(1S,3S)-3-Glycoloyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-1-tetracenyl 3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranoside hydrochloride (1:1) | CAS No. 25316-40-9

(1S,3S)-3-Glycoloyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-1-tetracenyl 3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranoside hydrochloride (1:1)

Basic Information

CAS Number

25316-40-9

Molecular Formula

C27H30ClNO11

Molecular Weight

579.99 g/mol

AD

Basic Physical Properties

Melting Point

216 °C (dec.)

Boiling Point

No data available

Density

No data available

Water Solubility

Soluble in water.

Flash Point

No data available

Solubility

H2O: 10 mg/mL, clear, red-orange

Vapor Pressure

No data available

Specific Rotation

+240° to +270° (c=0.1, MeOH)

Cl.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(=O)CO

InChI

InChI=1S/C27H29NO11.ClH/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;1H/t10-,13-,15-,17-,22+,27-;/m0./s1

InChIKey

MWWSFMDVAYGXBV-RUELKSSGSA-N

LogP

0.42309999999999964

Topological Polar Surface Area

206.06999999999996 Ų

Hydrogen Bond Donor/Acceptor

7 / 12

Complexity

977

Safety Information

View Safety Information

GHS Hazard Pictograms

H302H302
H350H350

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral
H350 May cause cancer
Carcinogenicity

Toxicity

LD50 i.v. in mice: 21.1 mg/kg (Bertazzoli, 1970)

Synonyms & References

English

  • doxorubicin hydrochloride
  • Doxorubicin, HCl
  • (8s-cis)-10-((3-amino-2,3,6-trideoxy-alpha-l-lyxo-hexopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxynaphthacene-5,12-dione hydrochloride
  • DOX
  • ADRIAMYCIN, HYDROCHLORIDE
  • Doxorubicin (Adriamycin)
  • Doxorubicin (hydrochloride)
  • Doxorubicin hydrochloride (Adriamycin®, Adriamycin PFS®, Adriamycin RDF®, Rubex®,Adriacin®, Adriblastin®,Adriblastina®,Caelyx®, Doxil®,Farmiblastina®,Lipodox®, Myocet®)
  • Doxorubicin
  • 14-hydroxydaunomycin hydrochloride
  • ADR
  • ADRIACIN
  • Adriamycin
  • Ardriamycin
  • Caely
  • CAELYX
  • DOX HCl
  • Dox hydrochloride
  • DOX,Hydroxydaunorubicin hydrochloride
  • Doxorubicin (Adriamycin) HCl
  • FI 106
  • fi6804
  • Hydroxydaunorubicin hydrochloride
  • Lipodox
  • (8S-cis)-10-[(3-Amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxynaphthacene-5,12-dione hydrochloride
  • Doxorubicin HCl
  • Adriblastina
  • Rubex
  • ADRIAMYCIN HYDROCHLORIDE
  • Adriamycin RDF
  • Adriamycin PFS

MDL Number

MFCD00077757

Customs Code

2941909000

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