chempirical

Doxorubicin

C27H29NO11CAS 23214-92-8543.53 g/mol

Open in Covalent MOL file
OOOHHOOOHOOHONH2OHO
AcetalAlcoholEtherKetonePhenolPrimary amine

Properties

Molecular formula
C27H29NO11
Molar mass
543.53 g/mol
Exact mass
543.1741 Da
Melting point
204 °C
logP
0.00Crippen estimate
Polar surface area
206.1 Ų
H-bond donors / acceptors
6 / 12
Rotatable bonds
5
Stereocentres
S, S, R, S, S, Sin SMILES atom order

Identifiers

CAS number
23214-92-8
SMILES
COc1cccc2c1C(=O)c1c(O)c3c(c(O)c1C2=O)C[C@@](O)(C(=O)CO)C[C@@H]3O[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1
InChIKey
AOJJSUZBOXZQNB-TZSSRYMLSA-N
InChI
InChI=1S/C27H29NO11/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/t10-,13-,15-,17-,22+,27-/m0/s1

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

21 names · show all
  • 5,12-Naphthacenedione, 10-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-, (8S,10S)-
  • 5,12-Naphthacenedione, 10-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-, (8S-cis)-
  • 5,12-Naphthacenedione, 10-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-, (8S,10S)-
  • (8S,10S)-10-[(3-Amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-5,12-naphthacenedione
  • 14-Hydroxydaunomycin
  • NSC 123127
  • Doxil
  • Caelyx
  • Evacet
  • PK 2
  • Biotransdox
  • Rubex
  • Hydroxydaunomycin
  • Hydroxydaunorubicin
  • Rubidox
  • (7S,9S)-7-[(2R,4S,5S,6S)-4-Amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,9,1 1-trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione
  • Liporubicin
  • Oncodox
  • Caelix
  • Livatag
  • Ameisu

Work with Doxorubicin

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Similar compounds

Doxorubicin hydrochloride25316-40-996 % similar Epirubicin hydrochloride56390-09-196 % similar Daunorubicin20830-81-384 % similar Daunorubicin hydrochloride23541-50-681 % similar Pirarubicin72496-41-477 % similar Nemorubicin108852-90-073 % similar Idarubicin58957-92-968 % similar Doxo-emch151038-96-967 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue. All similar compounds

Same formula

Epirubicin56420-45-2

Elsewhere

PubChem CAS Common Chemistry NIST WebBook