Alcindoromycin

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Alcindoromycin
Category Antibiotics
Catalog number BBF-00412
CAS 72586-21-1
Molecular Weight 831.85
Molecular Formula C41H53NO17
Purity 98%

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Description

It is produced by the strain of Actinosporangium sp. C36145. It has anti-gram-positive bacteria and anti-tumor effect.

Specification

Synonyms 1-Naphthacenecarboxylic acid, 1,2,3,4,6,11-hexahydro-4-((O-2,6-dideoxy-alpha-L-lyxo-hexopyranosyl-(1-4)-O-2,6-dideoxy-alpha-L-lyxo-hexopyranosyl-(1-4)-2,3,6-trideoxy-3-(methylamino)-alpha-L-lyxo-hexopyranosyl)oxy)-6,11-dioxo-2-ethyl-2,5,7,10-tetrahydroxy-, methyl ester, (1R-(1-alpha,2-beta,4-beta))-; DTXSID10993434; NSC304415; NSC-304415
IUPAC Name methyl 4-[5-[5-(4,5-dihydroxy-6-methyloxan-2-yl)oxy-4-hydroxy-6-methyloxan-2-yl]oxy-6-methyl-4-(methylamino)oxan-2-yl]oxy-2-ethyl-2,5,7,10-tetrahydroxy-6,11-dioxo-3,4-dihydro-1H-tetracene-1-carboxylate
Canonical SMILES CCC1(CC(C2=C(C3=C(C=C2C1C(=O)OC)C(=O)C4=C(C=CC(=C4C3=O)O)O)O)OC5CC(C(C(O5)C)OC6CC(C(C(O6)C)OC7CC(C(C(O7)C)O)O)O)NC)O
InChI InChI=1S/C41H53NO17/c1-7-41(52)14-25(29-18(33(41)40(51)53-6)10-19-30(36(29)49)37(50)32-22(44)9-8-21(43)31(32)35(19)48)57-26-11-20(42-5)38(16(3)55-26)58-28-13-24(46)39(17(4)56-28)59-27-12-23(45)34(47)15(2)54-27/h8-10,15-17,20,23-28,33-34,38-39,42-47,49,52H,7,11-14H2,1-6H3
InChI Key CBGCONJOKUKTHC-UHFFFAOYSA-N

Properties

Appearance Red Solid
Antibiotic Activity Spectrum Gram-positive bacteria; neoplastics (Tumor)
Boiling Point 949.9 °C at 760 mmHg
Melting Point 148-150 °C (dec.)
Density 1.510 g/cm3
Solubility Soluble in Chloroform

Reference Reading

1. Antitumor agents from bohemic acid complex, III. The isolation of marcellomycin, musettamycin, rudolphomycin, mimimycin, collinemycin, alcindoromycin, and bohemamine
D E Nettleton Jr, D M Balitz, T W Doyle, W T Bradner, D L Johnson, F A O'Herron, R H Schreiber, A B Coon, J E Moseley, R W Myllymaki J Nat Prod. 1980 Mar-Apr;43(2):242-58. doi: 10.1021/np50008a003.
Six anthracycline antitumor agents, marcellomycin, musettamycin, rudolphomycin, alcindoromycin, collinemycin, and mimimycin, have now been isolated from bohemic acid complex. This has been achieved by classical column chromatography with Sephadex LH-20 and ammonia-neutralized silica and by analytical and prepatative hplc techniques with normal phase systems containing aqueous ammonia.

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