Doxorubicinone - ≥95% , CAS No.24385-10-2

CAS: 24385-10-2 Cat. No.: D335786 Formula: C₂₁H₁₈O₉ Molecular Weight: 414.36 EC Number: 685-488-9

GRADE & PURITY ≥95%

Synonyms

Doxorubicinone | SCHEMBL1755618 | IBZGBXXTIGCACK-CWKPULSASA-N | (8S,10S)-6,8,10,11-tetrahydroxy-8-(hydroxyacetyl)-1-methoxy-7,8,9,10-tetrahydrotetracene-5,12-dione | EPIRUBICIN AGLYCONE | (7S,9S)-9-glycoloyl-6,7,9,11-tetrahydroxy-4-methoxy-8,10-dihydro-7H

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Doxorubicinone is a metabolite of doxorubicin , an antineoplastic antibiotic.

Specifications

Synonyms

Doxorubicinone | SCHEMBL1755618 | IBZGBXXTIGCACK-CWKPULSASA-N | (8S,10S)-6,8,10,11-tetrahydroxy-8-(hydroxyacetyl)-1-methoxy-7,8,9,10-tetrahydrotetracene-5,12-dione | EPIRUBICIN AGLYCONE | (7S,9S)-9-glycoloyl-6,7,9,11-tetrahydroxy-4-methoxy-8,10-dihydro-7H

Specifications & Purity

≥95%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥95%

Names and Identifiers

Pubchem Sid

504754655

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/504754655

Canonical Smiles

COC1=CC=CC2=C1C(=O)C3=C(C4=C(CC(CC4O)(C(=O)CO)O)C(=C3C2=O)O)O

IUPAC Name

(7S,9S)-6,7,9,11-tetrahydroxy-9-(2-hydroxyacetyl)-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione

InChIKey

IBZGBXXTIGCACK-CWKPULSASA-N

INCHI

1S/C21H18O9/c1-30-11-4-2-3-8-14(11)20(28)16-15(17(8)25)18(26)9-5-21(29,12(24)7-22)6-10(23)13(9)19(16)27/h2-4,10,22-23,26-27,29H,5-7H2,1H3/t10-,21-/m0/s1

Isomeric SMILES

COC1=CC=CC2=C1C(=O)C3=C(C4=C(C[C@](C[C@@H]4O)(C(=O)CO)O)C(=C3C2=O)O)O

Molecular Weight

414.36

Reaxy-Rn

2342587

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2342587&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Naphthacenes
      • Subclass Tetracenequinones

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Naphthacenes
• Subclass: Tetracenequinones
• Intermediate Tree Nodes: Not available
• Direct Parent: Tetracenequinones
• Alternative Parents: Anthraquinones Tetralins Aryl ketones Anisoles Alkyl aryl ethers Vinylogous acids Tertiary alcohols Alpha-hydroxy ketones Secondary alcohols Polyols Primary alcohols Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Tetracenequinone - 9,10-anthraquinone - 1,4-anthraquinone - Anthracene - Tetralin - Aryl ketone - Anisole - Alkyl aryl ether - Vinylogous acid - Alpha-hydroxy ketone - Tertiary alcohol - Secondary alcohol - Ketone - Ether - Polyol - Carbonyl group - Alcohol - Primary alcohol - Organic oxide - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aromatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as tetracenequinones. These are polyaromatic hydrocarbon derivatives containing a tetracyclic cycle made up of four linearly fused benzene rings, one of which bears two ketone groups at position 1 and 4.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in water (partly), DMSO, and methanol.
• x_refractive_index: n20D1.74 (Predicted)
• x_boil_point_char: ~726.6° C at 760 mmHg (Predicted)
• x_melt_point_char: 223-225° C
• Molecular Weight: 414.400 g/mol
• XLogP3: 1.600
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 3
• Exact Mass: 414.095 Da
• Monoisotopic Mass: 414.095 Da
• Topological Polar Surface Area: 162.000 Ų
• Heavy Atom Count: 30
• Formal Charge: 0
• Complexity: 738.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1