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Merck
CN

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:
527-75-3
Molecular Weight:
717.93
MDL number:
MFCD01729130
UNSPSC Code:
41116107
NACRES:
NA.24

Key Documents

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SMILES string

N(C1C(C(OC(C1)C)O[C@H]2[C@@](C[C@H](C(=O)[C@@H]([C@H]([C@H]([C@H](OC(=O)[C@@H]([C@H](C2C)OC3OC(C(C(C3)(OC)C)O)C)C)CC)C)O)C)C)(O)C)O)(C)C

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

grade

pharmaceutical primary standard

API family

erythromycin

manufacturer/tradename

EDQM

application(s)

pharmaceutical (small molecule)

format

neat

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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.

Disclaimer

Sales restrictions may apply.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

Regulatory Information

涉药品监管产品
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Beom Seok Kim et al.
Biochemistry, 41(35), 10827-10833 (2002-08-28)
An unusual feature of the 6-module pikromycin polyketide synthase (PikPKS, PikAI-PikAIV) of S. venezuelae is the ability to generate both 12- and 14-membered ring macrolides. The PikAIV component containing the last extension module and a thioesterase domain is responsible for
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
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
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.
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)
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