ERYTHROMYCIN OXIME

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C37H68N2O13
Molecular Weight	748.9414
Optical Activity	UNSPECIFIED
Defined Stereocenters	18 / 18
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)[C@H](C)[C@@H](O[C@@H]3O[C@H](C)C[C@@H]([C@H]3O)N(C)C)[C@](C)(O)C[C@@H](C)C(=NO)[C@H](C)[C@@H](O)[C@]1(C)O

InChI

InChIKey=KYTWXIARANQMCA-RWJQBGPGSA-N

InChI=1S/C37H68N2O13/c1-14-25-37(10,45)30(41)20(4)27(38-46)18(2)16-35(8,44)32(52-34-28(40)24(39(11)12)15-19(3)48-34)21(5)29(22(6)33(43)50-25)51-26-17-36(9,47-13)31(42)23(7)49-26/h18-26,28-32,34,40-42,44-46H,14-17H2,1-13H3/t18-,19-,20+,21+,22-,23+,24+,25-,26+,28-,29+,30-,31+,32-,34+,35-,36-,37-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C37H68N2O13
Molecular Weight	748.9414
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	18 / 18
E/Z Centers	1
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/833239 | https://www.trc-canada.com/product-detail/?E650010

Erythromycin Oxime is the major metabolite of Roxithromycin which is also an intermediate of Azithromycin. It exhibits antibacterial properties and is also Roxithromycin impurity C.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Bacterial infections 235 Sources: https://www.scbt.com/scbt/product/erythromycin-oxime-13127-18-9	Primary		Not Provided 511	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Synthesis of two and antibacterial activity of one novel oxime ether derivatives of erythromycin A.	2003-10	14505731
Metabolism of roxithromycin in phenobarbital-treated rat liver microsomes.	2002-05	11978197
Erythromycin VI: kinetics of acid-catalyzed hydrolysis of erythromycin oxime and erythromycylamine.	1978-07	660496

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:27:27 GMT 2025` Edited by `admin` on `Mon Mar 31 18:27:27 GMT 2025`
Record UNII	10W452CMTZ
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ERYTHROMYCIN, 9-OXIME

Preferred Name

English

ERYTHROMYCIN OXIME

Common Name

English

Erythromycin oxime [WHO-DD]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C261