10-Dihydrosteffimycin B

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Category Antibiotics
Catalog number BBF-01417
CAS 75086-97-4
Molecular Weight 590.57
Molecular Formula C29H34O13

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Description

It is produced by the strain of Chaetomium sp. BB 427. 10-Dihydrosteffimycin B has anti-gram-positive bacterial activity.

Specification

Synonyms 3,4,10,12-Tetrahydroxy-2,8-dimethoxy-3-methyl-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 6-deoxy-2,4-di-O-methylhexopyranoside
IUPAC Name 4,6,9,10-tetrahydroxy-7-(4-hydroxy-3,5-dimethoxy-6-methyloxan-2-yl)oxy-2,8-dimethoxy-9-methyl-8,10-dihydro-7H-tetracene-5,12-dione
Canonical SMILES CC1C(C(C(C(O1)OC2C(C(C(C3=CC4=C(C(=C23)O)C(=O)C5=C(C4=O)C=C(C=C5O)OC)O)(C)O)OC)OC)O)OC
InChI InChI=1S/C29H34O13/c1-10-23(38-4)22(34)25(39-5)28(41-10)42-24-18-14(26(35)29(2,36)27(24)40-6)9-13-17(21(18)33)20(32)16-12(19(13)31)7-11(37-3)8-15(16)30/h7-10,22-28,30,33-36H,1-6H3
InChI Key HLDJDCWKEYDIPB-UHFFFAOYSA-N

Properties

Appearance Crystalline
Antibiotic Activity Spectrum Gram-positive bacteria
Boiling Point 770.5°C at 760 mmHg
Density 1.52 g/cm3

Reference Reading

1. Microbial conversion of steffimycin and steffimycin B to 10-dihydrosteffimycin and 10-dihydrosteffimycin B
P F Wiley, D W Elrod, J M Slavicek, V P Marshall J Antibiot (Tokyo). 1980 Aug;33(8):819-23. doi: 10.7164/antibiotics.33.819.
It has been shown that steffimycin (1) and steffmycin B (2) are reduced at the C-10 carbonyl by Actinoplanes utahensis, UC-5885 and Chaetomium sp., UC-4634, respectively. Using cell-free extracts of the latter organism, the optimum conversion time, pH, and enzyme concentration have been determined for the conversion of 2 to 4. The biochemical conversion of 2 has been found to be TPNH linked.

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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