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324380

Doxorubicin, Hydrochloride - CAS 25316-40-9 - Calbiochem

Doxorubicin HCl, CAS 25316-40-9, is an antitumor antibiotic that inhibits topoisomerase II (IC50 = 100 nM).

Synonym(s):

Doxorubicin, Hydrochloride - CAS 25316-40-9 - Calbiochem

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About This Item

Empirical Formula (Hill Notation):
C27H29NO11 · xHCl
CAS Number:
25316-40-9
Molecular Weight:
543.52 (free base basis)
UNSPSC Code:
12352200
MDL number:
MFCD00077757
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Quality Segment

100

assay

≥98% (HPLC)

form

powder

potency

100 nM IC50

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, desiccated (hygroscopic), protect from light

color

orange to red

solubility

water: 10 mg/mL

shipped in

ambient

storage temp.

10-30°C

InChI

1S/C27H29NO11.ClH/c1-10-22(31)13(28)6-17(38-10)39-15-8-27(36,16(30)9-29)7-12-19(15)26(35)21-20(24(12)33)23(32)11-4-3-5-14(37-2)18(11)25(21)34;/h3-5,10,13,15,17,22,29,31,33,35-36H,6-9,28H2,1-2H3;1H/t10?,13?,15-,17?,22?,27-;/m0./s1

InChI key

MWWSFMDVAYGXBV-FGBJBKNOSA-N

General description

An anti-tumor antibiotic and a highly effective myotoxin that inhibits topoisomerase II (IC50 = 100 nM). Binds to nucleic acids, presumably by specific intercalation into the DNA double helix, inhibiting nucleic acid synthesis. Cytotoxicity seems to be due to its ability to intercalate with DNA, interact with plasma membranes, and take part in oxidation-reduction reactions. Induces apoptosis in rhabdomyosarcoma cell lines.
Antitumor antibiotic and a highly effective myotoxin that inhibits topoisomerase II (IC50 = 100 nM). Binds to nucleic acids, presumably by specific intercalation into the DNA double helix, thereby inhibiting nucleic acid synthesis. Induces apoptosis in rhabdomyosarcoma cell lines. Also available as a 10 mM solution in H2O (Cat. No. 504042).
Doxorubicin HCl, CAS 25316-40-9, is an antitumor antibiotic that inhibits topoisomerase II (IC₅₀ = 100 nM).

Biochem/physiol Actions

Primary Target
topoisomerase 2
Product does not compete with ATP.

Preparation Note

Following reconstitution, refrigerate (4°C). Stock solutions are stable for up to 1 month at 4°C. Under acidic conditions doxorubicin is converted to a water-insoluble adriamycinone and a water soluble reducing sugar, daunosamine.

Other Notes

A′Hern, R.P., and Gore, M.E. 1995. J. Clin. Oncol. 13, 726.
Nooter, K., et al. 1995. Br. J. Cancer 71, 556.
Noviello, E., et al. 1994. Mutat. Res.311, 21.
Anderson, R.D., et al. 1993. Mutat. Res.294, 215.
Hershko, C., et al. 1993. J. Lab. Clin. Med.122, 245.
Jongmans, W., et al. 1993. Mutat. Res.294, 207.
O′Shaughnessy, J.A., and Cowan, K.H. 1993. J. Am. Med. Assoc.270, 2089.
Theyer, G., et al. 1993. J. Urol.150, 1544.
Tritton, T.R., and Yee, G. 1982. Science217, 248.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Carcinogenic / Teratogenic (D)

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 1B - Muta. 1B - Repr. 1B

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

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