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H0165

7-Ethyl-10-hydroxycamptothecin

powder, ≥98% (HPLC)

Synonym(s):

SN-38

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About This Item

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

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

biological source

Artemisia annua

Quality Level

200

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

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

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.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

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

target_organs

Gastro-intestinal system

Storage Class

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

ppe

Eyeshields, Gloves, type N95 (US)

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