Name | (s)-10-hydroxycamptothecin |
Synonyms | 160177 10-HCPT Hydroxycamptothecin Hydroxy Camptothecine Hydroxy camptothecine 10-Hydroxycamp-totecin 10-hydroxycamptothecin 10hydroxy camptothecin 10-hydroxy camptothecin 7ETHYHYDROXYCAMPTOTHECIN 7-ethy hydroxycamptothecin (s)-10-hydroxycamptothecin 10-HYDROXYCAMPTOTHECIN ACETATE 7-ETHYL-10-HYDROXY CAMPTHOTECIN 77-Ethyl-10-hydroxy campthotecin 10-HYDROXYCAMPTOTHECIN ACETATE SALT (20S)- 7-Ethyl-10-Hydroxycamptothecin |
CAS | 64439-81-2 19685-09-7 |
EINECS | 613-598-9 |
InChI | InChI=1/C20H16N2O5/c1-2-20(26)14-7-16-17-11(5-10-6-12(23)3-4-15(10)21-17)8-22(16)18(24)13(14)9-27-19(20)25/h3-7,23,26H,2,8-9H2,1H3/t20-/m0/s1 |
InChIKey | LCZZWLIDINBPRC-FQEVSTJZSA-N |
Molecular Formula | C20H16N2O5 |
Molar Mass | 364.35 |
Density | 1.60 |
Melting Point | 230-237°C |
Boling Point | 820.7±65.0 °C(Predicted) |
Flash Point | 450.1°C |
Solubility | Insoluble in water, soluble in dilute alkali solution, insoluble in methanol, chloroform, acetone, slightly soluble in methanol-chloroform mixed solvent. |
Vapor Presure | 1.67E-28mmHg at 25°C |
Appearance | Pale yellow crystalline powder |
pKa | 8.93±0.40(Predicted) |
Storage Condition | Keep in dark place,Inert atmosphere,Store in freezer, under -20°C |
Refractive Index | 1.776 |
MDL | MFCD02093100 |
Physical and Chemical Properties | Appearance: Yellow crystal melting point: 268 ℃~270 ℃ |
In vitro study | (±)-10-Hydroxycamptothecin (10-OH-camptothecin) is an inhibitor of topo I. (±)-10-Hydroxycamptothecin (10-HCPT, 5-20 nM) markedly inhibits the proliferation of Colo 205 cells in a dose-dependent manner. (±)-10-Hydroxycamptothecin (5-20 nM) arrests Colo 205 cells in the G2 phase of the cell cycle and triggers apoptosis through a caspase-3-dependent pathway. (±)-10-Hydroxycamptothecin (HPT, 0.01-10 μg/mL) causes cell shrinage, nuclear fragmentation and condensed chromosomes and induces apoptosis of human urinary bladder cancer cell line (T24). |
In vivo study | (±)-10-Hydroxycamptothecin (10-HCPT, 2.5-7.5 mg/kg/2 days, p.o.) significantly suppresss tumor growth in mouse xenografts. (±)-10-Hydroxycamptothecin (1-7.5 mg/kg, p.o., once per 2 or 4 days) causes no obvious acute toxicity in nude mice. |
Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R25 - Toxic if swallowed |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) |
UN IDs | UN 2811 6.1 / PGIII |
WGK Germany | 3 |
RTECS | UQ0491000 |
Reference Show more | 1. Xing Zhihua, Fang Guizhen. Preparation of folic acid-chitosan microspheres by ionic crosslinking [J]. Heilongjiang Medical Journal, 2011, 24(6):915-917. 2. Xing Zhihua, Fang Guizhen, Su Ling, et al. Preparation and characterization of hydroxycamptothecin folate-chitosan nanoparticles [J]. Functional Materials, 2012, 43(B11):322-325. 3. Xing Zhihua. Preparation and sustained release of hydroxycamptothecin-loaded folate-chitosan microspheres [J]. Journal of Harbin University of Commerce (natural sciences), 2012, 28(4):389-392. 4. Liu Weifen and Yunlin, Yin Li, etc. Determination of hydroxycamptothecin in blood and tissue samples by HPLC-fluorescence [J]. Journal of Henan University (Medical Sciences) 2018 037(003):159-162 165. 5. Yang Jianhang, Zhao Xiaohua. Extraction of Camptothecin and hydroxycamptothecin from Camptotheca acuminata leaves by micelle-mediated method combined with ultrasonic-microwave-assisted method [J]. Journal of Plant Research, 2020,40(06):951-960. 6. [IF = 2.233] Yuan Zhang Zhu et al."Chelerythrine inhibitors human hepatocellular carcinoma in vitro." Biological & Pharmaceutical Bulletin. 2017 Oct 31 7. [IF=5.875] Lanlan Zong et al."A novel GSH-triggered polymeric nanomicelles for reversing MDR and enhancing antitumor efficiency of hydroxycamptothecin."Int J Pharmaceut. 2021 May;600:120528 8. [IF=3] Qu Lala et al."Phenotypic assessment and ligand screening of ETA/ETB receptors with label-free dynamic mass redistribution assay."N-S Arch Pharmacol. 2020 Jun;393(6):937-950 9. [IF=3.846] Shichao Wu et al."Methotrexate and 10-hydroxycamptothecine loaded pullulan nanoparticles with the targeting property for efficient cancer therapy."MATERIALS TECHNOLOGY |