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H0165

Sigma-Aldrich

7-Ethyl-10-hydroxycamptothecin

powder, ≥98% (HPLC)

Synonyme(s) :

SN-38

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About This Item

Formule empirique (notation de Hill):
C22H20N2O5
Numéro CAS:
86639-52-3
Poids moléculaire :
392.40
Numéro MDL:
MFCD00871873
Code UNSPSC :
12352204
ID de substance PubChem :
329815105
Nomenclature NACRES :
NA.77

product name

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

Source biologique

Artemisia annua

Pureté

≥98% (HPLC)

Forme

powder

Solubilité

DMSO: 1 mg/mL

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

FJHBVJOVLFPMQE-QFIPXVFZSA-N

Application

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

Actions biochimiques/physiologiques

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.

Pictogrammes

Health hazardExclamation mark
GHS08,GHS07

Mention d'avertissement

Danger

Mentions de danger

H302,H360D,H372

Classification des risques

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

Organes cibles

Gastro-intestinal system

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Mélanie Rouleau et al.
Molecular pharmacology, 85(1), 29-36 (2013-10-22)
Transcripts of the UGT1A gene, encoding half of human UDP-glucuronosyltransferase (UGT) enzymes, undergo alternative splicing, resulting in active enzymes named isoforms 1 (i1s) and novel truncated isoforms 2 (i2s). Here, we investigated the effects of depleting endogenous i2 on drug
Josep Tabernero et al.
European journal of cancer (Oxford, England : 1990), 50(2), 320-331 (2013-10-22)
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
Shuichi Hironaka et al.
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
Atish Patel et al.
Pharmacological research, 121, 184-193 (2017-04-30)
Cancer is a disease whose treatment is often limited due to the development of a phenomenon known as multidrug resistance (MDR). There is an immense demand for development of novel agents that can overcome the MDR in cancer. A group
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