Berubicin

Berubicin

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Berubicin
Category Enzyme inhibitors
Catalog number BBF-04653
CAS 677017-23-1
Molecular Weight 633.65
Molecular Formula C34H35NO11
Purity ≥95% by HPLC

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Description

Berubicin has potential antineoplastic activity. Berubicin intercalates into DNA and interrupts topoisomerase II activity, resulting in the inhibition of DNA replication and repair, and RNA and protein synthesis.

Specification

Related CAS 293736-67-1 (hydrochloride)
Synonyms Daunorubicin Impurity 9; RTA 744; RTA-744; RTA744; WP 769; WP769; WP-769; 5,12-Naphthacenedione, 10-[[3-amino-2,3,6-trideoxy-4-O-(phenylmethyl)-α-L-lyxo-hexopyranosyl]oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-, (8S,10S)-
Storage Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years)
IUPAC Name (7S,9S)-7-[(2R,4S,5S,6S)-4-amino-6-methyl-5-phenylmethoxyoxan-2-yl]oxy-6,9,11-trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione
Canonical SMILES CC1C(C(CC(O1)OC2CC(CC3=C(C4=C(C(=C23)O)C(=O)C5=C(C4=O)C=CC=C5OC)O)(C(=O)CO)O)N)OCC6=CC=CC=C6
InChI InChI=1S/C34H35NO11/c1-16-33(44-15-17-7-4-3-5-8-17)20(35)11-24(45-16)46-22-13-34(42,23(37)14-36)12-19-26(22)32(41)28-27(30(19)39)29(38)18-9-6-10-21(43-2)25(18)31(28)40/h3-10,16,20,22,24,33,36,39,41-42H,11-15,35H2,1-2H3/t16-,20-,22-,24-,33+,34-/m0/s1
InChI Key FIGNGSHKNAHTSH-JJMFXPFOSA-N

Properties

Appearance Solid Powder
Antibiotic Activity Spectrum Neoplastics (Tumor)
Boiling Point 835.4±65.0°C (Predicted)
Density 1.51±0.1 g/cm3 (Predicted)
Solubility Soluble in DMSO

Reference Reading

1.Epirubicin dose and sequential hormonal therapy-Mature results of the HMFEC randomised phase III trial in premenopausal patients with node positive early breast cancer.
Coombes RC1, Kilburn LS2, Tubiana-Mathieu N3, Olmos T4, Van Bochove A5, Perez-Lopez FR6, Palmieri C7, Stebbing J8, Bliss JM2. Eur J Cancer. 2016 Apr 25;60:146-153. doi: 10.1016/j.ejca.2016.03.001. [Epub ahead of print]
BACKGROUND: The hormonal manipulation 5-Fluoro-uracil Epirubicin Cyclophosphamide (HMFEC) trial was developed at a time of uncertainty around the dose intensity of chemotherapy given to premenopausal patients with node positive breast cancer and to the benefits of tailored endocrine therapy in such patients.

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