ABC00573TT

9,10-Anhydro Doxorubicin

9,10-Anhydro Doxorubicin is an anthracycline derivative formed via dehydration between C9 and C10 positions of the doxorubicin aglycone, resulting in a cyclic ether linkage. This structural modification disrupts the glycosidic bond's reactivity while retaining the aminosugar moiety's configuration. As a specific oxidative degradation byproduct of doxorubicin hydrochloride, it serves as a critical HPLC reference standard for impurity profiling in parenteral formulations.

On Request
Molecular Formula C27H27NO10
Molecular Weight 525.5000
CAS Number 80996-23-2 ✓ Verified
PubChem CID 196554 ↗
Purity N/A
Product Type API Impurity
Parent Drug Doxorubicin
Lead Time On Request
IUPAC Name (7S)-7-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,11-dihydroxy-9-(2-hydroxyacetyl)-4-methoxy-7,8-dihydrotetracene-5,12-dione

📝 Synonyms

9,10-Anhydroadriamycin 9,10-Anhydrodoxorubicin 80996-23-2 5,12-Naphthacenedione, 10-((3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranosyl)oxy)-9,10-dihydro-6,11-dihydroxy-8-(hydroxyacetyl)-1-methoxy-, (S)- RefChem:107441 (7S)-7-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,11-dihydroxy-9-(2-hydroxyacetyl)-4-methoxy-7,8-dihydrotetracene-5,12-dione DTXSID201001687 Epirubicin Impurity 14(9,10-Anhydro Doxorubicin) (1S)-5,12-Dihydroxy-3-(hydroxyacetyl)-10-methoxy-6,11-dioxo-1,2,6,11-tetrahydrotetracen-1-yl 3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranoside (S)-7-(((2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-6,11-dihydroxy-9-(2-hydroxyacetyl)-4-methoxy-7,8-dihydrotetracene-5,12-dione

🔬 Chemical Identifiers

C[C@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2CC(=CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C(=CC=C5)OC)O)C(=O)CO)N)O
InChI=1S/C27H27NO10/c1-10-23(31)14(28)8-18(37-10)38-17-7-11(15(30)9-29)6-13-20(17)27(35)22-21(25(13)33)24(32)12-4-3-5-16(36-2)19(12)26(22)34/h3-6,10,14,17-18,23,29,31,33,35H,7-9,28H2,1-2H3/t10-,14-,17-,18-,23+/m0/s1
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