Cinerubin R

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Cinerubin R
Category Antibiotics
Catalog number BBF-00643
CAS 147657-35-0
Molecular Weight 809.85
Molecular Formula C42H51NO15

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Description

It is produced by the strain of Streptomyces eurythermuss H17515MY2. Cinerubin R has anti-gram-positive bacteria and inhibition of tumor cell activity, and its inhibition effect on multidrug resistant (MDR) cells is the same as that on protocells.

Specification

Synonyms 4''-Aculosyl-4'-rhodinosyl-7-rhodosaminyl-epsilon-pyrromycinone; DTXSID50933177
IUPAC Name methyl 4-[4-(dimethylamino)-6-methyl-5-[6-methyl-5-[(6-methyl-5-oxo-2H-pyran-2-yl)oxy]oxan-2-yl]oxyoxan-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)OC6CCC(C(O6)C)OC7C=CC(=O)C(O7)C)N(C)C)O
InChI InChI=1S/C42H51NO15/c1-8-42(51)17-28(32-21(36(42)41(50)52-7)15-22-33(38(32)48)39(49)35-26(46)10-9-25(45)34(35)37(22)47)57-31-16-23(43(5)6)40(20(4)55-31)58-30-14-12-27(19(3)54-30)56-29-13-11-24(44)18(2)53-29/h9-11,13,15,18-20,23,27-31,36,40,45-46,48,51H,8,12,14,16-17H2,1-7H3
InChI Key HIMMZWQWBNOPJH-UHFFFAOYSA-N

Properties

Antibiotic Activity Spectrum Gram-positive bacteria; tumor
Melting Point 158-162 °C

Reference Reading

1. A new anthracycline antibiotic, cinerubin R. Taxonomy, structural elucidation and biological activity
M Nakata, M Saito, Y Inouye, S Nakamura, Y Hayakawa, H Seto J Antibiot (Tokyo). 1992 Oct;45(10):1599-608. doi: 10.7164/antibiotics.45.1599.
A novel anthracycline antibiotic, cinerubin R, was isolated from the fermentation broth of Streptomyces eurythermus strain H1715MY2. The structure of cinerubin R was elucidated to be 4"-aculosyl-4'-rhodinosyl-7-rhodosaminyl-epsilon-py rromycinone. Cinerubin R was active against Gram-positive bacteria and inhibited the growth of divergent multi-drug-resistant cells to the same extent as their parental cells.

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