFZSA-N

Anwendung

7-Ethyl-10-hydroxycamptothecin has been used:
  • to inhibit enterovirus 71 (EV71) (H) infection
  • to screen the chemosensitivity of pancreatic adenocarcinoma cells
  • as a chemical to study its ability to reverse multidrug resistance (MDR), due to ATP binding cassette (ABC) transporters

Biochem./physiol. Wirkung

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.

Piktogramme

Health hazardExclamation mark
GHS08,GHS07

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 4 Oral - Repr. 1B - STOT RE 1

Zielorgane

Gastro-intestinal system

Lagerklassenschlüssel

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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Sigma-Aldrich

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USP

USP

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Sigma-Aldrich

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Sigma-Aldrich

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The antiangiogenic agent aflibercept (ziv-aflibercept in the United States) in combination with 5-fluorouracil, leucovorin and irinotecan (FOLFIRI) significantly improved survival in a phase III study of patients with metastatic colorectal cancer (mCRC) previously treated with an oxaliplatin-based regimen. In the
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Journal of clinical oncology : official journal of the American Society of Clinical Oncology, 31(35), 4438-4444 (2013-11-06)
This phase III study compared treatment with weekly paclitaxel and biweekly irinotecan in patients with advanced gastric cancer refractory to treatment with fluoropyrimidine plus platinum. Patients were randomly assigned to receive either paclitaxel (80 mg/m(2) on days 1, 8, and
J Hu et al.
Clinical and experimental immunology, 172(3), 490-499 (2013-04-23)
Recent studies indicate that chemotherapeutic agents may increase the anti-tumoral immune response. Based on the pivotal role of dendritic cells (DCs) in host tumour-specific immune responses, we investigated the effect of commonly used chemotherapeutic drugs dexamethasone, doxorubicin, cisplatin and irinotecan
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