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4-Epitetracycline hydrochloride

CAT: 0013-GTR19190302-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19190302-01Size:1 mg
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Description
Epitetracycline is a non-enzymatically formed epimer of tetracycline, representing a degradation product with diminished antibiotic and Tet repressor activity. It serves as a critical reference compound in studying tetracycline stability, degradation pathways, and the mechanisms underlying its reported increased toxicity in animal models.
CAS Number
23313-80-6
Field of Research
Infectious Disease & Virology
Smiles
Cl.[H][C@@]12C[C@@]3 ([H]) C (=C (O) [C@]1 (O) C (=O) C (C (N) =O) =C (O) [C@@H]2N (C) C) C (=O) c1c (O) cccc1[C@@]3 (C) O |t:5,16|
Molecular Formula
C22H25ClN2O8
Molecular Weight
480.90
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Epitetracycline hydrochloride
CAS Number23313-80-6
PubChem CID54686189
IUPAC Name(4R,4aS,5aS,6S,12aR)-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide;hydrochloride
Molecular FormulaC22H25ClN2O8
Molecular Weight480.9
Topological Polar Surface Area182
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count9
Rotatable Bond Count2
Heavy Atom Count33
Formal Charge0
Complexity971
SMILES
C[C@@]1([C@H]2C[C@H]3[C@H](C(=O)C(=C([C@]3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O.Cl
InChI
InChI=1S/C22H24N2O8.ClH/c1-21(31)8-5-4-6-11(25)12(8)16(26)13-9(21)7-10-15(24(2)3)17(27)14(20(23)30)19(29)22(10,32)18(13)28;/h4-6,9-10,15,25-26,29,31-32H,7H2,1-3H3,(H2,23,30);1H/t9-,10-,15+,21+,22-;/m0./s1
InChIKey
YCIHPQHVWDULOY-DXDJYCPMSA-N
Chemical Structure
2D Structure
2D structure of Epitetracycline hydrochloride
CAS: 23313-80-6
CID: 54686189
Formula: C22H25ClN2O8
MW: 480.9
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight480.9
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count9
Rotatable Bond Count2
Exact Mass480.1299435
Monoisotopic Mass480.1299435
Topological Polar Surface Area182 Ų
Heavy Atom Count33
Formal Charge0
Complexity971
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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