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Daunorubicin citrate

CAT: 0931-T73700-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0931-T73700-01Size:5 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
1884557-85-0
Target
DNA/RNA Synthesis, Apoptosis, ADC Cytotoxin, Autophagy, Topoisomerase, Antibacterial, Antibiotic
Related Pathways
Autophagy, DNA Damage/DNA Repair, Cell Cycle/Checkpoint, Antibody-drug Conjugate/ADC Related, Microbiology/Virology, Apoptosis
Bioactivity
Daunorubicin (Daunomycin) citrate, a potent anti-tumor anthracycline antibiotic, acts as a topoisomerase II inhibitor. It effectively inhibits DNA and RNA synthesis, diminishes cancer cell viability, and promotes apoptosis and necrosis. This cytotoxic compound is utilized in researching a range of cancers, such as leukemia, non-Hodgkin lymphomas, Ewing's sarcoma, and Wilms' tumor, as well as infections [1] [2] [4] [5].
Smiles
OC(=O)CC(O)(CC(O)=O)C(O)=O.COc1cccc2C(=O)c3c(O)c4C[C@](O)(C[C@H](O[C@H]5C[C@H](N)[C@H](O)[C@H](C)O5)c4c(O)c3C(=O)c12)C(C)=O
Molecular Formula
C33H37NO17
Molecular Weight
719.64
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Daunorubicin Citrate

Daunorubicin Citrate is a semi-synthetic anthracycline glycoside antibiotic obtained from Streptomyces with antineoplastic activity. Daunorubicin citrate intercalates DNA, which leads to inhibition of DNA and RNA synthesis, and consequently blocks cell division and results in apoptosis. This anti-tumor antibiotic is most active in the S phase of cell division. Daunorubicin is indicated in the treatment of a wide variety of cancers including acute non-lymphocytic leukemia, non-Hodgkin lymphomas, Ewing's sarcoma, Wilms' tumor, and chronic myelocytic leukemia. (NCI05)

CAS Number1884557-85-0
PubChem CID9961878
IUPAC Name(7S,9S)-9-acetyl-7-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione;2-hydroxypropane-1,2,3-tricarboxylic acid
Molecular FormulaC33H37NO17
Molecular Weight719.6
Topological Polar Surface Area318
Hydrogen Bond Donor Count9
Hydrogen Bond Acceptor Count18
Rotatable Bond Count9
Heavy Atom Count51
Formal Charge0
Complexity1190
SMILES
C[C@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2C[C@@](CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C(=CC=C5)OC)O)(C(=O)C)O)N)O.C(C(=O)O)C(CC(=O)O)(C(=O)O)O
InChI
InChI=1S/C27H29NO10.C6H8O7/c1-10-22(30)14(28)7-17(37-10)38-16-9-27(35,11(2)29)8-13-19(16)26(34)21-20(24(13)32)23(31)12-5-4-6-15(36-3)18(12)25(21)33;7-3(8)1-6(13,5(11)12)2-4(9)10/h4-6,10,14,16-17,22,30,32,34-35H,7-9,28H2,1-3H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/t10-,14-,16-,17-,22+,27-;/m0./s1
InChIKey
VNTHYLVDGVBPOU-QQYBVWGSSA-N
Chemical Structure
2D Structure
2D structure of Daunorubicin Citrate
CAS: 1884557-85-0
CID: 9961878
Formula: C33H37NO17
MW: 719.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight719.6
Hydrogen Bond Donor Count9
Hydrogen Bond Acceptor Count18
Rotatable Bond Count9
Exact Mass719.20614871
Monoisotopic Mass719.20614871
Topological Polar Surface Area318 Ų
Heavy Atom Count51
Formal Charge0
Complexity1190
Isotope Atom Count0
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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