阿霉素

Description

Adriamycin · CAS 23214-92-8 · C27H29NO11. UNII 80168379AG. Melting Point: 229-231 °C; Melting Point: 230 °C; Melting Point: 204 - 205 °C.

Identification

CAS Registry Number	23214-92-8
PubChem CID	31703
Molecular formula	C27H29NO11
IUPAC name	(7S,9S)-7-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,9,11-trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione
UNII (FDA)	80168379AG

Computed Descriptors

Molecular Weight	543.5
XLogP3	1.3
Hydrogen Bond Donor Count	6
Hydrogen Bond Acceptor Count	12
Rotatable Bond Count	5
Exact Mass	543.17406074
Monoisotopic Mass	543.17406074
Topological Polar Surface Area	206
Heavy Atom Count	39
Formal Charge	0

Physical & Chemical Properties

Melting Point	229-231 °C
Melting Point	230 °C
Melting Point	204 - 205 °C
Solubility	~10 mg/ml
Solubility	1.18e+00 g/L
LogP	1.27
LogP	log Kow = 1.27
LogP	-0.5
LogP	0.6

Physical description & handling notes

• Solid
• Red, crystalline solid
• MELTING POINT: 205 °C WITH DECOMP; PKA: 8.22; ALMOST ODORLESS; HYGROSCOPIC /HYDROCHLORIDE/
• 2% sol in water; soluble in aqueous alcohols; moderately soluble in anhydrous methanol; insoluble in non-polar organic solvents
• Neutral aq soln are stable at room temp
• Specific optical rotation: +248 deg at 20 °C/D (0.1% in methanol)

GHS Hazard Classification

Reported hazard statements	H302 (100%), H350 (100%)

Documented Uses

• Therapeutic Category: Antineoplastic
• Consumption (g per capita) in the USA (2002): 4.29e-06
• Adriamycin is a cytotoxic antibiotic isolated from cultures of Streptomyces peucetius var. caesius, a mutant obtained by treating Streptomyces peucetius with N-nitroso-N-methylurethane. /Doxorubicin hydrochloride/
• (8S,10S)-10[(3-amino-2,3,6-trideoxy-alpha-levo-lyxo-hexopyranosyl)oxy]-8-(2-bromo-1,1-dimethoxyethyl)-6,8,11-trihydroxy-1-methoxy-7,8,9,10-tetrahydrotetracene-5,12-dione
• Doxorubicin is an antibiotic derived from the Streptomyces peucetius bacterium. Since the 1960s, doxorubicin has been widely used as a chemotherapeutic agent. Doxorubicin belongs to the anthracycline class of chemotherapeutic agents; other anthracyclines include daunorubicin, idarubicin, and epirubicin. Doxorubicin is commonly used to treat solid tumors in both adult and pediatric patients.
• Breast Feeding; Lactation; Milk, Human; Antineoplastic Agents; Anthracyclines; Antibiotics, Antineoplastic; Topoisomerase II Inhibitors

Synonyms

doxorubicin; Adriamycin; 23214-92-8; Adriablastin; Doxorubicine; 14-Hydroxydaunomycin; Doxorubicinum; Doxorubicina; 14-Hydroxydaunorubicine; NDC 38242-874; NSC 123127; NSC-123127; NSC-759155; 80168379AG; DTXSID8021480; CHEBI:28748

Frequently Asked Questions

What are the CAS number and molecular formula of Adriamycin?

CAS 23214-92-8; molecular formula C27H29NO11; molecular weight — g/mol.

What other names is Adriamycin known by?

doxorubicin, Adriamycin, 23214-92-8, Adriablastin, Doxorubicine, 14-Hydroxydaunomycin.

Is Adriamycin classified as hazardous?

Hazard statements reported: H302, H350.

What are the key physical properties of Adriamycin?

Melting Point: 229-231 °C; Melting Point: 230 °C; Melting Point: 204 - 205 °C; Solubility: ~10 mg/ml.

Facts on this page are taken from PubChem (US National Library of Medicine) and Wikidata. Grade-specific data — assay, moisture, particle size, packaging, shelf life — is issued per batch on the COA and is not published here.