28882-53-3

Basic information

• Product Name: OCHROMYCINONE
• Synonyms: OCHROMYCINONE;(S)-Ochromycinone,(+)-Ochromycinone,Deoxytetrangomycin,STA-21(3S)-3,4-Dihydro-8-hydroxy-3-methyl-Benz[a]anthracene-1;(S)-Ochromycinone, (+)-Ochromycinone, Deoxytetrangomycin, STA-21 (3S)-3,4-Dihydro-8-hydroxy-3-methyl-Benz[a]anthracene-1,7,12(2H)-trione
• CAS NO: 28882-53-3
• Molecular Formula: C19H14O4
• Molecular Weight: 306.316
• Product Categories: All Inhibitors;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 28882-53-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 160-162°C
• Boiling Point: 568.6°C at 760 mmHg
• Flash Point: 311.7°C
• Appearance: /
• Density: 1.387g/cm³
• Vapor Pressure: 1.57E-13mmHg at 25°C
• Refractive Index: 1.666
• Storage Temp.: Amber Vial, -20°C Freezer
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• CAS DataBase Reference: OCHROMYCINONE(CAS DataBase Reference)
• NIST Chemistry Reference: OCHROMYCINONE(28882-53-3)
• EPA Substance Registry System: OCHROMYCINONE(28882-53-3)

Safety Data

• Hazardous Substances Data: 28882-53-3(Hazardous Substances Data)

Usage

Chemical Properties

Orange Solid

Uses

Different sources of media describe the Uses of 28882-53-3 differently. You can refer to the following data:
1. An angucycline antibiotic. A novel Stat3 selective inhibitor. It inhibits Stat3 dimerazation and DNA binding as well as Stat3-dependent luciferase reporter activity
2. An angucycline antibiotic. A novel Stat3 selective inhibitor. It inhibits Stat3 dimerazation and DNA binding as well as Stat3-dependent luciferase reporter activity.

InChI:InChI=1/C19H14O4/c1-9-7-10-5-6-12-17(15(10)14(21)8-9)19(23)11-3-2-4-13(20)16(11)18(12)22/h2-6,9,20H,7-8H2,1H3/t9-/m0/s1

Upstream product

• 56630-78-5 (+/-)-rubiginone B₂ 
• 175409-43-5 (S)-Methoxy-phenyl-acetic acid (1S,3S,6S,6aR,12aR,12bS)-8-hydroxy-6-methoxy-3-methyl-7,12-dioxo-1,2,3,4,6,6a,7,12,12a,12b-decahydro-benzo[a]anthracen-1-yl ester 
• 13368-65-5 (3R)-3-methylcyclohexanone 
• 869487-82-1 (S)-7,8,12-trimethoxy-3-methyl-3,4-dihydrotetraphen-1(2H)-one 
• 681001-31-0 (R)-5-methyl-1-vinylcyclohex-1-ene 
• 134916-00-0 (4S)-4-benzyl-3-(hex-5-enoyl)-1,3-oxazolidin-2-one 
• 1577-22-6 5-hexenoic acid 
• 949087-72-3 (R)-(3-vinylcyclohex-3-enyl)methyl 4-methylbenzenesulfonamide 
• 949087-71-2 (R)-2-(prop-2-ynyl)hex-5-enyl 4-methylbenzenesulfonate 
• 942513-97-5 (R)-2-(prop-2-ynyl)hex-5-en-1-ol 
• 942513-96-4 (4S)-4-benzyl-3-((R)-2-(prop-2-ynyl)hex-5-enoyl)oxazolidin-2-one 
• 130548-10-6 (+)-rubiginone B2 
• 681001-30-9 (R)-8-hydroxy-3-methyl-1,2,3,4-tetrahydrobenz[a]anthracene-7,12-dione 
• 127414-87-3 (+)-Emycin A 

Downstream Products

• 130548-10-6 (+)-rubiginone B2 

Relevant articles and documents

Total synthesis of Angucyclines. Part 18: A short and efficient synthesis of (+)-ochromycinone

A short and highly enantiospecific (seven steps, 99% ee) synthesis of (+)-ochromycinone 2 in 19% overall yield is reported. Key steps are the regioselective Diels-Alder reaction of the juglone derivative 4 with the mixture of dienes 5 and 9 derived from 3-methylcyclohexanone (99% ee) and the photooxidation of 1-deoxyochromycinone 3 to the natural ketone 2. A pronounced concentration dependence of the specific rotation was observed for (+)-ochromycinone 2 in CHCl3.

Efficient method for synthesis of angucyclinone antibiotics via gold-catalyzed intramolecular [4 + 2] benzannulation: Enantioselective total synthesis of (+)-ochromycinone and (+)-rubiginone B2

An efficient synthetic approach to angucyclinone antibiotics, (+)-ochromycinone and (+)-rubiginone B2, is reported. The key step involves the facile formation of 2,3-dihydrophenantren-4(1H)-one skeleton, an important framework of angucyclinone

Total syntheses of the angucyclinone antibiotics (+)-emycin A and (+)-ochromycinone

The first asymmetric synthesis of the angucyclinone antibiotics, emycin A and ochromycinone, is achieved via a short, efficient sequence from 5-hydroxy-1,4-naphthoquinone with the key step being an effective kinetic resolution of a racemic diene in a Diel