Stock solutions of this product may be stored at -20 °C for up to three months in aliquots. Stability data has not been collected for stock solutions at 2-8°C. This product does not need to be protected from light as it is not light-sensitive. Please see the link below to review the product datasheet for additional information:
https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/product/documents/385/900/c9911pis.pdf
C9911
(S)-(+)-camptothécine
≥90% (HPLC), powder, DNA topoisomerase I inhibitor
Synonyme(s) :
(S)-4-Ethyl-4-hydroxy-1H-pyrano-[3′,4′:6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione
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100 MG
317,00 €
250 MG
657,00 €
1 G
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Changer de vue
100 MG
317,00 €
250 MG
657,00 €
1 G
1 280,00 €
About This Item
Formule empirique (notation de Hill) :
C20H16N2O4
Numéro CAS:
Poids moléculaire :
348.35
Beilstein:
631069
Numéro MDL:
Code UNSPSC :
12352200
ID de substance PubChem :
Nomenclature NACRES :
NA.77
Nom du produit
(S)-(+)-camptothécine, ≥90% (HPLC), powder
Essai
≥90% (HPLC)
Forme
powder
Pf
260 °C (dec.) (lit.)
Solubilité
chloroform/methanol (4:1): 5 mg/mL
Spectre d'activité de l'antibiotique
neoplastics
Mode d’action
DNA synthesis | interferes
enzyme | inhibits
Température de stockage
2-8°C
Chaîne SMILES
CC[C@@]1(O)C(=O)OCC2=C1C=C3N(Cc4cc5ccccc5nc34)C2=O
InChI
1S/C20H16N2O4/c1-2-20(25)14-8-16-17-12(7-11-5-3-4-6-15(11)21-17)9-22(16)18(23)13(14)10-26-19(20)24/h3-8,25H,2,9-10H2,1H3/t20-/m0/s1
Clé InChI
VSJKWCGYPAHWDS-FQEVSTJZSA-N
Informations sur le gène
human ... TOP1(7150)
mouse ... Prkca(18750)
rat ... Sstr2(54305)
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Actions biochimiques/physiologiques
La (S)-(+)-camptothécine se lie de manière irréversible au complexe ADN-topoisomérase I, inhibant la réassociation de l'ADN après clivage par la topoisomérase I et piégeant l'enzyme dans une liaison covalente avec l'ADN. Le complexe enzymatique est ubiquiné et détruit par le protéasome 26S, ce qui épuise la topoisomérase I cellulaire. Bloque le cycle cellulaire en phase S à faible dose et induit l'apoptose dans un grand nombre de lignées cellulaires normales et tumorales par des processus dépendants et indépendants du cycle cellulaire.
Caractéristiques et avantages
Ce composé fait partie de notre sélection de produits pour la recherche sur l′apoptose. Cliquez ici pour découvrir d′autres produits sélectionnés en lien avec l′apoptose. Pour en savoir plus sur les petites molécules bioactives destinées à d′autres domaines de la recherche, rendez-vous sur sigma.com/discover-bsm.
Autres remarques
Isomère 20S
Mention d'avertissement
Danger
Mentions de danger
Conseils de prudence
Classification des risques
Acute Tox. 3 Oral - Muta. 1B
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, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
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H-S Chen et al.
European review for medical and pharmacological sciences, 23(15), 6621-6628 (2019-08-06)
MicroRNAs (miRNAs) are a conserved class of endogenous and short non-coding RNAs that post-transcriptionally regulate the expression of genes involved in diverse cellular processes. MiR-28-5p has been reported to be associated with several cancers, including human glioma. However, the roles
Qi Weng et al.
Cancer chemotherapy and pharmacology, 84(3), 527-537 (2019-04-29)
Recent researches are attempting to verify that the 3D cell models can provide a gap bridge between in vitro and in vivo for anticancer drug evaluations. The aim of this study was to continue the development of novel in vitro
Dinh Trung Nguyen et al.
Polymers, 11(5) (2019-05-10)
Herein, a new process to manufacture multicore micelles nanoparticles reinforced with co-assembly via hydrophobic interaction and electrostatic interaction under the help of ultrasonication was developed. The precise co-assembly between negative/hydrophobic drug and positive charged amphiphilic copolymer based pluronic platform allows
Pinakin Pandya et al.
Cellular signalling, 62, 109340-109340 (2019-06-09)
Protein kinase C (PKC)-interacting cousin of thioredoxin (PICOT; also termed glutaredoxin 3 (Glrx3)) is a ubiquitously expressed protein that possesses an N-terminal monothiol thioredoxin (Trx) domain and two C-terminal tandem copies of a monothiol Glrx domain. It has an overall
Mei-Chen Lo et al.
Archives of pharmacal research, 42(8), 672-683 (2019-04-26)
Caloric restriction activates sirtuin 1 (SIRT1) and induces a variety of metabolic effects that are beneficial for preventing age-related disease. The present study screened a commercially available used drug library to develop small molecule activators of SIRT1 as therapeutics for
Articles
We presents an article on Autophagy in Cancer Promotes Therapeutic Resistance
Apoptosis regulation involves multiple pathways and molecules for cellular homeostasis.
Cell cycle phases (G1, S, G2, M) regulate cell growth, DNA replication, and division in proliferating cells.
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How long can (S)-(+)-camptothecin C9911 be stored at 2-8°C? I am planning to make a 10 mg/ml stock using DMSO; should it be protected from light? Is it light-sensitive?
1 réponse-
Utile ?
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How long can (S)-(+)-camptothecin C9911 be stored at 2-8°C? Should it be protected from light? Is it light-sensitive?
1 réponse-
Stock solutions of this product may be stored at -20 °C for up to three months in aliquots. Stability data has not been collected for stock solutions at 2-8°C. This product does not need to be protected from light as it is not light-sensitive. Please see the link below to review the product datasheet for additional information:
https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/product/documents/385/900/c9911pis.pdfUtile ?
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What is the Department of Transportation shipping information for this product?
1 réponse-
Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.
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What is Product C9911, (S)-(+)-Camptothecin, soluble in?
1 réponse-
This product is soluble in DMSO (10 mg/mL). At higher concentrations, heating is required for the product to dissolve completely (approximately 10 minutes at 95°C), but some precipitation occurs upon cooling to room temperature. It is also soluble in 1 N NaOH (50 mg/mL) and methanol (50 mg/mL).
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What is the extinction coefficient of Product C9911, (S)-(+)-Camptothecin?
1 réponse-
The millimolar extinction coefficients (EmM) at various wavelengths are 37.3 (220 nm); 29.2 (254 nm); 4.9 (290 nm); 19.9 (370 nm).
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What is the solution stability of Product C9911, (S)-(+)-Camptothecin?
1 réponse-
Stock solutions of camptothecin in DMSO can be stored at -20°C for up to 3 months.
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