.ALPHA.-APO-OXYTETRACYCLINE

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

Structure Search

SMILES

[H][C@@]1(OC(=O)C2=C(O)C3=C(O)C=CC=C3C(C)=C12)[C@]4([H])[C@H](O)C(=O)C(C(N)=O)=C(O)[C@H]4N(C)C

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

Molecular Formula	C22H22N2O8
Molecular Weight	442.4187
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/25892782 | https://www.ncbi.nlm.nih.gov/pubmed/19932817

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

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
Application of reversed-phase liquid chromatography and prepacked C18 cartridges for the analysis of oxytetracycline and related compounds.	1996 Mar 3	8704932
Characterisation of the abiotic degradation pathways of oxytetracyclines in soil interstitial water using LC-MS-MS.	2003 Mar	12586164
The degradation of oxytetracycline during thermal treatments of chicken and pig meat and the toxic effects of degradation products of oxytetracycline on rats.	2015 May	25892782

Patents

Sample Use Guides

In Vivo Use Guide

Rat: 10 mg/kg body weight/day, 90 days

Route of Administration: Oral

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Sat Dec 16 09:46:24 GMT 2023` Edited by `admin` on `Sat Dec 16 09:46:24 GMT 2023`
Record UNII	H4GV157YJQ
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

.ALPHA.-APO-OXYTETRACYCLINE

Common 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

.ALPHA.-APOOXYTETRACYCLINE

Common 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