Sakyomicin D

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Category Antibiotics
Catalog number BBF-02853
CAS 86413-77-6
Molecular Weight 374.34
Molecular Formula C19H18O8

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Description

It is a Benzoquinone antibiotic produced by the strain of Nocardia sp. M-53. It has activity against gram-positive bacteria.

Specification

Synonyms Benz[a]anthracene-1,7,12(2H)-trione,3,4,4a,5,6,12b-hexahydro-2,3,4a,8,12b-pentahydroxy-3-methyl-, (2S,3R,4aR,12bR)-; Benz[a]anthracene-1,7,12(2H)-trione,3,4,4a,5,6,12b-hexahydro-2,3,4a,8,12b-pentahydroxy-3-methyl-, [2S-(2a,3b,4aa,12ba)]-
IUPAC Name (2S,3R,4aR,12bR)-2,3,4a,8,12b-pentahydroxy-3-methyl-2,4,5,6-tetrahydrobenzo[a]anthracene-1,7,12-trione
Canonical SMILES CC1(CC2(CCC3=C(C2(C(=O)C1O)O)C(=O)C4=C(C3=O)C(=CC=C4)O)O)O
InChI InChI=1S/C19H18O8/c1-17(25)7-18(26)6-5-9-12(19(18,27)16(24)15(17)23)14(22)8-3-2-4-10(20)11(8)13(9)21/h2-4,15,20,23,25-27H,5-7H2,1H3/t15-,17-,18-,19+/m1/s1
InChI Key UQVQAGIDTKKVTM-OWYHZJEWSA-N

Properties

Appearance Yellow Fine Needle Crystal
Antibiotic Activity Spectrum Gram-positive bacteria
Boiling Point 678.6°C at 760 mmHg
Melting Point 161-163°C
Density 1.71 g/cm3
Solubility Soluble in Methanol, Benzene

Reference Reading

1. Sakyomicins A, B, C and D: new quinone-type antibiotics produced by a strain of Nocardia. Taxonomy, production, isolation and biological properties
T Nagasawa, H Fukao, H Irie, H Yamada J Antibiot (Tokyo). 1984 Jul;37(7):693-9. doi: 10.7164/antibiotics.37.693.
Actinomycete strain M-53, a new soil isolate, was found to produce four quinone-type antibiotics. Antibiotic sakyomicin components, A, B, C and D were isolated from the fermentation broth of strain M-53 by XAD-2 column chromatography, silica gel column chromatography and Sephadex LH-20 column chromatography. The components are active against Gram-positive bacteria. Strain M-53 was identified as a strain of genus Nocardia.

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