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Substance Name: Epirubicin [INN:BAN]
RN: 56420-45-2
UNII: 3Z8479ZZ5X
InChIKey: AOJJSUZBOXZQNB-VTZDEGQISA-N
Note
- An anthracycline which is the 4'-epi-isomer of doxorubicin. The compound exerts its antitumor effects by interference with the synthesis and function of DNA.
Molecular Formula
- C27-H29-N-O11
Molecular Weight
- 543.5221
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Antibiotics, Antineoplastic
- Antineoplastic Agents
- Drug / Therapeutic Agent
- Enzyme Inhibitors
- Mutation Data
- Topoisomerase II Inhibitors
- Topoisomerase Inhibitors
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Names and Synonyms
Name of Substance
- Epirubicin
- Epirubicin [INN:BAN]
MeSH Heading
- Epirubicin
Synonyms
- 4'-Epiadriamycin
- 4'-Epidoxorubicin
- BRN 1445813
- CCRIS 2261
- Ellence
- Epi-DX
- Epiadriamycin
- Epidoxorubicin
- Epirubicin
- Epirubicina
- Epirubicina [INN-Spanish]
- Epirubicina [Spanish]
- Epirubicine
- Epirubicine [French]
- Epirubicine [INN-French]
- Epirubicinum
- Epirubicinum [INN-Latin]
- Epirubicinum [Latin]
- HSDB 6962
- IMI 28
- NSC 256942
- Pidorubicina
- Pidorubicina [INN-Spanish]
- Pidorubicine
- Pidorubicine [INN-French]
- Pidorubicinum
- Pidorubicinum [INN-Latin]
- Ridorubicin
- UNII-3Z8479ZZ5X
- WP 697
Systematic Names
- 4-Epidoxorubicin
- 5,12-Naphthacenedione, 10-((3-amino-2,3,6-trideoxy-beta-L-arabino-hexopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-, (8S-cis)-
Registry Numbers
CAS Registry Number
- 56420-45-2
FDA UNII
- 3Z8479ZZ5X
Other Registry Number
- 57918-25-9
Related Registry Number
- 56390-09-1 (hydrochloride)
System Generated Number
- 0056420452
Structure Descriptors
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/s1InChIKey
AOJJSUZBOXZQNB-VTZDEGQISA-NSmiles
COc1cccc2C(=O)Toxicity
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| dog | LD50 | intravenous | 2mg/kg (2mg/kg) | GASTROINTESTINAL: NAUSEA OR VOMITING GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" | Toxicology and Applied Pharmacology. Vol. 79, Pg. 412, 1985. |
| mouse | LD50 | intravenous | 16070ug/kg (16.07mg/kg) | Toxicology and Applied Pharmacology. Vol. 79, Pg. 412, 1985. | |
| mouse | LD50 | unreported | 29300ug/kg (29.3mg/kg) | Biochemical Pharmacology. Vol. 38, Pg. 167, 1989. | |
| rabbit | LDLo | intrapleural | 400ug/kg (0.4mg/kg) | CARDIAC: OTHER CHANGES LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA LUNGS, THORAX, OR RESPIRATION: "FIBROSIS, FOCAL (PNEUMOCONIOSIS)" | Pharmacology and Toxicology Vol. 62, Pg. 84, 1988. |
| rat | LD50 | intravenous | 14270ug/kg (14.27mg/kg) | Toxicology and Applied Pharmacology. Vol. 79, Pg. 412, 1985. |
Physical Properties
| Physical Property | Value | Units | Temp (deg C) | Source |
|---|---|---|---|---|
| log P (octanol-water) | 1.850 | (none) | EST | |
| Water Solubility | 93 | mg/L | 25 | EST |
| Vapor Pressure | 2.50E-23 | mm Hg | 25 | EST |
| Henry's Law Constant | 2.20E-23 | atm-m3/mole | 25 | EST |
| Atmospheric OH Rate Constant | 1.45E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.