Daunorubicin citrateProduct ingredient for Daunorubicin

Name
Daunorubicin citrate
Drug Entry
Daunorubicin

A very toxic anthracycline aminoglycoside antineoplastic isolated from Streptomyces peucetius and others, used in treatment of leukemia and other neoplasms.

Accession Number
DBSALT001476
Structure
Synonyms
Daunorubicin citrate liposome / Daunorubicin citrate liposome injection
UNII
5L84T2Z6NP
CAS Number
371770-68-2
Weight
Average: 719.649
Monoisotopic: 719.206148735
Chemical Formula
C33H37NO17
InChI Key
VNTHYLVDGVBPOU-QQYBVWGSSA-N
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
IUPAC Name
(8S,10S)-8-acetyl-10-{[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy}-6,8,11-trihydroxy-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione; 2-hydroxypropane-1,2,3-tricarboxylic acid
SMILES
OC(=O)CC(O)(CC(O)=O)C(O)=O.COC1=C2C(=O)C3=C(O)C4=C(C[C@](O)(C[C@@H]4O[C@H]4C[C@H](N)[C@H](O)[C@H](C)O4)C(C)=O)C(O)=C3C(=O)C2=CC=C1
ChemSpider
8137483
ChEMBL
CHEMBL1200475
Predicted Properties
PropertyValueSource
Water Solubility0.627 mg/mLALOGPS
logP1.68ALOGPS
logP1.34Chemaxon
logS-2.9ALOGPS
pKa (Strongest Acidic)8Chemaxon
pKa (Strongest Basic)9.17Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count11Chemaxon
Hydrogen Donor Count5Chemaxon
Polar Surface Area185.84 Å2Chemaxon
Rotatable Bond Count9Chemaxon
Refractivity132.89 m3·mol-1Chemaxon
Polarizability52.9 Å3Chemaxon
Number of Rings5Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon