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CHEBI:6805 - methacycline
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ChEBI Name
methacycline
ChEBI ID
CHEBI:6805
Definition
A tetracycline that is the 6-methylene analogue of oxytetracycline, obtained by formal dehydration at position 6.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C22H22N2O8
Net Charge
0
Average Mass
442.41870
Monoisotopic Mass
442.13762
InChI
InChI=1S/C22H22N2O8/c1-
7-
8-
5-
4-
6-
9(25)
11(8)
16(26)
12-
10(7)
17(27)
14-
15(24(2)
3)
18(28)
13(21(23)
31)
20(30)
22(14,32)
19(12)
29/h4-
6,10,14-
15,17,25,27-
29,32H,1H2,2-
3H3,(H2,23,31)
/t10-
,14-
,15+,17+,22+/m1/s1
InChIKey
MHIGBKBJSQVXNH-IWVLMIASSA-N
SMILES
[H][C@@]12[C@@H](O)[C@]3([H])C(=C)c4cccc(O)c4C(=O)C3=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@H]2N(C)C
Roles Classification
Biological Role
(s):
antibacterial drug
A drug used to treat or prevent bacterial infections.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via
tetracyclines
)
Application
(s):
antibacterial drug
A drug used to treat or prevent bacterial infections.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
methacycline (
CHEBI:6805
)
has role
antibacterial drug (
CHEBI:36047
)
methacycline (
CHEBI:6805
)
is a
primary carboxamide (
CHEBI:140324
)
methacycline (
CHEBI:6805
)
is a
tertiary α-hydroxy ketone (
CHEBI:139592
)
methacycline (
CHEBI:6805
)
is a
tetracyclines (
CHEBI:26895
)
IUPAC Name
(4
S
,4a
R
,5
S
,5a
R
,12a
S
)-
4-
(dimethylamino)-
3,5,10,12,12a-
pentahydroxy-
6-
methylene-
1,11-
dioxo-
1,4,4a,5,5a,6,11,12a-
octahydrotetracene-
2-
carboxamide
INNs
Sources
metaciclina
ChemIDplus
metacycline
KEGG DRUG
metacyclinum
ChemIDplus
Synonyms
Sources
6-Demethyl-6-deoxy-5-hydroxy-6-methylenetetracycline
ChemIDplus
6-Deoxy-6-demethyl-6-methylene-5-oxytetracycline
ChemIDplus
6-Methylene-5-hydroxytetracycline
ChemIDplus
6-Methylene-5-oxytetracycline
ChemIDplus
6-Methyleneoxytetracycline
ChemIDplus
Methacyclinum
ChemIDplus
Methylenecycline
ChemIDplus
Rondomycin
ChemIDplus
Tri-methacycline
ChemIDplus
Manual Xrefs
Databases
1727
DrugCentral
C07654
KEGG COMPOUND
D04972
KEGG DRUG
DB00931
DrugBank
Methacycline
Wikipedia
US2984686
Patent
View more database links
Registry Numbers
Types
Sources
2230316
Reaxys Registry Number
Reaxys
914-00-1
CAS Registry Number
ChemIDplus
Citation
Type
Source
1650428
PubMed citation
Europe PMC
Last Modified
05 March 2018