U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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 .BETA.-APO-OXYTETRACYCLINE

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-VPZFNDQJSA-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
beta-apo-Oxytetracycline is the degradation product of Oxytetracycline. It exhibits greater toxicity compared with the parent compound. The toxic effects of beta-apo-Oxytetracycline treatment could damage liver and kidney tissues of rats, as well as lead to the degeneration and necrosis in the hepatocytes.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Application of reversed-phase liquid chromatography and prepacked C18 cartridges for the analysis of oxytetracycline and related compounds.
1996 Mar 3
Characterisation of the abiotic degradation pathways of oxytetracyclines in soil interstitial water using LC-MS-MS.
2003 Mar
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
.BETA.-APO-OXYTETRACYCLINE
Common Name English
.BETA.-APOOXYTETRACYCLINE
Common Name English
OXYTETRACYCLINE HYDROCHLORIDE IMPURITY E [EP IMPURITY]
Common Name English
.BETA.-APO-5-OXYTETRACYCLINE
Common Name English
(3S,4S,5R)-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
APOOXYTETRACYCLINE, .BETA.
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,5R)-
Systematic Name English
.BETA.-APOTERRAMYCIN
Common Name English
Code System Code Type Description
CAS
18751-99-0
Created by admin on Sat Dec 16 09:54:31 GMT 2023 , Edited by admin on Sat Dec 16 09:54:31 GMT 2023
PRIMARY
CAS
1361013-49-1
Created by admin on Sat Dec 16 09:54:31 GMT 2023 , Edited by admin on Sat Dec 16 09:54:31 GMT 2023
ALTERNATIVE
EPA CompTox
DTXSID601315222
Created by admin on Sat Dec 16 09:54:31 GMT 2023 , Edited by admin on Sat Dec 16 09:54:31 GMT 2023
PRIMARY
FDA UNII
7HSY5812F9
Created by admin on Sat Dec 16 09:54:31 GMT 2023 , Edited by admin on Sat Dec 16 09:54:31 GMT 2023
PRIMARY
PUBCHEM
54694061
Created by admin on Sat Dec 16 09:54:31 GMT 2023 , Edited by admin on Sat Dec 16 09:54:31 GMT 2023
PRIMARY