CHEMICAL AND PHYSICAL PROPERTIES
| Physical Description | Solid |
|---|---|
| Color/Form | Red, crystalline solid |
| Melting Point | 229-231 °C |
| Solubility | Soluble |
| LogP | 1.27 |
| Stability/Shelf Life | Neutral aq soln are stable at room temp |
| Optical Rotation | Specific optical rotation: +248 deg at 20 °C/D (0.1% in methanol) |
| Decomposition | When heated to decomposition /temp unspecified/, adriamycin emits toxic fumes of ... /nitrogen oxides/ and hydrochloric acid. |
| Caco2 Permeability | -6.8 |
| Collision Cross Section | 227 Ų [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards] |
| Other Experimental Properties | Orange-red colored thin needles; mp 204-205 °C with decomp; specific optical rotation: +248 (c = 0.1 in methanol); Absorption max (methanol): 233, 252, 288, 479, 496, 529; Soluble in water, methanol, aqueous alcohols. Practically insoluble in acetone, benzene, chloroform, ethyl ether, and petroleum ether. Aqueous solutions are yellow-orange at acid pHs, orange-red at neutral pHs, and violet-blue at pH > 9. Aqueous solution unchanged after one month at 5 °C but unstable at higher temperatures or at either acid or alkaline pHs /Doxorubicin hydrochloride/ |
SAFETY INFORMATION
| Signal word | Danger |
|---|---|
| Pictogram(s) |
 Exclamation Mark Irritant GHS07  Health Hazard GHS08 |
| GHS Hazard Statements |
H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation H350:Carcinogenicity H362:Reproductive toxicity, effects on or via lactation |
| Precautionary Statement Codes |
P260:Do not breathe dust/fume/gas/mist/vapours/spray. P263:Avoid contact during pregnancy/while nursing. P280:Wear protective gloves/protective clothing/eye protection/face protection. |
COMPUTED DESCRIPTORS
| Molecular Weight | 543.5 g/mol |
|---|---|
| XLogP3 | 1.3 |
| Hydrogen Bond Donor Count | 6 |
| Hydrogen Bond Acceptor Count | 12 |
| Rotatable Bond Count | 5 |
| Exact Mass | 543.17406074 g/mol |
| Monoisotopic Mass | 543.17406074 g/mol |
| Topological Polar Surface Area | 206 Ų |
| Heavy Atom Count | 39 |
| Formal Charge | 0 |
| Complexity | 977 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 6 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
PRODUCT INTRODUCTION
description
Doxorubicin is a deoxy hexoside, an anthracycline, an anthracycline antibiotic, an aminoglycoside, a member of tetracenequinones, a member of p-quinones, a primary alpha-hydroxy ketone and a tertiary alpha-hydroxy ketone. It has a role as an Escherichia coli metabolite. It is a conjugate base of a doxorubicin(1+). It derives from a hydride of a tetracene.