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Amrubicin hydrochloride

CAT: 0931-T203127-01Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0931-T203127-01Size:10 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
110311-30-3
Target
Topoisomerase, Antibacterial
Related Pathways
Microbiology/Virology, DNA Damage/DNA Repair
Bioactivity
Amrubicin (SM-5887) hydrochloride is a DNA topoisomerase II inhibitor that can be utilized in cancer research.
Smiles
O([C@@H]1C2=C(C(O)=C3C(=C2O)C(=O)C=4C(C3=O)=CC=CC4)C[C@](C(C)=O)(N)C1)[C@H]5C[C@H](O)[C@H](O)CO5.Cl
Molecular Formula
C25H26ClNO9
Molecular Weight
519.93
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Amrubicin Hydrochloride

Amrubicin Hydrochloride is the hydrochloride salt of a third-generation synthetic 9-amino-anthracycline with antineoplastic activity. Amrubicin intercalates into DNA and inhibits the activity of topoisomerase II, resulting in inhibition of DNA replication, and RNA and protein synthesis, followed by cell growth inhibition and cell death. This agent has demonstrated a higher level of anti-tumor activity than conventional anthracycline drugs without exhibiting any indication of the cumulative cardiac toxicity common to this class of compounds.

CAS Number110311-30-3
PubChem CID114897
IUPAC Name(7S,9S)-9-acetyl-9-amino-7-[(2S,4S,5R)-4,5-dihydroxyoxan-2-yl]oxy-6,11-dihydroxy-8,10-dihydro-7H-tetracene-5,12-dione;hydrochloride
Molecular FormulaC25H26ClNO9
Molecular Weight519.9
Topological Polar Surface Area177
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count10
Rotatable Bond Count3
Heavy Atom Count36
Formal Charge0
Complexity881
SMILES
CC(=O)[C@]1(C[C@@H](C2=C(C1)C(=C3C(=C2O)C(=O)C4=CC=CC=C4C3=O)O)O[C@H]5C[C@@H]([C@@H](CO5)O)O)N.Cl
InChI
InChI=1S/C25H25NO9.ClH/c1-10(27)25(26)7-13-18(16(8-25)35-17-6-14(28)15(29)9-34-17)24(33)20-19(23(13)32)21(30)11-4-2-3-5-12(11)22(20)31;/h2-5,14-17,28-29,32-33H,6-9,26H2,1H3;1H/t14-,15+,16-,17-,25-;/m0./s1
InChIKey
BHMLHEQFWVQAJS-IITOGVPQSA-N
Chemical Structure
2D Structure
2D structure of Amrubicin Hydrochloride
CAS: 110311-30-3
CID: 114897
Formula: C25H26ClNO9
MW: 519.9
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight519.9
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count10
Rotatable Bond Count3
Exact Mass519.1296091
Monoisotopic Mass519.1296091
Topological Polar Surface Area177 Ų
Heavy Atom Count36
Formal Charge0
Complexity881
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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