(S)-10-Hydroxycamptothecin

Names

[ CAS No. ]:
19685-09-7

[ Name ]:
(S)-10-Hydroxycamptothecin

[Synonym ]:
10-Hydroxycamptothecin
1H-Pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione, 4-ethyl-4,9-dihydroxy-, (4S)-
Hydroxycamptothecine
10-Hydroxy camptothecin
10-OH-camptothecin
10-hydroxy-CPT
Camptothecin,hydroxy
MFCD00189425
10-Hydroxycamptochecin
Camptothecin, 10-hydroxy
10-hydroxy-Camptothecin
(4S)-4-Ethyl-4,9-dihydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione
Hydroxycamptothecin
10-hydroxycamptothecine
Irinotecan Related Compound A
HCPT
(S)-10-Hydroxycamptothecin

Biological Activity

[Description]:

(S)-10-Hydroxycamptothecin is a clinical therapy agent against hepatoma.IC50 value:Target:In vitro: In vitro, the 10-hydroxycamptothecin nanosuspensions released the encapsulated drug with nearly zero-order kinetics, and the accumulative release reached 90% within 72 hours. In vitro cytotoxicity assay showed that the 10-hydroxycamptothecin nanosuspensions had significantly enhanced cytotoxicity against HepG2 cells compared to the commercially available 10-hydroxycamptothecin injections [1].In vivo: The in vivo study with H22 tumor-bearing mice and intravenous injection of the drug showed that in contrast to the 10-hydroxycamptothecin injections, the 10-hydroxycamptothecin nanosuspensions exhibited significantly enhanced biodistribution, particularly in the lung (393.40-fold AUC0–24 h, liver (192.35-fold AUC0–24 h, spleen (141.67-fold AUC0–24 h and tumor (64.21-fold AUC0–24 h. The 10-hydroxycamptothecin nanosuspensions also showed improved antitumor therapeutic efficacy over the injections (89.83% vs. 30.56%) [1].

[Related Catalog]:

Signaling Pathways >> Others >> Others

Natural Products >> Alkaloid

Research Areas >> Cancer

[References]

[1]. Min Liu, et al. Intracellular delivery of 10-hydroxycamptothecin with targeted nanostructured lipid carriers against multidrug resistance . Journal of Drug Targeting.

[2]. Min Liu, et al. Intracellular delivery of 10-hydroxycamptothecin with targeted nanostructured lipid carriers against multidrug resistance. J Drug Target, Early Online: 1–8

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
820.7±65.0 °C at 760 mmHg

[ Melting Point ]:
265-270°C

[ Molecular Formula ]:
C₂₀H₁₆N₂O₅

[ Molecular Weight ]:
364.351

[ Flash Point ]:
450.1±34.3 °C

[ Exact Mass ]:
364.105927

[ PSA ]:
101.65000

[ LogP ]:
1.32

[ Vapour Pressure ]:
0.0±3.1 mmHg at 25°C

[ Index of Refraction ]:
1.777

[ Storage condition ]:
-20°C Freezer

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: UQ0491700

CAS REGISTRY NUMBER :: 19685-09-7

LAST UPDATED :: 198305

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C20-H16-N2-O5.H2-O

MOLECULAR WEIGHT :: 382.40

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 104 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :: Sister chromatid exchange

TEST SYSTEM :: Human Cells - not otherwise specified

DOSE/DURATION :: 100 ug/L

REFERENCE :: YHHPAL Yaoxue Xuebao. Acta Pharmaceutica Sinica. Pharmaceutical Journal. (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.1- 1953- Suspended 1966-78. Volume(issue)/page/year: 21,492,1986

Safety Information

[ RIDADR ]:
NONH for all modes of transport

[ HS Code ]:
2934999090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2934999090

[ Summary ]:
2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%