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E1310000

Erythromycin B

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

12-Deoxyerythromycin

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About This Item

Empirical Formula (Hill Notation):
C37H67NO12
CAS Number:
Molecular Weight:
717.93
UNSPSC Code:
41116107
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

erythromycin

manufacturer/tradename

EDQM

application(s)

pharmaceutical (small molecule)

format

neat

InChI

1S/C37H67NO12/c1-14-26-20(4)29(40)21(5)28(39)18(2)16-36(9,44)33(50-35-30(41)25(38(11)12)15-19(3)46-35)22(6)31(23(7)34(43)48-26)49-27-17-37(10,45-13)32(42)24(8)47-27/h18-27,29-33,35,40-42,44H,14-17H2,1-13H3/t18-,19?,20+,21+,22?,23-,24?,25?,26-,27?,29+,30?,31+,32?,33-,35?,36-,37?/m1/s1

InChI key

IDRYSCOQVVUBIJ-ZTOAHLHUSA-N

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General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the Issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Erythromycin B EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

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Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3


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S Morimoto et al.
The Journal of antibiotics, 43(5), 544-549 (1990-05-01)
6-O-Methylerythromycin B has been synthesized from erythromycin B via regioselective methylation of the 6-hydroxyl group in 71% overall yield. This compound shows in vitro antibacterial activity comparable to erythromycins A and B and exhibits superior in vivo activity with improved
M S Brown et al.
The Journal of antibiotics, 52(8), 742-747 (1999-12-02)
Cyclopropane carboxylic acid was fed to Saccharopolyspora erythraea NRRL 18643 (6-deoxyerythromycin producer), resulting in the production of 6-deoxy-13-cyclopropyl-erythromycin B. These studies provide further evidence that deoxyerythronolide B synthase has a relaxed specificity for the starter unit.
Q Zhang et al.
Letters in applied microbiology, 52(2), 129-137 (2010-12-24)
To overproduce erythromycin C, B or D and evaluate the effect of disruption of tailoring genes eryK and eryG in an industrial erythromycin producer. The tailoring genes eryG and eryK were inactivated individually or simultaneously by targeted gene disruption in
An abiotic strategy for the enantioselective synthesis of erythromycin B.
Paul J Hergenrother et al.
Angewandte Chemie (International ed. in English), 42(28), 3278-3281 (2003-07-24)
Pranab K Bhadra et al.
Journal of medicinal chemistry, 48(11), 3878-3884 (2005-05-27)
Erythromycin A is normally formulated for children as its 2'-ethyl succinate, a taste-free prodrug. Unfortunately, the prodrug hydrolyzes at a measurable rate in the medicine bottle, leading to the vile-tasting erythromycin. We have prepared derivatives of erythromycin B as putative

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