7-(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

HCID 1691

Basic information

Standard SMILES
COc1cccc2c1C(=O)c1c(O)c3c(c(O)c1C2=O)CC(O)(C(=O)CO)CC3OC1CC(N)C(O)C(C)O1
InChIKey
AOJJSUZBOXZQNB-UHFFFAOYSA-N
Molecular formula
C27H29NO11
Average molar mass
543.5 g/mol

Overview

7-[(4-amino-5-hydroxy-6-methyl-2-oxanyl)oxy]-6,9,11-trihydroxy-9-(2-hydroxy-1-oxoethyl)-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione is an anthracycline.

Names & identifiers

Preferred name
7-(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
IUPAC
7-(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

Names & synonyms

NSC169534Adriamycin semiquinoneNCI-C01514NSC-169534DOX base5, 10-[(3-amino-2,3,6-trideoxy-.alpha.-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-1-methoxy-, (8S-cis)-, mixt. with native calf thymus DNAADR (Salt/Mix)Adriamycin Fe3Cl10 HDOX HCl (Salt/Mix)Neuro_000057Neuro_000121Adriamycin-DNA hydrochloride
Show more names
7-(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-dioneSCHEMBL233853GNF-Pf-2453CHEMBL263733SCHEMBL29354926SCHEMBL31615362CHEBI:91872AOJJSUZBOXZQNB-UHFFFAOYSA-N

Database identifiers

PubChem CID
1691
ChEMBL
CHEMBL263733
ChEBI
CHEBI:91872

Properties

Computed structural properties

XLogP
1.3
Topological polar surface area
206 Ų
Hydrogen bond donors
6
Hydrogen bond acceptors
12
Rotatable bonds
5
Heavy atoms
39

Experimental & physicochemical properties

DrugsPharmaceuticals

Related reactions

2 records

Linked notes

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