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Details

Stereochemistry ABSOLUTE
Molecular Formula C22H22N2O8
Molecular Weight 442.4187
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of .ALPHA.-APO-OXYTETRACYCLINE

SMILES

CN(C)[C@H]1[C@H]([C@H]2OC(=O)C3=C(O)C4=C(C=CC=C4O)C(C)=C23)[C@H](O)C(=O)C(C(N)=O)=C1O

InChI

InChIKey=DRKMHDAKULCOKQ-MLZJRGSSSA-N
InChI=1S/C22H22N2O8/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)20(32-22(12)31)13-15(24(2)3)17(27)14(21(23)30)19(29)18(13)28/h4-6,13,15,18,20,25-28H,1-3H3,(H2,23,30)/t13-,15-,18-,20-/m0/s1

HIDE SMILES / InChI
alpha-apo-Oxytetracycline is the degradation product of Oxytetracycline. It exhibits greater toxicity compared with the parent compound. No significant differences in body weight were observed between rats in the control group and those in the group treated with alpha-apo-Oxytetracycline. No differences in hematological analyses were observed between rats in the control group and those in the group treated with alpha-apo-Oxytetracycline.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
The degradation of oxytetracycline during thermal treatments of chicken and pig meat and the toxic effects of degradation products of oxytetracycline on rats.
2015-05
A liquid chromatography-tandem mass spectrometry confirmatory assay for the simultaneous determination of several tetracyclines in milk considering keto-enol tautomerism and epimerization phenomena.
2009-12-10
Determination and fate of oxytetracycline and related compounds in oxytetracycline production wastewater and the receiving river.
2008-01
C(18) columns for the simultaneous determination of oxytetracycline and its related substances by reversed-phase high performance liquid chromatography and UV detection.
2007-01-17
Quantitative analysis of oxytetracycline and its impurities by LC-MS-MS.
2004-02-04
Susceptibility of Escherichia coli and Enterococcus faecium isolated from pigs and broiler chickens to tetracycline degradation products and distribution of tetracycline resistance determinants in E. coli from food animals.
2003-08-29
Characterisation of the abiotic degradation pathways of oxytetracyclines in soil interstitial water using LC-MS-MS.
2003-03
Determination of oxytetracycline and its degradation products by high-performance liquid chromatography-tandem mass spectrometry in manure-containing anaerobic test systems.
2003-01-05
Application of reversed-phase liquid chromatography and prepacked C18 cartridges for the analysis of oxytetracycline and related compounds.
1996-03-03
Patents

Patents

Sample Use Guides

Rat: 10 mg/kg body weight/day, 90 days
Route of Administration: Oral
In Vitro Use Guide
Unknown
Name Type Language
.ALPHA.-APO-OXYTETRACYCLINE
Common Name English
.ALPHA.-APOOXYTETRACYCLINE
Preferred Name English
.ALPHA.-APOTERRAMYCIN
Common Name English
OXYTETRACYCLINE HYDROCHLORIDE IMPURITY D [EP IMPURITY]
Common Name English
1-CYCLOHEXENE-1-CARBOXAMIDE, 4-((1R)-1,3-DIHYDRO-4,5-DIHYDROXY-9-METHYL-3-OXONAPHTHO(2,3-C)FURAN-1-YL)-3-(DIMETHYLAMINO)-2,5-DIHYDROXY-6-OXO-, (3S,4S,5S)-
Systematic Name English
APOOXYTETRACYCLINE, .ALPHA.
Common Name English
(3S,4S,5S)-4-((1R)-4,5-DIHYDROXY-9-METHYL-3-OXO-1,3-DIHYDRONAPHTHO(2,3-C)FURAN-1-YL)-3-(DIMETHYLAMINO)-2,5-DIHYDROXY-6-OXOCYCLOHEX-1-ENECARBOXAMIDE
Systematic Name English
Code System Code Type Description
PUBCHEM
76971536
Created by admin on Mon Mar 31 22:50:09 GMT 2025 , Edited by admin on Mon Mar 31 22:50:09 GMT 2025
PRIMARY
CAS
1361013-47-9
Created by admin on Mon Mar 31 22:50:09 GMT 2025 , Edited by admin on Mon Mar 31 22:50:09 GMT 2025
ALTERNATIVE
EPA CompTox
DTXSID40940158
Created by admin on Mon Mar 31 22:50:09 GMT 2025 , Edited by admin on Mon Mar 31 22:50:09 GMT 2025
PRIMARY
FDA UNII
H4GV157YJQ
Created by admin on Mon Mar 31 22:50:09 GMT 2025 , Edited by admin on Mon Mar 31 22:50:09 GMT 2025
PRIMARY
CAS
18695-01-7
Created by admin on Mon Mar 31 22:50:09 GMT 2025 , Edited by admin on Mon Mar 31 22:50:09 GMT 2025
PRIMARY