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Principaux documents

E1310000

Erythromycin B

European Pharmacopoeia (EP) Reference Standard

Synonyme(s) :

12-Deoxyerythromycin

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About This Item

Formule empirique (notation de Hill) :
C37H67NO12
Numéro CAS:
527-75-3
Poids moléculaire :
717.93
Numéro MDL:
MFCD01729130
Code UNSPSC :
41116107
Nomenclature NACRES :
NA.24

Qualité

pharmaceutical primary standard

Famille d'API

erythromycin

Fabricant/nom de marque

EDQM

Application(s)

pharmaceutical (small molecule)

Format

neat

Chaîne SMILES 

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

Clé InChI

IDRYSCOQVVUBIJ-ZTOAHLHUSA-N

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Description générale

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.

Conditionnement

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

Clause de non-responsabilité

Sales restrictions may apply.

Produit(s) apparenté(s)

Réf. du produit
Description
Tarif

PHR1039

Erythromycin, Pharmaceutical Secondary Standard; Certified Reference Material

1242000

Erythromycin, United States Pharmacopeia (USP) Reference Standard

1242010

Erythromycin B, United States Pharmacopeia (USP) Reference Standard

1242021

Erythromycin C, United States Pharmacopeia (USP) Reference Standard

1242032

Erythromycin Related Compound N, United States Pharmacopeia (USP) Reference Standard

1245008

Erythromycin ethyl succinate, United States Pharmacopeia (USP) Reference Standard

E1320000

Erythromycin C, European Pharmacopoeia (EP) Reference Standard

E1400000

Erythromycin estolate, European Pharmacopoeia (EP) Reference Standard

E1500000

Erythromycin ethyl succinate, European Pharmacopoeia (EP) Reference Standard

E1300000

Erythromycin, for microbiological assay, European Pharmacopoeia (EP) Reference Standard

E1500800

Erythromycin stearate, European Pharmacopoeia (EP) Reference Standard

1243002

Erythromycin estolate, United States Pharmacopeia (USP) Reference Standard

1248006

Erythromycin stearate, United States Pharmacopeia (USP) Reference Standard

1247003

Erythromycin lactobionate, United States Pharmacopeia (USP) Reference Standard

PHR1610

Erythromycin Ethylsuccinate, Pharmaceutical Secondary Standard; Certified Reference Material

BP488

Erythromycin stearate, British Pharmacopoeia (BP) Reference Standard

BP781

Erythromycin, British Pharmacopoeia (BP) Reference Standard

BP889

N-Demethylerythromycin A, British Pharmacopoeia (BP) Reference Standard

BP798

Erythromycin ethyl succinate, British Pharmacopoeia (BP) Reference Standard

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H319

Conseils de prudence

P305 + P351 + P338

Classification des risques

Eye Irrit. 2

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

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Certificats d'analyse (COA)

Lot/Batch Number

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Consulter la Bibliothèque de documents

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
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)
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
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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