Espicufolin
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| Category | Others |
| Catalog number | BBF-00871 |
| CAS | 182232-96-8 |
| Molecular Weight | 378.37 |
| Molecular Formula | C22H18O6 |
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Description
Espicufolin is a neuroprotective agent produced by Streptomyces sp. cu39.
Specification
| Synonyms | 2-[(2R)-butan-2-yl]-11-hydroxy-5-(hydroxymethyl)-4H-naphtho[2,3-h]chromene-4,7,12-trione; (R)-Espicufolin |
| IUPAC Name | 2-[(2R)-butan-2-yl]-11-hydroxy-5-(hydroxymethyl)naphtho[2,3-h]chromene-4,7,12-trione |
| Canonical SMILES | CCC(C)C1=CC(=O)C2=C(O1)C3=C(C=C2CO)C(=O)C4=C(C3=O)C(=CC=C4)O |
| InChI | InChI=1S/C22H18O6/c1-3-10(2)16-8-15(25)17-11(9-23)7-13-19(22(17)28-16)21(27)18-12(20(13)26)5-4-6-14(18)24/h4-8,10,23-24H,3,9H2,1-2H3/t10-/m1/s1 |
| InChI Key | HXAZTNIVBVVFJS-SNVBAGLBSA-N |
Properties
| Appearance | Yellow Powder |
| Melting Point | 184-186°C |
| Solubility | Soluble in Methanol, methyl ether, ethyl acetate |
Reference Reading
1. Novel strategies for the synthesis of anthrapyran antibiotics: discovery of a new antitumor agent and total synthesis of (S)-espicufolin
Lutz F Tietze, Kersten M Gericke, Ramakrishna Reddy Singidi, Ingrid Schuberth Org Biomol Chem. 2007 Apr 21;5(8):1191-200. doi: 10.1039/b700838d. Epub 2007 Mar 14.
Two high-yielding strategies for the synthesis of 4H-anthra[1,2-b]pyran antibiotics have been developed giving access to novel antitumor agent (ED(50) 1.5 microm) and to (S)-espicufolin (3). A key step for the assembly of the tetracyclic 4H-anthra[1,2-b]pyran-4,7,12-trione skeleton is the nucleophilic addition of an aryl lithium species onto an aldehyde which allows the introduction of either an ynone or 1,3-diketo side chain, serving as precursors for an acid-catalysed cyclisation.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
